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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-hydroxy-N-[(2R)-1-(5-methyl-1H-pyrazol-3-yl)propan-2-yl]-4-nitrobenzamide —— C14H16N4O4
2-hydroxy-N-[(2R)-1-(5-methyl-1H-pyrazol-3-yl)propan-2-yl]-4-nitrobenzamide
—— 2-hydroxy-N-[(2S)-1-(5-methyl-1H-pyrazol-3-yl)propan-2-yl]-4-nitrobenzamide —— C14H16N4O4
2-hydroxy-N-[(2S)-1-(5-methyl-1H-pyrazol-3-yl)propan-2-yl]-4-nitrobenzamide
—— N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-2-hydroxy-N-methyl-4-nitrobenzamide —— C15H17N3O4S
N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-2-hydroxy-N-methyl-4-nitrobenzamide
—— 1-[4-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-(2-oxopropyl)-1,2,4-triazol-3-yl]propan-2-one —— C16H18N4O4
1-[4-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-(2-oxopropyl)-1,2,4-triazol-3-yl]propan-2-one
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]hexanamide —— C14H20N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]hexanamide
—— 3,4,5-trihydroxy-N-[(E)-(3-methyl-1-phenylbutylidene)amino]benzamide —— C18H20N2O4
3,4,5-trihydroxy-N-[(E)-(3-methyl-1-phenylbutylidene)amino]benzamide
—— 1-[(3S)-5-(3-hydroxy-4-methoxyphenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C18H18N2O3
1-[(3S)-5-(3-hydroxy-4-methoxyphenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-methoxy-5-[(3S)-3-(4-methylphenyl)-2-methylsulfonyl-3,4-dihydropyrazol-5-yl]phenol —— C18H20N2O4S
2-methoxy-5-[(3S)-3-(4-methylphenyl)-2-methylsulfonyl-3,4-dihydropyrazol-5-yl]phenol
—— 2-methoxy-5-[(3R)-3-(4-methylphenyl)-2-methylsulfonyl-3,4-dihydropyrazol-5-yl]phenol —— C18H20N2O4S
2-methoxy-5-[(3R)-3-(4-methylphenyl)-2-methylsulfonyl-3,4-dihydropyrazol-5-yl]phenol
—— 1-[(3R)-5-(3-hydroxy-4-methoxyphenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C18H18N2O3
1-[(3R)-5-(3-hydroxy-4-methoxyphenyl)-3-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-Hydroxy-5-nitro-benzoic acid (4-dimethylamino-benzylidene)-hydrazide —— C16H16N4O4
2-Hydroxy-5-nitro-benzoic acid (4-dimethylamino-benzylidene)-hydrazide
—— 3,4,5-trihydroxy-N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]benzamide —— C15H14N2O5
3,4,5-trihydroxy-N-[(E)-1-(3-hydroxyphenyl)ethylideneamino]benzamide
—— 3,4,5-trihydroxy-N-[(E)-thiophen-2-ylmethylideneamino]benzamide —— C12H10N2O4S
3,4,5-trihydroxy-N-[(E)-thiophen-2-ylmethylideneamino]benzamide
—— N'-{(E)-[1-(2-chlorobenzyl)-2-methyl-1H-indol-3-yl]methylidene}-2-hydroxy-3-nitrobenzohydrazide —— C24H19ClN4O4
N'-{(E)-[1-(2-chlorobenzyl)-2-methyl-1H-indol-3-yl]methylidene}-2-hydroxy-3-nitrobenzohydrazide
—— N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-4-[(3,5-dimethylpyrazol-1-yl)methyl]benzamide —— C21H21BrN4O3
N-[(E)-(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-4-[(3,5-dimethylpyrazol-1-yl)methyl]benzamide
—— 2-(4-bromo-3,5-dimethylpyrazol-1-yl)-N-[(E)-(3-hydroxyphenyl)methylideneamino]acetamide —— C14H15BrN4O2
2-(4-bromo-3,5-dimethylpyrazol-1-yl)-N-[(E)-(3-hydroxyphenyl)methylideneamino]acetamide
—— N'-[(E)-(3-bromo-4-fluorophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide —— C14H10BrFN2O4
N'-[(E)-(3-bromo-4-fluorophenyl)methylidene]-3,4,5-trihydroxybenzohydrazide
—— N-[(E)-[(E)-but-2-enylidene]amino]-3,4,5-trihydroxybenzamide —— C11H12N2O4
N-[(E)-[(E)-but-2-enylidene]amino]-3,4,5-trihydroxybenzamide
—— 4-bromo-2-[(1S)-1-(pent-3-ynylamino)ethyl]phenol —— C13H16BrNO
4-bromo-2-[(1S)-1-(pent-3-ynylamino)ethyl]phenol
—— 4-bromo-2-[(1R)-1-(pent-3-ynylamino)ethyl]phenol —— C13H16BrNO
4-bromo-2-[(1R)-1-(pent-3-ynylamino)ethyl]phenol
—— N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]-2-furohydrazide —— C13H12N2O4
N'-[(E)-(3-hydroxy-4-methoxyphenyl)methylidene]-2-furohydrazide
—— 2-N,4-N-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3,5-dimethyl-1H-pyrrole-2,4-dicarboxamide —— C24H25N5O6
2-N,4-N-bis[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3,5-dimethyl-1H-pyrrole-2,4-dicarboxamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3,4-dimethylbenzamide —— C17H18N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3,4-dimethylbenzamide
—— N'-{(E)-[4-(benzyloxy)-3-methoxyphenyl]methylidene}-3-(3,4-dihydroxyphenyl)propanehydrazide —— C24H24N2O5
N'-{(E)-[4-(benzyloxy)-3-methoxyphenyl]methylidene}-3-(3,4-dihydroxyphenyl)propanehydrazide
—— 3,4,5-trihydroxy-N-[(E)-3-phenylpropylideneamino]benzamide —— C16H16N2O4
3,4,5-trihydroxy-N-[(E)-3-phenylpropylideneamino]benzamide
—— 2-hydroxy-N-methyl-N-[(4S)-1-methyl-4,5,6,7-tetrahydroindazol-4-yl]-4-nitrobenzamide —— C16H18N4O4
2-hydroxy-N-methyl-N-[(4S)-1-methyl-4,5,6,7-tetrahydroindazol-4-yl]-4-nitrobenzamide
—— 2-hydroxy-N-methyl-N-[(4R)-1-methyl-4,5,6,7-tetrahydroindazol-4-yl]-4-nitrobenzamide —— C16H18N4O4
2-hydroxy-N-methyl-N-[(4R)-1-methyl-4,5,6,7-tetrahydroindazol-4-yl]-4-nitrobenzamide
—— N-[(1S)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-2-hydroxy-4-nitrobenzamide —— C15H17N3O5
N-[(1S)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-2-hydroxy-4-nitrobenzamide
—— [(2S)-2-(furan-2-yl)pyrrolidin-1-yl]-(2-hydroxy-4-nitrophenyl)methanone —— C15H14N2O5
[(2S)-2-(furan-2-yl)pyrrolidin-1-yl]-(2-hydroxy-4-nitrophenyl)methanone
—— N'-[(E)-(3-Hydroxyphenyl)methylidene]octanehydrazide —— C15H22N2O2
N'-[(E)-(3-Hydroxyphenyl)methylidene]octanehydrazide
—— 3,4,5-trihydroxy-N-[(E)-1-phenylethylideneamino]benzamide —— C15H14N2O4
3,4,5-trihydroxy-N-[(E)-1-phenylethylideneamino]benzamide
—— N-[(1R)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-2-hydroxy-4-nitrobenzamide —— C15H17N3O5
N-[(1R)-1-(3,5-dimethyl-1,2-oxazol-4-yl)propyl]-2-hydroxy-4-nitrobenzamide
—— [(1S,6R)-3-ethyl-3,9-diazabicyclo[4.2.1]nonan-9-yl]-(2-hydroxy-4-nitrophenyl)methanone —— C16H21N3O4
[(1S,6R)-3-ethyl-3,9-diazabicyclo[4.2.1]nonan-9-yl]-(2-hydroxy-4-nitrophenyl)methanone
—— [(2R)-2-(furan-2-yl)pyrrolidin-1-yl]-(2-hydroxy-4-nitrophenyl)methanone —— C15H14N2O5
[(2R)-2-(furan-2-yl)pyrrolidin-1-yl]-(2-hydroxy-4-nitrophenyl)methanone
—— N-ethyl-2-hydroxy-4-nitro-N-[(1R)-1-pyridin-3-ylethyl]benzamide —— C16H17N3O4
N-ethyl-2-hydroxy-4-nitro-N-[(1R)-1-pyridin-3-ylethyl]benzamide
—— N-ethyl-2-hydroxy-4-nitro-N-[(1S)-1-pyridin-3-ylethyl]benzamide —— C16H17N3O4
N-ethyl-2-hydroxy-4-nitro-N-[(1S)-1-pyridin-3-ylethyl]benzamide
—— (2-hydroxy-4-nitrophenyl)-[(2S)-2-pyridin-4-ylpyrrolidin-1-yl]methanone —— C16H15N3O4
(2-hydroxy-4-nitrophenyl)-[(2S)-2-pyridin-4-ylpyrrolidin-1-yl]methanone
—— N-[(E)-(5-bromo-2-methoxyphenyl)methylideneamino]-3,4,5-trihydroxybenzamide —— C15H13BrN2O5
N-[(E)-(5-bromo-2-methoxyphenyl)methylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]octanamide —— C16H24N2O3
N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]octanamide
—— (2-hydroxy-4-nitrophenyl)-[(2R)-2-pyridin-4-ylpyrrolidin-1-yl]methanone —— C16H15N3O4
(2-hydroxy-4-nitrophenyl)-[(2R)-2-pyridin-4-ylpyrrolidin-1-yl]methanone
—— 6-tert-butyl-8-{[(E)-(3-hydroxyphenyl)methylidene]amino}[1,2,4]triazolo[4,3-b][1,2,4]triazin-7(8H)-one —— C15H16N6O2
6-tert-butyl-8-{[(E)-(3-hydroxyphenyl)methylidene]amino}[1,2,4]triazolo[4,3-b][1,2,4]triazin-7(8H)-one
—— N-[(E)-[4-(diethylamino)phenyl]methylideneamino]-3,4,5-trihydroxybenzamide —— C18H21N3O4
N-[(E)-[4-(diethylamino)phenyl]methylideneamino]-3,4,5-trihydroxybenzamide
—— N-[(E)-1-cyclopropylethylideneamino]-3,4,5-trihydroxybenzamide —— C12H14N2O4
N-[(E)-1-cyclopropylethylideneamino]-3,4,5-trihydroxybenzamide
—— 3-(3,4-dihydroxyphenyl)-N'-[(E)-(3-methoxy-4-propoxyphenyl)methylidene]propanehydrazide —— C20H24N2O5
3-(3,4-dihydroxyphenyl)-N'-[(E)-(3-methoxy-4-propoxyphenyl)methylidene]propanehydrazide
—— 4-[(3S)-3-[(1-methyl-1,2,4-triazol-3-yl)methylamino]butyl]phenol —— C14H20N4O
4-[(3S)-3-[(1-methyl-1,2,4-triazol-3-yl)methylamino]butyl]phenol
—— 4-[(3R)-3-[(1-methyl-1,2,4-triazol-3-yl)methylamino]butyl]phenol —— C14H20N4O
4-[(3R)-3-[(1-methyl-1,2,4-triazol-3-yl)methylamino]butyl]phenol
—— 4-[[[(2S)-4-(4-hydroxyphenyl)butan-2-yl]amino]methyl]thian-4-ol —— C16H25NO2S
4-[[[(2S)-4-(4-hydroxyphenyl)butan-2-yl]amino]methyl]thian-4-ol
—— 4-[(3R)-3-[[(1S,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol —— C16H25NO2
4-[(3R)-3-[[(1S,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol
—— 4-[[[(2R)-4-(4-hydroxyphenyl)butan-2-yl]amino]methyl]thian-4-ol —— C16H25NO2S
4-[[[(2R)-4-(4-hydroxyphenyl)butan-2-yl]amino]methyl]thian-4-ol
—— 4-[(3S)-3-[[(1R,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol —— C16H25NO2
4-[(3S)-3-[[(1R,2S)-2-(hydroxymethyl)cyclopentyl]amino]butyl]phenol