Structure of 141-30-0
*Storage: {[sel_prStorage]}
*Shipping: {[sel_prShipping]}
The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
4.5
*For Research Use Only !
Change View
Size | Price | VIP Price | US Stock |
Global Stock |
In Stock | ||
{[ item.pr_size ]} |
Inquiry
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} {[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.discount_usd) ]} {[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]} |
Inquiry {[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]} | Inquiry {[ item.pr_usastock ]} In Stock Inquiry - | {[ item.pr_chinastock ]} {[ item.pr_remark ]} In Stock 1-2 weeks - Inquiry - | Login | - + | Inquiry |
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 5-7 days
1-2weeks
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,item.mem_rate,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd,1,item.mem_rate,item.pr_is_large_size_no_price, item.pr_usd) ]}
Inquiry
{[ getRatePrice(item.pr_usd,item.pr_rate,1,item.pr_is_large_size_no_price, item.vip_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
{[ getRatePrice(item.pr_usd, 1,1,item.pr_is_large_size_no_price, item.pr_usd) ]}
In Stock
- +
Please Login or Create an Account to: See VIP prices and availability
US Stock: ship in 0-1 business day
Global Stock: ship in 2 weeks
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
Search for reports by entering the product batch number.
Batch number can be found on the product's label following the word 'Batch'.
CAS No. : | 141-30-0 |
Formula : | C4H2Cl2N2 |
M.W : | 148.98 |
SMILES Code : | ClC1=NN=C(Cl)C=C1 |
MDL No. : | MFCD00006466 |
InChI Key : | GUSWJGOYDXFJSI-UHFFFAOYSA-N |
Pubchem ID : | 67331 |
GHS Pictogram: |
![]() |
Signal Word: | Warning |
Hazard Statements: | H302-H319 |
Precautionary Statements: | P305+P351+P338 |
Num. heavy atoms | 8 |
Num. arom. heavy atoms | 6 |
Fraction Csp3 | 0.0 |
Num. rotatable bonds | 0 |
Num. H-bond acceptors | 2.0 |
Num. H-bond donors | 0.0 |
Molar Refractivity | 32.05 |
TPSA ? Topological Polar Surface Area: Calculated from |
25.78 Ų |
Log Po/w (iLOGP)? iLOGP: in-house physics-based method implemented from |
1.69 |
Log Po/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by |
0.7 |
Log Po/w (WLOGP)? WLOGP: Atomistic method implemented from |
1.78 |
Log Po/w (MLOGP)? MLOGP: Topological method implemented from |
1.21 |
Log Po/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by |
2.34 |
Consensus Log Po/w? Consensus Log Po/w: Average of all five predictions |
1.55 |
Log S (ESOL):? ESOL: Topological method implemented from |
-1.76 |
Solubility | 2.59 mg/ml ; 0.0174 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (Ali)? Ali: Topological method implemented from |
-0.82 |
Solubility | 22.6 mg/ml ; 0.152 mol/l |
Class? Solubility class: Log S scale |
Very soluble |
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by |
-2.87 |
Solubility | 0.203 mg/ml ; 0.00136 mol/l |
Class? Solubility class: Log S scale |
Soluble |
GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg |
High |
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg |
Yes |
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) |
No |
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) |
Yes |
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) |
No |
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) |
No |
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) |
No |
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) |
No |
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from |
-6.71 cm/s |
Lipinski? Lipinski (Pfizer) filter: implemented from |
0.0 |
Ghose? Ghose filter: implemented from |
None |
Veber? Veber (GSK) filter: implemented from |
0.0 |
Egan? Egan (Pharmacia) filter: implemented from |
0.0 |
Muegge? Muegge (Bayer) filter: implemented from |
2.0 |
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat |
0.55 |
PAINS? Pan Assay Interference Structures: implemented from |
0.0 alert |
Brenk? Structural Alert: implemented from |
0.0 alert: heavy_metal |
Leadlikeness? Leadlikeness: implemented from |
No; 1 violation:MW<1.0 |
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) |
1.72 |
* 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 |
---|---|---|
64% | Stage #1: With ammonium peroxydisulfate; sulfuric acid; silver nitrate In water at 70℃; for 1 h; |
Synthesis of Compound J.1. A flask was charged with 3,6-dichloropyridazine (1.49 g, 0.01 mol, 1.0 equiv), silver nitrate (0.17 g, 0.001 mol, 0.1 equiv), water (30 mL), pivalic acid (3.57 g, 0.035 mol, 3.5 equiv), and sulfuric acid (1.6 mL, 0.03 mol, 3.0 equiv). The mixture was heated to 70° C. and a solution of ammonium persulfate (2.28 g, 0.01 mol, 1.0 equiv) in water (10 mL) was added dropwise over ten minutes. The reaction was stirred at 70° C. for one hour and then cooled to RT. The reaction mixture was poured into ice water and then adjusted to pH 8 with aqueous ammonium hydroxide. The aqueous mixture was extracted with CH2Cl2 (2.x.250 mL). The combined organic extracts were filtered through a cotton plug, washed with aqueous 1 N NaOH (70 mL), dried over anhydrous MgSO4 and concentrated under reduced pressure. Purification by flash column chromatography (20percent EtOAc/hexanes) afforded the title compound (1.32 g, 64percent) as a white solid. 1H NMR: (CDCl3, 400 MHz) δ: 7.5 (s, 1H), 1.5 (s, 9H); Rf=0.5 (80percent EtOAc/hexanes). |
64% | With ammonium peroxydisulfate; sulfuric acid; silver nitrate In water at 70℃; for 1 h; | A flask was charged with 3,6-dichloropyridazine (1.49 g, 0.01 mol, 1.0 equiv), silver nitrate (0.17 g, 0.001 mol, 0.1 equiv), water (30 mL), pivalic acid (3.57 g, 0.035 mol, 3.5 equiv), and sulfuric acid (1.6 mL, 0.03 mol, 3.0 equiv). The mixture was heated to 70° C. and a solution of ammonium persulfate (2.28 g, 0.01 mol, 1.0 equiv) in water (10 mL) was added dropwise over ten minutes. The reaction was stirred at 70° C. for one hr and then cooled to RT. The reaction mixture was poured into ice water and then adjusted to pH 8 with aqueous ammonium hydroxide. The aqueous mixture was extracted with CH2Cl2 (2.x.250 mL). The combined organic extracts were filtered through a cotton plug, washed with aqueous 1 N NaOH (70 mL), dried over anhydrous MgSO4 and concentrated under reduced pressure. Purification by flash column chromatography (20percent EtOAc/hexanes) afforded the title compound (1.32 g, 64percent) as a white solid. 1H NMR: (CDCl3, 400 MHz) δ: 7.5 (s, 1 H), 1.5 (s, 9 H); Rf=0.5 (80percent EtOAc/hexanes). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
53% | With silver nitrate In hexane; water | a 3,6-Dichloro-4-(1,1-dimethylethyl)pyridazine Concentrated sulphuric acid (53.6 ml, 1.0 mol) was added carefully to a stirred suspension of 3,6-dichloropyridazine (50.0 g, 0.34 mol) in water (1.25 l). This mixture was then heated to 70° C. (internal temperature) before the addition of trimethylacetic acid (47.5 ml, 0.41 mol). A solution of silver nitrate (11.4 g, 0.07 mol) in water (20 ml) was then added over approximately one minute. This caused the reaction mixture to become milky in appearance. A solution of ammonium persulphate (230 g, 1.0 mol) in water (0.63 l) was then added over 20-30 minutes. The internal temperature rose to approximately 85° C. During the addition the product formed as a sticky precipitate. Upon complete addition the reaction was stirred for an additional 10 minutes, then allowed to cool to room temperature. The mixture was then poured onto ice and basified with concentrated aqueous ammonia, with the addition of more ice as required to keep the temperature below 10° C. The aqueous was extracted with dichloromethane (3*300 ml). The combined extracts were dried (MgSO4), filtered and evaporated to give 55.8 g of crude product as an oil. This was purified by silica gel chromatography using 0-15percent ethyl acetate in hexane as eluent to give 37.31 g (53percent) of the desired compound. Data for the title compound: 1H NMR (360 MHz, d6-DMSO) δ1.50 (9H, s), 7.48 (1H, s); MS (ES+) m/e 205 [MH]+, 207 [MH]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
88% | With N-ethyl-N,N-diisopropylamine; In 1,4-dioxane; at 80℃; | Synthesis of tert-butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate To a solution of 3,6-dichloropyridazine (Sigma-Aldrich, St. Louis, Mo.) (57.3 g, 385 mmol) in 1,4-dioxane (250 mL) were added tert-butyl piperazine-1-carboxylate (Sigma-Aldrich) (71.6 g, 358 mmol) and N,N-diisopropylethylamine (66.9 mL, 385 mmol). The mixture was stirred overnight at 80 C. then concentrated under reduced pressure. The residue was dissolved in ethyl acetate (3 L) and washed with 10% citric acid, water, and brine. The organic layer was concentrated and the residue was re-crystallized in ethyl acetate to provide tert-butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate as an off-white solid (101 g, 88% yield). 1H NMR (400 MHz, CDCl3) delta ppm 1.25 (9H, s), 3.26-3.47 (8H, m), 6.67 (1H, d, J=9.6 Hz), 7.00 (1H, d, J=9.6 Hz); MS (ESI) m/z: 299.0 [M+H]+. |
70% | With triethylamine; In N,N-dimethyl-formamide; at 80℃; | A solution of 3,6-dichloropyridazine (5.01 g, 33.6 mmol) and tert-butyl piperazine-1-carboxylate (6.88g, 37.0 mmol) in DMF (50 mL) was added triethylamine (11.7 mL, 50.4 mmol) and stirred at 80C overnight. The resultant reaction mixture was cooled to room temperature, and water was added to the mixture. The mixture was extracted three times with a solvent mixture of dichloromethane and methanol (95:5) (50 mL). The resultant organic phases were combined together and dried over anhydrous magnesium sulfate. The resultant solid was separated by filtration, and the filtrate was then concentrated under reduced pressure. The resultant crude product was washed with diethyl ether to yield the title compound (7.0 g, 70%). |
70% | With triethylamine; In N,N-dimethyl-formamide; at 80℃; | 3,6-Dichloropyridazine (5.01 g, 33.6 mmol) and tert-butyl piperazine-1-carboxylate (6.88 g, 37.0 mmol) were dissolved in DMF (50 mL). Triethylamine (11.7 mL, 50.4 mmol) was added to the solution. The resulting mixture was stirred at 80C overnight. The reaction mixture was cooled to room temperature and water was added. The solution was extracted with a 95:5 mixed solvent (50 mL) of dichloromethane and methanol three times. The combined organic phase was dried over anhydrous magnesium sulfate. The solid was filtered out, and the filtrate was concentrated under reduced pressure. The crude product was washed with diethyl ether to give the title compound (7.0 g, yield: 70%). |
63% | With triethylamine; In toluene; at 110℃; for 16.0h; | Preparation of tert-Butyl 4-(6-chloropyridazin-3-yl)piperazine-1-carboxylate 6-3: (1202) (1203) A stirred mixture of 3,6-dichloropyridazine 6-1 (2.0 g, 13.4 mmol), tert-butyl piperazine- 1-carboxylate 6-2 (3.72 g, 20.0 mmol) and triethylamine (2.78 mL, 20.0 mmol) in toluene (20mL) was heated at 110 C for 16 h. After complete consumption of 6-1 as evident from TLC, the volatiles were stripped off, residue partitioned between ethyl acetate and water, combined organic extracts evaporated to afford a crude residue which was purified column chromatography (elution with 30% ethyl acetate/Hexane) to afford tert-butyl 4-(6-chloropyridazin-3- yl)piperazine-1-carboxylate 6-3 (2.52 g, 8.46 mmol, 63.0 %) as an off-white solid. LC MS: ES+ 299.2 |
With triethylamine; In butan-1-ol; for 5.0h;Heating / reflux; | A mixture of 13.52 g of tert-butyl 1-piperazinecarboxylate, 10.81 g of 3,6-dichloropyridazine and 20 ml of triethylamine in 100 ml of n-butanol is heated at reflux for 5 hours. It is concentrated under vacuum and the residue is chromatographed on silica gel, eluting with a DCM/AcOEt (90/10; v/v) mixture. This gives 14 g of the expected product, which is used as it is. | |
With N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at 140℃; for 3.0h;Microwave irradiation; | EXAMPLE 92; 5,5-Dimethyl-2-(6-[r6-piperazin-l-ylpyridazin-3-yl)oxy]-2,3-dihydro-4H-L4- benzoxazin-4-vU -5.6-dihydro- 1 ,3 -benzothiazol-7(4/f)-one; A mixture of 3,6-dichloropyridazine (0.60 g, 3.24 mmol), l-5(9C-piperazine (0.48 g, 3.24 mmol) and DIPEA (0.60 tnL, 3.24 mmol) in THF (20 mL) was heated to 14O0C under microwave irradiation for 3h. After cooling to r.t. it was concentrated in vacuo and purified by column chromatography (SiO2, 0-50% EtOAc in heptane) to give a white solid. A mixture of this material (crude pyridazinyl piperazine, 45 mg, 0.15 mmol),Example 6 (50 mg, 0.15 mmol) and cesium carbonate (98 mg, 0.3 mmol) in DMF (4 mL) was heated to 12O0C under microwave irradiation for 2h. After cooling to r.t. the mixture was concentrated in vacuo and purified by prep HPLC to give an off-white solid (26 mg, 30%). deltaH (CDCl3) 1.13 (6H, s), 1.48 (9H, s), 2.41 (2H, s), 2.74 (2H, s), 3.14 (8H, br.s), 4.15-4.24 (2H, m), 4.30-4.38 (2H5 m), 6.89-7.00 (2H, m), 7.26 (2H, s), 7.89 (IH, d, J 2.4 Hz). LCMS (ES+) 593 (M+H)+. | |
With triethylamine; In butan-1-ol; for 5.0h;Heating / reflux; | A mixture of 13.52 g of tert-butyl 1-piperazinecarboxylate, 10.81 g of 3,6-dichloro-pyridazine and 20 ml of triethylamine in 100 ml of n-butanol is refluxed for 5 hours. The mixture is concentrated under vacuum and the residue is chromatographed on silica gel, eluting with a DCM/EtOAc mixture (90/10; v/v). 14 g of the expected product are obtained, and are used without further purification. | |
With N-ethyl-N,N-diisopropylamine; In tert-butyl alcohol; at 100 - 150℃; for 0.833333h;Microwave irradiation; | Intermediate 141 ,1 -dimethylethyl 4-(6-chloro-3-pyridazinyl)-1 -piperazinecarboxylate In a microwave vial were mixed: 1 ,1 -dimethylethyl 1 -piperazinecarboxylate(135 mg, 0.725 mmol, available from Fluka), 3,6-dichloropyridazine (90 mg, 0.604 mmol, available from Alfa Aesar) and DIPEA (0.137 mL, 0.785 mmol) in Tert-Butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 100C for 20 mins then for 30 mins at 150C. The reaction mixture was partitioned between EtOAc (20mL) and water (20mL) and the organic layer washed with brine (20mL) before being dried through an hydrophobic frit and concentrated. The residue was dissolved in DCM and purified by SP4 on a 12+M silica cartridge using a gradient of 10-50% EtOAc in cyclohexane. The appropriate fractions were collected and concentrated to yield the desired product as a white solid, 1 ,1 -dimethylethyl 4-(6-chloro-3-pyridazinyl)-1 - piperazinecarboxylate (1 14.2 mg). LCMS (Method C): Rt = 0.85, MH+ = 299 | |
With N-ethyl-N,N-diisopropylamine; In tert-butyl alcohol; at 100 - 150℃; for 0.833333h;Microwave irradiation; | In a microwave vial were mixed: 1,1-dimethylethyl 1-piperazinecarboxylate (135 mg, 0.725 mmol, available from Fluke), 3,6-dichloropyridazine (90 mg, 0.604 mmol, available from Alfa Aesar) and DIPEA (0.137 mL, 0.785 mmol) in Tert-Butanol (2 mL). The reaction was stirred and heated in an Emrys Optimizer microwave at 100 C. for 20 mins then for 30 mins at 150 C. The reaction mixture was partitioned between EtOAc (20 mL) and water (20 mL) and the organic layer washed with brine (20 mL) before being dried through an hydrophobic frit and concentrated. The residue was dissolved in DCM and purified by SP4 on a 12+M silica cartridge using a gradient of 10-50% EtOAc in cyclohexane. The appropriate fractions were collected and concentrated to yield the desired product as a white solid, 1,1-dimethylethyl 4-(6-chloro-3-pyridazinyl)-1-piperazinecarboxylate (114.2 mg). LCMS (Method C): Rt=0.85, MH+=299 |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With trifluoroacetic acid;palladium; In N-methyl-acetamide; ethanol; dichloromethane; ethyl acetate; mineral oil; | A stirred suspension of 88 mg (2.2 mmol) sodium hydride (60percent dispersion in mineral oil) in 5 ml of dry dimethylformamide at -5° C. under nitrogen was treated with 264 mg (2 mmol) tert-butylglycolate. After 10 minutes 298 mg (2 mmol) of 3,6-dichloropyridazine (Aldrich D7, 320-0) was added and the solution was allowed to warm to room temperature and was stirred overnight. The volatiles were evaporated under reduced pressure and the residue was chromatographed on silica eluding with ethyl acetate/hexane (1:2) to give 210 mg of a gum that was dissolved in 20 ml of ethanol and treated with 10percent palladium on carbon (Fluka) and hydrogenated under a hydrogen atmosphere overnight. The catalyst was removed by filtration and the volatiles were evaporated under reduced pressure to give a gum that was chromatographed on silica eluding with ethyl acetate/hexane (1:2) followed by ethyl acetate to give 50 mg of a gum [M+H+MeCN]+252. The gum was dissolved in 2 ml of dichloromethane and treated with 1 ml of trifluoroacetic acid. After 10 minutes the volatiles were evaporated and the residue triturated with toluene and re-evaportated to give a gum that was further triturated with petroleum ether bp 40-60° C. to give 2-(3-pyrazinyloxy)acetic acid trifluoroacetate. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | In hexane; ethyl acetate; mineral oil; | 13a. 3-((1-BOC-2(S)-azetidinyl)methoxy)chloro-pyridazine The compound from Example 7b (3.18 g, 17.0 mmol), sodium hydride (80% dispersion in mineral oil, 510 mg, 17.0 mmol), and 3,6-dichloropyridazine (3.8 g, 25.5 mmol) were combined in a similar manner as that described in Example 7c. The crude product was purified by flash chromatography on silica gel using EtOAc/hexane (1:6 to 1:4) as the elutant to give 3.87 g of a viscous oil, which solidified in the refrigerator (76% yield). TLC Rf =0.58 (EtOAc/hexane 1:1). mp.=50-54 C. MS (CI) m/e 300 (M+H)+. 1 H NMR (DMSO-d6, 300 MHz) δ: 7.73 (d, J=9.2 Hz, 1H), 7.31 (d, J=9.2 Hz, 1H), 4.72 (dd, J=11.0 Hz, 4.6 Hz, 1H), 4.59 (dd, J=11.0 Hz, 3.7 Hz, 1H), 4.56-4.50 (m, 1H), 3.79 (t, J=7.6 Hz, 2H), 2.40-2.38 (m, 1H), 2.20-2.09 (m, 1H), 1.36 (s, 9H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With hydrogenchloride; In water; | EXAMPLE 1 Ethyl 2-[6-[ethyl-(2-hydroxypropyl)amino]-3-pyridazinyl]hydrazinecarboxylate (4) (cadralazine) To 583 g (3.91 moles) of melted 3,6-dichloropyridazine (I) (at about 70) was added under nitrogen and stirring over 6 h 1 liter (8.67 moles) of N-ethyl-N'-(2-hydroxypropyl)amine (2). The mixture was stirred at 95 for 16 h. After cooling to 40, 1.5 liters of water, 470 ml of 37% (w/w) hydrochloric acid and 884 ml (8.49 moles) of ethyl hydrazinecarboxylate were added. The solution was refluxed under nitrogen for 20 h. After cooling to room temperature the mixture was brought to pH 8.5 with 32% (w/w) ammonium hydroxide. The mixture was maintained at 0 overnight, then filtered. The precipitate was washed with cold water until elimination of chloride ions. Crystallisation from ethanol 95% afforded 776 g (70%) of the title compound m.p. 165. | |
With hydrogenchloride; In water; | Example 1 Ethyl 2-[6-[ethyl-(2-hydroxypropyl)amino]-3-pyridazinyl]-hydrazinecarboxylate (4) (cadralazine) To 583 g (3.91 moles) of melted 3,6-dichloropyridazine (I) (at about 70) was added under nitrogen and stirring over 6h 1 litre (8.67 moles) of N-ethyl-N'-(2-hydroxypropyl)amine (2). The mixture was stirred at 95 for 16h. After cooling to 40, 1.5 litres of water, 470 ml of 37% (w/w) hydrochloric acid and 884ml (8.49 moles) of ethyl hydrazinecarboxylate were added. The solution was refluxed under nitrogen for 20h. After cooling to room temperature the mixture was brought to pH 8.5 with 32% (w/w) ammonium hydroxide. The mixture was maintained at 0 overnight, then filtered. The precipitate was washed with cold water until elimination of chloride ions. Crystallisation from ethanol 95% afforded 776g (70%) of the title compound m.p. 165. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
76% | With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80℃; for 4h; | Example 2 : 6-(l-methyI-li/-pyrazol-4-yl)-[l ,2,4] triazolo [4,3-6] pyridazine-3-thiol; Step 1: 3-Chloro-6-(l-methyl-lHr-pyrazol-4-yl)-pyridazine; [0345] A mixture of 3,6-dichloropyridazine (20. Ig, 135 mmol), l-methyl-4- pyrazoleboronic acid pinacol ester (22.46 g, 108 mmol) and K2CO3 (44.71 g, 324 mmol) in 50OmL of dioxane and 20OmL of H2O was degassed with nitrogen. To this mixture was added dichloro[l,l '-bis(diphenylphosphino)ferrocene]palladium(II) dichloromethane adduct (5.28 g, 7.2 mmol) and the resulting mixture was bubbled with nitrogen for another 20 min. The reaction mixture was heated at 8O0C for 4h, then concentrated in vacuo. The residue was purified by flash column chromatography with dichloromethane as eluent to provide 21g of 3-chloro-6-(l-methyl-lH-pyrazol-4-yl)-pyridazine (76% yield): 1H NMR(CDCl3) delta 3.99 (s, 3H), 7.45 (d, IH), 7.56 (d, IH), 7.97 (s, IH), 8.11 (s, IH). |
75% | With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2; In 1,4-dioxane; water; at 90℃; for 5h; | To a solution of 3,6-dichloropyridazine (500 mg, 3.4 mmol), 1-methylpyrazole-4-boronic acid pinacol ester (560 mg, 2.7 mmol), K2CO3 (1.1 g, 8.1 mmol) in 1,4-dioxane/H2O (2.5:1, 5 mL) was added PdCl2(dppf)2. After stirred at 90 C for 5 h, the reaction mixture was was extracted with CH2Cl2 (40 mL), and the organic extracts were dried (Na2SO4), filtered, and concentrated under reduced pressure. Purification by column chromatography (SiO2) afforded 3-chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine (494 mg, 75 %). 3-Chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine (1a) 1HNMR (300 MHz, CDCl3) delta 8.20 (d, J = 7.4 Hz, 1H), 7.98 (s, 1H), 7.95 (s, 1H), 7.50 (d, J = 7.4 Hz, 1H), 3.95 (s, 3H). |
68% | With sodium carbonate;bis-triphenylphosphine-palladium(II) chloride; In 1,4-dioxane; water; at 80℃;Product distribution / selectivity; | A flask was charged with 3,6-dichloropyridazine (AJdrich, 23.91 g, 160.5 mmol), l-Methyl-4-(4,4,5,5-tetramethyl-[l,3,2idioxaborolan-2-yl)-lH-pyrazole (20 g, 96 mmol), 2.0 M Na2Ctheta3 (96 mL) and dioxane (65 mL). Nitrogen was bubbled through the reaction for 60 seconds followed by the addition of Dichlorobis(triphenylphosphine)palladium (0) (6.75 g, 9.6 mmol). The reaction was heated to 800C overnight followed by aqueous work up using AcOEt and a solution of K2CO3. After filtration over celite, the organic layer was dried (MgSO4) and concentrated in vacuo. A first fraction of compound (10.2g) was obtained by crystallization in the solvent (dichoromethane). The filtrate was purified by column chromatography (CH2Cl2 100% and CH2Cl2ZMeOH : 95/5) . The two fractions were gathered and washed with diisopropylether to give the title compound as a yellow solid (12.7 g, 68 %). |
63.1% | With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 80℃; for 16.3h;Inert atmosphere; | Preparation 1 3-Chloro-6-(1-methyl-1H-pyrazol-4-yl)pyridazine To a 3000 mL round bottom flask containing a solution of 1-methyl-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-pyrazole (76 g, 365.3 mmol), 3,6-dichloropyridazine (68 g, 456.4 mmol) in 1,4-dioxane (1200 mL) is added a aqueous solution of K2CO3 (127 g, 919 mmol) in water (480 mL). After [1,1'-bis(diphenylphosphino)ferrocene]palladium(II) chloride (7.5 g, 9.2 mmol) is added, the mixture is purged with N2 for 20 min and stirred at 80 C. for 16 h. The reaction mixture is poured into water (300 mL) and dichloromethane (2000 mL), and the aqueous layer is extracted with DCM (3*800 mL). The combined organic layers are dried over anhydrous Na2SO4 and concentrated under vacuum. The crude product is purified with silica gel column eluting with DCM/methanol (40:1) to give the title compound as a pale yellow solid (56 g, 63.1%). MS (m/z): 195.1 (M+H). |
47% | With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,4-dioxane; water; at 80℃;Product distribution / selectivity; | A flask was charged with 3,6-dichloropyridzine (Aldrich, 297 mg, 2.0 mmol), l-Methyl-4-(4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-lH-pyrazole (499 mg, 2.4 mmol), 2 M Na2COs (4 mL) and dioxane (4 mL). Argon was bubbled through the reaction for 60 seconds followed by the addition ofTetrakis(triphenylphosphine)palladium (0) (231 mg, 0.2 mmol). The reaction was heated to 80 0C overnight followed by aqueous work up using EtOAc and brine. The organic layer was dried (MgSO4) and concentrated in vacuo followed by column chromatography purification (20 % Ethyl Acetate in Hexanes) resulting in the title compound as a white solid (183 mg, 47 %). 1H-NMR (CD3OD): delta 8.23 (IH, s), 8.08 (IH, s), 7.84 (IH, br s), 7.34 (IH, br s), 4.00 (3H, s). |
44% | A solution of 3,6-dichloropyridazine (4.57 g, 0.003 1 mol), (1-methyl-1H-pyrazol-4- yl)boronic acid pinacol ester (3.82 g, 0.0 184 mol) and a solution ofNa2CO3 2M (18.3 mL) in dioxane (18.4 mL) was stirred for 1 minute. PdC12(PPh3)2 (1.29 g, 0.0018 mol) was added and the solution was heated at 80C for 15 hours. The mixture was cooled to room temperature and poured into water. K2C03 was added and the mixture wasfiltered through a short pad of Celite. The organic layer was dried (Mg504), filtered and evaporated to dryness. The Celite was washed with CH2C12, the filtrate was dried (Mg504) and evaporated. The residue was crystallized from CH2C12. The precipitate was filtered and dried to give 1.5 g of a first batch of intermediate 5 (42%). The filtrate was purified by chromatography over silica gel (30 g of SiOHl5-40jim,mobile phase : gradient from CH2C12 100% to CH2C12 95%/CH3OH 5%). The pure fractions were collected and evaporated until dryness to give 1.58 g of a second batch of intermediate 5 (44%) | |
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate; In 1,4-dioxane; water; at 100℃; for 5h;Inert atmosphere; | STEP 1 : 3-chloro-6-(1 -methyl-1 H-pyrazol-4-yl)pyridazine In a two-neck flask was placed 3,6-dichloropyridazine (1 .49 g, 10 mmol), 1-methylpyrazole-4-boronic acid pinacol ester (1 .04 g, 5 mmol), K2CO3 (1.38 g, 10 mmol), and Pd(PPh3)4 (289 mg, 0.25 mmol). The resulting mixture was degassed and refilled with N2 (3 times). 1 ,4-Dioxane/H20 (9 mL/2 mL) was added and the resulting mixture was heated at 100C for 5 h. The resulting mixture was poured into EtOAc/H20 (30 mL/30 mL). The organic layer was washed with brine (30 mL), dried (Na2S04), and filtered. The solvent was removed and the resulting residue was purified by column using 90-100% EtOAc/hexane as the eluent to yield 3-chloro-6-(1-methyl-1 H-pyrazol-4- yl)pyridazine. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
66% | With potassium carbonate;(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; In 1,4-dioxane; water; at 100℃; for 4h; | Example 9: 6-[6-(l/-r-Pyrazol-4-yl)-[l,2,4]triazolo[4,3-b]pyridazin-3-ylsulfanyl]- quinoline (compound 39); Step 1 : 3-Chloro-6- [ 1 -(2-trimethy Isilanyl-ethoxymethyl)-li7-py razol-4-yl] -py ridazine; [0365] A mixture of 3,6-dichloropyridazine (505 mg, 3.4 mmol), 4-(4,4,5,5-tetramethyl- [l,3,2]dioxaborolan-2-yl)-l-(2-trimethylsilanyl-ethoxymethyl)-l//-pyrazole (l g, 3.1 mmol) and K2CO3 (1.3 g, 9.3 mmol) in 10 mL of dioxane and 4 mL of H2O was degassed with nitrogen. To this mixture was added dichloro[ 1 , 1 '-bis(diphenylphosphino)ferrocene] palladium(II) dichloromethane adduct (45 mg, 0.06 mmol) and the resulting mixture was bubbled with nitrogen for another 15 min. The reaction mixture was heated at 1000C for 4h, then after cooling to room temperature the aqueous phase was removed via pipette. The organic phase was concentrated onto silica gel and purified by flash column chromatography eluting with hexanes:ethyl acetate 100:0 to 60:40 returning title compound as a white solid (640 mg, 2.06 mmol, 66% yield): 1H NMR(CDCl3) delta 0.02 (9H, s), 0.96 (2H, t), 3.64 (2H, t), 5.52 (2H, s), 7.52 (IH, d), 7.62 (IH, d), 8.10 (IH, s), 8.34 (IH, s); MS (m/z) 311 [M+H+]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
86% | With sodium hydride; In toluene; at 0 - 20℃; for 0.5h; | A 50 mL round bottom flask was flame dried and a stir bar was placed in it and cooled under a stream of nitrogen. This flask was then charged with 3, 6- dichloropyridazine (5.0 g, 33.6 mmol) and sodium hydride (967 mg, 40.3 mmol). Toluene (25 mL) was then added to this mixture and the flask cooled to 0 0C. 2- Amino-2-methyl-l-propanol (3.15 g, 35.3 mmol) dissolved in 5 mL toluene was then added drop-wise to the above at such a rate so as to keep gas evolution under control. The reaction mixture was then stirred for 30 minutes at room temperature after which it was filtered and the solid was washed with toluene (20 mL) and dichloromethane (20 mL). The filtrates were combined and concentrated under reduced pressure. The mixture so obtained was purified by silica gel flash chromatography (9:0.9:0.1 dichloromethane:methanol:NH3) to obtain the title compound (5.86 g, 86%) as a semi-solid. 1H NMR (600 MHz, OMSO-d6): delta 7.77 (d, IH, J = 9.0 Hz), 7.47 (d, IH, J = 9.0 Hz), 4.10 (s, 2H), 1.10 (s, 6H). |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 180℃; for 0.5h;microwave irradiation; | A mixture of 3,6-dichloropyridazine (845mg) and <strong>[5271-27-2]1-methyl-3-phenylpiperazine</strong> (1g) in N- methyl-2-pyrrolidone (5ml) and Hunig's base (2.5ml) was heated in the microwave at18O0C for thirty minutes.The reaction mixture was diluted with ethyl acetate (60ml) and washed with water (3 x30ml) then evaporated.The reaction mixture was loaded onto a Biotage Si 40+M column and purified using the Biotage SP4 eluting with 0 to 5percent methanol/dichloromethane over 10CV to afford the title compound (204mg) as a brown solidWeight of brown solid = 204mgMS (ES) Ci5H1735CIN4 requires 288; found 289 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With N-ethyl-N,N-diisopropylamine; In 1-methyl-pyrrolidin-2-one; at 180℃; for 2h;microwave irradiation; | A mixture of 3,6-dichloropyridazine (500mg) and(4/?)-3,4-dihydro-2H-chromen-4-ylamine (500mg) in lambda/-methyl-2-pyrrolidone (2.5ml) and Hunig's base (1.5ml) was heated in the microwave at 18O0C for two hours. The reaction mixture was diluted with ethyl acetate (50ml) and washed with water (3 x 25ml) then evaporated.The residue was loaded onto a Biotage Si 25+M column and purified using the Biotage SP4 eluting with 0 to 5% methanol/dichloromethane over 10CV to afford the title compound (422mg) as a brown solid.MS (ES) Ci3H1235CIN3O requires 261 ; found 262 [M+H]+ |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
With sodium carbonate;tetrakis(triphenylphosphine) palladium(0); In 1,2-dimethoxyethane; at 85℃; for 22h;Inert atmosphere; | To a round bottom flask was added 3,6-dichloropyridazine (20.1 mmole), 4-(methylsulfonylamino)phenylboronic acid (20.1 mmole), tetrakis(triphenylphosphine)palladium (1.00 mmole), 2M Na2CO3 (30 mL), and 1,2-dimethoxyethane (120 mL). The resulting reaction mixture was heated at 85 C for 22 hours. The reaction mixture was diluted with ethyl acetate and filtered through celite. The filtrate was washed with water. The organic extract was dried over Na2SO4 and evaporated in vacuo. The crude residue was purified by biotage column chromatography eluting with 4:1 ethyl acetate to hexane mixture to afford N-(4-(6-chloropyridazin-3-yl)phenyl)methanesulfonamide. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
71% | With sodium hydride; In N,N-dimethyl-formamide; at 20℃; for 4.0h; | General procedure: To a solution of 16 (10 mmol) and 21a-e (10 mmol) in dry DMF (20 mL) was added NaH (11 mmol) portionwise (1 h) and the reaction mixture was stirred at room temperature for 3 h, poured on ice-cold water (40 mL), the precipitated solid was filtered and dried under high vacuum. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
407 g | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium phosphate; In 1,4-dioxane; water; at 20 - 90℃;Inert atmosphere; | 3-Chloro-6-(l-cyclopropy -lH-pyrazol-4-yl)pyridazine To a 100 mL round bottom flask is added the above solid (6.64 g, 28.4 mol), 3,6-dichoropyridazine (8.46 g, 56.8 mmol), Pd(dppf)Cl2 (1.04 g, 1.42 mol) potassium phosphate (18.1 g, 85.2 mmol), water (5 mL), and 1,4-dioxane (50 g) at room temperature under nitrogen. The reaction mixture is stirred at 90 °C overnight. After cooled to 30 °C, water (20 mL) is added. The aqueous phase is isolated and extracted with ethyl acetate (3 X 30 mL). The combined organic phases are concentrated and the residue is purified on a silica gel flash chromatography to provide a yellow solid (4.07 g, 65percent yield). (MS: [M+l] 222) |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
25% | A similar procedure22 to that previously described for the preparation of 98 was followed using 4acetamidophenylboronic acid pinacol ester (91) (0.10 g, 0.38 mmol), 3,6dichloropyridazine (96) (0.18 g, 1.22 mmol), sodium hydrogen carbonate (97 mg, 1.15 mmol) and bis(triphenylphosphine)palladium(II) chloride (0.14 g, 1.61 mmol) in toluene (2 mL), ethanol (1 mL) and water (0.5 mL). Purification by flash chromatography (hexane:ethyl acetate 1:1) afforded 102 as a pale brown solid (24 mg, 0.10 mmol, 25%). Rf = 0.15 (hexane:ethyl acetate, 1:1); mp 235-240 C; 1H NMR (400MHz; d6-DMSO) deltaH 2.13 (3H, s, CH3), 7.80 (2H, d, J = 8.8 Hz, H-3', H5'), 8.05 (1H, d, J = 9.2 Hz, H-5), 8.14 (2H, d, J = 8.8 Hz, H-2', H-6') 8.31 (1H, d, J = 9.2 Hz, H-6) and 10.24 (1H, s, NH); 13C NMR (100MHz, d6-DMSO) deltaC 25.1 (CH3), 120.0 (CH), 127.8 (CH), 128.5 (CH), 129.9 (C), 130.0 (CH), 142.4 (C), 155.6 (C), 158.7 (C) and 169.6 (C); IR (numax/cm-1) 565 (CCl), 826, 1097, 1185, 1297 (C-N), 1416, 1528, 1599 (N-H), 1686 (C=O), 3056, 3185, 3258 and 3304; MS (ESI, 70 eV) m/z 248 (M+, 100%); Found (M+, 248.0592), C12H11ClN3O requires 248.0592. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
70% | With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate; In 1,4-dioxane; water; at 80℃; for 10h;Inert atmosphere; | o a 250 ml flask of the three-port adding dioxane (67 ml) and water (27 ml) as the solvent, then adding 3,6- [...] (2.68g, 18mmol), potassium carbonate (6.0g, 43 . 5mmol), 1-methylpyrazole-4-boronic acid pinacone ester (2.99g, 14 . 4mmol), [ 1,1 '-bis (diphenylphosphino) ferrocene] palladium dichloride (0.7g, 0 . 96mmol), after the replacement of nitrogen, raising the temperature to 80 C. Reaction 10 after two hours, concentrating the reaction liquid, column chromatography separation, to obtain strawcoloured solid 3-chloro-6 - (1-methyl -1H-pyrazol-4-yl) pyridazine (HJ-8) 1.96g, yield 70% |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
25% | With palladium bis[bis(diphenylphosphino)ferrocene] dichloride; potassium carbonate; In 1,4-dioxane; water; at 90℃; | 3,6-dichloropyridazine (400 mg, 2.69 mmol) was dissolved in dioxane (6 mL) and distilled water (2 mL)After dissolving, 4-formyl phenylboronic acid (321 mg, 2.15 mmol),Potassium carbonate (920 mg, 6.71 mmol),PdCl2 (dppf) 2 (110 mg, 0.13 mmol) was added to a solution ofAnd stirred at 90 C.The reaction mixture was diluted with dichloromethane, washed with brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. Purification by column chromatography (40% EtOAc / Hexane) provided 4- (6-chloropyridazin-3-yl) benzaldehyde (148 mg, 25%) as a white solid. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
41.4% | A 2-neck flask equipped with a magnetic stirring bar and a condenser was charged with lithium chloride (535 mg, 12.75 mmol). The flask was heated with a heat gun (400 C) for 10 minutes under high vacuum. After cooling to 25 C, the flask was flushed with argon (3 x) before activated zinc dust (181 5 mg, 12.75 mmol) was added followed by tetrahydrofuran (10 ml_). A solution of 1 ,2-dibromethane (0.14 ml_,1 .57 mmol) in tetrahydrofuran (1 ml_) was added dropwise over 5 minutes. The reaction mixture was heated to 60 C for 5 minutes. After cooling to 25 C, a solution of trimethylsilyl chloride (0.2 ml_, 2.32 mmol) in tetrahydrofuran (1 ml_) was added dropwise over 5 minutes. The reaction solution was heated to 60 C for 30 minutes before a solution of 4-(bromomethyl)-2-chloro-1 -fluorobenzene (2.17 g, 9.80 mmol) in tetrahydrofuran (3 ml_) was added dropwise over 20 minutes. The resulting solution was stirred at 60 C for 1 h before it was cooled to room temperature and added dropwise to a solution of 3,6-dichloropyridazine (906 mg, 6.13 mmol) and tetraphenyl palladium (304 mg, 0.29 mmol) in tetrahydrofuran (1 0 ml_) over 5 minutes. The reaction mixture was stirred at 23 C for 18 h. The reaction mixture was quenched with aqueous saturated ammonium chloride (25 ml_). The aqueous layer was extracted with ethyl acetate (25 ml_ x 3). The combined organic layers were washed brine (25 ml_), dried over sodium sulfate, filtered and concentrated. The residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether = 1 /1 ) to offer 3-chloro-6-(3-chloro-4-fluorobenzyl)pyridazine (650 mg, 2.54 mmol, 41 .4%) as a yellow solid. LCMS (ESI) m/z: 257.0 [M+H]+. |
Yield | Reaction Conditions | Operation in experiment |
---|---|---|
50% | With potassium tert-butylate; In tetrahydrofuran;Reflux; | to a 100 mL reaction round bottom flask, 0.5 g of <strong>[75279-55-9]2-chloro-6-fluorophenylacetonitrile</strong>, 0.57 g of 3,6-dichloropyridazine,20 mL of tetrahydrofuran were added sequentially, and 0.45 g of potassium tert-butoxide anhydrous wasadded finally. the reaction solution was heated to reflux overnight, then cooled to 0 C, quenched with saturated ammoniumchloride solution, added with IN dilute hydrochloric acid to adjust the pH to 5, and extracted with ethyl acetatethree times finally. the extracts were combined, washed with brine three times, dried over anhydrous sodium sulfate,filtered, and concentrated under reduced pressure to obtain a crude product. the obtained crude product was purifiedby column chromatography to obtain a brown solid (0.5 g, with a yield of 50%). LC-MS: 282.0 [M+H] detection value. |
Tags: 141-30-0 synthesis path| 141-30-0 SDS| 141-30-0 COA| 141-30-0 purity| 141-30-0 application| 141-30-0 NMR| 141-30-0 COA| 141-30-0 structure
A135523 [856847-77-3]
3-Chloropyridazine hydrochloride
Similarity: 1.00
A126204 [34584-69-5]
3,6-Dichloro-4,5-dimethylpyridazine
Similarity: 0.80
A140657 [1420865-79-7]
3-Chloro-6-(chloromethyl)pyridazine hydrochloride
Similarity: 0.72
A135523 [856847-77-3]
3-Chloropyridazine hydrochloride
Similarity: 1.00
A126204 [34584-69-5]
3,6-Dichloro-4,5-dimethylpyridazine
Similarity: 0.80
A140657 [1420865-79-7]
3-Chloro-6-(chloromethyl)pyridazine hydrochloride
Similarity: 0.72
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 :
Total Compounds: mg
The concentration of the dissolution solution you need to prepare is mg/mL