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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)-2-pyridin-2-ylsulfanyl-N-(2-thiophen-2-ylethyl)propanamide —— C14H16N2OS2
(2S)-2-pyridin-2-ylsulfanyl-N-(2-thiophen-2-ylethyl)propanamide
—— 2-[(1S)-cyclopent-2-en-1-yl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C16H21NOS
2-[(1S)-cyclopent-2-en-1-yl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[(1R)-cyclopent-2-en-1-yl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide —— C16H21NOS
2-[(1R)-cyclopent-2-en-1-yl]-N-methyl-N-[(4-methylsulfanylphenyl)methyl]acetamide
—— 2-[(1R)-cyclopent-2-en-1-yl]-N-(3-phenylsulfanylpropyl)acetamide —— C16H21NOS
2-[(1R)-cyclopent-2-en-1-yl]-N-(3-phenylsulfanylpropyl)acetamide
—— 4-[(Z)-(4-anilinophenyl)methylideneamino]-3-benzylsulfanyl-1H-1,2,4-triazole-5-thione —— C22H19N5S2
4-[(Z)-(4-anilinophenyl)methylideneamino]-3-benzylsulfanyl-1H-1,2,4-triazole-5-thione
—— methyl 5-[(2R)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H23N3O4S
methyl 5-[(2R)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— methyl 5-[(2S)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C19H23N3O4S
methyl 5-[(2S)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-thiophen-2-yl-5-[(1S)-1-(2,4,6-trimethylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C17H18N2OS2
2-thiophen-2-yl-5-[(1S)-1-(2,4,6-trimethylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— ethyl 5-[(2R)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H25N3O4S
ethyl 5-[(2R)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(4-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H16N2O2S
2-(4-methylphenyl)-5-[[(2R)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 2-thiophen-2-yl-5-[(1R)-1-(2,4,6-trimethylphenyl)sulfanylethyl]-1,3,4-oxadiazole —— C17H18N2OS2
2-thiophen-2-yl-5-[(1R)-1-(2,4,6-trimethylphenyl)sulfanylethyl]-1,3,4-oxadiazole
—— N-[(2S)-2-(5-methylfuran-2-yl)-2-pyrrolidin-1-ylethyl]-2-pyridin-4-ylsulfanylacetamide —— C18H23N3O2S
N-[(2S)-2-(5-methylfuran-2-yl)-2-pyrrolidin-1-ylethyl]-2-pyridin-4-ylsulfanylacetamide
—— ethyl 5-[(2S)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H25N3O4S
ethyl 5-[(2S)-2-[2-(2-amino-2-oxoethyl)sulfanylanilino]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(4-methylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C14H16N2O2S
2-(4-methylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C11H14N4S
(2S)-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— N-[(2R)-2-(5-methylfuran-2-yl)-2-pyrrolidin-1-ylethyl]-2-pyridin-4-ylsulfanylacetamide —— C18H23N3O2S
N-[(2R)-2-(5-methylfuran-2-yl)-2-pyrrolidin-1-ylethyl]-2-pyridin-4-ylsulfanylacetamide
—— (2S)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C8H10F3N3OS3
(2S)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-methylsulfanyl-1,3,4-thiadiazole —— C11H11ClN2S3
2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-methylsulfanyl-1,3,4-thiadiazole
—— 2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-methylsulfanyl-1,3,4-thiadiazole —— C11H11ClN2S3
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-methylsulfanyl-1,3,4-thiadiazole
—— (2R)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C8H10F3N3OS3
(2R)-2-[(5-methylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-3-(4-methylphenyl)-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C15H14N6OS
(2R)-3-(4-methylphenyl)-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2S)-3-(4-methylphenyl)-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C15H14N6OS
(2S)-3-(4-methylphenyl)-2-[[5-(1,2,4-triazol-1-ylmethyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile —— C11H14N4S
(2R)-2-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]propanenitrile
—— (2R)-N-[(2S)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide —— C15H23NOS
(2R)-N-[(2S)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide
—— (2S)-N-[(2R)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide —— C15H23NOS
(2S)-N-[(2R)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide
—— N-[(4-chlorophenyl)methyl]-2-(2,5-difluorophenyl)sulfanylacetamide —— C15H12ClF2NOS
N-[(4-chlorophenyl)methyl]-2-(2,5-difluorophenyl)sulfanylacetamide
—— (2S)-N-[(2S)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide —— C15H23NOS
(2S)-N-[(2S)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide
—— 2-[(1S)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C16H19N5O2S
2-[(1S)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— (2R)-N-[(2R)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide —— C15H23NOS
(2R)-N-[(2R)-3-methylbutan-2-yl]-2-(4-methylphenyl)sulfanylpropanamide
—— 2-(3,5-dimethylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole —— C15H18N2O2S
2-(3,5-dimethylphenyl)-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,3,4-oxadiazole
—— 5-[3-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propyl]-3-thiophen-2-yl-1,2,4-oxadiazole —— C15H19N5O2S2
5-[3-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propyl]-3-thiophen-2-yl-1,2,4-oxadiazole
—— N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-phenylsulfanylacetamide —— C16H23NO3S2
N-butyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-phenylsulfanylacetamide
—— 2-[(1R)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole —— C16H19N5O2S
2-[(1R)-1-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-5-phenyl-1,3,4-oxadiazole
—— N-[(2R)-3-methylbutan-2-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide —— C13H17F3N2OS
N-[(2R)-3-methylbutan-2-yl]-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylacetamide
—— N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-phenylsulfanylacetamide —— C16H23NO3S2
N-butyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-phenylsulfanylacetamide
—— 1-[(1R)-2,2-dimethylcyclopentyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea —— C15H30N2O3S
1-[(1R)-2,2-dimethylcyclopentyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea
—— 1-[(1S)-2,2-dimethylcyclopentyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea —— C15H30N2O3S
1-[(1S)-2,2-dimethylcyclopentyl]-3-(2,2-dimethyl-4-methylsulfonylbutyl)urea
—— 2-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazole —— C21H16ClN3O2S
2-[(Z)-1-chloro-2-(4-methylsulfanylphenyl)ethenyl]-5-(5-methyl-3-phenyl-1,2-oxazol-4-yl)-1,3,4-oxadiazole
—— [(2S)-oxolan-2-yl]methyl (2S)-2-phenylsulfanylpropanoate —— C14H18O3S
[(2S)-oxolan-2-yl]methyl (2S)-2-phenylsulfanylpropanoate
—— [(2S)-oxolan-2-yl]methyl (2R)-2-phenylsulfanylpropanoate —— C14H18O3S
[(2S)-oxolan-2-yl]methyl (2R)-2-phenylsulfanylpropanoate
—— [(2R)-oxolan-2-yl]methyl (2R)-2-phenylsulfanylpropanoate —— C14H18O3S
[(2R)-oxolan-2-yl]methyl (2R)-2-phenylsulfanylpropanoate
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C17H23FN4O2S
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— [(2R)-oxolan-2-yl]methyl (2S)-2-phenylsulfanylpropanoate —— C14H18O3S
[(2R)-oxolan-2-yl]methyl (2S)-2-phenylsulfanylpropanoate
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C17H23FN4O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C16H25N5O2S
(2R)-N-(1-cyanocyclohexyl)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-pyridin-4-ylsulfanylacetamide —— C17H21N3OS
N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-pyridin-4-ylsulfanylacetamide
—— 4-(3-methoxypropyl)-3-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C14H19N3OS
4-(3-methoxypropyl)-3-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— (2S)-2-(2-methoxyethylsulfonyl)-N-(2-methylbutan-2-yl)propanamide —— C11H23NO4S
(2S)-2-(2-methoxyethylsulfonyl)-N-(2-methylbutan-2-yl)propanamide
—— (2R)-N-cyclohexyl-N,3-dimethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanamide —— C22H32N4O2S
(2R)-N-cyclohexyl-N,3-dimethyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]butanamide
—— 2-[[5-cyclohexyl-4-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C21H28N5O2S-
2-[[5-cyclohexyl-4-[(Z)-[4-(diethylamino)phenyl]methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate