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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
—— methyl 2-[6-oxo-2-[2-oxo-2-(2-phenylsulfanylethylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C17H19N3O4S2
methyl 2-[6-oxo-2-[2-oxo-2-(2-phenylsulfanylethylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C15H14N4O4S2
methyl 2-[6-oxo-2-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[1-(3-methoxypropyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H25N3O5S
methyl 2-[2-[2-[1-(3-methoxypropyl)-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-cyclopropylethyl]-(2,2,2-trifluoroethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H20F3N3O4S
methyl 2-[2-[2-[[(1R)-1-cyclopropylethyl]-(2,2,2-trifluoroethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(4-methylsulfanylphenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H16N2O3S2
methyl 2-[2-[(4-methylsulfanylphenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H24N2O4S
methyl 2-[2-[2-(1-adamantyl)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2R)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H25N3O4S
methyl 2-[2-[(2R)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H19N3O4S
methyl 2-[2-[2-[[(2S)-butan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1H-pyrimidin-4-yl]acetate —— C14H12N4O4S2
methyl 2-[6-oxo-2-[(5-oxo-[1,3]thiazolo[3,2-a]pyrimidin-7-yl)methylsulfanyl]-1H-pyrimidin-4-yl]acetate
—— (3R)-1-cyclopropyl-5-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)pyrrolidine-3-carboxamide —— C18H18N4O2S
(3R)-1-cyclopropyl-5-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)pyrrolidine-3-carboxamide
—— (3S)-1-cyclopropyl-5-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)pyrrolidine-3-carboxamide —— C18H18N4O2S
(3S)-1-cyclopropyl-5-oxo-N-(2-pyridin-2-ylsulfanylpyridin-4-yl)pyrrolidine-3-carboxamide
—— methyl 2-[2-[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[2-[2-[[(2R)-3-methylbutan-2-yl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C14H21N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-[[(2R)-pentan-2-yl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(2-amino-2-oxoethyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C9H11N3O4S
methyl 2-[2-(2-amino-2-oxoethyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[2-[2-[[(1S)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H15FN2O3S
methyl 2-[2-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[methyl-[(4-methylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[2-[2-[methyl-[(4-methylphenyl)methyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1R,2S)-2-propylcyclohexyl]urea —— C16H32N2O3S
1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1R,2S)-2-propylcyclohexyl]urea
—— methyl 2-[2-(3,3-dimethyl-2-oxobutyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H18N2O4S
methyl 2-[2-(3,3-dimethyl-2-oxobutyl)sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1S,2S)-2-propylcyclohexyl]urea —— C16H32N2O3S
1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1S,2S)-2-propylcyclohexyl]urea
—— methyl 2-[2-[(2R)-1-(benzylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H19N3O4S
methyl 2-[2-[(2R)-1-(benzylamino)-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-(2-oxo-2-propan-2-yloxyethyl)sulfanyl-1H-pyrimidin-4-yl]acetate —— C12H16N2O5S
methyl 2-[6-oxo-2-(2-oxo-2-propan-2-yloxyethyl)sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(propan-2-ylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C12H17N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-(propan-2-ylamino)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H18N2O5S
methyl 2-[2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— 1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1S,2R)-2-propylcyclohexyl]urea —— C16H32N2O3S
1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1S,2R)-2-propylcyclohexyl]urea
—— methyl 2-[2-[(2-fluorophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C14H13FN2O3S
methyl 2-[2-[(2-fluorophenyl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— 1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1R,2R)-2-propylcyclohexyl]urea —— C16H32N2O3S
1-[(2S)-1-ethylsulfonylpropan-2-yl]-1-methyl-3-[(1R,2R)-2-propylcyclohexyl]urea
—— methyl 2-[2-(cyanomethylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate —— C9H9N3O3S
methyl 2-[2-(cyanomethylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate
—— 6-(2-aminophenyl)-3-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-4H-1,2,4-triazin-5-one —— C18H14N6O2S
6-(2-aminophenyl)-3-[(5-phenyl-1,3,4-oxadiazol-2-yl)methylsulfanyl]-4H-1,2,4-triazin-5-one
—— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexyl-N-[(4-fluorophenyl)methyl]acetamide —— C17H22FN5OS
2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-cyclohexyl-N-[(4-fluorophenyl)methyl]acetamide
—— 4-[[4-(2,4-dimethylphenyl)sulfanylanilino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one —— C22H22N2O2S
4-[[4-(2,4-dimethylphenyl)sulfanylanilino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one
—— 4-[[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one —— C16H15ClF3N3O2S
4-[[2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one
—— N-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]-4-(trifluoromethylsulfanyl)aniline —— C12H12F3N3OS
N-[(1R)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]-4-(trifluoromethylsulfanyl)aniline
—— N-[(1S)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]-4-(trifluoromethylsulfanyl)aniline —— C12H12F3N3OS
N-[(1S)-1-(5-methyl-1,3,4-oxadiazol-2-yl)ethyl]-4-(trifluoromethylsulfanyl)aniline
—— ethyl (2Z)-2-[4-oxo-3-[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate —— C16H21N3O4S2
ethyl (2Z)-2-[4-oxo-3-[2-[(6-oxo-4-propyl-1H-pyrimidin-2-yl)sulfanyl]ethyl]-1,3-thiazolidin-2-ylidene]acetate
—— 1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C15H24N2O3S2
1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 1-methyl-3-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2R)-1-methylsulfonylpropan-2-yl]urea —— C15H24N2O3S2
1-methyl-3-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2R)-1-methylsulfonylpropan-2-yl]urea
—— 1-methyl-3-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C15H24N2O3S2
1-methyl-3-[(1R)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea —— C15H24N2O3S2
1-methyl-3-[(1S)-1-(4-methylsulfanylphenyl)ethyl]-1-[(2S)-1-methylsulfonylpropan-2-yl]urea
—— 4-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one —— C13H15N3OS2
4-[[5-(3-Methylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butan-2-one
—— N-[(3R)-3-cyanothiolan-3-yl]-3-(2,5-difluorophenyl)sulfanylpropanamide —— C14H14F2N2OS2
N-[(3R)-3-cyanothiolan-3-yl]-3-(2,5-difluorophenyl)sulfanylpropanamide
—— N-[(3S)-3-cyanothiolan-3-yl]-3-(2,5-difluorophenyl)sulfanylpropanamide —— C14H14F2N2OS2
N-[(3S)-3-cyanothiolan-3-yl]-3-(2,5-difluorophenyl)sulfanylpropanamide
—— 3-(2,5-difluorophenyl)sulfanyl-N-ethyl-N-[[(3R)-oxolan-3-yl]methyl]propanamide —— C16H21F2NO2S
3-(2,5-difluorophenyl)sulfanyl-N-ethyl-N-[[(3R)-oxolan-3-yl]methyl]propanamide
—— 3-(2,5-difluorophenyl)sulfanyl-N-ethyl-N-[[(3S)-oxolan-3-yl]methyl]propanamide —— C16H21F2NO2S
3-(2,5-difluorophenyl)sulfanyl-N-ethyl-N-[[(3S)-oxolan-3-yl]methyl]propanamide
—— (2R)-2-[4-[2-(4-bromophenyl)sulfanylacetyl]piperazin-1-yl]-3-methylbutanenitrile —— C17H22BrN3OS
(2R)-2-[4-[2-(4-bromophenyl)sulfanylacetyl]piperazin-1-yl]-3-methylbutanenitrile
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)acetamide —— C13H11BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)acetamide
—— 2-(4-chlorophenyl)sulfanyl-N-(1-cyanocyclopentyl)acetamide —— C14H15ClN2OS
2-(4-chlorophenyl)sulfanyl-N-(1-cyanocyclopentyl)acetamide
—— (2S)-2-[4-[2-(4-bromophenyl)sulfanylacetyl]piperazin-1-yl]-3-methylbutanenitrile —— C17H22BrN3OS
(2S)-2-[4-[2-(4-bromophenyl)sulfanylacetyl]piperazin-1-yl]-3-methylbutanenitrile
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C11H10BrN3O2S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide