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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-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate —— C22H22N2O4S
[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl] 2-(2-cyanophenyl)sulfanylbenzoate
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H20ClN3O2S
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(3,4-Dimethylphenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C21H19N3OS2
2-(3,4-Dimethylphenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C23H27N3O2S
(2R)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— Methyl 2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate —— C16H18N2O3S
Methyl 2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylacetate
—— (2S)-N-cyclopropyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H19N3O2S
(2S)-N-cyclopropyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cyclopropyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H19N3O2S
(2R)-N-cyclopropyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C18H21ClN4OS
2-(4-chloro-6-pyrrolidin-1-ylpyrimidin-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— (2S)-N-cyclohexyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H25N3O2S
(2S)-N-cyclohexyl-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— Ethyl 4-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylbutanoate —— C19H24N2O3S
Ethyl 4-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanylbutanoate
—— Ethyl 4-(1-methyl-6-oxo-4-propan-2-ylpyrimidin-2-yl)sulfanylbutanoate —— C14H22N2O3S
Ethyl 4-(1-methyl-6-oxo-4-propan-2-ylpyrimidin-2-yl)sulfanylbutanoate
—— 6-Tert-butyl-2-[(2,5-difluorophenyl)methylsulfanyl]-3-methylpyrimidin-4-one —— C16H18F2N2OS
6-Tert-butyl-2-[(2,5-difluorophenyl)methylsulfanyl]-3-methylpyrimidin-4-one
—— (2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C23H27N3O2S
(2S)-2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— Propyl 2-[6-amino-3,5-dicyano-4-(furan-2-yl)pyridin-1-ium-2-yl]sulfanylacetate —— C16H15N4O3S+
Propyl 2-[6-amino-3,5-dicyano-4-(furan-2-yl)pyridin-1-ium-2-yl]sulfanylacetate
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C18H20N4O2S2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— (2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C18H20N4O2S2
(2S)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— N-(2-cyanoethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C13H12N4OS3
N-(2-cyanoethyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H24N4O2S2
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— Tert-butyl 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C14H16N2O2S3
Tert-butyl 2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C15H19N5O2S2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C14H15N3O3S4
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 3-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one —— C16H19N5OS2
3-[[2-(4-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-4-propyl-1H-1,2,4-triazol-5-one
—— 2-((5-(Pyridin-3-yl)-1,3,4-oxadiazol-2-yl)thio)-1-(pyrrolidin-1-yl)ethanone —— C13H14N4O2S
2-((5-(Pyridin-3-yl)-1,3,4-oxadiazol-2-yl)thio)-1-(pyrrolidin-1-yl)ethanone
—— ethyl 4-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate —— C21H23N3O4S
ethyl 4-[2-[[5-(3,4-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate
—— 1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone —— C18H15N5O2S
1-(5-Phenyl-3,4-dihydropyrazol-2-yl)-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethanone
—— N-[(1R)-1-phenylethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H16N4O2S
N-[(1R)-1-phenylethyl]-2-[(5-pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— methyl (2R)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C17H19FN2O3S
methyl (2R)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H26N4OS2
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[[5-(3-methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— methyl (2S)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate —— C17H19FN2O3S
methyl (2S)-2-[5-[(3-fluorophenyl)methyl]-1,4-dimethyl-6-oxopyrimidin-2-yl]sulfanylpropanoate
—— (2R,6S)-2,6-dimethyl-4-(4-phenylsulfanylbutyl)morpholin-4-ium —— C16H26NOS+
(2R,6S)-2,6-dimethyl-4-(4-phenylsulfanylbutyl)morpholin-4-ium
—— 4-(4-Phenylsulfanylbutyl)morpholin-4-ium —— C14H22NOS+
4-(4-Phenylsulfanylbutyl)morpholin-4-ium
—— (R)-[4-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-phenylmethanol —— C19H17N5O2S
(R)-[4-methyl-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,2,4-triazol-3-yl]-phenylmethanol
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide —— C15H23N3O2S
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetamide
—— 2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide —— C18H26N4O2S
2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R,2S)-2-methylcyclohexyl]acetamide
—— N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H22N4O4S
N-(furan-2-ylmethyl)-2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C18H26N4O2S
2-[[4-ethyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— N-[(2S)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H26N4O2S
N-[(2S)-butan-2-yl]-2-[[5-(2-methylfuran-3-yl)-4-[(1S)-1-phenylethyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylethanone —— C18H24N4O4S
2-[[5-(2-methylfuran-3-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-1-morpholin-4-ylethanone
—— (2R)-N-[(Z)-4-oxopentan-2-ylideneamino]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H17N5O3S
(2R)-N-[(Z)-4-oxopentan-2-ylideneamino]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 3-[4-amino-3-[(2-chlorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoic Acid —— C13H13ClN4O3S
3-[4-amino-3-[(2-chlorophenyl)methylsulfanyl]-5-oxo-1,2,4-triazin-6-yl]propanoic Acid
—— 1-(3,4-Difluorophenyl)-3-[(2-fluorophenyl)methylsulfanyl]pyrazin-2-one —— C17H11F3N2OS
1-(3,4-Difluorophenyl)-3-[(2-fluorophenyl)methylsulfanyl]pyrazin-2-one
—— 1-(3,4-difluorophenyl)-3-((4-methylbenzyl)thio)pyrazin-2(1H)-one —— C18H14F2N2OS
1-(3,4-difluorophenyl)-3-((4-methylbenzyl)thio)pyrazin-2(1H)-one
—— N-benzyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide —— C19H15F2N3O2S
N-benzyl-2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanylacetamide
—— 2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-fluorophenyl)methyl]acetamide —— C19H14F3N3O2S
2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-[(4-fluorophenyl)methyl]acetamide
—— 3-(Benzylsulfanyl)-1-(3,4-difluorophenyl)-1,2-dihydropyrazin-2-one —— C17H12F2N2OS
3-(Benzylsulfanyl)-1-(3,4-difluorophenyl)-1,2-dihydropyrazin-2-one
—— 2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-(3-methylbutyl)acetamide —— C17H19F2N3O2S
2-[4-(3,4-difluorophenyl)-3-oxopyrazin-2-yl]sulfanyl-N-(3-methylbutyl)acetamide
—— (2S)-N-[2-[(2-chlorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylpropanamide —— C18H19Cl2NOS2
(2S)-N-[2-[(2-chlorophenyl)methylsulfanyl]ethyl]-2-(4-chlorophenyl)sulfanylpropanamide
—— Methyl 2-[6-amino-3,5-dicyano-4-(2-methylpropyl)pyridin-1-ium-2-yl]sulfanylacetate —— C14H17N4O2S+
Methyl 2-[6-amino-3,5-dicyano-4-(2-methylpropyl)pyridin-1-ium-2-yl]sulfanylacetate
—— 2-(4-methylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]ethanamine —— C14H21NOS
2-(4-methylphenyl)sulfanyl-N-[[(2R)-oxolan-2-yl]methyl]ethanamine
—— 2-(4-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]ethanamine —— C14H21NOS
2-(4-methylphenyl)sulfanyl-N-[[(2S)-oxolan-2-yl]methyl]ethanamine