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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
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H17FN2OS2
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C16H15BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H10BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16BrN3O2S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopentylpropanamide —— C16H18BrN3O2S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclopentylpropanamide
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C13H13BrN4O3S
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H17FN2OS2
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 2-(2-Bromophenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13BrN2OS
2-(2-Bromophenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 1-{2-[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-ylthio]acetyl}pyrrolidin-2-one —— C14H12BrN3O3S
1-{2-[5-(2-Bromophenyl)-1,3,4-oxadiazol-2-ylthio]acetyl}pyrrolidin-2-one
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H22N2OS2
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-(2-chlorophenyl)sulfanyl-N-ethyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide —— C14H20ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-ethyl-N-[(2R)-1-methylsulfonylpropan-2-yl]acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C12H15N3OS2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-cyclopentyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C12H18N2OS2
(2R)-N-cyclopentyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C7H10N2OS2
(2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C13H19N3OS2
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H22N2OS2
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-cyclopropyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C9H12N2OS2
N-cyclopropyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H17FN2OS2
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— methyl 2,4-dimethyl-5-[(2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H18N2O3S2
methyl 2,4-dimethyl-5-[(2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-(1-cyanocyclohexyl)-N-methyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C12H16N4OS2
N-(1-cyanocyclohexyl)-N-methyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C11H16N2O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C14H16N2OS2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C15H17FN2OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— ethyl 2,4-dimethyl-5-[(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C16H20N2O3S2
ethyl 2,4-dimethyl-5-[(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H22N2OS2
N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-(4-methylcyclohexyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C13H20N2OS2
N-(4-methylcyclohexyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— ethyl 2,5-dimethyl-4-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C15H18N2O3S2
ethyl 2,5-dimethyl-4-[2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— 2-((1,3,4-Thiadiazol-2-yl)thio)-1-(1h-pyrrol-2-yl)ethan-1-one —— C8H7N3OS2
2-((1,3,4-Thiadiazol-2-yl)thio)-1-(1h-pyrrol-2-yl)ethan-1-one
—— methyl 2,4-dimethyl-5-[(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C15H18N2O3S2
methyl 2,4-dimethyl-5-[(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-(2-chlorophenyl)sulfanyl-N-ethyl-N-[(2S)-1-methylsulfonylpropan-2-yl]acetamide —— C14H20ClNO3S2
2-(2-chlorophenyl)sulfanyl-N-ethyl-N-[(2S)-1-methylsulfonylpropan-2-yl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C11H16N2O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C16H20N2OS2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— (2R)-N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C10H11N3O2S2
(2R)-N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— N-(2-methoxyethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C9H14N2O2S2
N-(2-methoxyethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— [(1S)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)ethyl]azanium —— C6H12N3OS+
[(1S)-1-(5-ethylsulfanyl-1,3,4-oxadiazol-2-yl)ethyl]azanium
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C18H26N2OS2
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C9H9N3O2S2
N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— [(1S)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium —— C14H19FN3OS+
[(1S)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium
—— [(1S)-1-[5-(2-methylprop-2-enylsulfanyl)-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C8H14N3OS+
[(1S)-1-[5-(2-methylprop-2-enylsulfanyl)-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— (2R)-N-[[(1R,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide —— C17H26N4OS
(2R)-N-[[(1R,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-propan-2-ylpropanamide
—— 4-(2-methoxyethyl)-3-[(1S)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole —— C13H14F3N3OS
4-(2-methoxyethyl)-3-[(1S)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 4-(2-methoxyethyl)-3-[(1R)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole —— C13H14F3N3OS
4-(2-methoxyethyl)-3-[(1R)-2,2,2-trifluoro-1-phenylethyl]sulfanyl-1,2,4-triazole
—— [(1S)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C11H13FN3OS+
[(1S)-1-[5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— N-[(1S)-1-cyclopropylethyl]-2-[(5-cyclopropyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C14H19F3N4OS
N-[(1S)-1-cyclopropylethyl]-2-[(5-cyclopropyl-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 5-Benzyl-2-ethylsulfanyl-3,6-dimethylpyrimidin-4-one —— C15H18N2OS
5-Benzyl-2-ethylsulfanyl-3,6-dimethylpyrimidin-4-one
—— 2-[(4-Chlorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one —— C15H17ClN2OS
2-[(4-Chlorophenyl)methylsulfanyl]-3-methyl-6-propan-2-ylpyrimidin-4-one
—— 2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N,N-bis(prop-2-enyl)acetamide —— C21H25N3O2S
2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N,N-bis(prop-2-enyl)acetamide
—— Ethyl 4-[5-[(4-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylbutanoate —— C19H23FN2O3S
Ethyl 4-[5-[(4-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylbutanoate
—— [(2S)-1-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)methyl]pyrrolidin-2-yl]methanol —— C9H15N3OS2
[(2S)-1-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)methyl]pyrrolidin-2-yl]methanol