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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
—— 1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C16H18FN3O3S
1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide —— C18H16FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(1R)-1-phenylethyl]acetamide
—— N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine —— C18H28N6S
N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-1-(2-methylsulfanylpyrimidin-4-yl)piperidin-4-amine
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C20H20FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2S)-4-phenylbutan-2-yl]acetamide
—— (2R)-N-cyclopentyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C16H18FN3O2S
(2R)-N-cyclopentyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15F2N3O2S
N-[(1S)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15F2N3O2S
N-[(1R)-1-(4-fluorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C18H15ClFN3O2S
N-[(1R)-1-(3-chlorophenyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C22H26FN3O2S
N-[(1R)-1-(1-adamantyl)ethyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-[(4-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C17H13ClFN3O2S
N-[(4-chlorophenyl)methyl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— N-benzyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide —— C20H20FN3O2S
N-benzyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-propan-2-ylacetamide
—— (3S)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine —— C14H23N7S
(3S)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine
—— 1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C21H22FN3O3S
1-[2,5-dimethyl-1-[[(2S)-oxolan-2-yl]methyl]pyrrol-3-yl]-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-3-methylbutan-2-yl]acetamide
—— (3R)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine —— C14H23N7S
(3R)-3-[1-[2-[(4-ethyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]ethyl]triazol-4-yl]piperidine
—— (2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C11H8FN3OS
(2S)-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— (2R)-N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C14H14FN3O2S
(2R)-N-cyclopropyl-2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 1-[2-(4-Chlorophenyl)sulfanylethyl]piperazine-1,4-diium —— C12H19ClN2S+2
1-[2-(4-Chlorophenyl)sulfanylethyl]piperazine-1,4-diium
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C20H22FN3O3S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 7-({[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C15H9FN4O2S2
7-({[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl}methyl)-5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one
—— (2R)-N-methyl-N-[(3-pyridin-3-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H17N3O2S
(2R)-N-methyl-N-[(3-pyridin-3-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— methyl 5-[(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C21H24N4O3S
methyl 5-[(2R)-2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propanoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C18H16FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C15H19N3OS3
2-[(3-methylsulfanyl-1,2,4-thiadiazol-5-yl)sulfanyl]-N-[(2R)-4-phenylbutan-2-yl]acetamide
—— (2S)-N-methyl-N-[(3-pyridin-3-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide —— C19H17N3O2S
(2S)-N-methyl-N-[(3-pyridin-3-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzothiophene-2-carboxamide
—— 4-[(3R)-3-(4-methylsulfanylanilino)butyl]phenol —— C17H21NOS
4-[(3R)-3-(4-methylsulfanylanilino)butyl]phenol
—— 2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide —— C15H18FN3O2S
2-[[5-(2-fluorophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-[(2R)-pentan-2-yl]acetamide
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone —— C16H16N4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-1-(1H-pyrrol-2-yl)ethanone
—— 2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]acetamide —— C20H21FN4OS
2-[(4-benzyl-5-methyl-1,2,4-triazol-3-yl)sulfanyl]-N-[(1S)-1-(4-fluorophenyl)ethyl]acetamide
—— N-(4-methylsulfanylphenyl)-1-propylpiperidin-1-ium-4-amine —— C15H25N2S+
N-(4-methylsulfanylphenyl)-1-propylpiperidin-1-ium-4-amine
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(1R,2R)-1-pyrrolidin-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide —— C21H28N2OS2
2-(2,5-dimethylphenyl)sulfanyl-N-[(1R,2R)-1-pyrrolidin-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(1S,2S)-1-pyrrolidin-1-ium-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide —— C21H29N2OS2+
2-(2,5-dimethylphenyl)sulfanyl-N-[(1S,2S)-1-pyrrolidin-1-ium-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide
—— 2-methylsulfanyl-4-[4-[4-[[(2R)-oxolan-2-yl]methyl]piperazin-1-yl]piperidin-1-yl]pyrimidine —— C19H31N5OS
2-methylsulfanyl-4-[4-[4-[[(2R)-oxolan-2-yl]methyl]piperazin-1-yl]piperidin-1-yl]pyrimidine
—— 2-(2,5-dimethylphenyl)sulfanyl-N-[(1S,2S)-1-pyrrolidin-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide —— C21H28N2OS2
2-(2,5-dimethylphenyl)sulfanyl-N-[(1S,2S)-1-pyrrolidin-1-yl-1-thiophen-2-ylpropan-2-yl]acetamide
—— 2-methylsulfanyl-4-[4-[4-[[(2S)-oxolan-2-yl]methyl]piperazin-1-yl]piperidin-1-yl]pyrimidine —— C19H31N5OS
2-methylsulfanyl-4-[4-[4-[[(2S)-oxolan-2-yl]methyl]piperazin-1-yl]piperidin-1-yl]pyrimidine
—— (2S)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one —— C22H22N4OS
(2S)-2-[(5,6-diphenyl-1,2,4-triazin-3-yl)sulfanyl]-1-pyrrolidin-1-ylpropan-1-one
—— (2S)-2-(3-cyano-5-ethyl-4,6-dimethylpyridin-2-yl)sulfanyl-2-phenylacetate —— C18H17N2O2S-
(2S)-2-(3-cyano-5-ethyl-4,6-dimethylpyridin-2-yl)sulfanyl-2-phenylacetate
—— 4-(2-methoxyethyl)-3-methyl-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazole —— C11H19N3O2S
4-(2-methoxyethyl)-3-methyl-5-[[(2S)-oxolan-2-yl]methylsulfanyl]-1,2,4-triazole
—— tert-butyl (2S)-2,3,3-trimethyl-2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]butanoate —— C13H22N2O2S3
tert-butyl (2S)-2,3,3-trimethyl-2-[(2-sulfanylidene-3H-1,3,4-thiadiazol-5-yl)sulfanyl]butanoate
—— 4-[2-[(4-Methyl-5-pyrazin-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]morpholin-4-ium —— C13H19N6OS+
4-[2-[(4-Methyl-5-pyrazin-2-yl-1,2,4-triazol-3-yl)sulfanyl]ethyl]morpholin-4-ium
—— 2-butylsulfanyl-6-[(3R)-3-piperidin-1-ylpyrrolidin-1-yl]pyrimidin-4-amine —— C17H29N5S
2-butylsulfanyl-6-[(3R)-3-piperidin-1-ylpyrrolidin-1-yl]pyrimidin-4-amine
—— 2-butylsulfanyl-6-[(3S)-3-piperidin-1-ylpyrrolidin-1-yl]pyrimidin-4-amine —— C17H29N5S
2-butylsulfanyl-6-[(3S)-3-piperidin-1-ylpyrrolidin-1-yl]pyrimidin-4-amine
—— (4S)-4-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)-methylamino]methyl]-1-methylpyrrolidin-2-one —— C15H25N5OS
(4S)-4-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)-methylamino]methyl]-1-methylpyrrolidin-2-one
—— (4R)-4-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)-methylamino]methyl]-1-methylpyrrolidin-2-one —— C15H25N5OS
(4R)-4-[[(6-amino-2-butylsulfanylpyrimidin-4-yl)-methylamino]methyl]-1-methylpyrrolidin-2-one
—— (5R)-9-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxa-9-azaspiro[4.5]decane —— C16H22N4O2S
(5R)-9-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxa-9-azaspiro[4.5]decane
—— (5S)-9-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxa-9-azaspiro[4.5]decane —— C16H22N4O2S
(5S)-9-[[5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]furan-2-yl]methyl]-2-oxa-9-azaspiro[4.5]decane
—— (6R)-1-methyl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazin-1-ium-6-ol —— C7H11N2OS+
(6R)-1-methyl-6,7-dihydro-5H-imidazo[2,1-b][1,3]thiazin-1-ium-6-ol
—— (2S)-N-[2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide —— C14H22N6OS
(2S)-N-[2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide
—— (2R)-N-[2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide —— C14H22N6OS
(2R)-N-[2-[(5-methyl-1H-1,2,4-triazol-3-yl)sulfanyl]ethyl]-2-(2-propan-2-ylimidazol-1-yl)propanamide
—— (2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile —— C11H12N4OS
(2R)-2-[[4-methyl-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]propanenitrile