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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
—— 7-[(2,4-Dimethylphenyl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H17N3OS2
7-[(2,4-Dimethylphenyl)sulfanylmethyl]-2-ethyl-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Ethyl-7-[(4-fluorophenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H12FN3OS2
2-Ethyl-7-[(4-fluorophenyl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Ethyl-7-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C16H16N6OS3
2-Ethyl-7-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Ethyl-7-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C12H12N4OS3
2-Ethyl-7-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— 2-Amino-6-[2-[1-[2-(cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanylpyridine-3,5-dicarbonitrile —— C23H25N5OS
2-Amino-6-[2-[1-[2-(cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanylpyridine-3,5-dicarbonitrile
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C15H14F3N5OS2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-(1-cyanocyclopentyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide —— C12H16N6OS
N-(1-cyanocyclopentyl)-2-[(4,6-diaminopyrimidin-2-yl)sulfanyl]acetamide
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C13H14F3N5OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C21H22N4S
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 1-[(1R)-1-(1-adamantyl)ethyl]-3-[2-(dimethylamino)ethyl]thiourea —— C17H31N3S
1-[(1R)-1-(1-adamantyl)ethyl]-3-[2-(dimethylamino)ethyl]thiourea
—— 1-Methyl-4-(6-naphthalen-2-ylsulfanylpyridin-3-yl)sulfonylpiperazin-1-ium —— C20H22N3O2S2+
1-Methyl-4-(6-naphthalen-2-ylsulfanylpyridin-3-yl)sulfonylpiperazin-1-ium
—— 2-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-(3-methoxypropyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22ClN3O3S
2-[[5-(3-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-(3-methoxypropyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-Amino-6-[2-[1-[2-(cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C23H26N5OS+
2-Amino-6-[2-[1-[2-(cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 6-methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile —— C14H10F3N3OS
6-methyl-2-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-4-(trifluoromethyl)pyridine-3-carbonitrile
—— 2-[5-(4-chlorophenyl)-3H-1,3-oxazol-2-ylidene]-1-benzothiophen-3-one —— C17H10ClNO2S
2-[5-(4-chlorophenyl)-3H-1,3-oxazol-2-ylidene]-1-benzothiophen-3-one
—— 2-[(1R)-1-phenylethyl]sulfanyl-5-(trifluoromethyl)pyridine —— C14H12F3NS
2-[(1R)-1-phenylethyl]sulfanyl-5-(trifluoromethyl)pyridine
—— 1-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]-3-cyclohexylurea —— C15H19ClF3N3OS
1-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethyl]-3-cyclohexylurea
—— 2-[(1S)-1-phenylethyl]sulfanyl-5-(trifluoromethyl)pyridine —— C14H12F3NS
2-[(1S)-1-phenylethyl]sulfanyl-5-(trifluoromethyl)pyridine
—— (2R)-3-(4-methylphenyl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanenitrile —— C17H20N4S
(2R)-3-(4-methylphenyl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanenitrile
—— 4-[[5-(4-Fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-6-methoxy-2-methylquinoline —— C20H17FN4OS
4-[[5-(4-Fluorophenyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-6-methoxy-2-methylquinoline
—— N-(cyclohexen-1-yl)-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H20N4OS2
N-(cyclohexen-1-yl)-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-[4-(Diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone —— C18H24N4O2S
2-[[5-[4-(Diethylamino)phenyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylethanone
—— (2S)-3-(4-methylphenyl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanenitrile —— C17H20N4S
(2S)-3-(4-methylphenyl)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)propanenitrile
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide —— C12H11ClF3N5OS
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide
—— 2-(4-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]pyridine-3-carboxamide —— C18H20N2O2S
2-(4-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]pyridine-3-carboxamide
—— 6-amino-3-methyl-1-(2-methylpropyl)-5-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]pyrimidine-2,4-dione —— C18H26N6O3S
6-amino-3-methyl-1-(2-methylpropyl)-5-[2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)acetyl]pyrimidine-2,4-dione
—— (3S)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyloxolan-2-one —— C10H7ClF3NO2S
(3S)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyloxolan-2-one
—— (2S)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C16H13BrN4OS
(2S)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 2-[(5-Benzyl-4-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole —— C19H19N5O2S
2-[(5-Benzyl-4-propyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole
—— 1-[[5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C15H17N3O2S
1-[[5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— Ethyl 2-[(3-tert-butyl-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetate —— C12H16N4O3S2
Ethyl 2-[(3-tert-butyl-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetate
—— 3-Methyl-5-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H25N5O4S
3-Methyl-5-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-7-propan-2-yl-1-propylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone —— C19H23N5O2S
1-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylsulfanyl)ethanone
—— (1S)-1-[4-butyl-5-[(2-chloro-4-fluorophenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C18H26ClFN4S
(1S)-1-[4-butyl-5-[(2-chloro-4-fluorophenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1S)-1-[5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-4-butyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C18H26BrFN4S
(1S)-1-[5-[(4-bromo-2-fluorophenyl)methylsulfanyl]-4-butyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1S)-1-[4-butyl-5-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C18H27ClN4S
(1S)-1-[4-butyl-5-[(4-chlorophenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1S)-1-[5-[(4-bromophenyl)methylsulfanyl]-4-butyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C18H27BrN4S
(1S)-1-[5-[(4-bromophenyl)methylsulfanyl]-4-butyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1R)-1-[5-[(4-bromophenyl)methylsulfanyl]-4-butyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C18H27BrN4S
(1R)-1-[5-[(4-bromophenyl)methylsulfanyl]-4-butyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1R)-1-[4-butyl-5-[(2-chloro-4-fluorophenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C18H26ClFN4S
(1R)-1-[4-butyl-5-[(2-chloro-4-fluorophenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1R)-1-[4-butyl-5-(2-methylpropylsulfanyl)-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C15H30N4S
(1R)-1-[4-butyl-5-(2-methylpropylsulfanyl)-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (1S)-1-[4-butyl-5-(2-methylpropylsulfanyl)-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C15H30N4S
(1S)-1-[4-butyl-5-(2-methylpropylsulfanyl)-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-pentan-3-ylpropanamide —— C14H20ClNOS
(2R)-2-(4-chlorophenyl)sulfanyl-N-pentan-3-ylpropanamide
—— 1-[[5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one —— C15H17N3O2S
1-[[5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-oxadiazol-2-yl]methyl]pyrrolidin-2-one
—— 4-[(4-Amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C12H12N6OS2
4-[(4-Amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]benzamide —— C22H26N4OS2
2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-[[(2S)-1-ethylpyrrolidin-2-yl]methyl]benzamide
—— 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]benzamide —— C22H26N4OS2
2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-[[(2R)-1-ethylpyrrolidin-2-yl]methyl]benzamide
—— (E)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-thiophen-2-ylprop-2-enoate —— C15H8FN2O3S2-
(E)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-thiophen-2-ylprop-2-enoate
—— (2R)-2-ethanimidoyl-3-oxo-4-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanenitrile —— C11H15N5OS
(2R)-2-ethanimidoyl-3-oxo-4-[(5-propan-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanenitrile
—— 2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl-(2-hydroxyethyl)azanium —— C17H21N4O2S+
2-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]ethyl-(2-hydroxyethyl)azanium
—— (5S)-5-(4-methylsulfanylphenyl)-3-phenyl-2,5-dihydro-1,2,4-oxadiazole —— C15H14N2OS
(5S)-5-(4-methylsulfanylphenyl)-3-phenyl-2,5-dihydro-1,2,4-oxadiazole