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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-(2-butoxyethylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C17H24N2O2S
2-(2-butoxyethylsulfanyl)-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 3-[(2R)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidin-2-yl]-5-methyl-1,2-oxazole —— C18H26N4OS
3-[(2R)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidin-2-yl]-5-methyl-1,2-oxazole
—— 5-[(2S)-1-[(2-benzylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole —— C20H22N4OS
5-[(2S)-1-[(2-benzylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole
—— N-phenyl-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine —— C12H10N4S2
N-phenyl-3-thiophen-2-ylsulfanyl-1H-1,2,4-triazol-5-amine
—— 3-[(2S)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidin-2-yl]-5-methyl-1,2-oxazole —— C18H26N4OS
3-[(2S)-1-[(2-butylsulfanylpyrimidin-5-yl)methyl]piperidin-2-yl]-5-methyl-1,2-oxazole
—— N-benzyl-N-cyclopropyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C23H25N3O2S
N-benzyl-N-cyclopropyl-2-[[5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 5-[(2R)-1-[(2-benzylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole —— C20H22N4OS
5-[(2R)-1-[(2-benzylsulfanylpyrimidin-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole
—— N-benzyl-N-cyclopropyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C23H25N3O2S
N-benzyl-N-cyclopropyl-2-[[5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— 2-ethylsulfanyl-5-[[(3S)-3-(4-methylpiperazin-1-yl)pyrrolidin-1-yl]methyl]pyrimidine —— C16H27N5S
2-ethylsulfanyl-5-[[(3S)-3-(4-methylpiperazin-1-yl)pyrrolidin-1-yl]methyl]pyrimidine
—— 5-[(3-methylphenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole —— C15H15N3S2
5-[(3-methylphenyl)methyl]-3-(thiophen-2-ylmethylsulfanyl)-1H-1,2,4-triazole
—— (+)-Exo-6-(3-(2-hydroxypropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane —— C12H19N3OS2
(+)-Exo-6-(3-(2-hydroxypropylthio)-1,2,5-thiadiazol-4-yl)-1-azabicyclo[3.2.1]octane
—— Ethyl 6-(4,6-dimethylpyrimidin-2-yl)sulfanylhexanoate —— C14H22N2O2S
Ethyl 6-(4,6-dimethylpyrimidin-2-yl)sulfanylhexanoate
—— 2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1S,2R)-2-methylcyclohexyl]oxyethyl]acetamide —— C16H27N5O2S
2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1S,2R)-2-methylcyclohexyl]oxyethyl]acetamide
—— 2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1R,2R)-2-methylcyclohexyl]oxyethyl]acetamide —— C16H27N5O2S
2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1R,2R)-2-methylcyclohexyl]oxyethyl]acetamide
—— 6-Ethyl-5-fluoro-2-[1-(methylamino)pentan-3-ylsulfanyl]pyridine-3-carbonitrile —— C14H20FN3S
6-Ethyl-5-fluoro-2-[1-(methylamino)pentan-3-ylsulfanyl]pyridine-3-carbonitrile
—— 2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-2,2-dimethyl-1-thiophen-2-ylpropyl]acetamide —— C16H23N5OS2
2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1R)-2,2-dimethyl-1-thiophen-2-ylpropyl]acetamide
—— (2S)-2-(5-methylpyridin-2-yl)sulfanylpentan-3-one —— C11H15NOS
(2S)-2-(5-methylpyridin-2-yl)sulfanylpentan-3-one
—— 2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1R,2S)-2-methylcyclohexyl]oxyethyl]acetamide —— C16H27N5O2S
2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1R,2S)-2-methylcyclohexyl]oxyethyl]acetamide
—— 1-[2-(2-Hydroxybutylsulfonyl)ethylsulfanyl]butan-2-ol —— C10H22O4S2
1-[2-(2-Hydroxybutylsulfonyl)ethylsulfanyl]butan-2-ol
—— 2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-2,2-dimethyl-1-thiophen-2-ylpropyl]acetamide —— C16H23N5OS2
2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-2,2-dimethyl-1-thiophen-2-ylpropyl]acetamide
—— Chloro-ethylsulfanylcarbonyloxy-acetic acid ethyl ester —— C7H11ClO4S
Chloro-ethylsulfanylcarbonyloxy-acetic acid ethyl ester
—— 2-[(1S)-2-amino-1-phenylethyl]sulfanyl-6-methylpyridine-3-carbonitrile —— C15H15N3S
2-[(1S)-2-amino-1-phenylethyl]sulfanyl-6-methylpyridine-3-carbonitrile
—— (2R)-2-(5-methylpyridin-2-yl)sulfanylpentan-3-one —— C11H15NOS
(2R)-2-(5-methylpyridin-2-yl)sulfanylpentan-3-one
—— 2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1S,2S)-2-methylcyclohexyl]oxyethyl]acetamide —— C16H27N5O2S
2-[(5-amino-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-[(1S,2S)-2-methylcyclohexyl]oxyethyl]acetamide
—— 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C21H31N5O2S2
2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— (2S)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pentan-3-one —— C11H18N2OS3
(2S)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pentan-3-one
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C17H21F2N3OS3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— (3R)-octane-1,3,8-trithiol —— C8H18S3
(3R)-octane-1,3,8-trithiol
—— 2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(S)-cyclopentyl-(4-fluorophenyl)methyl]acetamide —— C21H23FN4OS
2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(S)-cyclopentyl-(4-fluorophenyl)methyl]acetamide
—— 2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(R)-cyclopentyl-(4-fluorophenyl)methyl]acetamide —— C21H23FN4OS
2-(5-cyano-2,6-dimethylpyrimidin-4-yl)sulfanyl-N-[(R)-cyclopentyl-(4-fluorophenyl)methyl]acetamide
—— N-[2-[(1R,2S)-2-methylcyclohexyl]oxyethyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H24N4O3S
N-[2-[(1R,2S)-2-methylcyclohexyl]oxyethyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-2,2-dimethyl-1-thiophen-2-ylpropyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H20N4O2S2
N-[(1R)-2,2-dimethyl-1-thiophen-2-ylpropyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H18F2N4OS2
N-[(1S)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3,4-difluorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide —— C17H22F2N4O3S
N-[(1R)-1-(3,4-difluorophenyl)ethyl]-2-[[4-(3-methoxypropyl)-5-oxo-1H-1,2,4-triazol-3-yl]sulfanyl]-N-methylacetamide
—— N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H18F2N4OS2
N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methyl-2-[[5-(thiophen-2-ylmethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]acetamide
—— 2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide —— C21H31N5O2S2
2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]-N-[(3-methylthiophen-2-yl)methyl]acetamide
—— N-[2-[(1S,2S)-2-methylcyclohexyl]oxyethyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H24N4O3S
N-[2-[(1S,2S)-2-methylcyclohexyl]oxyethyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C21H22F2N4O2S
2-[[5-cyclopropyl-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— N-[2-[(1R,2R)-2-methylcyclohexyl]oxyethyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C14H24N4O3S
N-[2-[(1R,2R)-2-methylcyclohexyl]oxyethyl]-2-[(4-methyl-5-oxo-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1S)-1-(3,4-difluorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C19H25F2N5O2S
N-[(1S)-1-(3,4-difluorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— N-[(1R)-1-(3,4-difluorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide —— C19H25F2N5O2S
N-[(1R)-1-(3,4-difluorophenyl)ethyl]-2-[(4-ethyl-5-morpholin-4-yl-1,2,4-triazol-3-yl)sulfanyl]-N-methylacetamide
—— (2R)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pentan-3-one —— C11H18N2OS3
(2R)-2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]pentan-3-one
—— 2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide —— C17H21F2N3OS3
2-[(5-butylsulfanyl-1,3,4-thiadiazol-2-yl)sulfanyl]-N-[(1R)-1-(3,4-difluorophenyl)ethyl]-N-methylacetamide
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-cyclopentyl-(4-fluorophenyl)methyl]acetamide —— C20H28FN5OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(R)-cyclopentyl-(4-fluorophenyl)methyl]acetamide
—— (2S)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]pentan-3-one —— C12H13N3O2S
(2S)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]pentan-3-one
—— (2R)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]pentan-3-one —— C12H13N3O2S
(2R)-2-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)sulfanyl]pentan-3-one
—— 2-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-pyridin-4-yl-1,3,4-oxadiazole —— C15H11F2N3OS
2-[(1R)-1-(2,6-difluorophenyl)ethyl]sulfanyl-5-pyridin-4-yl-1,3,4-oxadiazole
—— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-cyclopentyl-(4-fluorophenyl)methyl]acetamide —— C20H28FN5OS
2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(S)-cyclopentyl-(4-fluorophenyl)methyl]acetamide
—— (2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]pentan-3-one —— C11H19N3O2S
(2R)-2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]pentan-3-one
—— 2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C16H28N4O2S
2-[[4-(3-methoxypropyl)-1,2,4-triazol-3-yl]sulfanyl]-N-methyl-N-[(1R,2R)-2-methylcyclohexyl]acetamide