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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
—— N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C15H20N4O2S
N-[3-(3,5-dimethylpyrazol-1-yl)propyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— 5-[(1-Oxidopyridin-1-ium-2-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C12H9N3O2S2
5-[(1-Oxidopyridin-1-ium-2-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— N-[(4-fluorophenyl)methyl]-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H21FN4OS
N-[(4-fluorophenyl)methyl]-2-[(4-pentyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2S)-2-(6-methyl-2-nitropyridin-3-yl)oxy-N-(2-phenylsulfanylphenyl)propanamide —— C21H19N3O4S
(2S)-2-(6-methyl-2-nitropyridin-3-yl)oxy-N-(2-phenylsulfanylphenyl)propanamide
—— 1-Morpholin-4-yl-2-[5-(2-pyrimidin-2-ylsulfanylacetyl)thiophen-2-yl]ethanone —— C16H17N3O3S2
1-Morpholin-4-yl-2-[5-(2-pyrimidin-2-ylsulfanylacetyl)thiophen-2-yl]ethanone
—— 1-[(1S)-1-(3,5-dimethyl-1,2-oxazol-4-yl)ethyl]-3-(6-ethylsulfanylpyridin-3-yl)urea —— C15H20N4O2S
1-[(1S)-1-(3,5-dimethyl-1,2-oxazol-4-yl)ethyl]-3-(6-ethylsulfanylpyridin-3-yl)urea
—— 2-methoxyethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C13H17N3O4S
2-methoxyethyl 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2-ethoxy-2-oxoethyl) (2R)-2-phenylsulfanylpropanoate —— C13H16O4S
(2-ethoxy-2-oxoethyl) (2R)-2-phenylsulfanylpropanoate
—— (2-ethoxy-2-oxoethyl) (2S)-2-phenylsulfanylpropanoate —— C13H16O4S
(2-ethoxy-2-oxoethyl) (2S)-2-phenylsulfanylpropanoate
—— 2-pyridin-4-ylsulfanyl-N-[(2R)-1,1,1-trifluoro-3,3-dimethylbutan-2-yl]acetamide —— C13H17F3N2OS
2-pyridin-4-ylsulfanyl-N-[(2R)-1,1,1-trifluoro-3,3-dimethylbutan-2-yl]acetamide
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O3S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-pyridin-4-ylsulfanyl-N-[(2S)-1,1,1-trifluoro-3,3-dimethylbutan-2-yl]acetamide —— C13H17F3N2OS
2-pyridin-4-ylsulfanyl-N-[(2S)-1,1,1-trifluoro-3,3-dimethylbutan-2-yl]acetamide
—— (2S)-3-(2-cyclopentylsulfanylpyridin-3-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile —— C17H17N3OS2
(2S)-3-(2-cyclopentylsulfanylpyridin-3-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile
—— (2R)-3-(2-cyclopentylsulfanylpyridin-3-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile —— C17H17N3OS2
(2R)-3-(2-cyclopentylsulfanylpyridin-3-yl)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxopropanenitrile
—— (2S)-N-benzyl-2-phenylsulfanylbutanamide —— C17H19NOS
(2S)-N-benzyl-2-phenylsulfanylbutanamide
—— (2S)-3-oxo-2-pyridin-2-yl-3-[2-(trifluoromethylsulfanyl)pyridin-3-yl]propanenitrile —— C14H8F3N3OS
(2S)-3-oxo-2-pyridin-2-yl-3-[2-(trifluoromethylsulfanyl)pyridin-3-yl]propanenitrile
—— (2R)-N-benzyl-2-phenylsulfanylbutanamide —— C17H19NOS
(2R)-N-benzyl-2-phenylsulfanylbutanamide
—— (2R)-3-oxo-2-pyridin-2-yl-3-[2-(trifluoromethylsulfanyl)pyridin-3-yl]propanenitrile —— C14H8F3N3OS
(2R)-3-oxo-2-pyridin-2-yl-3-[2-(trifluoromethylsulfanyl)pyridin-3-yl]propanenitrile
—— 1-(5-chlorothiophen-2-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C17H15ClN2O2S3
1-(5-chlorothiophen-2-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-cyclohexyl-N-ethyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H29N3O2S2
N-cyclohexyl-N-ethyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H23N3O3S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-cyclopentyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S2
N-cyclopentyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C18H23N3O3S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C18H23N3O3S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— N-cyclopentyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S2
N-cyclopentyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone —— C10H11N3OS3
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-ethylthiophen-2-yl)ethanone
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O3S2
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-cyclohexyl-N-ethyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H29N3O2S2
N-cyclohexyl-N-ethyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C21H23N3O2S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C19H21N3O2S3
N-methyl-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C19H21N3O2S3
N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C21H23N3O2S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-thiophen-2-ylethanone —— C17H16N2O2S3
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-thiophen-2-ylethanone
—— N-benzyl-N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S2
N-benzyl-N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (1R,2R)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide —— C14H19NOS
(1R,2R)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide
—— (1R,2S)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide —— C14H19NOS
(1R,2S)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide
—— methyl (2R)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C15H18N2O3S2
methyl (2R)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C21H23N3O2S2
2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H21N3O3S2
N-(furan-2-ylmethyl)-N-methyl-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-(azepan-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O2S2
1-(azepan-1-yl)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— methyl (2S)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C15H18N2O3S2
methyl (2S)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— methyl (2S)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C15H18N2O3S2
methyl (2S)-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (3R)-3-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C15H16N2O3S2
(3R)-3-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— (2S)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]pentanamide —— C15H23NOS
(2S)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]pentanamide
—— methyl (2R)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C15H18N2O3S2
methyl (2R)-2-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 2-methylsulfanyl-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole —— C12H14N2OS2
2-methylsulfanyl-5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazole
—— (1S,2R)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide —— C14H19NOS
(1S,2R)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H26N4O2S2
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (1S,2S)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide —— C14H19NOS
(1S,2S)-N,2-dimethyl-N-[(4-methylsulfanylphenyl)methyl]cyclopropane-1-carboxamide
—— (3S)-3-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C15H16N2O3S2
(3S)-3-[[5-[(5S)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one