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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-(phenylsulfanyl)-N'-[(E)-pyridin-3-ylmethylidene]propanehydrazide —— C15H15N3OS
2-(phenylsulfanyl)-N'-[(E)-pyridin-3-ylmethylidene]propanehydrazide
—— 3-[(R)-2-methoxyethylsulfinyl]propylcyclopentane —— C11H22O2S
3-[(R)-2-methoxyethylsulfinyl]propylcyclopentane
—— N-[(2S)-2-(2-fluorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H17FN2O2S
N-[(2S)-2-(2-fluorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide
—— N-[(2R)-2-(2-fluorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H17FN2O2S
N-[(2R)-2-(2-fluorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide
—— N-[(E)-(3-bromophenyl)methylideneamino]-2-phenylsulfanylpropanamide —— C16H15BrN2OS
N-[(E)-(3-bromophenyl)methylideneamino]-2-phenylsulfanylpropanamide
—— 4-[2-[(1S,2S)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole —— C11H19N3OS
4-[2-[(1S,2S)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole
—— 4-[2-[(1S,2R)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole —— C11H19N3OS
4-[2-[(1S,2R)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole
—— N-[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H17ClN2O2S
N-[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide
—— N-[(2S)-2-(4-chlorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide —— C16H17ClN2O2S
N-[(2S)-2-(4-chlorophenyl)-2-hydroxyethyl]-3-pyridin-2-ylsulfanylpropanamide
—— (2R)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H18N4OS
(2R)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— (2R)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C15H17N3O2S
(2R)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— (2S)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C19H18N4OS
(2S)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 1-(2,5-dimethylthiophen-3-yl)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C17H17N3O2S2
1-(2,5-dimethylthiophen-3-yl)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2S)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one —— C15H17N3O2S
(2S)-2-[[5-[(Z)-2-(5-methylfuran-2-yl)ethenyl]-1H-1,2,4-triazol-3-yl]sulfanyl]cyclohexan-1-one
—— 4-[(5S)-5-(2H-triazol-4-ylsulfanylmethyl)-4,5-dihydro-1,3-thiazol-2-yl]morpholine —— C10H15N5OS2
4-[(5S)-5-(2H-triazol-4-ylsulfanylmethyl)-4,5-dihydro-1,3-thiazol-2-yl]morpholine
—— 4-[2-[(1R,2S)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole —— C11H19N3OS
4-[2-[(1R,2S)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole
—— 4-[(5R)-5-(2H-triazol-4-ylsulfanylmethyl)-4,5-dihydro-1,3-thiazol-2-yl]morpholine —— C10H15N5OS2
4-[(5R)-5-(2H-triazol-4-ylsulfanylmethyl)-4,5-dihydro-1,3-thiazol-2-yl]morpholine
—— 4-[2-[[(2S)-oxolan-2-yl]methoxy]ethylsulfanyl]-2H-triazole —— C9H15N3O2S
4-[2-[[(2S)-oxolan-2-yl]methoxy]ethylsulfanyl]-2H-triazole
—— 4-[2-[(1R,2R)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole —— C11H19N3OS
4-[2-[(1R,2R)-2-methylcyclohexyl]oxyethylsulfanyl]-2H-triazole
—— 4-[2-[[(2R)-oxolan-2-yl]methoxy]ethylsulfanyl]-2H-triazole —— C9H15N3O2S
4-[2-[[(2R)-oxolan-2-yl]methoxy]ethylsulfanyl]-2H-triazole
—— N-[(1R)-2-methyl-1-pyridin-2-ylpropyl]-3-pyridin-2-ylsulfanylpropanamide —— C17H21N3OS
N-[(1R)-2-methyl-1-pyridin-2-ylpropyl]-3-pyridin-2-ylsulfanylpropanamide
—— (3S)-N-[[1-(4-methylphenyl)sulfanylcyclopentyl]methyl]oxolane-3-carboxamide —— C18H25NO2S
(3S)-N-[[1-(4-methylphenyl)sulfanylcyclopentyl]methyl]oxolane-3-carboxamide
—— N-[(S)-(4-methylphenyl)-thiophen-2-ylmethyl]-2-(2H-triazol-4-ylsulfanyl)acetamide —— C16H16N4OS2
N-[(S)-(4-methylphenyl)-thiophen-2-ylmethyl]-2-(2H-triazol-4-ylsulfanyl)acetamide
—— 1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(2H-triazol-4-ylsulfanyl)ethanone —— C15H13N5OS3
1-[(3S)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(2H-triazol-4-ylsulfanyl)ethanone
—— (3R)-N-[[1-(4-methylphenyl)sulfanylcyclopentyl]methyl]oxolane-3-carboxamide —— C18H25NO2S
(3R)-N-[[1-(4-methylphenyl)sulfanylcyclopentyl]methyl]oxolane-3-carboxamide
—— 1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(2H-triazol-4-ylsulfanyl)ethanone —— C15H13N5OS3
1-[(3R)-3,5-dithiophen-2-yl-3,4-dihydropyrazol-2-yl]-2-(2H-triazol-4-ylsulfanyl)ethanone
—— N-[(R)-(4-methylphenyl)-thiophen-2-ylmethyl]-2-(2H-triazol-4-ylsulfanyl)acetamide —— C16H16N4OS2
N-[(R)-(4-methylphenyl)-thiophen-2-ylmethyl]-2-(2H-triazol-4-ylsulfanyl)acetamide
—— N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-(4-chlorophenyl)sulfanylacetamide —— C16H14Cl2N2OS
N-[(E)-1-(4-chlorophenyl)ethylideneamino]-2-(4-chlorophenyl)sulfanylacetamide
—— (2R)-2-phenyl-2-[4-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile —— C20H20N6OS2
(2R)-2-phenyl-2-[4-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile
—— (2S)-2-[4-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C24H25N5O2S
(2S)-2-[4-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2R)-2-[4-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C24H25N5O2S
(2R)-2-[4-[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2S)-2-[4-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C20H26N6OS2
(2S)-2-[4-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2R)-2-[4-[2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C20H21N7O2S
(2R)-2-[4-[2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2R)-2-[4-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C17H18F3N7OS
(2R)-2-[4-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2S)-2-phenyl-2-[4-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile —— C20H20N6OS2
(2S)-2-phenyl-2-[4-[2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetyl]piperazin-1-yl]acetonitrile
—— (2S)-2-[4-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C17H18F3N7OS
(2S)-2-[4-[2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— [(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino] benzoate —— C20H12ClF3N2O2S
[(E)-[3-(4-chlorophenyl)sulfanyl-5-(trifluoromethyl)pyridin-2-yl]methylideneamino] benzoate
—— (2R)-2-[4-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C20H26N6OS2
(2R)-2-[4-[2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— (2S)-2-[4-[2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile —— C20H21N7O2S
(2S)-2-[4-[2-[[4-amino-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl]acetyl]piperazin-1-yl]-2-phenylacetonitrile
—— 5-(2-methylpropyl)-3-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole —— C15H17N5OS2
5-(2-methylpropyl)-3-[[5-[(Z)-2-thiophen-2-ylethenyl]-1H-1,2,4-triazol-3-yl]sulfanylmethyl]-1,2,4-oxadiazole
—— 1-({[(E)-(4-bromophenyl)methylidene]amino}oxy)-2-(pyrimidin-2-ylsulfanyl)ethanone —— C13H10BrN3O2S
1-({[(E)-(4-bromophenyl)methylidene]amino}oxy)-2-(pyrimidin-2-ylsulfanyl)ethanone
—— (2R)-N-cyclopropyl-2-[3-(2,2,2-trifluoroethoxy)propylsulfonyl]propanamide —— C11H18F3NO4S
(2R)-N-cyclopropyl-2-[3-(2,2,2-trifluoroethoxy)propylsulfonyl]propanamide
—— (2S)-N-cyclopropyl-2-[3-(2,2,2-trifluoroethoxy)propylsulfonyl]propanamide —— C11H18F3NO4S
(2S)-N-cyclopropyl-2-[3-(2,2,2-trifluoroethoxy)propylsulfonyl]propanamide
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-cyclopropyl(phenyl)methyl]acetamide —— C20H18ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(S)-cyclopropyl(phenyl)methyl]acetamide
—— 3-methyl-5-[(R)-[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole —— C21H21N5O2S2
3-methyl-5-[(R)-[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole
—— 3-methyl-5-[(S)-[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole —— C21H21N5O2S2
3-methyl-5-[(S)-[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole
—— 3-methyl-5-[(S)-[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole —— C21H21N5O2S2
3-methyl-5-[(S)-[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole
—— 5-[(S)-[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-3-methyl-1,2,4-oxadiazole —— C22H23N5O2S
5-[(S)-[4-cyclohexyl-5-(furan-2-yl)-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-3-methyl-1,2,4-oxadiazole
—— 3-methyl-5-[(R)-[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole —— C21H21N5O2S2
3-methyl-5-[(R)-[4-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl-phenylmethyl]-1,2,4-oxadiazole
—— 2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(R)-cyclopropyl-(4-methylphenyl)methyl]acetamide —— C21H20ClN3O2S
2-[[5-(2-chlorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(R)-cyclopropyl-(4-methylphenyl)methyl]acetamide