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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-Oxo-2-(2-phenylsulfanylethylamino)ethyl] cyclopropanecarboxylate —— C14H17NO3S
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] cyclopropanecarboxylate
—— (1R,2S)-N-(2-bromoprop-2-enyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C10H18BrNO2S
(1R,2S)-N-(2-bromoprop-2-enyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S,2S)-N-(2-bromoprop-2-enyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C10H18BrNO2S
(1S,2S)-N-(2-bromoprop-2-enyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C20H23NO3S2
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— 2-[(5-Methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole —— C14H13N3O2S
2-[(5-Methyl-1,2-oxazol-3-yl)methylsulfanyl]-5-(2-methylphenyl)-1,3,4-oxadiazole
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] cyclopropanecarboxylate —— C14H16ClNO3S
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] cyclopropanecarboxylate
—— 2-(4-fluorophenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H13FN4O2S
2-(4-fluorophenyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— [2-[2-(4-methylphenyl)sulfanylethylamino]-2-oxoethyl] (1R,5S)-9-oxobicyclo[3.3.1]nonane-3-carboxylate —— C21H27NO4S
[2-[2-(4-methylphenyl)sulfanylethylamino]-2-oxoethyl] (1R,5S)-9-oxobicyclo[3.3.1]nonane-3-carboxylate
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(2-benzylsulfanylethyl)acetamide —— C15H19N5O2S2
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-(2-benzylsulfanylethyl)acetamide
—— 2-(2,4-dimethylphenyl)sulfanyl-N-(2-phenylsulfanylethyl)acetamide —— C18H21NOS2
2-(2,4-dimethylphenyl)sulfanyl-N-(2-phenylsulfanylethyl)acetamide
—— [2-oxo-2-(2-phenylsulfanylethylamino)ethyl] 4-[(1R)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate —— C19H24N2O4S
[2-oxo-2-(2-phenylsulfanylethylamino)ethyl] 4-[(1R)-1-hydroxyethyl]-3,5-dimethyl-1H-pyrrole-2-carboxylate
—— 2-[[4-(4-Chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone —— C16H13ClN2OS4
2-[[4-(4-Chlorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,5-dimethylthiophen-3-yl)ethanone
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide —— C21H23N3O2S2
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-methylphenyl)sulfanylethyl]acetamide
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(3,4-dimethylphenyl)acetate —— C20H23NO3S
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 2-(3,4-dimethylphenyl)acetate
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C20H23NO3S2
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— 2-(4-fluorophenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H13FN4O2S
2-(4-fluorophenyl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (2R)-2-ethanimidoyl-4-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C13H13N5O2S2
(2R)-2-ethanimidoyl-4-[[5-[(2-methyl-1,3-thiazol-4-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— 2-phenyl-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C16H13N5OS2
2-phenyl-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— [2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 1-(4-chlorophenyl)cyclopropane-1-carboxylate —— C21H22ClNO3S
[2-[2-(4-Methylphenyl)sulfanylethylamino]-2-oxoethyl] 1-(4-chlorophenyl)cyclopropane-1-carboxylate
—— 2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-benzylsulfanylethyl)acetamide —— C14H19N5OS2
2-[(4-amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-benzylsulfanylethyl)acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)acetamide —— C15H19N5O2S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-(furan-2-ylmethyl)acetamide
—— N-(2-benzylsulfanylethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C16H18N2O2S2
N-(2-benzylsulfanylethyl)-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-(2-benzylsulfanylethyl)-2-(4-bromophenyl)sulfanylacetamide —— C17H18BrNOS2
N-(2-benzylsulfanylethyl)-2-(4-bromophenyl)sulfanylacetamide
—— N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H23N3O2S
N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-(furan-2-yl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C16H14N6O2S
3-(furan-2-yl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 2-(furan-2-yl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12N4O3S
2-(furan-2-yl)-5-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 1-(2,5-dimethylthiophen-3-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C14H13N3OS3
1-(2,5-dimethylthiophen-3-yl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H19N3O2S2
N-[(2,4-dimethylphenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C19H19N3O2S2
2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— ethyl 2-[2-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C17H17N3O3S2
ethyl 2-[2-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— [2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] pyrrolidine-1-carbodithioate —— C15H19ClN2OS3
[2-[2-(4-Chlorophenyl)sulfanylethylamino]-2-oxoethyl] pyrrolidine-1-carbodithioate
—— N-[(2,4-dimethylphenyl)methyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C16H22N4OS
N-[(2,4-dimethylphenyl)methyl]-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— [(3S)-1-[(2R)-4-phenylsulfanylbutan-2-yl]pyrrolidin-3-yl]methanol —— C15H23NOS
[(3S)-1-[(2R)-4-phenylsulfanylbutan-2-yl]pyrrolidin-3-yl]methanol
—— [(3S)-3-cyano-4-imino-2-oxopentyl] (2R)-2-phenylsulfanylpropanoate —— C15H16N2O3S
[(3S)-3-cyano-4-imino-2-oxopentyl] (2R)-2-phenylsulfanylpropanoate
—— (2S)-2-ethanimidoyl-4-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile —— C19H23N5OS2
(2S)-2-ethanimidoyl-4-[[5-[(5R)-5-ethyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-3-oxobutanenitrile
—— 5-tert-butyl-2-[(1S)-1-pyridin-4-ylsulfanylethyl]-1,3-oxazole —— C14H18N2OS
5-tert-butyl-2-[(1S)-1-pyridin-4-ylsulfanylethyl]-1,3-oxazole
—— (2R)-N-[(2-fluorophenyl)methyl]-2-pyridin-4-ylsulfanylpropanamide —— C15H15FN2OS
(2R)-N-[(2-fluorophenyl)methyl]-2-pyridin-4-ylsulfanylpropanamide
—— [(3S)-1-[(2S)-4-phenylsulfanylbutan-2-yl]pyrrolidin-3-yl]methanol —— C15H23NOS
[(3S)-1-[(2S)-4-phenylsulfanylbutan-2-yl]pyrrolidin-3-yl]methanol
—— 5-tert-butyl-2-[(1R)-1-pyridin-4-ylsulfanylethyl]-1,3-oxazole —— C14H18N2OS
5-tert-butyl-2-[(1R)-1-pyridin-4-ylsulfanylethyl]-1,3-oxazole
—— (3R)-1-propan-2-yl-3-pyridin-4-ylsulfanylpiperidin-2-one —— C13H18N2OS
(3R)-1-propan-2-yl-3-pyridin-4-ylsulfanylpiperidin-2-one
—— (3S)-1-propan-2-yl-3-pyridin-4-ylsulfanylpiperidin-2-one —— C13H18N2OS
(3S)-1-propan-2-yl-3-pyridin-4-ylsulfanylpiperidin-2-one
—— (2S)-N-[(2-fluorophenyl)methyl]-2-pyridin-4-ylsulfanylpropanamide —— C15H15FN2OS
(2S)-N-[(2-fluorophenyl)methyl]-2-pyridin-4-ylsulfanylpropanamide
—— 2-[2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2-thiazolidine 1,1-dioxide —— C18H31N5O3S2
2-[2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2-thiazolidine 1,1-dioxide
—— 2-[2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2-thiazolidine 1,1-dioxide —— C18H31N5O3S2
2-[2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2-thiazolidine 1,1-dioxide
—— 4-[(2R)-4-phenylsulfanylbutan-2-yl]-1,4-diazepane-1-carboxamide —— C16H25N3OS
4-[(2R)-4-phenylsulfanylbutan-2-yl]-1,4-diazepane-1-carboxamide
—— 4-[(2S)-4-phenylsulfanylbutan-2-yl]-1,4-diazepane-1-carboxamide —— C16H25N3OS
4-[(2S)-4-phenylsulfanylbutan-2-yl]-1,4-diazepane-1-carboxamide
—— N-[(1S)-1-(5-methylfuran-2-yl)ethyl]-6-methylsulfanylpyridazin-3-amine —— C12H15N3OS
N-[(1S)-1-(5-methylfuran-2-yl)ethyl]-6-methylsulfanylpyridazin-3-amine
—— (2S)-N-methyl-N-[(2-methyl-1,2,4-triazol-3-yl)methyl]-4-phenylsulfanylbutan-2-amine —— C15H22N4S
(2S)-N-methyl-N-[(2-methyl-1,2,4-triazol-3-yl)methyl]-4-phenylsulfanylbutan-2-amine
—— N-[(1R)-1-(5-methylfuran-2-yl)ethyl]-6-methylsulfanylpyridazin-3-amine —— C12H15N3OS
N-[(1R)-1-(5-methylfuran-2-yl)ethyl]-6-methylsulfanylpyridazin-3-amine
—— (2S)-2-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanylpropanamide —— C13H19NOS2
(2S)-2-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanylpropanamide