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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-[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
—— N,N-bis(2-cyanoethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C12H14N4OS2
N,N-bis(2-cyanoethyl)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 4-amino-3-[(1S)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C10H14N4OS
4-amino-3-[(1S)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— 4-amino-3-[(1R)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one —— C10H14N4OS
4-amino-3-[(1R)-cyclohex-2-en-1-yl]sulfanyl-6-methyl-1,2,4-triazin-5-one
—— (2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8BrN3OS
(2R)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C12H15N3OS2
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— Tert-butyl 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate —— C14H15BrN2O3S
Tert-butyl 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetate
—— 2-Benzylsulfanyl-5-(2-bromophenyl)-1,3,4-oxadiazole —— C15H11BrN2OS
2-Benzylsulfanyl-5-(2-bromophenyl)-1,3,4-oxadiazole
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide —— C16H15BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-cyano-1-cyclopropylethyl]acetamide
—— (2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide —— C19H23N5OS
(2S)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide
—— (2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide —— C19H23N5OS
(2R)-N-[2-(1-methylimidazol-2-yl)sulfanylphenyl]-2-(1,3,5-trimethylpyrazol-4-yl)propanamide
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone —— C20H19N3O2S2
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]ethanone
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide —— C14H13BrN4O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(2-cyanoethyl)-N-methylacetamide
—— (2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide —— C13H13BrN4O3S
(2S)-2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(methylcarbamoyl)propanamide
—— N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide —— C14H22N2OS2
N-[(1R,2R,3R)-2,3-dimethylcyclohexyl]-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]acetamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide —— C9H14N2OS2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-propan-2-ylacetamide
—— (2S)-N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide —— C10H11N3O2S2
(2S)-N-(furan-2-ylmethyl)-2-(1,3,4-thiadiazol-2-ylsulfanyl)propanamide
—— 1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C17H13ClN4O2S2
1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— (2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide —— C7H10N2OS2
(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]propanamide
—— 2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C16H20N2OS2
2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— [(1S)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium —— C13H17FN3OS+
[(1S)-1-[5-[(4-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylpropyl]azanium
—— (2R)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C20H22N2O3S
(2R)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C20H22N2O3S
(2S)-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2R)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C21H22FNO3S
(2R)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C21H22FNO3S
(2S)-N-[[4-(4-fluorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— 1-[(9aS)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one —— C17H23BrN2OS
1-[(9aS)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one
—— 1-[(9aR)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one —— C17H23BrN2OS
1-[(9aR)-1,3,4,5,7,8,9,9a-octahydropyrrolo[1,2-a][1,4]diazepin-2-yl]-3-(2-bromophenyl)sulfanylpropan-1-one