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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
—— 5-[(1R)-1-[4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]triazol-1-yl]ethyl]-1,3,4-thiadiazol-2-amine —— C13H13N9OS2
5-[(1R)-1-[4-[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]triazol-1-yl]ethyl]-1,3,4-thiadiazol-2-amine
—— (2S)-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-2-pyrazol-1-ylbutanamide —— C11H17N7OS
(2S)-N-[2-(1-methyltetrazol-5-yl)sulfanylethyl]-2-pyrazol-1-ylbutanamide
—— 3-Fluoro-4-(pentafluoroethylthio)bromobenzene —— C8H3BrF6S
3-Fluoro-4-(pentafluoroethylthio)bromobenzene
—— 1-[(E)-2-bromoethenyl]sulfanyl-1,1,2,2,2-pentafluoroethane —— C4H2BrF5S
1-[(E)-2-bromoethenyl]sulfanyl-1,1,2,2,2-pentafluoroethane
—— 1-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C16H23N5O2S
1-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— (5R)-3-(3-methylsulfanylphenyl)-5-phenyl-1,3-thiazolidine-2,4-dione —— C16H13NO2S2
(5R)-3-(3-methylsulfanylphenyl)-5-phenyl-1,3-thiazolidine-2,4-dione
—— (5S)-3-hydroxy-5-phenyl-2-phenylsulfanylcyclohex-2-en-1-one —— C18H16O2S
(5S)-3-hydroxy-5-phenyl-2-phenylsulfanylcyclohex-2-en-1-one
—— (1S)-1-[4-(difluoromethylsulfanyl)phenyl]-N-[(1-methyl-1,2,4-triazol-3-yl)methyl]ethanamine —— C13H16F2N4S
(1S)-1-[4-(difluoromethylsulfanyl)phenyl]-N-[(1-methyl-1,2,4-triazol-3-yl)methyl]ethanamine
—— (1R)-1-[4-(difluoromethylsulfanyl)phenyl]-N-[(1-methyl-1,2,4-triazol-3-yl)methyl]ethanamine —— C13H16F2N4S
(1R)-1-[4-(difluoromethylsulfanyl)phenyl]-N-[(1-methyl-1,2,4-triazol-3-yl)methyl]ethanamine
—— 1-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone —— C16H23N5O2S
1-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]-2-(1-methyltetrazol-5-yl)sulfanylethanone
—— (2R)-1-(2-aminophenyl)sulfanyl-3-[3-(trifluoromethyl)pyrazol-1-yl]propan-2-ol —— C13H14F3N3OS
(2R)-1-(2-aminophenyl)sulfanyl-3-[3-(trifluoromethyl)pyrazol-1-yl]propan-2-ol
—— (1S)-2,2-dimethyl-N-[(2R)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine —— C11H23NOS
(1S)-2,2-dimethyl-N-[(2R)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine
—— (2S)-1-(2-aminophenyl)sulfanyl-3-[3-(trifluoromethyl)pyrazol-1-yl]propan-2-ol —— C13H14F3N3OS
(2S)-1-(2-aminophenyl)sulfanyl-3-[3-(trifluoromethyl)pyrazol-1-yl]propan-2-ol
—— 3-[2-oxo-2-(3-phenyl-1,2-oxazol-5-yl)ethyl]sulfanyl-4-[(1R)-1-phenylethyl]-1H-1,2,4-triazol-5-one —— C21H18N4O3S
3-[2-oxo-2-(3-phenyl-1,2-oxazol-5-yl)ethyl]sulfanyl-4-[(1R)-1-phenylethyl]-1H-1,2,4-triazol-5-one
—— (1R)-2,2-dimethyl-N-[(2R)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine —— C11H23NOS
(1R)-2,2-dimethyl-N-[(2R)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3S)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine —— C15H23FN2O2S2
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3S)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine
—— 1-methylsulfonyl-N-[(2S)-1-phenylsulfanylbutan-2-yl]piperidin-4-amine —— C16H26N2O2S2
1-methylsulfonyl-N-[(2S)-1-phenylsulfanylbutan-2-yl]piperidin-4-amine
—— (1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3R)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine —— C15H23FN2O2S2
(1R)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3R)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3S)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine —— C15H23FN2O2S2
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3S)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine
—— 2-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one —— C23H21N3O2S
2-[(5,6-Diphenyl-1,2,4-triazin-3-yl)sulfanyl]-3-hydroxy-5,5-dimethylcyclohex-2-en-1-one
—— (4S,6S)-6-methyl-N-[[(2R)-1-methylsulfonylpyrrolidin-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H22N2O2S3
(4S,6S)-6-methyl-N-[[(2R)-1-methylsulfonylpyrrolidin-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— N-[(2S)-1-phenylsulfanylbutan-2-yl]oxan-4-amine —— C15H23NOS
N-[(2S)-1-phenylsulfanylbutan-2-yl]oxan-4-amine
—— 2,4-dimethyl-N-[[5-(2-morpholin-4-ium-4-ylethylsulfanyl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]methyl]aniline —— C22H34N5O2S+
2,4-dimethyl-N-[[5-(2-morpholin-4-ium-4-ylethylsulfanyl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]methyl]aniline
—— Ethyl 2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]acetate —— C18H24N3O3S+
Ethyl 2-[(4-cyano-1-morpholin-4-yl-5,6,7,8-tetrahydroisoquinolin-2-ium-3-yl)sulfanyl]acetate
—— N-[(2R)-1-phenylsulfanylbutan-2-yl]oxan-4-amine —— C15H23NOS
N-[(2R)-1-phenylsulfanylbutan-2-yl]oxan-4-amine
—— (1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3R)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine —— C15H23FN2O2S2
(1S)-1-(3-fluoro-4-methylsulfanylphenyl)-N-[[(3R)-1-methylsulfonylpyrrolidin-3-yl]methyl]ethanamine
—— (1R)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine —— C11H23NOS
(1R)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine
—— 1-methylsulfonyl-N-[(2R)-1-phenylsulfanylbutan-2-yl]piperidin-4-amine —— C16H26N2O2S2
1-methylsulfonyl-N-[(2R)-1-phenylsulfanylbutan-2-yl]piperidin-4-amine
—— (1S)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine —— C11H23NOS
(1S)-2,2-dimethyl-N-[(2S)-2-[(S)-methylsulfinyl]propyl]cyclopentan-1-amine
—— (4R,6S)-6-methyl-N-[[(2R)-1-methylsulfonylpyrrolidin-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine —— C14H22N2O2S3
(4R,6S)-6-methyl-N-[[(2R)-1-methylsulfonylpyrrolidin-2-yl]methyl]-5,6-dihydro-4H-thieno[2,3-b]thiopyran-4-amine
—— 3-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate —— C11H9N2O3S-
3-[(5-Phenyl-1,3,4-oxadiazol-2-yl)sulfanyl]propanoate
—— 1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one —— C17H26N2OS2
1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one
—— 1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H23FN2OS2
1-[(3R)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 2-[(12R)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide —— C19H20N6O2S2
2-[(12R)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide
—— 1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one —— C17H26N2OS2
1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-3-phenylsulfanylpropan-1-one
—— 1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone —— C16H23FN2OS2
1-[(3S)-3-[(dimethylamino)methyl]-1,4-thiazepan-4-yl]-2-(4-fluorophenyl)sulfanylethanone
—— 2-[(12S)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide —— C19H20N6O2S2
2-[(12S)-2-oxo-10-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),8-dien-12-yl]-N-[2-(2-pyrazol-1-yl-1,3-thiazol-4-yl)ethyl]acetamide
—— 2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide —— C18H26N5O2S+
2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-(2-phenylethyl)acetamide
—— N-cyclohexyl-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C16H28N5O2S+
N-cyclohexyl-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H30N5O2S+
N-[(1S,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[[5-[(4-Fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]morpholin-4-ium —— C15H20FN4OS+
4-[[5-[(4-Fluorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]methyl]morpholin-4-ium
—— N-[(1R,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C17H30N5O2S+
N-[(1R,2R)-2-methylcyclohexyl]-2-[[4-methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[4-Methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C10H18N5O2S+
2-[[4-Methyl-5-(morpholin-4-ium-4-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 4-[(6R)-2-fluoro-8-methoxy-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium —— C20H23FNO2S+
4-[(6R)-2-fluoro-8-methoxy-6H-benzo[b][4,1]benzoxathiepin-6-yl]-1-methylpiperidin-1-ium
—— N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H21FN2O2S
N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C19H24N2O2S
N-[(2S)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— [2-[4-chloro-2-[(1R)-1-hydroxyethyl]phenyl]sulfanylphenyl]-(4-methylpiperazin-4-ium-1-yl)methanone —— C20H24ClN2O2S+
[2-[4-chloro-2-[(1R)-1-hydroxyethyl]phenyl]sulfanylphenyl]-(4-methylpiperazin-4-ium-1-yl)methanone
—— ethyl (6R)-2-acetylimino-7-(hydroxyamino)-6-phenylsulfanyl-5,6-dihydro-4H-1-benzothiophene-3-carboxylate —— C19H20N2O4S2
ethyl (6R)-2-acetylimino-7-(hydroxyamino)-6-phenylsulfanyl-5,6-dihydro-4H-1-benzothiophene-3-carboxylate
—— N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide —— C19H24N2O2S
N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-3-phenylsulfanylpropanamide
—— N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C18H21FN2O2S
N-[(2R)-2-[4-(dimethylamino)phenyl]-2-hydroxyethyl]-2-(4-fluorophenyl)sulfanylacetamide