Purity | Size | Price | VIP Price | USA Stock *0-1 Day | Global Stock *5-7 Days | Quantity | |||||
{[ item.p_purity ]} | {[ item.pr_size ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} |
{[ getRatePrice(item.pr_usd, 1,1) ]} | Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate) ]} {[ getRatePrice(item.pr_usd,1,item.mem_rate) ]} | {[ item.pr_usastock ]} | Inquiry - | {[ item.pr_chinastock ]} | Inquiry - |
* Storage: {[proInfo.prStorage]}
CAS No. : | 6971-45-5 | MDL No. : | MFCD00035456 |
Formula : | C7H11ClN2O | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | HECSHXUNOVTAIJ-UHFFFAOYSA-N |
M.W : | 174.63 | Pubchem ID : | 2849445 |
Synonyms : |
|
Num. heavy atoms : | 11 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.14 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 2.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 45.99 |
TPSA : | 47.28 Ų |
GI absorption : | High |
BBB permeant : | Yes |
P-gp substrate : | Yes |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -5.77 cm/s |
Log Po/w (iLOGP) : | -3.89 |
Log Po/w (XLOGP3) : | 2.24 |
Log Po/w (WLOGP) : | 1.48 |
Log Po/w (MLOGP) : | 1.41 |
Log Po/w (SILICOS-IT) : | 0.32 |
Consensus Log Po/w : | 0.31 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.55 |
Log S (ESOL) : | -2.6 |
Solubility : | 0.437 mg/ml ; 0.00252 mol/l |
Class : | Soluble |
Log S (Ali) : | -2.87 |
Solubility : | 0.235 mg/ml ; 0.00135 mol/l |
Class : | Soluble |
Log S (SILICOS-IT) : | -2.19 |
Solubility : | 1.13 mg/ml ; 0.00649 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.45 |
Signal Word: | Warning | Class: | N/A |
Precautionary Statements: | P261-P305+P351+P338 | UN#: | N/A |
Hazard Statements: | H315-H319-H335 | Packing Group: | N/A |
GHS Pictogram: |
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
179.4 mg | for 2 h; Reflux | 200 mg of 2-methoxyphenylhydrazine hydrochloride was dissolved in 5 ml of ethanol and 189 μl of malonaldehyde bisdimethylacetal was added, followed by heating to reflux for 2 hours. To the reaction mixture was added 50 ml of water, followed by neutralizing with a saturated aqueous sodium carbonate solution and extracting with 60 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and subsequently the solvent was distilled off under reduced pressure to afford 179.4 mg of the title compound. 1H-NMR (CDCl3); δ (ppm) 3.87 (3H,s), 6.42 (1H, d, J=2.4Hz), 7.02-7.07 (2H, m), 7.27-7.32 (1H, m), 7.68-7.72 (2H, m), 8.01 (1H, d, J=2.4Hz). MS (FAB); m/z 175 (M+H)+ |
179.4 mg | for 2 h; Reflux | [0176] 200 mg of 2-methoxyphenylhydrazine hydrochloride was dissolved in 5 ml of ethanol and 189 μl of malonaldehyde bisdimethylacetal was added, followed by heating to reflux for 2 hours. To the reaction mixture was added 50 ml of water, followed by neutralizing with a saturated aqueous sodium carbonate solution and extracting with 60 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and subsequently the solvent was distilled off under reduced pressure to afford 179.4 mg of the title compound. [0177] 1H-NMR (CDCl3); δ (ppm) 3.87 (3H, s), 6.42 (1H, d, J=2.4 Hz), 7.02-7.07 (2H, m), 7.27-7.32 (1H, m), 7.68-7.72 (2H, m), 8.01 (1H, d, J=2.4 Hz). [0178] MS (FAB); m/z 175 (M+H)+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4% | With acetyl chloride; In ethanol; for 57h;Heating / reflux; | Preparation 7N-(8-methoxy-2,3,4,9-tetrahydro-lH-carbazol-3-yl)-isobutyramideAdd acetyl chloride (34.1 mL, 480 mmol) portionwise to absolute ethanol (120 mL) cooled in an ice bath and stir for 2 h. Add 4-methoxyphenylhydrazine hydrochloride (1.74 g, 10 mmol) and N-(4-oxo-cyclohexyl)-isobutyramide (Preparation 2) (1.83 g, 120 mmol) and reflux with stirring for 18 h. Follow the procedures essentially as described in Preparation 6, above, to give 6.0 g green gum after workup. Pass over a silica pad eluting with dichloromethane/25% ethyl acetate to provide 1.29 g of a brown foam. Further purify the residue by flash EPO <DP n="90"/>chromatography, eluting with dichloromethane, dichloromethane/25% ethyl acetate and then a gradient up to dichloromethane/40% ethyl acetate to obtain a pale tan solid. Triturate in diethyl ether with a bit of hexane to give 421 mg (4%) of an off- white solid. MS (ES): m/z 287 (M+l), 285 (M-I); 1H NMR(DMS0-d6): delta 10.77 (s, IH), 7.83 (d, IH, J = 7.5 Hz), 6.95 (d, IH, J = 7.9 Hz), 6.86 (t, IH, J = 7.7 Hz), 6.61 (d, IH, J = 7.5 Hz), 4.02 (m, IH), 3.90 (s, 3H), 2.89 (dd, IH, J = 15.0, 5.3 Hz), 2.76 (m, 2H), 2.50-2.34 (m, 3H), 1.95 (m, IH), 1.76 (m, IH), 1.03 (d, 6H, / = 7.0 Hz). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In N,N-dimethyl-formamide; at 85℃; for 7.25h; | After adding 140 mg of potassium carbonate and 140 mg of iodomethane to a 3 ml DMF solution containing 220 mg of {2-(2-fluoro-3-hydroxy-5-methylphenyl)-2-[4-(5-methyl-[1,2,4]oxadiazol-3-yl)phenylimino]-1-methylsulfanylethylidene}carbamic acid methyl ester, the mixture was stirred at room temperature for 17 hours and 15 minutes. Ethyl acetate and water were added to the reaction mixture, and extraction was performed twice with ethyl acetate. The combined organic layers were washed twice with water and dried using magnesium sulfate. The desiccating agent was filtered off and the filtrate was concentrated under reduced pressure. Half of the obtained residue was dissolved in 1 ml of DMF, and after adding 38 mg of <strong>[6971-45-5](2-methoxyphenyl)hydrazine hydrochloride</strong> and 0.070 ml of triethylamine to the solution, the mixture was stirred at 85 C. for 7 hours and 15 minutes under a nitrogen atmosphere. The reaction mixture was then concentrated. Next, 1 ml of methanol and 0.090 ml of acetic acid were added to dissolve the obtained residue. To this solution there was added 100 mg of sodium cyanotrihydroborate, and the mixture was stirred at room temperature for 3 hours. The reaction mixture was then concentrated. Next, 3 ml of a methanol:water:acetic acid=1:1:1 mixed solvent was added to dissolve the obtained residue. After adding 140 mg of iron powder to the solution, the mixture was stirred at 55 C. for 17 hours and 15 minutes under a nitrogen atmosphere. After filtering the reaction mixture, it was purified by reverse-phase high performance liquid chromatography (acetonitrile-water, 0.1% trifluoroacetic acid) to give the title compound (4.15 mg) as a white solid. 1H-NMR (CD3OD) delta 2.31 (s, 3H) 3.82 (s, 3H) 3.87 (s, 3H) 5.95 (s, 1H) 6.83-6.86 (m, 3H) 6.94 (dd, J=2.0, 8.0 Hz, 1H) 7.02 (dt, J=0.8, 8.0 Hz, 1H) 7.14 (dd, J=1.2, 8.4 Hz, 1H) 7.30 (dd, J=1.6, 7.6 Hz, 1H) 7.43 (ddd, J=1.2, 7.2, 8.4 Hz, 1H) 7.62-7.65 (m, 2H) Mass spectrum (ESI) m/z: 477 (M+H)+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; | EXAMPLE 8 Preparation of (+/-)- 8-methoxy-1-(1-naphthalenylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole STR38 To a stirred, cooled (0 C.) suspension of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.44 g, 83 mmol) in THF (600 mL) was added 4-chlorobutanal prepared as described in Example 5 (9.0 g, 84 mmol) followed by dropwise addition of triethylamine (8.6 g, 85 mmol) in THF (20 mL). Upon complete addition, the cooling bath was removed and the solution stirred for 1 hour. The reaction mixture was filtered and the filter cake washed with THF (100 mL). The combined filtrates were concentrated to an orange oil, which was dissolved in methanol (150 mL) and water (5 mL). The solution was transferred to a sealable tube and purged with nitrogen for 10 minutes. The tube was sealed and placed in an oilbath preheated to 95 C. After heating for 14 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between saturated aqueous potassium carbonate and 3:1 chloroform: 2-propanol. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (15% methanol, 0.2 % NH4 OH, in chloroform as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in methanol and treated with dry HCl and concentrated to afford 7-methoxytryptamine hydrochloride (4.04 g) as a stable foam, which was used without further purification. STR39 | |
With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; | EXAMPLE 8 Preparation of (+-) 8-methoxy-1-(1-naphthalenylmethyl)-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole STR39 To a stirred, cooled (0 C.) suspension of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.44 g, 83 mmol) in THF (600 mL) was added 4-chlorobutanal prepared as described in Example 5 (9.0 g, 84 mmol) followed by dropwise addition of triethylamine (8.6 g, 85 mmol) in THF (20 mL). Upon complete addition, the cooling bath was removed and the solution stirred for 1 hour. The reaction mixture was filtered and the filter cake washed with THF (100 mL). The combined filtrates were concentrated to an orange oil, which was dissolved in methanol (150 mL) and water (5 mL). The solution was transferred to a sealable tube and purged with nitrogen for 10 minutes. The tube was sealed and placed in an oilbath preheated to 95 C. After heating for 14 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between saturated aqueous potassium carbonate and 3:1 chloroform: 2-propanol. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (15% methanol, 0.2 % NH4 OH, in chloroform as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in methanol and treated with dry HCl and concentrated to afford 7-methoxytryptamine hydrochloride (4.04 g) as a stable foam, which was used without further purification. STR40 | |
With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; | EXAMPLE 5 Preparation of 8-methoxy-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole STR29 To a stirred, cooled (0 C.) suspension of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.44 g, 83 mmol.) in THF (600 mL) was added 4-chlorobutanal (9.0 g, 84 mmol.) followed by dropwise addition of triethylamine (8.6 g, 85 mmol.) in THF (20 mL). Upon complete addition, the cooling bath was removed and the solution stirred for 1 hour. The reaction mixture was filtered and the filter cake washed with THF (100 mL). The combined filtrates were concentrated to an orange oil, which was dissolved in methanol (150 mL) and water (5 mL). The solution was transferred to a sealable tube and purged with nitrogen for 10 minutes. The tube was sealed and placed in an oilbath preheated to 95 C. After heating for 14 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between saturated aqueous potassium carbonate and 3:1 chloroform: 2-propanol. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (15% methanol, 0.2% NH4 OH, in chloroform as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in methanol and treated with dry HCl and concentrated to afford 7-methoxytryptamine hydrochloride (4.04 g) as a stable foam, which was used without further purification. STR30 |
With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; | EXAMPLE 54 Preparation of (+-) 8-methoxy-1-(1-naphthalenylmethyl)-1,2,3,4-tetrahydro-9H-pyrido [3,4-b]indole (Z)-2-butenedioate To a stirred, cooled (0 C.) suspension of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.44 g, 83 mmol.) in THF (600 mL) was added 4-chlorobutanal prepared as described in Example 5 (9.0 g, 84 mmol.) followed by dropwise addition of triethylamine (8.6 g, 85 mmol.) in THF (20 mL). Upon complete addition, the cooling bath was removed and the solution stirred for 1 hour. The reaction mixture was filtered and the filter cake washed with THF (100 mL). The combined filtrates were concentrated to an orange oil, which was dissolved in methanol (150 mL) and water (5 mL). The solution was transferred to a sealable tube and purged with nitrogen for 10 minutes. The tube was sealed and placed in an oilbath preheated to 95 C. After heating for 14 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between saturated aqueous potassium carbonate and 3:1 chloroform:2-propanol. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (15% methanol, 0.2% NH4 OH, in chloroform as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in methanol and treated with dry HCl and concentrated to afford 7-methoxytryptamine hydrochloride (4.04 g) as a stable foam, which was used without further purification. | |
With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; | EXAMPLE 5 Preparation of 8-methoxy-1-[(3,4-dimethoxyphenyl)methyl]-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole To a stirred, cooled (0 C.) suspension of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.44 g, 83 mmol.) in THF (600 mL) was added 4-chlorobutanal (9.0 g, 84 mmol.) followed by dropwise addition of triethylamine (8.6 g, 85 mmol.) in THF (20 mL). Upon complete addition, the cooling bath was removed and the solution stirred for 1 hour. The reaction mixture was filtered and the filter cake washed with THF (100 mL). The combined filtrates were concentrated to an orange oil, which was dissolved in methanol (150 mL) and water (5 mL). The solution was transferred to a sealable tube and purged with nitrogen for 10 minutes. The tube was sealed and placed in an oilbath preheated to 95 C. After heating for 14 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between saturated aqueous potassium carbonate and 3:1 chloroform:2-propanol. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (15% methanol, 0.2% NH4 OH, in chloroform as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in methanol and treated with dry HCl and concentrated to afford 7-methoxytryptamine hydrochloride (4.04 g) as a stable foam, which was used without further purification. | |
With hydrogenchloride; triethylamine; In tetrahydrofuran; methanol; chloroform; water; | EXAMPLE 5 STR29 To a stirred, cooled (0 C.) suspension of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.44 g, 83 mmol.) in THF (600 mL) was added 4-chlorobutanal (9.0 g, 84 mmol.) followed by dropwise addition of triethylamine (8.6 g, 85 mmol.) in THF (20 mL). Upon complete addition, the cooling bath was removed and the solution stirred for 1 hour. The reaction mixture was filtered and the filter cake washed with THF (100 mL). The combined filtrates were concentrated to an orange oil, which was dissolved in methanol (150 mL) and water (5 mL). The solution was transferred to a sealable tube and purged with nitrogen for 10 minutes. The tube was sealed and placed in an oilbath preheated to 95 C. After heating for 14 hours, the reaction mixture was cooled to ambient temperature and concentrated under reduced pressure. The residue was partitioned between saturated aqueous potassium carbonate and 3:1 chloroform: 2-propanol. The organic phase was dried over sodium sulfate and concentrated. The residue was purified by flash chromatography on silica gel (15% methanol, 0.2% NH4 OH, in chloroform as eluent). The fractions containing product were pooled and concentrated under reduced pressure. The residue was dissolved in methanol and treated with dry HCl and concentrated to afford 7-methoxytryptamine hydrochloride (4.04 g) as a stable foam, which was used without further purification. STR30 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; In ethanol; at 20 - 90℃; for 3h; | A mixture of 4-chloro-1-(4-methoxybenzyl)-2-oxo-1,2-dihydroquinoline-3-carbonitrile (500 mg), <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (321 mg), triethylamine (627 mul) and ethanol (5 ml) was stirred at room temperature for 1 hour and at 90C for 2 hours. After cooling, water was added to the mixture and the precipitated solid was collected by filtration, washed with water-ethanol and dried to obtain the target compound (421 mg). 1 H-NMR (DMSO-d6, 300 MHz): delta 3.70 (3H, s), 3.84 (3H, s), 5.39 (2H, br), 6.24 (2H, br), 6.88 (2H, d, J = 8.7 Hz), 7.10-7.21 (4H, m), 7.26-7.40 (3H, m), 7.46 (1H, dd, J = 7.9, 1.7 Hz), 7.51-7.57 (1H, m), 7.94-7.97 (1H, m). LC/MS (ESI): m/z 427.1 (M+1). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
2.15 g (15%) | With NaH; sodium acetate; In N,N-dimethyl-formamide; butan-1-ol; | EXAMPLE 107 1-(2-Methoxyphenyl)-3-(1-methyl-4-piperidinyl)-1H-indazole fumarate A mixture of 4-(2-fluorobenzoyl)-1-methylpiperidine (14.6 g. 0.066 moles) of Example 1, <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (14.5 g, 0.083 moles) and sodium acetate (16.0 g, 0.195 moles) in n-butanol (280 ml) was refluxed for 7 hours. The mixture was cooled, filtered, and then concentrated to yield 22 g (100%) of an oil. To a solution of the oil (21.6 g, 0.063 moles) in DMF (220 ml) was added NaH (6.7 g, 0.139 moles, 50% oil dispersion). The mixture was stirred at 80 C. for 3 hours and then cooled and poured into H2 O. The aqueous mixture was extracted with ethyl acetate, dried (MgSO4) and concentrated to yield 22 g of an oil. A portion of the oil (9.5 g) was purified using HPLC (silica gel, 100% methanol) to yield 4.5 g of an oil. The oil was dissolved in ether and a solution of fumaric acid in ether was added to form a salt. The salt was recrystallized three times from ethanol-ether to yield 2.15 g (15%) of 1-(2-methoxyphenyl)-3-(1-methyl-4-piperidinyl)-1H-indazole fumarate, m.p. 177-178 C. ANALYSIS: Calculated for C20 H23 N3 O.C4 H4 O4: 65.94%C, 6.21H, 9.59%N. Found: 65.87%C, 6.34%H, 9.57%N. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In ethanol; | Part A. Ethyl pyruvate (o-methoxyphenyl)hydrazone After adding 20 ml. (0.15 mole) ethyl pyruvate to a solution of 26.1 g. (0.15 mole) o-methoxyphenylhydrazine hydrochloride in 200 ml. ethanol, the reaction solution was heated for 5 mins. at about 60 C. After cooling the reaction mixture and diluting with water, a precipitate formed. The solids were collected on a filter and recrystallized from methanol. There was thus obtained 17.8 g. of ethyl pyruvate (o-methoxyphenyl)hydrazone as a mixture of syn and anti isomers (60% and 40%, respectively) having a melting range of 58 to 83 C. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
40% | In dichloromethane; toluene; | A. Preparation of 3-phenylmethyl-7-methoxyindole. A mixture of 15gm (0.086mol) of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> and 12mL (0.09mol) of 3-phenylpropionaldehyde in 300mL of toluene was refluxed for 1.5 hours with azeotropic removal of water. The suspension was cooled, evaporated in vacuoand the residue dissolved in 500mL of dichloromethane and stirred with 9mL (0.09mol) of phosphorous trichloride for 18 hours. The solution was poured into ice-water, stirred well, and made basic with sodium bicarbonate. The organic phase was washed with saturated sodium chloride, dried over sodium sulfate, and evaporated in vacuo.The residue was chromatographed on silica gel eluding with a gradient hexane/5-15% ethyl ether to give product, 8.0gm, 40%, as a viscous oil. 1H NMR (CDCl3) delta: 3.95 (s, 3H), 4.10 (s, 2H), 6.65 (d, 1H), 6.90 (s, 1H), 7.00 (t, 1H), 7.10 (d, 1H), 7.20 (m, 1H), 7.30 (m, 4H), 8.20 (br s, 1H) |
40% | In dichloromethane; toluene; | A. Preparation of 3-phenylmethyl-7-methoxyindole. A mixture of 15 gm (0.086 mol) of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> and 12 mL (0.09 mol) of 3-phenylpropionaldehyde in 300 mL of toluene was refluxed for 1.5 hours with azeotropic removal of water. The suspension was cooled, evaporated in vacuo and the residue dissolved in 500 mL of dichloromethane and stirred with 9 mL (0.09 mol) of phosphorous trichloride for 18 hours. The solution was poured into ice-water, stirred well, and made basic with sodium bicarbonate. The organic phase was washed with saturated sodium chloride, dried over sodium sulfate, and evaporated in vacuo. The residue was chromatographed on silica gel eluding with a gradient hexane/5-15% ethyl ether to give product, 8.0 gm, 40%, as a viscous oil. 1H NMR (CDCl3) delta: 3.95 (s, 3H), 4.10 (s, 2H), 6.65 (d, 1H), 6.90 (s, 1H), 7.00 (t, 1H), 7.10 (d, 1H), 7.20 (ml 1H), 7.30 (m, 4H), 8.20 (br s, 1H) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | With triethylamine; In methanol; ethanol; water; acetic acid; | a. 6-Chloro-2-(2-methoxyanilino)-2,3,4,9-tetrahydro-1H-pyrrolo-[3,4-b]quinoline-1,3,9-trione. To a stirred suspension of dimethyl-7-chloro-4-hydroxyquinoline-2,3-dicarboxylate (0.218 g, 0.74 mM) and <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (0.900 g, 5.20 mM) in ethanol (4 mL) was added triethylamine (0.83 mL, 5.9 mM). The resulting brown solution was refluxed for 22 hours. The solution was cooled to room temperature and precipitation occurred to give a tan suspension which was stirred for 16 hours. The suspension was filtered and the collected solids were discarded. The filtrate was diluted with ethyl acetate (50 mL) and washed with hydrochloric acid (3*50 mL, 1N) and brine (50 mL). Concentration of the washed solution under a nitrogen gas stream gave a tan powder (0.527 g). This material was refluxed in glacial acetic acid (5 mL) for 2 hours to give a thick tan suspension. This suspension was cooled to room temperature and stirred for 16 hours. The suspension was filtered and the collected solids washed with glacial acetic acid and then ether to give a tan powder (0.378 g). This material was stirred in a solution of water (5 mL) and methanol (1 mL) to give a tan suspension which was stirred for 16 hours. The suspension was filtered and the collected solids were washed successively with water, methanol and then ether to give the title compound (0.126 g, 46%) as a tan powder, mp 390 C. (decomp.); MS(CI): 370 (M+H). Analysis for C18H12ClN3O4. 0.20 H2O: Calculated: C, 57.90; H, 3.35; N, 11.25 Found: C, 57.92; H, 3.48; N, 10.93 1H NMR 13.80 (br s, 1H, exchangeable), 8.23 (d, J=8.67 Hz, 1H), 7.89 (d, J=1.98 Hz, 1H), 7.79 (s, 1H, exchangeable), 7.58 (dd, J=1.98, 8.67 Hz, 1H), 6.97 (d, J=7.62 Hz, 1H), 6.80-6.73 (m, 3H), 3.86 (s, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine; | EXAMPLE 15A 5-Amino-1-(2-methoxyphenyl)-1H-pyrazole-4-carbonitrile In analogy to the preparation of Example 10A, 3.5 g (88% of theory) of the desired product are obtained starting from 4.1 g (18 mmol) of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong>, 2.19 g (18 mmol) of ethoxymethylenemalononitrile and 10 ml (71.9 mmol) of triethylamine. m.p.: 129 C. MS (ESI pos): m/z=215 (M+H)+ 1H-NMR (300 MHz, DMSO-d6): delta=3.8 (s, 3H), 6.3 (s, 2H), 7.05 (t, 1H), 7.2 (d, 1H), 7.5 (t, 1H), 7.7 (s, 1H) ppm. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With sodium methylate; In ethanol; for 18h;Heating / reflux; | To a solution of 1-(2-methoxyphenyl)hydrazine hydrogen chloride (3 g, 0.017 mol) in ethanol (50 mL) was added 2-(methoxymethylene)malononitrile (1.89 g, 0.9 eq.) and sodium methoxide (1.92 g, 2.1 eq). The reaction mixture was heated at reflux for 18 h and concentrated. The reaction mixture was partitioned between brine and ethyl acetate. The organic layer was separated, dried with magnesium sulfate, filtered and concentrated. MPLC Biotage chromatography eluding with 20-60% ethyl acetate/hexanes afforded the title compound in 53% yield (1.9 g). 400 MHz 1H NMR (CDCl3) delta 7.64 (m, 1 H), 7.40 (m, 2H), 7.08 (m,2H), 4.51 (bs, 2H), 3.87 (s, 3 H); MS: (M+H m/z=215.2). |
53% | With sodium methylate; In ethanol; for 18h;Heating / reflux; | a) 5-amiotano-1 -(2-methoxyphenyl)-1 H-pyrazole-4-carboniotatriotaleTo a solution of 1 -(2-methoxyphenyl)hydraziotane hydrogen chloride (3g, O 017 mol) in ethanol (50 mL) was added 2-(methoxymethylene)malononiotatriotale (1 89 g, 0 9 eq ) and sodium methoxide (1 92g, 2 1 eq) The reaction mixture was heated at reflux for 18h and concentrated The reaction mixture was partitioned between brine and ethyl acetate The organic layer was separated, dried with magnesium sulfate, filtered and concentrated MPLC Biotage chromatography eluting with 20-60% ethyl acetate/hexanes afforded the title compound in 53% yield (1 9g) 400 MHz 1 H NMR (CDCI3) delta 7 64 (m, <n="50"/>1 H), 7 40 (m, 2H), 7 08 (m,2H), 4 51 (bs 2H), 3 87 (s, 3 H), MS (M+H m/z =215 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
A suspension of <strong>[6971-45-5](2-methoxyphenyl)hydrazine hydrochloride</strong> (875 mg, 5.0 mmol; TCI-US), tropinone (696 mg, 5.0 mmol; Aldrich), and 4 M HCl-dioxane (2.5 mL, 10.0 mmol; Aldrich) in ethanol (10 mL) was heated to 80 0C for 16 hours. After cooling to room temperature, the reaction mixture was concentrated, basified with 5 NNaOH (aqueous), and then extracted with ethyl acetate (3x50 mL). The combined organic phase was concentrated and the residue was purified by reverse-phase HPLC [Waters XBridge RP 18 column, 5 mum, 30x100 mm, flow rate 40 mL/minute, 20-95% gradient of methanol in buffer (0.1 M aqueous ammonium bicarbonate, adjusted to pH 10 with ammonium hydroxide)] to afford the title compound: 1H NMR (300 MHz, methanol-^) delta ppm 1.62 - 1.80 (m, 1 H), 1.97 (t, J=9 Hz, 1 H), 2.24 - 2.38 (m, 2 H), 2.47 (s, 3 H), 2.57 (d, J=Yl Hz, 1 H), 3.25 - 3.36 (m, 1 H), 3.65 - 3.73 (m, 1 H), 3.92 (s, 3 H), 4.34 (d, J=4 Hz, 1 H), 6.59 (d, J=8 Hz, 1 H), 6.87 - 6.95 (m, 1 H), 6.97 - 7.04 (m, 1 H); MS (DCIZNH3) m/z 243 (M+H)+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | (Example 56) 4-(((4-(2-Dimethylaminoethoxy)-3-ethoxyphenyl)-(N'-(2-methoxyphenyl)hydrazinocarbonyl)methyl)amino)benzamidine trifluoroacetate [Show Image] [Show Image] (4-Carbamimidoylphenylamino)-(4-(2-dimethylaminoethoxy)-3-ethoxyphenyl)acetic acid trifluoroacetate (10 mg, 0.017 mmol) prepared in Example 49b was dissolved in N,N-dimethylformamide (0.35 ml) and cooled to 0C. To the reaction mixture were added 1-hydroxybenzotriazole monohydrate (10 mg, 0.065 mmol) and 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (13 mg, 0.067 mmol), followed by stirring for 1 hour and addition of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> (10 mg, 0.057 mmol) and triethylamine (8 mul, 0.057 mmol). The reaction mixture was stirred overnight at room temperature and then directly purified by reversed-phase high performance liquid chromatography to give the title compound as a colorless solid (5.04 mg, yield: 50%). 1H-NMR (400 MHz, CD3OD) delta: 1.41 (t, J = 6.8 Hz, 3H), 3.04 (s, 6H), 3.59 (t, J = 4.8 Hz, 2H), 3.83 (s, 3H), 4.12 (q, J = 7.2 Hz, 2H), 4.34 (t, J = 5.2 Hz, 2H), 5.16 (s, 1H), 6.37 (dd, J = 1.6, 8.0 Hz, 1H), 6.61 (dt, J = 1.6, 7.6 Hz, 1H), 6.76 (dq, J = 1.6, 8.4 Hz, 1H), 6.83 (d, J = 9.2 Hz, 2H), 6.82-6.87 (m, 1H), 7.10 (d, J = 8.0 Hz, 1H), 7.16 (dd, J = 2.4, 8.4 Hz, 1H), 7.24 (d, J = 2.0 Hz, 1H), 7.63 (d, J = 9.2 Hz, 2H); Mass spectrum (ESI) m/z: 521 (M+H)+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
12.81%; 9.37% | In ethanol; for 3h;Reflux; | Step G2. A mixture of (E)- 1,1,1 -trichloro-4-ethoxy-3-methylbut-3-en-2-one (279 mg, 1.205 mmol) and (2-methoxyphenyl)hydrazine, HCl (253 mg, 1.446 mmol) in EtOH (5 mL) was heated to reflux for 3hrs. Cooled to r.t. then seperated by Pre-HPLC to afford ethyl l-(2-methoxyphenyl)-4-methyl-lH-pyrazole-5-carboxylate (Fraction A, 30mg, 0.113 mmol, 9.37 % yield) and ethyl l-(2-methoxyphenyl)-4-methyl-lH-pyrazole-3- carboxylate (fraction B, 41mg, 0.154 mmol, 12.81 % yield). ¾-NMR of fraction A: (500MHz, CD30D): delta: 7.58(s, IH), 7.48-7.44(m, IH), 7.35(d, J=7Hz, IH), 7.14(d, J=7.2Hz), 7.10-7.07(m, IH), 4.16(q, J=7.1Hz, 2H), 3.76(s, 3H), 2.34(s, 3H), 1.1 l(t, J=7Hz, 3H).¾-NMR of isomer B: (500MHz, CD30D): delta: 7.91(s, IH), 7.61(d, J=8.2Hz, IH), 7.36(d, J=7Hz, IH), 7.23(d, J=8.2Hz, IH), 7.12-7-08 (m, IH), 4.41(q, J=7 Hz, 2H), 3.76(s, 3H), 2.35(s, 3H), 1.42(t, J=7Hz, 3H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
10 g | In ethanol; water; at 20℃; for 1h; | EXAMPLE 1) 2-(2-Methoxyphenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride 2-(2-Methoxyphenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride (hereinafter, tetrazolium compound A, cf., formula (II) described above) was synthesized as follows (cf., formula (VII) below). First, 8 g of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 150 ml of water. While stirring at room temperature, a solution obtained by mixing 6 g of benzaldehyde with 75 ml of ethanol was dropwise added to the solution. The mixture was stirred at room temperature for an hour. The precipitates formed were washed with 200 ml of water, dried at 50C under reduced pressure to give 10 g of pale yellow solid. This pale yellow solid was dissolved in 600 ml of pyridine and stirred under ice cooling. Subsequently, 12 g of 4-nitrobenzenediazonium tetrafluoroborate was dissolved in 500 ml of water. The solution was dropwise added to the pyridine solution, followed by stirring for 2 hours in an ice bath. The precipitates formed were taken by filtration, washed with 200 ml of water, and dried at 50C under reduced pressure to give 8.63 g of blue black solid. The solid was dissolved in 250 ml of toluene and 2 g of thionyl chloride was added thereto, followed by heating at 90C for 2 hours with stirring. After cooling, 250 ml of water was added to extract the water-soluble matters. After 250 ml of ethyl acetate was added to the aqueous layer and washed, the aqueous layer was freeze dried to give 5.4 g of 2-(2-methoxyphenyl)-3-(4-nitrophenyl)-5-phenyltetrazolium chloride as yellow solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
68% | In methanol; for 1h;Inert atmosphere; Reflux; | To a solution of starting compound C (2-methoxy phenyl hydrazine hydrochloride, Aldrich) (350 g, 1 eq.) in MeOH (2 L) was al-3-yl]dded 3-oxo-pentanedioic acid dimethyl ester (Aldrich) (1.2 eq.) under N2, this solution was been refluxing for 1h, TLC showed there was no STM. The solvent was removed by evaporation and the residue was purified by silica column (DCM/MeOH 200:1?50:1) to give desired intermediate D as white solid. (360 g, yield 68%). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
93% | In N,N-dimethyl-formamide; at 20℃;Inert atmosphere; | General procedure: To a 50 mL round-bottomed flask was added 1 (97%, 500 mg, 2.74mmol), 4-methoxyphenylhydrazine hydrochloride (2a; 456 mg,2.61 mmol), and DMF (10 mL). The reaction was allowed to stir undera N2 atmosphere at r.t. for 1 h. Ice (5 g) was added with stirring,followed by a solution of NaHCO3 (330 mg, 3.9 mmol) in H2O (5mL). The resultant precipitate was filtered, washed with H2O, anddried at 40-50 C under vacuum overnight to obtain 3a; yield: 678mg (87%) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
179.4 mg | In ethanol; for 2h;Reflux; | 200 mg of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 5 ml of ethanol and 189 mul of malonaldehyde bisdimethylacetal was added, followed by heating to reflux for 2 hours. To the reaction mixture was added 50 ml of water, followed by neutralizing with a saturated aqueous sodium carbonate solution and extracting with 60 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and subsequently the solvent was distilled off under reduced pressure to afford 179.4 mg of the title compound. 1H-NMR (CDCl3); delta (ppm) 3.87 (3H,s), 6.42 (1H, d, J=2.4Hz), 7.02-7.07 (2H, m), 7.27-7.32 (1H, m), 7.68-7.72 (2H, m), 8.01 (1H, d, J=2.4Hz). MS (FAB); m/z 175 (M+H)+ |
179.4 mg | In ethanol; for 2h;Reflux; | [0176] 200 mg of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 5 ml of ethanol and 189 mul of malonaldehyde bisdimethylacetal was added, followed by heating to reflux for 2 hours. To the reaction mixture was added 50 ml of water, followed by neutralizing with a saturated aqueous sodium carbonate solution and extracting with 60 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and subsequently the solvent was distilled off under reduced pressure to afford 179.4 mg of the title compound. [0177] 1H-NMR (CDCl3); delta (ppm) 3.87 (3H, s), 6.42 (1H, d, J=2.4 Hz), 7.02-7.07 (2H, m), 7.27-7.32 (1H, m), 7.68-7.72 (2H, m), 8.01 (1H, d, J=2.4 Hz). [0178] MS (FAB); m/z 175 (M+H)+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
200 mg | In ethanol; for 3h;Reflux; | 200 mg of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 4 ml of ethanol and 134 mul of 3-methyl-2,4-pentanedione was added, followed by heating to reflux for 3 hours. To the reaction mixture was added 50 ml of water, followed by neutralizing with a saturated aqueous sodium carbonate solution and extracting with 60 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and subsequently the solvent was distilled off under reduced pressure to afford 209.8 mg of the title compound. 1H-NMR (CDCl3); delta (ppm) 1.98 (3H, s), 2.02 (3H, s), 2.24 (3H, s), 3.80 (3H, s), 6.99-7.04 (2H, m), 7.29-7.31 (1H, m), 7.34-7.39 (1H, m). MS (FAB); m/z 217 (M+H)+ |
209.8 mg | In ethanol; for 3h;Reflux; | [0212] 200 mg of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 4 ml of ethanol and 134 mul of 3-methyl-2,4-pentanedione was added, followed by heating to reflux for 3 hours. To the reaction mixture was added 50 ml of water, followed by neutralizing with a saturated aqueous sodium carbonate solution and extracting with 60 ml of ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate and subsequently the solvent was distilled off under reduced pressure to afford 209.8 mg of the title compound. [0213] 1H-NMR (CDCl3); delta (ppm) 1.98 (3H, s), 2.02 (3H, s), 2.24 (3H, s), 3.80 (3H, s), 6.99-7.04 (2H, m), 7.29-7.31 (1H, m), 7.34-7.39 (1H, m). [0214] MS (FAB); m/z 217 (M+H)+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
485.6 mg | With acetic acid; In 2-methoxy-ethanol; for 1.66667h;Reflux; | 300 mg of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 1.3 ml of 2-methoxyethanol, and 2.5 ml of acetic acid and 208 mul of 1,1,1-trifluoro-2,4-pentanedione were added, followed by heating to reflux for 1 hour and 40 minutes. The solvent was distilled off under reduced pressure, 50 ml of ethyl acetate was added, the organic layer washed with 50 ml of saturated sodium hydrogen carbonate solution and 50 ml of saturated brine was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to afford 485.6 mg of the title compound. 1H-NMR (CDCl3); delta (ppm) 2.14 (3H, s), 3.78 (3H, s), 6.40 (1H, s), 7.00-7.07 (2H, m), 7.31-7.33 (1H, m), 7.41-7.45 (1H, m). MS (ESI); m/z 257 (M+H)+ |
485.6 mg | With acetic acid; In 2-methoxy-ethanol; for 1.67h;Reflux; | [0188] 300 mg of <strong>[6971-45-5]2-methoxyphenylhydrazine hydrochloride</strong> was dissolved in 1.3 ml of 2-methoxyethanol, and 2.5 ml of acetic acid and 208 mul of 1,1,1-trifluoro-2,4-pentanedione were added, followed by heating to reflux for 1 hour and 40 minutes. The solvent was distilled off under reduced pressure, 50 ml of ethyl acetate was added, the organic layer washed with 50 ml of saturated sodium hydrogen carbonate solution and 50 ml of saturated brine was dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure to afford 485.6 mg of the title compound. [0189] 1H-NMR (CDCl3); delta (ppm) 2.14 (3H, s), 3.78 (3H, s), 6.40 (1H, s), 7.00-7.07 (2H, m), 7.31-7.33 (1H, m), 7.41-7.45 (1H, m). [0190] MS (ESI); m/z 257 (M+H)+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
13% | [00159] Intermediate 8A. tert-Butyl 3,3-diethyl-7-methoxyindoline-l-carboxylate: To 2-ethyl butyraldehyde (7.7 mL, 63 mmol) in ethanol (60 mL) was added the (2- methoxyphenyl)hydrazine hydrochloride (10 g, 57 mmol) and the mixture was stirred at room temperature. Sulfuric acid (0.30 mL, 5.7 mmol) was added slowly and the mixture was stirred at room temperature for 3 h. More sulfuric acid (1.5 mL, 29 mmol) was added. After 1 h, NaBH4 (2.2 g, 58 mmol) was added carefully. After poured into water and 1 M NaOH, the aqueous layer was extracted with ethyl acetate (2 x). Organic layers were combined, dried over MgS04, filtered and concentrated in vacuo. Crude material was purified by flash chromatography to give a red oil. To this crude in dioxane (50 mL), 1 M Na2C03 solution (100 mL) was added followed by Boc20 (12.5 g, 57.3 mmol). The reaction was stirred at room temperature for 16 h. The reaction was concentrated and then partitioned between EtOAc and water. The aqueous layer was extracted with EtOAc. The combined organics were dried over MgS04, filtered, and evaporated. The crude product was purified by flash chromatography (5-10% EtOAc/hexanes) to give Intermediate 8A (2.2 g, 13%) as a yellow solid. LCMS (ESI) m/z 206 (M-Boc+H)+, RT = 1.09 min (Method A). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
12% | [00141] Intermediate 1 A. 3,3-Diethyl-7-methoxyindoline: To 2-ethyl butyraldehyde (7.6 mL, 57 mmol) in ethanol (150 mL) was added the <strong>[6971-45-5](2-methoxyphenyl)hydrazine hydrochloride</strong> (10 g, 57 mmol) and the mixture was stirred at 0 C for 30 min. Sulfuric acid (3.2 mL, 57 mmol) was added slowly and the mixture was stirred at 0 C for 1 h and at 20 C for 2 h. After cooled to 0 C, NaBH4 (2.2 g, 57 mmol) was added carefully. After pouring into water and 1 M NaOH, the aqueous layer was extracted with ethyl acetate (2 x). The combined organics were dried over MgS04, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (5-10% ethyl acetate / 95-90% hexanes) to give Intermediate 1A (980 mg, 12.0%). LCMS (ESI) m/z 206 (M+H)+, RT = 0.9 min (Method A). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
81% | In ethanol; at 80℃; for 4h; | A solution of 3-oxo-3-(2,2,6,6-tetramethyl-tetrahydro-pyran-4-yl)-thiopropionicacidS-phenyl ester (1.20 g, 3.75 rmnol) and 2-methoxyphenylhyradrazinehydrochloride (0.72 g, 4.12 mmol) in i 0 ml of ethanol was heated to 80 C for 4 hrs.The mixture was concentrated and the residue dissolved in EtOAc (1 00 ml) andwashed with brine. The residue was purified by flash chromatography to give 1.0 g10 (81%) of title compound as a white solid.1H NMR (CHLOROFORM-d) 8: 7.32- 7.39 (m, 2H), 7.01 - 7.06 (m, 2H), 3.87(s, 3H), 3.40 (s, 2H), 3.05 (tt, J = '12.9, 3.3 Hz, '1H), 1.84 (dd, J = 12.9, 3.3 Hz, 2H),1.45 (t, J = 12.9 Hz, 2H), 1.33 (s, 6H), 1.27 (s, 6H). |
Tags: 6971-45-5 synthesis path| 6971-45-5 SDS| 6971-45-5 COA| 6971-45-5 purity| 6971-45-5 application| 6971-45-5 NMR| 6971-45-5 COA| 6971-45-5 structure
[ 109221-96-7 ]
(2-Phenoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 1187931-37-8 ]
(2,4-Dimethoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 179543-93-2 ]
(2,4-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 27861-53-6 ]
(2,5-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 109221-96-7 ]
(2-Phenoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 1187931-37-8 ]
(2,4-Dimethoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 179543-93-2 ]
(2,4-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 27861-53-6 ]
(2,5-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 109221-96-7 ]
(2-Phenoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 1187931-37-8 ]
(2,4-Dimethoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 179543-93-2 ]
(2,4-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 27861-53-6 ]
(2,5-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 109221-96-7 ]
(2-Phenoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 1187931-37-8 ]
(2,4-Dimethoxyphenyl)hydrazine hydrochloride
Similarity: 0.97
[ 179543-93-2 ]
(2,4-Dimethoxyphenyl)hydrazine
Similarity: 0.94
[ 27861-53-6 ]
(2,5-Dimethoxyphenyl)hydrazine
Similarity: 0.94
Precautionary Statements-General | |
Code | Phrase |
P101 | If medical advice is needed,have product container or label at hand. |
P102 | Keep out of reach of children. |
P103 | Read label before use |
Prevention | |
Code | Phrase |
P201 | Obtain special instructions before use. |
P202 | Do not handle until all safety precautions have been read and understood. |
P210 | Keep away from heat/sparks/open flames/hot surfaces. - No smoking. |
P211 | Do not spray on an open flame or other ignition source. |
P220 | Keep/Store away from clothing/combustible materials. |
P221 | Take any precaution to avoid mixing with combustibles |
P222 | Do not allow contact with air. |
P223 | Keep away from any possible contact with water, because of violent reaction and possible flash fire. |
P230 | Keep wetted |
P231 | Handle under inert gas. |
P232 | Protect from moisture. |
P233 | Keep container tightly closed. |
P234 | Keep only in original container. |
P235 | Keep cool |
P240 | Ground/bond container and receiving equipment. |
P241 | Use explosion-proof electrical/ventilating/lighting/equipment. |
P242 | Use only non-sparking tools. |
P243 | Take precautionary measures against static discharge. |
P244 | Keep reduction valves free from grease and oil. |
P250 | Do not subject to grinding/shock/friction. |
P251 | Pressurized container: Do not pierce or burn, even after use. |
P260 | Do not breathe dust/fume/gas/mist/vapours/spray. |
P261 | Avoid breathing dust/fume/gas/mist/vapours/spray. |
P262 | Do not get in eyes, on skin, or on clothing. |
P263 | Avoid contact during pregnancy/while nursing. |
P264 | Wash hands thoroughly after handling. |
P265 | Wash skin thouroughly after handling. |
P270 | Do not eat, drink or smoke when using this product. |
P271 | Use only outdoors or in a well-ventilated area. |
P272 | Contaminated work clothing should not be allowed out of the workplace. |
P273 | Avoid release to the environment. |
P280 | Wear protective gloves/protective clothing/eye protection/face protection. |
P281 | Use personal protective equipment as required. |
P282 | Wear cold insulating gloves/face shield/eye protection. |
P283 | Wear fire/flame resistant/retardant clothing. |
P284 | Wear respiratory protection. |
P285 | In case of inadequate ventilation wear respiratory protection. |
P231 + P232 | Handle under inert gas. Protect from moisture. |
P235 + P410 | Keep cool. Protect from sunlight. |
Response | |
Code | Phrase |
P301 | IF SWALLOWED: |
P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
P307 | IF exposed: |
P308 | IF exposed or concerned: |
P309 | IF exposed or if you feel unwell: |
P310 | Immediately call a POISON CENTER or doctor/physician. |
P311 | Call a POISON CENTER or doctor/physician. |
P312 | Call a POISON CENTER or doctor/physician if you feel unwell. |
P313 | Get medical advice/attention. |
P314 | Get medical advice/attention if you feel unwell. |
P315 | Get immediate medical advice/attention. |
P320 | |
P302 + P352 | IF ON SKIN: wash with plenty of soap and water. |
P321 | |
P322 | |
P330 | Rinse mouth. |
P331 | Do NOT induce vomiting. |
P332 | IF SKIN irritation occurs: |
P333 | If skin irritation or rash occurs: |
P334 | Immerse in cool water/wrap n wet bandages. |
P335 | Brush off loose particles from skin. |
P336 | Thaw frosted parts with lukewarm water. Do not rub affected area. |
P337 | If eye irritation persists: |
P338 | Remove contact lenses, if present and easy to do. Continue rinsing. |
P340 | Remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P341 | If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P342 | If experiencing respiratory symptoms: |
P350 | Gently wash with plenty of soap and water. |
P351 | Rinse cautiously with water for several minutes. |
P352 | Wash with plenty of soap and water. |
P353 | Rinse skin with water/shower. |
P360 | Rinse immediately contaminated clothing and skin with plenty of water before removing clothes. |
P361 | Remove/Take off immediately all contaminated clothing. |
P362 | Take off contaminated clothing and wash before reuse. |
P363 | Wash contaminated clothing before reuse. |
P370 | In case of fire: |
P371 | In case of major fire and large quantities: |
P372 | Explosion risk in case of fire. |
P373 | DO NOT fight fire when fire reaches explosives. |
P374 | Fight fire with normal precautions from a reasonable distance. |
P376 | Stop leak if safe to do so. Oxidising gases (section 2.4) 1 |
P377 | Leaking gas fire: Do not extinguish, unless leak can be stopped safely. |
P378 | |
P380 | Evacuate area. |
P381 | Eliminate all ignition sources if safe to do so. |
P390 | Absorb spillage to prevent material damage. |
P391 | Collect spillage. Hazardous to the aquatic environment |
P301 + P310 | IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician. |
P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
Storage | |
Code | Phrase |
P401 | |
P402 | Store in a dry place. |
P403 | Store in a well-ventilated place. |
P404 | Store in a closed container. |
P405 | Store locked up. |
P406 | Store in corrosive resistant/ container with a resistant inner liner. |
P407 | Maintain air gap between stacks/pallets. |
P410 | Protect from sunlight. |
P411 | |
P412 | Do not expose to temperatures exceeding 50 oC/ 122 oF. |
P413 | |
P420 | Store away from other materials. |
P422 | |
P402 + P404 | Store in a dry place. Store in a closed container. |
P403 + P233 | Store in a well-ventilated place. Keep container tightly closed. |
P403 + P235 | Store in a well-ventilated place. Keep cool. |
P410 + P403 | Protect from sunlight. Store in a well-ventilated place. |
P410 + P412 | Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF. |
P411 + P235 | Keep cool. |
Disposal | |
Code | Phrase |
P501 | Dispose of contents/container to ... |
P502 | Refer to manufacturer/supplier for information on recovery/recycling |
Physical hazards | |
Code | Phrase |
H200 | Unstable explosive |
H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
H204 | Fire or projection hazard |
H205 | May mass explode in fire |
H220 | Extremely flammable gas |
H221 | Flammable gas |
H222 | Extremely flammable aerosol |
H223 | Flammable aerosol |
H224 | Extremely flammable liquid and vapour |
H225 | Highly flammable liquid and vapour |
H226 | Flammable liquid and vapour |
H227 | Combustible liquid |
H228 | Flammable solid |
H229 | Pressurized container: may burst if heated |
H230 | May react explosively even in the absence of air |
H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
H251 | Self-heating; may catch fire |
H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
H270 | May cause or intensify fire; oxidizer |
H271 | May cause fire or explosion; strong oxidizer |
H272 | May intensify fire; oxidizer |
H280 | Contains gas under pressure; may explode if heated |
H281 | Contains refrigerated gas; may cause cryogenic burns or injury |
H290 | May be corrosive to metals |
Health hazards | |
Code | Phrase |
H300 | Fatal if swallowed |
H301 | Toxic if swallowed |
H302 | Harmful if swallowed |
H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
H310 | Fatal in contact with skin |
H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
H330 | Fatal if inhaled |
H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
H333 | May be harmful if inhaled |
H334 | May cause allergy or asthma symptoms or breathing difficulties if inhaled |
H335 | May cause respiratory irritation |
H336 | May cause drowsiness or dizziness |
H340 | May cause genetic defects |
H341 | Suspected of causing genetic defects |
H350 | May cause cancer |
H351 | Suspected of causing cancer |
H360 | May damage fertility or the unborn child |
H361 | Suspected of damaging fertility or the unborn child |
H361d | Suspected of damaging the unborn child |
H362 | May cause harm to breast-fed children |
H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
H402 | Harmful to aquatic life |
H410 | Very toxic to aquatic life with long-lasting effects |
H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
Sorry,this product has been discontinued.
Home
* Country/Region
* Quantity Required :
* Cat. No.:
* CAS No :
* Product Name :
* Additional Information :