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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
—— 3-[4-Methyl-5-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C15H21N5O2S
3-[4-Methyl-5-[2-oxo-2-(1,2,5-trimethylpyrrol-3-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— ethyl 5-[(2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C18H25N5O4S
ethyl 5-[(2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 3-[5-[2-[Di(propan-2-yl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C14H25N5O2S
3-[5-[2-[Di(propan-2-yl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide —— C14H19N5O3S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-(furan-2-ylmethyl)propanamide
—— 3-[5-[2-(5-Chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C12H13ClN4O2S2
3-[5-[2-(5-Chlorothiophen-2-yl)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C22H31N5O2S
3-[5-[2-[1-[2-(Cyclohexen-1-yl)ethyl]-2,5-dimethylpyrrol-3-yl]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C17H22FN5O2S
(2R)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 3-[4-Methyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-yl]propanamide —— C14H18N4OS
3-[4-Methyl-5-(2-phenylethylsulfanyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C15H25N5O2S
3-[4-methyl-5-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide —— C19H27N5O2S
(2S)-2-[[5-(3-amino-3-oxopropyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-phenylbutyl]propanamide
—— 3-[4-methyl-5-[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C13H21N5O2S
3-[4-methyl-5-[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Methyl-5-[2-oxo-2-(propan-2-ylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C11H19N5O2S
3-[4-Methyl-5-[2-oxo-2-(propan-2-ylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[(2,5-Dimethylphenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide —— C15H20N4OS
3-[5-[(2,5-Dimethylphenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide —— C20H23N5OS2
2-[(4-cyclopropyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[[4-(dimethylamino)phenyl]methyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C14H19N5OS2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[4-Methyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C10H14F3N5O2S
3-[4-Methyl-5-[2-oxo-2-(2,2,2-trifluoroethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Methyl-5-(2-methylprop-2-enylsulfanyl)-1,2,4-triazol-3-yl]propanamide —— C10H16N4OS
3-[4-Methyl-5-(2-methylprop-2-enylsulfanyl)-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide —— C16H17N5OS2
3-[4-Methyl-5-[(2-phenyl-1,3-thiazol-4-yl)methylsulfanyl]-1,2,4-triazol-3-yl]propanamide
—— 3-(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)propanamide —— C13H16N4OS
3-(5-Benzylsulfanyl-4-methyl-1,2,4-triazol-3-yl)propanamide
—— 3-[5-[2-[Benzyl(methyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C16H21N5O2S
3-[5-[2-[Benzyl(methyl)amino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide —— C19H28N6O2S
3-[5-[2-[[4-(Dimethylamino)phenyl]methyl-methylamino]-2-oxoethyl]sulfanyl-4-ethyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-(Dibenzylamino)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C22H25N5O2S
3-[5-[2-(Dibenzylamino)-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-Methyl-5-[2-oxo-2-(2-phenylethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C16H21N5O2S
3-[4-Methyl-5-[2-oxo-2-(2-phenylethylamino)ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H22N4O3S3
N-[(2S)-butan-2-yl]-N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H21N5OS2
N-[[4-(dimethylamino)phenyl]methyl]-N-methyl-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-methyl-1,3,4-thiadiazol-2-amine —— C13H12FN5OS2
5-[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl]sulfanyl-N-methyl-1,3,4-thiadiazol-2-amine
—— (2S)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C10H16N4OS2
(2S)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C15H20N4OS2
N-[(1S)-1-(4-ethylphenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— 3-[5-[(4-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide —— C13H15ClN4OS
3-[5-[(4-Chlorophenyl)methylsulfanyl]-4-methyl-1,2,4-triazol-3-yl]propanamide
—— 3-[4-methyl-5-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C13H21N5O3S
3-[4-methyl-5-[2-oxo-2-[[(2S)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 3-[5-[2-[(4-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide —— C15H18FN5O2S
3-[5-[2-[(4-Fluorophenyl)methylamino]-2-oxoethyl]sulfanyl-4-methyl-1,2,4-triazol-3-yl]propanamide
—— (2S)-N-(1-cyanocyclohexyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C13H19N5OS2
(2S)-N-(1-cyanocyclohexyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C19H27N5O2S2
N-[[4-(dimethylamino)phenyl]methyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 5-[[2-(4-ethylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C15H16N4S3
5-[[2-(4-ethylphenyl)-1,3-thiazol-4-yl]methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H14F2N4OS2
N-[(1S)-1-(2,4-difluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-methyl-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine —— C11H10N4OS3
N-methyl-5-[(2-thiophen-2-yl-1,3-oxazol-4-yl)methylsulfanyl]-1,3,4-thiadiazol-2-amine
—— 1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(3,5-dimethylphenyl)thiourea —— C18H18ClN5S2
1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(3,5-dimethylphenyl)thiourea
—— N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C13H15ClN4OS3
N-[2-(4-chlorophenyl)sulfanylethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
—— N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide —— C13H22N4O3S3
N-[(3R)-1,1-dioxothiolan-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-(2-methylpropyl)acetamide
—— 1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C17H20N4OS3
1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C13H18N4OS2
1-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone
—— 1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(3,4-dimethylphenyl)thiourea —— C18H18ClN5S2
1-[3-[(4-Chlorophenyl)methylsulfanyl]-1,2,4-triazol-4-yl]-3-(3,4-dimethylphenyl)thiourea
—— (2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H17FN4OS2
(2R)-N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 3-(4-Methyl-5-prop-2-enylsulfanyl-1,2,4-triazol-3-yl)propanamide —— C9H14N4OS
3-(4-Methyl-5-prop-2-enylsulfanyl-1,2,4-triazol-3-yl)propanamide
—— 3-[4-methyl-5-[(3S)-2-oxooxolan-3-yl]sulfanyl-1,2,4-triazol-3-yl]propanamide —— C10H14N4O3S
3-[4-methyl-5-[(3S)-2-oxooxolan-3-yl]sulfanyl-1,2,4-triazol-3-yl]propanamide
—— 5-[(2-bromophenyl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine —— C10H10BrN3S2
5-[(2-bromophenyl)methylsulfanyl]-N-methyl-1,3,4-thiadiazol-2-amine
—— (2R)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide —— C15H20N4OS2
(2R)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[(2R)-2-phenylpropyl]propanamide
—— (2S)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C14H17FN4OS2
(2S)-N-[2-(4-fluorophenyl)ethyl]-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— (2S)-N-(1-adamantyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide —— C16H24N4OS2
(2S)-N-(1-adamantyl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propanamide
—— 1-(2,5-Dimethyl-1-propylpyrrol-3-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone —— C14H20N4OS2
1-(2,5-Dimethyl-1-propylpyrrol-3-yl)-2-[[5-(methylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]ethanone