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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-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-(3-phenylpropyl)-1,3,4-oxadiazole —— C16H20N2O3S
2-[[(4S)-1,3-dioxan-4-yl]methylsulfanyl]-5-(3-phenylpropyl)-1,3,4-oxadiazole
—— 6-tert-butyl-2-(1H-imidazol-2-ylsulfanyl)imidazo[2,1-b][1,3,4]thiadiazole —— C11H13N5S2
6-tert-butyl-2-(1H-imidazol-2-ylsulfanyl)imidazo[2,1-b][1,3,4]thiadiazole
—— 2-(1H-imidazol-2-ylsulfanyl)-1,3-benzoxazole —— C10H7N3OS
2-(1H-imidazol-2-ylsulfanyl)-1,3-benzoxazole
—— N-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-4-prop-2-enoxybutanamide —— C15H19NO2S
N-[(3R)-2,3-dihydro-1-benzothiophen-3-yl]-4-prop-2-enoxybutanamide
—— 3-(2,5-Dimethylphenyl)sulfanyl-1-methylpyrazin-2-one —— C13H14N2OS
3-(2,5-Dimethylphenyl)sulfanyl-1-methylpyrazin-2-one
—— N-[(2S)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine —— C15H27N5S
N-[(2S)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine
—— 2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide —— C17H21N3O2S2
2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]-N-(2-phenylsulfanylethyl)acetamide
—— 1-Methyl-3-(4-methylphenyl)sulfanylpyrazin-2-one —— C12H12N2OS
1-Methyl-3-(4-methylphenyl)sulfanylpyrazin-2-one
—— N-[(2R)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine —— C15H27N5S
N-[(2R)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-6-methylsulfanylpyridazin-3-amine
—— 1-Methyl-3-(2-methylphenyl)sulfanylpyrazin-2-one —— C12H12N2OS
1-Methyl-3-(2-methylphenyl)sulfanylpyrazin-2-one
—— 1-Methyl-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpyrazin-2-one —— C11H8F3N3OS
1-Methyl-3-[5-(trifluoromethyl)pyridin-2-yl]sulfanylpyrazin-2-one
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)acetamide —— C16H20FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N,N-di(propan-2-yl)acetamide
—— 2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18FN3OS3
2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C15H23N3O3S
2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— (2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3S3
(2R)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— ethyl (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-2-phenylacetate —— C18H15FN2O2S3
ethyl (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]-2-phenylacetate
—— 1-(1-Adamantyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C20H21FN2OS3
1-(1-Adamantyl)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— (2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3S3
(2S)-2-[[4-(4-fluorophenyl)-5-sulfanylidene-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide —— C13H16N2O3S2
N-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide
—— 2-[(4-Ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1,3-benzoxazole —— C12H12N4OS
2-[(4-Ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1,3-benzoxazole
—— N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide —— C13H16N2O3S2
N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-(1,2-oxazol-3-yl)methanesulfonamide
—— 1-Methyl-3-phenylsulfanylpyrazin-2-one —— C11H10N2OS
1-Methyl-3-phenylsulfanylpyrazin-2-one
—— 5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione —— C13H13FN2O2S3
5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-3-(4-fluorophenyl)-1,3,4-thiadiazole-2-thione
—— N-allyl-2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C12H17N3O2S
N-allyl-2-((5-ethyl-4-methyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— 3-(4-Fluorophenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione —— C16H13FN2S3
3-(4-Fluorophenyl)-5-[(4-methylphenyl)methylsulfanyl]-1,3,4-thiadiazole-2-thione
—— (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N,N-dimethyl-3-oxobutanamide —— C12H17N3O3S
(2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N,N-dimethyl-3-oxobutanamide
—— (2R)-N,N-dimethyl-3-oxo-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanamide —— C11H12F3N3O3S
(2R)-N,N-dimethyl-3-oxo-2-[[6-oxo-4-(trifluoromethyl)-1H-pyrimidin-2-yl]sulfanyl]butanamide
—— 2-((2,5-dimethylbenzyl)thio)-5,6-dimethylpyrimidin-4(3H)-one —— C15H18N2OS
2-((2,5-dimethylbenzyl)thio)-5,6-dimethylpyrimidin-4(3H)-one
—— ethyl (2S)-2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C12H18N2O3S
ethyl (2S)-2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— N-allyl-2-((6-oxo-4-(trifluoromethyl)-1,6-dihydropyrimidin-2-yl)thio)acetamide —— C10H10F3N3O2S
N-allyl-2-((6-oxo-4-(trifluoromethyl)-1,6-dihydropyrimidin-2-yl)thio)acetamide
—— methyl (2R)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C12H18N2O3S
methyl (2R)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(4-fluorobenzyl)acetamide —— C15H16FN3O2S
2-((4-ethyl-6-oxo-1,6-dihydropyrimidin-2-yl)thio)-N-(4-fluorobenzyl)acetamide
—— 2-(benzylthio)-6-ethylpyrimidin-4(3H)-one 900738-63-8 C13H14N2OS
2-(benzylthio)-6-ethylpyrimidin-4(3H)-one
—— 4-propyl-2-(pyridin-2-ylmethylsulfanyl)-1H-pyrimidin-6-one —— C13H15N3OS
4-propyl-2-(pyridin-2-ylmethylsulfanyl)-1H-pyrimidin-6-one
—— 2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-4-propyl-1H-pyrimidin-6-one —— C13H20N2O3S
2-[2-(1,3-dioxan-2-yl)ethylsulfanyl]-4-propyl-1H-pyrimidin-6-one
—— 2-((2-methylbenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one —— C13H11F3N2OS
2-((2-methylbenzyl)thio)-6-(trifluoromethyl)pyrimidin-4(3H)-one
—— 4,5-dimethyl-2-[(2-methylphenyl)methylsulfanyl]-1H-pyrimidin-6-one —— C14H16N2OS
4,5-dimethyl-2-[(2-methylphenyl)methylsulfanyl]-1H-pyrimidin-6-one
—— 2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4,5-dimethyl-1H-pyrimidin-6-one —— C14H21N3O3S
2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4,5-dimethyl-1H-pyrimidin-6-one
—— 2-(2-phenylethylsulfanyl)-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C13H11F3N2OS
2-(2-phenylethylsulfanyl)-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— ethyl (2R)-3-oxo-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C13H18N2O4S
ethyl (2R)-3-oxo-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— methyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C11H16N2O3S
methyl (2R)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— 2-prop-2-enylsulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one —— C8H7F3N2OS
2-prop-2-enylsulfanyl-4-(trifluoromethyl)-1H-pyrimidin-6-one
—— 2-(1,3-dioxolan-2-ylmethylsulfanyl)-5-ethyl-4-methyl-1H-pyrimidin-6-one —— C11H16N2O3S
2-(1,3-dioxolan-2-ylmethylsulfanyl)-5-ethyl-4-methyl-1H-pyrimidin-6-one
—— methyl (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C11H16N2O3S
methyl (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— ethyl (2S)-3-oxo-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate —— C13H18N2O4S
ethyl (2S)-3-oxo-2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]butanoate
—— methyl (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate —— C10H14N2O3S
methyl (2S)-2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]propanoate
—— <i>N</i>,<i>N</i>-diethyl-2-(5-ethyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetamide 28994-62-9 C13H21N3O2S
<i>N</i>,<i>N</i>-diethyl-2-(5-ethyl-4-methyl-6-oxo-1,6-dihydro-pyrimidin-2-ylsulfanyl)-acetamide
—— 2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4-ethyl-1H-pyrimidin-6-one —— C14H21N3O3S
2-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-oxoethyl]sulfanyl-4-ethyl-1H-pyrimidin-6-one
—— 2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C13H19N3O3S
2-[(4-ethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— ethyl (2R)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate —— C13H18N2O4S
ethyl (2R)-2-[(5-ethyl-4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]-3-oxobutanoate