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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-[4-(4-bromophenyl)sulfanylphenyl]-4-oxopentanamide —— C17H16BrNO2S
N-[4-(4-bromophenyl)sulfanylphenyl]-4-oxopentanamide
—— N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-4-oxopentanamide —— C19H21NO2S
N-[4-(3,4-dimethylphenyl)sulfanylphenyl]-4-oxopentanamide
—— 2-[(3aR,7aS)-1,3-dioxo-3a,4,7,7a-tetrahydroisoindol-2-yl]-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide —— C24H24N2O3S
2-[(3aR,7aS)-1,3-dioxo-3a,4,7,7a-tetrahydroisoindol-2-yl]-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide
—— 2-[(3aS,7aS)-1,3-dioxo-3a,4,7,7a-tetrahydroisoindol-2-yl]-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide —— C24H24N2O3S
2-[(3aS,7aS)-1,3-dioxo-3a,4,7,7a-tetrahydroisoindol-2-yl]-N-[4-(3,4-dimethylphenyl)sulfanylphenyl]acetamide
—— (2R)-N-ethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H20N4OS2
(2R)-N-ethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(4-ethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(4-ethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-N-ethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C15H20N4OS2
(2S)-N-ethyl-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(4-ethylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(4-ethylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C15H20N4OS2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— 2-[[5-(4-Ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C12H15N3OS2
2-[[5-(4-Ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C11H13N3OS2
2-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 2-[[5-(2,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C12H15N3OS2
2-[[5-(2,4-Dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 2-[[5-(4-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C11H13N3OS2
2-[[5-(4-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 5-[[(2S)-oxolan-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C13H15N3OS2
5-[[(2S)-oxolan-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 2-[[5-(2-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol —— C11H13N3OS2
2-[[5-(2-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanol
—— 5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-phenyl-1,3,4-thiadiazol-2-amine —— C19H17N5OS2
5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-phenyl-1,3,4-thiadiazol-2-amine
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide —— C13H16N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-ethylpropanamide
—— 5-[[(2R)-oxolan-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C13H15N3OS2
5-[[(2R)-oxolan-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— (2R)-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2R)-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N,N-dimethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2S)-N,N-dimethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(3-methylphenyl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(3-methylphenyl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— (2S)-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2S)-N-ethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N,N-dimethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2R)-N,N-dimethyl-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine —— C19H16FN5OS2
5-[(1S)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-(3-methylphenyl)-1,3,4-thiadiazol-2-amine
—— N-(3-methylphenyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C20H19N5OS2
N-(3-methylphenyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— [2-(benzylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H17N3O4S
[2-(benzylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— (2-morpholin-4-yl-2-oxoethyl) 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C15H17N3O5S
(2-morpholin-4-yl-2-oxoethyl) 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-[(2-chlorophenyl)methylamino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H16ClN3O4S
[2-[(2-chlorophenyl)methylamino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C20H18N4O4S
[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-(1-adamantylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C21H25N3O4S
[2-(1-adamantylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-oxo-2-(propan-2-ylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C14H17N3O4S
[2-oxo-2-(propan-2-ylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H19N3O4S
[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-(4-methylphenyl)-1,3-thiazol-4-yl]methyl 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C20H17N3O3S2
[2-(4-methylphenyl)-1,3-thiazol-4-yl]methyl 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C13H12F3N3O4S
[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H23N3O4S
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C15H17N3O4S
[(2S)-1-(cyclopropylamino)-1-oxopropan-2-yl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C20H23N3O4S
[2-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-oxo-2-(pentan-3-ylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C16H21N3O4S
[2-oxo-2-(pentan-3-ylamino)ethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— (5-phenyl-1,3,4-oxadiazol-2-yl)methyl 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C18H14N4O4S
(5-phenyl-1,3,4-oxadiazol-2-yl)methyl 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-(2-methylpropylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C15H19N3O4S
[2-(2-methylpropylamino)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methyl 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C16H12N4O5S
[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methyl 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— [2-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate —— C20H21N3O4S
[2-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-oxoethyl] 2-[(3-cyano-4-methyl-6-oxo-1H-pyridin-2-yl)sulfanyl]acetate
—— N-(2,3-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(2,3-dimethylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— N-(4-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H17N3OS2
N-(4-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine —— C19H16FN5OS2
5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-(2-methylphenyl)-1,3,4-thiadiazol-2-amine
—— (2S)-N-ethyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2S)-N-ethyl-2-[[5-(4-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(2,4-dimethylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C15H19N3OS2
N-(2,4-dimethylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2S)-N,N-dimethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H18N4OS2
(2S)-N,N-dimethyl-2-[[5-(2-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide —— C15H20N4OS2
(2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-dimethylpropanamide
—— (2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C15H20N4OS2
(2R)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-ethylpropanamide