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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
—— (4R,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H23N3O3S
(4R,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R,6S)-4-(4-hydroxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C14H15N3O2S
(4R,6S)-4-(4-hydroxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C15H17N3O3S
(4R,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6R)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H23N3O3S
(4S,6R)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R,6S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C16H19N3O4S
(4R,6S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R,6R)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C15H17N3O3S
(4R,6R)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C16H19N3O4S
(4S,6R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6S)-4-(4-hydroxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C14H15N3O2S
(4S,6S)-4-(4-hydroxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (3-Formyl-4-hydroxy-5-methoxyphenyl)methyl-dimethylazanium —— C11H16NO3+
(3-Formyl-4-hydroxy-5-methoxyphenyl)methyl-dimethylazanium
—— (4S,6R)-4-(4-hydroxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C14H15N3O2S
(4S,6R)-4-(4-hydroxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one —— C15H17N3O3S
(4S,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-4,8-dihydro-2H-pyrazolo[3,4-e][1,4]thiazepin-7-one
—— (5R)-5-[(2-fluoro-4-hydroxyphenyl)methyl]-1,3-thiazolidine-2,4-dione —— C10H8FNO3S
(5R)-5-[(2-fluoro-4-hydroxyphenyl)methyl]-1,3-thiazolidine-2,4-dione
—— (5S)-5-[(2-fluoro-4-hydroxyphenyl)methyl]-1,3-thiazolidine-2,4-dione —— C10H8FNO3S
(5S)-5-[(2-fluoro-4-hydroxyphenyl)methyl]-1,3-thiazolidine-2,4-dione
—— (4R)-2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(hydroxymethyl)-8-oxo-4H-pyrano[3,2-b]pyran-3-carbonitrile —— C17H14N2O6
(4R)-2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(hydroxymethyl)-8-oxo-4H-pyrano[3,2-b]pyran-3-carbonitrile
—— (4S)-2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(hydroxymethyl)-8-oxo-4H-pyrano[3,2-b]pyran-3-carbonitrile —— C17H14N2O6
(4S)-2-amino-4-(4-hydroxy-3-methoxyphenyl)-6-(hydroxymethyl)-8-oxo-4H-pyrano[3,2-b]pyran-3-carbonitrile
—— (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-(4-methylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C22H23N3O4
(4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-(4-methylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-(4-methylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C22H23N3O4
(4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-(4-methylphenyl)-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— 4-chloro-2-[(5S,7R)-7-(4-fluorophenyl)-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidin-5-yl]phenol —— C16H13ClFN5O
4-chloro-2-[(5S,7R)-7-(4-fluorophenyl)-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidin-5-yl]phenol
—— 4-chloro-2-[(5S,7S)-7-(4-fluorophenyl)-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidin-5-yl]phenol —— C16H13ClFN5O
4-chloro-2-[(5S,7S)-7-(4-fluorophenyl)-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidin-5-yl]phenol
—— 4-chloro-2-[(5R,7R)-7-(4-fluorophenyl)-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidin-5-yl]phenol —— C16H13ClFN5O
4-chloro-2-[(5R,7R)-7-(4-fluorophenyl)-4,5,6,7-tetrahydrotetrazolo[1,5-a]pyrimidin-5-yl]phenol
—— 2-Amino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4,6-dimethylcyclopenta[b]pyridin-1-ium-3,7-dicarbonitrile —— C20H17N4O2+
2-Amino-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4,6-dimethylcyclopenta[b]pyridin-1-ium-3,7-dicarbonitrile
—— 4-[3-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-[2-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)ethylidene]-1H-pyrazol-2-yl]benzoic acid —— C28H24N2O6
4-[3-[(E)-2-(4-hydroxy-3-methoxyphenyl)ethenyl]-5-[2-(3-methoxy-4-oxocyclohexa-2,5-dien-1-ylidene)ethylidene]-1H-pyrazol-2-yl]benzoic acid
—— 2-[(3R)-oxan-3-yl]phenol —— C11H14O2
2-[(3R)-oxan-3-yl]phenol
—— 3-[(3R)-oxolan-3-yl]phenol —— C10H12O2
3-[(3R)-oxolan-3-yl]phenol
—— 2-[(3S)-oxolan-3-yl]phenol —— C10H12O2
2-[(3S)-oxolan-3-yl]phenol
—— 4-[(3R)-oxan-3-yl]phenol —— C11H14O2
4-[(3R)-oxan-3-yl]phenol
—— (2R)-2-bromo-N-(2-hydroxy-5-nitrophenyl)butanamide —— C10H11BrN2O4
(2R)-2-bromo-N-(2-hydroxy-5-nitrophenyl)butanamide
—— 4,4'-dihydroxy-6,6'-dimethyl-1<i>H</i>,1'<i>H</i>-3,3'-(4-hydroxy-3-methoxy-phenylmethanediyl)-bis-pyridin-2-one 59304-59-5 C20H20N2O6
4,4'-dihydroxy-6,6'-dimethyl-1<i>H</i>,1'<i>H</i>-3,3'-(4-hydroxy-3-methoxy-phenylmethanediyl)-bis-pyridin-2-one
—— (R)-4-(tetrahydrofuran-3-yl)phenol —— C10H12O2
(R)-4-(tetrahydrofuran-3-yl)phenol
—— 2-[(3S)-oxan-3-yl]phenol —— C11H14O2
2-[(3S)-oxan-3-yl]phenol
—— (S)-4-(tetrahydrofuran-3-yl)phenol —— C10H12O2
(S)-4-(tetrahydrofuran-3-yl)phenol
—— 3-[(3S)-oxolan-3-yl]phenol —— C10H12O2
3-[(3S)-oxolan-3-yl]phenol
—— 2-[(3R)-oxolan-3-yl]phenol —— C10H12O2
2-[(3R)-oxolan-3-yl]phenol
—— (2S)-2-bromo-N-(2-hydroxy-5-nitrophenyl)butanamide —— C10H11BrN2O4
(2S)-2-bromo-N-(2-hydroxy-5-nitrophenyl)butanamide
—— 4-[(3S)-oxan-3-yl]phenol —— C11H14O2
4-[(3S)-oxan-3-yl]phenol
—— 3-[(3R)-oxan-3-yl]phenol —— C11H14O2
3-[(3R)-oxan-3-yl]phenol
—— 3-[(3S)-oxan-3-yl]phenol —— C11H14O2
3-[(3S)-oxan-3-yl]phenol
—— [(3S)-3-[(dimethylamino)methyl]-3-hydroxypyrrolidin-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone —— C15H22N2O4
[(3S)-3-[(dimethylamino)methyl]-3-hydroxypyrrolidin-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone
—— [(3R)-3-[(dimethylamino)methyl]-3-hydroxypyrrolidin-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone —— C15H22N2O4
[(3R)-3-[(dimethylamino)methyl]-3-hydroxypyrrolidin-1-yl]-(3-hydroxy-4-methoxyphenyl)methanone
—— N-[(3S)-1-[2-(4-fluorophenyl)ethyl]-5-oxopyrrolidin-3-yl]-3-hydroxy-4-methoxybenzamide —— C20H21FN2O4
N-[(3S)-1-[2-(4-fluorophenyl)ethyl]-5-oxopyrrolidin-3-yl]-3-hydroxy-4-methoxybenzamide
—— N-[(3R)-1-[2-(4-fluorophenyl)ethyl]-5-oxopyrrolidin-3-yl]-3-hydroxy-4-methoxybenzamide —— C20H21FN2O4
N-[(3R)-1-[2-(4-fluorophenyl)ethyl]-5-oxopyrrolidin-3-yl]-3-hydroxy-4-methoxybenzamide
—— [(4S)-4-(dimethylamino)azepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone —— C16H24N2O3
[(4S)-4-(dimethylamino)azepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone
—— [(4R)-4-(dimethylamino)azepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone —— C16H24N2O3
[(4R)-4-(dimethylamino)azepan-1-yl]-(4-hydroxy-3-methoxyphenyl)methanone
—— 4-chloro-2-[(E)-3-[(6S)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]-2-methylprop-1-enyl]phenol —— C18H27ClN2O2
4-chloro-2-[(E)-3-[(6S)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]-2-methylprop-1-enyl]phenol
—— 4-chloro-2-[(E)-3-[(6R)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]-2-methylprop-1-enyl]phenol —— C18H27ClN2O2
4-chloro-2-[(E)-3-[(6R)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]-2-methylprop-1-enyl]phenol
—— (5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-butyl-2-sulfanylideneimidazolidin-4-one —— C15H17BrN2O3S
(5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-butyl-2-sulfanylideneimidazolidin-4-one
—— (2Z,5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-[2-(2-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one —— C20H17NO4S
(2Z,5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-[2-(2-methylphenyl)-2-oxoethylidene]-1,3-thiazolidin-4-one
—— N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-1-[[(2R)-oxolan-2-yl]methyl]triazole-4-carboxamide —— C17H22N4O4
N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-1-[[(2R)-oxolan-2-yl]methyl]triazole-4-carboxamide
—— N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-1-[[(2S)-oxolan-2-yl]methyl]triazole-4-carboxamide —— C17H22N4O4
N-[2-(3-hydroxy-4-methoxyphenyl)ethyl]-1-[[(2S)-oxolan-2-yl]methyl]triazole-4-carboxamide
—— 2-[[(6S)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]methyl]-4-methoxyphenol —— C16H26N2O3
2-[[(6S)-6-[(dimethylamino)methyl]-1,4-oxazepan-4-yl]methyl]-4-methoxyphenol