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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
—— 3-hydroxy-N-[(1R,2R)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide —— C17H16N2O5
3-hydroxy-N-[(1R,2R)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide
—— 3-hydroxy-N-[(1R,2S)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide —— C17H16N2O5
3-hydroxy-N-[(1R,2S)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide
—— 3-hydroxy-N-[(1S,2S)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide —— C17H16N2O5
3-hydroxy-N-[(1S,2S)-2-(2-methoxyphenyl)cyclopropyl]-4-nitrobenzamide
—— 4-bromo-2-methoxy-6-[[[(1S)-1-pyridin-3-ylethyl]amino]methyl]phenol —— C15H17BrN2O2
4-bromo-2-methoxy-6-[[[(1S)-1-pyridin-3-ylethyl]amino]methyl]phenol
—— 4-bromo-2-methoxy-6-[[[(1R)-1-pyridin-3-ylethyl]amino]methyl]phenol —— C15H17BrN2O2
4-bromo-2-methoxy-6-[[[(1R)-1-pyridin-3-ylethyl]amino]methyl]phenol
—— (4S)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C19H18FN3O4
(4S)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (4R)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C19H18FN3O4
(4R)-N-(2-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— 4-[(3R)-3-[(4-methylpiperazin-1-yl)amino]butyl]phenol —— C15H25N3O
4-[(3R)-3-[(4-methylpiperazin-1-yl)amino]butyl]phenol
—— 4-[(3S)-3-[(4-methylpiperazin-1-yl)amino]butyl]phenol —— C15H25N3O
4-[(3S)-3-[(4-methylpiperazin-1-yl)amino]butyl]phenol
—— 4-(2,2,6,6-Tetramethyl-1,3-dihydropyridin-1-ium-4-yl)benzene-1,3-diol —— C15H22NO2+
4-(2,2,6,6-Tetramethyl-1,3-dihydropyridin-1-ium-4-yl)benzene-1,3-diol
—— Benzyl-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-ethylazanium —— C17H21BrNO2+
Benzyl-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-ethylazanium
—— 2-(Dimethylazaniumyl)ethyl-[(2-hydroxy-4-methoxyphenyl)methyl]-methylazanium —— C13H24N2O2+2
2-(Dimethylazaniumyl)ethyl-[(2-hydroxy-4-methoxyphenyl)methyl]-methylazanium
—— 2-[[4-(2-Hydroxyethyl)piperazine-1,4-diium-1-yl]methyl]-6-methoxyphenol —— C14H24N2O3+2
2-[[4-(2-Hydroxyethyl)piperazine-1,4-diium-1-yl]methyl]-6-methoxyphenol
—— 2-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol —— C14H24N2O2+2
2-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-6-methoxyphenol
—— 2-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-5-methoxyphenol —— C19H26N2O2+2
2-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-5-methoxyphenol
—— (3-Bromo-4-hydroxy-5-methoxyphenyl)methyl-ethyl-(2-methylprop-2-enyl)azanium —— C14H21BrNO2+
(3-Bromo-4-hydroxy-5-methoxyphenyl)methyl-ethyl-(2-methylprop-2-enyl)azanium
—— 2-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-5-methoxyphenol —— C14H24N2O2+2
2-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-5-methoxyphenol
—— 2-Bromo-6-methoxy-4-(pyrrolidin-1-ium-1-ylmethyl)phenol —— C12H17BrNO2+
2-Bromo-6-methoxy-4-(pyrrolidin-1-ium-1-ylmethyl)phenol
—— (5-Bromo-2-hydroxy-3-methoxyphenyl)methyl-(2-hydroxyethyl)-propylazanium —— C13H21BrNO3+
(5-Bromo-2-hydroxy-3-methoxyphenyl)methyl-(2-hydroxyethyl)-propylazanium
—— 5-Methoxy-2-(morpholin-4-ium-4-ylmethyl)phenol —— C12H18NO3+
5-Methoxy-2-(morpholin-4-ium-4-ylmethyl)phenol
—— 4-methoxy-2-[[4-[(E)-3-phenylprop-2-enyl]piperazine-1,4-diium-1-yl]methyl]phenol —— C21H28N2O2+2
4-methoxy-2-[[4-[(E)-3-phenylprop-2-enyl]piperazine-1,4-diium-1-yl]methyl]phenol
—— 4-Bromo-2-methoxy-6-[(4-methylpiperazine-1,4-diium-1-yl)methyl]phenol —— C13H21BrN2O2+2
4-Bromo-2-methoxy-6-[(4-methylpiperazine-1,4-diium-1-yl)methyl]phenol
—— (5-Bromo-2-hydroxy-3-methoxyphenyl)methyl-[2-(dimethylazaniumyl)ethyl]-methylazanium —— C13H23BrN2O2+2
(5-Bromo-2-hydroxy-3-methoxyphenyl)methyl-[2-(dimethylazaniumyl)ethyl]-methylazanium
—— 4-Methoxy-2-(morpholin-4-ium-4-ylmethyl)phenol —— C12H18NO3+
4-Methoxy-2-(morpholin-4-ium-4-ylmethyl)phenol
—— 4-[(1R)-1-(benzotriazol-1-yl)ethyl]-2-methoxyphenol —— C15H15N3O2
4-[(1R)-1-(benzotriazol-1-yl)ethyl]-2-methoxyphenol
—— 2-(Dimethylazaniumyl)ethyl-[(2-hydroxy-5-methoxyphenyl)methyl]-methylazanium —— C13H24N2O2+2
2-(Dimethylazaniumyl)ethyl-[(2-hydroxy-5-methoxyphenyl)methyl]-methylazanium
—— 2-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-4-methoxyphenol —— C19H26N2O2+2
2-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-4-methoxyphenol
—— (2Z)-2-(1,3-benzothiazol-2-yl)-3-(3-bromo-5-hydroxy-4-methoxyphenyl)prop-2-enenitrile —— C17H11BrN2O2S
(2Z)-2-(1,3-benzothiazol-2-yl)-3-(3-bromo-5-hydroxy-4-methoxyphenyl)prop-2-enenitrile
—— 1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]-3-thiophen-2-ylurea —— C17H20N2O3S
1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]-3-thiophen-2-ylurea
—— 2-Methoxy-4-(thiomorpholin-4-ium-4-ylmethyl)phenol —— C12H18NO2S+
2-Methoxy-4-(thiomorpholin-4-ium-4-ylmethyl)phenol
—— 5-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-2-methoxyphenol —— C19H26N2O2+2
5-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-2-methoxyphenol
—— 4-(Azepan-1-ium-1-ylmethyl)-2,6-dimethoxyphenol —— C15H24NO3+
4-(Azepan-1-ium-1-ylmethyl)-2,6-dimethoxyphenol
—— 4-(Azepan-1-ium-1-ylmethyl)-2-methoxyphenol —— C14H22NO2+
4-(Azepan-1-ium-1-ylmethyl)-2-methoxyphenol
—— 2-methoxy-5-[[4-[(E)-3-phenylprop-2-enyl]piperazine-1,4-diium-1-yl]methyl]phenol —— C21H28N2O2+2
2-methoxy-5-[[4-[(E)-3-phenylprop-2-enyl]piperazine-1,4-diium-1-yl]methyl]phenol
—— 2-Bromo-6-methoxy-4-[(4-methylpiperazine-1,4-diium-1-yl)methyl]phenol —— C13H21BrN2O2+2
2-Bromo-6-methoxy-4-[(4-methylpiperazine-1,4-diium-1-yl)methyl]phenol
—— 4-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-2-methoxyphenol —— C14H24N2O2+2
4-[(4-Ethylpiperazine-1,4-diium-1-yl)methyl]-2-methoxyphenol
—— 2-[(4-Hydroxy-3,5-dimethylphenyl)methylsulfanyl]acetate —— C11H13O3S-
2-[(4-Hydroxy-3,5-dimethylphenyl)methylsulfanyl]acetate
—— (3-hydroxy-4-nitrophenyl)-[(2S)-2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]methanone —— C17H23N3O4
(3-hydroxy-4-nitrophenyl)-[(2S)-2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]methanone
—— (3-hydroxy-4-nitrophenyl)-[(2R)-2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]methanone —— C17H23N3O4
(3-hydroxy-4-nitrophenyl)-[(2R)-2-(piperidin-1-ylmethyl)pyrrolidin-1-yl]methanone
—— 1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-prop-2-enylurea —— C12H16N2O2
1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-prop-2-enylurea
—— 1-[(1R)-1-(3-hydroxyphenyl)ethyl]-3-prop-2-enylurea —— C12H16N2O2
1-[(1R)-1-(3-hydroxyphenyl)ethyl]-3-prop-2-enylurea
—— (1S,2S)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1S,2S)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1R,2S)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1R,2S)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1R,2R)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1R,2R)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1S,2R)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1S,2R)-N-[(3-hydroxyphenyl)methyl]-N-methyl-2-(5-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— methyl (4S)-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-5-oxo-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate —— C22H19NO5
methyl (4S)-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-5-oxo-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate
—— methyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-5-oxo-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate —— C22H19NO5
methyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-2-methyl-5-oxo-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate
—— methyl (4R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-methyl-5-oxo-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate —— C22H18ClNO5
methyl (4R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-2-methyl-5-oxo-3,4-dihydroindeno[1,2-b]pyridine-3-carboxylate
—— (1R,2S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide —— C18H18N2O3
(1R,2S)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide
—— (1S,2R)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide —— C18H18N2O3
(1S,2R)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-phenylcyclopropane-1-carboxamide