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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-(4-chlorophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12ClFN2OS
2-(4-chlorophenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 2-(4-chlorophenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C16H12ClFN2OS
2-(4-chlorophenyl)-5-[(1S)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— N-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide —— C16H13ClN4O3S
N-[2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-1-methylpyrrole-2-carboxamide
—— 2-(4-Chlorophenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole —— C19H14ClN3OS2
2-(4-Chlorophenyl)-5-[[2-(4-methylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-1,3,4-oxadiazole
—— ethyl (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15ClN2O3S
ethyl (2R)-2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-2-phenylacetate
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide —— C20H20ClN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-(3,4-dimethylphenyl)ethyl]acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-bis(2-cyanoethyl)acetamide —— C16H14ClN5O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N,N-bis(2-cyanoethyl)acetamide
—— 2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C17H13ClFN3O2S
2-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— 3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C21H24ClN3S2
3-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole —— C21H24ClN3S2
3-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-4-cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazole
—— 3-[[4-Cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C16H20N4S2
3-[[4-Cyclohexyl-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile
—— 4-propyl-3-[(1R)-2,2,2-trifluoro-1-[(2S)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C11H16F3N3O2S
4-propyl-3-[(1R)-2,2,2-trifluoro-1-[(2S)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— 4-propyl-3-[(1S)-2,2,2-trifluoro-1-[(2S)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C11H16F3N3O2S
4-propyl-3-[(1S)-2,2,2-trifluoro-1-[(2S)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (3S)-3-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C13H13F3N4O2S
(3S)-3-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— (3R)-1-(2,2,2-trifluoroethyl)-3-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpyrrolidin-2-one —— C9H9F6N5OS
(3R)-1-(2,2,2-trifluoroethyl)-3-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpyrrolidin-2-one
—— (3S)-3-(5-methylpyridin-2-yl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C12H13F3N2OS
(3S)-3-(5-methylpyridin-2-yl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— (3R)-3-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C13H13F3N4O2S
(3R)-3-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— (3S)-1-(2,2,2-trifluoroethyl)-3-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpyrrolidin-2-one —— C9H9F6N5OS
(3S)-1-(2,2,2-trifluoroethyl)-3-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylpyrrolidin-2-one
—— (3R)-3-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C11H13F3N4OS2
(3R)-3-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— 4-propyl-3-[(1S)-2,2,2-trifluoro-1-[(2R)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C11H16F3N3O2S
4-propyl-3-[(1S)-2,2,2-trifluoro-1-[(2R)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— (3S)-3-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C11H13F3N4OS2
(3S)-3-[[5-(prop-2-enylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— 4-propyl-3-[(1R)-2,2,2-trifluoro-1-[(2R)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one —— C11H16F3N3O2S
4-propyl-3-[(1R)-2,2,2-trifluoro-1-[(2R)-oxolan-2-yl]ethyl]sulfanyl-1H-1,2,4-triazol-5-one
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-(3,4-dimethylphenyl)acetate —— C24H23NO3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 2-(3,4-dimethylphenyl)acetate
—— 2-[[4-methyl-5-[(3S)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-4-(trifluoromethyl)pyrimidine —— C13H15F3N6S
2-[[4-methyl-5-[(3S)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-4-(trifluoromethyl)pyrimidine
—— 1-[2-[(2S,5R)-2,5-dimethylpyrrolidin-1-yl]ethyl]-4-(2-phenylsulfanylethyl)piperazine —— C20H33N3S
1-[2-[(2S,5R)-2,5-dimethylpyrrolidin-1-yl]ethyl]-4-(2-phenylsulfanylethyl)piperazine
—— [(2S)-1-(2-phenylsulfanylethyl)pyrrolidin-2-yl]methanesulfonamide —— C13H20N2O2S2
[(2S)-1-(2-phenylsulfanylethyl)pyrrolidin-2-yl]methanesulfonamide
—— 1-[2-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]ethyl]-4-(2-phenylsulfanylethyl)piperazine —— C20H33N3S
1-[2-[(2R,5R)-2,5-dimethylpyrrolidin-1-yl]ethyl]-4-(2-phenylsulfanylethyl)piperazine
—— (3R)-3-(5-methylpyridin-2-yl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one —— C12H13F3N2OS
(3R)-3-(5-methylpyridin-2-yl)sulfanyl-1-(2,2,2-trifluoroethyl)pyrrolidin-2-one
—— N-[[(3S)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methyl]methanesulfonamide —— C15H24N2O2S2
N-[[(3S)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methyl]methanesulfonamide
—— (2S)-2-methyl-4-[1-(2-phenylsulfanylethyl)piperidin-4-yl]morpholine —— C18H28N2OS
(2S)-2-methyl-4-[1-(2-phenylsulfanylethyl)piperidin-4-yl]morpholine
—— [(3S)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methanesulfonamide —— C14H22N2O2S2
[(3S)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methanesulfonamide
—— N-[[(2R)-4-[3-(2-chlorophenyl)sulfanylpropyl]morpholin-2-yl]methyl]acetamide —— C16H23ClN2O2S
N-[[(2R)-4-[3-(2-chlorophenyl)sulfanylpropyl]morpholin-2-yl]methyl]acetamide
—— [(3R)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methanesulfonamide —— C14H22N2O2S2
[(3R)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methanesulfonamide
—— N-[[(3R)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methyl]methanesulfonamide —— C15H24N2O2S2
N-[[(3R)-1-(2-phenylsulfanylethyl)piperidin-3-yl]methyl]methanesulfonamide
—— [(2R)-1-(2-phenylsulfanylethyl)pyrrolidin-2-yl]methanesulfonamide —— C13H20N2O2S2
[(2R)-1-(2-phenylsulfanylethyl)pyrrolidin-2-yl]methanesulfonamide
—— (2R)-2-methyl-4-[1-(2-phenylsulfanylethyl)piperidin-4-yl]morpholine —— C18H28N2OS
(2R)-2-methyl-4-[1-(2-phenylsulfanylethyl)piperidin-4-yl]morpholine
—— N-[[(2S)-4-[3-(2-chlorophenyl)sulfanylpropyl]morpholin-2-yl]methyl]acetamide —— C16H23ClN2O2S
N-[[(2S)-4-[3-(2-chlorophenyl)sulfanylpropyl]morpholin-2-yl]methyl]acetamide
—— 2-[[4-methyl-5-[(3R)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-4-(trifluoromethyl)pyrimidine —— C13H15F3N6S
2-[[4-methyl-5-[(3R)-piperidin-3-yl]-1,2,4-triazol-3-yl]sulfanyl]-4-(trifluoromethyl)pyrimidine
—— ethyl 2-[2-[(1S)-1-pyridin-4-ylethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H16N2O2S2
ethyl 2-[2-[(1S)-1-pyridin-4-ylethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[(1R)-1-pyridin-4-ylethyl]sulfanyl-1,3-thiazol-4-yl]acetate —— C14H16N2O2S2
ethyl 2-[2-[(1R)-1-pyridin-4-ylethyl]sulfanyl-1,3-thiazol-4-yl]acetate
—— methyl (2S)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-fluorophenyl)acetate —— C14H16FN3O2S
methyl (2S)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-fluorophenyl)acetate
—— methyl (2S)-2-(4-fluorophenyl)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H14FN3O3S
methyl (2S)-2-(4-fluorophenyl)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— methyl (2R)-2-(4-fluorophenyl)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate —— C16H14FN3O3S
methyl (2R)-2-(4-fluorophenyl)-2-[[4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetate
—— methyl (2R)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-fluorophenyl)acetate —— C14H16FN3O2S
methyl (2R)-2-[(5-ethyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-2-(4-fluorophenyl)acetate
—— 2-(3-chlorophenyl)-5-[(1R)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,3,4-oxadiazole —— C13H10ClN3OS2
2-(3-chlorophenyl)-5-[(1R)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,3,4-oxadiazole
—— 2-(3-chlorophenyl)-5-[(1S)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,3,4-oxadiazole —— C13H10ClN3OS2
2-(3-chlorophenyl)-5-[(1S)-1-(1,3-thiazol-2-ylsulfanyl)ethyl]-1,3,4-oxadiazole
—— N-[(2R)-2-cyanopropyl]-1-phenylsulfanylcyclopentane-1-carboxamide —— C16H20N2OS
N-[(2R)-2-cyanopropyl]-1-phenylsulfanylcyclopentane-1-carboxamide
—— [2-Oxo-2-(propylamino)ethyl] 2-[(4-benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C19H24N4O3S
[2-Oxo-2-(propylamino)ethyl] 2-[(4-benzyl-5-cyclopropyl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (2R)-3-methyl-N-(pyridin-3-ylmethyl)-2-thiophen-2-ylsulfanylbutanamide —— C15H18N2OS2
(2R)-3-methyl-N-(pyridin-3-ylmethyl)-2-thiophen-2-ylsulfanylbutanamide
—— N-[(2S)-2-cyanopropyl]-1-phenylsulfanylcyclopentane-1-carboxamide —— C16H20N2OS
N-[(2S)-2-cyanopropyl]-1-phenylsulfanylcyclopentane-1-carboxamide