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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
—— (2S)-N-(1-cyanocyclohexyl)-2-(2,4-dimethylphenyl)sulfanylpropanamide —— C18H24N2OS
(2S)-N-(1-cyanocyclohexyl)-2-(2,4-dimethylphenyl)sulfanylpropanamide
—— N-(2-cyanoethyl)-2-(2,5-dimethylphenyl)sulfanylacetamide —— C13H16N2OS
N-(2-cyanoethyl)-2-(2,5-dimethylphenyl)sulfanylacetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H25NO3S2
2-(2,5-dimethylphenyl)sulfanyl-1-[1-[(3S)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 6-Amino-5-[2-(2,4-dimethylphenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione —— C18H23N3O3S
6-Amino-5-[2-(2,4-dimethylphenyl)sulfanylacetyl]-3-methyl-1-propylpyrimidine-2,4-dione
—— N-(6-amino-2,4-dioxo-1-propylpyrimidin-5-yl)-N-butyl-2-(2,4-dimethylphenyl)sulfanylacetamide —— C21H30N4O3S
N-(6-amino-2,4-dioxo-1-propylpyrimidin-5-yl)-N-butyl-2-(2,4-dimethylphenyl)sulfanylacetamide
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide —— C19H22FNOS
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N-[2-(4-fluorophenyl)ethyl]propanamide
—— ethyl 4-[2-(2,4-dimethylphenyl)sulfanylacetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate —— C19H23NO3S
ethyl 4-[2-(2,4-dimethylphenyl)sulfanylacetyl]-2,5-dimethyl-1H-pyrrole-3-carboxylate
—— 2-(2,5-dimethylphenyl)sulfanyl-1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H25NO3S2
2-(2,5-dimethylphenyl)sulfanyl-1-[1-[(3R)-1,1-dioxothiolan-3-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 3-[(2-Chloro-4-fluorophenyl)methylsulfanyl]-1-(3,5-dimethylphenyl)pyrazin-2-one —— C19H16ClFN2OS
3-[(2-Chloro-4-fluorophenyl)methylsulfanyl]-1-(3,5-dimethylphenyl)pyrazin-2-one
—— N-(1-cyanocyclohexyl)-N-methyl-2-pyrimidin-2-ylsulfanylacetamide —— C14H18N4OS
N-(1-cyanocyclohexyl)-N-methyl-2-pyrimidin-2-ylsulfanylacetamide
—— N-[4-(4-bromophenyl)sulfanylphenyl]-2-methoxyacetamide —— C15H14BrNO2S
N-[4-(4-bromophenyl)sulfanylphenyl]-2-methoxyacetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14ClN3OS
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[(1S)-1-(4-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14ClN3OS
N-[(1S)-1-(4-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-pyrimidin-2-ylsulfanylethanone —— C15H14N4OS2
1-[2,5-Dimethyl-1-(1,3-thiazol-2-yl)pyrrol-3-yl]-2-pyrimidin-2-ylsulfanylethanone
—— 2-(3-Bromophenyl)-4-(pyrimidin-2-ylsulfanylmethyl)-1,3-thiazole —— C14H10BrN3S2
2-(3-Bromophenyl)-4-(pyrimidin-2-ylsulfanylmethyl)-1,3-thiazole
—— N-[(1S)-1-(3-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide —— C14H14ClN3OS
N-[(1S)-1-(3-chlorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylacetamide
—— N-[[(2S)-oxolan-2-yl]methyl]-2-pyrimidin-2-ylsulfanylacetamide —— C11H15N3O2S
N-[[(2S)-oxolan-2-yl]methyl]-2-pyrimidin-2-ylsulfanylacetamide
—— 1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone —— C20H18N4O2S
1-[(3S)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone
—— 2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C16H20N4O3S3
2-[[5-(benzylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— (2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C14H21N3OS
(2R)-N-[(1S,2S)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C14H21N3OS
(2R)-N-[(1R,2S)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— (2S)-N-cyclopropyl-2-pyrimidin-2-ylsulfanylpropanamide —— C10H13N3OS
(2S)-N-cyclopropyl-2-pyrimidin-2-ylsulfanylpropanamide
—— (2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C14H21N3OS
(2R)-N-[(1S,2R)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— (2R)-N-(cyclohexylmethyl)-2-pyrimidin-2-ylsulfanylpropanamide —— C14H21N3OS
(2R)-N-(cyclohexylmethyl)-2-pyrimidin-2-ylsulfanylpropanamide
—— (2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C15H16FN3OS
(2R)-N-[(1S)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— 1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone —— C20H18N4O2S
1-[(3R)-3-(furan-2-yl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylethanone
—— N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]-2-pyrimidin-2-ylsulfanylacetamide —— C16H13ClN4OS2
N-[3-[(2-chlorophenyl)methyl]-1,3-thiazol-2-ylidene]-2-pyrimidin-2-ylsulfanylacetamide
—— N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide —— C17H19N3O3S2
N-benzyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide
—— methyl 2,4-dimethyl-5-[(2R)-2-pyrimidin-2-ylsulfanylpropanoyl]-1H-pyrrole-3-carboxylate —— C15H17N3O3S
methyl 2,4-dimethyl-5-[(2R)-2-pyrimidin-2-ylsulfanylpropanoyl]-1H-pyrrole-3-carboxylate
—— 2-(4-Chlorophenyl)-4-(pyrimidin-2-ylsulfanylmethyl)-1,3-thiazole —— C14H10ClN3S2
2-(4-Chlorophenyl)-4-(pyrimidin-2-ylsulfanylmethyl)-1,3-thiazole
—— ethyl 2,4-dimethyl-5-[(2S)-2-pyrimidin-2-ylsulfanylpropanoyl]-1H-pyrrole-3-carboxylate —— C16H19N3O3S
ethyl 2,4-dimethyl-5-[(2S)-2-pyrimidin-2-ylsulfanylpropanoyl]-1H-pyrrole-3-carboxylate
—— 2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide —— C10H14F3N5O3S2
2-[[4-amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methylacetamide
—— (2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C14H21N3OS
(2R)-N-[(1R,2R)-2-methylcyclohexyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— dimethyl-[(1S)-1-phenyl-2-[(2-pyrimidin-2-ylsulfanylacetyl)amino]ethyl]azanium —— C16H21N4OS+
dimethyl-[(1S)-1-phenyl-2-[(2-pyrimidin-2-ylsulfanylacetyl)amino]ethyl]azanium
—— 2-(Pyrimidin-2-ylsulfanylmethyl)-5-thiophen-2-yl-1,3,4-oxadiazole —— C11H8N4OS2
2-(Pyrimidin-2-ylsulfanylmethyl)-5-thiophen-2-yl-1,3,4-oxadiazole
—— (2S)-N-(cyclohexylmethyl)-2-pyrimidin-2-ylsulfanylpropanamide —— C14H21N3OS
(2S)-N-(cyclohexylmethyl)-2-pyrimidin-2-ylsulfanylpropanamide
—— N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-pyrimidin-2-ylsulfanylacetamide —— C17H16N4OS2
N-[3-[(4-methylphenyl)methyl]-1,3-thiazol-2-ylidene]-2-pyrimidin-2-ylsulfanylacetamide
—— (2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one —— C20H17ClN4O2S
(2S)-1-[(3R)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one
—— (2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one —— C20H17ClN4O2S
(2S)-1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-pyrimidin-2-ylsulfanylpropan-1-one
—— N-(1-cyanocyclohexyl)-2-pyrimidin-2-ylsulfanylacetamide —— C13H16N4OS
N-(1-cyanocyclohexyl)-2-pyrimidin-2-ylsulfanylacetamide
—— 6-Amino-1-propyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione —— C13H15N5O3S
6-Amino-1-propyl-5-(2-pyrimidin-2-ylsulfanylacetyl)pyrimidine-2,4-dione
—— (2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C15H16FN3OS
(2S)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— (2R)-N-cyclopropyl-2-pyrimidin-2-ylsulfanylpropanamide —— C10H13N3OS
(2R)-N-cyclopropyl-2-pyrimidin-2-ylsulfanylpropanamide
—— 1-(5-Chlorothiophen-2-yl)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C16H14ClN3O2S2
1-(5-Chlorothiophen-2-yl)-2-[[5-(2-methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethanone
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H25N5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(3,4-dimethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-N-ethyl-2-pyrimidin-2-ylsulfanylacetamide —— C19H20N6O3S
N-(6-amino-1-benzyl-2,4-dioxopyrimidin-5-yl)-N-ethyl-2-pyrimidin-2-ylsulfanylacetamide
—— (2S)-N-(furan-2-ylmethyl)-2-pyrimidin-2-ylsulfanylpropanamide —— C12H13N3O2S
(2S)-N-(furan-2-ylmethyl)-2-pyrimidin-2-ylsulfanylpropanamide
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C15H21N3OS
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— N-benzyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide —— C17H19N3O3S2
N-benzyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2-pyrimidin-2-ylsulfanylacetamide
—— 2-[[5-(2-Methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C21H21N5O2S
2-[[5-(2-Methylfuran-3-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone