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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-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-butan-2-yl]acetamide —— C14H16BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-butan-2-yl]acetamide
—— N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-[(2-oxopyrrolidin-1-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H24N4O3S
N-[(1R,2S)-2-methylcyclohexyl]-2-[[5-[(2-oxopyrrolidin-1-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C15H23N3O3S2
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C15H23N3O3S2
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
—— [(1R)-2-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-1-(furan-2-yl)ethyl]-dimethylazanium —— C22H22N3O2S+
[(1R)-2-[[2-(2-cyanophenyl)sulfanylbenzoyl]amino]-1-(furan-2-yl)ethyl]-dimethylazanium
—— (2-phenylsulfanylpyridin-3-yl)-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]methanone —— C20H18N2OS2
(2-phenylsulfanylpyridin-3-yl)-[(2R)-2-thiophen-2-ylpyrrolidin-1-yl]methanone
—— 1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C18H21N5OS
1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C18H24N4O2S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-[(2-oxopyrrolidin-1-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H24N4O3S
N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-[(2-oxopyrrolidin-1-yl)methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C10H13N5O2S
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide —— C18H19N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C12H18N6OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C14H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 3-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C9H8N6O2S
3-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 4-benzyl-3-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C15H14N4O2S
4-benzyl-3-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C13H21N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C10H13N5OS2
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone —— C12H14N8OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-(1H-1,2,4-triazol-5-yl)pyrrol-3-yl]ethanone
—— (2S)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H9ClF3N3OS2
(2S)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 3-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C7H9N5S2
3-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C13H16FN5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C11H9BrN6OS
3-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C14H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide —— C12H13F2N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2,4-difluorophenyl)ethyl]acetamide
—— N-[4-(4-bromophenyl)sulfanylphenyl]propanamide —— C15H14BrNOS
N-[4-(4-bromophenyl)sulfanylphenyl]propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H21N3O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 3,5-dicyano-2,6-diethylthiopyridine —— C11H11N3S2
3,5-dicyano-2,6-diethylthiopyridine
—— (2S)-4-(2-phenylsulfanylpyridine-3-carbonyl)-2,3-dihydro-1,4-benzoxazine-2-carboxamide —— C21H17N3O3S
(2S)-4-(2-phenylsulfanylpyridine-3-carbonyl)-2,3-dihydro-1,4-benzoxazine-2-carboxamide
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C18H14FN3OS
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-(2-phenylsulfanylpyridin-3-yl)methanone —— C23H20N2OS
(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)-(2-phenylsulfanylpyridin-3-yl)methanone
—— N-(1,3-benzothiazol-2-yl)-2-(2-cyanophenyl)sulfanylbenzamide —— C21H13N3OS2
N-(1,3-benzothiazol-2-yl)-2-(2-cyanophenyl)sulfanylbenzamide
—— N-(2-methylbutan-2-yl)-2-phenylsulfanylpyridine-3-carboxamide —— C17H20N2OS
N-(2-methylbutan-2-yl)-2-phenylsulfanylpyridine-3-carboxamide
—— 2-[1-[(4-Chlorophenyl)methyl]-3-cyano-4-methyl-6-oxopyridin-2-yl]sulfanylacetamide —— C16H14ClN3O2S
2-[1-[(4-Chlorophenyl)methyl]-3-cyano-4-methyl-6-oxopyridin-2-yl]sulfanylacetamide
—— 2-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone —— C17H21N5OS3
2-[[5-(Butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]ethanone
—— 1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-(2-morpholin-4-ylethyl)thiourea —— C15H22N4OS2
1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-(2-morpholin-4-ylethyl)thiourea
—— N-benzyl-N-tert-butyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C15H19N3OS2
N-benzyl-N-tert-butyl-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
—— 2-(4-methylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]pyridine-3-carboxamide —— C18H20N2O2S
2-(4-methylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]pyridine-3-carboxamide
—— 2-(4,7-Dimethylquinolin-2-yl)sulfanyl-1,3-benzothiazole —— C18H14N2S2
2-(4,7-Dimethylquinolin-2-yl)sulfanyl-1,3-benzothiazole
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2R,6R)-2,6-dimethylpiperidin-1-yl]pyridine-3-carboxamide —— C21H27N3OS
2-(2,5-dimethylphenyl)sulfanyl-N-[(2R,6R)-2,6-dimethylpiperidin-1-yl]pyridine-3-carboxamide
—— [2-(Methylamino)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C12H14ClNO3S
[2-(Methylamino)-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— (2R)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C16H13BrN4OS
(2R)-2-[[4-benzyl-5-(5-bromofuran-2-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 1-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]imidazolidin-2-one —— C11H9ClF3N3O2S
1-[2-[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylacetyl]imidazolidin-2-one
—— N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-[(1R,2S,3R)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H16N4O2S2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 5-(2-chloroprop-2-enylsulfanyl)-N-phenyl-1,3,4-thiadiazol-2-amine —— C11H10ClN3S2
5-(2-chloroprop-2-enylsulfanyl)-N-phenyl-1,3,4-thiadiazol-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-ethylacetamide —— C19H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-benzyl-N-ethylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide —— C18H17FN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide
—— N-phenyl-5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C16H15N3S2
N-phenyl-5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C15H18N4O3S3
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H22N4O3S3
N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide