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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-Cyclooctyl-3-methylthiourea —— C10H20N2S
1-Cyclooctyl-3-methylthiourea
—— N-[(4-fluorophenyl)methyl]-2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H15FN6O2S
N-[(4-fluorophenyl)methyl]-2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 1-(3-Methylsulfanylpropyl)-3-(2-phenylsulfanylphenyl)thiourea —— C17H20N2S3
1-(3-Methylsulfanylpropyl)-3-(2-phenylsulfanylphenyl)thiourea
—— (2R,3S,4R,6S)-6-methyl-2-phenylsulfanyloxane-3,4-diol —— C12H16O3S
(2R,3S,4R,6S)-6-methyl-2-phenylsulfanyloxane-3,4-diol
—— (2R,3R,4R,6S)-6-methyl-2-phenylsulfanyloxane-3,4-diol —— C12H16O3S
(2R,3R,4R,6S)-6-methyl-2-phenylsulfanyloxane-3,4-diol
—— 1-(2-adamantyl)-2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C19H23N5O2S
1-(2-adamantyl)-2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— N-cyclopentyl-2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C14H18N6O2S
N-cyclopentyl-2-[[5-[(2Z)-2-(furan-2-ylmethylidene)hydrazinyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-[(4-fluorophenyl)methylsulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]-1H-1,2,4-triazol-5-amine —— C14H12FN5OS
3-[(4-fluorophenyl)methylsulfanyl]-N-[(Z)-furan-2-ylmethylideneamino]-1H-1,2,4-triazol-5-amine
—— 1-Acetamido-3-[4-(difluoromethylsulfanyl)phenyl]thiourea —— C10H11F2N3OS2
1-Acetamido-3-[4-(difluoromethylsulfanyl)phenyl]thiourea
—— 2-phenyl-5-[(3R)-pyrrolidin-3-yl]sulfanyl-1,3,4-oxadiazole —— C12H13N3OS
2-phenyl-5-[(3R)-pyrrolidin-3-yl]sulfanyl-1,3,4-oxadiazole
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide —— C18H19ClN4O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(1-cyanocyclohexyl)propanamide
—— (2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide —— C19H24ClN3O2S
(2S)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-ethylpropanamide
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide —— C19H17ClFN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]propanamide
—— 2-phenyl-5-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C13H15N3OS
2-phenyl-5-[[(2S)-pyrrolidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-phenyl-5-[[(2S)-piperidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H17N3OS
2-phenyl-5-[[(2S)-piperidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-phenyl-5-[2-[(2R)-piperidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole —— C15H19N3OS
2-phenyl-5-[2-[(2R)-piperidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N'-acetyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide —— C12H11ClN4O3S
N'-acetyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetohydrazide
—— 2-(4-Chlorophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H9ClN4O3S
2-(4-Chlorophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide —— C18H22ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]propanamide
—— 2-phenyl-5-[[(2R)-piperidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H17N3OS
2-phenyl-5-[[(2R)-piperidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— methyl (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C12H11ClN2O3S
methyl (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C18H22ClN3O2S
(2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— (2R)-N-benzyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C19H18ClN3O2S
(2R)-N-benzyl-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— 2-phenyl-5-[2-[(2S)-piperidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole —— C15H19N3OS
2-phenyl-5-[2-[(2S)-piperidin-2-yl]ethylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide —— C14H18N4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylacetamide
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide —— C20H30N4OS2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-bis(2-methylpropyl)acetamide
—— 2-phenyl-5-[(3S)-pyrrolidin-3-yl]sulfanyl-1,3,4-oxadiazole —— C12H13N3OS
2-phenyl-5-[(3S)-pyrrolidin-3-yl]sulfanyl-1,3,4-oxadiazole
—— 2-phenyl-5-[[(3R)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H17N3OS
2-phenyl-5-[[(3R)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-phenyl-5-[[(3S)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H17N3OS
2-phenyl-5-[[(3S)-piperidin-3-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-phenyl-5-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C13H15N3OS
2-phenyl-5-[[(2R)-pyrrolidin-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— N-cycloheptyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-cycloheptyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3,4-dimethylbenzenesulfonamide —— C22H23NO2S2
N-[4-(2,4-dimethylphenyl)sulfanylphenyl]-3,4-dimethylbenzenesulfonamide
—— [4-[4-(Cyclobutanecarbonyloxy)phenyl]sulfanylphenyl] cyclobutanecarboxylate —— C22H22O4S
[4-[4-(Cyclobutanecarbonyloxy)phenyl]sulfanylphenyl] cyclobutanecarboxylate
—— (3-Cyano-4-imino-2-oxopentyl) 3-(2-chlorophenyl)sulfanylpropanoate —— C15H15ClN2O3S
(3-Cyano-4-imino-2-oxopentyl) 3-(2-chlorophenyl)sulfanylpropanoate
—— [(4R)-octan-4-yl] chloromethanedithioate —— C9H17ClS2
[(4R)-octan-4-yl] chloromethanedithioate
—— (4R)-4-bromo-4H-pyrazole-3-carbothioamide —— C4H4BrN3S
(4R)-4-bromo-4H-pyrazole-3-carbothioamide
—— (4S)-4-bromo-4H-pyrazole-3-carbothioamide —— C4H4BrN3S
(4S)-4-bromo-4H-pyrazole-3-carbothioamide
—— 2-Ethanimidoyl-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile —— C10H10N4OS
2-Ethanimidoyl-3-oxo-4-pyrimidin-2-ylsulfanylbutanenitrile
—— 4-[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethoxy]benzamide —— C21H17ClN2O3S
4-[2-[2-(4-Chlorophenyl)sulfanylanilino]-2-oxoethoxy]benzamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-chlorophenyl)sulfanylpropanamide —— C21H28ClNOS
N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-chlorophenyl)sulfanylpropanamide
—— 2-{[3-(2-Methylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-(2-phenylethyl)acetamide —— C28H24N4O2S3
2-{[3-(2-Methylphenyl)-7-oxo-6-phenyl-2-sulfanylidene-2H,3H,6H,7H-[1,3]thiazolo[4,5-D]pyrimidin-5-YL]sulfanyl}-N-(2-phenylethyl)acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide —— C21H28FNOS
N-[(1R)-1-(1-adamantyl)ethyl]-3-(4-fluorophenyl)sulfanylpropanamide
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C13H19F3N4OS
N-[(1S,2S)-2-methylcyclohexyl]-2-[[4-methyl-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]cyclopropanecarboxamide —— C18H19NOS
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]cyclopropanecarboxamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-(4-methylphenoxy)propanamide —— C24H25NO2S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-3-(4-methylphenoxy)propanamide
—— N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(6-methoxy-1-benzofuran-3-yl)acetamide —— C25H23NO3S
N-[4-(2,5-dimethylphenyl)sulfanylphenyl]-2-(6-methoxy-1-benzofuran-3-yl)acetamide
—— 2-(3,4-dimethylphenyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]acetamide —— C24H25NOS
2-(3,4-dimethylphenyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]acetamide