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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)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-1,4-dioxane-2-carboxamide —— C15H16ClN3O3S
(2R)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-1,4-dioxane-2-carboxamide
—— (1S,2S)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide —— C20H17ClFN3OS
(1S,2S)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide
—— (1R,2R)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide —— C20H17ClFN3OS
(1R,2R)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide
—— (1R,2S)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide —— C20H17ClFN3OS
(1R,2S)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide
—— (3S)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-1,1-dioxothiolane-3-carboxamide —— C15H16ClN3O3S2
(3S)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-1,1-dioxothiolane-3-carboxamide
—— (1S,2R)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide —— C20H17ClFN3OS
(1S,2R)-N-[5-chloro-2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(4-fluorophenyl)cyclopropane-1-carboxamide
—— N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methoxy]propanamide —— C18H23N3O3S
N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-3-[[(2R)-oxolan-2-yl]methoxy]propanamide
—— N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-3-[[(2S)-oxolan-2-yl]methoxy]propanamide —— C18H23N3O3S
N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-3-[[(2S)-oxolan-2-yl]methoxy]propanamide
—— N-[(1S)-3-methyl-1-phenylbutyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide —— C16H20F3N5OS
N-[(1S)-3-methyl-1-phenylbutyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide
—— N-[(1R)-3-methyl-1-phenylbutyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide —— C16H20F3N5OS
N-[(1R)-3-methyl-1-phenylbutyl]-2-[1-(2,2,2-trifluoroethyl)tetrazol-5-yl]sulfanylacetamide
—— (2S,6R)-2,6-dimethyl-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)morpholine-4-carboxamide —— C18H22N4O2S
(2S,6R)-2,6-dimethyl-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)morpholine-4-carboxamide
—— 2-cyclopentylsulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C16H20N2OS
2-cyclopentylsulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 1-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)-3-[(1R)-1-pyridin-4-ylethyl]urea —— C19H19N5OS
1-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)-3-[(1R)-1-pyridin-4-ylethyl]urea
—— 2-cyclopentylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C16H20N2OS
2-cyclopentylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— (2R,6R)-2,6-dimethyl-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)morpholine-4-carboxamide —— C18H22N4O2S
(2R,6R)-2,6-dimethyl-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)morpholine-4-carboxamide
—— (2S,6S)-2,6-dimethyl-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)morpholine-4-carboxamide —— C18H22N4O2S
(2S,6S)-2,6-dimethyl-N-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)morpholine-4-carboxamide
—— 1-[(2R)-3-methylbutan-2-yl]-3-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)urea —— C17H22N4OS
1-[(2R)-3-methylbutan-2-yl]-3-(2-methyl-4-pyrimidin-2-ylsulfanylphenyl)urea
—— (2R)-2-methyl-N-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]butanamide —— C16H20N2OS2
(2R)-2-methyl-N-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]butanamide
—— (3S)-3-[(5-cyclopentylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]thiolane 1,1-dioxide —— C13H21N3O2S2
(3S)-3-[(5-cyclopentylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]thiolane 1,1-dioxide
—— 5-cyclopentylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole —— C11H18N4OS
5-cyclopentylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole
—— (3R)-3-[(5-cyclopentylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]thiolane 1,1-dioxide —— C13H21N3O2S2
(3R)-3-[(5-cyclopentylsulfanyl-4-methyl-1,2,4-triazol-3-yl)methyl]thiolane 1,1-dioxide
—— 5-cyclopentylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole —— C11H18N4OS
5-cyclopentylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole
—— (2S)-2-methyl-N-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]butanamide —— C16H20N2OS2
(2S)-2-methyl-N-[2-methyl-4-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]phenyl]butanamide
—— (1S,5R,6S)-2-amino-4,4-diethoxy-6-(4-methylsulfanylphenyl)-3-azoniabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile —— C18H21N4O2S+
(1S,5R,6S)-2-amino-4,4-diethoxy-6-(4-methylsulfanylphenyl)-3-azoniabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile
—— (1S,5R,6R)-2-amino-4,4-diethoxy-6-(4-methylsulfanylphenyl)-3-azabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile —— C18H20N4O2S
(1S,5R,6R)-2-amino-4,4-diethoxy-6-(4-methylsulfanylphenyl)-3-azabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile
—— (1S,5R,6S)-2-amino-4,4-diethoxy-6-(4-methylsulfanylphenyl)-3-azabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile —— C18H20N4O2S
(1S,5R,6S)-2-amino-4,4-diethoxy-6-(4-methylsulfanylphenyl)-3-azabicyclo[3.1.0]hex-2-ene-1,5-dicarbonitrile
—— N-[(2R)-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C13H17N3O2S2
N-[(2R)-3-methylbutan-2-yl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C18H19N3O2S2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(2R)-2-phenylpropyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C17H17N3O2S2
N-[(2R)-2-phenylpropyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14ClN3O2S2
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H18N4O2S2
(2R)-N-(1-cyanocyclohexyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(4-chlorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14ClN3O2S2
N-[(4-chlorophenyl)methyl]-N-methyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— (2R)-N-cyclopropyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H13N3O2S2
(2R)-N-cyclopropyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-cyclopropyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C12H13N3O2S2
(2S)-N-cyclopropyl-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C16H14ClN3O2S2
N-[(1S)-1-(2-chlorophenyl)ethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-(1-adamantylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C19H23N3O2S2
N-(1-adamantylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide —— C14H14N4O2S2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]acetamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(3S)-1-methyl-5-oxopyrrolidin-3-yl]-5-nitrobenzamide —— C18H16FN3O4S
2-(2-fluorophenyl)sulfanyl-N-[(3S)-1-methyl-5-oxopyrrolidin-3-yl]-5-nitrobenzamide
—— 2-(2-fluorophenyl)sulfanyl-N-[(3R)-1-methyl-5-oxopyrrolidin-3-yl]-5-nitrobenzamide —— C18H16FN3O4S
2-(2-fluorophenyl)sulfanyl-N-[(3R)-1-methyl-5-oxopyrrolidin-3-yl]-5-nitrobenzamide
—— 2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-[[(3S)-1-propan-2-ylpiperidin-3-yl]methyl]benzamide —— C24H30N4OS2
2-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)sulfanyl-N-[[(3S)-1-propan-2-ylpiperidin-3-yl]methyl]benzamide
—— (2S)-N-[4-(4-propan-2-ylphenyl)sulfanylphenyl]-1,4-dioxane-2-carboxamide —— C20H23NO3S
(2S)-N-[4-(4-propan-2-ylphenyl)sulfanylphenyl]-1,4-dioxane-2-carboxamide
—— (2R)-N-[4-(4-propan-2-ylphenyl)sulfanylphenyl]-1,4-dioxane-2-carboxamide —— C20H23NO3S
(2R)-N-[4-(4-propan-2-ylphenyl)sulfanylphenyl]-1,4-dioxane-2-carboxamide
—— 3-(2-fluorophenyl)sulfanyl-N-[(2R)-oxan-2-yl]oxypropanamide —— C14H18FNO3S
3-(2-fluorophenyl)sulfanyl-N-[(2R)-oxan-2-yl]oxypropanamide
—— 2-(4-bromophenyl)sulfanyl-N-[(2R)-oxan-2-yl]oxypyridine-3-carboxamide —— C17H17BrN2O3S
2-(4-bromophenyl)sulfanyl-N-[(2R)-oxan-2-yl]oxypyridine-3-carboxamide
—— 3-(2-fluorophenyl)sulfanyl-N-[(2S)-oxan-2-yl]oxypropanamide —— C14H18FNO3S
3-(2-fluorophenyl)sulfanyl-N-[(2S)-oxan-2-yl]oxypropanamide
—— (3R)-1-(cyclopropanecarbonyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]piperidine-3-carboxamide —— C24H28N2O2S
(3R)-1-(cyclopropanecarbonyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]piperidine-3-carboxamide
—— (3S)-1-(cyclopropanecarbonyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]piperidine-3-carboxamide —— C24H28N2O2S
(3S)-1-(cyclopropanecarbonyl)-N-[4-(2,5-dimethylphenyl)sulfanylphenyl]piperidine-3-carboxamide
—— 3-Benzyl-1-[[2-(4-fluorophenyl)sulfanylacetyl]amino]-1-methylthiourea —— C17H18FN3OS2
3-Benzyl-1-[[2-(4-fluorophenyl)sulfanylacetyl]amino]-1-methylthiourea
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(2S)-oxan-2-yl]oxypyridine-3-carboxamide —— C19H22N2O3S
2-(3,4-dimethylphenyl)sulfanyl-N-[(2S)-oxan-2-yl]oxypyridine-3-carboxamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[(2R)-oxan-2-yl]oxypyridine-3-carboxamide —— C19H22N2O3S
2-(3,4-dimethylphenyl)sulfanyl-N-[(2R)-oxan-2-yl]oxypyridine-3-carboxamide