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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-[(1R,2S)-2-methylcyclohexyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H35N5O2S
N-[(1R,2S)-2-methylcyclohexyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-piperidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2S)-N-[(4-fluorophenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C16H19FN4OS
(2S)-N-[(4-fluorophenyl)methyl]-2-[(5-methyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C20H31N5O2S
2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— (2S)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(4-oxo-6-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide —— C17H27N3O2S
(2S)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(4-oxo-6-propyl-1H-pyrimidin-2-yl)sulfanyl]propanamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]triazole-4-carboxamide —— C19H18N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-[(4-methylphenyl)sulfanylmethyl]-N-[(Z)-(5-methylthiophen-2-yl)methylideneamino]triazole-4-carboxamide
—— (2S)-N-benzyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H18N4OS2
(2S)-N-benzyl-2-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-morpholin-4-yl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide —— C24H29N5O3S2
2-[[5-morpholin-4-yl-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(S)-phenyl(thiophen-2-yl)methyl]acetamide
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H30N6O3S
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C25H28N6O3S
2-[(4-cyclopropyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— [(1E)-4,4-bis(ethylsulfanyl)-3-oxobut-1-en-1-yl]dimethylamine —— C10H19NOS2
[(1E)-4,4-bis(ethylsulfanyl)-3-oxobut-1-en-1-yl]dimethylamine
—— 7-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C18H22N6O3S2
7-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1,3-dimethyl-6-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione —— C18H21N5O3S2
1,3-dimethyl-6-[[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanylmethyl]pyrimidine-2,4-dione
—— (2S)-N-[(4-chlorophenyl)methyl]-2-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C21H28ClN5O3S
(2S)-N-[(4-chlorophenyl)methyl]-2-[[5-morpholin-4-yl-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (2S)-2-(3-chloropyridin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide —— C12H15ClN2O3S2
(2S)-2-(3-chloropyridin-2-yl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]propanamide
—— (5E)-3-(2-methoxyethyl)-2-phenylimino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-4-one —— C23H20N2O3S2
(5E)-3-(2-methoxyethyl)-2-phenylimino-5-[(5-phenylsulfanylfuran-2-yl)methylidene]-1,3-thiazolidin-4-one
—— (E)-3-amino-2-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]but-2-enenitrile —— C9H10N4OS2
(E)-3-amino-2-[2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetyl]but-2-enenitrile
—— (2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C25H32N4O2S
(2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— (2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C25H32N4O2S
(2S)-2-[[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C23H28N4O4S2
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C23H28N4O4S2
2-[[4-benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— N-tert-butyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H29N5O2S
N-tert-butyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]-2-(4-chlorophenyl)sulfanylpropanamide —— C22H24ClN3OS
(2R)-N-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]-2-(4-chlorophenyl)sulfanylpropanamide
—— (2R)-N-[(1R)-1-phenylethyl]-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C21H24N4OS2
(2R)-N-[(1R)-1-phenylethyl]-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cyclohexyl-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C15H26N4O2S
(2S)-N-cyclohexyl-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— 2-[[5-[[(2S)-butan-2-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetonitrile —— C8H12N4S2
2-[[5-[[(2S)-butan-2-yl]amino]-1,3,4-thiadiazol-2-yl]sulfanyl]acetonitrile
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H28FN5O2S
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— methyl (2S)-2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate —— C14H17N3O3S
methyl (2S)-2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanoate
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H28ClN5O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[4-[[(2S)-oxolan-2-yl]methyl]-5-pyrrolidin-1-yl-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-cyclohexyl-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C18H24N4OS2
N-cyclohexyl-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (5Z)-5-{[5-nitro-2-(phenylsulfanyl)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H10N2O3S3
(5Z)-5-{[5-nitro-2-(phenylsulfanyl)phenyl]methylidene}-2-sulfanylidene-1,3-thiazolidin-4-one
—— 1-(2,5-dimethylthiophen-3-yl)-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H19N3OS3
1-(2,5-dimethylthiophen-3-yl)-2-[[5-(2-phenylethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C20H24N4OS2
(2S)-2-[(4-methyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 3-[(2-bromo-4-fluorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole —— C18H17BrFN3OS2
3-[(2-bromo-4-fluorophenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazole
—— (Z)-2-(2-cyclohexylethyl)-5-imino-6-((5-(p-tolylthio)furan-2-yl)methylene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one —— C25H26N4O2S2
(Z)-2-(2-cyclohexylethyl)-5-imino-6-((5-(p-tolylthio)furan-2-yl)methylene)-5H-[1,3,4]thiadiazolo[3,2-a]pyrimidin-7(6H)-one
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[3,7-dimethyl-1-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide —— C20H28N6O3S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[3,7-dimethyl-1-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanylacetamide
—— (2R)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C18H16F2N4OS2
(2R)-2-[[5-(3-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— (2R)-2-[3,7-dimethyl-1-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C23H29N5O3S
(2R)-2-[3,7-dimethyl-1-(2-methylpropyl)-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl]sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— 3,7-dimethyl-1-(2-methylpropyl)-5-[(1R)-2-oxocyclohexyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H24N4O3S
3,7-dimethyl-1-(2-methylpropyl)-5-[(1R)-2-oxocyclohexyl]sulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— (E)-6-(p-tolylthio)imidazo[2,1-b]thiazole-5-carbaldehyde O-2,6-dichlorobenzyl oxime —— C20H15Cl2N3OS2
(E)-6-(p-tolylthio)imidazo[2,1-b]thiazole-5-carbaldehyde O-2,6-dichlorobenzyl oxime
—— (2S)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(1S)-1-phenylethyl]propanamide —— C19H18F3N3OS
(2S)-2-[3-cyano-6-methyl-4-(trifluoromethyl)pyridin-2-yl]sulfanyl-N-[(1S)-1-phenylethyl]propanamide
—— 3-[(3aS,7aS)-1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl]-N-(2-phenylsulfanylphenyl)propanamide —— C23H24N2O3S
3-[(3aS,7aS)-1,3-dioxo-3a,4,5,6,7,7a-hexahydroisoindol-2-yl]-N-(2-phenylsulfanylphenyl)propanamide
—— 2-{[5-(benzylthio)-1,3,4-thiadiazol-2-yl]thio}-N'-[(E)-1-(4-bromophenyl)ethylidene]acetohydrazide —— C19H17BrN4OS3
2-{[5-(benzylthio)-1,3,4-thiadiazol-2-yl]thio}-N'-[(E)-1-(4-bromophenyl)ethylidene]acetohydrazide
—— (2S)-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]-2-phenylsulfanylpropanamide —— C18H20FNOS2
(2S)-N-[2-[(2-fluorophenyl)methylsulfanyl]ethyl]-2-phenylsulfanylpropanamide
—— [2-oxo-2-(2-phenylethylamino)ethyl] 4-(4-chlorophenyl)sulfanylbutanoate —— C20H22ClNO3S
[2-oxo-2-(2-phenylethylamino)ethyl] 4-(4-chlorophenyl)sulfanylbutanoate
—— N-[(2R)-butan-2-yl]-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C20H28N4O3S3
N-[(2R)-butan-2-yl]-2-[[5-(2,3-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— (2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]propanamide —— C20H22N4OS2
(2R)-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]propanamide
—— 1-ethyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea —— C11H15N3S2
1-ethyl-3-[(Z)-(4-methylsulfanylphenyl)methylideneamino]thiourea
—— (2S)-2-(4-methylphenyl)sulfanyl-N-(3-piperidin-1-ylpropyl)propanamide —— C18H28N2OS
(2S)-2-(4-methylphenyl)sulfanyl-N-(3-piperidin-1-ylpropyl)propanamide
—— (2S)-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C13H14F3N3OS
(2S)-2-(3-cyano-4,6-dimethylpyridin-2-yl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H23FN4OS2
(2S)-2-[[5-(2-fluoroanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide