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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
—— (2S)-N,N-dimethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H17N3O2S
(2S)-N,N-dimethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [(1R)-2-(2-chloro-4-nitroanilino)-2-oxo-1-phenylethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C28H18ClN3O5S
[(1R)-2-(2-chloro-4-nitroanilino)-2-oxo-1-phenylethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— [(1S)-2-(2-chloro-4-nitroanilino)-2-oxo-1-phenylethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C28H18ClN3O5S
[(1S)-2-(2-chloro-4-nitroanilino)-2-oxo-1-phenylethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— 3-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazol-4-amine —— C16H15ClN4O3S
3-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(furan-2-yl)-1,2,4-triazol-4-amine
—— (2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide —— C13H14BrN3O2S
(2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-ethylpropanamide
—— 2-(4-fluorophenyl)-5-[(1R)-1-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole —— C19H15FN4O2S
2-(4-fluorophenyl)-5-[(1R)-1-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethyl]-1,3,4-oxadiazole
—— [2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C29H20ClN3O4S
[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— 2-(furan-2-yl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C17H14N4O3S
2-(furan-2-yl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— (2R)-N,N-dimethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H17N3O2S
(2R)-N,N-dimethyl-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H21N3O5S2
N-cyclopentyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-1-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C17H24N4O2S2
(2R)-1-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— (2S)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ylpropan-2-ol —— C15H20N4O2S2
(2S)-1-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-morpholin-4-ylpropan-2-ol
—— 2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C18H14ClFN2O3S
2-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— N-phenyl-5-(2-pyridin-4-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine —— C15H14N4S2
N-phenyl-5-(2-pyridin-4-ylethylsulfanyl)-1,3,4-thiadiazol-2-amine
—— (2S)-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H14N4OS2
(2S)-N-ethyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide —— C15H20N4OS
(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-ethylpropanamide
—— (2R)-N-cycloheptyl-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H24N4OS
(2R)-N-cycloheptyl-2-[(4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-(4-methylphenyl)-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole —— C17H15N5OS2
2-(4-methylphenyl)-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,3,4-oxadiazole
—— 3-[5-[2-(2-Fluorophenyl)sulfanylethylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide —— C14H17FN4OS2
3-[5-[2-(2-Fluorophenyl)sulfanylethylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[Cyclohexen-1-yl(cyclopropyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C17H25N5O2S
3-[5-[2-[Cyclohexen-1-yl(cyclopropyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C20H21ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 3-[4-Methyl-5-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C12H17N5O3S
3-[4-Methyl-5-[2-oxo-2-(2-oxopyrrolidin-1-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide —— C16H19ClN4O3S
3-[5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide —— C19H27N5O2S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]propanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide —— C20H21ClN4O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[3-(N-methylanilino)propyl]acetamide
—— 3-[4-Methyl-5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C10H14N6O2S
3-[4-Methyl-5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C11H18N4O2S
3-[4-methyl-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[Cyclohexen-1-yl(ethyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C16H25N5O2S
3-[5-[2-[Cyclohexen-1-yl(ethyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C17H27N5O2S
(2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— [2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate —— C29H23ClN2O4S
[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] (2R)-2-phenyl-2-phenylsulfanylacetate
—— 3-[5-[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C16H20ClN5O2S
3-[5-[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C17H20N6O2S
3-[4-methyl-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide —— C15H24N6O2S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]propanamide
—— [2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C29H23ClN2O4S
[2-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— 3-[5-[(1S)-1-cyanoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C9H13N5OS
3-[5-[(1S)-1-cyanoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Methyl-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C14H18N4OS2
3-[4-Methyl-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[2-oxo-2-[[(2R)-4-phenylbutan-2-yl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C18H25N5O2S
3-[4-methyl-5-[2-oxo-2-[[(2R)-4-phenylbutan-2-yl]amino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C15H25N5O2S
3-[4-methyl-5-[2-[[(1S,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C12H13N5O2S2
5-[[5-(2,5-dimethylfuran-3-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— 3-[4-methyl-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C12H20N4O2S
3-[4-methyl-5-[[(2S)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C14H18N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— N-[(2-bromophenyl)methyl]-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H15BrN4OS2
N-[(2-bromophenyl)methyl]-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C13H14ClN3O2S2
5-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— [2-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate —— C29H23ClN2O4S
[2-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-oxoethyl] (2S)-2-phenyl-2-phenylsulfanylacetate
—— 3-[4-Methyl-5-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C13H14N6O2S2
3-[4-Methyl-5-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C18H26N6O2S
3-[5-[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-(2-Ethoxyethylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]propanamide —— C10H18N4O2S
3-[5-(2-Ethoxyethylsulfanyl)-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C13H16N4OS3
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— 1-[1-(3-Methoxypropyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C15H22N4O2S2
1-[1-(3-Methoxypropyl)-2,5-dimethylpyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— Ethyl 2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate —— C10H16N4O3S
Ethyl 2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]acetate