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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
—— 3-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
3-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 3-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol —— C13H22N2O2
3-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,2-diol
—— 4-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,3-diol —— C13H22N2O2
4-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]benzene-1,3-diol
—— 2-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol —— C14H24N2O
2-[(1R)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,4-diol —— C14H24N2O2
2-[(1R)-1-[[(2R)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,4-diol —— C14H24N2O2
2-[(1S)-1-[[(2S)-4-(dimethylamino)butan-2-yl]amino]ethyl]benzene-1,4-diol
—— 5-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]-2-methoxyphenol —— C14H24N2O2
5-[[[(2S)-4-(dimethylamino)butan-2-yl]amino]methyl]-2-methoxyphenol
—— 4-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-2-methoxyphenol —— C14H24N2O2
4-[[[(2R)-4-(dimethylamino)butan-2-yl]amino]methyl]-2-methoxyphenol
—— 4-[[[(1S)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,3-diol —— C14H17NO2S
4-[[[(1S)-1-thiophen-2-ylpropyl]amino]methyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(1S)-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C15H19NOS
2-[(1S)-1-[[(1S)-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(1S)-1-thiophen-2-ylpropyl]amino]ethyl]phenol —— C15H19NOS
4-[(1R)-1-[[(1S)-1-thiophen-2-ylpropyl]amino]ethyl]phenol
—— 2-(4-hydroxyphenoxy)-N-[(2R)-1-methoxypropan-2-yl]acetamide —— C12H17NO4
2-(4-hydroxyphenoxy)-N-[(2R)-1-methoxypropan-2-yl]acetamide
—— 4-[(1S)-1-[[(2R)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol —— C15H26N2O
4-[(1S)-1-[[(2R)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol —— C15H26N2O
4-[(1S)-1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol
—— 3-[(1S)-1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol —— C15H26N2O
3-[(1S)-1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol —— C15H26N2O
4-[(1R)-1-[[(2S)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2R)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol —— C15H26N2O
4-[(1R)-1-[[(2R)-1-(dimethylamino)-3-methylbutan-2-yl]amino]ethyl]phenol
—— 3-[[[(1S)-1-(5-methylthiophen-2-yl)ethyl]amino]methyl]benzene-1,2-diol —— C14H17NO2S
3-[[[(1S)-1-(5-methylthiophen-2-yl)ethyl]amino]methyl]benzene-1,2-diol
—— 2-[(1S)-1-[[(2R)-1-thiophen-3-ylpropan-2-yl]amino]ethyl]phenol —— C15H19NOS
2-[(1S)-1-[[(2R)-1-thiophen-3-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[[[(2R)-1-thiophen-3-ylpropan-2-yl]amino]methyl]benzene-1,3-diol —— C14H17NO2S
4-[[[(2R)-1-thiophen-3-ylpropan-2-yl]amino]methyl]benzene-1,3-diol
—— 3-cyclopropyl-1-ethyl-1-[(1R)-1-(3-hydroxyphenyl)ethyl]urea —— C14H20N2O2
3-cyclopropyl-1-ethyl-1-[(1R)-1-(3-hydroxyphenyl)ethyl]urea
—— 4-[[[(2S)-1-thiophen-3-ylpropan-2-yl]amino]methyl]benzene-1,3-diol —— C14H17NO2S
4-[[[(2S)-1-thiophen-3-ylpropan-2-yl]amino]methyl]benzene-1,3-diol
—— 4-[(1R)-1-[[(2R)-1-thiophen-3-ylpropan-2-yl]amino]ethyl]phenol —— C15H19NOS
4-[(1R)-1-[[(2R)-1-thiophen-3-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2S)-1-thiophen-3-ylpropan-2-yl]amino]ethyl]phenol —— C15H19NOS
4-[(1R)-1-[[(2S)-1-thiophen-3-ylpropan-2-yl]amino]ethyl]phenol
—— 3-cyclopropyl-1-ethyl-1-[(1S)-1-(3-hydroxyphenyl)ethyl]urea —— C14H20N2O2
3-cyclopropyl-1-ethyl-1-[(1S)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-ethyl-1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-(1,3-thiazol-2-yl)urea —— C14H17N3O2S
1-ethyl-1-[(1S)-1-(3-hydroxyphenyl)ethyl]-3-(1,3-thiazol-2-yl)urea
—— (2S)-N-[2-(4-hydroxyphenyl)ethyl]-1,4-dioxane-2-carboxamide —— C13H17NO4
(2S)-N-[2-(4-hydroxyphenyl)ethyl]-1,4-dioxane-2-carboxamide
—— (2R)-N-[(3-hydroxyphenyl)methyl]-1,4-dioxane-2-carboxamide —— C12H15NO4
(2R)-N-[(3-hydroxyphenyl)methyl]-1,4-dioxane-2-carboxamide
—— 1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]-3-(1H-pyrazol-5-ylmethyl)urea —— C17H22N4O3
1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]-3-(1H-pyrazol-5-ylmethyl)urea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-(6-methylsulfonylpyridin-3-yl)urea —— C15H17N3O5S
1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-(6-methylsulfonylpyridin-3-yl)urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(6-methylsulfonylpyridin-3-yl)urea —— C17H21N3O4S
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(6-methylsulfonylpyridin-3-yl)urea
—— N-[(3S)-1,1-dioxothiolan-3-yl]-4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxamide —— C16H20N2O4S
N-[(3S)-1,1-dioxothiolan-3-yl]-4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridine-1-carboxamide
—— 4-methyl-2-[(1S)-1-(2-pyridin-4-ylethylamino)ethyl]phenol —— C16H20N2O
4-methyl-2-[(1S)-1-(2-pyridin-4-ylethylamino)ethyl]phenol
—— 4-[(1S)-1-(2-pyridin-4-ylethylamino)ethyl]phenol —— C15H18N2O
4-[(1S)-1-(2-pyridin-4-ylethylamino)ethyl]phenol
—— (2S)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide —— C17H20N2O3S
(2S)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide
—— (2R)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide —— C17H20N2O3S
(2R)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-thiophen-2-ylpyrrolidine-1-carboxamide
—— (3R)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-oxo-3,4-dihydroisochromene-3-carboxamide —— C18H17NO5
(3R)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-oxo-3,4-dihydroisochromene-3-carboxamide
—— (5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-1-methyl-6,7-dihydroindazol-4-one —— C16H15BrN2O3
(5E)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-1-methyl-6,7-dihydroindazol-4-one
—— 5-(1,3-benzothiazol-2-yl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide —— C20H16N2O4S
5-(1,3-benzothiazol-2-yl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]furan-2-carboxamide
—— 2-(3,4-dimethoxyphenyl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-1,3-thiazole-4-carboxamide —— C20H20N2O5S
2-(3,4-dimethoxyphenyl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-1,3-thiazole-4-carboxamide
—— 2-(4-methoxyphenyl)ethyl 3-(6-nitroindazol-1-yl)propanoate —— C19H19N3O5
2-(4-methoxyphenyl)ethyl 3-(6-nitroindazol-1-yl)propanoate
—— 2-(2,3-dimethoxyphenyl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-1,3-thiazole-4-carboxamide —— C20H20N2O5S
2-(2,3-dimethoxyphenyl)-N-[(3-hydroxy-4-methoxyphenyl)methyl]-1,3-thiazole-4-carboxamide
—— 3-[(4S)-1-benzyl-4,5,6,7-tetrahydroindazol-4-yl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C23H26N4O2
3-[(4S)-1-benzyl-4,5,6,7-tetrahydroindazol-4-yl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 1-[2-(3,4-dimethoxyphenyl)ethyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]urea —— C19H24N2O5
1-[2-(3,4-dimethoxyphenyl)ethyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]urea
—— 1-cyclopropyl-1-[(3-hydroxyphenyl)methyl]-3-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]urea —— C21H23N5O2
1-cyclopropyl-1-[(3-hydroxyphenyl)methyl]-3-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]urea
—— (7S)-7-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-6,7-dihydro-4H-thieno[3,2-b]pyridin-5-one —— C22H21NO5S
(7S)-7-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-6,7-dihydro-4H-thieno[3,2-b]pyridin-5-one
—— (7R)-3-(2-fluorophenyl)-7-(3-hydroxy-4-methoxyphenyl)-6,7-dihydro-4H-thieno[3,2-b]pyridin-5-one —— C20H16FNO3S
(7R)-3-(2-fluorophenyl)-7-(3-hydroxy-4-methoxyphenyl)-6,7-dihydro-4H-thieno[3,2-b]pyridin-5-one
—— (7R)-7-(3-hydroxy-4-methoxyphenyl)-3-phenyl-6,7-dihydro-4H-thieno[3,2-b]pyridin-5-one —— C20H17NO3S
(7R)-7-(3-hydroxy-4-methoxyphenyl)-3-phenyl-6,7-dihydro-4H-thieno[3,2-b]pyridin-5-one
—— (4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione —— C19H16Br2O3
(4aS,8R,8aR)-3,8a-dibromo-7-ethenyl-8-(2-hydroxy-3-methylphenyl)-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4aS,8R,8aR)-3,8a-dibromo-8-(5-bromo-2-hydroxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C18H13Br3O3
(4aS,8R,8aR)-3,8a-dibromo-8-(5-bromo-2-hydroxyphenyl)-7-ethenyl-5,8-dihydro-4aH-naphthalene-1,4-dione