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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-Oxo-2-(pyrrolidin-1-yl)ethyl]sulfanyl}-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile —— C20H26N4OS
3-{[2-Oxo-2-(pyrrolidin-1-yl)ethyl]sulfanyl}-1-(pyrrolidin-1-yl)-5,6,7,8-tetrahydroisoquinoline-4-carbonitrile
—— 4,5-dibromo-1-methyl-2-[(4-nitrophenyl)sulfanyl]-1H-imidazole —— C10H7Br2N3O2S
4,5-dibromo-1-methyl-2-[(4-nitrophenyl)sulfanyl]-1H-imidazole
—— methyl 2-[2-[[(2R)-oxan-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H18N2O4S
methyl 2-[2-[[(2R)-oxan-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— 2-(4-chlorophenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C20H15ClN4O2S
2-(4-chlorophenyl)sulfanyl-N-[2-(furan-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— 2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C17H23N3O2S
2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— 5-[(2-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C16H14FN3S2
5-[(2-fluorophenyl)methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H21FN4OS2
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C12H14N4OS
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 4-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-N-phenyl-1,3-thiazol-2-amine —— C14H13N3S3
4-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-N-phenyl-1,3-thiazol-2-amine
—— N-(1-Cyanocyclohexyl)-2-((5-(o-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide —— C18H21N5OS2
N-(1-Cyanocyclohexyl)-2-((5-(o-tolylamino)-1,3,4-thiadiazol-2-yl)thio)acetamide
—— (2R)-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H28N4OS2
(2R)-N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H28N4OS2
(2R)-N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-benzylsulfanyl-N-(2-fluorophenyl)-1,3,4-thiadiazol-2-amine —— C15H12FN3S2
5-benzylsulfanyl-N-(2-fluorophenyl)-1,3,4-thiadiazol-2-amine
—— (2R)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H12FN5OS3
(2R)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— 2-(1-methyltetrazol-5-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C10H13N5OS2
2-(1-methyltetrazol-5-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— (2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C18H17ClN6O2S
(2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— (2S)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H12FN5OS3
(2S)-4-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— Methyl 4-[2,5-dimethyl-3-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]pyrrol-1-yl]butanoate —— C15H21N5O3S
Methyl 4-[2,5-dimethyl-3-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]pyrrol-1-yl]butanoate
—— 2-(4-Fluorophenyl)-4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazole —— C12H10FN5S2
2-(4-Fluorophenyl)-4-[(1-methyltetrazol-5-yl)sulfanylmethyl]-1,3-thiazole
—— (2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one —— C18H17ClN6O2S
(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1-methyltetrazol-5-yl)sulfanylpropan-1-one
—— (2S)-N-benzyl-N-methyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C13H17N5OS
(2S)-N-benzyl-N-methyl-2-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C12H17N5OS
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 6-chloropyridine-3-carboxylate —— C20H15ClN2O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 6-chloropyridine-3-carboxylate
—— 1-Ethyl-3-(2-phenylsulfanylphenyl)thiourea —— C15H16N2S2
1-Ethyl-3-(2-phenylsulfanylphenyl)thiourea
—— (2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C16H19N3OS2
(2S)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 4-[[4-(2,5-Dimethylphenyl)sulfanylphenyl]sulfonylamino]benzoate —— C21H18NO4S2-
4-[[4-(2,5-Dimethylphenyl)sulfanylphenyl]sulfonylamino]benzoate
—— 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