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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
—— (2S)-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H19N3O2S
(2S)-N-tert-butyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylpropanamide —— C14H17N3O2S
(2S)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-propylpropanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H21N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H19N3O4S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(2-methoxyethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H17N3O3S
(2S)-N-(2-methoxyethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H21N3O4S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(2-methoxyethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C14H17N3O3S
(2R)-N-(2-methoxyethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H22N4O2S
(2R)-N-(1-cyanocyclohexyl)-N-methyl-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(2-phenylethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H19N3O2S
(2R)-N-(2-phenylethyl)-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H17N3O4S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— [(3R)-1,1-dioxothiolan-3-yl] 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate —— C14H14N2O5S2
[(3R)-1,1-dioxothiolan-3-yl] 2-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetate
—— 3-[5-[2-[2-(4-Chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C17H22ClN5O2S
3-[5-[2-[2-(4-Chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-N-(1-adamantyl)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C20H31N5O2S
(2R)-N-(1-adamantyl)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 3-[4-ethyl-5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H27N5O2S
3-[4-ethyl-5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(1-Adamantylmethylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C20H31N5O2S
3-[5-[2-(1-Adamantylmethylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C17H18ClN5OS2
3-[5-[[2-(4-Chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H22N6O2S
3-[4-Ethyl-5-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[2-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C17H25N5O2S
3-[4-Ethyl-5-[2-(1-ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C17H22F3N5O2S
3-[5-[2-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[2-(5-methylthiophen-2-yl)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C14H18N4O2S2
3-[4-Ethyl-5-[2-(5-methylthiophen-2-yl)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[5-[2-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C21H33N5O2S
3-[5-[2-[[(1S)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C17H22FN5O2S
3-[4-Ethyl-5-[2-[2-(4-fluorophenyl)ethylamino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C14H16N6O2S2
3-[4-Ethyl-5-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— ethyl 5-[(2R)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H27N5O4S
ethyl 5-[(2R)-2-[[5-(3-amino-3-oxopropyl)-4-ethyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 3-[4-ethyl-5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H27N5O2S
3-[4-ethyl-5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(5-Chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C13H15ClN4O2S2
3-[5-[2-(5-Chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C15H24N6O2S
3-[5-[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[2-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C20H25N5O3S
3-[4-Ethyl-5-[2-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C14H16ClFN4OS
3-[5-[(2-Chloro-6-fluorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[2-oxo-2-(2-phenylethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C17H23N5O2S
3-[4-Ethyl-5-[2-oxo-2-(2-phenylethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C15H20N4OS
3-[4-Ethyl-5-[(4-methylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C15H20N4OS2
3-[4-Ethyl-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[4-ethyl-5-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H27N5O2S
3-[4-ethyl-5-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-ethyl-5-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H27N5O2S
3-[4-ethyl-5-[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C18H22N6OS2
3-[4-Ethyl-5-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(Benzylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C16H21N5O2S
3-[5-[2-(Benzylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Ethyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C16H18N6O2S
3-[4-Ethyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— (2S)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C13H22N4O3S3
(2S)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— 3-[5-[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C17H22ClN5O2S
3-[5-[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C15H24N6O2S
3-[5-[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C21H33N5O2S
3-[5-[2-[[(1R)-1-(1-adamantyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-ethyl-5-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C17H23N5O2S
3-[4-ethyl-5-[2-oxo-2-[[(1S)-1-phenylethyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(Cyclohexylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C15H25N5O2S
3-[5-[2-(Cyclohexylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-(5-Benzylsulfanyl-4-ethyl-1,2,4-triazol-3-yl)propanamide —— C14H18N4OS
3-(5-Benzylsulfanyl-4-ethyl-1,2,4-triazol-3-yl)propanamide
—— (2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide —— C13H22N4O3S3
(2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]propanamide
—— 3-[5-[2-(1-Adamantylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C19H29N5O2S
3-[5-[2-(1-Adamantylamino)-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[Benzyl(methyl)amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C17H23N5O2S
3-[5-[2-[Benzyl(methyl)amino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-ethyl-5-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C17H23N5O2S
3-[4-ethyl-5-[2-oxo-2-[[(1R)-1-phenylethyl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C16H21FN4OS2
(2R)-2-[[5-(butylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide