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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
—— 5-fluoro-2-[(1R)-1-(thiophen-3-ylmethylamino)ethyl]phenol —— C13H14FNOS
5-fluoro-2-[(1R)-1-(thiophen-3-ylmethylamino)ethyl]phenol
—— 5-fluoro-2-[(1S)-1-(thiophen-3-ylmethylamino)ethyl]phenol —— C13H14FNOS
5-fluoro-2-[(1S)-1-(thiophen-3-ylmethylamino)ethyl]phenol
—— 2-methoxy-4-[(1S)-1-(thiophen-3-ylmethylamino)ethyl]phenol —— C14H17NO2S
2-methoxy-4-[(1S)-1-(thiophen-3-ylmethylamino)ethyl]phenol
—— (E)-4-hydroxy-3-[(4-hydroxyphenyl)methyl]pent-3-en-2-one —— C12H14O3
(E)-4-hydroxy-3-[(4-hydroxyphenyl)methyl]pent-3-en-2-one
—— 4-[(1R)-1-[(4-methylcyclohexyl)methylamino]ethyl]phenol —— C16H25NO
4-[(1R)-1-[(4-methylcyclohexyl)methylamino]ethyl]phenol
—— 4-[(1S)-1-[(4-methylcyclohexyl)methylamino]ethyl]phenol —— C16H25NO
4-[(1S)-1-[(4-methylcyclohexyl)methylamino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-(thiophen-3-ylmethylamino)ethyl]phenol —— C14H17NO2S
4-methoxy-2-[(1S)-1-(thiophen-3-ylmethylamino)ethyl]phenol
—— 4-methoxy-2-[(1R)-1-(thiophen-3-ylmethylamino)ethyl]phenol —— C14H17NO2S
4-methoxy-2-[(1R)-1-(thiophen-3-ylmethylamino)ethyl]phenol
—— 2-ethoxy-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylethanesulfonamide —— C13H21NO4S
2-ethoxy-N-[(1R)-1-(2-hydroxyphenyl)ethyl]-N-methylethanesulfonamide
—— 5-methoxy-2-[(1R)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
5-methoxy-2-[(1R)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 4-methyl-2-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2OS
4-methyl-2-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 4-methyl-2-[(1R)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2OS
4-methyl-2-[(1R)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
4-methoxy-2-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 5-fluoro-2-[(1R)-1-[2-(4-methyl-1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H17FN2OS
5-fluoro-2-[(1R)-1-[2-(4-methyl-1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 2-methoxy-4-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
2-methoxy-4-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 5-methoxy-2-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
5-methoxy-2-[(1S)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 5-fluoro-2-[(1S)-1-[2-(4-methyl-1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H17FN2OS
5-fluoro-2-[(1S)-1-[2-(4-methyl-1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 4-methyl-2-[(1R)-1-[2-(4-methyl-1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C15H20N2OS
4-methyl-2-[(1R)-1-[2-(4-methyl-1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 4-methoxy-2-[(1R)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol —— C14H18N2O2S
4-methoxy-2-[(1R)-1-[2-(1,3-thiazol-2-yl)ethylamino]ethyl]phenol
—— 2-methoxy-4-[(1S)-1-(3,3,3-trifluoropropylamino)ethyl]phenol —— C12H16F3NO2
2-methoxy-4-[(1S)-1-(3,3,3-trifluoropropylamino)ethyl]phenol
—— 2-methoxy-4-[(1R)-1-(3,3,3-trifluoropropylamino)ethyl]phenol —— C12H16F3NO2
2-methoxy-4-[(1R)-1-(3,3,3-trifluoropropylamino)ethyl]phenol
—— 2-[(1R)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,4-diol —— C11H14F3NO2
2-[(1R)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,4-diol
—— 2-[(1S)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,4-diol —— C11H14F3NO2
2-[(1S)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,4-diol
—— 4-[(1R)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,3-diol —— C11H14F3NO2
4-[(1R)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,3-diol
—— 4-[(1S)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,3-diol —— C11H14F3NO2
4-[(1S)-1-(3,3,3-trifluoropropylamino)ethyl]benzene-1,3-diol
—— 1-[(1S,2S,6S)-3-acetyl-4,6-dihydroxy-2-(4-hydroxyphenyl)-6-methylcyclohex-3-en-1-yl]ethanone —— C17H20O5
1-[(1S,2S,6S)-3-acetyl-4,6-dihydroxy-2-(4-hydroxyphenyl)-6-methylcyclohex-3-en-1-yl]ethanone
—— 1-[(1S,2R,6S)-3-acetyl-4,6-dihydroxy-2-(4-hydroxyphenyl)-6-methylcyclohex-3-en-1-yl]ethanone —— C17H20O5
1-[(1S,2R,6S)-3-acetyl-4,6-dihydroxy-2-(4-hydroxyphenyl)-6-methylcyclohex-3-en-1-yl]ethanone
—— 3-hydroxy-N-methyl-4-nitro-N-(pyridin-2-ylmethyl)benzamide —— C14H13N3O4
3-hydroxy-N-methyl-4-nitro-N-(pyridin-2-ylmethyl)benzamide
—— (3R,4S)-6-amino-4-(3-hydroxyphenyl)-2-imino-3,4-dihydrothiopyran-3,5-dicarbonitrile —— C13H10N4OS
(3R,4S)-6-amino-4-(3-hydroxyphenyl)-2-imino-3,4-dihydrothiopyran-3,5-dicarbonitrile
—— 2-methoxyethyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C16H20N2O6
2-methoxyethyl (4R)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 2-ethylsulfanylethyl (4S)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H22N2O5S
2-ethylsulfanylethyl (4S)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— ethyl (4R,5R,6R)-4-hydroxy-6-(4-hydroxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H15F3N2O4S
ethyl (4R,5R,6R)-4-hydroxy-6-(4-hydroxyphenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— (2R)-2-[(3R)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-2-(2-hydroxyphenyl)acetonitrile —— C23H19N3O
(2R)-2-[(3R)-3,5-diphenyl-3,4-dihydropyrazol-2-yl]-2-(2-hydroxyphenyl)acetonitrile
—— 2-methoxyethyl (4R)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C15H17N3O7
2-methoxyethyl (4R)-4-(4-hydroxy-3-nitrophenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— 4-[(3S)-5-(4-ethylphenyl)-2-phenyl-3,4-dihydropyrazol-3-yl]phenol —— C23H22N2O
4-[(3S)-5-(4-ethylphenyl)-2-phenyl-3,4-dihydropyrazol-3-yl]phenol
—— 4-[(3R)-5-(4-ethylphenyl)-2-phenyl-3,4-dihydropyrazol-3-yl]phenol —— C23H22N2O
4-[(3R)-5-(4-ethylphenyl)-2-phenyl-3,4-dihydropyrazol-3-yl]phenol
—— (3R,4S)-6-amino-4-(4-hydroxyphenyl)-2-imino-3,4-dihydrothiopyran-3,5-dicarbonitrile —— C13H10N4OS
(3R,4S)-6-amino-4-(4-hydroxyphenyl)-2-imino-3,4-dihydrothiopyran-3,5-dicarbonitrile
—— 4-[(1S)-1-(1H-indol-3-yl)-2-nitroethyl]-2-methoxyphenol —— C17H16N2O4
4-[(1S)-1-(1H-indol-3-yl)-2-nitroethyl]-2-methoxyphenol
—— 4-[(1R)-1-(1H-indol-3-yl)-2-nitroethyl]-2-methoxyphenol —— C17H16N2O4
4-[(1R)-1-(1H-indol-3-yl)-2-nitroethyl]-2-methoxyphenol
—— 4-[[[(1S)-2-hydroxy-1-phenylethyl]amino]methyl]benzene-1,3-diol —— C15H17NO3
4-[[[(1S)-2-hydroxy-1-phenylethyl]amino]methyl]benzene-1,3-diol
—— (2R)-3-(4-hydroxy-3-methoxyphenyl)-N-phenyl-2-(1,2,3-triaza-4-azanidacyclopenta-2,5-dien-5-yl)propanamide —— C17H16N5O3-
(2R)-3-(4-hydroxy-3-methoxyphenyl)-N-phenyl-2-(1,2,3-triaza-4-azanidacyclopenta-2,5-dien-5-yl)propanamide
—— 4-[(1'S,4'R)-spiro[1,3-dioxane-5,5'-bicyclo[2.2.1]hept-2-ene]-2-yl]phenol —— C16H18O3
4-[(1'S,4'R)-spiro[1,3-dioxane-5,5'-bicyclo[2.2.1]hept-2-ene]-2-yl]phenol
—— 4-[(1R,3S)-3-hydroxy-2,2-dimethylcyclopentyl]phenol —— C13H18O2
4-[(1R,3S)-3-hydroxy-2,2-dimethylcyclopentyl]phenol
—— (5Z)-5-[(2-hydroxyphenyl)methylidene]-3-(piperidin-1-ium-1-ylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H19N2O2S2+
(5Z)-5-[(2-hydroxyphenyl)methylidene]-3-(piperidin-1-ium-1-ylmethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— 4-[(1S,3R)-3-hydroxy-2,2-dimethylcyclopentyl]phenol —— C13H18O2
4-[(1S,3R)-3-hydroxy-2,2-dimethylcyclopentyl]phenol
—— 4-[(1S,3S)-3-hydroxy-2,2-dimethylcyclopentyl]phenol —— C13H18O2
4-[(1S,3S)-3-hydroxy-2,2-dimethylcyclopentyl]phenol
—— 4-[(1R,3R)-3-hydroxy-2,2-dimethylcyclopentyl]phenol —— C13H18O2
4-[(1R,3R)-3-hydroxy-2,2-dimethylcyclopentyl]phenol
—— (4S)-4-[(S)-hydroxy-(4-hydroxyphenyl)methyl]-2-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-one —— C17H13F3N2O3
(4S)-4-[(S)-hydroxy-(4-hydroxyphenyl)methyl]-2-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-one
—— (4R)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-one —— C17H13F3N2O3
(4R)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-one
—— (4S)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-one —— C17H13F3N2O3
(4S)-4-[(R)-hydroxy-(4-hydroxyphenyl)methyl]-2-phenyl-5-(trifluoromethyl)-4H-pyrazol-3-one