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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
—— methyl (2R)-2-(4-tert-butyl-1-methyl-6-oxopyrimidin-2-yl)sulfanylpropanoate —— C13H20N2O3S
methyl (2R)-2-(4-tert-butyl-1-methyl-6-oxopyrimidin-2-yl)sulfanylpropanoate
—— 4-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]but-2-ynyl (4aR,8aR)-2-oxo-4a,8a-dihydrochromene-3-carboxylate —— C20H14N2O6S
4-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]but-2-ynyl (4aR,8aR)-2-oxo-4a,8a-dihydrochromene-3-carboxylate
—— 4-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]but-2-ynyl (4aS,8aR)-2-oxo-4a,8a-dihydrochromene-3-carboxylate —— C20H14N2O6S
4-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]but-2-ynyl (4aS,8aR)-2-oxo-4a,8a-dihydrochromene-3-carboxylate
—— (3S)-3-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C18H24N4O2S
(3S)-3-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— 2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C21H32FN5OS
2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— [(1S)-1-[4-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C22H28ClN4S+
[(1S)-1-[4-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (6-methyl-3-(methylthio)-5-oxo-1,2,4-triazin-4(5H)-yl)methyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate —— C17H15ClN4O4S
(6-methyl-3-(methylthio)-5-oxo-1,2,4-triazin-4(5H)-yl)methyl 3-(2-chlorophenyl)-5-methylisoxazole-4-carboxylate
—— [(1S)-1-[4-butyl-5-[2-(cyclopentylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H34N5OS+
[(1S)-1-[4-butyl-5-[2-(cyclopentylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (3R)-3-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C18H24N4O2S
(3R)-3-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (2R)-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide —— C17H31N5OS
(2R)-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopropylpropanamide
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C21H33N5OS
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— [(1S)-1-[4-butyl-5-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C17H34N5OS+
[(1S)-1-[4-butyl-5-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— 2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C17H27N5OS
2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— 2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide —— C21H32FN5OS
2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(4-fluorophenyl)ethyl]acetamide
—— N-benzyl-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H31N5OS
N-benzyl-2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-(furan-2-ylmethyl)-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide —— C16H14N4O2S
N-(furan-2-ylmethyl)-2-((6-(pyridin-4-yl)pyridazin-3-yl)thio)acetamide
—— [(1S)-1-[4-benzyl-5-[2-(cyclopropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C19H28N5OS+
[(1S)-1-[4-benzyl-5-[2-(cyclopropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1S)-1-[4-benzyl-5-[(2,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C23H31N4S+
[(1S)-1-[4-benzyl-5-[(2,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (1S)-1-[4-benzyl-5-[(2,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C23H30N4S
(1S)-1-[4-benzyl-5-[(2,5-dimethylphenyl)methylsulfanyl]-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— 2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C21H33N5OS
2-[[4-butyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— 2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide —— C20H34N6OS
2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-(1-cyanocyclohexyl)acetamide
—— [(1R)-1-[4-butyl-5-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C17H34N5OS+
[(1R)-1-[4-butyl-5-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2S)-2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5OS
(2S)-2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— [(1R)-1-[4-benzyl-5-[(1S)-1-cyanoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C17H24N5S+
[(1R)-1-[4-benzyl-5-[(1S)-1-cyanoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2R)-2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C17H25N5OS
(2R)-2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]propanamide
—— (1S)-1-[4-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine —— C22H27ClN4S
(1S)-1-[4-benzyl-5-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,2,4-triazol-3-yl]-N,N-dimethylpropan-1-amine
—— tert-butyl 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H30N4O2S
tert-butyl 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— 2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide —— C19H29N5OS
2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-propylacetamide
—— [(1S)-1-[4-benzyl-5-[(3R)-2-oxooxolan-3-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C18H25N4O2S+
[(1S)-1-[4-benzyl-5-[(3R)-2-oxooxolan-3-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— [(1R)-1-[5-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C17H26N5OS+
[(1R)-1-[5-[(2R)-1-amino-1-oxopropan-2-yl]sulfanyl-4-benzyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— N-benzyl-2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C20H31N5OS
N-benzyl-2-[[4-butyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— [(1S)-1-[4-benzyl-5-[(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C22H30N5O2S+
[(1S)-1-[4-benzyl-5-[(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2R)-2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C21H31N5OS
(2R)-2-[[4-benzyl-5-[(1S)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— tert-butyl 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C20H30N4O2S
tert-butyl 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— [(1S)-1-[4-butyl-5-[(3R)-3-cyano-4-imino-2-oxopentyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C17H29N6OS+
[(1S)-1-[4-butyl-5-[(3R)-3-cyano-4-imino-2-oxopentyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (3-Cyano-4-imino-2-oxopentyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate —— C16H21N5O3S2
(3-Cyano-4-imino-2-oxopentyl) 2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetate
—— [5-(2-Fluorophenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium —— C15H17FN5OS+
[5-(2-Fluorophenyl)furan-2-yl]methyl-[2-(1-methyltetrazol-5-yl)sulfanylethyl]azanium
—— Dimethyl-[[5-[(6-methyl-2-pyrrolidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-2-sulfanylidene-1,3,4-oxadiazol-3-yl]methyl]azanium —— C15H23N6OS2+
Dimethyl-[[5-[(6-methyl-2-pyrrolidin-1-ylpyrimidin-4-yl)sulfanylmethyl]-2-sulfanylidene-1,3,4-oxadiazol-3-yl]methyl]azanium
—— 4-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile —— C19H17N5O2S
4-[[4-Benzyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-2-ethanimidoyl-3-oxobutanenitrile
—— (2S)-2-ethanimidoyl-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanenitrile —— C14H15N5OS2
(2S)-2-ethanimidoyl-4-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-3-oxobutanenitrile
—— methyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-butylphenyl)propanoate —— C16H21N3O2S2
methyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-(4-butylphenyl)propanoate
—— ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-phenylpropanoate —— C13H15N3O2S2
ethyl (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-phenylpropanoate
—— ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-phenylpropanoate —— C13H15N3O2S2
ethyl (2S)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-3-phenylpropanoate
—— 4-[2-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]morpholin-4-ium —— C13H17N4O2S+
4-[2-[(5-Pyridin-3-yl-1,3,4-oxadiazol-2-yl)sulfanyl]ethyl]morpholin-4-ium
—— 2-(4-chlorophenyl)sulfanyl-N-(heptan-4-ylideneamino)acetamide —— C15H21ClN2OS
2-(4-chlorophenyl)sulfanyl-N-(heptan-4-ylideneamino)acetamide
—— 2-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-pyridin-4-yl-1,3,4-oxadiazole —— C11H9Cl2N3OS
2-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-5-pyridin-4-yl-1,3,4-oxadiazole
—— (8R,8aR)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile —— C21H22N5S+
(8R,8aR)-2-ethyl-6-imino-8-(4-methylsulfanylphenyl)-1,2,3,5,8,8a-hexahydroisoquinolin-2-ium-5,7,7-tricarbonitrile
—— 3,6-Dimethyl-5-[(4-methylphenyl)methyl]-2-prop-2-enylsulfanylpyrimidin-4-one —— C17H20N2OS
3,6-Dimethyl-5-[(4-methylphenyl)methyl]-2-prop-2-enylsulfanylpyrimidin-4-one
—— 3-(4-methylphenyl)sulfanyl-4-(2-methylpropyl)-2-nitro-5-propan-2-yl-3H-pyrrole —— C18H24N2O2S
3-(4-methylphenyl)sulfanyl-4-(2-methylpropyl)-2-nitro-5-propan-2-yl-3H-pyrrole
—— 7,7-dimethyl-4-N-propan-2-yl-6,8-dihydropyrimido[4,5-b][1,4]benzothiazin-1-ium-4,9-diamine —— C15H22N5S+
7,7-dimethyl-4-N-propan-2-yl-6,8-dihydropyrimido[4,5-b][1,4]benzothiazin-1-ium-4,9-diamine