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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-methyl-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H13N3S2
N-methyl-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C10H18N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— N-methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C13H12N4S3
N-methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C10H9N5O2S2
5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H26N4OS2
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H20N4OS2
N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(4-fluorophenyl)methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C12H13FN4OS2
N-[(4-fluorophenyl)methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-Ethanimidoyl-4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile —— C9H11N5OS2
2-Ethanimidoyl-4-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-oxobutanenitrile
—— N-benzyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C20H22N4OS2
N-benzyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— ethyl 2,5-dimethyl-4-[2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C14H18N4O3S2
ethyl 2,5-dimethyl-4-[2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-cyclohexyl-N-ethyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H22N4OS2
N-cyclohexyl-N-ethyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-N-ethyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H18N4OS2
N-benzyl-N-ethyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 1-(1-Adamantyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C15H21N3OS2
1-(1-Adamantyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide —— C17H16N4OS3
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-phenylsulfanylphenyl)acetamide
—— 1-(5-Chlorothiophen-2-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C9H8ClN3OS3
1-(5-Chlorothiophen-2-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— N,N-dibenzyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C19H20N4OS2
N,N-dibenzyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[2-(4-fluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H15FN4OS2
N-[2-(4-fluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide —— C14H18N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-phenylpropyl)acetamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C13H16N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— 2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C13H16N4OS2
2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C13H16N4O2S2
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— [2-[(2-Fluorophenyl)methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C19H20FNO3S
[2-[(2-Fluorophenyl)methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C22H28N2O3S
[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C21H26N2O3S
[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C23H25NO3S
[2-oxo-2-(4-phenyl-3,6-dihydro-2H-pyridin-1-yl)ethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [5-(Furan-2-yl)-1,2-oxazol-3-yl]methyl 2-(2,5-dimethylphenyl)sulfanylacetate —— C18H17NO4S
[5-(Furan-2-yl)-1,2-oxazol-3-yl]methyl 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate —— C20H22FNO3S
[2-[2-(2-Fluorophenyl)ethylamino]-2-oxoethyl] 2-(2,5-dimethylphenyl)sulfanylacetate
—— [2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 2-methylpropanoate —— C14H18BrNO3S
[2-[2-(4-Bromophenyl)sulfanylethylamino]-2-oxoethyl] 2-methylpropanoate
—— 4-methyl-3-[2-[(3S)-3-methylpiperidin-1-yl]pyrimidin-4-yl]-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine —— C16H20N8S
4-methyl-3-[2-[(3S)-3-methylpiperidin-1-yl]pyrimidin-4-yl]-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C18H19N6OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C17H24N4OS3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide —— C21H23N3OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-(4-methylphenyl)-1,3-thiazol-2-yl]sulfanyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C19H20N6OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 3-[2-[(3S,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]-4-methyl-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine —— C17H22N8S
3-[2-[(3S,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]-4-methyl-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide —— C19H21N6OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[[4-(dimethylamino)phenyl]methyl]-N-methylacetamide
—— 3-[2-[(3R,5R)-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]-4-methyl-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine —— C17H22N8S
3-[2-[(3R,5R)-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]-4-methyl-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine
—— 4-methyl-3-[2-[(3R)-3-methylpiperidin-1-yl]pyrimidin-4-yl]-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine —— C16H20N8S
4-methyl-3-[2-[(3R)-3-methylpiperidin-1-yl]pyrimidin-4-yl]-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine
—— 3-[2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]-4-methyl-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine —— C17H22N8S
3-[2-[(3R,5S)-3,5-dimethylpiperidin-1-yl]pyrimidin-4-yl]-4-methyl-7-methylsulfanyl-[1,2,4]triazolo[5,1-c][1,2,4]triazine
—— N-[[4-(dimethylamino)phenyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C16H19N3O2S
N-[[4-(dimethylamino)phenyl]methyl]-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-(4-methylphenyl)-4-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-thiazol-2-amine —— C16H18N4S4
N-(4-methylphenyl)-4-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-thiazol-2-amine
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H22N4OS3
N-[[4-(dimethylamino)phenyl]methyl]-2-[(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide —— C17H21N3O2S
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylacetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C19H27N5O3S
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C16H21N5O2S3
2-[[5-[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C18H27N5O3S
N-[[4-(dimethylamino)phenyl]methyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C21H25N5OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C22H27N5O2S
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-oxo-4-(2-phenylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H19N5O2S3
2-[[5-[2-[[4-(Dimethylamino)phenyl]methylamino]-2-oxoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— (5R)-9-(2-amino-6-thiophen-2-ylsulfanylpyrimidin-4-yl)-3-methyl-1-oxa-3,9-diazaspiro[4.5]decan-2-one —— C16H19N5O2S2
(5R)-9-(2-amino-6-thiophen-2-ylsulfanylpyrimidin-4-yl)-3-methyl-1-oxa-3,9-diazaspiro[4.5]decan-2-one
—— (5S)-3-methyl-7-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one —— C15H19N5O3S
(5S)-3-methyl-7-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-1-oxa-3,7-diazaspiro[4.4]nonan-2-one