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CAS No. : | 2486-80-8 | MDL No. : | MFCD00114479 |
Formula : | C8H9NO3 | Boiling Point : | - |
Linear Structure Formula : | - | InChI Key : | OLJXRTRRJSMURJ-UHFFFAOYSA-N |
M.W : | 167.16 | Pubchem ID : | 75599 |
Synonyms : |
|
Num. heavy atoms : | 12 |
Num. arom. heavy atoms : | 6 |
Fraction Csp3 : | 0.12 |
Num. rotatable bonds : | 2 |
Num. H-bond acceptors : | 3.0 |
Num. H-bond donors : | 2.0 |
Molar Refractivity : | 44.3 |
TPSA : | 72.55 Ų |
GI absorption : | High |
BBB permeant : | No |
P-gp substrate : | No |
CYP1A2 inhibitor : | No |
CYP2C19 inhibitor : | No |
CYP2C9 inhibitor : | No |
CYP2D6 inhibitor : | No |
CYP3A4 inhibitor : | No |
Log Kp (skin permeation) : | -7.0 cm/s |
Log Po/w (iLOGP) : | 0.98 |
Log Po/w (XLOGP3) : | 0.45 |
Log Po/w (WLOGP) : | 0.98 |
Log Po/w (MLOGP) : | -0.37 |
Log Po/w (SILICOS-IT) : | 0.5 |
Consensus Log Po/w : | 0.51 |
Lipinski : | 0.0 |
Ghose : | None |
Veber : | 0.0 |
Egan : | 0.0 |
Muegge : | 1.0 |
Bioavailability Score : | 0.85 |
Log S (ESOL) : | -1.4 |
Solubility : | 6.69 mg/ml ; 0.04 mol/l |
Class : | Very soluble |
Log S (Ali) : | -1.54 |
Solubility : | 4.8 mg/ml ; 0.0287 mol/l |
Class : | Very soluble |
Log S (SILICOS-IT) : | -1.53 |
Solubility : | 4.91 mg/ml ; 0.0294 mol/l |
Class : | Soluble |
PAINS : | 0.0 alert |
Brenk : | 1.0 alert |
Leadlikeness : | 1.0 |
Synthetic accessibility : | 1.3 |
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: |
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* 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 |
---|---|---|
86% | at 0℃; Heating / reflux | 2.9 g of 4-amino-2-methoxy-benzoic acid (77.17 mmol) was dissolved in 200 mL MeOH. At 0° C., to this solution was added 2 eq SOCl2 (12.5 mL, 154.24 mmol) The reaction mixture was heated to reflux temperature overnight. After solvent and excess of SOCl2 were removed under reduced pressure, the residue was suspended in 10percent Na2CO3. The precipitate that formed was solution was filtered and filter cake was washed with cold water until the washing became neutral. The product was then dried under vacuum at 50° C. About 12.04 g product was obtained after drying (86percent). M+H+(182). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
67% | With sodium hydroxide In ethanol for 0.666667h; Heating; | |
With potassium hydroxide | ||
With potassium hydroxide at 60℃; for 0.5h; Yield given; |
With lithium hydroxide In tetrahydrofuran; methanol | ||
Multi-step reaction with 2 steps 1: 89 percent / ethanol / 2 h / 50 °C 2: KOH / methanol; H2O / 2 h / Heating | ||
With water; sodium hydroxide In methanol for 2.5h; Reflux; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
100% | With hydrogen In methanol | 49.A 15.2 g of 2-methoxy-4-nitro-benzoic acid (75.6 mmol) was dissolved in 200 mL MeOH. To this solution was added Pd/C (10%, 20 mg/per mmol) under N2 protection. The solution was degassed for 5 min. Hydrogenation under 30 psi H2 was carried out overnight. Palladium catalyst was removed by filtration through Celite. The combined organic solvent was concentrated to dryness and 13 g of product was obtained (100%). M+H+(168). |
80% | With water; iron; acetic acid In propan-1-ol for 3h; Heating; Inert atmosphere; | 4-Amino-2-methoxybenzoic acid (18) Compound 17, 5 g (25.38 mmol), was dissolved under stirring and heating in a mixture of 60 mL of propanol, 30 mL of water, and 1.25 mL of AcOH. Carbonyl iron, 5.4 g(96.43 mg-at) was then added to the resulting solution under argon. The mixture was stirred for 3 h and filtered to remove iron sludge. The filtrate was evaporated to dryness under argon, and the residue was recrystallized from water. Yield 80%, mp 103-105°.1 NMR spectrum (DMSO-d6), δ, ppm: 3.72 s (3,3), 5.89 s (2, NH2), 6.12 d (1, 5, J 7.2 Hz),6.20 s (1, 3), 7.50 d (1, 6, J 7.2 Hz), 11.43 br.s(1, COOH). 13 NMR spectrum (DMSO-d6), δ, ppm:56.6 (3), 96.7 (3), 106.0 (5), 106.2 (1), 134.3(6), 155.0 (4), 161.7 (2), 166.8 (COOH). Found, %: 57.41; 5.45; N 8.30. C8H9NO3. Calculated, %: C57.48; 5.43; N 8.38. |
With ethanol; nickel at 20℃; Hydrogenation; |
With ethanol; nickel at 70℃; Hydrogenation; | ||
With hydrogenchloride; iron | ||
With tin(ll) chloride | ||
With ethyl acetate; platinum Hydrogenation; | ||
With hydrogen In ethanol at 20℃; | 9 Example 9 2-Methoxy-4- [3- (4-phenoxy-phenyl)-ureido]-benzoic acid To a solution of 4-nitro-2-methoxybenzoic acid (5. 0g, mmol) in ethanol (100 pL) was added Pd/C (200 mg, 20% w/w). The reaction mixture was stirred at room temperature under a hydrogen atmosphere over night. The catalyst was filtered off through a pad of celite and the filtrate was concentrated in vacuo giving 4-amino-2-methoxybenzoic acid. To a solution of 4-amino-2-methoxybenzoic acid (0.50 g, 3.0 mmol) in dichloromethane (10 jj. L) was added 4-phenoxyphenylisocyanate (0.65 µL, 3.6 mmol) under inert atmosphere. The reaction mixture was stirred for three days at room temperature and a precipitate was formed. Filtration gave 1.1 g (97%) of the title compound.'H NMR (300 MHz, CDCI3) : 6 3.79 (s, 3H), 6.92-7. 02 (m, 5H), 7.09 (t, 1 H), 7.32-7. 42 (m, 3H), 7.48 (d, 2H), 7.66 (d, 1 H), 8.79 (s, 1 H), and 9.03 (s, 1 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; sodium nitrite In water at 0 - 5℃; for 0.5h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine In chloroform for 5h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With triethylamine In chloroform for 5h; Heating; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 4-amino-2-methoxybenzoic acid; 4-aminomethyl-1-benzylpiperidine With benzotriazol-1-ol In N,N-dimethyl-formamide at 0℃; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; | ||
Stage #1: 4-amino-2-methoxybenzoic acid; 4-aminomethyl-1-benzylpiperidine With benzotriazol-1-ol In N,N-dimethyl-formamide cooling; Stage #2: With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; sodium t-butanolate In 1,4-dioxane; water at 130℃; | General procedure 1: Synthesis of intermediates 4-[6-(4- hydroxyphenyl)pyrazin-2-yl]amino|-2-benzoic acids and 3-j[6-(4- hydroxyphenyl)pyrazin-2-yl]amino|-2-benzoic acidsA typical experimental procedure: A mixture of 4-(6-chloropyrazin-2-yl)phenol (100 mg, 0.84 mmol), the amino benzoic acid (1 mmol), Pd2(dba)3 (10 mg), Xantphos (15 mg), NaO £Bu (200 mg, 2.03 mmol) and dioxane (10 ml) was heated in a sealed tube under a nitrogen atmosphere at 13O0C. The reaction mixture was allowed to cool and then diluted with dioxane (5 ml) and water (5 ml). The solution was adjusted to pH=7 to produce a precipitate which was isolated by centrifuging the suspension in a Whatman filter vial, subsequently washing the residue with methanol and drying to give the product in >90% purity. Materials subsequently used without further purification.; Intermediate 12 4-[6-(4-Hydroxyphenyl)pyrazin-2-yl]amino}-2-methoxybenzoic acidThe title compound was synthesised using general procedure 1 starting from 4-(6-chloropyrazin-2-yl)phenol (300 mg, 1.45 mmol), 4-amino 2-methoxy benzoic acid (267 mg, 1.60 mmol), Pd2(dba)3 (30 mg, 0.0363 mmol), Xantphos (40 mg, 0.0725 mmol), NaBuO (200 mg, 2.03 mmol) and dioxane (20 ml). Crude material subsequently used without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
10.2 g | With acetic acid at 50℃; for 2h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.4 g / triethylamine / tetrahydrofuran / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.28 g / triethylamine / tetrahydrofuran / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.28 g / triethylamine / tetrahydrofuran / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.2 g / triethylamine / tetrahydrofuran / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 0.76 g / triethylamine / tetrahydrofuran / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.4 g / triethylamine / tetrahydrofuran / 2 h 4: 0.55 g / HCl / ethyl acetate / 0.75 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.2 g / triethylamine / tetrahydrofuran / 2 h 4: 74 percent / KOH / methanol; H2O 5: 53 percent / pyridine / CH2Cl2 / 48 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.2 g / triethylamine / tetrahydrofuran / 2 h 4: 74 percent / KOH / methanol; H2O 5: 31 percent / pyridine / CH2Cl2 / 18 h / 20 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.2 g / triethylamine / tetrahydrofuran / 2 h 4: 74 percent / KOH / methanol; H2O |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: 10.2 g / acetic acid / 2 h / 50 °C 2: thionyl chloride / tetrahydrofuran / 2 h / Heating 3: 1.2 g / triethylamine / tetrahydrofuran / 2 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: triethylamine / CHCl3 / 5 h / Heating 2: triethylamine, ethyl chloroformate / CH2Cl2 / 1 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: triethylamine / CHCl3 / 5 h / Heating 2: triethylamine, ethyl chloroformate / CH2Cl2 / 1 h |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: 1.) aq. H2SO4, NaNO2, 2.) NaN3 / 1.) H2O, 0-5 deg C, 45 min, 2.) H2O, 0 deg C, 45 min 2: SOCl2 / 1 h / Heating 3: 1.) n-BuLi / 1.) ether, hexane, -60 deg C, 2.) ether, hexane, THF, a) 0-5 deg C, 1 h, b) RT, 2 h 4: dioxane / 0.5 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 5 steps 1: 1.) aq. H2SO4, NaNO2, 2.) NaN3 / 1.) H2O, 0-5 deg C, 45 min, 2.) H2O, 0 deg C, 45 min 2: SOCl2 / 1 h / Heating 3: 1.) n-BuLi / 1.) ether, hexane, -60 deg C, 2.) ether, hexane, THF, a) 0-5 deg C, 1 h, b) RT, 2 h 4: dioxane / 0.5 h / Heating 5: 71 percent / 2-pyrrolidone hydrotribromide, 2-pyrrolidone / tetrahydrofuran / 0.33 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 7 steps 1: 1.) aq. H2SO4, NaNO2, 2.) NaN3 / 1.) H2O, 0-5 deg C, 45 min, 2.) H2O, 0 deg C, 45 min 2: SOCl2 / 1 h / Heating 3: 1.) n-BuLi / 1.) ether, hexane, -60 deg C, 2.) ether, hexane, THF, a) 0-5 deg C, 1 h, b) RT, 2 h 4: dioxane / 0.5 h / Heating 5: 71 percent / 2-pyrrolidone hydrotribromide, 2-pyrrolidone / tetrahydrofuran / 0.33 h / Heating 6: 36 percent / ethanol / 5 h / 80 °C 7: 67 percent / H2, Et3N / 5percent Pd/C / ethanol / 2 h / 760 Torr |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 6 steps 1: 1.) aq. H2SO4, NaNO2, 2.) NaN3 / 1.) H2O, 0-5 deg C, 45 min, 2.) H2O, 0 deg C, 45 min 2: SOCl2 / 1 h / Heating 3: 1.) n-BuLi / 1.) ether, hexane, -60 deg C, 2.) ether, hexane, THF, a) 0-5 deg C, 1 h, b) RT, 2 h 4: dioxane / 0.5 h / Heating 5: 71 percent / 2-pyrrolidone hydrotribromide, 2-pyrrolidone / tetrahydrofuran / 0.33 h / Heating 6: 36 percent / ethanol / 5 h / 80 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 8 steps 1: 1.) aq. H2SO4, NaNO2, 2.) NaN3 / 1.) H2O, 0-5 deg C, 45 min, 2.) H2O, 0 deg C, 45 min 2: SOCl2 / 1 h / Heating 3: 1.) n-BuLi / 1.) ether, hexane, -60 deg C, 2.) ether, hexane, THF, a) 0-5 deg C, 1 h, b) RT, 2 h 4: dioxane / 0.5 h / Heating 5: 71 percent / 2-pyrrolidone hydrotribromide, 2-pyrrolidone / tetrahydrofuran / 0.33 h / Heating 6: 36 percent / ethanol / 5 h / 80 °C 7: 67 percent / H2, Et3N / 5percent Pd/C / ethanol / 2 h / 760 Torr 8: pyridine / 17 h / 0 - 5 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: NaNO2, 2N HCl 2: SOCl2 4: 70 percent / 205 °C | ||
Multi-step reaction with 5 steps 1: NaNO2, 2N HCl 2: SOCl2 4: 30 percent / concentrated hydrochloric acid / ethane-1,2-diol / 195 °C 5: 0.08 h / 205 °C | ||
Multi-step reaction with 6 steps 1: NaNO2, 2N HCl 2: SOCl2 4: 30 percent / concentrated hydrochloric acid / ethane-1,2-diol / 195 °C 5: 2) NaOH / 1) DMA, room temperature 6: BBr3 / CH2Cl2 / 4 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: NaNO2, HCl / H2O / 0.5 h / 0 - 5 °C 2: 41 percent / Cu / 1.) from 0 deg C to 20 deg C, 3 h, 2.) RT, overnight | ||
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / 0 °C 1.2: 1 h / 0 - 20 °C 1.3: 7 h / Reflux 2.1: sodium hydroxide / water / 20 °C 2.2: 4 h / 20 - 90 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 3 steps 1: NaNO2, HCl / H2O / 0.5 h / 0 - 5 °C 2: 41 percent / Cu / 1.) from 0 deg C to 20 deg C, 3 h, 2.) RT, overnight 3: 73 percent / phosphoryl chloride / 4 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: NaNO2, HCl / H2O / 0.5 h / 0 - 5 °C 2: 41 percent / Cu / 1.) from 0 deg C to 20 deg C, 3 h, 2.) RT, overnight 3: 73 percent / phosphoryl chloride / 4 h / Heating 4: 57 percent / m-chloroperbenzoic acid ( MCPBA) / CH2Cl2 / 2 h / -78 °C |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: NaNO2, HCl / H2O / 0.5 h / 0 - 5 °C 2: 41 percent / Cu / 1.) from 0 deg C to 20 deg C, 3 h, 2.) RT, overnight 3: thionyl chloride / benzene / 2 h / 20 - 80 °C 4: 46 percent / phosphoryl chloride, pyrophosphoryl tetrachloride / 16 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 4 steps 1: NaNO2, HCl / H2O / 0.5 h / 0 - 5 °C 2: 41 percent / Cu / 1.) from 0 deg C to 20 deg C, 3 h, 2.) RT, overnight 3: thionyl chloride / benzene / 2 h / 20 - 80 °C 4: 22 percent / phosphoryl chloride, pyrophosphoryl tetrachloride / 16 h / Heating |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: aqueous H2SO4 / anschliessendes Erwaermen mit wss. NaNO2 2: iron-powder; aq.-ethanolic HCl |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Multi-step reaction with 2 steps 1: aq.-ethanolic Na2CO3 2: iron-powder; aq.-ethanolic HCl | ||
Multi-step reaction with 2 steps 1: aq.-ethanolic Na2CO3 2: Raney nickel; ethanol / 70 °C / 29420.3 - 66195.7 Torr / Hydrogenation |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | In dichloromethane at 20℃; | 7 Example 7; 2-METHOXY-4- [3- (4-TRIFLUOROMETHYL-PHENYL)-UREIDO]-BENZOIC acid To a solution of 4-amino-2-methoxybenzoic acid (3.4 g, 20.3 MMOL) in dry DICHLOROMETHANE (300 mL) under inert atmosphere was 4-trifluoromethylphenyl isocyanate (5.0 g, 26.7 MMOL) added drop wise. The reaction was stirred over night at room temperature and a precipitate was formed during the reaction. The precipitate was filtered and washed with DICHLOROMETHANE and gave 5.7 g (79 %) of the title product NMR (300 MHz, DMSO-D6) : 8 3.8 (s, 3H), 6.9 (dd, 1H), 7.4 (d, 1H), 7.4-7. 7 (m, 5H), 9.2 (d, 2H), 12.2 (s, 1H). LCMS (AN20N15) ; RT = 8.306 min, 352.9 m/z |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With thionyl chloride at 0℃; Heating / reflux; | 49.B 2.9 g of 4-amino-2-methoxy-benzoic acid (77.17 mmol) was dissolved in 200 mL MeOH. At 0° C., to this solution was added 2 eq SOCl2 (12.5 mL, 154.24 mmol) The reaction mixture was heated to reflux temperature overnight. After solvent and excess of SOCl2 were removed under reduced pressure, the residue was suspended in 10% Na2CO3. The precipitate that formed was solution was filtered and filter cake was washed with cold water until the washing became neutral. The product was then dried under vacuum at 50° C. About 12.04 g product was obtained after drying (86%). M+H+(182). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: meta-fluoroaniline; 2,4-Dichloro-5-nitropyrimidine In DMF (N,N-dimethyl-formamide) at -60 - -40℃; for 2h; Stage #2: 4-amino-2-methoxybenzoic acid In DMF (N,N-dimethyl-formamide) at -50℃; | A.A6a A solution of 2, 4-dichloro-5-nitropyrimidine (0. 005 mol) in DMF (25 ml) was cooled TO-60°C, then a mixture of 3-fluorobenzenamine (0. 005 mol) in DMF (12. 5 ML) was slowly added dropwise and the mixture was stirred for 2 hours AT-40° A-60°C. A mixture of 4-AMINO-2-METHOXYBENZOIC acid (0. 005 mol) in DMF (12. 5 ml) was slowly added dropwise at-50°C and the reaction mixture was stirred overnight. H20 and CH3CN were added, then the resulting precipitate was filtered off, washed and dried (vacuum), yielding INTERMEDIATE 24. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In dichloromethane at 20℃; for 72h; | 9 Example 9 2-Methoxy-4- [3- (4-phenoxy-phenyl)-ureido]-benzoic acid To a solution of 4-nitro-2-methoxybenzoic acid (5. 0g, mmol) in ethanol (100 pL) was added Pd/C (200 mg, 20% w/w). The reaction mixture was stirred at room temperature under a hydrogen atmosphere over night. The catalyst was filtered off through a pad of celite and the filtrate was concentrated in vacuo giving 4-amino-2-methoxybenzoic acid. To a solution of 4-amino-2-methoxybenzoic acid (0.50 g, 3.0 mmol) in dichloromethane (10 jj. L) was added 4-phenoxyphenylisocyanate (0.65 µL, 3.6 mmol) under inert atmosphere. The reaction mixture was stirred for three days at room temperature and a precipitate was formed. Filtration gave 1.1 g (97%) of the title compound.'H NMR (300 MHz, CDCI3) : 6 3.79 (s, 3H), 6.92-7. 02 (m, 5H), 7.09 (t, 1 H), 7.32-7. 42 (m, 3H), 7.48 (d, 2H), 7.66 (d, 1 H), 8.79 (s, 1 H), and 9.03 (s, 1 H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
79% | In dichloromethane at 20℃; | 45 Example 45 2-Methoxy-4- [3- (4-trifluoromethyl-phenyl)-ureido]-benzoic acid To a solution of 4-amino-2-methoxybenzoic acid (3.4 g, 20.3 mmol) in dry dichloromethane (300 mL) under inert atmosphere was 4-trifluoromethylphenyl isocyanate (5.0 g, 26.7 mmol) added drop wise. The reaction was stirred over night at room temperature and a precipitate was formed during the reaction. The precipitate was filtered and washed with dichloromethane and gave 5.7 g (79 %) of the title product.'H NMR (300 MHz, dmso-d6) : 8 3.8 (s, 3H), 6.9 (dd, 1H), 7.4 (d, 1H), 7.4-7. 7 (m, 5H), 9.2 (d, 2H), 12.2 (s, 1H). LCMS(an20n15) ; RT = 8.306 min, 352.9 m/z |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
4.3 g (48.9%) | In 1,4-dioxane; water | 2 Example 2 Example 2 To a stirred and heated (25° C.) solution of 5 g of 4-amino-2-methoxy benzoic acid in 75 ml of 1,4-dioxane were added 6.9 g of grinded 1-iodo-2,5-pyrrolidinedione. The mixture was stirred in an oil bath at 105° C. for 3 hours. After the addition of 300 ml of water, the crystallized product was filtered off and dried, yielding 4.3 g (48.9%) of 4-amino-5-iodo-2-methoxybenzoic acid; mp. 180.6° C. (interm. 5). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
R.8 REFERENCE EXAMPLE 8 REFERENCE EXAMPLE 8 In the same manner as in Reference Example 6, 6-methoxybenzo[b]thiophene-5-carbaldehyde is obtained from 4-amino-2-methoxybenzoic acid. NMR (CDCl3) δ value: 3.99 (3H, s), 7.33 (2H, m), 7.42 (1H, s), 8.28 (1H, s), 10.56 (1H, s) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
In toluene; trichlorophosphate | C 2-(2'-Methoxy-4'-chlorosulfonyl-phenyl)-imidazo[4,5-d]pyridine hydrochloride EXAMPLE C 2-(2'-Methoxy-4'-chlorosulfonyl-phenyl)-imidazo[4,5-d]pyridine hydrochloride Five grams of 2-methoxy-4-chlorosulfonyl-benzoic acid (prepared from 4-amino-2-methoxy-benzoic acid via the corresponding diazonium compound) were dissolved in 400 ml of phosphorus oxychloride and heated to 80° C. for 30 minutes. Then, 3.6 gm of 2,3-diaminopyridine were added, and the mixture was refluxed for four hours. The reaction mixture was concentrated by evaporation in vacuo and re-evaporated with toluene, and the solid residue was processed further without any other purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
EXAMPLE 45 2-(2-Methoxy-4-amino-phenyl)-5H-imidazo[4,5-d]pyridazin-4-one Prepared analogously to Example 1 from <strong>[28682-73-7]4,5-diamino-2H-pyridazin-3-one</strong> and 2-methoxy-4-amino-benzoic acid. M.p.: 295-300 C. (decomp.). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
64.9% | III Stage 1: 2-Methoxy 4-amino 5-nitro benzoic acid EXAMPLE III Stage 1: 2-Methoxy 4-amino 5-nitro benzoic acid As above described 16.7 g (0.1 mol) of 2-methoxy 4-amino benzoic acid were nitrated. 13.8 g (yield 64.9%) of 2-methoxy 4-amino 5-nitro benzoic acid having a melting point of 254° C. were obtained. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
74% | With triethylamine In methanol at 20℃; for 7.5h; | |
37% | With triethylamine In methanol at 20℃; for 6h; | |
1.1 g | With sodium hydroxide In 1,4-dioxane; water at 20℃; for 24h; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane at 20℃; | 18.A A: 3-((4-(4-Amino-2-methoxybenzoyl)piperazin-1-yl)methyl)-N-tert-butylbenzamide 1-Propanephosphonic acid cyclic anhydride (12.91 g, 20.2 mmol, 12.91 mL) was added dropwise to a solution of 4-amino-2-methoxybenzoic acid (1.70 g, 10.1 mmol), N-tert-butyl-3-(piperazin-1-ylmethyl)benzamide (3.07 g, 11.2 mmol) and triethylamine (3.08 g. 30.3 mmol, 4.23 mL) in dichloromethane. The reaction was stirred at room temperature for 1 hour. The reaction was concentrated under reduced pressure and the residue was taken up with ethyl acetate, washed with water, sodium hydrogen carbonate and brine. The organic phase was concentrated under vacuum to afford the title compound (1.39 g). MS (ESI) m/z 425.4 [M+H]+ | |
With 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; triethylamine In dichloromethane at 20℃; for 1h; | 18.A 1-Propanephosphonic acid cyclic anhydride (12.91g, 20.2mmol, 12.91 mL) was added dropwise to a solution of 4-amino-2-methoxybenzoic acid (1.7Og, 10.1 mmol), N-tert- butyl-3-(piperazin-1-ylmethyl)benzamide (3.07g, 11.2mmol) and triethylamine (3.08g, 30.3mmol, 4.23mL) in dichloromethane. The reaction was stirred at room temperature for 1 hour. The reaction was concentrated under reduced pressure and the residue was taken up with ethyl acetate, washed with water, sodium hydrogen carbonate and brine. The organic phase was concentrated under vacuum to afford the title compound (1.39g). MS (ESI) m/z 425.4 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With pyridine; dmap In dichloromethane at 0 - 20℃; Inert atmosphere; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
11% | With trichlorophosphate at 100℃; for 4h; | |
With PPA at 185℃; | ||
With PPA at 185℃; for 5h; |
With polyphosphoric acid at 125℃; for 0.583333h; Microwave irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 4-amino-2-methoxybenzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 5.08333h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 0 - 20℃; for 64h; | A23 To a suspension of 4-amino-2-methoxybenzoic acid (3.00 g, 18.0 mmol) in hydrochoric acid (1.0 M, 30 mL) at 0°C was added a solution of sodium nitrite (1 .28 g, 18.5 mmol) in water (5.0 mL) over 5 min. The reaction mixture was maintained at 0°C for 5 hr and was then treated with tin(ll) chloride (9.53 g, 50.3 mmol) in hydrochloric acid (1 M, 60 mL) and warmed to RT for 64 hr. A thick precipitate formed which was isolated by filtration, washed with water (50 mL) and ether (15 mL) and dried in vacuo to afford 2-methoxy-4-hydrazinylbenzoic acid hydrochloride as a beige solid (1.05 g, 90% purity, 24%); R' 0.17 min (Method 2); m/z 181 (M+H)+, (ES+). This material was used in the subsequent step without further purification. | |
Stage #1: 4-amino-2-methoxybenzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 5.08333h; Stage #2: With hydrogenchloride; tin(ll) chloride In water at 0 - 20℃; for 64h; | Intermediate A16: 3-ferf-Butyl-1 -(3-methoxy-4-((triisopropylsilyloxy)methyl)phenyl)-1 H- pyrazol-5-amine.; To a suspension of 4-amino-2-methoxybenzoic acid (3.00 g, 18.0 mmol) in hydrochoric acid (1 .0 M, 30 mL) at 0°C was added a solution of sodium nitrite (1 .28 g, 18.5 mmol) in water (5.0 mL) over 5 min. The reaction mixture was maintained at 0°C for 5 hr and was then treated with tin(ll) chloride (9.53 g, 50.3 mmol) in hydrochloric acid (1 M, 60 mL) and warmed to RT for 64 hr. A thick precipitate formed which was isolated by filtration, washed with water (50 mL) and ether (15 mL) and dried in vacuo to afford 2-methoxy-4-hydrazinylbenzoic acid hydrochloride as a beige solid (1 .05 g, 90% purity, 24%); R' 0.17 min (Method 2); m/z 181 (M+H)+, (ES+). This material was used in the subsequent step without further purification. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
27% | With triethylamine In N,N-dimethyl-formamide at 0 - 20℃; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
48% | Stage #1: ethyl 4-acetamido-2-methoxybenzoate With water; sodium hydroxide In methanol for 2.5h; Reflux; Stage #2: With hydrogenchloride In water |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | In ethanol at 150℃; for 0.333333h; Microwave irradiation; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | In ethanol at 150℃; for 0.333333h; Microwave irradiation; | 9g 7V4-(2-Chlorophenyl)-iV2-(4-carboxyl-3-methoxyphenyl)pyrimidine-2,4-diamine hydrochloride (9g, method s in Fig. 7): A mixture of chloropyrimidine 21 (0.100 g, 0.416 mmol) and 4-amino-2-methoxybenzoic acid (0.070 g, 0.418 mmol) in EtOH (0.5 mL) was heated with a microwave reactor at 150 °C for 20 min. The solvent was evaporated from the resulting thick mass under reduced pressure. The residue was suspended in ethyl acetate (8 mL) and sonicated for 10 min. The mixture was filtered and the solid was washed with ethyl acetate (8 mL) and ethyl acetate:methanol (1 : 1, 1 mL) to provide the title compound 9g (0.068 g, 57%) as a gray solid, m.p. 160-162 °C. HPLC 95% [Rt = 4.5 min, 50% MeOH, 50% water (with 0.1% TFA) 20 min.]; 'H NMR (400 MHz, DMSO-i¾), δ 12.69 (s, IH), 10.42 (s, IH), 10.24 (s, IH), 7.95 (d, J= 6.2 Hz, IH), 7.64-7.51 (m, 3H), 7.48 (d, J= 8.4 Hz, IH), 7.36 (t, J= 7.7 Hz, IH), 7.29 (t, J= 7.4 Hz, IH), 6.98 (d, J= 8.8 Hz, IH), 6.45 (s, IH), 3.76 (s, 3H); 13C NMR (100 MHz, DMSO-i¾), δ 167.37, 162.97, 155.67, 152.95, 144.61, 134.39, 130.51, 129.61, 129.00, 128.35, 127.11, 124.90, 122.22, 113.36, 99.26, 56.70; LC-MS (ESI+) m/z 371.09 (M-C1)+; HRMS (ESI+) m/z calculated for Ci8H16ClN403 (M-C1)+ 371.0905, found 371.0909. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
Stage #1: 4-amino-2-methoxybenzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; for 5h; Stage #2: With hydrogenchloride; tin(ll) chloride at 0 - 20℃; for 64h; | Intermediate A16: 3-tert-Butyl-1-(3-methoxy-4-((triisopropylsilyloxy)methyl)phenyl)-1H-pyrazol-5-amine Intermediate A16: 3-tert-Butyl-1-(3-methoxy-4-((triisopropylsilyloxy)methyl)phenyl)-1H-pyrazol-5-amine To a suspension of 4-amino-2-methoxybenzoic acid (3.00 g, 18.0 mmol) in hydrochoric acid (1.0 M, 30 mL) at 0° C. was added a solution of sodium nitrite (1.28 g, 18.5 mmol) in water (5.0 mL) over 5 min. The reaction mixture was maintained at 0° C. for 5 hr and was then treated with tin(II) chloride (9.53 g, 50.3 mmol) in hydrochloric acid (1M, 60 mL) and warmed to RT for 64 hr. A thick precipitate formed which was isolated by filtration, washed with water (50 mL) and ether (15 mL) and dried in vacuo to afford 2-methoxy-4-hydrazinylbenzoic acid hydrochloride as a beige solid (1.05 g, 90% purity, 24%); Rt 0.17 min (Method 2); m/z 181 (M+H)+, (ES+). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
25% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 18h; Inert atmosphere; | Representative procedure (l) for the synthesis of 17a-d General procedure: To a stirred solution of acid derivative (1.0 eq.) in DMF (5mL/mmol) were added Et3N (1.0 eq.), EDC (1.0 eq.), HOBt (1.0 eq.) and amine derivatives (1.0 eq.) under nitrogen atmosphere and the resulting mixture was stirred at room temperature for 18-72h. After evaporation in vacuo to remove DMF, the residue was purified by chromatography on silica gel column and concentrated under reduced pressure to afford expected amide derivative (25-44% isolated yields). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
17% | With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 48h; Inert atmosphere; | Representative procedure (l) for the synthesis of 17a-d General procedure: To a stirred solution of acid derivative (1.0 eq.) in DMF (5mL/mmol) were added Et3N (1.0 eq.), EDC (1.0 eq.), HOBt (1.0 eq.) and amine derivatives (1.0 eq.) under nitrogen atmosphere and the resulting mixture was stirred at room temperature for 18-72h. After evaporation in vacuo to remove DMF, the residue was purified by chromatography on silica gel column and concentrated under reduced pressure to afford expected amide derivative (25-44% isolated yields). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
73% | Stage #1: 4-amino-2-methoxybenzoic acid; 3,5-dichlorosalicyclaldehyde In ethanol for 0.5h; Reflux; Stage #2: With sodium tetrahydroborate In ethanol at 20℃; | 4.2. 4-((3,5-Dichloro-2-hydroxybenzyl)amino)-2-hydroxybenzoicacid (1). General procedure: A solution of3,5-dichloro-2-hydroxybenzaldehyde (8)(2.0 g, 10.5 mmol) in ethanol (25 mL) was added 4-amino-2-hydroxybenzoic acid (9) (1.6 g, 10.5 mmol), stirred andrefluxed for 30 min, and then cooled to room temperature (22-25 °C). Theprecipitated solid was isolated by filtering the reaction mixture and driedunder infrared light. The intermediate was dissolved in ethanol (25 mL), andNaBH4(0.8 g, 21.2mmol) was added into the mixture at 0-5 °C. Then the reaction mixture wasstirred at room temperature. After disappearance of the reactant (monitored byTLC), water (25 mL) was added to the mixture to remove residual NaBH4.The reaction mixture was adjusted to pH 3-4 with concentrated hydrochloricacid, and concentrated to 25 mL under reduced pressure. The precipitate wasisolated by filtration and dried at 50 oC to give 1 (2.7g) as a white solid in 78% yield. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
90% | With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 3h; Schlenk technique; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
87% | With C43H37Br2CuN3P2(1+)*ClO4(1-) In methanol at 0 - 20℃; for 4h; Schlenk technique; Inert atmosphere; chemoselective reaction; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
46% | With 1,1'-carbonyldiimidazole; magnesium chloride In tetrahydrofuran at 20℃; for 48h; | 25 3 - (2-methoxy-4-methyl phenyl) - 3-oxo-ethyl ester The 320mgCDI (1.98mmol) carefully added to the containing 300mg4-amino-2-methoxybenzoic acid (1.78mmol) is distilled of a suspension of 15mlTHF in. Stirring the mixture at room temperature for 4 hours. Next, each adding 366 mg of 3-ethyl-3-oxo-b ester sylvite (2.16mmol) and 205 mg of MgCl2(2.16mmol). The reaction mixture is stirred at room temperature 2 days. Using 30mlEt2O expansion solution, water for sequentially, NaHCO3saturated solution of NaCl saturated solution and washing. Using MgSO4after drying, evaporating the organic phase, the purification of a crude product on silica gel (gradient elution: DCM/AcOEt95/5 than the DCM), the obtained 195 mg of 3 - (4-amino-2-methoxyphenyl) - 3-oxo-ethyl ester in the yield of 46%. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | In dichloromethane at 20℃; for 1h; |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
57% | With sodium tris(acetoxy)borohydride; acetic acid In 1,2-dichloro-ethane at 20℃; Inert atmosphere; | VI.1 Synthesis of 4-(butylamino)-2-methoxybenzoic acid, (246). 4-amino-2-methoxybenzoic acid, 244 (4.8 g, 28.7 mmols) and butyraldehyde (2.07 g, 28.7 mmols) were dissolved in 96 ml of anhydrous 1,2-dichloroethane under Ar atm. Sodium triacetoxyborohydride (9.13 g, 43.1 mmols) was added in one portion followed by the addition of acetic acid (1.725 g, 28.7 mmols). The mixture was stirred at room temperature overnight. The solution was diluted with 300 ml of EtOAc; 300 ml of saturated NaHCCT were added and the mixture stirred 15 min at room temperature. Phases were separated, the organic phase was washed with saturated solution of NaHCCT (2 x 300 ml). The organic phase was dried over Na2S04, filtered and the solvent evaporated under vacuum. The precipitate obtained was triturated with hexanes (300 ml), EtOAc:Hex 5:95 (100 ml); EtOAc:Hex 10:90 (100 ml), and then dried under vacuum. Yield 3.64 g (57 %). 1 H NMR (400 MHz, CDCl3) d 7.93 (d, J = 8.7 Hz, 1H), 6.27 (dd, J = 8.7, 2.1Hz, 1H), 6.09 (d, J = 2.1Hz, 1H), 4.00 (d, J = 2.5 Hz, 3H), 3.17 (t, J = 7.1Hz, 2H), 1.62 (ddd, J = 12.4, 8.4, 6.5 Hz, 2H), 1.43 (dq, J = 14.4, 7.3 Hz, 2H), 0.96 (dd, J = 8.2, 6.5 Hz, 3H). 13C NMR (101 MHz, CDCl3) d 166.57, 160.59, 154.75, 135.82, 106.66, 105.93, 94.51, 56.78, 43.60, 31.81, 20.73, 14.36. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
78% | Stage #1: 4-amino-2-methoxybenzoic acid With hydrogenchloride; sodium nitrite In water at 0℃; Stage #2: potassium ethyl xanthogenate In water at 0 - 20℃; for 1h; Stage #3: With sodium hydroxide In ethanol for 7h; Reflux; | 2-Methoxy-4-sulfanylbenzoic acid (15) b. A solution of 3.0 g (17.96 mmol) of amine 18 in7 mL of conc. HCl, cooled to 0°, was treated with a solution of 1.31 g (19.0 mmol) of NaNO2 in 5 mL of water. Potassium ethyl xanthate, 2.8 g (20 mmol), was then added to the resulting diazonium salt solution.The mixture was stirred at 20° for 1 h, and the crude xanthate that precipitated was filtered off. The precipitate was dissolved in 25 mL of ethanol, and 1.4 g(35.0 mmol) of NaOH was added. The mixture was heated under reflux for 7 h, after which the alcohol was removed by distillation, and the dry residue was acidified with 10% AcOH and filtered off. The product was extracted with heptane. Yield 78%, mp 96-97°.1 NMR spectrum (CDCl3), δ, ppm: 3.73 s (1, SH),4.06 s (3, 3), 6.90 s (1, 3), 6.98 d (1, 5, J8.0 Hz), 8.00 d (1, 6, J 8.0 Hz), 10.64 br.s (1,COOH). 13 NMR spectrum (CDCl3), δ, ppm: 56.9(3), 111.0 (5), 114.5 (1), 121.9 (3), 134.1 (6),141.3 (4), 158.2 (2), 165.6 (COOH). Found, %: 52.05; 4.40. C8H8O3S. Calculated, %: C 52.16; 4.38. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
69% | With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; | 73.1 Step 1: (R)-(4-amino-2-methoxyphenyl)(3-(quinazolin-2-ylamino)pyrrolidin-l-yl)methanone A mixture of 4-amino-2-methoxybenzoic acid (500 mg, 2.99 mmol), (R)-N-(pyrrolidin-3- yl)quinazolin-2-amine hydrochloride (824 mg, 3.29 mmol), HATU (1.36 g, 3.58 mmol) and DIEA (2.46 mL, 14.95 mmol) in DMF (20 mL) was stirred at rt overnight. The mixture was diluted with water (20 mL) and extracted with DCM (20 mL*3). The combined organic layer was washed with brine (30 mL), dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by by silica gel chromatography (DCM/MeOH = 20/1) to afford (R)-(4-amino-2-methoxyphenyl)(3- (quinazolin-2-ylamino)pyrrolidin-l-yl)methanone (750 mg, 69%) as a yellow solid. [M+H] Calc’d for C20H21N5O2, 364.1; Found, 364.1 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 20℃; for 16h; |
Tags: 2486-80-8 synthesis path| 2486-80-8 SDS| 2486-80-8 COA| 2486-80-8 purity| 2486-80-8 application| 2486-80-8 NMR| 2486-80-8 COA| 2486-80-8 structure
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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.
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