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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-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(propylcarbamoyl)acetamide —— C10H16N4O2S3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(propylcarbamoyl)acetamide
—— methyl 5-[(2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C15H19N3O3S3
methyl 5-[(2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— (2S)-N-(1-cyanocyclohexyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C14H20N4OS3
(2S)-N-(1-cyanocyclohexyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylacetamide —— C11H17N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-methylacetamide
—— ethyl 5-[(2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C16H21N3O3S3
ethyl 5-[(2S)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide —— C11H13N3OS4
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(thiophen-2-ylmethyl)acetamide
—— methyl 5-[(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C15H19N3O3S3
methyl 5-[(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— N-tert-butyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C10H17N3OS3
N-tert-butyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H19N3O3S4
N-[(3S)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 7-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C11H10N4OS4
7-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 2-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C17H19N3O2S3
2-[(5-Ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[1-(furan-2-ylmethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C12H19N3O3S4
N-[(3R)-1,1-dioxothiolan-3-yl]-N-ethyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide —— C12H15N3OS4
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-thiophen-2-ylethyl]acetamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(3-methoxypropyl)acetamide —— C10H17N3O2S3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(3-methoxypropyl)acetamide
—— (2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C7H11N3OS3
(2R)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— (2S)-N-cyclopentyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C12H19N3OS3
(2S)-N-cyclopentyl-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N-(2-cyanoethyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C9H12N4OS3
N-(2-cyanoethyl)-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide —— C15H19N3OS3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(2S)-2-phenylpropyl]acetamide
—— 2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C13H14FN3OS3
2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H21N3OS3
N-[(1R)-1-(4-ethylphenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide —— C16H21N3OS3
N-[(1S)-1-(3,4-dimethylphenyl)ethyl]-2-[(5-ethylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]acetamide
—— (2E,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-pyridin-3-ylmethylidenehydrazinylidene]-1,3-thiazolidin-4-one —— C17H14F2N4OS2
(2E,5R)-5-[[4-(difluoromethylsulfanyl)phenyl]methyl]-2-[(Z)-pyridin-3-ylmethylidenehydrazinylidene]-1,3-thiazolidin-4-one
—— (3R)-3-(5-bromothiophen-2-yl)sulfanylpyrrolidine —— C8H10BrNS2
(3R)-3-(5-bromothiophen-2-yl)sulfanylpyrrolidine
—— (3S)-3-(5-bromothiophen-2-yl)sulfanylpyrrolidine —— C8H10BrNS2
(3S)-3-(5-bromothiophen-2-yl)sulfanylpyrrolidine
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-phenylsulfanylacetamide —— C20H27NOS
N-[(1R)-1-(1-adamantyl)ethyl]-2-phenylsulfanylacetamide
—— 2-butylsulfanyl-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole —— C10H18N3OS+
2-butylsulfanyl-5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazole
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-phenylsulfanylacetamide —— C20H27NOS
N-[(1S)-1-(1-adamantyl)ethyl]-2-phenylsulfanylacetamide
—— 4-[2-[2-[5-[(2R)-oxolan-2-yl]thiophen-2-yl]imidazol-1-yl]ethylsulfanyl]-2H-triazole —— C15H17N5OS2
4-[2-[2-[5-[(2R)-oxolan-2-yl]thiophen-2-yl]imidazol-1-yl]ethylsulfanyl]-2H-triazole
—— 4-thiophen-2-ylsulfanyl-6-[(2R)-2-(trifluoromethyl)morpholin-4-yl]pyrimidin-2-amine —— C13H13F3N4OS2
4-thiophen-2-ylsulfanyl-6-[(2R)-2-(trifluoromethyl)morpholin-4-yl]pyrimidin-2-amine
—— 4-thiophen-2-ylsulfanyl-6-[(2S)-2-(trifluoromethyl)morpholin-4-yl]pyrimidin-2-amine —— C13H13F3N4OS2
4-thiophen-2-ylsulfanyl-6-[(2S)-2-(trifluoromethyl)morpholin-4-yl]pyrimidin-2-amine
—— 4-[2-[2-[5-[(2S)-oxolan-2-yl]thiophen-2-yl]imidazol-1-yl]ethylsulfanyl]-2H-triazole —— C15H17N5OS2
4-[2-[2-[5-[(2S)-oxolan-2-yl]thiophen-2-yl]imidazol-1-yl]ethylsulfanyl]-2H-triazole
—— 3-(Furan-2-yl)-6-(2-piperidin-1-ylethylsulfanyl)pyridazine —— C15H19N3OS
3-(Furan-2-yl)-6-(2-piperidin-1-ylethylsulfanyl)pyridazine
—— Diethyl-[2-(6-pyridin-4-ylpyridazin-3-yl)sulfanylethyl]azanium —— C15H21N4S+
Diethyl-[2-(6-pyridin-4-ylpyridazin-3-yl)sulfanylethyl]azanium
—— 3-(2-Piperidin-1-ium-1-ylethylsulfanyl)-6-thiophen-2-ylpyridazine —— C15H20N3S2+
3-(2-Piperidin-1-ium-1-ylethylsulfanyl)-6-thiophen-2-ylpyridazine
—— 3-((2-(Piperidin-1-yl)ethyl)thio)-6-(thiophen-2-yl)pyridazine —— C15H19N3S2
3-((2-(Piperidin-1-yl)ethyl)thio)-6-(thiophen-2-yl)pyridazine
—— 3-((2,5-Dimethylbenzyl)thio)-6-(furan-2-yl)pyridazine —— C17H16N2OS
3-((2,5-Dimethylbenzyl)thio)-6-(furan-2-yl)pyridazine
—— 2-((6-(Thiophen-2-yl)pyridazin-3-yl)thio)acetonitrile —— C10H7N3S2
2-((6-(Thiophen-2-yl)pyridazin-3-yl)thio)acetonitrile
—— N,N-diethyl-2-((6-(thiophen-2-yl)pyridazin-3-yl)thio)ethanamine —— C14H19N3S2
N,N-diethyl-2-((6-(thiophen-2-yl)pyridazin-3-yl)thio)ethanamine
—— N-benzyl-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H19N3O2S
N-benzyl-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C20H18N4O2S
2-[[5-(2-Methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C21H23N3O2S
2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— N-methyl-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H21N3O2S
N-methyl-N-[(4-methylphenyl)methyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (3R)-3-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one —— C13H12N2O3S
(3R)-3-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]oxolan-2-one
—— methyl (2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate —— C13H14N2O3S
methyl (2S)-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanoate
—— N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18N4O2S
N-[(1R)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H18N4O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-N-[(2-methylphenyl)methyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H21N3O2S
N-methyl-N-[(2-methylphenyl)methyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H23N3O2S
N-[(1R,2R)-2-methylcyclohexyl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C18H22N4O2S
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18FN3O2S
N-[(4-fluorophenyl)methyl]-N-methyl-2-[[5-(2-methylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide