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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-(4-Ethylanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C24H20N2O3S
[2-(4-Ethylanilino)-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— (2S)-N-(1-adamantyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H23N3O3S
(2S)-N-(1-adamantyl)-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(4-Methylphenoxy)ethyl 2-(2-cyanophenyl)sulfanylbenzoate —— C23H19NO3S
2-(4-Methylphenoxy)ethyl 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-[4-[4-(2-Amino-2-oxoethoxy)phenyl]sulfanylphenoxy]acetamide —— C16H16N2O4S
2-[4-[4-(2-Amino-2-oxoethoxy)phenyl]sulfanylphenoxy]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C16H21N3O5S2
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-(8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2(7),3,5-tetraen-3-ylsulfanyl)-1H-1,2,4-triazol-5-one —— C18H21N5O2S2
4-[[(2R)-oxolan-2-yl]methyl]-3-(8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2(7),3,5-tetraen-3-ylsulfanyl)-1H-1,2,4-triazol-5-one
—— 2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C21H25N7OS
2-[[5-[(2Z)-2-[[4-(dimethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 3-[(2-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine —— C20H23ClN6S
3-[(2-chlorophenyl)methylsulfanyl]-N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1H-1,2,4-triazol-5-amine
—— N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-propan-2-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C16H24N6S
N-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-3-propan-2-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H21N7OS
2-[[5-[(2Z)-2-[[4-(diethylamino)phenyl]methylidene]hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(Z)-(3-bromophenyl)methylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine —— C13H16BrN5S
N-[(Z)-(3-bromophenyl)methylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine
—— N-[(Z)-furan-2-ylmethylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine —— C11H15N5OS
N-[(Z)-furan-2-ylmethylideneamino]-3-(2-methylpropylsulfanyl)-1H-1,2,4-triazol-5-amine
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S
N-[(1S,2S)-2-methylcyclohexyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C14H11ClN4O2S
4-[[5-(4-Chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C16H21N3O2S
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C17H24N4OS2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— N-[(2R)-butan-2-yl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H22N4OS2
N-[(2R)-butan-2-yl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-cyclopropyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H17N3O2S
(2R)-N-cyclopropyl-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C20H20FN3O2S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C17H17N3O2S2
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H22N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H23N5OS2
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C18H25N4O2S+
(2S)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C18H24N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]ethanone —— C18H24N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]ethanone
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(1-cyanocyclohexyl)-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H23N5OS2
N-(1-cyanocyclohexyl)-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C17H22N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— N-(2,4-dimethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine —— C13H15N3S2
N-(2,4-dimethylphenyl)-5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-amine
—— 2-(2-Fluorophenyl)sulfanylethyl 3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxylate —— C19H14ClF2NO3S
2-(2-Fluorophenyl)sulfanylethyl 3-(2-chloro-6-fluorophenyl)-5-methyl-1,2-oxazole-4-carboxylate
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C17H24N4OS2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— N-[(S)-(4-chlorophenyl)sulfanyl-[4-(dimethylamino)phenyl]methyl]pyridin-3-amine —— C20H20ClN3S
N-[(S)-(4-chlorophenyl)sulfanyl-[4-(dimethylamino)phenyl]methyl]pyridin-3-amine
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H22N4O2S2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— methyl (2R)-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate —— C14H17N3O2S2
methyl (2R)-2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanoate
—— 2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide —— C17H24N4OS2
2-[[5-(2,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-3-methylbutan-2-yl]acetamide
—— N-(2,4-dimethylphenyl)-5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3O2S2
N-(2,4-dimethylphenyl)-5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— [2-(methylamino)-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C12H14ClNO3S
[2-(methylamino)-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— N-(2-cyanoethyl)-2-(phenylsulfanyl)acetamide —— C11H12N2OS
N-(2-cyanoethyl)-2-(phenylsulfanyl)acetamide
—— [2-(cyclopropylamino)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C14H16ClNO3S
[2-(cyclopropylamino)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— N-(1-cyanocyclohexyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H16N4OS3
N-(1-cyanocyclohexyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-(2-methoxyethyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C8H13N3O2S3
N-(2-methoxyethyl)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-(4-methylphenyl)-4-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-thiazol-2-amine —— C14H14N4S4
N-(4-methylphenyl)-4-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-thiazol-2-amine
—— [2-(2-methoxyethylamino)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate —— C14H18ClNO4S
[2-(2-methoxyethylamino)-2-oxoethyl] (2S)-2-(4-chlorophenyl)sulfanylpropanoate
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C14H14N4OS4
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H16FN3OS3
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— 2-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methylsulfanyl-1,3,4-thiadiazole —— C14H13N3S4
2-[[2-(4-Methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-5-methylsulfanyl-1,3,4-thiadiazole
—— [2-(2-methoxyethylamino)-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C14H18ClNO4S
[2-(2-methoxyethylamino)-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— 1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone —— C19H21N3OS3
1-[2,5-Dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]ethanone
—— [2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate —— C17H21ClN2O3S
[2-[[(2R)-2-cyano-3-methylbutan-2-yl]amino]-2-oxoethyl] (2R)-2-(4-chlorophenyl)sulfanylpropanoate
—— ethyl N-[2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]carbamate —— C8H11N3O3S3
ethyl N-[2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]carbamate