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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-Chloro)phenylthio-5-nitro]phenylhydroxymethylphosphonic acid —— C13H11ClNO6PS
[2-(4-Chloro)phenylthio-5-nitro]phenylhydroxymethylphosphonic acid
—— (3S)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidine-3-carbonitrile —— C15H22N4S
(3S)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidine-3-carbonitrile
—— 2-(2-methylprop-2-enylsulfanyl)-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H18N2OS
2-(2-methylprop-2-enylsulfanyl)-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— (3R)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidine-3-carbonitrile —— C15H22N4S
(3R)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidine-3-carbonitrile
—— 2-ethylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C13H16N2OS
2-ethylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— (2S)-N-cyclohexyl-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H29N3O2S
(2S)-N-cyclohexyl-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-benzyl-N-ethyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-benzyl-N-ethyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-(5-bromothiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine —— C12H9BrN4S2
3-(5-bromothiophen-2-yl)sulfanyl-N-phenyl-1H-1,2,4-triazol-5-amine
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H26N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-(1-cyanocyclohexyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H26N4O2S
(2R)-N-(1-cyanocyclohexyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 2-(2-ethoxyethylsulfanyl)-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H20N2O2S
2-(2-ethoxyethylsulfanyl)-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-thiadiazole —— C10H9ClN2S2
2-[(1S)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-thiadiazole
—— 2-methylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C12H14N2OS
2-methylsulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C19H25N3O3S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H22FN3O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 4-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanenitrile —— C15H17N3OS
4-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]butanenitrile
—— 1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-(2,4-dimethylphenyl)sulfanylethanone —— C16H23NO2S
1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]-2-(2,4-dimethylphenyl)sulfanylethanone
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H26N4O2S
(2S)-N-(1-cyanocyclohexyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C13H16F3NOS
(2R)-2-(2,5-dimethylphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(3,4-dimethylphenyl)sulfanylethanone —— C16H23NO2S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(3,4-dimethylphenyl)sulfanylethanone
—— N,N-dimethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H19N3O2S
N,N-dimethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-[[2-(2-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C18H21N5O2S2
3-[[2-(2-methylanilino)-1,3-thiazol-4-yl]methylsulfanyl]-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— N-(1-cyanocyclohexyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H24N4O2S
N-(1-cyanocyclohexyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N,N-dimethyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C15H19N3O2S
N,N-dimethyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C9H11F3N2OS2
(2S)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— N-cyclohexyl-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H27N3O2S
N-cyclohexyl-N-methyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-thiadiazole —— C10H9ClN2S2
2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-1,3,4-thiadiazole
—— N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H22N4O2S
N-[(1S)-1-cyano-1-cyclopropylethyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H22FN3O2S
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-(2-ethoxyethylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H20N2O2S
2-(2-ethoxyethylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 2-(2-methylprop-2-enylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C15H18N2OS
2-(2-methylprop-2-enylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— N-ethyl-N-(2-methylprop-2-enyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H25N3O2S
N-ethyl-N-(2-methylprop-2-enyl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-Chloro-4-naphthalen-1-ylsulfanylaniline —— C16H12ClNS
3-Chloro-4-naphthalen-1-ylsulfanylaniline
—— (2S)-2-(2,5-dimethylphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C13H16F3NOS
(2S)-2-(2,5-dimethylphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H22FN3O2S
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 3-(2-ethoxyethylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C11H19N3O3S
3-(2-ethoxyethylsulfanyl)-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— (2R)-2-(3,4-dimethylphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide —— C13H16F3NOS
(2R)-2-(3,4-dimethylphenyl)sulfanyl-N-(2,2,2-trifluoroethyl)propanamide
—— (2S)-N-cyclopentyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H25N3O2S
(2S)-N-cyclopentyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-N-cyclopentyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H25N3O2S
(2R)-N-cyclopentyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— (2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide —— C9H11F3N2OS2
(2R)-2-[(4-methyl-1,3-thiazol-2-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)propanamide
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(3,4-dimethylphenyl)sulfanylethanone —— C16H23NO2S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(3,4-dimethylphenyl)sulfanylethanone
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(2,4-dimethylphenyl)sulfanylethanone —— C16H23NO2S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-(2,4-dimethylphenyl)sulfanylethanone
—— N-(1-cyanocyclohexyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C20H24N4O2S
N-(1-cyanocyclohexyl)-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— (2R)-N-cyclopentyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C19H25N3O2S
(2R)-N-cyclopentyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C21H22FN3O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-N-ethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H25N3O2S
N-benzyl-N-ethyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(2,4-dimethylphenyl)sulfanylethanone —— C16H23NO2S
1-[(2S,6S)-2,6-dimethylmorpholin-4-yl]-2-(2,4-dimethylphenyl)sulfanylethanone
—— 1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C22H25N3O2S
1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C17H19N3O2S
2-[(3,5-dimethyl-1,2-oxazol-4-yl)methylsulfanyl]-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— (2R)-N-cyclopropyl-2-(2,4-dimethylphenyl)sulfanylpropanamide —— C14H19NOS
(2R)-N-cyclopropyl-2-(2,4-dimethylphenyl)sulfanylpropanamide