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Cas Database |
| Name |
Ethinamide |
EINECS | 208-628-9 |
| CAS No. | 536-33-4 | Density | 1.17 g/cm3 |
| PSA | 71.00000 | LogP | 1.97850 |
| Solubility | Insoluble in water | Melting Point |
164 °C |
| Formula | C8H10N2S | Boiling Point | 296.6 °C at 760 mmHg |
| Molecular Weight | 166.247 | Flash Point | 133.2 °C |
| Transport Information | N/A | Appearance | yellow solid |
| Safety | 36/37 | Risk Codes | 22-63 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
Isonicotinamide,2-ethylthio- (6CI,8CI);Isonicotinimidic acid, 2-ethylthio- (7CI);1314TH;2-Ethyl-4-thiocarbamoylpyridine;2-Ethylisonicotinothioamide;2-Ethylthioisonicotinamide;Amidazine;Bayer 5312;Ethina;Etionamid;Etionizin;F.I. 58-30;IridocinBayer;NSC 255115;Sertinon;Thianid;Thioamide;Tianid;Trecator;Trekator;a-Ethylisothionicotinamide; |
Article Data | 29 |
Ethinamide Synthetic route
Conditions
| Conditions | Yield |
|---|---|
| With pyridin-1-ium-1-yl[pyridin-1-ium-1-yl(sulfido)phosphinothioyl]sulfanyl-sulfido-thioxo-phosphane In acetonitrile for 0.5h; Reflux; | 82% |
| With Lawessons reagent In tetrahydrofuran at 20℃; for 48h; Inert atmosphere; | 35% |
| Multi-step reaction with 2 steps 1: POCl3 / 120 - 130 °C 2: ethanol; tris-<2-hydroxy-ethyl>-amine / Einleiten von H2S View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| With 2,3,4,5,7,8,9,10-octahydropyrimido[1,2-a]azepin-1-ium acetate; sodiumsulfide nonahydrate In neat (no solvent) at 20℃; for 2h; Green chemistry; | 80% |
| Stage #1: 2-ethyl-4-pyridinecarbonitrile With magnesium chloride In N,N-dimethyl-formamide for 0.0833333h; Inert atmosphere; Stage #2: With sodium hydrogen sulfide In N,N-dimethyl-formamide at 20℃; for 2h; | 70% |
| With sodiumsulfide nonahydrate In N,N-dimethyl-formamide at 130℃; for 2.5h; | 67% |
| With triethanolamine; ethanol Einleiten von H2S; | |
| With pyridine; triethylamine Einleiten von H2S; |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: aqueous NH3 2: POCl3 / 120 - 130 °C 3: ethanol; tris-<2-hydroxy-ethyl>-amine / Einleiten von H2S View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: palladium/charcoal; methanol; potassium acetate / Hydrogenation 2: aqueous NH3 3: POCl3 / 120 - 130 °C 4: ethanol; tris-<2-hydroxy-ethyl>-amine / Einleiten von H2S View Scheme |
- 156761-88-5
4-bromo-2-ethyl-pyridine
- 536-33-4
ethionamide
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: 160 - 170 °C 2: pyridine; triethylamine / Einleiten von H2S View Scheme |
- 50826-64-7
4-amino-2-ethylpyridine
- 536-33-4
ethionamide
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 2: 160 - 170 °C 3: pyridine; triethylamine / Einleiten von H2S View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1: sulfuric acid; nitric acid 2: iron; concentrated aqueous HCl; acetic acid 3: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 4: 160 - 170 °C 5: pyridine; triethylamine / Einleiten von H2S View Scheme |
- 38594-62-6
2-ethyl-4-nitropyridine 1-oxide
- 536-33-4
ethionamide
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1: iron; concentrated aqueous HCl; acetic acid 2: bromine; aqueous sodium nitrite solution; aqueous hydrobromic acid 3: 160 - 170 °C 4: pyridine; triethylamine / Einleiten von H2S View Scheme |
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1.1: sulfuric acid; silver nitrate; ammonium persulfate / water / 0.33 h / 70 °C 2.1: magnesium chloride / N,N-dimethyl-formamide / 0.08 h / Inert atmosphere 2.2: 2 h / 20 °C View Scheme |
- 29840-73-1
2-bromopyridine-4-carboxamide
- 536-33-4
ethionamide
Conditions
| Conditions | Yield |
|---|---|
| Multi-step reaction with 2 steps 1: bis-triphenylphosphine-palladium(II) chloride / tetrahydrofuran / 0 - 20 °C / Schlenk technique; Inert atmosphere 2: Lawessons reagent / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere View Scheme |
Ethinamide Chemical Properties
Formula: C8H10N2S
Mol. mass :166.244 g/mol
Protein binding :Approximately 30% bound to proteins.
Ethinamide Uses
Ethionamide is an antibiotic used in the treatment of tuberculosis.It's action may be through disruption of mycolic acid
Ethinamide Production
Ethionamide has been proposed for use in combination with Gatifloxacin.[
Ethinamide Safety Profile
Ethionamide is a prodrug.
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Ethionamide
