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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-[(2R)-butan-2-yl]-2-(4-chlorophenyl)sulfanylpyridine-3-carboxamide —— C16H17ClN2OS
N-[(2R)-butan-2-yl]-2-(4-chlorophenyl)sulfanylpyridine-3-carboxamide
—— 1-cyclopentyl-5-[(1S)-1-phenylethyl]sulfanyltetrazole —— C14H18N4S
1-cyclopentyl-5-[(1S)-1-phenylethyl]sulfanyltetrazole
—— 2-[[5-cyclohexyl-4-[(Z)-(3-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate —— C17H18FN4O2S-
2-[[5-cyclohexyl-4-[(Z)-(3-fluorophenyl)methylideneamino]-1,2,4-triazol-3-yl]sulfanyl]acetate
—— (2R)-N-(cyclohexylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H21N3O2S2
(2R)-N-(cyclohexylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— (2R)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H18N4OS2
(2R)-2-[[5-(cyclohexylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(cyclohexylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide —— C16H21N3O2S2
(2S)-N-(cyclohexylmethyl)-2-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)sulfanyl]propanamide
—— 1-cyclopentyl-5-[(1R)-1-phenylethyl]sulfanyltetrazole —— C14H18N4S
1-cyclopentyl-5-[(1R)-1-phenylethyl]sulfanyltetrazole
—— 4-[[(2S)-oxolan-2-yl]methyl]-3-(8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2(7),3,5-tetraen-3-ylsulfanyl)-1H-1,2,4-triazol-5-one —— C18H21N5O2S2
4-[[(2S)-oxolan-2-yl]methyl]-3-(8-thia-4,6-diazatricyclo[7.5.0.02,7]tetradeca-1(9),2(7),3,5-tetraen-3-ylsulfanyl)-1H-1,2,4-triazol-5-one
—— N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C18H27NOS
N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— 2-[(4-{[4-({2-[4-(sec-butyl)anilino]-2-oxoethyl}sulfanyl)phenyl]sulfanyl}phenyl)sulfanyl]-N-[4-(sec-butyl)phenyl]acetamide —— C36H40N2O2S3
2-[(4-{[4-({2-[4-(sec-butyl)anilino]-2-oxoethyl}sulfanyl)phenyl]sulfanyl}phenyl)sulfanyl]-N-[4-(sec-butyl)phenyl]acetamide
—— N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C18H27NOS
N-[(1S,2R,3R)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide —— C18H27NOS
N-[(1R,2R,3S)-2,3-dimethylcyclohexyl]-2-(2,4-dimethylphenyl)sulfanylacetamide
—— (2S)-N-(2-methylpropyl)-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C13H23N5O2S
(2S)-N-(2-methylpropyl)-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (3S)-3-(1-tert-butyltetrazol-5-yl)sulfanylbutan-2-one —— C9H16N4OS
(3S)-3-(1-tert-butyltetrazol-5-yl)sulfanylbutan-2-one
—— (2S)-N-(2-methylpropyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C13H23N5O2S
(2S)-N-(2-methylpropyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (3R)-3-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylbutan-2-one —— C10H16N4O2S
(3R)-3-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylbutan-2-one
—— 3-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanenitrile —— C9H13N5OS
3-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanenitrile
—— (2R)-N-(2-methylpropyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C13H23N5O2S
(2R)-N-(2-methylpropyl)-2-[1-[[(2R)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (3S)-3-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylbutan-2-one —— C10H16N4O2S
(3S)-3-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylbutan-2-one
—— (3R)-3-(1-tert-butyltetrazol-5-yl)sulfanylbutan-2-one —— C9H16N4OS
(3R)-3-(1-tert-butyltetrazol-5-yl)sulfanylbutan-2-one
—— 5-methylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole —— C7H12N4OS
5-methylsulfanyl-1-[[(2R)-oxolan-2-yl]methyl]tetrazole
—— (2R)-N-(2-methylpropyl)-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide —— C13H23N5O2S
(2R)-N-(2-methylpropyl)-2-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylpropanamide
—— (3R)-3-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylbutan-2-one —— C10H16N4O2S
(3R)-3-[1-[[(2S)-oxolan-2-yl]methyl]tetrazol-5-yl]sulfanylbutan-2-one
—— (2R)-2-[2-(1-tert-butyltetrazol-5-yl)sulfanylethyl]-1-methylpiperidine —— C13H25N5S
(2R)-2-[2-(1-tert-butyltetrazol-5-yl)sulfanylethyl]-1-methylpiperidine
—— 5-methylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole —— C7H12N4OS
5-methylsulfanyl-1-[[(2S)-oxolan-2-yl]methyl]tetrazole
—— (2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide —— C15H19F3N2O3S2
(2S)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide
—— (2R)-2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20ClNO3S2
(2R)-2-(4-chlorophenyl)sulfanyl-N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-1-(azepan-1-yl)-2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H22F2N4OS3
(2S)-1-(azepan-1-yl)-2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-2-(2-chlorophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C15H22ClNOS
(2S)-2-(2-chlorophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— (3R)-3-[4-methyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H19N3O2S2
(3R)-3-[4-methyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (2S)-2-(2-fluorophenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C13H18FNOS
(2S)-2-(2-fluorophenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (3S)-3-[4-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H19N3O2S2
(3S)-3-[4-methyl-5-[(1R)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— 1-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H21F3N4O3S2
1-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-[[5-[(3S)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2S)-2-(2,4-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C15H23NOS
(2S)-2-(2,4-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— 1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H28N4O3S2
1-[2,5-dimethyl-1-(2-phenylethyl)pyrrol-3-yl]-2-[[5-[(3R)-1,1-dioxothiolan-3-yl]-4-methyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide —— C15H19F3N2O3S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide
—— (2R)-1-(azepan-1-yl)-2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C18H22F2N4OS3
(2R)-1-(azepan-1-yl)-2-[[5-[4-(difluoromethylsulfanyl)anilino]-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(azepan-1-yl)-2-(4-fluorophenyl)sulfanylpropan-1-one —— C15H20FNOS
(2S)-1-(azepan-1-yl)-2-(4-fluorophenyl)sulfanylpropan-1-one
—— (2S)-2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide —— C15H20ClNO3S2
(2S)-2-(4-chlorophenyl)sulfanyl-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethylpropanamide
—— (2S)-1-(azepan-1-yl)-2-(2,5-dimethylphenyl)sulfanylpropan-1-one —— C17H25NOS
(2S)-1-(azepan-1-yl)-2-(2,5-dimethylphenyl)sulfanylpropan-1-one
—— (2R)-1-(azepan-1-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one —— C15H20ClNOS
(2R)-1-(azepan-1-yl)-2-(2-chlorophenyl)sulfanylpropan-1-one
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide —— C14H18FNO3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide
—— (2R)-1-(azepan-1-yl)-2-(4-fluorophenyl)sulfanylpropan-1-one —— C15H20FNOS
(2R)-1-(azepan-1-yl)-2-(4-fluorophenyl)sulfanylpropan-1-one
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide —— C15H23NOS
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(2-methylpropyl)propanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide —— C14H18FNO3S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide
—— (2R)-2-(2-chlorophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide —— C15H22ClNOS
(2R)-2-(2-chlorophenyl)sulfanyl-N,N-di(propan-2-yl)propanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide —— C14H18FNO3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-2-(2-fluorophenyl)sulfanyl-N-methylpropanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide —— C15H19F3N2O3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpropanamide
—— (3S)-3-[4-methyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide —— C15H19N3O2S2
(3S)-3-[4-methyl-5-[(1S)-1-phenylethyl]sulfanyl-1,2,4-triazol-3-yl]thiolane 1,1-dioxide
—— (2R)-N-[(4-fluorophenyl)methyl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide —— C25H25FN4OS2
(2R)-N-[(4-fluorophenyl)methyl]-2-[[4-(2-phenylethyl)-5-(thiophen-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]propanamide