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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
—— (3S)-1-methyl-3-(4-methyl-5-phenylsulfanyl-1,2,4-triazol-3-yl)piperazine —— C14H19N5S
(3S)-1-methyl-3-(4-methyl-5-phenylsulfanyl-1,2,4-triazol-3-yl)piperazine
—— (2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide —— C18H22FN3OS
(2R)-N-[(3-fluorophenyl)methyl]-N-methyl-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylpropanamide
—— (3R)-3-(4-cyclopropyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-methylpiperazine —— C11H19N5S
(3R)-3-(4-cyclopropyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-methylpiperazine
—— (3S)-1-methyl-3-(4-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperazine —— C9H17N5S
(3S)-1-methyl-3-(4-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperazine
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-ethylthiadiazole-5-carboxylate —— C19H17N3O3S2
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] 4-ethylthiadiazole-5-carboxylate
—— (3S)-3-(4-cyclopropyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-methylpiperazine —— C11H19N5S
(3S)-3-(4-cyclopropyl-5-methylsulfanyl-1,2,4-triazol-3-yl)-1-methylpiperazine
—— N-[[5-[2-(2,4-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide —— C20H25NO2S2
N-[[5-[2-(2,4-dimethylphenyl)sulfanylacetyl]thiophen-2-yl]methyl]-2,2-dimethylpropanamide
—— (3R)-1-methyl-3-(4-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperazine —— C9H17N5S
(3R)-1-methyl-3-(4-methyl-5-methylsulfanyl-1,2,4-triazol-3-yl)piperazine
—— [2-[[(1R)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C23H31N3O3S
[2-[[(1R)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-(2,5-Dimethylthiophen-3-yl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H22N2O3S2
[2-(2,5-Dimethylthiophen-3-yl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1S)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C23H31N3O3S
[2-[[(1S)-3-methyl-1-phenylbutyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H22N4O3S
[(1S)-1-(5-phenyl-1,3,4-oxadiazol-2-yl)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H24N4O3S
[(1R)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-oxo-1-[[(1R)-1-phenylbutyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C23H31N3O3S
[(2R)-1-oxo-1-[[(1R)-1-phenylbutyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H25N3O3S2
[2-Oxo-2-(2-phenylsulfanylethylamino)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-Oxo-2-(2-thiophen-2-ylethylamino)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H23N3O3S2
[2-Oxo-2-(2-thiophen-2-ylethylamino)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H24N4O3S
[(1S)-1-[5-(4-methylphenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H21FN4O3S
[(1R)-1-[5-(4-fluorophenyl)-1,3,4-oxadiazol-2-yl]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C17H25N3O5S2
[2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-(ethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C15H23N3O3S
[(2R)-1-(ethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H27N3O3S
[2-[methyl-[(1R)-1-phenylethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C19H23N3O4S2
[2-[5-(Acetamidomethyl)thiophen-2-yl]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[2-oxo-2-[[(1R)-1-phenylbutyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[(2,4-Dimethylphenyl)methyl-methylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[2-[(2,4-Dimethylphenyl)methyl-methylamino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-(ethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C15H23N3O3S
[(2S)-1-(ethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-(dimethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C15H23N3O3S
[(2S)-1-(dimethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H23N3O3S2
[2-oxo-2-[[(1R)-1-thiophen-2-ylethyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C15H23N3O3S
[(2R)-1-(dimethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[2-[[(1S)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[[(1S)-1-(2-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[methyl-[(1S)-1-phenylethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H27N3O3S
[2-[methyl-[(1S)-1-phenylethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[[(1S)-1-(4-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H24ClN3O3S
[2-[[(1R)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H24N4O3S
[2-Oxo-2-(5-phenyl-3,4-dihydropyrazol-2-yl)ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[(2R)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-oxo-1-[[(2R)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[(2R)-1-oxo-1-[[(2R)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-oxo-2-[[(2R)-2-phenylpropyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C21H27N3O3S
[2-oxo-2-[[(2R)-2-phenylpropyl]amino]ethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C22H29N3O3S
[(2S)-1-oxo-1-[[(2S)-2-phenylpropyl]amino]propan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2-Thiophen-2-yl-1,3-oxazol-4-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H19N3O3S2
(2-Thiophen-2-yl-1,3-oxazol-4-yl)methyl 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C19H26N4O3S
[2-[(1-Cyanocyclohexyl)amino]-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H28N4O3S
[(2S)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H28N4O3S
[(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [2-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C20H27N3O3S
[2-(1-Ethyl-2,5-dimethylpyrrol-3-yl)-2-oxoethyl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H23N3O4S
[(2R)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2R)-1-amino-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C13H19N3O3S
[(2R)-1-amino-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— [(2S)-1-amino-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C13H19N3O3S
[(2S)-1-amino-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate
—— (2S)-2-(methylamino)-2-(4-methyl-5-phenylsulfanyl-1,2,4-triazol-3-yl)acetic acid —— C12H14N4O2S
(2S)-2-(methylamino)-2-(4-methyl-5-phenylsulfanyl-1,2,4-triazol-3-yl)acetic acid
—— [(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate —— C18H23N3O4S
[(2S)-1-(furan-2-ylmethylamino)-1-oxopropan-2-yl] 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)propanoate