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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-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C16H12ClFN2OS
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(4-fluorophenyl)-1,3,4-oxadiazole —— C16H12ClFN2OS
2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(4-fluorophenyl)-1,3,4-oxadiazole
—— (2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C14H16FN3O3S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— (2R)-N-cyclohexyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide —— C18H22FN3O2S
(2R)-N-cyclohexyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methylpropanamide
—— (2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16FN3O2S
(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C21H22FN3O2S
(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— 1-(2,5-Dimethyl-1-propylpyrrol-3-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H20FN3O2S
1-(2,5-Dimethyl-1-propylpyrrol-3-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H16FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-N-cyclohexyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H20FN3O2S
(2S)-N-cyclohexyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-benzyl-N-ethyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18FN3O2S
N-benzyl-N-ethyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl 4-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate —— C19H18FN3O4S
ethyl 4-[2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22FN3O3S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— (2S)-N-benzyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H16FN3O2S
(2S)-N-benzyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2R,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3OS
(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— (2R)-N-benzyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H16FN3O2S
(2R)-N-benzyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (3R)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]oxolane-3-carboxamide —— C15H26N4O2S
(3R)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]oxolane-3-carboxamide
—— (3S)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]oxolane-3-carboxamide —— C15H26N4O2S
(3S)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]oxolane-3-carboxamide
—— (3R)-N'-[2-(4-chlorophenyl)sulfanylacetyl]oxolane-3-carbohydrazide —— C13H15ClN2O3S
(3R)-N'-[2-(4-chlorophenyl)sulfanylacetyl]oxolane-3-carbohydrazide
—— (3S)-N'-[2-(4-chlorophenyl)sulfanylacetyl]oxolane-3-carbohydrazide —— C13H15ClN2O3S
(3S)-N'-[2-(4-chlorophenyl)sulfanylacetyl]oxolane-3-carbohydrazide
—— 4-[(2-fluorophenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C17H15FN2S2
4-[(2-fluorophenyl)sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— (2S)-N-[[1-(4-chlorophenyl)cyclopropyl]methyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C17H18ClN3OS
(2S)-N-[[1-(4-chlorophenyl)cyclopropyl]methyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— (2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4R)-4-phenylazepan-1-yl]propan-1-one —— C18H24N4OS
(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4R)-4-phenylazepan-1-yl]propan-1-one
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide —— C16H16ClN5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C14H16N6O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4R)-4-phenylazepan-1-yl]propan-1-one —— C18H24N4OS
(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4R)-4-phenylazepan-1-yl]propan-1-one
—— (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4S)-4-phenylazepan-1-yl]propan-1-one —— C18H24N4OS
(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4S)-4-phenylazepan-1-yl]propan-1-one
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide —— C16H16ClN5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-chlorophenyl)ethyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C16H17N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-dibenzylacetamide —— C22H21N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N,N-dibenzylacetamide
—— (2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4S)-4-phenylazepan-1-yl]propan-1-one —— C18H24N4OS
(2S)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-[(4S)-4-phenylazepan-1-yl]propan-1-one
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C15H18F3N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 3-(1-methyltetrazol-5-yl)sulfanyl-1-[(4S)-4-phenylazepan-1-yl]propan-1-one —— C17H23N5OS
3-(1-methyltetrazol-5-yl)sulfanyl-1-[(4S)-4-phenylazepan-1-yl]propan-1-one
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide —— C16H17N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-phenylethyl]acetamide
—— ethyl 5-[2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C17H19N5O4S
ethyl 5-[2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (3R)-3-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one —— C10H10N4O3S
(3R)-3-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]oxolan-2-one
—— (2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C19H23N5O2S
(2R)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide —— C19H23N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]propanamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide —— C15H18F3N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-cyclopropylethyl]-N-(2,2,2-trifluoroethyl)acetamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzylpropanamide —— C16H17N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-benzylpropanamide
—— (2R)-N-[[1-(4-chlorophenyl)cyclopropyl]methyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C17H18ClN3OS
(2R)-N-[[1-(4-chlorophenyl)cyclopropyl]methyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— 7-[[4-Amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C13H10N6O2S2
7-[[4-Amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide —— C12H17N5O3S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2S)-1-methoxypropan-2-yl]acetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide —— C13H17N5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-cyclopentylacetamide
—— 2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide —— C16H16ClN5O2S
2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(3-chlorophenyl)ethyl]acetamide
—— (2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide —— C19H23N5O2S
(2S)-2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]propanamide