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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-benzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C24H28N4O3S
N-benzyl-2-[[5-oxo-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— N-benzyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C24H28N4O3S
N-benzyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— (2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylpropan-1-one —— C17H22N4O3S
(2S)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylpropan-1-one
—— (Z)-3-amino-2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile —— C12H10N4O3S
(Z)-3-amino-2-[2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]but-2-enenitrile
—— 2-(2,5-difluorophenyl)sulfanyl-N-phenylmethoxyacetamide —— C15H13F2NO2S
2-(2,5-difluorophenyl)sulfanyl-N-phenylmethoxyacetamide
—— 3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]propan-1-one —— C20H28N5OS+
3-(4,6-Dimethyl-2-methylsulfanylpyrimidin-5-yl)-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]propan-1-one
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C20H21FN5O2S+
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— 2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone —— C18H21BrN3OS+
2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-4-ium-1-yl]ethanone
—— 2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-1-yl]ethanone —— C18H20BrN3OS
2-(4-Bromophenyl)sulfanyl-1-[4-(pyridin-4-ylmethyl)piperazin-1-yl]ethanone
—— (Z)-3-amino-2-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]but-2-enenitrile —— C8H10N6OS
(Z)-3-amino-2-[2-(1-methyltetrazol-5-yl)sulfanylacetyl]but-2-enenitrile
—— 2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C16H22ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide —— C16H22ClNO3S2
2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-(2-methylpropyl)acetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H19ClN4OS2
N-[2-(4-chlorophenyl)ethyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C14H17N3O2S2
5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C18H23N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(3-methylphenyl)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H14N4S3
N-(3-methylphenyl)-5-[(2-methyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [2-[[(3R)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C19H26ClNO5S2
[2-[[(3R)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide —— C17H22N4OS2
N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(3,4-dimethylphenyl)sulfanylacetamide —— C18H19F2NOS
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-(3,4-dimethylphenyl)sulfanylacetamide
—— 2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide —— C16H20N4O3S3
2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-3-methyl-1,1-dioxothiolan-3-yl]acetamide
—— N-(2-cyanoethyl)-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H17N5OS2
N-(2-cyanoethyl)-N-methyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-(2-ethoxyethylsulfanyl)-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C13H17N3OS2
5-(2-ethoxyethylsulfanyl)-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— [2-[[(3S)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C19H26ClNO5S2
[2-[[(3S)-1,1-dioxothiolan-3-yl]-(2-methylpropyl)amino]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— N,N-bis(3-methylbutyl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C23H36N4O2S2
N,N-bis(3-methylbutyl)-2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C21H26ClNO4S
[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— 1-[3-(4-Fluorophenyl)sulfanylpropanoylamino]-3-pentylthiourea —— C15H22FN3OS2
1-[3-(4-Fluorophenyl)sulfanylpropanoylamino]-3-pentylthiourea
—— 1-[[2-(2-Methylphenyl)sulfanylacetyl]amino]-3-pentylthiourea —— C15H23N3OS2
1-[[2-(2-Methylphenyl)sulfanylacetyl]amino]-3-pentylthiourea
—— N-[(1S)-1-(4-bromophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C17H17BrFNOS
N-[(1S)-1-(4-bromophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(1R)-1-(2-bromophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C17H17BrFNOS
N-[(1R)-1-(2-bromophenyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— [2-[butyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C19H26ClNO5S2
[2-[butyl-[(3S)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(2-methylphenyl)sulfanylacetamide —— C17H18ClNOS
N-[(1R)-1-(4-chlorophenyl)ethyl]-2-(2-methylphenyl)sulfanylacetamide
—— [2-[butyl-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C19H26ClNO5S2
[2-[butyl-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— N-[2-(4-chlorophenyl)ethyl]-2-(2-methylphenyl)sulfanylacetamide —— C17H18ClNOS
N-[2-(4-chlorophenyl)ethyl]-2-(2-methylphenyl)sulfanylacetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[2-(4-chlorophenyl)ethyl]-2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-phenylsulfanylpropanoate —— C21H27NO4S
[2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-phenylsulfanylpropanoate
—— [2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-phenylsulfanylpropanoate —— C21H27NO4S
[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-phenylsulfanylpropanoate
—— 2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-cyclopentylacetamide —— C15H20BrNOS
2-(4-bromo-2,5-dimethylphenyl)sulfanyl-N-cyclopentylacetamide
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C21H22ClN5O3S
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— [2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C21H26FNO4S
[2-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— [2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate —— C21H26FNO4S
[2-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl] 3-(4-fluorophenyl)sulfanylpropanoate
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C21H22ClN5O3S
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-(2,5-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide —— C16H14F3NOS
2-(2,5-difluorophenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[2-(4-fluorophenyl)ethyl]propanamide —— C18H22FN3OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[2-(4-fluorophenyl)ethyl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide —— C20H25N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylpropanamide
—— [2-[(2-chloro-6-fluorophenyl)methyl-methylamino]-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate —— C19H19ClFNO3S
[2-[(2-chloro-6-fluorophenyl)methyl-methylamino]-2-oxoethyl] (2R)-2-phenylsulfanylpropanoate
—— 2-[(2R)-1-(1-methylpiperidin-4-yl)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol —— C18H31N5OS
2-[(2R)-1-(1-methylpiperidin-4-yl)-4-[(2-methylsulfanylpyrimidin-5-yl)methyl]piperazin-2-yl]ethanol
—— [2-[(2-chloro-6-fluorophenyl)methyl-methylamino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate —— C19H19ClFNO3S
[2-[(2-chloro-6-fluorophenyl)methyl-methylamino]-2-oxoethyl] (2S)-2-phenylsulfanylpropanoate
—— (Z)-3-amino-2-(2-pyrimidin-2-ylsulfanylacetyl)but-2-enenitrile —— C10H10N4OS
(Z)-3-amino-2-(2-pyrimidin-2-ylsulfanylacetyl)but-2-enenitrile
—— 1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone —— C16H16F3N5OS2
1-[2,5-Dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[1-(thiophen-2-ylmethyl)tetrazol-5-yl]sulfanylethanone