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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)-3-[(4-chloro-3-methylphenyl)sulfanylmethyl]piperidine —— C13H18ClNS
(3S)-3-[(4-chloro-3-methylphenyl)sulfanylmethyl]piperidine
—— (3R)-3-[(4-chloro-3-methylphenyl)sulfanylmethyl]piperidine —— C13H18ClNS
(3R)-3-[(4-chloro-3-methylphenyl)sulfanylmethyl]piperidine
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C22H23N5OS
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C15H17N5OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— 2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole —— C17H15N5O2S
2-[(5-Benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanylmethyl]-5-(furan-2-yl)-1,3,4-oxadiazole
—— (2S)-N-(1-adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C24H32N4OS
(2S)-N-(1-adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide —— C20H21ClN4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2-chlorophenyl)methyl]acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclopentyl)acetamide —— C19H23N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(1-cyanocyclopentyl)acetamide
—— N'-acetyl-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide —— C14H17N5O2S
N'-acetyl-2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]acetohydrazide
—— 2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide —— C19H19FN4OS
2-[(5-benzyl-4-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-fluorophenyl)methyl]acetamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C22H25FN4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)ethyl]acetamide —— C21H23ClN4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[2-(4-chlorophenyl)ethyl]acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)acetamide —— C16H22N4O2S
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methoxyethyl)acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)acetamide —— C17H24N4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-methylpropyl)acetamide
—— 7-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C18H17N5OS2
7-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanylmethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide —— C17H22N4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— (2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide —— C17H22N4OS
(2S)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopropylpropanamide
—— (2R)-N-(1-adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C24H32N4OS
(2R)-N-(1-adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-4-ethyl-4H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethyl-1H-pyrrol-3-yl]ethanone —— C22H28N4O2S
2-[(5-benzyl-4-ethyl-4H-1,2,4-triazol-3-yl)sulfanyl]-1-[1-(2-methoxyethyl)-2,5-dimethyl-1H-pyrrol-3-yl]ethanone
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide —— C14H18N4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]propanamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide —— C19H25N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2R)-2-cyano-3-methylbutan-2-yl]acetamide
—— 1-[2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one —— C17H20N4O2S
1-[2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]acetyl]pyrrolidin-2-one
—— 2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone —— C22H28N4OS
2-[(5-Benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-1-(2,5-dimethyl-1-propan-2-ylpyrrol-3-yl)ethanone
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C17H22N4O3S2
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide —— C15H17F3N4OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2,2,2-trifluoroethyl)acetamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide —— C16H19N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-(2-cyanoethyl)acetamide
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C21H24N4O2S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— (2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide —— C22H25FN4OS
(2R)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]propanamide
—— 2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide —— C19H25N5OS
2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(2S)-2-cyano-3-methylbutan-2-yl]acetamide
—— 1-(1-Adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone —— C23H29N3OS
1-(1-Adamantyl)-2-[(5-benzyl-4-ethyl-1,2,4-triazol-3-yl)sulfanyl]ethanone
—— 1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone —— C16H17N3OS3
1-[2,5-Dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)ethanone
—— 2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]ethanone —— C16H18N4OS3
2-[(5-Amino-1,3,4-thiadiazol-2-yl)sulfanyl]-1-[2,5-dimethyl-1-(2-thiophen-2-ylethyl)pyrrol-3-yl]ethanone
—— (2S)-1-(5-bromothiophen-2-yl)sulfanylpropan-2-amine —— C7H10BrNS2
(2S)-1-(5-bromothiophen-2-yl)sulfanylpropan-2-amine
—— (2R)-1-(5-bromothiophen-2-yl)sulfanylpropan-2-amine —— C7H10BrNS2
(2R)-1-(5-bromothiophen-2-yl)sulfanylpropan-2-amine
—— (2R)-N-benzyl-2-phenylsulfanylpropanamide —— C16H17NOS
(2R)-N-benzyl-2-phenylsulfanylpropanamide
—— [2-Oxo-2-(2-phenylsulfanylanilino)ethyl] quinoxaline-6-carboxylate —— C23H17N3O3S
[2-Oxo-2-(2-phenylsulfanylanilino)ethyl] quinoxaline-6-carboxylate
—— (3S)-3-[(2,4,6-trimethylphenyl)sulfanylmethyl]piperidine —— C15H23NS
(3S)-3-[(2,4,6-trimethylphenyl)sulfanylmethyl]piperidine
—— (3R)-3-[(2,4,6-trimethylphenyl)sulfanylmethyl]piperidine —— C15H23NS
(3R)-3-[(2,4,6-trimethylphenyl)sulfanylmethyl]piperidine
—— [2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C17H23NO5S2
[2-[[(3S)-3-methyl-1,1-dioxothiolan-3-yl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [(2R)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C19H19F2NO3S
[(2R)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-Oxo-2-(2-phenylethylamino)ethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H18FNO3S
[2-Oxo-2-(2-phenylethylamino)ethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C20H22FNO3S
[2-[[(1R)-1-(4-ethylphenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C18H21FN2O3S
[(2R)-1-[(1-cyanocyclohexyl)amino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate —— C18H17ClFNO3S
[2-[[(1S)-1-(3-chlorophenyl)ethyl]amino]-2-oxoethyl] 2-(2-fluorophenyl)sulfanylacetate
—— [(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate —— C19H19F2NO3S
[(2S)-1-[2-(4-fluorophenyl)ethylamino]-1-oxopropan-2-yl] 2-(2-fluorophenyl)sulfanylacetate
—— [2-(Cyclopropylamino)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C15H19NO3S
[2-(Cyclopropylamino)-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— [2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C17H23NO4S
[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl] 2-(2,4-dimethylphenyl)sulfanylacetate
—— N,N-dimethyl-2-[[5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C10H17N4O2S+
N,N-dimethyl-2-[[5-[(2S)-pyrrolidin-1-ium-2-yl]-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate —— C19H27NO3S
[2-[[(1S,2R)-2-methylcyclohexyl]amino]-2-oxoethyl] 2-(2,4-dimethylphenyl)sulfanylacetate