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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
—— S-(6-Hydroxy-4,5-dimethylpyrimid-2-yl)-thioglycolsaeure-methylester 28920-94-7 C9H12N2O3S
S-(6-Hydroxy-4,5-dimethylpyrimid-2-yl)-thioglycolsaeure-methylester
—— 6-ethyl-2-((2-oxo-2-(pyrrolidin-1-yl)ethyl)thio)pyrimidin-4(3H)-one —— C12H17N3O2S
6-ethyl-2-((2-oxo-2-(pyrrolidin-1-yl)ethyl)thio)pyrimidin-4(3H)-one
—— 2-(3-methylbutylsulfanyl)-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C10H13F3N2OS
2-(3-methylbutylsulfanyl)-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— 2-[(6-ethyl-4-oxo-1,4-dihydropyrimidin-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide —— C16H19N3O2S
2-[(6-ethyl-4-oxo-1,4-dihydropyrimidin-2-yl)sulfanyl]-N-(2-phenylethyl)acetamide
—— N,N-diethyl-2-((6-oxo-4-(trifluoromethyl)-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C11H14F3N3O2S
N,N-diethyl-2-((6-oxo-4-(trifluoromethyl)-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— 2-((2-fluorobenzyl)thio)-5,6-dimethylpyrimidin-4(3H)-one —— C13H13FN2OS
2-((2-fluorobenzyl)thio)-5,6-dimethylpyrimidin-4(3H)-one
—— ethyl (2S)-2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C12H16N2O4S
ethyl (2S)-2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate
—— 4,5-dimethyl-2-(pyridin-3-ylmethylsulfanyl)-1H-pyrimidin-6-one —— C12H13N3OS
4,5-dimethyl-2-(pyridin-3-ylmethylsulfanyl)-1H-pyrimidin-6-one
—— methyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C10H14N2O3S
methyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— ethyl 4-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C12H16N2O4S
ethyl 4-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate
—— 5,6-dimethyl-2-((2-oxo-2-(pyrrolidin-1-yl)ethyl)thio)pyrimidin-4(3H)-one —— C12H17N3O2S
5,6-dimethyl-2-((2-oxo-2-(pyrrolidin-1-yl)ethyl)thio)pyrimidin-4(3H)-one
—— 5-ethyl-4-methyl-2-propylsulfanyl-1H-pyrimidin-6-one —— C10H16N2OS
5-ethyl-4-methyl-2-propylsulfanyl-1H-pyrimidin-6-one
—— 2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(4-methylbenzyl)acetamide —— C16H19N3O2S
2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(4-methylbenzyl)acetamide
—— ethyl 2-((4-hydroxy-6-(trifluoromethyl)pyrimidin-2-yl)sulfanyl)acetate —— C9H9F3N2O3S
ethyl 2-((4-hydroxy-6-(trifluoromethyl)pyrimidin-2-yl)sulfanyl)acetate
—— 2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(2-methoxyethyl)acetamide —— C11H17N3O3S
2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(2-methoxyethyl)acetamide
—— 2-[(2R)-butan-2-yl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C11H18N2OS
2-[(2R)-butan-2-yl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— N-(4-fluorobenzyl)-2-((6-oxo-4-(trifluoromethyl)-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C14H11F4N3O2S
N-(4-fluorobenzyl)-2-((6-oxo-4-(trifluoromethyl)-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— ethyl (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C11H16N2O3S
ethyl (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— N,N-diethyl-2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C12H19N3O2S
N,N-diethyl-2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— 2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-phenethylacetamide —— C16H19N3O2S
2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-phenethylacetamide
—— N-(tert-butyl)-2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C12H19N3O2S
N-(tert-butyl)-2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— N-[(2-chlorophenyl)methyl]-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetamide —— C14H11ClF3N3O2S
N-[(2-chlorophenyl)methyl]-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetamide
—— 2-[(3-fluorophenyl)methylsulfanyl]-4,5-dimethyl-1H-pyrimidin-6-one —— C13H13FN2OS
2-[(3-fluorophenyl)methylsulfanyl]-4,5-dimethyl-1H-pyrimidin-6-one
—— 2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C13H16F3N3O3S
2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— 2-[(1R)-1-phenylethyl]sulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C13H11F3N2OS
2-[(1R)-1-phenylethyl]sulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— 5,6-dimethyl-2-((3-methylbenzyl)thio)pyrimidin-4(3H)-one —— C14H16N2OS
5,6-dimethyl-2-((3-methylbenzyl)thio)pyrimidin-4(3H)-one
—— 2-[(2R)-butan-2-yl]sulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C9H11F3N2OS
2-[(2R)-butan-2-yl]sulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— diethyl 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]propanedioate —— C12H13F3N2O5S
diethyl 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]propanedioate
—— 2-((pyridin-2-ylmethyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C11H8F3N3OS
2-((pyridin-2-ylmethyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— N-benzyl-2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C15H17N3O2S
N-benzyl-2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— ethyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C12H16N2O4S
ethyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate
—— 4,5-dimethyl-2-[(1S)-1-phenylethyl]sulfanyl-1H-pyrimidin-6-one —— C14H16N2OS
4,5-dimethyl-2-[(1S)-1-phenylethyl]sulfanyl-1H-pyrimidin-6-one
—— 2-((4-methylbenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C13H11F3N2OS
2-((4-methylbenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— 2-((3-fluorobenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C12H8F4N2OS
2-((3-fluorobenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— ethyl (2R)-3-oxo-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate —— C11H11F3N2O4S
ethyl (2R)-3-oxo-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate
—— 2-((3-methylbenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C13H11F3N2OS
2-((3-methylbenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C15H14F3N3O2S
2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— ethyl 2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-methylpropanoate —— C12H18N2O3S
ethyl 2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-2-methylpropanoate
—— 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C10H12F3N3O2S
2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— 6-ethyl-2-((3-fluorobenzyl)thio)pyrimidin-4(3H)-one —— C13H13FN2OS
6-ethyl-2-((3-fluorobenzyl)thio)pyrimidin-4(3H)-one
—— methyl (2S)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]propanoate —— C9H9F3N2O3S
methyl (2S)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]propanoate
—— 2-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4-ethyl-1H-pyrimidin-6-one —— C14H21N3O3S
2-[2-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4-ethyl-1H-pyrimidin-6-one
—— 6-ethyl-2-((2-methylbenzyl)thio)pyrimidin-4(3H)-one —— C14H16N2OS
6-ethyl-2-((2-methylbenzyl)thio)pyrimidin-4(3H)-one
—— 2-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4,5-dimethyl-1H-pyrimidin-6-one —— C14H21N3O3S
2-[2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4,5-dimethyl-1H-pyrimidin-6-one
—— 1-(Azepan-1-yl)-2-{[4-hydroxy-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}ethanone —— C13H16F3N3O2S
1-(Azepan-1-yl)-2-{[4-hydroxy-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}ethanone
—— ethyl (2S)-3-oxo-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate —— C11H11F3N2O4S
ethyl (2S)-3-oxo-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate
—— N-[[(2S)-oxolan-2-yl]methyl]-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetamide —— C12H14F3N3O3S
N-[[(2S)-oxolan-2-yl]methyl]-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetamide
—— 2-(1-methylimidazol-2-yl)sulfanyl-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide —— C16H16N4OS2
2-(1-methylimidazol-2-yl)sulfanyl-N-[(S)-phenyl(1,3-thiazol-2-yl)methyl]acetamide
—— 4-ethyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one —— C9H14N2OS
4-ethyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one
—— 2-((2,5-dimethylbenzyl)thio)-6-ethylpyrimidin-4(3H)-one —— C15H18N2OS
2-((2,5-dimethylbenzyl)thio)-6-ethylpyrimidin-4(3H)-one