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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
—— (2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C12H11N3OS
(2S)-2-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (5-Oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(2-methylphenyl)sulfanylacetate —— C16H14N2O3S2
(5-Oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methyl 2-(2-methylphenyl)sulfanylacetate
—— [2-(4-Amino-1-methyl-2,6-dioxo-3-propylpyrimidin-5-yl)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C19H23N3O5S
[2-(4-Amino-1-methyl-2,6-dioxo-3-propylpyrimidin-5-yl)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— [2-(2-Cyanoethylamino)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C14H16N2O3S
[2-(2-Cyanoethylamino)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— [2-(Tert-butylamino)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C15H21NO3S
[2-(Tert-butylamino)-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— (2R)-1-butylsulfanyl-2-methyl-3-methylsulfonylpropane —— C9H20O2S2
(2R)-1-butylsulfanyl-2-methyl-3-methylsulfonylpropane
—— 1-cyclopropyl-1-[(2R)-3-methylbutan-2-yl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C13H26N2O3S
1-cyclopropyl-1-[(2R)-3-methylbutan-2-yl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-cyclopropyl-1-[(2S)-3-methylbutan-2-yl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C13H26N2O3S
1-cyclopropyl-1-[(2S)-3-methylbutan-2-yl]-3-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-cyclopropyl-1-[(2S)-3-methylbutan-2-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C13H26N2O3S
1-cyclopropyl-1-[(2S)-3-methylbutan-2-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— methyl 2,4-dimethyl-5-[(2S)-2-[2-(2-methylphenyl)sulfanylacetyl]oxypropanoyl]-1H-pyrrole-3-carboxylate —— C20H23NO5S
methyl 2,4-dimethyl-5-[(2S)-2-[2-(2-methylphenyl)sulfanylacetyl]oxypropanoyl]-1H-pyrrole-3-carboxylate
—— N-[[(1R,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine —— C15H27NO2S
N-[[(1R,2S,4R)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine
—— [2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate —— C20H20N2O3S2
[2-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-oxoethyl] 2-(2-methylphenyl)sulfanylacetate
—— [2-Oxo-2-(propan-2-ylamino)ethyl] 2-(2-methylphenyl)sulfanylacetate —— C14H19NO3S
[2-Oxo-2-(propan-2-ylamino)ethyl] 2-(2-methylphenyl)sulfanylacetate
—— 2-(2-Bromophenyl)-5-[(4-fluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole —— C15H10BrFN2OS
2-(2-Bromophenyl)-5-[(4-fluorophenyl)sulfanylmethyl]-1,3,4-oxadiazole
—— (2R)-2-(4-fluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C16H22FNOS
(2R)-2-(4-fluorophenyl)sulfanyl-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— 1-cyclopropyl-1-[(2R)-3-methylbutan-2-yl]-3-(2-methyl-2-methylsulfonylpropyl)urea —— C14H28N2O3S
1-cyclopropyl-1-[(2R)-3-methylbutan-2-yl]-3-(2-methyl-2-methylsulfonylpropyl)urea
—— 1-cyclopropyl-1-[(2S)-3-methylbutan-2-yl]-3-(2-methyl-2-methylsulfonylpropyl)urea —— C14H28N2O3S
1-cyclopropyl-1-[(2S)-3-methylbutan-2-yl]-3-(2-methyl-2-methylsulfonylpropyl)urea
—— 1-cyclopropyl-1-[(2R)-3-methylbutan-2-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C13H26N2O3S
1-cyclopropyl-1-[(2R)-3-methylbutan-2-yl]-3-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 2-[(2R)-2-phenylpropyl]-5-(2-thiomorpholin-4-ylethylsulfanyl)-1,3,4-oxadiazole —— C17H23N3OS2
2-[(2R)-2-phenylpropyl]-5-(2-thiomorpholin-4-ylethylsulfanyl)-1,3,4-oxadiazole
—— 2-[(2S)-2-phenylpropyl]-5-(2-thiomorpholin-4-ylethylsulfanyl)-1,3,4-oxadiazole —— C17H23N3OS2
2-[(2S)-2-phenylpropyl]-5-(2-thiomorpholin-4-ylethylsulfanyl)-1,3,4-oxadiazole
—— N-[[(1R,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine —— C15H27NO2S
N-[[(1R,2R,4R)-2-bicyclo[2.2.1]hept-5-enyl]methyl]-2,2-dimethyl-4-methylsulfonylbutan-1-amine
—— 2-[(2-chloro-6-fluorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole —— C13H14ClFN3OS+
2-[(2-chloro-6-fluorophenyl)methylsulfanyl]-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole
—— N,N-dimethyl-4-[(2R,5R)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C21H24N4O2S
N,N-dimethyl-4-[(2R,5R)-5-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— 4-[(2R,5R)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C19H23N5O2S
4-[(2R,5R)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— N,N-dimethyl-4-[(2R,5R)-5-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C16H21N3OS2
N,N-dimethyl-4-[(2R,5R)-5-[(4-methyl-1,3-thiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2S,5S)-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C15H21N4OS2+
N,N-dimethyl-4-[(2S,5S)-5-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— 4-[(2R,5S)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C19H23N5O2S
4-[(2R,5S)-5-[[5-(furan-2-yl)-4-methyl-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— (2S)-N-[(3R)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H18F3NO2S
(2S)-N-[(3R)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-[(3R)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H18F3NO2S
(2R)-N-[(3R)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2R)-N-[(3S)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H18F3NO2S
(2R)-N-[(3S)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— (2S)-N-[(3S)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H18F3NO2S
(2S)-N-[(3S)-4,4,4-trifluoro-3-hydroxy-3-phenylbutyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— N,N-dimethyl-4-[(2R,5R)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C21H25N4O2S+
N,N-dimethyl-4-[(2R,5R)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N,N-dimethyl-4-[(2S,5S)-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C20H25N5O2S
N,N-dimethyl-4-[(2S,5S)-5-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— 4-[(2S,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C18H20N4O3S
4-[(2S,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— N,N-dimethyl-4-[(2S,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C21H25N4O2S+
N,N-dimethyl-4-[(2S,5S)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— 4-[(2S,5R)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C20H22FN4O2S+
4-[(2S,5R)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 4-[(2S,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C18H21N4O3S+
4-[(2S,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— N,N-dimethyl-4-[(2S,5S)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C18H22N5OS2+
N,N-dimethyl-4-[(2S,5S)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— 4-[(2R,5R)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C20H21FN4O2S
4-[(2R,5R)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— 4-[(2S,5S)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C18H20N4O3S
4-[(2S,5S)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— N,N-dimethyl-4-[(2S,5R)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C18H21N5OS2
N,N-dimethyl-4-[(2S,5R)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— (2R)-3-(6-tert-butylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)sulfanylpropane-1,2-diol —— C11H17N3O2S2
(2R)-3-(6-tert-butylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)sulfanylpropane-1,2-diol
—— (2S)-2-[4-(2-phenylsulfanylethyl)piperazin-1-yl]propan-1-ol —— C15H24N2OS
(2S)-2-[4-(2-phenylsulfanylethyl)piperazin-1-yl]propan-1-ol
—— N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]-6-methylsulfanylpyridazin-3-amine —— C14H24N4OS
N-[[(2R)-4-(2-methylpropyl)morpholin-2-yl]methyl]-6-methylsulfanylpyridazin-3-amine
—— (2R)-2-[4-(2-phenylsulfanylethyl)piperazin-1-yl]propan-1-ol —— C15H24N2OS
(2R)-2-[4-(2-phenylsulfanylethyl)piperazin-1-yl]propan-1-ol
—— N,N-dimethyl-4-[(2R,5R)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C21H24N4O2S
N,N-dimethyl-4-[(2R,5R)-5-[[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C20H22N4O2S
N,N-dimethyl-4-[(2R,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]-6-methylsulfanylpyridazin-3-amine —— C14H24N4OS
N-[[(2S)-4-(2-methylpropyl)morpholin-2-yl]methyl]-6-methylsulfanylpyridazin-3-amine
—— (2S)-3-(6-tert-butylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)sulfanylpropane-1,2-diol —— C11H17N3O2S2
(2S)-3-(6-tert-butylimidazo[2,1-b][1,3,4]thiadiazol-2-yl)sulfanylpropane-1,2-diol
—— N,N-dimethyl-4-[(2R,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C20H23N4O2S+
N,N-dimethyl-4-[(2R,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline