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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
—— 1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H25N3O4S2
1-(2,5-dimethyl-1-propylpyrrol-3-yl)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (3R)-3-[[5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C17H17N3O4S2
(3R)-3-[[5-[(5-phenyl-1,2-oxazol-3-yl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H23N3O4S2
(2R)-2-[[5-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— 1-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H26N2O4S2
1-(1-adamantyl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C18H23N3O4S2
1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H18N4S2
(2S)-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-(4-chlorophenyl)sulfanylethyl (E)-3-(1-benzyltriazol-4-yl)prop-2-enoate —— C20H18ClN3O2S
2-(4-chlorophenyl)sulfanylethyl (E)-3-(1-benzyltriazol-4-yl)prop-2-enoate
—— (2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H18N4S2
(2S)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-[(E)-2-(4-methylphenyl)ethenyl]-3-phenylsulfanylquinoxaline —— C23H18N2S
2-[(E)-2-(4-methylphenyl)ethenyl]-3-phenylsulfanylquinoxaline
—— (2S)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-(2-methylpropyl)propanamide —— C18H18F3N3OS2
(2S)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-(2-methylpropyl)propanamide
—— 2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanol —— C13H16N2O2S2
2-[[5-[(5R)-5-methyl-4,5,6,7-tetrahydro-1-benzothiophen-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanol
—— Methyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C13H15N3O2S2
Methyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— [2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (2S)-oxolane-2-carboxylate —— C21H23NO4S
[2-[4-(2,5-dimethylphenyl)sulfanylanilino]-2-oxoethyl] (2S)-oxolane-2-carboxylate
—— N-(3-methylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C16H16N4S2
N-(3-methylphenyl)-5-(2-pyridin-2-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (3R,4S)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3R,4S)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— Propyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C15H19N3O2S2
Propyl 3-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (3R,4R)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3R,4R)-4-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (3S,4S)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3S,4S)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (2R)-1-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol —— C17H25N4O2S2+
(2R)-1-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ium-4-ylpropan-2-ol
—— Propyl 3-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C15H19N3O2S2
Propyl 3-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— (2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C15H15N5S2
(2R)-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-1-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C17H24N4O2S2
(2S)-1-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— (2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile —— C16H17N5S2
(2R)-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanylmethyl]pentanedinitrile
—— (2S)-1-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol —— C17H19N3O2S3
(2S)-1-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(thiophen-2-ylmethoxy)propan-2-ol
—— (3S,4R)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3S,4R)-4-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— (3R,4S)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol —— C13H15N3O3S3
(3R,4S)-4-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1,1-dioxothiolan-3-ol
—— methyl 2-[2-[2-[(4-ethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[2-[2-[(4-ethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H23N3O4S
methyl 2-[2-[(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[2-[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[furan-2-ylmethyl(methyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H17N3O5S
methyl 2-[2-[2-[furan-2-ylmethyl(methyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C17H27N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-(2,4,4-trimethylpentan-2-ylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H25N3O4S
methyl 2-[2-[(2R)-1-(cycloheptylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(2-methylbutan-2-ylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[2-(2-methylbutan-2-ylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H16N4O5S
methyl 2-[2-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-phenylbutyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2-(3-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[2-(3-chlorophenyl)ethylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(prop-2-ynylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C12H13N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-(prop-2-ynylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C15H17N3O4S2
methyl 2-[6-oxo-2-[2-oxo-2-[[(1S)-1-thiophen-2-ylethyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H17N3O5S
methyl 2-[2-[2-[[(1S)-1-(furan-2-yl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H24N4O4S
methyl 2-[2-[(2S)-1-[(1-cyanocyclohexyl)-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[(2R)-1-(tert-butylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[butyl(ethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H23N3O4S
methyl 2-[2-[2-[butyl(ethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C17H16N4O4S
methyl 2-[6-oxo-2-[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[4-(dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H24N4O4S
methyl 2-[2-[2-[[4-(dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(5-ethylthiophen-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H16N2O4S2
methyl 2-[2-[2-(5-ethylthiophen-2-yl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(2R)-butan-2-yl]-[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H27N3O4S
methyl 2-[2-[2-[[(2R)-butan-2-yl]-[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(3-fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18FN3O4S
methyl 2-[2-[2-[(3-fluorophenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S2
methyl 2-[2-[2-[methyl-[(4-methylsulfanylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-[(3-fluorophenyl)methyl-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H20FN3O4S
methyl 2-[2-[(2S)-1-[(3-fluorophenyl)methyl-methylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C11H12Cl2N2O3S
methyl 2-[2-[[(1S)-2,2-dichlorocyclopropyl]methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate