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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-phenyl-5-[2-[(2S)-piperidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole —— C15H19N3OS
2-phenyl-5-[2-[(2S)-piperidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C14H18N4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide —— C20H30N4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide
—— 2-phenyl-5-[(3S)-pyrrolidin-3-yl]sulfanyl-1,3,4-oxadiazole —— C12H13N3OS
2-phenyl-5-[(3S)-pyrrolidin-3-yl]sulfanyl-1,3,4-oxadiazole
—— 2-phenyl-5-[[(3R)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H17N3OS
2-phenyl-5-[[(3R)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-phenyl-5-[[(3S)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H17N3OS
2-phenyl-5-[[(3S)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-phenyl-5-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C13H15N3OS
2-phenyl-5-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— N-cycloheptyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-cycloheptyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3,4-dimethylbenzenesulfonamide —— C22H23NO2S2
N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3,4-dimethylbenzenesulfonamide
—— [4-[4-(Cyclobutanecarbonyloxy)phenyl]sulfanylphenyl] cyclobutanecarboxylate —— C22H22O4S
[4-[4-(Cyclobutanecarbonyloxy)phenyl]sulfanylphenyl] cyclobutanecarboxylate
—— (3-Cyano-4-imino-2-oxopentyl) 3-(2-chlorophenyl)sulfanylpropanoate —— C15H15ClN2O3S
(3-Cyano-4-imino-2-oxopentyl) 3-(2-chlorophenyl)sulfanylpropanoate
—— [(4R)-octan-4-yl] chloromethanedithioate —— C9H17ClS2
[(4R)-octan-4-yl] chloromethanedithioate
—— (4R)-4-bromo-4H-pyrazole-3-carbothioamide —— C4H4BrN3S
(4R)-4-bromo-4H-pyrazole-3-carbothioamide
—— (4S)-4-bromo-4H-pyrazole-3-carbothioamide —— C4H4BrN3S
(4S)-4-bromo-4H-pyrazole-3-carbothioamide
—— 2-Ethanimidoyl-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile —— C10H10N4OS
2-Ethanimidoyl-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile
—— 4-[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethoxy]benzamide —— C21H17ClN2O3S
4-[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethoxy]benzamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-chlorophenyl)sulfanylpropanamide —— C21H28ClNOS
N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-chlorophenyl)sulfanylpropanamide
—— 2-{[3-(2-Methylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-(2-phenylethyl)acetamide —— C28H24N4O2S3
2-{[3-(2-Methylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-(2-phenylethyl)acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C21H28FNOS
N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H19F3N4OS
N-[(1S,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]cyclopropanecarboxamide —— C18H19NOS
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]cyclopropanecarboxamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-(4-methylphenoxy)propanamide —— C24H25NO2S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-(4-methylphenoxy)propanamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(6-methoxy-1-benzofuran-3-yl)acetamide —— C25H23NO3S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(6-methoxy-1-benzofuran-3-yl)acetamide
—— 2-(3,4-dimethylphenyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]acetamide —— C24H25NOS
2-(3,4-dimethylphenyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]acetamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(4-methoxyphenyl)acetamide —— C23H23NO2S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(4-methoxyphenyl)acetamide
—— (1'S,5'R)-N-(furan-2-ylmethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C17H23NO2S2
(1'S,5'R)-N-(furan-2-ylmethyl)spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
—— 2-(4-cyanophenoxy)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide —— C23H20N2O2S
2-(4-cyanophenoxy)-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide
—— 1-(2,3-Dimethylphenyl)-3-(3-phenylsulfanylpropanoylamino)thiourea —— C18H21N3OS2
1-(2,3-Dimethylphenyl)-3-(3-phenylsulfanylpropanoylamino)thiourea
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(4-methoxyphenoxy)acetamide —— C23H23NO3S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-2-(4-methoxyphenoxy)acetamide
—— N-[4-(4-bromophenyl)sulfanylphenyl]-3-phenylpropanamide —— C21H18BrNOS
N-[4-(4-bromophenyl)sulfanylphenyl]-3-phenylpropanamide
—— 1-(Azepan-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3OS3
1-(Azepan-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 3-[(4-fluorophenyl)methylsulfanyl]-N-[(E)-1-pyridin-2-ylethylideneamino]-1H-1,2,4-triazol-5-amine —— C16H15FN6S
3-[(4-fluorophenyl)methylsulfanyl]-N-[(E)-1-pyridin-2-ylethylideneamino]-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2E)-2-[1-(4-bromophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile —— C12H11BrN6S
2-[[5-[(2E)-2-[1-(4-bromophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetonitrile
—— 3-[(3-bromophenyl)methylsulfanyl]-N-[(E)-1-pyridin-2-ylethylideneamino]-1H-1,2,4-triazol-5-amine —— C16H15BrN6S
3-[(3-bromophenyl)methylsulfanyl]-N-[(E)-1-pyridin-2-ylethylideneamino]-1H-1,2,4-triazol-5-amine
—— N-(2-phenylethyl)-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H22N6OS
N-(2-phenylethyl)-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H13F2N3OS3
N-[(4-fluorophenyl)methyl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C14H16FN3O2S3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— N-[(E)-1-(4-bromophenyl)ethylideneamino]-3-(pyridin-4-ylmethylsulfanyl)-1H-1,2,4-triazol-5-amine —— C16H15BrN6S
N-[(E)-1-(4-bromophenyl)ethylideneamino]-3-(pyridin-4-ylmethylsulfanyl)-1H-1,2,4-triazol-5-amine
—— 3-benzylsulfanyl-N-[(E)-1-(4-fluorophenyl)ethylideneamino]-1H-1,2,4-triazol-5-amine —— C17H16FN5S
3-benzylsulfanyl-N-[(E)-1-(4-fluorophenyl)ethylideneamino]-1H-1,2,4-triazol-5-amine
—— N-tert-butyl-2-[[5-[(2E)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H21FN6OS
N-tert-butyl-2-[[5-[(2E)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H21FN6OS
N-[2-(4-fluorophenyl)ethyl]-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[(3-bromophenyl)methylsulfanyl]-N-[(E)-1-phenylethylideneamino]-1H-1,2,4-triazol-5-amine —— C17H16BrN5S
3-[(3-bromophenyl)methylsulfanyl]-N-[(E)-1-phenylethylideneamino]-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2E)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C17H17FN6O2S
2-[[5-[(2E)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— N-benzyl-2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H19N7OS
N-benzyl-2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H21N7OS
N-cyclopentyl-2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-(2-adamantyl)-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C22H27N5OS
1-(2-adamantyl)-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-[(4-fluorophenyl)methyl]-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H19FN6OS
N-[(4-fluorophenyl)methyl]-2-[[5-[(2E)-2-(1-phenylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C11H13N7OS
2-[[5-[(2E)-2-(1-pyridin-2-ylethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[[5-[(2E)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H21FN6OS
N-cyclopentyl-2-[[5-[(2E)-2-[1-(4-fluorophenyl)ethylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-ethanimidoyl-3-oxo-4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile —— C17H19N5O2S2
2-ethanimidoyl-3-oxo-4-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]butanenitrile