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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-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole —— C17H14BrFN2OS
2-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole
—— 2-(3,5-Dimethylphenyl)-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C17H15FN2OS
2-(3,5-Dimethylphenyl)-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 3-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C13H13N3OS
3-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C16H18N2O2S
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H27N3O2S
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-benzyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C21H23N3O2S
(2R)-N-benzyl-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— N-(1-cyanocyclohexyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide —— C20H24N4O2S
N-(1-cyanocyclohexyl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylacetamide
—— (2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C17H21N3O2S
(2R)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 3-(4-Methylpyrimidin-2-yl)sulfanylbenzonitrile —— C12H9N3S
3-(4-Methylpyrimidin-2-yl)sulfanylbenzonitrile
—— 3-(6-Methylpyrimidin-4-yl)sulfanylbenzonitrile —— C12H9N3S
3-(6-Methylpyrimidin-4-yl)sulfanylbenzonitrile
—— 2-(4-Chlorophenyl)-5-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H12ClN3O2S
2-(4-Chlorophenyl)-5-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H15FN4O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide —— C19H17ClFN3O2S
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide —— C14H13ClN4O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide
—— (2R)-N-(2-methylbutan-2-yl)-2-(2H-triazol-4-ylsulfanyl)propanamide —— C10H18N4OS
(2R)-N-(2-methylbutan-2-yl)-2-(2H-triazol-4-ylsulfanyl)propanamide
—— (3R)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)pyrrolidin-2-one —— C9H14N4OS
(3R)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)pyrrolidin-2-one
—— ethyl N-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate —— C13H12ClN3O4S
ethyl N-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]carbamate
—— N-[(2R)-pentan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H18N4O2S
N-[(2R)-pentan-2-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 4-[(2,4-difluorophenyl)methylsulfanyl]-2H-triazole —— C9H7F2N3S
4-[(2,4-difluorophenyl)methylsulfanyl]-2H-triazole
—— (2Z)-5-nitro-2-(5-nitro-3-oxo-1-benzothiophen-2(3H)-ylidene)-1-benzothiophen-3(2H)-one —— C16H6N2O6S2
(2Z)-5-nitro-2-(5-nitro-3-oxo-1-benzothiophen-2(3H)-ylidene)-1-benzothiophen-3(2H)-one
—— 1-[1-(3-Methoxypropyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C19H22N4O3S
1-[1-(3-Methoxypropyl)-2,5-dimethylpyrrol-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (2S)-N-(2-methylbutan-2-yl)-2-(2H-triazol-4-ylsulfanyl)propanamide —— C10H18N4OS
(2S)-N-(2-methylbutan-2-yl)-2-(2H-triazol-4-ylsulfanyl)propanamide
—— methyl 2,4-dimethyl-5-[(2S)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H18N4O4S
methyl 2,4-dimethyl-5-[(2S)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C17H16N4O3S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-(2-methylpropyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C13H16N4O2S
N-(2-methylpropyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(3-chlorophenyl)methyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H13ClN4O2S
N-[(3-chlorophenyl)methyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C18H18N4O2S
1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— (3S)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)pyrrolidin-2-one —— C9H14N4OS
(3S)-1-propan-2-yl-3-(2H-triazol-4-ylsulfanyl)pyrrolidin-2-one
—— N-Propyl-2-{[5-(pyridin-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide —— C12H14N4O2S
N-Propyl-2-{[5-(pyridin-3-YL)-1,3,4-oxadiazol-2-YL]sulfanyl}acetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate —— C18H18N4O4S
methyl 2,4-dimethyl-5-[(2R)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoyl]-1H-pyrrole-3-carboxylate
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C16H18ClN3O3S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2S)-N-cyclopentyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H18N4O2S
(2S)-N-cyclopentyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C23H26N4O2S
1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-(1-cyanocyclohexyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H17N5O2S
N-(1-cyanocyclohexyl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide —— C18H22ClN3O2S
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexylmethyl)propanamide
—— N-(2-cyanoethyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C19H25N5OS2
N-(2-cyanoethyl)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H10ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— 1-[(2R)-2-cyclopropyl-2-hydroxyethyl]-1-methyl-3-[(4-methylsulfanylphenyl)methyl]urea —— C15H22N2O2S
1-[(2R)-2-cyclopropyl-2-hydroxyethyl]-1-methyl-3-[(4-methylsulfanylphenyl)methyl]urea
—— (2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylpropanamide —— C21H30N4OS2
(2S)-2-[[4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylpropanamide
—— 1-[(2S)-2-cyclopropyl-2-hydroxyethyl]-1-methyl-3-[(4-methylsulfanylphenyl)methyl]urea —— C15H22N2O2S
1-[(2S)-2-cyclopropyl-2-hydroxyethyl]-1-methyl-3-[(4-methylsulfanylphenyl)methyl]urea
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C19H19N3O2S
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C13H15N3OS3
2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— (3R)-3-(4-chlorophenyl)sulfanylbutanoate —— C10H10ClO2S-
(3R)-3-(4-chlorophenyl)sulfanylbutanoate
—— 2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C13H15N3OS3
2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C13H15N3OS3
2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— (3R)-3-(4-chlorophenyl)sulfanylbutanoic acid —— C10H11ClO2S
(3R)-3-(4-chlorophenyl)sulfanylbutanoic acid
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(furan-2-ylmethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H17N3O3S
(2R)-N-(furan-2-ylmethyl)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-1-butylsulfanyl-2-methyl-3-methylsulfonylpropane —— C9H20O2S2
(2S)-1-butylsulfanyl-2-methyl-3-methylsulfonylpropane