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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-[(S)-cyano(cyclohexyl)methyl]-2-(4-methylphenyl)sulfanylacetamide —— C17H22N2OS
N-[(S)-cyano(cyclohexyl)methyl]-2-(4-methylphenyl)sulfanylacetamide
—— 4-butyl-3-[[(3S)-1-methylsulfonylpiperidin-3-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C13H24N4O3S2
4-butyl-3-[[(3S)-1-methylsulfonylpiperidin-3-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— (2S)-N-(methylcarbamoyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C14H15N3O2S2
(2S)-N-(methylcarbamoyl)-2-[(4-phenyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— N-(cyclohexen-1-yl)-N-cyclopropyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H19N3O2S2
N-(cyclohexen-1-yl)-N-cyclopropyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1,3,4-oxadiazole —— C19H19N5O2S2
2-[[4-Ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-5-(4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-1,3,4-oxadiazole
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethanone —— C19H19FN4O2S2
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(thiophen-2-ylmethyl)piperazin-1-yl]ethanone
—— 5-[(4-Cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C13H13N5OS2
5-[(4-Cyclopropyl-5-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— 5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-3-thiophen-2-yl-1,2,4-oxadiazole —— C14H15N5OS2
5-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanylmethyl)-3-thiophen-2-yl-1,2,4-oxadiazole
—— 1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C18H19N7O2S
1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]-2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(cyclopenten-1-yl)-N-ethylacetamide —— C22H24N4O2S
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(cyclopenten-1-yl)-N-ethylacetamide
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C19H20FN4O2S2+
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(thiophen-2-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— (2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H17N3OS
(2R)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— [4-[[(2R)-oxolan-2-yl]methyl]piperazin-4-ium-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone —— C21H26N3O2S+
[4-[[(2R)-oxolan-2-yl]methyl]piperazin-4-ium-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone
—— 3-(3,4-dimethylphenyl)sulfanyl-1-[(3S)-3-[[ethyl(2,2,2-trifluoroethyl)amino]methyl]pyrrolidin-1-yl]propan-1-one —— C20H29F3N2OS
3-(3,4-dimethylphenyl)sulfanyl-1-[(3S)-3-[[ethyl(2,2,2-trifluoroethyl)amino]methyl]pyrrolidin-1-yl]propan-1-one
—— 2-(2-fluorophenyl)sulfanyl-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C13H16FNO3S2
2-(2-fluorophenyl)sulfanyl-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H17N3OS
(2S)-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— [4-[[(2S)-oxolan-2-yl]methyl]piperazin-4-ium-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone —— C21H26N3O2S+
[4-[[(2S)-oxolan-2-yl]methyl]piperazin-4-ium-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone
—— [4-[[(2R)-oxolan-2-yl]methyl]piperazin-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone —— C21H25N3O2S
[4-[[(2R)-oxolan-2-yl]methyl]piperazin-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone
—— 3-(3,4-dimethylphenyl)sulfanyl-1-[(3R)-3-[[ethyl(2,2,2-trifluoroethyl)amino]methyl]pyrrolidin-1-yl]propan-1-one —— C20H29F3N2OS
3-(3,4-dimethylphenyl)sulfanyl-1-[(3R)-3-[[ethyl(2,2,2-trifluoroethyl)amino]methyl]pyrrolidin-1-yl]propan-1-one
—— [4-[[(2S)-oxolan-2-yl]methyl]piperazin-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone —— C21H25N3O2S
[4-[[(2S)-oxolan-2-yl]methyl]piperazin-1-yl]-(2-phenylsulfanylpyridin-3-yl)methanone
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C17H21N3O2S
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— dimethyl-[(1R)-2-[[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]amino]-1-phenylethyl]azanium —— C17H22N3O2S+
dimethyl-[(1R)-2-[[2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetyl]amino]-1-phenylethyl]azanium
—— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C17H21N3O2S
N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— (2R)-N-[(1R)-1-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C13H15N3OS2
(2R)-N-[(1R)-1-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— (2S)-N-[(1R)-1-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C13H15N3OS2
(2S)-N-[(1R)-1-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— 2-(4-methylphenyl)sulfanyl-N-(2-propan-2-ylpyrazol-3-yl)pyridine-3-carboxamide —— C19H20N4OS
2-(4-methylphenyl)sulfanyl-N-(2-propan-2-ylpyrazol-3-yl)pyridine-3-carboxamide
—— (2S)-N-[(1S)-1-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C13H15N3OS2
(2S)-N-[(1S)-1-phenylethyl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— 2-[(1R)-cyclopent-2-en-1-yl]-N-[3-(4-methoxyphenyl)sulfanyl-1,2,4-thiadiazol-5-yl]acetamide —— C16H17N3O2S2
2-[(1R)-cyclopent-2-en-1-yl]-N-[3-(4-methoxyphenyl)sulfanyl-1,2,4-thiadiazol-5-yl]acetamide
—— 2-[(1S)-cyclopent-2-en-1-yl]-N-[3-(4-methoxyphenyl)sulfanyl-1,2,4-thiadiazol-5-yl]acetamide —— C16H17N3O2S2
2-[(1S)-cyclopent-2-en-1-yl]-N-[3-(4-methoxyphenyl)sulfanyl-1,2,4-thiadiazol-5-yl]acetamide
—— 3-methyl-5-[(1R)-1-(4-pyridin-2-ylsulfanylpiperidin-1-yl)ethyl]-1,2,4-oxadiazole —— C15H20N4OS
3-methyl-5-[(1R)-1-(4-pyridin-2-ylsulfanylpiperidin-1-yl)ethyl]-1,2,4-oxadiazole
—— 3-methyl-5-[(1S)-1-(4-pyridin-2-ylsulfanylpiperidin-1-yl)ethyl]-1,2,4-oxadiazole —— C15H20N4OS
3-methyl-5-[(1S)-1-(4-pyridin-2-ylsulfanylpiperidin-1-yl)ethyl]-1,2,4-oxadiazole
—— (2R)-2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H14FN5OS
(2R)-2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— methyl 1-[[[(2R)-2-propylsulfonylpropanoyl]amino]methyl]cyclopentane-1-carboxylate —— C14H25NO5S
methyl 1-[[[(2R)-2-propylsulfonylpropanoyl]amino]methyl]cyclopentane-1-carboxylate
—— (2S)-2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C12H14FN5OS
(2S)-2-[[4-amino-5-[(2-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[(4-Amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanylmethylidene]propanedinitrile —— C10H12N6S
2-[(4-Amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanylmethylidene]propanedinitrile
—— methyl 2,4-dimethyl-5-[2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C19H20N4O3S2
methyl 2,4-dimethyl-5-[2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-(1-adamantyl)-2-[[4-amino-5-[(2S)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H31N5OS
N-(1-adamantyl)-2-[[4-amino-5-[(2S)-2-phenylpropyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]cyclopropanecarboxamide —— C18H19NOS
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]cyclopropanecarboxamide
—— 2-(4-methylphenyl)sulfanyl-N-[(1S)-1-phenylethyl]pyridine-3-carboxamide —— C21H20N2OS
2-(4-methylphenyl)sulfanyl-N-[(1S)-1-phenylethyl]pyridine-3-carboxamide
—— (2R)-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C11H19N5O2S
(2R)-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(2S)-2-hydroxy-2-methylbutyl]pyridine-3-carboxamide —— C19H24N2O2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(2S)-2-hydroxy-2-methylbutyl]pyridine-3-carboxamide
—— 2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-methoxy-2-methylpropyl]benzamide —— C19H20N2O3S
2-(2-cyanophenyl)sulfanyl-N-[(2S)-2-hydroxy-3-methoxy-2-methylpropyl]benzamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-[(2R)-2-hydroxy-2-methylbutyl]pyridine-3-carboxamide —— C19H24N2O2S
2-(2,4-dimethylphenyl)sulfanyl-N-[(2R)-2-hydroxy-2-methylbutyl]pyridine-3-carboxamide
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 3-methyl-1,2-oxazole-5-carboxylate —— C15H15ClN2O4S
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] 3-methyl-1,2-oxazole-5-carboxylate
—— 2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-methoxy-2-methylpropyl]benzamide —— C19H20N2O3S
2-(2-cyanophenyl)sulfanyl-N-[(2R)-2-hydroxy-3-methoxy-2-methylpropyl]benzamide
—— 2-[[4-(2-Methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C12H21N5O2S
2-[[4-(2-Methylpropyl)-5-morpholin-4-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-(3,5-dimethylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H16N4O2S2
2-(3,5-dimethylphenyl)-5-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(1S)-1-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C17H15N5OS3
2-[(1S)-1-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole
—— 2-(3,5-dimethylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H16N4O2S2
2-(3,5-dimethylphenyl)-5-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(1R)-1-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole —— C17H15N5OS3
2-[(1R)-1-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-5-thiophen-2-yl-1,3,4-oxadiazole