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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
—— (2R)-2-[(5-cyclohexyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C18H21N3OS
(2R)-2-[(5-cyclohexyl-1,3,4-oxadiazol-2-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C18H17ClN6O2S
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— (2R)-N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C15H23N5OS
(2R)-N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide —— C12H15N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C18H17ClN6O2S
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide —— C8H13N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— 4-benzyl-3-(furan-2-yl)-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole —— C19H21N3O2S
4-benzyl-3-(furan-2-yl)-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-ethylpropanamide —— C14H19N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-ethylpropanamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C12H21N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— Butyl 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C15H19N3O2S2
Butyl 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide —— C12H15N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzylpropanamide
—— 2-(2-ethoxy-4-formylphenoxy)-N-(2-phenylsulfanylphenyl)acetamide —— C23H21NO4S
2-(2-ethoxy-4-formylphenoxy)-N-(2-phenylsulfanylphenyl)acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C11H16N6OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C13H21N5OS
(2S)-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]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C14H21N5O2S
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— (3S)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one —— C6H8N4O2S
(3S)-3-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]oxolan-2-one
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C12H18N6OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-ethylpropanamide —— C14H19N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-benzyl-N-ethylpropanamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C12H21N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N,N-di(propan-2-yl)acetamide —— C10H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N,N-di(propan-2-yl)acetamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide —— C12H21N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C12H21N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H25N5OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C18H17ClN6O2S
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C14H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone —— C17H18FN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-[(4-fluorophenyl)methyl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 4-benzyl-3-(furan-2-yl)-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole —— C19H21N3O2S
4-benzyl-3-(furan-2-yl)-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazole
—— (2R)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanenitrile —— C15H16N4O2S2
(2R)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanenitrile
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C12H15N5O2S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— [(3R)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 2-phenylsulfanylpyridine-3-carboxylate —— C20H15N3O3S2
[(3R)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 2-phenylsulfanylpyridine-3-carboxylate
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2,4-difluorophenyl)ethyl]acetamide —— C12H13F2N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2,4-difluorophenyl)ethyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]ethanone —— C18H21N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-[(1R)-1-phenylethyl]pyrrol-3-yl]ethanone
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C14H19N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— (2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C14H19N5OS
(2S)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— 7-{[(5-Amino-4H-1,2,4-triazol-3-YL)sulfanyl]methyl}-5H-[1,3]thiazolo[3,2-A]pyrimidin-5-one —— C9H8N6OS2
7-{[(5-Amino-4H-1,2,4-triazol-3-YL)sulfanyl]methyl}-5H-[1,3]thiazolo[3,2-A]pyrimidin-5-one
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]acetamide —— C12H19N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]acetamide
—— (2R)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C14H9ClF3N3OS2
(2R)-4-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide —— C14H19N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]propanamide
—— 3-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine —— C12H11N5S2
3-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-bromophenyl)ethyl]acetamide —— C12H14BrN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-bromophenyl)ethyl]acetamide
—— 3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C10H12N4S
3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2-bromophenyl)ethyl]acetamide —— C12H14BrN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(2-bromophenyl)ethyl]acetamide
—— 3-[(1R)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-amine —— C10H12N4S
3-[(1R)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-bromophenyl)ethyl]acetamide —— C12H14BrN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(4-bromophenyl)ethyl]acetamide
—— N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C19H25N5O2S
N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— [(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 2-phenylsulfanylpyridine-3-carboxylate —— C20H15N3O3S2
[(3S)-3-cyano-3-(4-methyl-1,3-thiazol-2-yl)-2-oxopropyl] 2-phenylsulfanylpyridine-3-carboxylate
—— 4-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-thiophen-2-ylbutan-1-one —— C10H12N4OS2
4-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-thiophen-2-ylbutan-1-one
—— (2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanenitrile —— C15H16N4O2S2
(2S)-2-(4-methyl-1,3-thiazol-2-yl)-3-oxo-4-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanenitrile
—— N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C21H26FN5OS
N-(1-adamantyl)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]ethanone —— C18H21N5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-1-[2,5-dimethyl-1-[(1S)-1-phenylethyl]pyrrol-3-yl]ethanone