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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
—— N-[[(3R)-1-cyclohexylpiperidin-3-yl]methyl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(pyridin-3-ylmethyl)acetamide —— C23H33N5O2S
N-[[(3R)-1-cyclohexylpiperidin-3-yl]methyl]-2-[(5-methyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(pyridin-3-ylmethyl)acetamide
—— ethyl (4S)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate —— C20H25NO4S
ethyl (4S)-4-(5-ethylsulfanyl-2-methylfuran-3-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
—— N-[(2S)-1-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)propan-2-yl]-2-phenylsulfanylacetamide —— C17H24N2OS
N-[(2S)-1-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)propan-2-yl]-2-phenylsulfanylacetamide
—— 2-[2-[4-(1-adamantyl)piperazin-4-ium-1-yl]-2-oxoethyl]sulfanyl-4-methyl-1H-pyrimidin-6-one —— C21H31N4O2S+
2-[2-[4-(1-adamantyl)piperazin-4-ium-1-yl]-2-oxoethyl]sulfanyl-4-methyl-1H-pyrimidin-6-one
—— ethyl (3S,3aR,7aR)-2-imino-3a,4,5,6,7,7a-hexahydro-3H-1-benzothiophene-3-carboxylate —— C11H17NO2S
ethyl (3S,3aR,7aR)-2-imino-3a,4,5,6,7,7a-hexahydro-3H-1-benzothiophene-3-carboxylate
—— 2-[2-[4-(1-adamantyl)piperazin-4-ium-1-yl]-2-oxoethyl]sulfanyl-4-amino-1H-pyrimidin-6-one —— C20H30N5O2S+
2-[2-[4-(1-adamantyl)piperazin-4-ium-1-yl]-2-oxoethyl]sulfanyl-4-amino-1H-pyrimidin-6-one
—— N-[(2R)-1-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)propan-2-yl]-2-phenylsulfanylacetamide —— C17H24N2OS
N-[(2R)-1-(1-methyl-3,6-dihydro-2H-pyridin-4-yl)propan-2-yl]-2-phenylsulfanylacetamide
—— (4S)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-4-(2-fluorophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C18H18FN5O2S
(4S)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-4-(2-fluorophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (4R)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-4-(2-fluorophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C18H18FN5O2S
(4R)-N-(2,3-dihydroimidazo[2,1-b][1,3]thiazol-6-ylmethyl)-4-(2-fluorophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— 2-[6-(1-Adamantyl)-3-cyano-4-(trifluoromethyl)pyridin-2-yl]sulfanylacetate —— C19H18F3N2O2S-
2-[6-(1-Adamantyl)-3-cyano-4-(trifluoromethyl)pyridin-2-yl]sulfanylacetate
—— 3-(4-methylphenyl)sulfanyl-N-[4-(2-oxopyridin-1-yl)butyl]propanamide —— C19H24N2O2S
3-(4-methylphenyl)sulfanyl-N-[4-(2-oxopyridin-1-yl)butyl]propanamide
—— N-[4-[6-(pyridin-3-ylmethylamino)pyrimidin-4-yl]sulfanylphenyl]acetamide —— C18H17N5OS
N-[4-[6-(pyridin-3-ylmethylamino)pyrimidin-4-yl]sulfanylphenyl]acetamide
—— 2-{[(4-methylphenyl)sulfanyl]acetyl}-N-(prop-2-en-1-yl)hydrazinecarbothioamide —— C13H17N3OS2
2-{[(4-methylphenyl)sulfanyl]acetyl}-N-(prop-2-en-1-yl)hydrazinecarbothioamide
—— {2-[(4-Chlorophenyl)sulfanyl]-5-nitrophenyl}(morpholin-4-yl)methanone —— C17H15ClN2O4S
{2-[(4-Chlorophenyl)sulfanyl]-5-nitrophenyl}(morpholin-4-yl)methanone
—— N-[4-(2-oxopyridin-1-yl)butyl]-4-phenylsulfanylbutanamide —— C19H24N2O2S
N-[4-(2-oxopyridin-1-yl)butyl]-4-phenylsulfanylbutanamide
—— N'-(3-acetyl-6-methyl-4-oxo-4H-pyran-2-yl)-2-(phenylsulfanyl)acetohydrazide —— C16H16N2O4S
N'-(3-acetyl-6-methyl-4-oxo-4H-pyran-2-yl)-2-(phenylsulfanyl)acetohydrazide
—— N'-(3-acetyl-6-methyl-4-oxo-4H-pyran-2-yl)-2-[(4-methylphenyl)sulfanyl]acetohydrazide —— C17H18N2O4S
N'-(3-acetyl-6-methyl-4-oxo-4H-pyran-2-yl)-2-[(4-methylphenyl)sulfanyl]acetohydrazide
—— (2R)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N-(3-methylbutyl)pentanamide —— C23H33N3O2S
(2R)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N-(3-methylbutyl)pentanamide
—— (2S)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N-(3-methylbutyl)pentanamide —— C23H33N3O2S
(2S)-2-(5-benzyl-1,4-dimethyl-6-oxopyrimidin-2-yl)sulfanyl-N-(3-methylbutyl)pentanamide
—— 2-[(3,5-Difluorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one —— C20H17F3N2OS
2-[(3,5-Difluorophenyl)methylsulfanyl]-5-[(3-fluorophenyl)methyl]-3,6-dimethylpyrimidin-4-one
—— 2-[(2-Fluorophenyl)methylsulfanyl]-3,6-dimethylpyrimidin-4-one —— C13H13FN2OS
2-[(2-Fluorophenyl)methylsulfanyl]-3,6-dimethylpyrimidin-4-one
—— (2R)-1-[4-(pyridin-3-ylmethyl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one —— C19H24N4OS
(2R)-1-[4-(pyridin-3-ylmethyl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one
—— (2S)-1-[4-(pyridin-3-ylmethyl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one —— C19H24N4OS
(2S)-1-[4-(pyridin-3-ylmethyl)-1,4-diazepan-1-yl]-2-pyridin-2-ylsulfanylpropan-1-one
—— 2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C8H9N2O3S-
2-[(4,5-dimethyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— (1R,2S)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide —— C18H18N2OS
(1R,2S)-N-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide
—— N-(1-cyanocyclohexyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H17FN4O2S
N-(1-cyanocyclohexyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-pentan-2-yl]acetamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide —— C19H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(2-methylphenyl)methyl]acetamide
—— 1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H18FN3O2S
1-(2,5-Dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-(4-Fluorophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole —— C16H13FN2OS2
2-(4-Fluorophenyl)-5-[(4-methylsulfanylphenyl)methylsulfanyl]-1,3,4-oxadiazole
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(2-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13ClFN3O2S
N-[(2-chlorophenyl)methyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-{[5,6-di(furan-2-yl)-1,2,4-triazin-3-yl]sulfanyl}-N-(2-phenylethyl)acetamide —— C21H18N4O3S
2-{[5,6-di(furan-2-yl)-1,2,4-triazin-3-yl]sulfanyl}-N-(2-phenylethyl)acetamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide —— C19H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-methyl-N-[(4-methylphenyl)methyl]acetamide
—— 1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H17FN4O3S
1-[2,5-Dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— ethyl 5-[(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H20FN3O4S
ethyl 5-[(2S)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-(1-cyanocyclopentyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4O2S
N-(1-cyanocyclopentyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H10FN3O2S
(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-(1-adamantyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H22FN3O2S
N-(1-adamantyl)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile —— C10H6FN3OS
2-[[5-(4-Fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetonitrile
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-cyclopentyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3O2S
(2S)-N-cyclopentyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H17F2N3O2S
(2S)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cyclopentyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3O2S
(2R)-N-cyclopentyl-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C16H15FN4O2S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H26FN3O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— ethyl 5-[(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H20FN3O4S
ethyl 5-[(2R)-2-[[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate