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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
—— 3-(2-methoxyethyl)-1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2S,3R)-3-methylsulfonylbutan-2-yl]urea
—— 3-(2-methoxyethyl)-1-methyl-1-[(2S,3S)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2S,3S)-3-methylsulfonylbutan-2-yl]urea
—— 3-(2-methoxyethyl)-1-methyl-1-[(2R,3S)-3-methylsulfonylbutan-2-yl]urea —— C10H22N2O4S
3-(2-methoxyethyl)-1-methyl-1-[(2R,3S)-3-methylsulfonylbutan-2-yl]urea
—— 3-(4-chlorophenyl)sulfanyl-N-[(Z)-(3-methylphenyl)methylideneamino]propanamide —— C17H17ClN2OS
3-(4-chlorophenyl)sulfanyl-N-[(Z)-(3-methylphenyl)methylideneamino]propanamide
—— (5Z)-3-(2,5-dimethylpyrrol-1-yl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C23H19N3O3S3
(5Z)-3-(2,5-dimethylpyrrol-1-yl)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1-cyclopropyl-3-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1R,2S)-2-(trifluoromethyl)cyclohexyl]thiourea
—— 1-cyclopropyl-3-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1S,2S)-2-(trifluoromethyl)cyclohexyl]thiourea
—— (E)-4-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile —— C11H14N4OS2
(E)-4-[[5-[[(2S)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2S)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C12H19N3O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-[[(2R)-oxolan-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
—— 1-cyclopropyl-3-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]thiourea —— C11H17F3N2S
1-cyclopropyl-3-[(1R,2R)-2-(trifluoromethyl)cyclohexyl]thiourea
—— (E)-4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile —— C11H14N4OS2
(E)-4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]but-2-enenitrile
—— 2-[(1S)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine —— C16H16FN5OS
2-[(1S)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2S)-2-pyridin-4-ylazepan-1-yl]ethanone —— C19H24N4OS
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2S)-2-pyridin-4-ylazepan-1-yl]ethanone
—— 2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-pyridin-4-ylazepan-1-yl]ethanone —— C19H24N4OS
2-(4,6-dimethylpyrimidin-2-yl)sulfanyl-1-[(2R)-2-pyridin-4-ylazepan-1-yl]ethanone
—— (2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide —— C16H18ClFN4OS
(2R)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide
—— 2-[(1R)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine —— C16H16FN5OS
2-[(1R)-1-[3-[(4-fluorophenyl)methyl]-1,2,4-oxadiazol-5-yl]ethyl]sulfanyl-6-methylpyrimidin-4-amine
—— (2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide —— C16H18ClFN4OS
(2S)-2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[(2-chloro-6-fluorophenyl)methyl]-N-methylpropanamide
—— 1-[(2S)-2-(cyclohexylmethyl)pyrrolidin-1-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylethanone —— C19H29N3OS
1-[(2S)-2-(cyclohexylmethyl)pyrrolidin-1-yl]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylethanone
—— 2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[[(5S,7R)-3-bromo-1-adamantyl]methyl]acetamide —— C18H25BrN4OS
2-(4-amino-6-methylpyrimidin-2-yl)sulfanyl-N-[[(5S,7R)-3-bromo-1-adamantyl]methyl]acetamide
—— (2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide —— C15H16F3N3O2S
(2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide
—— (1S,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1S,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine
—— (1R,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1R,2S)-N-methyl-N-(3-methylbut-2-enyl)-2-methylsulfonylcyclopentan-1-amine
—— (1R,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C11H23NO3S
(1R,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide —— C15H16F3N3O2S
(2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(2,2,2-trifluoroethoxy)propanamide
—— (1R,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1R,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C12H23NO2S
(1S,2S)-N-(cyclobutylmethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine —— C11H23NO3S
(1S,2S)-N-(2-ethoxyethyl)-N-methyl-2-methylsulfonylcyclopentan-1-amine
—— (1S)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine —— C13H23NO2S
(1S)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine
—— (1R)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine —— C13H23NO2S
(1R)-N-methyl-N-[(1R,2S)-2-methylsulfonylcyclopentyl]cyclohex-2-en-1-amine
—— (5Z)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-(cyclohexylmethyl)-1,3-thiazolidine-2,4-dione —— C21H20ClNO2S3
(5Z)-5-[[5-(4-chlorophenyl)sulfanylthiophen-2-yl]methylidene]-3-(cyclohexylmethyl)-1,3-thiazolidine-2,4-dione
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(2E)-4-phenylbutan-2-ylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C22H21ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(2E)-4-phenylbutan-2-ylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— methyl 6-[[(E)-3-phenylsulfanylprop-2-enoyl]amino]hexanoate —— C16H21NO3S
methyl 6-[[(E)-3-phenylsulfanylprop-2-enoyl]amino]hexanoate
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-benzylideneamino]-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxamide —— C19H15ClN8O2S
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(Z)-benzylideneamino]-5-[(4-chlorophenyl)sulfanylmethyl]triazole-4-carboxamide
—— N-(4-bromophenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide —— C25H18BrN3O5S2
N-(4-bromophenyl)-2-[(5Z)-5-[[4-(4-methylphenyl)sulfanyl-3-nitrophenyl]methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]acetamide
—— 6-methyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C15H17N5OS2
6-methyl-3-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(3-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide —— C18H15ClN8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-{[(4-chlorophenyl)sulfanyl]methyl}-N'-[(E)-(3-methylthiophen-2-yl)methylidene]-1H-1,2,3-triazole-4-carbohydrazide
—— (5E)-5-[[4-(dimethylamino)phenyl]methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one —— C31H25N5OS
(5E)-5-[[4-(dimethylamino)phenyl]methylidene]-2-phenyl-3-(6-phenylsulfanyl-1H-benzimidazol-2-yl)imidazol-4-one
—— 6-methyl-3-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C15H17N5OS2
6-methyl-3-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— 3-(2-methylfuran-3-yl)-5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C17H20N4OS2
3-(2-methylfuran-3-yl)-5-[(2S)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— 3-(2-methylfuran-3-yl)-5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine —— C17H20N4OS2
3-(2-methylfuran-3-yl)-5-[(2R)-4-phenylsulfanylbutan-2-yl]sulfanyl-1,2,4-triazol-4-amine
—— N-[(Z)-(3-chlorophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide —— C15H15ClN4OS
N-[(Z)-(3-chlorophenyl)methylideneamino]-2-(4,6-dimethylpyrimidin-2-yl)sulfanylacetamide
—— (2S)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H23N3O3S
(2S)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C18H24N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one —— C18H24N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]propan-1-one
—— (2R)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H23N3O3S
(2R)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide —— C16H21N3OS2
(2S)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide
—— (2R)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide —— C16H21N3OS2
(2R)-N-[(2-tert-butyl-1,3-thiazol-4-yl)methyl]-2-pyridin-2-ylsulfanylpropanamide