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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
—— (2S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propanenitrile —— C11H13NO3
(2S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propanenitrile
—— N-[(2S)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propyl]acetamide —— C12H17NO3
N-[(2S)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propyl]acetamide
—— N-[(2R)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propyl]acetamide —— C12H17NO3
N-[(2R)-2-(hydroxymethyl)-3-(3-hydroxyphenyl)propyl]acetamide
—— 4-[(2S)-2-(aminomethyl)-3-hydroxypropyl]-2-bromo-6-methoxyphenol —— C11H16BrNO3
4-[(2S)-2-(aminomethyl)-3-hydroxypropyl]-2-bromo-6-methoxyphenol
—— (2S)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-3-hydroxypropanenitrile —— C11H12BrNO3
(2S)-2-[(3-bromo-4-hydroxy-5-methoxyphenyl)methyl]-3-hydroxypropanenitrile
—— 4-[(2R)-2-(aminomethyl)-3-hydroxypropyl]-2-bromo-6-methoxyphenol —— C11H16BrNO3
4-[(2R)-2-(aminomethyl)-3-hydroxypropyl]-2-bromo-6-methoxyphenol
—— N-[(2S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propyl]acetamide —— C13H19NO4
N-[(2S)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propyl]acetamide
—— N-[(2R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propyl]acetamide —— C13H19NO4
N-[(2R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propyl]acetamide
—— N-[(2R)-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propyl]acetamide —— C12H17NO3
N-[(2R)-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propyl]acetamide
—— N-[(2S)-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propyl]acetamide —— C12H17NO3
N-[(2S)-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propyl]acetamide
—— (2R)-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propanenitrile —— C10H11NO2
(2R)-2-(hydroxymethyl)-3-(4-hydroxyphenyl)propanenitrile
—— (2R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propanenitrile —— C11H13NO3
(2R)-3-hydroxy-2-[(4-hydroxy-3-methoxyphenyl)methyl]propanenitrile
—— (5Z)-2-cyclohexylimino-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C16H18N2O2S
(5Z)-2-cyclohexylimino-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one —— C11H10N2O3S
(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-2-sulfanylideneimidazolidin-4-one
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2R)-4-(1-methylpyrrol-2-yl)butan-2-yl]urea —— C17H22FN3O2
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2R)-4-(1-methylpyrrol-2-yl)butan-2-yl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2S)-4-(1-methylpyrrol-2-yl)butan-2-yl]urea —— C17H22FN3O2
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2S)-4-(1-methylpyrrol-2-yl)butan-2-yl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1R,2S)-2-methoxycyclohexyl]urea —— C15H21FN2O3
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1R,2S)-2-methoxycyclohexyl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1S,2S)-2-methoxycyclohexyl]urea —— C15H21FN2O3
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1S,2S)-2-methoxycyclohexyl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2S)-4-methoxy-4-methylpentan-2-yl]urea —— C15H23FN2O3
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2S)-4-methoxy-4-methylpentan-2-yl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1S,2R)-2-methoxycyclohexyl]urea —— C15H21FN2O3
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1S,2R)-2-methoxycyclohexyl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1R,2R)-2-methoxycyclohexyl]urea —— C15H21FN2O3
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(1R,2R)-2-methoxycyclohexyl]urea
—— 1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2R)-4-methoxy-4-methylpentan-2-yl]urea —— C15H23FN2O3
1-[(3-fluoro-4-hydroxyphenyl)methyl]-3-[(2R)-4-methoxy-4-methylpentan-2-yl]urea
—— 2-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-6-methoxyphenol —— C17H18N2O2S
2-[[2-(1,3-benzothiazol-2-yl)ethylamino]methyl]-6-methoxyphenol
—— (3aS,7aR)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-1,3,3a,4,7,7a-hexahydroisoindole-2-carboxamide —— C18H24N2O3
(3aS,7aR)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-1,3,3a,4,7,7a-hexahydroisoindole-2-carboxamide
—— (2R,6R)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethylazepane-1-carboxamide —— C18H28N2O3
(2R,6R)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethylazepane-1-carboxamide
—— (3aR,7aR)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-1,3,3a,4,7,7a-hexahydroisoindole-2-carboxamide —— C18H24N2O3
(3aR,7aR)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-1,3,3a,4,7,7a-hexahydroisoindole-2-carboxamide
—— (2S,6S)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethylazepane-1-carboxamide —— C18H28N2O3
(2S,6S)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethylazepane-1-carboxamide
—— (2S,6R)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethylazepane-1-carboxamide —— C18H28N2O3
(2S,6R)-N-[2-(4-hydroxy-3-methoxyphenyl)ethyl]-2,6-dimethylazepane-1-carboxamide
—— 1-[2-(4-hydroxyphenyl)ethyl]-3-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]urea —— C15H20N4O2
1-[2-(4-hydroxyphenyl)ethyl]-3-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]urea
—— 1-cyclopropyl-1-[(1S)-1-cyclopropylethyl]-3-[2-(4-hydroxyphenyl)ethyl]urea —— C17H24N2O2
1-cyclopropyl-1-[(1S)-1-cyclopropylethyl]-3-[2-(4-hydroxyphenyl)ethyl]urea
—— 1-[2-(4-hydroxyphenyl)ethyl]-3-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]urea —— C15H20N4O2
1-[2-(4-hydroxyphenyl)ethyl]-3-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]urea
—— 1-cyclopropyl-1-[(1R)-1-cyclopropylethyl]-3-[2-(4-hydroxyphenyl)ethyl]urea —— C17H24N2O2
1-cyclopropyl-1-[(1R)-1-cyclopropylethyl]-3-[2-(4-hydroxyphenyl)ethyl]urea
—— 2-(4-methoxyphenyl)ethyl (E)-3-(5-nitrofuran-2-yl)prop-2-enoate —— C16H15NO6
2-(4-methoxyphenyl)ethyl (E)-3-(5-nitrofuran-2-yl)prop-2-enoate
—— (E)-2-(2,5-dichlorophenyl)sulfonyl-3-(4-hydroxy-3-methoxyphenyl)prop-2-enenitrile —— C16H11Cl2NO4S
(E)-2-(2,5-dichlorophenyl)sulfonyl-3-(4-hydroxy-3-methoxyphenyl)prop-2-enenitrile
—— 2-[(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid —— C13H10BrNO5S2
2-[(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetic acid
—— 4-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C15H15NO5S2
4-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
—— 2-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C13H10NO5S2-
2-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— 4-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate —— C16H16NO4S2-
4-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate
—— 2-[(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C13H9BrNO5S2-
2-[(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— 4-[(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C16H17NO6S2
4-[(5Z)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
—— 4-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid —— C15H15NO5S2
4-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoic acid
—— 3-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C14H13NO5S2
3-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
—— 5-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoate —— C16H16NO5S2-
5-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]pentanoate
—— 3-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C15H14NO4S2-
3-[(5Z)-5-[(4-hydroxy-3,5-dimethylphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
—— (Z)-3-(2’-hydroxycarbonylethyl)-5-(4’-hydroxy-3‘,5‘-dimethylphenylmethylidene)-2-thioxothiazolidin-4-one —— C15H15NO4S2
(Z)-3-(2’-hydroxycarbonylethyl)-5-(4’-hydroxy-3‘,5‘-dimethylphenylmethylidene)-2-thioxothiazolidin-4-one
—— 4-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate —— C15H14NO5S2-
4-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate
—— 3-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C14H12NO5S2-
3-[(5Z)-5-[(2-hydroxy-5-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
—— 3-[(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C13H9BrNO4S2-
3-[(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
—— 4-[(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate —— C14H11BrNO4S2-
4-[(5E)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate
—— 6-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate —— C17H18NO5S2-
6-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoate