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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-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H15ClN4O2S
N-[(1R)-1-(2-chlorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 4-benzyl-3-methyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C18H19N3S
4-benzyl-3-methyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H17N5O2S
N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-cyclohexyl-N-methyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H26N4O3S
N-cyclohexyl-N-methyl-2-[[5-oxo-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[(1S,2R)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H22N4O2S
(2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C18H25N5O2S
(2R)-2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— (2S)-2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C18H25N5O2S
(2S)-2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— 3-[2-(1-adamantyl)ethylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C19H29N3O2S
3-[2-(1-adamantyl)ethylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H16FN3O3S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-butyl-3-[(1R)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H19N3OS
4-butyl-3-[(1R)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 8-methyl-5-phenylmethoxy-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one —— C15H17N3O2S
8-methyl-5-phenylmethoxy-3,4-dihydro-2H-pyridazino[4,5-b][1,4]thiazepin-9-one
—— 4-benzyl-3-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C18H19N3S
4-benzyl-3-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— (2R)-N-[(2S)-2-phenylpropyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H20N4O2S
(2R)-N-[(2S)-2-phenylpropyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 5-Benzyl-8-methyl-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione —— C15H15N3O2S
5-Benzyl-8-methyl-2,3-dihydropyridazino[4,5-b][1,4]thiazepine-4,9-dione
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[(1R,2R)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 4-[[(2R)-oxolan-2-yl]methyl]-3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C15H19N3O2S
4-[[(2R)-oxolan-2-yl]methyl]-3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 3-(2-methylfuran-3-yl)-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-4-amine —— C15H16N4OS
3-(2-methylfuran-3-yl)-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-4-amine
—— 4-butyl-3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H19N3OS
4-butyl-3-[(1S)-1-phenylethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-butyl-3-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C14H24N4O3S
4-butyl-3-[2-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-ethyl-3-(furan-2-yl)-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C16H17N3OS
4-ethyl-3-(furan-2-yl)-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— (2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H22N4O2S
(2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 4-ethyl-3-(furan-2-yl)-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole —— C16H17N3OS
4-ethyl-3-(furan-2-yl)-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazole
—— (2S)-N-cyclopentyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H18N4O2S
(2S)-N-cyclopentyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-methylphenyl)ethyl]acetamide —— C19H22N4OS2
2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-(2-methylphenyl)ethyl]acetamide
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H15FN4O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C15H17N5O2S
N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-cyclohexyl-N-methyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H22N4O2S
(2S)-N-cyclohexyl-N-methyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(2S)-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H18N4O2S
N-[(2S)-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H20N4O2S
N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H22N4O2S
N-[(1S,2R,3S)-2,3-dimethylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-cyclohexyl-N-methyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H22N4O2S
(2R)-N-cyclohexyl-N-methyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H20N4O2S
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H20N4O2S
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(2R)-2-phenylpropyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H20N4O2S
(2R)-N-[(2R)-2-phenylpropyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-cyclopentyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C15H18N4O2S
(2R)-N-cyclopentyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C15H14N4O2S2
2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— N-[(1S)-1-phenylethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H16N4O2S
N-[(1S)-1-phenylethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H17FN4O2S
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(1R)-1-phenylethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H18N4O2S
(2S)-N-[(1R)-1-phenylethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H18N4O2S
N-[(2R)-3-methylbutan-2-yl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H17FN4O2S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-cyclohexyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H20N4O2S
(2R)-N-cyclohexyl-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(2S)-2-phenylpropyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C19H20N4O2S
(2S)-N-[(2S)-2-phenylpropyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C18H17FN4O2S
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H19N5O2S
(2R)-N-(1-cyanocyclohexyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C12H11F3N4O2S
(2S)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C17H22N4O2S
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-(1-adamantyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C20H24N4O2S
(2S)-N-(1-adamantyl)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide