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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-[4-(1-Ethyl-3-methylpyrazol-4-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate —— C13H12F3N4O2S-
2-[4-(1-Ethyl-3-methylpyrazol-4-yl)-6-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetate
—— 2-{[5-(1,5-Dimethyl-1H-pyrazol-3-YL)-4-ethyl-4H-1,2,4-triazol-3-YL]thio}acetohydrazide —— C11H17N7OS
2-{[5-(1,5-Dimethyl-1H-pyrazol-3-YL)-4-ethyl-4H-1,2,4-triazol-3-YL]thio}acetohydrazide
—— 5-({4-[(4-Bromophenyl)sulfanyl]-3-nitrophenyl}methylene)-2-thioxo-1,3-thiazolan-4-one —— C16H9BrN2O3S3
5-({4-[(4-Bromophenyl)sulfanyl]-3-nitrophenyl}methylene)-2-thioxo-1,3-thiazolan-4-one
—— 5-({2-[(4-Methylphenyl)sulfanyl]-5-nitrophenyl}methylene)-2-thioxo-1,3-thiazolan-4-one —— C17H12N2O3S3
5-({2-[(4-Methylphenyl)sulfanyl]-5-nitrophenyl}methylene)-2-thioxo-1,3-thiazolan-4-one
—— S-[2-[(hydroxymethylsulfanylmethylsulfanylmethylsulfanylcarbonylamino)methylsulfanyl]ethylsulfanylmethyliminomethylsulfinylmethylsulfanylmethyl] N-[2-[(methylsulfanylmethylsulfanylmethylsulfinylmethylideneamino)methylsulfanyl]ethylsulfanylmethyl]carbamothioate —— C20H38N4O5S13
S-[2-[(hydroxymethylsulfanylmethylsulfanylmethylsulfanylcarbonylamino)methylsulfanyl]ethylsulfanylmethyliminomethylsulfinylmethylsulfanylmethyl] N-[2-[(methylsulfanylmethylsulfanylmethylsulfinylmethylideneamino)methylsulfanyl]ethylsulfanylmethyl]carbamothioate
—— 2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate —— C6H6N3O3S-
2-[(4-amino-6-oxo-1H-pyrimidin-2-yl)sulfanyl]acetate
—— [3-[3-[Butylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate —— C29H34N2O3S
[3-[3-[Butylcarbamoyl(2-phenylethyl)amino]phenyl]sulfanylphenyl] butanoate
—— (4R)-1-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H19N3O2S3
(4R)-1-(5-propylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— prop-2-enyl (6R)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate —— C19H20N2O3S2
prop-2-enyl (6R)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
—— 2-methoxyethyl (6R)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate —— C19H22N2O4S2
2-methoxyethyl (6R)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
—— prop-2-enyl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate —— C19H20N2O3S2
prop-2-enyl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
—— 5-cycloprop-2-en-1-ylidene-N-(2-phenylsulfanylphenyl)-7-(trifluoromethyl)-1H-pyrazolo[1,5-a]pyrimidine-3-carboxamide —— C23H15F3N4OS
5-cycloprop-2-en-1-ylidene-N-(2-phenylsulfanylphenyl)-7-(trifluoromethyl)-1H-pyrazolo[1,5-a]pyrimidine-3-carboxamide
—— (2R)-1-(4,6-dimethylpyrimidin-2-yl)sulfanyl-3-ethoxypropan-2-ol —— C11H18N2O2S
(2R)-1-(4,6-dimethylpyrimidin-2-yl)sulfanyl-3-ethoxypropan-2-ol
—— 3-(Dideuteriomethylsulfonylmethyl)-2,2,4,4-tetramethylpentane —— C11H24O2S
3-(Dideuteriomethylsulfonylmethyl)-2,2,4,4-tetramethylpentane
—— 5-ethyl-4-hydroxy-3-phenyl-2-propylsulfanyl-1H-pyrimidin-3-ium-6-one —— C15H19N2O2S+
5-ethyl-4-hydroxy-3-phenyl-2-propylsulfanyl-1H-pyrimidin-3-ium-6-one
—— (4S)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-2-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H17N3O2S3
(4S)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-2-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— (4R)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-2-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H17N3O2S3
(4R)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-2-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— (4S)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione —— C18H17N3O2S3
(4S)-1-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)-4-thiophen-3-yl-4,6,7,8-tetrahydro-3H-quinoline-2,5-dione
—— 2-(4-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)acetamide —— C15H22ClN2O2S+
2-(4-chlorophenyl)sulfanyl-N-(3-morpholin-4-ium-4-ylpropyl)acetamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N'-(1-thiophen-2-ylethenyl)triazole-4-carbohydrazide —— C18H16N8O2S2
1-(4-amino-1,2,5-oxadiazol-3-yl)-5-(phenylsulfanylmethyl)-N'-(1-thiophen-2-ylethenyl)triazole-4-carbohydrazide
—— (2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide —— C6H11N5OS
(2R)-2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]butanamide
—— (2R)-2-bromo-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]butanamide —— C13H18BrNOS
(2R)-2-bromo-N-[(1S)-1-(4-methylsulfanylphenyl)ethyl]butanamide
—— (1R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylpropan-1-ol —— C10H12N2OS3
(1R)-3-[(5-methyl-1,3,4-thiadiazol-2-yl)sulfanyl]-1-thiophen-2-ylpropan-1-ol
—— (2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)-N-prop-2-enylpropanamide —— C17H22N4OS
(2R)-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-phenylethyl)-N-prop-2-enylpropanamide
—— (2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C16H24N6OS
(2R)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— (1R)-3-pyrimidin-2-ylsulfanyl-1-thiophen-2-ylpropan-1-ol —— C11H12N2OS2
(1R)-3-pyrimidin-2-ylsulfanyl-1-thiophen-2-ylpropan-1-ol
—— 4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile —— C11H16N4OS2
4-[[5-[[(2R)-oxolan-2-yl]methylamino]-1,3,4-thiadiazol-2-yl]sulfanyl]butanenitrile
—— 2-(Ethylamino)-6-{[(4-methylphenyl)thio]methyl}pyrimidin-4-ol —— C14H17N3OS
2-(Ethylamino)-6-{[(4-methylphenyl)thio]methyl}pyrimidin-4-ol
—— (2S)-N-[(2S)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C18H24N4OS
(2S)-N-[(2S)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— (2R)-N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide —— C18H24N4OS
(2R)-N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-pyrimidin-2-ylsulfanylpropanamide
—— 2-Methylsulfonylethylazanium —— C3H10NO2S+
2-Methylsulfonylethylazanium
—— (2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide —— C16H24N6OS
(2S)-2-(1-tert-butyltetrazol-5-yl)sulfanyl-3-methyl-N-(pyridin-3-ylmethyl)butanamide
—— (2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-(3-methylphenyl)sulfanylpropanamide —— C15H21NO3S2
(2R)-N-[(3S)-1,1-dioxothiolan-3-yl]-N-methyl-2-(3-methylphenyl)sulfanylpropanamide
—— (2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(3-methylphenyl)sulfanylpropanamide —— C15H21NO3S2
(2S)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(3-methylphenyl)sulfanylpropanamide
—— (2S)-N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H25N5OS
(2S)-N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide —— C16H19N3O2S
2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanyl-N-[(1S)-1-phenylethyl]acetamide
—— N-[(2R)-2-cyanopropyl]-2-(3,4-difluorophenyl)sulfanyl-N-ethylacetamide —— C14H16F2N2OS
N-[(2R)-2-cyanopropyl]-2-(3,4-difluorophenyl)sulfanyl-N-ethylacetamide
—— (2R)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C17H17NO3S
(2R)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2R)-2-[[5-[(2R)-1-amino-1-oxobutan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide —— C10H16N4O2S3
(2R)-2-[[5-[(2R)-1-amino-1-oxobutan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide
—— 2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide —— C16H19N3O2S
2-(1-ethyl-4-oxopyrimidin-2-yl)sulfanyl-N-[(1R)-1-phenylethyl]acetamide
—— (2R)-N-[(2S)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H25N5OS
(2R)-N-[(2S)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— (2R)-N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C17H25N5OS
(2R)-N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(2S)-2-cyanopropyl]-2-(3,4-difluorophenyl)sulfanyl-N-ethylacetamide —— C14H16F2N2OS
N-[(2S)-2-cyanopropyl]-2-(3,4-difluorophenyl)sulfanyl-N-ethylacetamide
—— (2S)-2-[[5-[(2R)-1-amino-1-oxobutan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide —— C10H16N4O2S3
(2S)-2-[[5-[(2R)-1-amino-1-oxobutan-2-yl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]butanamide
—— (2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(3-methylphenyl)sulfanylpropanamide —— C15H21NO3S2
(2R)-N-[(3R)-1,1-dioxothiolan-3-yl]-N-methyl-2-(3-methylphenyl)sulfanylpropanamide
—— 3-Methylsulfonylsulfanylpropylazanium —— C4H12NO2S2+
3-Methylsulfonylsulfanylpropylazanium
—— N-[(2R)-2-cyanopropyl]-N-ethyl-3-phenylsulfanylpropanamide —— C15H20N2OS
N-[(2R)-2-cyanopropyl]-N-ethyl-3-phenylsulfanylpropanamide
—— N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide —— C16H24N6OS
N-[(2R)-2-(dimethylamino)-2-(4-methylphenyl)ethyl]-3-(1-methyltetrazol-5-yl)sulfanylpropanamide
—— N-[(Z)-benzylideneamino]-2-[2-[2-(2-benzylidenehydrazinyl)-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide —— C23H22N6O3S
N-[(Z)-benzylideneamino]-2-[2-[2-(2-benzylidenehydrazinyl)-2-oxoethyl]sulfanyl-6-methylpyrimidin-4-yl]oxyacetamide
—— 2-[2-(4-Methylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-6-thiophen-2-ylpyridine-3-carbonitrile —— C17H19N4OS2+
2-[2-(4-Methylpiperazin-4-ium-1-yl)-2-oxoethyl]sulfanyl-6-thiophen-2-ylpyridine-3-carbonitrile