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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-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H27N3O4S2
1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[(4-bromophenyl)methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H17BrN2OS
2-[(4-bromophenyl)methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-methyl-5-[2-[(2R)-1-methylpiperidin-2-yl]ethylsulfanyl]-1,3,4-thiadiazole —— C11H19N3S2
2-methyl-5-[2-[(2R)-1-methylpiperidin-2-yl]ethylsulfanyl]-1,3,4-thiadiazole
—— N-(cyclopropylcarbamoyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H19N5O2S2
N-(cyclopropylcarbamoyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(3-chlorophenyl)methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H17ClN2OS
2-[(3-chlorophenyl)methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 4-(3-methoxypropyl)-3-[(1R)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H19N3O2S
4-(3-methoxypropyl)-3-[(1R)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C15H11N5O2S2
5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— N-butyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C18H27NO3S2
N-butyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(3-fluorophenyl)methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C18H17FN2OS
2-[(3-fluorophenyl)methylsulfanyl]-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— N-(4-ethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C13H15N3S2
N-(4-ethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— (2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2S)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H21N5OS2
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 4-methyl-2-[(1R)-1-phenylethyl]sulfanyl-1,3-thiazole —— C12H13NS2
4-methyl-2-[(1R)-1-phenylethyl]sulfanyl-1,3-thiazole
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C11H8ClN2O3S-
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— 4-benzyl-3-cyclopropyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C20H21N3S
4-benzyl-3-cyclopropyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— N-butyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C18H27NO3S2
N-butyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— 1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C23H27N3O4S2
1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-(3,4-dimethylphenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H27NO2S
2-(3,4-dimethylphenyl)sulfanyl-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-ethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide —— C18H24N4OS2
N-ethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylprop-2-enyl)acetamide
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C19H27N5OS2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide —— C18H20N4OS3
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C18H20N4OS3
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— N-(4-ethylphenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C17H15N5O2S2
N-(4-ethylphenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide —— C20H21FN4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]-N-methylacetamide
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1H-1,2,4-triazol-5-one —— C13H20N4O3S
4-[[(2S)-oxolan-2-yl]methyl]-3-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1H-1,2,4-triazol-5-one
—— N-butyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C18H27NO3S2
N-butyl-2-(2,5-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H21N5OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-(2-methylfuran-3-yl)-5-[(1S)-1-phenylethyl]sulfanyl-4-prop-2-enyl-1,2,4-triazole —— C18H19N3OS
3-(2-methylfuran-3-yl)-5-[(1S)-1-phenylethyl]sulfanyl-4-prop-2-enyl-1,2,4-triazole
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C11H8ClN2O3S-
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (1S,2R,6S,7S,9S,12R)-5-benzyl-12-phenyl-7-phenylsulfanyl-3,8,11,13-tetraoxa-5-azatricyclo[7.4.0.02,6]tridecan-4-one —— C27H25NO5S
(1S,2R,6S,7S,9S,12R)-5-benzyl-12-phenyl-7-phenylsulfanyl-3,8,11,13-tetraoxa-5-azatricyclo[7.4.0.02,6]tridecan-4-one
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1H-1,2,4-triazol-5-one —— C13H20N4O3S
4-[[(2R)-oxolan-2-yl]methyl]-3-(2-oxo-2-pyrrolidin-1-ylethyl)sulfanyl-1H-1,2,4-triazol-5-one
—— 4-(3-methoxypropyl)-3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H19N3O2S
4-(3-methoxypropyl)-3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 2-[[4-amino-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C16H23N5OS2
2-[[4-amino-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-propylacetamide —— C17H25NO3S2
2-(2,5-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-propylacetamide
—— (2S)-N-benzyl-2-(2,5-dimethylphenyl)sulfanyl-N-methylpropanamide —— C19H23NOS
(2S)-N-benzyl-2-(2,5-dimethylphenyl)sulfanyl-N-methylpropanamide
—— N-butyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C18H27NO3S2
N-butyl-2-(3,4-dimethylphenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 3-(2-methylfuran-3-yl)-5-[(1R)-1-phenylethyl]sulfanyl-4-prop-2-enyl-1,2,4-triazole —— C18H19N3OS
3-(2-methylfuran-3-yl)-5-[(1R)-1-phenylethyl]sulfanyl-4-prop-2-enyl-1,2,4-triazole
—— 2-methyl-5-[2-[(2S)-1-methylpiperidin-2-yl]ethylsulfanyl]-1,3,4-thiadiazole —— C11H19N3S2
2-methyl-5-[2-[(2S)-1-methylpiperidin-2-yl]ethylsulfanyl]-1,3,4-thiadiazole
—— 4-benzyl-3-cyclopropyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C20H21N3S
4-benzyl-3-cyclopropyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— 2-[[5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H13N3OS3
2-[[5-[(1S)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H13N3OS3
2-[[5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-butyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C18H27NO3S2
N-butyl-2-(2,4-dimethylphenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
—— (1R,2R,6S,7S,9S,12R)-5-benzyl-12-phenyl-7-phenylsulfanyl-3,8,11,13-tetraoxa-5-azatricyclo[7.4.0.02,6]tridecan-4-one —— C27H25NO5S
(1R,2R,6S,7S,9S,12R)-5-benzyl-12-phenyl-7-phenylsulfanyl-3,8,11,13-tetraoxa-5-azatricyclo[7.4.0.02,6]tridecan-4-one
—— 2-[[4-amino-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide —— C16H23N5OS2
2-[[4-amino-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]sulfanyl]-N,N-diethylacetamide
—— 2-(2-Fluorophenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C18H12FN3OS2
2-(2-Fluorophenyl)-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C18H20N4O2S2
2-[2-[2,5-dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-[2-(3,4-dihydro-2H-quinoline-1-carbonyl)phenyl]sulfanylbenzonitrile —— C23H18N2OS
2-[2-(3,4-dihydro-2H-quinoline-1-carbonyl)phenyl]sulfanylbenzonitrile
—— (3R)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide —— C16H19ClN2O3S3
(3R)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-1,3,4-oxadiazol-2-yl]methyl]thiolane 1,1-dioxide
—— (3S)-3-[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C16H20ClN3O2S3
(3S)-3-[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (3S)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C17H22ClN3O2S3
(3S)-3-[[5-[3-(2-chlorophenyl)sulfanylpropylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide