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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
—— (1R)-1-(4-ethylphenyl)-2-phenylsulfanylethanol —— C16H18OS
(1R)-1-(4-ethylphenyl)-2-phenylsulfanylethanol
—— (7R)-3-[(2-fluorophenyl)methyl]-7-methyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C19H17FN4S
(7R)-3-[(2-fluorophenyl)methyl]-7-methyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— (2S)-N-benzyl-2-(4-fluorophenyl)sulfanyl-N-methylpropanamide —— C17H18FNOS
(2S)-N-benzyl-2-(4-fluorophenyl)sulfanyl-N-methylpropanamide
—— (2R)-N-benzyl-N-ethyl-2-(4-fluorophenyl)sulfanylpropanamide —— C18H20FNOS
(2R)-N-benzyl-N-ethyl-2-(4-fluorophenyl)sulfanylpropanamide
—— (2R)-N-cyclohexyl-2-(4-fluorophenyl)sulfanylpropanamide —— C15H20FNOS
(2R)-N-cyclohexyl-2-(4-fluorophenyl)sulfanylpropanamide
—— 2-(4-fluorophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H22FNO2S
2-(4-fluorophenyl)sulfanyl-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-(1-cyanocyclohexyl)-2-{[5-(phenylamino)-1,3,4-thiadiazol-2-yl]sulfanyl}acetamide —— C17H19N5OS2
N-(1-cyanocyclohexyl)-2-{[5-(phenylamino)-1,3,4-thiadiazol-2-yl]sulfanyl}acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C17H19F3N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H22FNO3S2
N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— 5-Nitro-2-(4-oxo-3-propylquinazolin-2-yl)sulfanylbenzonitrile —— C18H14N4O3S
5-Nitro-2-(4-oxo-3-propylquinazolin-2-yl)sulfanylbenzonitrile
—— 2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C19H17N5OS2
2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide —— C18H17ClN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2-chlorophenyl)ethyl]acetamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C18H24N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropylpropanamide —— C14H16N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropylpropanamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide —— C19H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide
—— (2S)-N-cyclohexyl-2-(4-fluorophenyl)sulfanylpropanamide —— C15H20FNOS
(2S)-N-cyclohexyl-2-(4-fluorophenyl)sulfanylpropanamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]-N-methylacetamide —— C18H17ClN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-chlorophenyl)methyl]-N-methylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C17H19F3N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— ethyl (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetate —— C18H17N3O2S2
ethyl (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetate
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C18H17ClN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide —— C17H22FNOS
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide —— C17H22FNOS
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-(4-fluorophenyl)sulfanylpropanamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C16H17N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C19H19FN4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylacetamide —— C16H22FNO3S2
N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(4-fluorophenyl)sulfanylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide —— C19H20N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C16H16N4O2S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C15H18BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C18H17ClN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C18H17ClN4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C17H24N5OS2+
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— N-(1-Cyanocyclopentyl)-2-((5-((4-ethylphenyl)amino)-1,3,4-thiadiazol-2-yl)thio)acetamide —— C18H21N5OS2
N-(1-Cyanocyclopentyl)-2-((5-((4-ethylphenyl)amino)-1,3,4-thiadiazol-2-yl)thio)acetamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C16H16N4O2S2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 4-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylbutan-1-one —— C16H15N3OS3
4-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylbutan-1-one
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide —— C18H24N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]propanamide
—— 5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C13H12N4S3
5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— (2S)-N-(1-adamantyl)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C21H26N4OS2
(2S)-N-(1-adamantyl)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-dimethylacetamide —— C12H14N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N,N-dimethylacetamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C17H23N5OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C19H28N5OS2+
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide —— C18H24N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(3-methoxypropyl)acetamide —— C14H18N4O2S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(3-methoxypropyl)acetamide
—— 2-[(1R)-1-phenylethyl]sulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H20N2OS
2-[(1R)-1-phenylethyl]sulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide —— C16H19N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide —— C16H17N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide
—— 3-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-(2-methylsulfonylethylsulfanyl)-4-prop-2-enyl-1,2,4-triazole —— C20H29N3O2S3
3-[(5S)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-(2-methylsulfonylethylsulfanyl)-4-prop-2-enyl-1,2,4-triazole
—— 2-[(1S)-1-phenylethyl]sulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C19H20N2OS
2-[(1S)-1-phenylethyl]sulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 3-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-(2-methylsulfonylethylsulfanyl)-4-prop-2-enyl-1,2,4-triazole —— C20H29N3O2S3
3-[(5R)-5-tert-butyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-5-(2-methylsulfonylethylsulfanyl)-4-prop-2-enyl-1,2,4-triazole
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclopropylcarbamoyl)acetamide —— C14H15N5O2S2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(cyclopropylcarbamoyl)acetamide