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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
—— (2R)-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H27N3O2S
(2R)-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— (2S)-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide —— C18H27N3O2S
(2S)-N-[2-methyl-2-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1,4-benzoxathiine-2-carboxamide
—— [(1S)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium —— C14H19FN3OS+
[(1S)-1-[5-[(2-fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-3-methylbutyl]azanium
—— [(1S,2R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium —— C14H19ClN3OS+
[(1S,2R)-1-[5-[(2-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]-2-methylbutyl]azanium
—— 2-[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethylazanium —— C11H13FN3OS+
2-[5-[(3-Fluorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethylazanium
—— N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H26N4OS
N-[(1S)-1-(1-adamantyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— (2R)-N-cyclopentyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C11H18N4OS
(2R)-N-cyclopentyl-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— [(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium —— C11H13ClN3OS+
[(1S)-1-[5-[(4-chlorophenyl)methylsulfanyl]-1,3,4-oxadiazol-2-yl]ethyl]azanium
—— (2S)-2-[[5-[(1R)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C8H8N4S3
(2S)-2-[[5-[(1R)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-2-[[5-[(1R)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile —— C8H8N4S3
(2R)-2-[[5-[(1R)-1-cyanoethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]propanenitrile
—— (2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H22N4OS
(2S)-N-[2-(cyclohexen-1-yl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H15BrN4OS
N-[(1S)-1-(4-bromophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(tricyclo[3.3.1.1~3,7~]dec-1-ylmethyl)acetamide —— C16H24N4OS
2-[(4-methyl-4H-1,2,4-triazol-3-yl)sulfanyl]-N-(tricyclo[3.3.1.1~3,7~]dec-1-ylmethyl)acetamide
—— ethyl 2,5-dimethyl-4-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate —— C14H18N4O3S
ethyl 2,5-dimethyl-4-[2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]-1H-pyrrole-3-carboxylate
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H26N4OS
N-[(1R)-1-(1-adamantyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-[(1R)-1-(4-bromophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C13H15BrN4OS
N-[(1R)-1-(4-bromophenyl)ethyl]-2-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[[5-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C14H12N4O2S3
2-[[5-[2-oxo-2-(1H-pyrrol-2-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— methyl 2-[6-oxo-2-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C15H14N4O4S2
methyl 2-[6-oxo-2-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C12H13N3O4S
methyl 2-[2-[(5-methyl-1,2-oxazol-3-yl)methylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[[(1R)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[2-[2-[[(1R)-1-(3,4-dimethylphenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— (1R)-1-(4-bromophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol —— C12H13BrN2OS
(1R)-1-(4-bromophenyl)-2-(1-methylimidazol-2-yl)sulfanylethanol
—— methyl 2-[6-oxo-2-[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C14H19N3O4S
methyl 2-[6-oxo-2-[(2R)-1-oxo-1-pyrrolidin-1-ylpropan-2-yl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H25N3O4S
methyl 2-[2-[(2S)-1-[2-(cyclohexen-1-yl)ethylamino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H23N3O4S
methyl 2-[2-[2-[[(1R,2S)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H19N3O4S
methyl 2-[2-[2-(2-methylpropylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H23N3O4S
methyl 2-[2-[2-[[(1R,2R)-2-methylcyclohexyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H15ClN2O3S
methyl 2-[2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[(2S)-1-[benzyl(methyl)amino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[2-[(2S)-1-[benzyl(methyl)amino]-1-oxopropan-2-yl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(3-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H16ClN3O4S
methyl 2-[2-[2-[(3-chlorophenyl)methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1R)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[[(1R)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H20N4O5S
methyl 2-[2-[2-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18F3N3O4S
methyl 2-[2-[2-[2,5-dimethyl-1-(2,2,2-trifluoroethyl)pyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C18H18N4O4S
methyl 2-[6-oxo-2-[2-oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(2S)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C20H25N3O4S
methyl 2-[6-oxo-2-[(2S)-1-oxo-1-[[(2S)-4-phenylbutan-2-yl]amino]propan-2-yl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(2-fluorophenyl)sulfanylethylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H15FN2O3S2
methyl 2-[2-[2-(2-fluorophenyl)sulfanylethylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(2S)-2-(dimethylamino)-2-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H24N4O4S
methyl 2-[2-[2-[[(2S)-2-(dimethylamino)-2-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C17H18ClN3O4S
methyl 2-[2-[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(1S)-1-cyclopropylethyl]-(2,2,2-trifluoroethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C16H20F3N3O4S
methyl 2-[2-[2-[[(1S)-1-cyclopropylethyl]-(2,2,2-trifluoroethyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[2-oxo-2-[[(2R)-2-phenylpropyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C18H21N3O4S
methyl 2-[6-oxo-2-[2-oxo-2-[[(2R)-2-phenylpropyl]amino]ethyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-(2-cyanoethylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate —— C10H11N3O3S
methyl 2-[2-(2-cyanoethylsulfanyl)-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[6-oxo-2-[(1S)-2-oxocyclohexyl]sulfanyl-1H-pyrimidin-4-yl]acetate —— C13H16N2O4S
methyl 2-[6-oxo-2-[(1S)-2-oxocyclohexyl]sulfanyl-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2-cyanoethyl(methyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C13H16N4O4S
methyl 2-[2-[2-[2-cyanoethyl(methyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C20H25N3O5S
methyl 2-[2-[2-[2,5-dimethyl-1-[[(2R)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(2,4-dimethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H23N3O4S
methyl 2-[2-[2-[(2,4-dimethylphenyl)methyl-methylamino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[[(2R)-2-(dimethylamino)-2-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C19H24N4O4S
methyl 2-[2-[2-[[(2R)-2-(dimethylamino)-2-phenylethyl]amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(ethoxycarbonylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C12H15N3O6S
methyl 2-[2-[2-(ethoxycarbonylamino)-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-[(1-methylpyrrole-2-carbonyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H16N4O5S
methyl 2-[2-[2-[(1-methylpyrrole-2-carbonyl)amino]-2-oxoethyl]sulfanyl-6-oxo-1H-pyrimidin-4-yl]acetate
—— methyl 2-[2-[2-(4-chlorophenyl)sulfanylethylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate —— C15H15ClN2O3S2
methyl 2-[2-[2-(4-chlorophenyl)sulfanylethylsulfanyl]-6-oxo-1H-pyrimidin-4-yl]acetate
—— Methyl 2-[2-({[(1-cyanocyclohexyl)(methyl)carbamoyl]methyl}sulfanyl)-6-oxo-1,6-dihydropyrimidin-4-yl]acetate —— C17H22N4O4S
Methyl 2-[2-({[(1-cyanocyclohexyl)(methyl)carbamoyl]methyl}sulfanyl)-6-oxo-1,6-dihydropyrimidin-4-yl]acetate