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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
—— N-[(4-chlorophenyl)methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H22ClN5O2S
N-[(4-chlorophenyl)methyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 7-[(4-Ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H18N6O2S2
7-[(4-Ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C17H29N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— (2R)-N-cyclopentyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H27N5O2S
(2R)-N-cyclopentyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylpropyl)acetamide —— C19H27N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-phenylpropyl)acetamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-methylbutylcarbamoyl)acetamide —— C16H28N6O3S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-(3-methylbutylcarbamoyl)acetamide
—— (2S)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C19H26FN5O2S
(2S)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C16H23N5O2S2
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— 4-[4-Ethyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine —— C17H20N6O2S
4-[4-Ethyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]morpholine
—— (2R)-4-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile —— C16H20N6O2S2
(2R)-4-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-methyl-1,3-thiazol-2-yl)-3-oxobutanenitrile
—— (2R)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C19H26FN5O2S
(2R)-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C20H29N5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— 2-(4-fluorophenyl)-5-[(1S)-1-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C13H12FN5OS
2-(4-fluorophenyl)-5-[(1S)-1-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— 2-(4-methylphenyl)-5-[(1R)-1-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C14H15N5OS
2-(4-methylphenyl)-5-[(1R)-1-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— N-cyclopentyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H25N5O2S
N-cyclopentyl-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 4-[5-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]morpholine —— C15H18BrFN4OS
4-[5-[(4-Bromo-2-fluorophenyl)methylsulfanyl]-4-ethyl-1,2,4-triazol-3-yl]morpholine
—— 2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C18H24FN5O2S
2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H19F2NO3S2
2-(2,4-difluorophenyl)sulfanyl-1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C12H13F2NO3S2
2-(2,4-difluorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-(2,4-difluorophenyl)sulfanyl-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C18H19F2NO3S2
2-(2,4-difluorophenyl)sulfanyl-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— ethyl 5-[2-(2,4-difluorophenyl)sulfanylacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H17F2NO3S
ethyl 5-[2-(2,4-difluorophenyl)sulfanylacetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(2,4-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C12H13F2NO3S2
2-(2,4-difluorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2S)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H15FN4OS2
(2S)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2R)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C13H15FN4OS2
(2R)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2S)-N-ethyl-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H15FN4OS2
(2S)-N-ethyl-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(cyclohexen-1-yl)-N-cyclopropyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H20N4O2S
N-(cyclohexen-1-yl)-N-cyclopropyl-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide —— C22H20N4O2S
N-[2-[(5-methylfuran-2-yl)methyl]pyrazol-3-yl]-2-(4-methylphenyl)sulfanylpyridine-3-carboxamide
—— 2-{[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl}-N-(1-cyanocyclopentyl)acetamide —— C16H15F3N4OS
2-{[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl}-N-(1-cyanocyclopentyl)acetamide
—— 2-(2-cyanophenyl)sulfanyl-N-([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)benzamide —— C21H15N5OS
2-(2-cyanophenyl)sulfanyl-N-([1,2,4]triazolo[4,3-a]pyridin-3-ylmethyl)benzamide
—— 2-[(3,4-Dimethylphenyl)sulfanylmethyl]-5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazole —— C21H19N3O2S
2-[(3,4-Dimethylphenyl)sulfanylmethyl]-5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazole
—— 1-[1-[2-(4-Chlorophenyl)sulfanylethyl]pyridin-1-ium-3-yl]ethanone —— C15H15ClNOS+
1-[1-[2-(4-Chlorophenyl)sulfanylethyl]pyridin-1-ium-3-yl]ethanone
—— 2-(3-acetylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C21H19N2O2S+
2-(3-acetylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— 2-amino-6-(2-methylsulfanylphenyl)-1H-1,3,5-triazine-4-thione —— C10H10N4S2
2-amino-6-(2-methylsulfanylphenyl)-1H-1,3,5-triazine-4-thione
—— (2Z)-2-[(5Z)-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetonitrile —— C14H12N2OS2
(2Z)-2-[(5Z)-3-methyl-5-[(4-methylsulfanylphenyl)methylidene]-4-oxo-1,3-thiazolidin-2-ylidene]acetonitrile
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(2,3-dimethylpyridin-1-ium-1-yl)acetamide —— C21H20ClN2OS+
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(2,3-dimethylpyridin-1-ium-1-yl)acetamide
—— N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(4-methylpyridin-1-ium-1-yl)acetamide —— C20H18ClN2OS+
N-[2-(4-chlorophenyl)sulfanylphenyl]-2-(4-methylpyridin-1-ium-1-yl)acetamide
—— 2-(4-methylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide —— C20H19N2OS+
2-(4-methylpyridin-1-ium-1-yl)-N-(2-phenylsulfanylphenyl)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N'-(1,3,5-trimethylpyrazol-4-yl)sulfonylacetohydrazide —— C14H17ClN4O3S2
2-(4-chlorophenyl)sulfanyl-N'-(1,3,5-trimethylpyrazol-4-yl)sulfonylacetohydrazide
—— [(2S)-1-amino-1-oxopropan-2-yl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C12H13F2NO3S
[(2S)-1-amino-1-oxopropan-2-yl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [(2R)-1-amino-1-oxopropan-2-yl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C12H13F2NO3S
[(2R)-1-amino-1-oxopropan-2-yl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C17H20F2N2O3S
[2-[[(2S)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [2-(Tert-butylamino)-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C15H19F2NO3S
[2-(Tert-butylamino)-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— (2R)-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile —— C17H24N6S2
(2R)-3-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C15H17F2NO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C15H17F2NO3S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C18H23F2NO3S
[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— ethyl (2S)-2-cyano-3-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propylimino]propanoate —— C17H25N5O2S
ethyl (2S)-2-cyano-3-[3-(4-cyclopentyl-5-methylsulfanyl-1,2,4-triazol-3-yl)propylimino]propanoate
—— [2-(Cyclohexylamino)-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate —— C17H21F2NO3S
[2-(Cyclohexylamino)-2-oxoethyl] 3-(3,4-difluorophenyl)sulfanylpropanoate
—— [2-oxo-2-(pentan-3-ylamino)ethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C21H25NO3S
[2-oxo-2-(pentan-3-ylamino)ethyl] (2R)-2-phenyl-2-phenylsulfanylacetate
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C20H21NO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate