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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
—— (2R)-3-methyl-1-morpholin-4-yl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-1-one —— C14H20N2O3S
(2R)-3-methyl-1-morpholin-4-yl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-1-one
—— (2S)-N-cyclohexyl-3-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C17H24N4OS2
(2S)-N-cyclohexyl-3-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— (2R)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopentyl-3-methylbutanamide —— C16H27N3OS3
(2R)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopentyl-3-methylbutanamide
—— (2S)-N-cyclopentyl-3-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C16H22N4OS2
(2S)-N-cyclopentyl-3-methyl-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide —— C18H22ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexen-1-yl)-N-cyclopropylacetamide —— C19H20ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexen-1-yl)-N-cyclopropylacetamide
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C19H17ClFN3O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C18H14ClN3OS
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-[[4-amino-5-[(4-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide —— C19H26FN5OS
2-[[4-amino-5-[(4-fluorophenyl)methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-(4-methylcyclohexyl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide —— C18H16ClN3O2S2
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enyl-N-(thiophen-2-ylmethyl)acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexen-1-yl)-N-ethylacetamide —— C18H20ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(cyclohexen-1-yl)-N-ethylacetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide —— C21H22ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-3-methyl-1-phenylbutyl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide —— C21H22ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-3-methyl-1-phenylbutyl]acetamide
—— (2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide —— C19H17ClFN3O2S
(2S)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3-fluorophenyl)methyl]-N-methylpropanamide
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[[2-(dimethylamino)pyridin-4-yl]methyl]propanamide —— C17H20ClN3OS
(2S)-2-(4-chlorophenyl)sulfanyl-N-[[2-(dimethylamino)pyridin-4-yl]methyl]propanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[[2-(dimethylamino)pyridin-4-yl]methyl]propanamide —— C17H20ClN3OS
(2R)-2-(4-chlorophenyl)sulfanyl-N-[[2-(dimethylamino)pyridin-4-yl]methyl]propanamide
—— (2S)-3-methyl-1-morpholin-4-yl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-1-one —— C14H20N2O3S
(2S)-3-methyl-1-morpholin-4-yl-2-(1-oxidopyridin-1-ium-2-yl)sulfanylbutan-1-one
—— 4-chloro-2-methyl-5-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]pyridazin-3-one —— C12H10ClN5OS2
4-chloro-2-methyl-5-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]pyridazin-3-one
—— 3-ethyl-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole —— C12H13N5OS2
3-ethyl-5-[(1R)-1-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole
—— N-(furan-2-ylmethyl)-4-phenylsulfanyl-N-(pyridin-3-ylmethyl)butanamide —— C21H22N2O2S
N-(furan-2-ylmethyl)-4-phenylsulfanyl-N-(pyridin-3-ylmethyl)butanamide
—— 2-(3,4-dimethylphenyl)-5-[(2-propyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C17H19N3OS2
2-(3,4-dimethylphenyl)-5-[(2-propyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 5-[[(2R)-oxolan-2-yl]methyl]-3-propan-2-ylsulfanyl-1H-1,2,4-triazole —— C10H17N3OS
5-[[(2R)-oxolan-2-yl]methyl]-3-propan-2-ylsulfanyl-1H-1,2,4-triazole
—— 3-methylsulfanyl-5-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazole —— C8H13N3OS
3-methylsulfanyl-5-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazole
—— 3-methylsulfanyl-5-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazole —— C8H13N3OS
3-methylsulfanyl-5-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazole
—— N,N-dimethyl-2-[[5-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanamine —— C11H20N4OS
N,N-dimethyl-2-[[5-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanamine
—— 4-[2-[[5-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]morpholine —— C13H22N4O2S
4-[2-[[5-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]morpholine
—— 5-[[(2S)-oxolan-2-yl]methyl]-3-propan-2-ylsulfanyl-1H-1,2,4-triazole —— C10H17N3OS
5-[[(2S)-oxolan-2-yl]methyl]-3-propan-2-ylsulfanyl-1H-1,2,4-triazole
—— 4-[2-[[5-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]morpholine —— C13H22N4O2S
4-[2-[[5-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethyl]morpholine
—— 2-(2-Methylfuran-3-yl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole —— C14H10N4O3S2
2-(2-Methylfuran-3-yl)-5-[(3-thiophen-3-yl-1,2,4-oxadiazol-5-yl)methylsulfanyl]-1,3,4-oxadiazole
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H21N3O5S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(2-fluorophenyl)methyl]propanamide —— C17H17FN4OS
(2S)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(2-fluorophenyl)methyl]propanamide
—— 7-Methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one —— C14H11N5O3S2
7-Methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-[1,3,4]thiadiazolo[3,2-a]pyrimidin-5-one
—— (2R)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(2-fluorophenyl)methyl]propanamide —— C17H17FN4OS
(2R)-2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(2-fluorophenyl)methyl]propanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H19N3O5S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H19N3O5S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide —— C15H15N3O3S2
(2R)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(thiophen-2-ylmethyl)propanamide
—— (2S)-N-benzyl-N-tert-butyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H25N3O3S
(2S)-N-benzyl-N-tert-butyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C15H19N3O5S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylacetamide —— C23H35N5OS
2-[[4-benzyl-5-[(1R)-1-(dimethylamino)propyl]-1,2,4-triazol-3-yl]sulfanyl]-N-cycloheptylacetamide
—— (2R)-1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one —— C16H21N3O3S
(2R)-1-(azepan-1-yl)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide —— C18H19N3O3S
(2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]propanamide
—— [(1R)-1-[4-benzyl-5-[2-(cycloheptylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C23H36N5OS+
[(1R)-1-[4-benzyl-5-[2-(cycloheptylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2R)-N-cycloheptyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H23N3O3S
(2R)-N-cycloheptyl-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— [(1S)-1-[4-benzyl-5-[2-(cycloheptylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C23H36N5OS+
[(1S)-1-[4-benzyl-5-[2-(cycloheptylamino)-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)propanamide —— C14H19N3O3S
(2S)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)propanamide
—— (2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide —— C13H20N4OS2
(2R)-2-[(5-amino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[2-(cyclohexen-1-yl)ethyl]propanamide
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H17N3O5S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide —— C13H15N3O3S
(2R)-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-prop-2-enylpropanamide
—— (2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H16ClN3O3S
(2R)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C17H16ClN3O3S
(2S)-N-[(2-chlorophenyl)methyl]-2-[[5-(2-methylfuran-3-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide