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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-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide —— C12H20N4O3S
2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide
—— 3-[(2-chlorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16ClN3O2S
3-[(2-chlorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2S)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C10H14N4O2S
(2S)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— ethyl (2S)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate —— C12H15N3O2S2
ethyl (2S)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]propanoate
—— ethyl (2R)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanoate —— C10H11F3N2O2S
ethyl (2R)-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylpropanoate
—— (2R)-N-cyclopentyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N4O3S
(2R)-N-cyclopentyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N,N-dicyclohexyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H34N4O3S
N,N-dicyclohexyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-(cyclohexylmethylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H23N3O2S
3-(cyclohexylmethylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— ethyl (2S)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanoate —— C9H16N4O2S
ethyl (2S)-2-(1-propan-2-yltetrazol-5-yl)sulfanylpropanoate
—— 3-(3,3-dimethyl-2-oxobutyl)sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H21N3O3S
3-(3,3-dimethyl-2-oxobutyl)sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— ethyl (2R)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C10H15N3O2S2
ethyl (2R)-2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— ethyl (2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C15H19N3O2S2
ethyl (2R)-2-[[4-cyclopropyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— 3-[(2-methylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C15H19N3O2S
3-[(2-methylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2,5-dimethylphenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C16H21N3O2S
3-[(2,5-dimethylphenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2-fluorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16FN3O2S
3-[(2-fluorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C19H24N2OS
(2R)-2-(3,4-dimethylphenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— 3-[(2-fluorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16FN3O2S
3-[(2-fluorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-(2-oxopropylsulfanyl)-1H-1,2,4-triazol-5-one —— C10H15N3O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-(2-oxopropylsulfanyl)-1H-1,2,4-triazol-5-one
—— ethyl (2S)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C11H19N3O2S2
ethyl (2S)-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 3-(2-methylpropylsulfanyl)-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C11H19N3O2S
3-(2-methylpropylsulfanyl)-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(1R)-2-oxocyclohexyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H19N3O3S
3-[(1R)-2-oxocyclohexyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2R)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C10H14N4O2S
(2R)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— ethyl (2R)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H16FN3O2S2
ethyl (2R)-2-[[5-[(4-fluorophenyl)methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H25N5O3S
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-methylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C8H13N3O2S
3-methylsulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2R)-N-(1-adamantyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H30N4O3S
(2R)-N-(1-adamantyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-[(3-chlorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16ClN3O2S
3-[(3-chlorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2S)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C10H14N4O2S
(2S)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— N-(4-methylcyclohexyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H26N4O3S
N-(4-methylcyclohexyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-cyclopentyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N4O3S
(2S)-N-cyclopentyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-one —— C15H19N3O2S
4-[[(2R)-oxolan-2-yl]methyl]-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-one
—— (2S)-N-(1-adamantyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H30N4O3S
(2S)-N-(1-adamantyl)-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-(furan-2-ylmethyl)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N4O4S
N-(furan-2-ylmethyl)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-(2-methylprop-2-enylsulfanyl)-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C11H17N3O2S
3-(2-methylprop-2-enylsulfanyl)-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2-methylphenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C15H19N3O2S
3-[(2-methylphenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2-chlorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16ClN3O2S
3-[(2-chlorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[(2,5-dimethylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C16H21N3O2S
3-[(2,5-dimethylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-[2-[2,5-dimethyl-1-(3-methylbutyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C20H30N4O3S
3-[2-[2,5-dimethyl-1-(3-methylbutyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-(4-methylcyclohexyl)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H26N4O3S
N-(4-methylcyclohexyl)-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— ethyl (2S)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C9H15N3O2S2
ethyl (2S)-2-[[5-(ethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 3-[2-(1-benzyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C22H26N4O3S
3-[2-(1-benzyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— ethyl (2S)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C10H17N3O2S2
ethyl (2S)-2-[[5-(propylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 3-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C16H16ClN5O3S
3-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2S)-N-cyclopentyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H24N4O3S
(2S)-N-cyclopentyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H25N5O3S
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— ethyl (2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C15H19N3O3S
ethyl (2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— (2R)-2-(4-fluorophenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C17H19FN2OS
(2R)-2-(4-fluorophenyl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— 3-[(4-fluorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C14H16FN3O2S
3-[(4-fluorophenyl)methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-butyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H22N4O3S
N-butyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-one —— C15H19N3O2S
4-[[(2S)-oxolan-2-yl]methyl]-3-(2-phenylethylsulfanyl)-1H-1,2,4-triazol-5-one