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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
—— (2S)-N-tert-butyl-3-methyl-2-(1-methylpyrazol-4-yl)sulfanylbutan-1-amine —— C13H25N3S
(2S)-N-tert-butyl-3-methyl-2-(1-methylpyrazol-4-yl)sulfanylbutan-1-amine
—— (1R,2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carbonitrile —— C10H14N4S
(1R,2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]cyclopentane-1-carbonitrile
—— 3-bromo-2-[(1S,3S)-3-methylcyclohexyl]sulfanylpyridine —— C12H16BrNS
3-bromo-2-[(1S,3S)-3-methylcyclohexyl]sulfanylpyridine
—— 1,1-bis[(2S)-butan-2-yl]thiourea —— C9H20N2S
1,1-bis[(2S)-butan-2-yl]thiourea
—— 3-bromo-2-[(1R,3S)-3-methylcyclohexyl]sulfanylpyridine —— C12H16BrNS
3-bromo-2-[(1R,3S)-3-methylcyclohexyl]sulfanylpyridine
—— (2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-amine —— C7H14N4S
(2S)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-amine
—— (2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-amine —— C7H14N4S
(2R)-2-[(4,5-dimethyl-1,2,4-triazol-3-yl)sulfanyl]propan-1-amine
—— 3-bromo-2-[(1S,3R)-3-methylcyclohexyl]sulfanylpyridine —— C12H16BrNS
3-bromo-2-[(1S,3R)-3-methylcyclohexyl]sulfanylpyridine
—— 5-butylsulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C11H19N3OS2
5-butylsulfanyl-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-butylsulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C11H19N3OS2
5-butylsulfanyl-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— N-benzyl-2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C22H21N5OS
N-benzyl-2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 5-(1,2-oxazol-5-ylmethylsulfanyl)-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C11H14N4O2S2
5-(1,2-oxazol-5-ylmethylsulfanyl)-N-[[(2S)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— 5-(1,2-oxazol-5-ylmethylsulfanyl)-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine —— C11H14N4O2S2
5-(1,2-oxazol-5-ylmethylsulfanyl)-N-[[(2R)-oxolan-2-yl]methyl]-1,3,4-thiadiazol-2-amine
—— N-cyclopentyl-2-[(5-propyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H23N5OS
N-cyclopentyl-2-[(5-propyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]acetamide —— C23H23N5OS
2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-[(4-methylphenyl)methyl]acetamide
—— 2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylacetamide —— C20H23N5OS
2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cyclopentylacetamide
—— 2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cycloheptylacetamide —— C22H27N5OS
2-[(5-benzyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]-N-cycloheptylacetamide
—— 1-(3-Ethyl-5-propanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)propan-1-one —— C16H18N4O2S2
1-(3-Ethyl-5-propanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)propan-1-one
—— 1-(5-Butanoyl-3-methyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)butan-1-one —— C17H20N4O2S2
1-(5-Butanoyl-3-methyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)butan-1-one
—— N-(1-adamantyl)-2-[(5-methyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C19H25N5OS
N-(1-adamantyl)-2-[(5-methyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(5-Acetyl-3-benzyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)ethanone —— C19H16N4O2S2
1-(5-Acetyl-3-benzyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)ethanone
—— N-(1-adamantyl)-2-[(5-propyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C21H29N5OS
N-(1-adamantyl)-2-[(5-propyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(5-Acetyl-3-ethyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)ethanone —— C14H14N4O2S2
1-(5-Acetyl-3-ethyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)ethanone
—— N-[(4-methylphenyl)methyl]-2-[(4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C16H17N5OS
N-[(4-methylphenyl)methyl]-2-[(4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(5-Propanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)propan-1-one —— C14H14N4O2S2
1-(5-Propanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)propan-1-one
—— N-cyclopentyl-2-[(5-ethyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C15H21N5OS
N-cyclopentyl-2-[(5-ethyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— N-(1-adamantyl)-2-[(5-ethyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C20H27N5OS
N-(1-adamantyl)-2-[(5-ethyl-4-pyrrol-1-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
—— 1-(5-Butanoyl-3-ethyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)butan-1-one —— C18H22N4O2S2
1-(5-Butanoyl-3-ethyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)butan-1-one
—— 1-(3-Methyl-5-propanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)propan-1-one —— C15H16N4O2S2
1-(3-Methyl-5-propanoyl-6-thiophen-2-yl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazin-7-yl)propan-1-one
—— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-cyclohexyl-N-[(4-fluorophenyl)methyl]acetamide —— C19H24FN5O2S
2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-cyclohexyl-N-[(4-fluorophenyl)methyl]acetamide
—— N-[(2R)-2-cyclopropyl-2-hydroxy-2-phenylethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C19H20FNO2S
N-[(2R)-2-cyclopropyl-2-hydroxy-2-phenylethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— N-[(2S)-2-cyclopropyl-2-hydroxy-2-phenylethyl]-2-(4-fluorophenyl)sulfanylacetamide —— C19H20FNO2S
N-[(2S)-2-cyclopropyl-2-hydroxy-2-phenylethyl]-2-(4-fluorophenyl)sulfanylacetamide
—— 3-[3-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C9H10F6N8S2
3-[3-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanyl]propylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 3-[3-[(4-Amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propylsulfanyl]-5-methyl-1,2,4-triazol-4-amine —— C9H16N8S2
3-[3-[(4-Amino-5-methyl-1,2,4-triazol-3-yl)sulfanyl]propylsulfanyl]-5-methyl-1,2,4-triazol-4-amine
—— (2S)-2-[[5-(aminomethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C7H12N4O2S
(2S)-2-[[5-(aminomethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— (2R)-2-[[5-(aminomethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid —— C7H12N4O2S
(2R)-2-[[5-(aminomethyl)-4-methyl-1,2,4-triazol-3-yl]sulfanyl]propanoic acid
—— [4-methyl-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methanamine —— C10H18N4OS
[4-methyl-5-[[(2R)-oxan-2-yl]methylsulfanyl]-1,2,4-triazol-3-yl]methanamine
—— 1-[(2S)-2-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]pyrrolidin-1-yl]-4-phenylsulfanylbutan-1-one —— C21H32N2O2S
1-[(2S)-2-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]pyrrolidin-1-yl]-4-phenylsulfanylbutan-1-one
—— (2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile —— C13H13N3OS
(2S)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanenitrile
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C22H27N3O3S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2S)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— N-[(3-chlorophenyl)methyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide —— C19H18ClN3O2S
N-[(3-chlorophenyl)methyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetamide
—— [(1R)-2-[[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium —— C22H27N4O2S+
[(1R)-2-[[2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]acetyl]amino]-1-phenylethyl]-dimethylazanium
—— (2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide —— C21H27N3O2S
(2R)-N-[2-(cyclohexen-1-yl)ethyl]-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]propanamide
—— 4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine —— C21H20N4OS2
4-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanylmethyl]-N-(4-methylphenyl)-1,3-thiazol-2-amine
—— 2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole —— C18H17ClN2OS
2-[(1R)-1-(2-chlorophenyl)ethyl]sulfanyl-5-(3,5-dimethylphenyl)-1,3,4-oxadiazole
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone —— C22H27N3O3S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-[1-[(2R)-1-methoxypropan-2-yl]-2,5-dimethylpyrrol-3-yl]ethanone
—— 2-(3,5-dimethylphenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole —— C18H17FN2OS
2-(3,5-dimethylphenyl)-5-[(1R)-1-(4-fluorophenyl)ethyl]sulfanyl-1,3,4-oxadiazole
—— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone —— C20H21N3O3S
1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]ethanone
—— 2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propylpyrrol-3-yl)ethanone —— C21H25N3O2S
2-[[5-(3,5-Dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-1-(2,5-dimethyl-1-propylpyrrol-3-yl)ethanone
—— 2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide —— C19H25N3O2S
2-[[5-(3,5-dimethylphenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-N-(4-methylcyclohexyl)acetamide