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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-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-octan-2-yl]acetamide —— C22H35N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-octan-2-yl]acetamide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C22H27N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-tert-butylpropanamide —— C19H29N3O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-tert-butylpropanamide
—— (2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide —— C21H33N3O2S
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)propanamide
—— 2-(1-adamantyl)-5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-oxadiazole —— C16H20Cl2N2OS
2-(1-adamantyl)-5-[[(1R)-2,2-dichlorocyclopropyl]methylsulfanyl]-1,3,4-oxadiazole
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide —— C22H26FN3O2S
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]propanamide
—— 2-(1-adamantyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C23H26N4O2S
2-(1-adamantyl)-5-[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanol —— C14H20N2O2S
2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanol
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide —— C20H25N3O2S2
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(thiophen-3-ylmethyl)acetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C17H16N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— 2-(1-adamantyl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole —— C23H26N4O2S
2-(1-adamantyl)-5-[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide —— C22H33N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide
—— 2-(1-Adamantyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C20H24N2OS
2-(1-Adamantyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C19H29N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— (2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide —— C18H27N3O2S
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propylpropanamide
—— 2-(1-Adamantyl)-5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C19H21FN2OS
2-(1-Adamantyl)-5-[(3-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C22H25N3OS
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-(1-adamantyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole —— C22H24N4O2S
2-(1-adamantyl)-5-[(1R)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1,3,4-oxadiazole
—— (E,1S,4R)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine —— C20H24N6O2S
(E,1S,4R)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine
—— (E,1S,4R)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine —— C20H24N6O2S
(E,1S,4R)-1,7,7-trimethyl-N-[(E)-[4-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3-nitrophenyl]methylideneamino]bicyclo[2.2.1]heptan-2-imine
—— 2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide —— C22H33N5O3S
2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide
—— 2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide —— C22H33N5O3S
2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-2-methyl-4-oxopentan-3-yl]acetamide
—— (3S)-3-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C16H20N2O3S
(3S)-3-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— 2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone —— C18H25N3O3S
2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-morpholin-4-ylethanone
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C20H25N3O3S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
—— N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C21H35N5O3S
N-[(3R)-2-methyl-4-oxopentan-3-yl]-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C21H33N4O2S+
(2R)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— 2-(1-Adamantyl)-5-(2-phenylethylsulfanyl)-1,3,4-oxadiazole —— C20H24N2OS
2-(1-Adamantyl)-5-(2-phenylethylsulfanyl)-1,3,4-oxadiazole
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-benzyl-N-propan-2-ylacetamide —— C24H31N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-benzyl-N-propan-2-ylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide —— C19H20N5OS+
2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanyl-N-[(1S)-1-(4-ethylphenyl)ethyl]acetamide
—— (2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C24H31N3O2S
(2S)-2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— 2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile —— C14H17N3OS
2-[[5-(1-Adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetamide —— C21H26N5OS+
N-[(1R)-1-(1-adamantyl)ethyl]-2-(6-amino-3,5-dicyanopyridin-1-ium-2-yl)sulfanylacetamide
—— (3R)-3-[[5-[(2-bromo-4-fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C15H17BrFN3O2S2
(3R)-3-[[5-[(2-bromo-4-fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide
—— 2-(1-Adamantyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C20H24N2OS
2-(1-Adamantyl)-5-[(3-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide —— C19H19N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[(1R)-1-(4-ethylphenyl)ethyl]acetamide
—— 2-(4-chlorophenyl)-5-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C22H27ClN6O2S
2-(4-chlorophenyl)-5-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 2-(1-Adamantyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C20H24N2OS
2-(1-Adamantyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(4-chlorophenyl)-5-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole —— C22H27ClN6O2S
2-(4-chlorophenyl)-5-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3,4-oxadiazole
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C19H27N3O3S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 4-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine —— C21H30N4OS
4-methyl-1-[5-[(4-methylphenyl)methylsulfanyl]-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]piperidine
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-benzyl-N-ethylacetamide —— C23H29N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-benzyl-N-ethylacetamide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide —— C21H31N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]acetamide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C24H31N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide —— C17H14FN5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]acetamide
—— 2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-butylacetamide —— C18H27N3O2S
2-[[5-(1-adamantyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-butylacetamide
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-methyl-N-[(1R)-1-phenylethyl]acetamide —— C18H17N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N-methyl-N-[(1R)-1-phenylethyl]acetamide
—— 2-(1-Adamantyl)-5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C19H21ClN2OS
2-(1-Adamantyl)-5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N,N-dimethylacetamide —— C11H11N5OS
2-(6-amino-3,5-dicyanopyridin-2-yl)sulfanyl-N,N-dimethylacetamide
—— (3S)-3-[[5-[(2-bromo-4-fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide —— C15H17BrFN3O2S2
(3S)-3-[[5-[(2-bromo-4-fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]thiolane 1,1-dioxide