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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
—— 2-((2-chlorobenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C12H8ClF3N2OS
2-((2-chlorobenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— 2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(furan-2-ylmethyl)acetamide —— C13H15N3O3S
2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(furan-2-ylmethyl)acetamide
—— ethyl (2S)-2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C11H16N2O3S
ethyl (2S)-2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-[(2-chlorophenyl)methylsulfanyl]-4-ethyl-1H-pyrimidin-6-one —— C13H13ClN2OS
2-[(2-chlorophenyl)methylsulfanyl]-4-ethyl-1H-pyrimidin-6-one
—— 2-[(3-chlorophenyl)methylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C14H15ClN2OS
2-[(3-chlorophenyl)methylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 3-(4-Fluorophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C15H9FN4O2S3
3-(4-Fluorophenyl)-5-[[5-(furan-2-yl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— 2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C13H19N3O3S
2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— 2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-isopropylacetamide —— C11H17N3O2S
2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-isopropylacetamide
—— 2-((2,5-dimethylbenzyl)thio)-6-propylpyrimidin-4(3H)-one —— C16H20N2OS
2-((2,5-dimethylbenzyl)thio)-6-propylpyrimidin-4(3H)-one
—— 1-[2-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one —— C14H12FN3O2S3
1-[2-[[4-(4-Fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]pyrrolidin-2-one
—— 4,5-dimethyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one —— C9H14N2OS
4,5-dimethyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one
—— 2-[(2-chlorophenyl)methylsulfanyl]-4,5-dimethyl-1H-pyrimidin-6-one —— C13H13ClN2OS
2-[(2-chlorophenyl)methylsulfanyl]-4,5-dimethyl-1H-pyrimidin-6-one
—— methyl (2R)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C12H18N2O3S
methyl (2R)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetonitrile —— C8H9N3OS
2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetonitrile
—— 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetonitrile —— C7H4F3N3OS
2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetonitrile
—— ethyl (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C13H18N2O4S
ethyl (2S)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate
—— methyl 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetate —— C8H7F3N2O3S
methyl 2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]acetate
—— ethyl (2S)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate —— C11H13F3N2O3S
ethyl (2S)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate
—— 2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-methylacetamide —— C9H13N3O2S
2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-methylacetamide
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H10FN3OS3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C13H19N3O3S
2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— methyl (2R)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate —— C10H11F3N2O3S
methyl (2R)-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanoate
—— 2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C11H13F3N2O3S
2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— 3-(4-fluorophenyl)-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole-2-thione —— C16H13FN2S3
3-(4-fluorophenyl)-5-[(1R)-1-phenylethyl]sulfanyl-1,3,4-thiadiazole-2-thione
—— 2-[(2S)-butan-2-yl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C11H18N2OS
2-[(2S)-butan-2-yl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— 2-{[4-hydroxy-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}-N-propylacetamide —— C10H12F3N3O2S
2-{[4-hydroxy-6-(trifluoromethyl)pyrimidin-2-yl]sulfanyl}-N-propylacetamide
—— methyl (2R)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C11H16N2O3S
methyl (2R)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-(1,3-dioxolan-2-ylmethylsulfanyl)-4-ethyl-1H-pyrimidin-6-one —— C10H14N2O3S
2-(1,3-dioxolan-2-ylmethylsulfanyl)-4-ethyl-1H-pyrimidin-6-one
—— 2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide —— C14H13BrN4O2S
2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide
—— 2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C21H23N3O2S
2-[[5-(3-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— 2-(3-Bromophenyl)-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C15H10BrFN2OS
2-(3-Bromophenyl)-5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C15H19N3OS2
2-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— 2-(3-Bromophenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13BrN2OS
2-(3-Bromophenyl)-5-[(2-methylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide —— C14H19N5OS
2-[(4-amino-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-1-phenylbutyl]acetamide
—— (2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
(2S)-2-[[5-(3-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C18H21N5OS2
2-[(4-amino-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— N-cycloheptyl-2-[[6-(4-methylphenyl)-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]sulfanyl]acetamide —— C20H24N6O2S
N-cycloheptyl-2-[[6-(4-methylphenyl)-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]sulfanyl]acetamide
—— N-cyclohexyl-2-[[6-(4-fluorophenyl)-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]sulfanyl]acetamide —— C18H19FN6O2S
N-cyclohexyl-2-[[6-(4-fluorophenyl)-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]sulfanyl]acetamide
—— 6-(4-methylphenyl)-3-(2-oxo-2-thiophen-2-ylethyl)sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C17H13N5O2S2
6-(4-methylphenyl)-3-(2-oxo-2-thiophen-2-ylethyl)sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— 7-(3,3-Dimethyl-2-oxobutyl)sulfanyl-3-(4-fluorophenyl)-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C16H15FN4O2S2
7-(3,3-Dimethyl-2-oxobutyl)sulfanyl-3-(4-fluorophenyl)-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 7-(2-Oxopropylsulfanyl)-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one —— C7H6N4O2S2
7-(2-Oxopropylsulfanyl)-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-4-one
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C20H20FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 3-(3,3-dimethyl-2-oxobutyl)sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C10H13N5O2S
3-(3,3-dimethyl-2-oxobutyl)sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— N-cyclopentyl-2-[[6-(4-methylphenyl)-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]sulfanyl]acetamide —— C18H20N6O2S
N-cyclopentyl-2-[[6-(4-methylphenyl)-7-oxo-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-3-yl]sulfanyl]acetamide
—— N-cyclopentyl-2-[[3-[(4-methylphenyl)methyl]-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl]sulfanyl]acetamide —— C19H21N5O2S2
N-cyclopentyl-2-[[3-[(4-methylphenyl)methyl]-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl]sulfanyl]acetamide
—— 6-tert-butyl-3-(2-oxo-2-thiophen-2-ylethyl)sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one —— C14H15N5O2S2
6-tert-butyl-3-(2-oxo-2-thiophen-2-ylethyl)sulfanyl-8H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-7-one
—— N-cycloheptyl-2-[(3-methyl-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetamide —— C14H19N5O2S2
N-cycloheptyl-2-[(3-methyl-4-oxo-[1,3,4]thiadiazolo[2,3-c][1,2,4]triazin-7-yl)sulfanyl]acetamide
—— 2-(4-bromophenyl)sulfanyl-N-[(1S)-1-phenylbutyl]acetamide —— C18H20BrNOS
2-(4-bromophenyl)sulfanyl-N-[(1S)-1-phenylbutyl]acetamide
—— [2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate —— C21H24ClNO3S
[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 3-(4-chlorophenyl)sulfanylpropanoate
—— 4-Methyl-3-[[2,4,6-trimethyl-3-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,2,4-triazole —— C17H22N6S2
4-Methyl-3-[[2,4,6-trimethyl-3-[(4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]phenyl]methylsulfanyl]-1,2,4-triazole