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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
—— 5-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H19N5OS2
5-[[(2S,5S)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 5-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C14H19N5OS2
5-[[(2S,5R)-2-[4-(dimethylamino)phenyl]-1,3-oxazolidin-5-yl]methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide —— C18H22ClN3O2S
(2R)-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-cyclohexyl-N-methylpropanamide
—— 5-Benzylsulfanyl-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione —— C15H11FN2S3
5-Benzylsulfanyl-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione
—— (2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H19FN4OS3
(2S)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide —— C18H22FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R,2R)-2-methylcyclohexyl]propanamide
—— (2R)-1-(4-ethylpiperazin-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H21FN4OS3
(2R)-1-(4-ethylpiperazin-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H21FN4OS3
(2S)-1-(4-ethylpiperazin-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide —— C15H12FN3O2S3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)acetamide
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide —— C18H22FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1S,2R)-2-methylcyclohexyl]propanamide
—— (2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one —— C17H22FN4OS3+
(2R)-1-(4-ethylpiperazin-4-ium-1-yl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propan-1-one
—— (2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C17H19FN4OS3
(2R)-N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C17H18N6O2S
2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— ethyl N-[2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]acetyl]carbamate —— C14H15N5O4S
ethyl N-[2-[[6-(2-aminophenyl)-5-oxo-4H-1,2,4-triazin-3-yl]sulfanyl]acetyl]carbamate
—— N-(4,5-dihydro-1,3-thiazol-2-yl)-2-(2-fluorophenyl)sulfanylacetamide —— C11H11FN2OS2
N-(4,5-dihydro-1,3-thiazol-2-yl)-2-(2-fluorophenyl)sulfanylacetamide
—— 2-(3-Chlorophenyl)-5-[(3-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazole —— C15H10Cl2N2OS
2-(3-Chlorophenyl)-5-[(3-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C15H16ClN3O4S2
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— N-[2-(4-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15Cl2N3O2S
N-[2-(4-chlorophenyl)ethyl]-2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C20H24ClN3O2S
2-[[5-(3-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
—— 2-(3-Chlorophenyl)-5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C17H15ClN2OS
2-(3-Chlorophenyl)-5-[(2,5-dimethylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-(3-Chlorophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13ClN2OS2
2-(3-Chlorophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[(2-Bromophenyl)methylsulfanyl]-5-(3-chlorophenyl)-1,3,4-oxadiazole —— C15H10BrClN2OS
2-[(2-Bromophenyl)methylsulfanyl]-5-(3-chlorophenyl)-1,3,4-oxadiazole
—— 2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide —— C15H20N4OS
2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-phenylbutyl]acetamide
—— 2-[2-(2,5-dimethylthiophen-3-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one —— C15H18N2O2S2
2-[2-(2,5-dimethylthiophen-3-yl)-2-oxoethyl]sulfanyl-4-propyl-1H-pyrimidin-6-one
—— 2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-isopropylacetamide —— C12H19N3O2S
2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-isopropylacetamide
—— N-tert-butyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H16FN3OS3
N-tert-butyl-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetonitrile —— C9H11N3OS
2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]acetonitrile
—— 4-[(5-ethyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetyl]-morpholine 28994-64-1 C13H19N3O3S
4-[(5-ethyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetyl]-morpholine
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C11H10FN3OS3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— ethyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C12H18N2O3S
ethyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C15H18FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— 2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-isopropylacetamide —— C11H17N3O2S
2-((4,5-dimethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-isopropylacetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide —— C15H18FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(3-methylbutyl)acetamide
—— 4,5-dimethyl-2-(pyridin-2-ylmethylsulfanyl)-1H-pyrimidin-6-one —— C12H13N3OS
4,5-dimethyl-2-(pyridin-2-ylmethylsulfanyl)-1H-pyrimidin-6-one
—— 6-ethyl-2-((3-methylbenzyl)thio)pyrimidin-4(3H)-one —— C14H16N2OS
6-ethyl-2-((3-methylbenzyl)thio)pyrimidin-4(3H)-one
—— 5,6-dimethyl-2-(phenethylthio)pyrimidin-4(3H)-one 899991-11-8 C14H16N2OS
5,6-dimethyl-2-(phenethylthio)pyrimidin-4(3H)-one
—— 4,5-dimethyl-2-(3-methylbutylsulfanyl)-1H-pyrimidin-6-one —— C11H18N2OS
4,5-dimethyl-2-(3-methylbutylsulfanyl)-1H-pyrimidin-6-one
—— 2-((2-fluorobenzyl)thio)-6-propylpyrimidin-4(3H)-one —— C14H15FN2OS
2-((2-fluorobenzyl)thio)-6-propylpyrimidin-4(3H)-one
—— 5-ethyl-4-methyl-2-[(2-methylphenyl)methylsulfanyl]-1H-pyrimidin-6-one —— C15H18N2OS
5-ethyl-4-methyl-2-[(2-methylphenyl)methylsulfanyl]-1H-pyrimidin-6-one
—— 2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(2-methoxyethyl)acetamide —— C12H19N3O3S
2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(2-methoxyethyl)acetamide
—— ethyl (2R)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C13H20N2O3S
ethyl (2R)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 4,5-dimethyl-2-prop-2-enylsulfanyl-1H-pyrimidin-6-one —— C9H12N2OS
4,5-dimethyl-2-prop-2-enylsulfanyl-1H-pyrimidin-6-one
—— 4-ethyl-2-[(1S)-1-phenylethyl]sulfanyl-1H-pyrimidin-6-one —— C14H16N2OS
4-ethyl-2-[(1S)-1-phenylethyl]sulfanyl-1H-pyrimidin-6-one
—— methyl (2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C11H16N2O3S
methyl (2S)-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— 2-isopropylthio-6-trifluoromethyl-3H-pyrimidin-4-one 792935-66-1 C8H9F3N2OS
2-isopropylthio-6-trifluoromethyl-3H-pyrimidin-4-one
—— 2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-4-ethyl-1H-pyrimidin-6-one —— C12H18N2O3S
2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-4-ethyl-1H-pyrimidin-6-one
—— 2-((2-morpholino-2-oxoethyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C11H12F3N3O3S
2-((2-morpholino-2-oxoethyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— 3-(4-Fluorophenyl)-5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C12H9FN4OS3
3-(4-Fluorophenyl)-5-[(5-methyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— N,N-diethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C13H21N3O2S
N,N-diethyl-2-((6-oxo-4-propyl-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— 5-ethyl-4-methyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one —— C10H16N2OS
5-ethyl-4-methyl-2-propan-2-ylsulfanyl-1H-pyrimidin-6-one