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CAS No.: | 536-33-4 |
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Name: | Ethionamide |
Article Data: | 29 |
Molecular Structure: | |
Formula: | C8H10N2S |
Molecular Weight: | 166.247 |
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; |
EINECS: | 208-628-9 |
Density: | 1.17 g/cm3 |
Melting Point: | 164 °C |
Boiling Point: | 296.6 °C at 760 mmHg |
Flash Point: | 133.2 °C |
Solubility: | Insoluble in water |
Appearance: | yellow solid |
Hazard Symbols: | Xn |
Risk Codes: | 22-63 |
Safety: | 36/37 |
PSA: | 71.00000 |
LogP: | 1.97850 |
Conditions | Yield |
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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 | Yield |
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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 | Yield |
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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 | Yield |
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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 |
4-bromo-2-ethyl-pyridine
ethionamide
Conditions | Yield |
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Multi-step reaction with 2 steps 1: 160 - 170 °C 2: pyridine; triethylamine / Einleiten von H2S View Scheme |
4-amino-2-ethylpyridine
ethionamide
Conditions | Yield |
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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 | Yield |
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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 |
2-ethyl-4-nitropyridine 1-oxide
ethionamide
Conditions | Yield |
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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 | Yield |
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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 |
2-bromopyridine-4-carboxamide
ethionamide
Conditions | Yield |
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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 |
Formula: C8H10N2S
Mol. mass :166.244 g/mol
Protein binding :Approximately 30% bound to proteins.