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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
—— 4-hydroxy-3,5-dimethoxy-N-[(3S)-oxan-3-yl]benzamide —— C14H19NO5
4-hydroxy-3,5-dimethoxy-N-[(3S)-oxan-3-yl]benzamide
—— 4-hydroxy-3,5-dimethoxy-N-[(3R)-oxan-3-yl]benzamide —— C14H19NO5
4-hydroxy-3,5-dimethoxy-N-[(3R)-oxan-3-yl]benzamide
—— N-[(2-hydroxyphenyl)methyl]-2-imidazol-1-yl-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C17H21N3O3
N-[(2-hydroxyphenyl)methyl]-2-imidazol-1-yl-N-[[(2S)-oxolan-2-yl]methyl]acetamide
—— (E)-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-3-pyridin-4-ylprop-2-enamide —— C20H22N2O3
(E)-N-[(2-hydroxyphenyl)methyl]-N-[[(2R)-oxolan-2-yl]methyl]-3-pyridin-4-ylprop-2-enamide
—— N-[(2-hydroxyphenyl)methyl]-2-imidazol-1-yl-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H21N3O3
N-[(2-hydroxyphenyl)methyl]-2-imidazol-1-yl-N-[[(2R)-oxolan-2-yl]methyl]acetamide
—— 2-anilino-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H17N3O3
2-anilino-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— (E)-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-3-pyridin-4-ylprop-2-enamide —— C20H22N2O3
(E)-N-[(2-hydroxyphenyl)methyl]-N-[[(2S)-oxolan-2-yl]methyl]-3-pyridin-4-ylprop-2-enamide
—— 2-[(2R)-butan-2-yl]oxy-N-[(4-hydroxyphenyl)methyl]-N-methylacetamide —— C14H21NO3
2-[(2R)-butan-2-yl]oxy-N-[(4-hydroxyphenyl)methyl]-N-methylacetamide
—— 2-[(2S)-butan-2-yl]oxy-N-[(4-hydroxyphenyl)methyl]-N-methylacetamide —— C14H21NO3
2-[(2S)-butan-2-yl]oxy-N-[(4-hydroxyphenyl)methyl]-N-methylacetamide
—— 3-[(1S)-1-[[benzyl(ethyl)sulfamoyl]-methylamino]ethyl]phenol —— C18H24N2O3S
3-[(1S)-1-[[benzyl(ethyl)sulfamoyl]-methylamino]ethyl]phenol
—— (2R)-N-[(2-hydroxyphenyl)methyl]-N-propylbutane-2-sulfonamide —— C14H23NO3S
(2R)-N-[(2-hydroxyphenyl)methyl]-N-propylbutane-2-sulfonamide
—— N-[(1R)-1-(3-hydroxyphenyl)ethyl]-N-methyl-1H-imidazole-5-sulfonamide —— C12H15N3O3S
N-[(1R)-1-(3-hydroxyphenyl)ethyl]-N-methyl-1H-imidazole-5-sulfonamide
—— (2R)-N-(cyclopropylmethyl)-N-[(3-hydroxyphenyl)methyl]butane-2-sulfonamide —— C15H23NO3S
(2R)-N-(cyclopropylmethyl)-N-[(3-hydroxyphenyl)methyl]butane-2-sulfonamide
—— N-[(1S)-1-(3-hydroxyphenyl)ethyl]-N-methyl-1H-imidazole-5-sulfonamide —— C12H15N3O3S
N-[(1S)-1-(3-hydroxyphenyl)ethyl]-N-methyl-1H-imidazole-5-sulfonamide
—— (2S)-N-[(2-hydroxyphenyl)methyl]-N-propylbutane-2-sulfonamide —— C14H23NO3S
(2S)-N-[(2-hydroxyphenyl)methyl]-N-propylbutane-2-sulfonamide
—— 3-[(1S)-1-[[[(1S)-1-cyclopropylethyl]-methylsulfamoyl]-methylamino]ethyl]phenol —— C15H24N2O3S
3-[(1S)-1-[[[(1S)-1-cyclopropylethyl]-methylsulfamoyl]-methylamino]ethyl]phenol
—— 3-[(1R)-1-[[[(1S)-1-cyclopropylethyl]-methylsulfamoyl]-methylamino]ethyl]phenol —— C15H24N2O3S
3-[(1R)-1-[[[(1S)-1-cyclopropylethyl]-methylsulfamoyl]-methylamino]ethyl]phenol
—— 3-[(1S)-1-[dimethylsulfamoyl(methyl)amino]ethyl]phenol —— C11H18N2O3S
3-[(1S)-1-[dimethylsulfamoyl(methyl)amino]ethyl]phenol
—— (2S)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]butane-2-sulfonamide —— C16H21NO4S
(2S)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]butane-2-sulfonamide
—— (4S)-4-(4-hydroxyphenyl)-1-phenyl-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione —— C19H15NO4
(4S)-4-(4-hydroxyphenyl)-1-phenyl-4,7-dihydro-3H-furo[3,4-b]pyridine-2,5-dione
—— (2R)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]butane-2-sulfonamide —— C16H21NO4S
(2R)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]butane-2-sulfonamide
—— 3-[(1R)-1-[dimethylsulfamoyl(methyl)amino]ethyl]phenol —— C11H18N2O3S
3-[(1R)-1-[dimethylsulfamoyl(methyl)amino]ethyl]phenol
—— (2S)-N-(cyclopropylmethyl)-N-[(3-hydroxyphenyl)methyl]butane-2-sulfonamide —— C15H23NO3S
(2S)-N-(cyclopropylmethyl)-N-[(3-hydroxyphenyl)methyl]butane-2-sulfonamide
—— (1R,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1R,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1R,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1R,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1S,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1S,2R)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— (1S,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide —— C17H19NO2S
(1S,2S)-N-[(4-hydroxyphenyl)methyl]-N-methyl-2-(3-methylthiophen-2-yl)cyclopropane-1-carboxamide
—— N-[(1S)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)-2-methylpropyl]-3-hydroxy-5-nitrobenzamide —— C16H19N5O4
N-[(1S)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)-2-methylpropyl]-3-hydroxy-5-nitrobenzamide
—— (2S)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[2-(4-hydroxyphenyl)ethyl]-2-methylpropanamide —— C17H23N3O2
(2S)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[2-(4-hydroxyphenyl)ethyl]-2-methylpropanamide
—— (1S,2S,4R)-N-(cyclopropylmethyl)-N-[(4-hydroxyphenyl)methyl]-7-oxabicyclo[2.2.1]heptane-2-carboxamide —— C18H23NO3
(1S,2S,4R)-N-(cyclopropylmethyl)-N-[(4-hydroxyphenyl)methyl]-7-oxabicyclo[2.2.1]heptane-2-carboxamide
—— N-[(1R)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)-2-methylpropyl]-3-hydroxy-5-nitrobenzamide —— C16H19N5O4
N-[(1R)-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)-2-methylpropyl]-3-hydroxy-5-nitrobenzamide
—— (2R)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[2-(4-hydroxyphenyl)ethyl]-2-methylpropanamide —— C17H23N3O2
(2R)-3-(3,5-dimethyl-1H-pyrazol-4-yl)-N-[2-(4-hydroxyphenyl)ethyl]-2-methylpropanamide
—— (1S,2R,4R)-N-(cyclopropylmethyl)-N-[(4-hydroxyphenyl)methyl]-7-oxabicyclo[2.2.1]heptane-2-carboxamide —— C18H23NO3
(1S,2R,4R)-N-(cyclopropylmethyl)-N-[(4-hydroxyphenyl)methyl]-7-oxabicyclo[2.2.1]heptane-2-carboxamide
—— [(3aR,7aR)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-3-nitrophenyl)methanone —— C15H16N2O4
[(3aR,7aR)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-3-nitrophenyl)methanone
—— [(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-3-nitrophenyl)methanone —— C15H16N2O4
[(3aR,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-3-nitrophenyl)methanone
—— [(3aS,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-3-nitrophenyl)methanone —— C15H16N2O4
[(3aS,7aS)-1,3,3a,4,7,7a-hexahydroisoindol-2-yl]-(2-hydroxy-3-nitrophenyl)methanone
—— 1-[3-(4-hydroxyphenyl)propyl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea —— C19H28N2O3
1-[3-(4-hydroxyphenyl)propyl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea
—— 1-[3-(4-hydroxyphenyl)propyl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea —— C19H28N2O3
1-[3-(4-hydroxyphenyl)propyl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea
—— 2-hydroxy-3-nitro-N-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]benzamide —— C12H13N5O4
2-hydroxy-3-nitro-N-[(2S)-1-(1,2,4-triazol-1-yl)propan-2-yl]benzamide
—— (3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2S)-2-methylbutanoyl]piperidine-3-carboxamide —— C19H28N2O4
(3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2S)-2-methylbutanoyl]piperidine-3-carboxamide
—— (3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2R)-2-methylbutanoyl]piperidine-3-carboxamide —— C19H28N2O4
(3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2R)-2-methylbutanoyl]piperidine-3-carboxamide
—— (3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2S)-2-methylbutanoyl]piperidine-3-carboxamide —— C19H28N2O4
(3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2S)-2-methylbutanoyl]piperidine-3-carboxamide
—— 2-hydroxy-3-nitro-N-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]benzamide —— C12H13N5O4
2-hydroxy-3-nitro-N-[(2R)-1-(1,2,4-triazol-1-yl)propan-2-yl]benzamide
—— (3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2R)-2-methylbutanoyl]piperidine-3-carboxamide —— C19H28N2O4
(3R)-N-[2-(3,4-dihydroxyphenyl)ethyl]-1-[(2R)-2-methylbutanoyl]piperidine-3-carboxamide
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea —— C20H30N2O3
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea —— C20H30N2O3
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea —— C20H30N2O3
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea —— C20H30N2O3
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea
—— 1-(cyclopropylmethyl)-1-[(4-hydroxyphenyl)methyl]-3-[(5S)-4,5,6,7-tetrahydro-1H-indazol-5-yl]urea —— C19H24N4O2
1-(cyclopropylmethyl)-1-[(4-hydroxyphenyl)methyl]-3-[(5S)-4,5,6,7-tetrahydro-1H-indazol-5-yl]urea
—— 1-(cyclopropylmethyl)-1-[(4-hydroxyphenyl)methyl]-3-[(5R)-4,5,6,7-tetrahydro-1H-indazol-5-yl]urea —— C19H24N4O2
1-(cyclopropylmethyl)-1-[(4-hydroxyphenyl)methyl]-3-[(5R)-4,5,6,7-tetrahydro-1H-indazol-5-yl]urea