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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
—— (2R)-2-(1-methylimidazol-2-yl)sulfanyl-3-(4-methylphenyl)propanenitrile —— C14H15N3S
(2R)-2-(1-methylimidazol-2-yl)sulfanyl-3-(4-methylphenyl)propanenitrile
—— 1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C18H25N5OS
1-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— (2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile —— C18H14FN3OS
(2R)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]acetamide —— C16H18N4O3S2
2-(3-cyano-4,5,6-trimethylpyridin-2-yl)sulfanyl-N-[2-(2,4-dioxo-1,3-thiazolidin-3-yl)ethyl]acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C15H18N4O2S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-ethylacetamide —— C19H23N3O2S
2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-N-(cyclohexen-1-yl)-N-ethylacetamide
—— 2-(3,4-dimethylphenyl)sulfanyl-N-[2-(pyridin-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide —— C23H21N5OS
2-(3,4-dimethylphenyl)sulfanyl-N-[2-(pyridin-2-ylmethyl)pyrazol-3-yl]pyridine-3-carboxamide
—— N-cyclopropyl-2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C15H20N4O2S
N-cyclopropyl-2-[[5-(furan-2-yl)-4-(2-methylpropyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 3-methyl-7-({[5-(thiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C14H10N4O2S3
3-methyl-7-({[5-(thiophen-2-yl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— 1-Methyl-4-(6-naphthalen-2-ylsulfanylpyridin-3-yl)sulfonylpiperazine —— C20H21N3O2S2
1-Methyl-4-(6-naphthalen-2-ylsulfanylpyridin-3-yl)sulfonylpiperazine
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile —— C21H22N4S
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-3-(4-methylphenyl)propanenitrile
—— 1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-(2-morpholin-4-ium-4-ylethyl)thiourea —— C15H23N4OS2+
1-[(Z)-(4-methylsulfanylphenyl)methylideneamino]-3-(2-morpholin-4-ium-4-ylethyl)thiourea
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(2R,6S)-2,6-dimethylpiperidin-1-yl]pyridine-3-carboxamide —— C21H27N3OS
2-(2,5-dimethylphenyl)sulfanyl-N-[(2R,6S)-2,6-dimethylpiperidin-1-yl]pyridine-3-carboxamide
—— (3R)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyloxolan-2-one —— C10H7ClF3NO2S
(3R)-3-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanyloxolan-2-one
—— 2-Benzyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole —— C19H15N3OS2
2-Benzyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,3,4-oxadiazole
—— 2-[[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole —— C15H9ClF3N3OS
2-[[3-Chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylmethyl]-5-phenyl-1,3,4-oxadiazole
—— 1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone —— C17H14ClN5O2S
1-[(3S)-5-(4-chlorophenyl)-3-(furan-2-yl)-3,4-dihydropyrazol-2-yl]-2-(1H-1,2,4-triazol-5-ylsulfanyl)ethanone
—— 5-(3-methylbut-2-enylsulfanyl)-N-phenyl-1,3,4-thiadiazol-2-amine —— C13H15N3S2
5-(3-methylbut-2-enylsulfanyl)-N-phenyl-1,3,4-thiadiazol-2-amine
—— (1S)-1-(4-ethylphenyl)-2-phenylsulfanylethanol —— C16H18OS
(1S)-1-(4-ethylphenyl)-2-phenylsulfanylethanol
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropylpropanamide —— C14H16N4OS2
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclopropylpropanamide
—— 2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone —— C14H11N3OS3
2-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylethanone
—— (5R)-5-(4-methylsulfanylphenyl)-3-phenyl-2,5-dihydro-1,2,4-oxadiazole —— C15H14N2OS
(5R)-5-(4-methylsulfanylphenyl)-3-phenyl-2,5-dihydro-1,2,4-oxadiazole
—— (7S)-3-[(2-fluorophenyl)methyl]-7-methyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine —— C19H17FN4S
(7S)-3-[(2-fluorophenyl)methyl]-7-methyl-6-(4-methylphenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine
—— 2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18BrN3O2S
2-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— (2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C19H25N5OS2
(2R)-N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 4-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]butanenitrile —— C12H12N4S2
4-[(5-Anilino-1,3,4-thiadiazol-2-yl)sulfanyl]butanenitrile
—— 5-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C17H12ClN5OS2
5-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one —— C19H27N5OS2
(2R)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(4-ethylpiperazin-1-yl)propan-1-one
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclohexyl-N-ethylacetamide —— C18H24N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclohexyl-N-ethylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C13H13N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one —— C17H24N5OS2+
(2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-(4-ethylpiperazin-4-ium-1-yl)propan-1-one
—— ethyl (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetate —— C18H17N3O2S2
ethyl (2R)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-2-phenylacetate
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide —— C18H20N4OS3
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(1R)-1-thiophen-2-ylethyl]acetamide
—— 5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine —— C15H19N3O2S2
5-[[(4R)-1,3-dioxan-4-yl]methylsulfanyl]-N-(4-ethylphenyl)-1,3,4-thiadiazol-2-amine
—— 1-(4-Acetylpiperazin-1-yl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C18H23N5O2S2
1-(4-Acetylpiperazin-1-yl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— Propan-2-yl 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]acetate —— C13H15N3O2S2
Propan-2-yl 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]acetate
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C20H25N5OS2
(2R)-N-(1-cyanocyclohexyl)-2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 5-[(3-fluorophenyl)methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine —— C15H12FN3S2
5-[(3-fluorophenyl)methylsulfanyl]-N-phenyl-1,3,4-thiadiazol-2-amine
—— 4-[[5-(4-Ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile —— C14H16N4S2
4-[[5-(4-Ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2,4-difluorophenyl)ethyl]acetamide —— C18H16F2N4OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(2,4-difluorophenyl)ethyl]acetamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclohexyl-N-ethylpropanamide —— C19H26N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-cyclohexyl-N-ethylpropanamide
—— (2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C15H18N4OS2
(2S)-2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— 2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide —— C18H20N4O2S2
2-[[5-(4-ethylanilino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(furan-2-ylmethyl)-N-methylacetamide
—— 2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide —— C16H17N5OS2
2-[(5-anilino-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-cyano-1-cyclopropylethyl]acetamide
—— Butyl 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C14H19N3O2S2
Butyl 2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— N-(2,5-dimethylphenyl)-2-(5H-[1,2,4]triazino[6,5-b][1,4]benzothiazin-3-ylsulfanyl)acetamide —— C19H17N5OS2
N-(2,5-dimethylphenyl)-2-(5H-[1,2,4]triazino[6,5-b][1,4]benzothiazin-3-ylsulfanyl)acetamide
—— 2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone —— C20H23N3O3S
2-[(5-Benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]ethanone
—— 4-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-phenyl-1,3-thiazole —— C20H18N4S2
4-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-2-phenyl-1,3-thiazole
—— (2S)-N-(1-cyanocyclohexyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide —— C18H20N4OS3
(2S)-N-(1-cyanocyclohexyl)-2-[(4-phenyl-5-sulfanylidene-1,3,4-thiadiazol-2-yl)sulfanyl]propanamide
—— N'-acetyl-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide —— C13H14N4O3S
N'-acetyl-2-[(5-benzyl-1,3,4-oxadiazol-2-yl)sulfanyl]acetohydrazide