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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-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 5-methylpyrazine-2-carboxylate —— C22H21N3O3S
[2-[4-(2,5-Dimethylphenyl)sulfanylanilino]-2-oxoethyl] 5-methylpyrazine-2-carboxylate
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2S)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide —— C24H34N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2S)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide
—— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2R)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide —— C24H34N4OS
3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[(2R)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide
—— [2-oxo-2-(2-phenylsulfanylanilino)ethyl] (1S)-cyclohex-3-ene-1-carboxylate —— C21H21NO3S
[2-oxo-2-(2-phenylsulfanylanilino)ethyl] (1S)-cyclohex-3-ene-1-carboxylate
—— 4-[4-benzyl-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C19H24N6O2S
4-[4-benzyl-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— (2S)-2-(4-tert-butylphenoxy)-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C21H23N3O2S2
(2S)-2-(4-tert-butylphenoxy)-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— 5-[(1S)-1-(2-bromophenyl)sulfanylethyl]-3-ethyl-1,2,4-oxadiazole —— C12H13BrN2OS
5-[(1S)-1-(2-bromophenyl)sulfanylethyl]-3-ethyl-1,2,4-oxadiazole
—— (2R)-2-(4-tert-butylphenoxy)-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide —— C21H23N3O2S2
(2R)-2-(4-tert-butylphenoxy)-N-[4-(1,3,4-thiadiazol-2-ylsulfanyl)phenyl]propanamide
—— 5-[(1S)-1-(3-chloropyridin-2-yl)sulfanylethyl]-3-ethyl-1,2,4-oxadiazole —— C11H12ClN3OS
5-[(1S)-1-(3-chloropyridin-2-yl)sulfanylethyl]-3-ethyl-1,2,4-oxadiazole
—— 4-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-2,6-dimethylpyrimidine-5-carbonitrile —— C13H15N5OS
4-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-2,6-dimethylpyrimidine-5-carbonitrile
—— 4-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-2,6-dimethylpyrimidine-5-carbonitrile —— C13H15N5OS
4-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-2,6-dimethylpyrimidine-5-carbonitrile
—— N-[4-(difluoromethylsulfanyl)phenyl]-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C15H15F2N5OS3
N-[4-(difluoromethylsulfanyl)phenyl]-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one —— C12H19N5O3S
3-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-(3-methoxypropyl)-1H-1,2,4-triazol-5-one
—— 3-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H19N5O3S
3-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 3-ethyl-5-[(1R)-1-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C15H17N5O2S
3-ethyl-5-[(1R)-1-[[5-(furan-2-yl)-4-prop-2-enyl-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 3-(3,5-dimethylpyrazol-1-yl)-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C13H18N8OS
3-(3,5-dimethylpyrazol-1-yl)-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 3-ethyl-5-[(1R)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C11H17N5O2S
3-ethyl-5-[(1R)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 3-ethyl-5-[(1R)-1-[[5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C14H18N6O2S3
3-ethyl-5-[(1R)-1-[[5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 5-[(1R)-1-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole —— C18H21N5OS
5-[(1R)-1-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole
—— 2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(methylsulfanylmethyl)-1,3,4-oxadiazole —— C10H14N4O2S2
2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(methylsulfanylmethyl)-1,3,4-oxadiazole
—— 5-[(1R)-1-(2-bromophenyl)sulfanylethyl]-3-ethyl-1,2,4-oxadiazole —— C12H13BrN2OS
5-[(1R)-1-(2-bromophenyl)sulfanylethyl]-3-ethyl-1,2,4-oxadiazole
—— 2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimidine-4,6-diamine —— C10H14N6OS
2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimidine-4,6-diamine
—— 3-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H19N5O3S
3-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-[[(2R)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 5-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-3-ethyl-1,2,4-oxadiazole —— C15H18N2O3S
5-[(1R)-1-(3,4-dihydro-2H-1,5-benzodioxepin-7-ylsulfanyl)ethyl]-3-ethyl-1,2,4-oxadiazole
—— 5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C11H17N5O2S2
5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— N-(3-chloro-2-methylphenyl)-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C15H16ClN5OS2
N-(3-chloro-2-methylphenyl)-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 3-ethyl-5-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole —— C10H15N5OS
3-ethyl-5-[(1R)-1-[(5-ethyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-1,2,4-oxadiazole
—— 2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimidine-4,6-diamine —— C10H14N6OS
2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanylpyrimidine-4,6-diamine
—— N-cyclopropyl-N-[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide —— C13H17N5O2S2
N-cyclopropyl-N-[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide
—— 2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(methylsulfanylmethyl)-1,3,4-oxadiazole —— C10H14N4O2S2
2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-(methylsulfanylmethyl)-1,3,4-oxadiazole
—— 3-ethyl-5-[(1R)-1-[[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C14H18N6O2S3
3-ethyl-5-[(1R)-1-[[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 3-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one —— C13H19N5O3S
3-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-4-[[(2S)-oxolan-2-yl]methyl]-1H-1,2,4-triazol-5-one
—— 5-[(1R)-1-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole —— C20H26N6OS
5-[(1R)-1-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole
—— N-(3-chloro-2-methylphenyl)-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine —— C15H16ClN5OS2
N-(3-chloro-2-methylphenyl)-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-amine
—— 5-[(1S)-1-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole —— C18H21N5OS
5-[(1S)-1-[(5-benzyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole
—— 2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C17H20N4O2S
2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 4-[4-ethyl-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine —— C14H22N6O2S
4-[4-ethyl-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-3-yl]morpholine
—— 5-[(1R)-1-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole —— C14H19N5OS
5-[(1R)-1-[(5-cyclopropyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole
—— 2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-6-methylpyrimidin-4-amine —— C11H15N5OS
2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-6-methylpyrimidin-4-amine
—— 2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-6-methylpyrimidin-4-amine —— C11H15N5OS
2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-6-methylpyrimidin-4-amine
—— N,N-diethyl-4-[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazol-2-yl]aniline —— C18H23N5O2S
N,N-diethyl-4-[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-oxadiazol-2-yl]aniline
—— 3-ethyl-5-[(1S)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C11H17N5O2S
3-ethyl-5-[(1S)-1-[[4-(2-methoxyethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine —— C11H17N5O2S2
5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-N-(2-methoxyethyl)-1,3,4-thiadiazol-2-amine
—— 2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole —— C17H20N4O2S
2-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-[(2R)-2-phenylpropyl]-1,3,4-oxadiazole
—— N-cyclopropyl-N-[5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide —— C13H17N5O2S2
N-cyclopropyl-N-[5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]acetamide
—— 3-ethyl-5-[(1S)-1-[[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-1,2,4-oxadiazole —— C14H18N6O2S3
3-ethyl-5-[(1S)-1-[[5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,3,4-thiadiazol-2-yl]sulfanyl]ethyl]-1,2,4-oxadiazole
—— 3-tert-butyl-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C12H20N6OS
3-tert-butyl-5-[(1S)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole —— C17H20N4O2S
2-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-5-[(2S)-2-phenylpropyl]-1,3,4-oxadiazole
—— 3-tert-butyl-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine —— C12H20N6OS
3-tert-butyl-5-[(1R)-1-(3-ethyl-1,2,4-oxadiazol-5-yl)ethyl]sulfanyl-1,2,4-triazol-4-amine
—— 5-[(1S)-1-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole —— C20H26N6OS
5-[(1S)-1-[[4-benzyl-5-(pyrrolidin-1-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethyl]-3-ethyl-1,2,4-oxadiazole