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酚类

酚类是一大类化合物,它们主要特征是分子中含有一个羟基(-OH)直接连接在苯环上。这类化合物广泛存在于自然界中,并且具有重要的生物、医药及工业应用价值。

结构与分类

酚类化合物的基本结构为苯环上的氧原子与羟基相连。根据羟基的位置不同,可将酚分为单酚和多酚两大类:

  • 单酚:每个分子仅有一个酚羟基。
  • 多酚:含有两个或多个酚羟基的化合物。
生物学意义
  1. 天然来源:酚广泛存在于植物、动物以及微生物中,如咖啡因中的茶酚、儿茶素等。
  2. 抗氧化作用:许多酚类物质具有较强的抗氧化性,能够清除体内的自由基,保护细胞免受氧化损伤。
  3. 抗菌活性:部分酚类化合物展示出显著的抗菌效果,可用于食品保鲜或开发抗生素。
工业应用
  1. 农药和杀虫剂:利用某些酚类化合物对特定昆虫的选择性毒性进行害虫控制。
  2. 染料工业:许多天然及合成染料都基于酚结构设计而成。
  3. 医药领域:作为原料或药物成分,例如阿司匹林的核心成分水杨酸就属于苯酚衍生物。
工业生产

酚类可以通过多种途径制备:

  • 通过煤焦油蒸馏或石油裂解得到的粗酚进行精炼获得。
  • 以苯或其他芳烃为原料,在催化剂作用下与水反应生成苯酚,此过程称为菲林斯勒反应(Fischer–Strassmann反应)。
注意事项

尽管酚类化合物具有广泛的应用前景,但它们也可能带来毒性问题。例如强酸性的酚类物质会对皮肤造成刺激甚至腐蚀。因此在使用时需注意安全防护措施。

以上是对酚类的简单介绍,涵盖了其基本定义、生物学意义及工业应用等方面的内容。

中文名称 英文名称 CAS号 化学式 结构式图片
—— 2-chloro-4-[[(3R)-3-(2-hydroxyethyl)-4-[(6-methylpyridin-2-yl)methyl]piperazin-1-yl]methyl]-6-methoxyphenol —— C21H28ClN3O3
2-chloro-4-[[(3R)-3-(2-hydroxyethyl)-4-[(6-methylpyridin-2-yl)methyl]piperazin-1-yl]methyl]-6-methoxyphenol
—— 2-[[(3R)-4-[(4-ethoxyphenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methoxyphenol —— C23H32N2O4
2-[[(3R)-4-[(4-ethoxyphenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methoxyphenol
—— 5-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methoxy-3-methylphenyl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol —— C23H32N2O4
5-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methoxy-3-methylphenyl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol
—— 2-[[(3R)-3-(2-hydroxyethyl)-4-(2-methylpropyl)piperazin-1-yl]methyl]-3-methoxyphenol —— C18H30N2O3
2-[[(3R)-3-(2-hydroxyethyl)-4-(2-methylpropyl)piperazin-1-yl]methyl]-3-methoxyphenol
—— 4-[[(3R)-3-(2-hydroxyethyl)-4-(2-methylpropyl)piperazin-1-yl]methyl]-2-methoxyphenol —— C18H30N2O3
4-[[(3R)-3-(2-hydroxyethyl)-4-(2-methylpropyl)piperazin-1-yl]methyl]-2-methoxyphenol
—— 4-[[(3R)-3-(2-hydroxyethyl)-4-[(2-methylphenyl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol —— C22H30N2O3
4-[[(3R)-3-(2-hydroxyethyl)-4-[(2-methylphenyl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol
—— 4-[[(3R)-3-(2-hydroxyethyl)-4-(3-methylbut-2-enyl)piperazin-1-yl]methyl]-2-methoxyphenol —— C19H30N2O3
4-[[(3R)-3-(2-hydroxyethyl)-4-(3-methylbut-2-enyl)piperazin-1-yl]methyl]-2-methoxyphenol
—— 4-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methylphenyl)methyl]piperazin-1-yl]methyl]-3-methoxyphenol —— C22H30N2O3
4-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methylphenyl)methyl]piperazin-1-yl]methyl]-3-methoxyphenol
—— 2-[[(3R)-3-(2-hydroxyethyl)-4-(3-methylbut-2-enyl)piperazin-1-yl]methyl]-4-methoxyphenol —— C19H30N2O3
2-[[(3R)-3-(2-hydroxyethyl)-4-(3-methylbut-2-enyl)piperazin-1-yl]methyl]-4-methoxyphenol
—— 5-chloro-4-[[(3R)-3-(2-hydroxyethyl)-4-[(5-methylfuran-2-yl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol —— C20H27ClN2O4
5-chloro-4-[[(3R)-3-(2-hydroxyethyl)-4-[(5-methylfuran-2-yl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol
—— 5-[[(3R)-3-(2-hydroxyethyl)-4-[(6-methylpyridin-2-yl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol —— C21H29N3O3
5-[[(3R)-3-(2-hydroxyethyl)-4-[(6-methylpyridin-2-yl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol
—— 4-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methoxy-2,3-dimethylphenyl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol —— C24H34N2O4
4-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methoxy-2,3-dimethylphenyl)methyl]piperazin-1-yl]methyl]-2-methoxyphenol
—— 4-methyl-2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C14H18N2OS
4-methyl-2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 2-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C13H16N2OS
2-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 2-[(1R)-1-(2-cyclopentyloxyethylamino)ethyl]-5-methylphenol —— C16H25NO2
2-[(1R)-1-(2-cyclopentyloxyethylamino)ethyl]-5-methylphenol
—— 4-[(1S)-1-[2-(2,2,2-trifluoroethoxy)ethylamino]ethyl]phenol —— C12H16F3NO2
4-[(1S)-1-[2-(2,2,2-trifluoroethoxy)ethylamino]ethyl]phenol
—— 2-[(1S)-1-(2-cyclopentyloxyethylamino)ethyl]-5-methylphenol —— C16H25NO2
2-[(1S)-1-(2-cyclopentyloxyethylamino)ethyl]-5-methylphenol
—— 2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C13H16N2OS
2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 4-[(1R)-1-[2-(2,2,2-trifluoroethoxy)ethylamino]ethyl]phenol —— C12H16F3NO2
4-[(1R)-1-[2-(2,2,2-trifluoroethoxy)ethylamino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
4-methoxy-2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 4-methoxy-2-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
4-methoxy-2-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 5-[[(3R)-3-(2-hydroxyethyl)-4-methylpiperazin-1-yl]methyl]-2-methoxyphenol —— C15H24N2O3
5-[[(3R)-3-(2-hydroxyethyl)-4-methylpiperazin-1-yl]methyl]-2-methoxyphenol
—— 2-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methoxy-3-methylphenyl)methyl]piperazin-1-yl]methyl]-6-methoxyphenol —— C23H32N2O4
2-[[(3R)-3-(2-hydroxyethyl)-4-[(4-methoxy-3-methylphenyl)methyl]piperazin-1-yl]methyl]-6-methoxyphenol
—— 5-fluoro-2-[(1R)-1-[(1-methylcyclopentyl)methylamino]ethyl]phenol —— C15H22FNO
5-fluoro-2-[(1R)-1-[(1-methylcyclopentyl)methylamino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C14H18N2OS
5-methyl-2-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 3-[(1R)-1-(2-cyclohexyloxyethylamino)ethyl]phenol —— C16H25NO2
3-[(1R)-1-(2-cyclohexyloxyethylamino)ethyl]phenol
—— 5-fluoro-2-[(1S)-1-[(1-methylcyclopentyl)methylamino]ethyl]phenol —— C15H22FNO
5-fluoro-2-[(1S)-1-[(1-methylcyclopentyl)methylamino]ethyl]phenol
—— 4-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C13H16N2OS
4-[(1R)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 5-methyl-2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C14H18N2OS
5-methyl-2-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 4-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol —— C13H16N2OS
4-[(1S)-1-[2-(1,3-thiazol-4-yl)ethylamino]ethyl]phenol
—— 3-[(1S)-1-(2-cyclohexyloxyethylamino)ethyl]phenol —— C16H25NO2
3-[(1S)-1-(2-cyclohexyloxyethylamino)ethyl]phenol
—— 2-[(1S)-1-[[(2R)-3-ethylpentan-2-yl]amino]ethyl]-5-methoxyphenol —— C16H27NO2
2-[(1S)-1-[[(2R)-3-ethylpentan-2-yl]amino]ethyl]-5-methoxyphenol
—— 4-[(3S)-3-[[(2R)-3-ethylpentan-2-yl]amino]butyl]phenol —— C17H29NO
4-[(3S)-3-[[(2R)-3-ethylpentan-2-yl]amino]butyl]phenol
—— 4-[(3R)-3-[[(2S)-3-ethylpentan-2-yl]amino]butyl]phenol —— C17H29NO
4-[(3R)-3-[[(2S)-3-ethylpentan-2-yl]amino]butyl]phenol
—— 4-[(3R)-3-[[(2R)-3-ethylpentan-2-yl]amino]butyl]phenol —— C17H29NO
4-[(3R)-3-[[(2R)-3-ethylpentan-2-yl]amino]butyl]phenol
—— 2-[(1R)-1-[[(2R)-3-ethylpentan-2-yl]amino]ethyl]-5-methoxyphenol —— C16H27NO2
2-[(1R)-1-[[(2R)-3-ethylpentan-2-yl]amino]ethyl]-5-methoxyphenol
—— 2-[(1S)-1-[[(2S)-3-ethylpentan-2-yl]amino]ethyl]-5-methoxyphenol —— C16H27NO2
2-[(1S)-1-[[(2S)-3-ethylpentan-2-yl]amino]ethyl]-5-methoxyphenol
—— 4-[(3S)-3-[(1-methylcyclopentyl)methylamino]butyl]phenol —— C17H27NO
4-[(3S)-3-[(1-methylcyclopentyl)methylamino]butyl]phenol
—— 4-[(3R)-3-[(1-methylcyclopentyl)methylamino]butyl]phenol —— C17H27NO
4-[(3R)-3-[(1-methylcyclopentyl)methylamino]butyl]phenol
—— 2-[[(3R)-4-[(2-ethoxyphenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methoxyphenol —— C23H32N2O4
2-[[(3R)-4-[(2-ethoxyphenyl)methyl]-3-(2-hydroxyethyl)piperazin-1-yl]methyl]-6-methoxyphenol
—— 2-methoxy-4-[(1R)-1-[(1-methylcyclopentyl)methylamino]ethyl]phenol —— C16H25NO2
2-methoxy-4-[(1R)-1-[(1-methylcyclopentyl)methylamino]ethyl]phenol
—— 2-[[(3R)-3-(2-hydroxyethyl)-4-(1-propan-2-ylpiperidin-4-yl)piperazin-1-yl]methyl]-6-methoxyphenol —— C22H37N3O3
2-[[(3R)-3-(2-hydroxyethyl)-4-(1-propan-2-ylpiperidin-4-yl)piperazin-1-yl]methyl]-6-methoxyphenol
—— 2-[(1R)-1-(2-cyclohexyloxyethylamino)ethyl]phenol —— C16H25NO2
2-[(1R)-1-(2-cyclohexyloxyethylamino)ethyl]phenol
—— 4-methyl-2-[(1S)-1-(1,3-thiazol-4-ylmethylamino)ethyl]phenol —— C13H16N2OS
4-methyl-2-[(1S)-1-(1,3-thiazol-4-ylmethylamino)ethyl]phenol
—— 3-[(1S)-1-(2-cyclopentyloxyethylamino)ethyl]phenol —— C15H23NO2
3-[(1S)-1-(2-cyclopentyloxyethylamino)ethyl]phenol
—— 3-[(1R)-1-(2-cyclopentyloxyethylamino)ethyl]phenol —— C15H23NO2
3-[(1R)-1-(2-cyclopentyloxyethylamino)ethyl]phenol
—— 4-methyl-2-[(1R)-1-(1,3-thiazol-4-ylmethylamino)ethyl]phenol —— C13H16N2OS
4-methyl-2-[(1R)-1-(1,3-thiazol-4-ylmethylamino)ethyl]phenol
—— 2-[(1S)-1-(1,3-thiazol-4-ylmethylamino)ethyl]benzene-1,4-diol —— C12H14N2O2S
2-[(1S)-1-(1,3-thiazol-4-ylmethylamino)ethyl]benzene-1,4-diol
—— 2-[(1R)-1-(1,3-thiazol-4-ylmethylamino)ethyl]benzene-1,4-diol —— C12H14N2O2S
2-[(1R)-1-(1,3-thiazol-4-ylmethylamino)ethyl]benzene-1,4-diol
—— 2-[(1S)-1-(2-cyclopentyloxyethylamino)ethyl]-4-methylphenol —— C16H25NO2
2-[(1S)-1-(2-cyclopentyloxyethylamino)ethyl]-4-methylphenol