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| CAS No.: | 284461-73-0 |
|---|---|
| Name: | Sorafenib tosylate |
| Molecular Structure: | |
|
|
|
| Formula: | C21H16ClF3N4O3 |
| Molecular Weight: | 464.831 |
| Synonyms: | BAY43-9006;N-[4-Chloro-3-(trifluoromethyl)phenyl]-N'-[4-[2-(N-methylcarbamoyl)-4-pyridyloxy]phenyl]urea; |
| EINECS: | 608-209-4 |
| Density: | 1.454 g/cm3 |
| Melting Point: | 202-204 °C |
| Boiling Point: | 523.3 °C at 760 mmHg |
| Flash Point: | 270.3 °C |
| Solubility: | 100μg/L at 20℃ |
| Appearance: | light yellow solid |
| Hazard Symbols: |
 Xi
|
| Risk Codes: | 68/20/21/22-37/38 |
| Safety: | 36-37-39 |
| PSA: | 92.35000 |
| LogP: | 6.08660 |
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- 343247-69-8
4-chloro-3-trifluoromethylphenylurea
- 1154243-75-0
[4-(4-bromophenoxy)(2-pyridyl)]-N-methylcarboxamide
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| Stage #1: [4-(4-bromophenoxy)(2-pyridyl)]-N-methylcarboxamide With potassium phosphate; tris-(dibenzylideneacetone)dipalladium(0); 4,5-bis(diphenylphos4,5-bis(diphenylphosphino)-9,9-dimethylxanthenephino)-9,9-dimethylxanthene In 1,4-dioxane at 20℃; for 0.5h; Stage #2: 4-chloro-3-trifluoromethylphenylurea In 1,4-dioxane at 80 - 100℃; for 1h; Solvent; Reagent/catalyst; | 97.9% |
| With t-BuBrettPhos; palladium diacetate; caesium carbonate In tetrahydrofuran; water at 75℃; for 5h; Inert atmosphere; | 206 mg |
- 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| With 1-Methylpyrrolidine In dichloromethane at 30℃; for 24h; Solvent; Temperature; | 97.6% |
- 1129683-83-5
4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol
- 1209459-88-0
4-bromo-pyridine-2-carboxylic acid methyl amide
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| Stage #1: 4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol With 2,2,6,6-tetramethylheptane-3,5-dione; caesium carbonate; copper(l) chloride In 1-methyl-pyrrolidin-2-one at 50 - 60℃; for 0.5h; Stage #2: 4-bromo-pyridine-2-carboxylic acid methyl amide In 1-methyl-pyrrolidin-2-one for 2h; Reagent/catalyst; Reflux; | 96.7% |
- 611226-36-9, 1061231-84-2
4-hydroxy-N-methylpyridine-2-carboxamide
- 1129683-83-5
4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| at 132℃; | 96.3% |
- 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
- 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| With zirconia grinding balls In acetonitrile for 4h; Milling; | 96% |
| In ethyl acetate at 20 - 30℃; Large scale; | 94.2% |
| In dichloromethane | 93% |
- 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
- 1187086-96-9
N-[4-chloro-3-(trifluoromethyl)phenyl]-1H-imidazole-1-carboxamide
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| In chlorobenzene at 70 - 75℃; for 0.25h; Product distribution / selectivity; | 95% |
| In ethyl acetate at 20 - 50℃; for 2.75h; | 77% |
| With potassium carbonate In dichloromethane for 8h; Milling; | 72% |
- 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
- 1737-36-6
4-chloro-3-(trifluoromethyl)benzoic acid
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| Stage #1: 4-chloro-3-(trifluoromethyl)benzoic acid; 2,2,2,-trichloroethoxycarbonyl azide With dmap; copper diacetate In dimethyl sulfoxide at 100℃; for 6h; Curtius Rearrangement; Inert atmosphere; Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide With N-ethyl-N,N-diisopropylamine In dimethyl sulfoxide at 100℃; for 24h; Inert atmosphere; | 93% |
- 284462-37-9
4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide
- 320-51-4
4-chloro-3-trifluoromethyl-aniline
- 530-62-1
1,1'-carbonyldiimidazole
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| Stage #1: 4-chloro-3-trifluoromethyl-aniline; 1,1'-carbonyldiimidazole In dichloromethane at 20℃; for 16h; Inert atmosphere; Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide In dichloromethane Inert atmosphere; | 91% |
| Stage #1: 4-chloro-3-trifluoromethyl-aniline; 1,1'-carbonyldiimidazole In dichloromethane at 25 - 35℃; for 18h; Stage #2: 4-(4-aminophenoxy)-N-methylpyridine-2-carboxamide In dichloromethane at 25 - 35℃; for 48.75h; | 90 g |
- 123-30-8
4-amino-phenol
- 327-78-6
4-chloro-3-(trifluoromethyl)phenyl isocyanate
- 220000-87-3
4-chloro-N-methylpicolinamide
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| Stage #1: 4-amino-phenol; 4-chloro-3-(trifluoromethyl)phenyl isocyanate; 4-chloro-N-methylpicolinamide In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With potassium tert-butylate In N,N-dimethyl-formamide at 60 - 80℃; Solvent; Reagent/catalyst; Temperature; | 90.6% |
- 1129683-83-5
4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol
- 220000-87-3
4-chloro-N-methylpicolinamide
- 284461-73-0
sorafenib
| Conditions | Yield |
|---|---|
| With potassium carbonate In toluene Heating; | 90% |
| With tetrabutylammomium bromide; potassium iodide; potassium hydroxide In tetrahydrofuran at 80℃; for 10h; Solvent; Reagent/catalyst; | 89.4% |
| Stage #1: 4-[ ({[4-chloro-3-(trifluoromethyl)phenyl]amino}carbonyl)amino]phenol With potassium tert-butylate In N,N-dimethyl-formamide for 2h; Stage #2: 4-chloro-N-methylpicolinamide With potassium carbonate at 80℃; for 6h; | 50% |
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Chemistry
Sorafenib is a drug approved for the treatment of primary kidney cancer , also for the treatment of advanced renal cell carcinoma, and advanced primary liver cancer (hepatocellular carcinoma).It's usually light yellow solid.
Molecular Formula: C21H16ClF3N4O3
Molecular Weight: 464.83
Melting point: 202-204°C
Uses
Safety Profile
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