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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
—— [2-[[(2R)-butan-2-yl]-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H28N4O6S2
[2-[[(2R)-butan-2-yl]-[(3R)-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-[[4-ethyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C16H16ClN3S2
3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— (2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C24H18ClFN4O3S
(2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 1-benzyl-4-hydroxy-3-[(R)-[4-(2-hydroxyethyl)piperazin-1-yl]-(4-methylsulfanylphenyl)methyl]-6-methylpyridin-2-one —— C27H33N3O3S
1-benzyl-4-hydroxy-3-[(R)-[4-(2-hydroxyethyl)piperazin-1-yl]-(4-methylsulfanylphenyl)methyl]-6-methylpyridin-2-one
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H22N4O2S2
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[4-methyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C24H30ClN5OS
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— [(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 2-phenylsulfanylacetate —— C14H14N2O3S
[(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 2-phenylsulfanylacetate
—— (2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C24H18ClFN4O3S
(2R)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— N-[(2R)-4-phenylbutan-2-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C27H30N4OS2
N-[(2R)-4-phenylbutan-2-yl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C18H15BrClN3O2S
2-[[5-(4-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— 2-(4-bromophenyl)-5-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12BrClN2OS
2-(4-bromophenyl)-5-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[(5-cyclohexyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone —— C16H21N3O2S
2-[(5-cyclohexyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-(2,5-dimethyl-1H-pyrrol-3-yl)ethanone
—— 1-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-phenylthiourea —— C18H14ClN3OS2
1-[(Z)-[5-(4-chlorophenyl)sulfanylfuran-2-yl]methylideneamino]-3-phenylthiourea
—— 3-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]triazole-4-carboxamide —— C14H14N8O2S
3-(4-amino-1,2,5-oxadiazol-3-yl)-5-methyl-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]triazole-4-carboxamide
—— 1-benzyl-4-hydroxy-6-methyl-3-[(S)-(4-methylpiperazin-1-yl)-(4-methylsulfanylphenyl)methyl]pyridin-2-one —— C26H31N3O2S
1-benzyl-4-hydroxy-6-methyl-3-[(S)-(4-methylpiperazin-1-yl)-(4-methylsulfanylphenyl)methyl]pyridin-2-one
—— 1-benzyl-4-hydroxy-6-methyl-3-[(R)-(4-methylpiperazin-1-yl)-(4-methylsulfanylphenyl)methyl]pyridin-2-one —— C26H31N3O2S
1-benzyl-4-hydroxy-6-methyl-3-[(R)-(4-methylpiperazin-1-yl)-(4-methylsulfanylphenyl)methyl]pyridin-2-one
—— (2S)-N-[3-(4-methylpiperazin-1-yl)propyl]-2-phenylsulfanylpropanamide —— C17H27N3OS
(2S)-N-[3-(4-methylpiperazin-1-yl)propyl]-2-phenylsulfanylpropanamide
—— (2R)-2-(6-amino-3,5-dicyano-4-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid —— C18H16N4O2S
(2R)-2-(6-amino-3,5-dicyano-4-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2S)-2-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-2-yl)sulfanylbutanoic acid —— C15H12N4O2S2
(2S)-2-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-2-yl)sulfanylbutanoic acid
—— (2S)-2-(6-amino-3,5-dicyano-4-thiophen-3-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid —— C19H12N4O2S2
(2S)-2-(6-amino-3,5-dicyano-4-thiophen-3-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanylpropanoic acid —— C12H14N2O2S
(2R)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanylpropanoic acid
—— 1-[(5R)-6-chloro-8,8,9,9-tetrafluoro-1-oxa-4-thiaspiro[4.4]non-6-en-7-yl]-4-methylpiperazine —— C12H15ClF4N2OS
1-[(5R)-6-chloro-8,8,9,9-tetrafluoro-1-oxa-4-thiaspiro[4.4]non-6-en-7-yl]-4-methylpiperazine
—— (2S)-2-[3-cyano-4-methyl-6-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-phenylacetic acid —— C16H11F3N2O2S
(2S)-2-[3-cyano-4-methyl-6-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-phenylacetic acid
—— (2R)-2-(6-butyl-3-cyanopyridin-2-yl)sulfanyl-2-phenylacetic acid —— C18H18N2O2S
(2R)-2-(6-butyl-3-cyanopyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-2-yl)sulfanylbutanoic acid —— C15H12N4O2S2
(2R)-2-(6-amino-3,5-dicyano-4-thiophen-2-ylpyridin-2-yl)sulfanylbutanoic acid
—— (2R)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-phenylacetic acid —— C16H11F3N2O2S
(2R)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-2-phenylacetic acid
—— (2S)-2-(6-butyl-3-cyanopyridin-2-yl)sulfanyl-2-phenylacetic acid —— C18H18N2O2S
(2S)-2-(6-butyl-3-cyanopyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanylbutanoic acid —— C15H11F3N2O2S2
(2R)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanylbutanoic acid
—— (2S)-2-(6-amino-3,5-dicyano-4-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid —— C18H16N4O2S
(2S)-2-(6-amino-3,5-dicyano-4-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-(6-amino-3,5-dicyano-4-thiophen-3-ylpyridin-2-yl)sulfanylbutanoic acid —— C15H12N4O2S2
(2R)-2-(6-amino-3,5-dicyano-4-thiophen-3-ylpyridin-2-yl)sulfanylbutanoic acid
—— (2S)-2-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]-2-phenylacetic acid —— C17H14N2O2S
(2S)-2-[(3-cyano-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]-2-phenylacetic acid
—— (2S)-2-[6-amino-3,5-dicyano-4-(furan-2-yl)pyridin-2-yl]sulfanylpropanoic acid —— C14H10N4O3S
(2S)-2-[6-amino-3,5-dicyano-4-(furan-2-yl)pyridin-2-yl]sulfanylpropanoic acid
—— (2S)-2-[3-cyano-6-(2-methylpropyl)pyridin-2-yl]sulfanyl-2-phenylacetic acid —— C18H18N2O2S
(2S)-2-[3-cyano-6-(2-methylpropyl)pyridin-2-yl]sulfanyl-2-phenylacetic acid
—— (2S)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid —— C17H16N2O2S
(2S)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-(3-cyano-6-propylpyridin-2-yl)sulfanylpropanoic acid —— C12H14N2O2S
(2R)-2-(3-cyano-6-propylpyridin-2-yl)sulfanylpropanoic acid
—— (2S)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanylbutanoic acid —— C13H16N2O2S
(2S)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanylbutanoic acid
—— (2S)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoic acid —— C14H9F3N2O2S2
(2S)-2-[3-cyano-6-thiophen-2-yl-4-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoic acid
—— (2R)-2-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]butanoic acid —— C15H18N2O2S
(2R)-2-[(3-cyano-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-2-yl)sulfanyl]butanoic acid
—— (2R)-2-[(3-cyano-5,6,7,8,9,10-hexahydrocycloocta[b]pyridin-2-yl)sulfanyl]butanoic acid —— C16H20N2O2S
(2R)-2-[(3-cyano-5,6,7,8,9,10-hexahydrocycloocta[b]pyridin-2-yl)sulfanyl]butanoic acid
—— (2R)-2-(6-amino-3,5-dicyano-4-propan-2-ylpyridin-2-yl)sulfanylbutanoic acid —— C14H16N4O2S
(2R)-2-(6-amino-3,5-dicyano-4-propan-2-ylpyridin-2-yl)sulfanylbutanoic acid
—— (2S)-2-(3-cyano-6-propylpyridin-2-yl)sulfanyl-2-phenylacetic acid —— C17H16N2O2S
(2S)-2-(3-cyano-6-propylpyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid —— C17H16N2O2S
(2R)-2-(3-cyano-6-propan-2-ylpyridin-2-yl)sulfanyl-2-phenylacetic acid
—— (2R)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoic acid —— C11H9F3N2O2S
(2R)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanylpropanoic acid
—— (2S)-2-(3-cyano-6-propylpyridin-2-yl)sulfanylpropanoic acid —— C12H14N2O2S
(2S)-2-(3-cyano-6-propylpyridin-2-yl)sulfanylpropanoic acid
—— (2R)-2-(6-butyl-3-cyanopyridin-2-yl)sulfanylbutanoic acid —— C14H18N2O2S
(2R)-2-(6-butyl-3-cyanopyridin-2-yl)sulfanylbutanoic acid
—— 1-[(12S)-2-chloro-11,12-dihydro-10H-benzo[b][1]benzothiocin-12-yl]-4-methylpiperazine —— C20H23ClN2S
1-[(12S)-2-chloro-11,12-dihydro-10H-benzo[b][1]benzothiocin-12-yl]-4-methylpiperazine
—— [(Z)-1-[4-(methoxymethylsulfanyl)phenyl]ethylideneamino]thiourea —— C11H15N3OS2
[(Z)-1-[4-(methoxymethylsulfanyl)phenyl]ethylideneamino]thiourea
—— [(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 3-(2-chlorophenyl)sulfanylpropanoate —— C15H15ClN2O3S
[(Z)-4-amino-3-cyano-2-oxopent-3-enyl] 3-(2-chlorophenyl)sulfanylpropanoate
—— (E)-3-amino-2-[2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile —— C12H12N6OS2
(E)-3-amino-2-[2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetyl]but-2-enenitrile
—— 2-[[1-[(3,4-difluorophenyl)methyl]tetrazol-5-yl]methylsulfanyl]-4-methyl-1,3-thiazole —— C13H11F2N5S2
2-[[1-[(3,4-difluorophenyl)methyl]tetrazol-5-yl]methylsulfanyl]-4-methyl-1,3-thiazole