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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-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C18H24N2O2S
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-(1-Adamantyl)-5-[(4-bromophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C19H21BrN2OS
2-(1-Adamantyl)-5-[(4-bromophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one —— C18H24N2O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]cyclohexan-1-one
—— 2-(1-Adamantyl)-5-[(3-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C19H21ClN2OS
2-(1-Adamantyl)-5-[(3-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide —— C21H24ClN3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-chlorophenyl)methyl]acetamide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-benzyl-N-methylacetamide —— C22H27N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-benzyl-N-methylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-phenylbutyl]acetamide —— C19H19N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-phenylbutyl]acetamide
—— N-(1-adamantylmethyl)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetamide —— C20H24N5OS+
N-(1-adamantylmethyl)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-methyl-N-[(1S)-1-phenylethyl]acetamide —— C18H17N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-methyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-Amino-6-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]pyridine-3,5-dicarbonitrile —— C17H10ClN5S2
2-Amino-6-[[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methylsulfanyl]pyridine-3,5-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide —— C17H15ClN5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(4-chlorophenyl)methyl]-N-methylacetamide —— C17H14ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(4-chlorophenyl)methyl]-N-methylacetamide
—— N-(1-adamantylmethyl)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanylacetamide —— C20H23N5OS
N-(1-adamantylmethyl)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide —— C17H14ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-(3-chlorophenyl)ethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(3-chlorophenyl)methyl]acetamide —— C16H12ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(3-chlorophenyl)methyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C19H20N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-methyl-N-[(4-methylphenyl)methyl]acetamide —— C18H18N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-methyl-N-[(4-methylphenyl)methyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C16H20N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S,2S)-2-methylcyclohexyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C17H14ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— (2S)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-cyclohexylpropanamide —— C16H19N5OS
(2S)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-cyclohexylpropanamide
—— (2R)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-cyclohexylpropanamide —— C16H20N5OS+
(2R)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-cyclohexylpropanamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C15H13N5OS2
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C17H15N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— (2S)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-cyclohexylpropanamide —— C16H20N5OS+
(2S)-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-cyclohexylpropanamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C17H14ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-dibenzylacetamide —— C23H20N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-dibenzylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-benzyl-N-ethylacetamide —— C18H17N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-benzyl-N-ethylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide —— C18H18N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(2S)-2-phenylpropyl]acetamide
—— 2-Amino-6-(2-morpholin-4-yl-2-oxoethyl)sulfanylpyridine-3,5-dicarbonitrile —— C13H13N5O2S
2-Amino-6-(2-morpholin-4-yl-2-oxoethyl)sulfanylpyridine-3,5-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-benzyl-N-methylacetamide —— C17H16N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-benzyl-N-methylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C16H19N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N,N-bis(2-methylpropyl)acetamide —— C17H23N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N,N-bis(2-methylpropyl)acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C16H20N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-ethyl-N-(2-methylprop-2-enyl)acetamide —— C15H18N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-ethyl-N-(2-methylprop-2-enyl)acetamide
—— 2-amino-6-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C15H18N5O2S+
2-amino-6-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(2R)-butan-2-yl]acetamide —— C13H15N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(2R)-butan-2-yl]acetamide
—— 2-Amino-6-(2-morpholin-4-yl-2-oxoethyl)sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C13H14N5O2S+
2-Amino-6-(2-morpholin-4-yl-2-oxoethyl)sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 2-amino-6-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridine-3,5-dicarbonitrile —— C15H17N5O2S
2-amino-6-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridine-3,5-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-bis(prop-2-enyl)acetamide —— C15H16N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-bis(prop-2-enyl)acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-diethylacetamide —— C13H16N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-diethylacetamide
—— 2-amino-6-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile —— C15H18N5O2S+
2-amino-6-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridin-1-ium-3,5-dicarbonitrile
—— 2-amino-6-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridine-3,5-dicarbonitrile —— C15H17N5O2S
2-amino-6-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanylpyridine-3,5-dicarbonitrile
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-pentan-3-ylacetamide —— C14H17N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-pentan-3-ylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide —— C17H14ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1S)-1-(2-chlorophenyl)ethyl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-dimethylacetamide —— C11H12N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N,N-dimethylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(4-chlorophenyl)methyl]acetamide —— C16H12ClN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(4-chlorophenyl)methyl]acetamide
—— (2R)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-cyclohexylpropanamide —— C16H19N5OS
(2R)-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-cyclohexylpropanamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-propan-2-ylacetamide —— C12H14N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-propan-2-ylacetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanylacetamide —— C21H25N5OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C17H15ClN5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide