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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
—— (E)-N-[(Z)-(2-chlorophenyl)methylideneamino]-2-cyano-3-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]prop-2-enamide —— C22H14ClF2N3O2S
(E)-N-[(Z)-(2-chlorophenyl)methylideneamino]-2-cyano-3-[5-[4-(difluoromethylsulfanyl)phenyl]furan-2-yl]prop-2-enamide
—— 6-tert-butyl-4-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C15H22N4OS
6-tert-butyl-4-[(Z)-[(1R)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— 6-tert-butyl-4-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one —— C15H22N4OS
6-tert-butyl-4-[(Z)-[(1S)-cyclohex-3-en-1-yl]methylideneamino]-3-methylsulfanyl-1,2,4-triazin-5-one
—— (1S)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C18H17F2N3OS2
(1S)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— (1R)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C18H17F2N3OS2
(1R)-1-(3,4-difluorophenyl)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— (S)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(S)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— (R)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol —— C12H12OS2
(R)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol
—— (R)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(R)-(2-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— (S)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol —— C12H12OS2
(S)-(2-methylsulfanylphenyl)-thiophen-2-ylmethanol
—— (S)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(S)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— (R)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol —— C13H14OS2
(R)-(4-methylsulfanylphenyl)-(5-methylthiophen-2-yl)methanol
—— 2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide —— C21H19ClN4OS3
2-({5-[(2-chlorobenzyl)sulfanyl]-1,3,4-thiadiazol-2-yl}sulfanyl)-N'-[(1Z,2E)-2-methyl-3-phenylprop-2-en-1-ylidene]acetohydrazide
—— (3R)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine —— C18H28N2S
(3R)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine
—— 5-[(3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]piperidin-3-yl]-3-methyl-1,2,4-oxadiazole —— C18H25N3OS
5-[(3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]piperidin-3-yl]-3-methyl-1,2,4-oxadiazole
—— (3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine —— C18H28N2S
(3S)-1-[2-(3,4-dimethylphenyl)sulfanylethyl]-3-pyrrolidin-1-ylpyrrolidine
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3S)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3S)-3-methylsulfonylcyclohexyl]urea
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3R)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1R,3R)-3-methylsulfonylcyclohexyl]urea
—— 1-[4-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone —— C21H25ClN2O2S
1-[4-[(1S)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone
—— 1-[4-[(1R)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone —— C21H25ClN2O2S
1-[4-[(1R)-1-(3-chlorophenyl)-2-hydroxyethyl]piperazin-1-yl]-2-(4-methylphenyl)sulfanylethanone
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3S)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3S)-3-methylsulfonylcyclohexyl]urea
—— 1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3R)-3-methylsulfonylcyclohexyl]urea —— C15H28N2O3S
1-[(1-ethylcyclobutyl)methyl]-3-[(1S,3R)-3-methylsulfonylcyclohexyl]urea
—— 1-cyclopropyl-3-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1S,2R)-2-(trifluoromethyl)cyclohexyl]thiourea
—— (2E)-2-[4-(4-methylphenyl)-3H-1,3-thiazol-2-ylidene]-3-oxo-4-(1H-1,2,4-triazol-5-ylsulfanyl)butanenitrile —— C16H13N5OS2
(2E)-2-[4-(4-methylphenyl)-3H-1,3-thiazol-2-ylidene]-3-oxo-4-(1H-1,2,4-triazol-5-ylsulfanyl)butanenitrile
—— 3-(2-methoxyethyl)-1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2R,3R)-3-methylsulfonylbutan-2-yl]urea
—— 3-(2-methoxyethyl)-1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]urea
—— 3-(2-methoxyethyl)-1-methyl-1-[(2S,3S)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2S,3S)-3-methylsulfonylbutan-2-yl]urea
—— 3-(2-methoxyethyl)-1-methyl-1-[(2R,3S)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2R,3S)-3-methylsulfonylbutan-2-yl]urea
—— 3-(4-chlorophenyl)sulfanyl-N-[(Z)-(3-methylphenyl)methylideneamino]propanamide —— C17H17ClN2OS
3-(4-chlorophenyl)sulfanyl-N-[(Z)-(3-methylphenyl)methylideneamino]propanamide
—— (5Z)-3-(2,5-dimethylpyrrol-1-yl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H19N3O3S3
(5Z)-3-(2,5-dimethylpyrrol-1-yl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1-cyclopropyl-3-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]thiourea
—— 1-cyclopropyl-3-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]thiourea
—— (E)-4-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile —— C11H14N4OS2
(E)-4-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 1-cyclopropyl-3-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]thiourea
—— (E)-4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile —— C11H14N4OS2
(E)-4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile
—— 2-[(1S)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine —— C16H16FN5OS
2-[(1S)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2S)-2-pyridin-4-ylazepan-1-yl]ethanone —— C19H24N4OS
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2S)-2-pyridin-4-ylazepan-1-yl]ethanone
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-pyridin-4-ylazepan-1-yl]ethanone —— C19H24N4OS
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-pyridin-4-ylazepan-1-yl]ethanone
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide —— C16H18ClFN4OS
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide
—— 2-[(1R)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine —— C16H16FN5OS
2-[(1R)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide —— C16H18ClFN4OS
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide
—— 1-[(2S)-2-(cyclohexylmethyl)pyrrolidin-1-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylethanone —— C19H29N3OS
1-[(2S)-2-(cyclohexylmethyl)pyrrolidin-1-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylethanone
—— 2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[[(5S,7R)-3-bromo-1-adamantyl]methyl]acetamide —— C18H25BrN4OS
2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[[(5S,7R)-3-bromo-1-adamantyl]methyl]acetamide
—— (2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide —— C15H16F3N3O2S
(2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide
—— (1S,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1S,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine
—— (1R,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1R,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine
—— (1R,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C11H23NO3S
(1R,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine