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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
—— ethyl 2-[2-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C19H26N3O3S2+
ethyl 2-[2-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— ethyl 2-[2-[[(2R,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate —— C19H26N3O3S2+
ethyl 2-[2-[[(2R,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-3-ium-5-yl]methylsulfanyl]-1,3-thiazol-4-yl]acetate
—— 4-[(2S,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C20H21FN4O2S
4-[(2S,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— 4-[(2R,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C20H21FN4O2S
4-[(2R,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— 4-[(2R,5S)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C18H21N4O3S+
4-[(2R,5S)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H19N3O3S2
1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 4-[(2R,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline —— C18H20N4O3S
4-[(2R,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-2-yl]-N,N-dimethylaniline
—— 4-[(2R,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-[(2R,5R)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline
—— 4-[(2S,5S)-5-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]-N,N-dimethylaniline —— C20H22FN4O2S+
4-[(2S,5S)-5-[[5-(2-fluorophenyl)-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-2-yl]aniline —— C18H21N5OS2
N,N-dimethyl-4-[(2S,5S)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5R)-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-[(2R,5R)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N,N-dimethyl-4-[(2S,5R)-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,5R)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N,N-dimethyl-4-[(2R,5S)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C18H21N5OS2
N,N-dimethyl-4-[(2R,5S)-5-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— 3-[(1R)-1-phenylethyl]sulfanyl-6-pyrazol-1-ylpyridazine —— C15H14N4S
3-[(1R)-1-phenylethyl]sulfanyl-6-pyrazol-1-ylpyridazine
—— N,N-dimethyl-4-[(2S,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C20H23N4O2S+
N,N-dimethyl-4-[(2S,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N-[[(2S)-oxolan-2-yl]methyl]-2-(6-pyrazol-1-ylpyridazin-3-yl)sulfanylacetamide —— C14H17N5O2S
N-[[(2S)-oxolan-2-yl]methyl]-2-(6-pyrazol-1-ylpyridazin-3-yl)sulfanylacetamide
—— N-[[(2R)-oxolan-2-yl]methyl]-2-(6-pyrazol-1-ylpyridazin-3-yl)sulfanylacetamide —— C14H17N5O2S
N-[[(2R)-oxolan-2-yl]methyl]-2-(6-pyrazol-1-ylpyridazin-3-yl)sulfanylacetamide
—— 3-imidazol-1-yl-6-[(1S)-1-phenylethyl]sulfanylpyridazine —— C15H14N4S
3-imidazol-1-yl-6-[(1S)-1-phenylethyl]sulfanylpyridazine
—— N,N-dimethyl-4-[(2R,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C20H23N4O2S+
N,N-dimethyl-4-[(2R,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— N,N-dimethyl-4-[(2S,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline —— C20H23N4O2S+
N,N-dimethyl-4-[(2S,5S)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-3-ium-2-yl]aniline
—— 3-[(1S)-1-phenylethyl]sulfanyl-6-pyrazol-1-ylpyridazine —— C15H14N4S
3-[(1S)-1-phenylethyl]sulfanyl-6-pyrazol-1-ylpyridazine
—— N,N-dimethyl-4-[(2S,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C20H22N4O2S
N,N-dimethyl-4-[(2S,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— 3-imidazol-1-yl-6-[(1R)-1-phenylethyl]sulfanylpyridazine —— C15H14N4S
3-imidazol-1-yl-6-[(1R)-1-phenylethyl]sulfanylpyridazine
—— N,N-dimethyl-4-[(2R,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline —— C20H22N4O2S
N,N-dimethyl-4-[(2R,5R)-5-[(5-phenyl-1,3,4-oxadiazol-2-yl)sulfanylmethyl]-1,3-oxazolidin-2-yl]aniline
—— 4-chloro-3-(4-fluorophenyl)sulfanyl-2H-furan-5-one —— C10H6ClFO2S
4-chloro-3-(4-fluorophenyl)sulfanyl-2H-furan-5-one
—— 4-chloro-3-(4-chlorophenyl)sulfanyl-2H-furan-5-one —— C10H6Cl2O2S
4-chloro-3-(4-chlorophenyl)sulfanyl-2H-furan-5-one
—— (1S,2S,6S)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1S,2S,6S)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— 3-(4-bromophenyl)sulfanyl-4-chloro-2H-furan-5-one —— C10H6BrClO2S
3-(4-bromophenyl)sulfanyl-4-chloro-2H-furan-5-one
—— (1S,2S,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione —— C15H12O2S
(1S,2S,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione
—— (1S,2R,6S)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1S,2R,6S)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1R,6R)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C16H16O2S
(1R,6R)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1R,6S)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C16H16O2S
(1R,6S)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1S,2R,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione —— C15H12O2S
(1S,2R,5R,6R)-2-phenylsulfanyltricyclo[4.2.1.02,5]non-7-ene-3,4-dione
—— (1R,6R)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1R,6R)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1R,6S)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1R,6S)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1S,6S)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1S,6S)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— 4-chloro-3-(4-chloro-2,5-dimethylphenyl)sulfanyl-2H-furan-5-one —— C12H10Cl2O2S
4-chloro-3-(4-chloro-2,5-dimethylphenyl)sulfanyl-2H-furan-5-one
—— (1S,2R,6R)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1S,2R,6R)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1S,2S,6R)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1S,2S,6R)-2-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (2aR,2bR,10aS,10bR)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione —— C22H24O2S
(2aR,2bR,10aS,10bR)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione
—— (1S,6R)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C16H16O2S
(1S,6R)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (2aR,2bR,10aR,10bS)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione —— C22H24O2S
(2aR,2bR,10aR,10bS)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione
—— (1S,6S)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C16H16O2S
(1S,6S)-3,4-dimethyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (1S,6R)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione —— C15H14O2S
(1S,6R)-3-methyl-1-phenylsulfanylbicyclo[4.2.0]oct-3-ene-7,8-dione
—— (2aR,2bR,10aS,10bS)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione —— C22H24O2S
(2aR,2bR,10aS,10bS)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione
—— (2aR,2bR,10aR,10bR)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione —— C22H24O2S
(2aR,2bR,10aR,10bR)-10b-phenylsulfanyl-2b,3,4,5,6,7,8,9,10,10a-decahydro-2aH-cyclobuta[l]phenanthrene-1,2-dione
—— 4-chloro-3-(2-methylphenyl)sulfanyl-2H-furan-5-one —— C11H9ClO2S
4-chloro-3-(2-methylphenyl)sulfanyl-2H-furan-5-one
—— (2S)-2-(3-bromopyridin-2-yl)sulfanylpropanamide —— C8H9BrN2OS
(2S)-2-(3-bromopyridin-2-yl)sulfanylpropanamide
—— (2S)-2-(3-bromopyridin-2-yl)sulfanylcyclohexan-1-one —— C11H12BrNOS
(2S)-2-(3-bromopyridin-2-yl)sulfanylcyclohexan-1-one
—— (3S)-3-[4-[(1R)-1-hydroxyethyl]phenyl]sulfanyloxolan-2-one —— C12H14O3S
(3S)-3-[4-[(1R)-1-hydroxyethyl]phenyl]sulfanyloxolan-2-one