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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
—— N-[1-[3-(cyclopropanecarbonylamino)phenyl]ethylideneamino]-3,4,5-trihydroxybenzamide —— C19H19N3O5
N-[1-[3-(cyclopropanecarbonylamino)phenyl]ethylideneamino]-3,4,5-trihydroxybenzamide
—— 2-Methanimidoyl-4-methoxyphenol —— C8H9NO2
2-Methanimidoyl-4-methoxyphenol
—— 3-[(1S)-1-[2-[methyl(propan-2-yl)amino]ethylamino]ethyl]phenol —— C14H24N2O
3-[(1S)-1-[2-[methyl(propan-2-yl)amino]ethylamino]ethyl]phenol
—— 4-[(1S)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]benzene-1,3-diol —— C13H22N2O2
4-[(1S)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]benzene-1,3-diol
—— 2-[(1R)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]-5-methoxyphenol —— C14H24N2O2
2-[(1R)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]-5-methoxyphenol
—— ethyl (3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-1-(2-morpholin-4-ylethyl)-2-oxo-3,4-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate —— C26H30N4O6
ethyl (3S,4S)-4-(3-hydroxy-4-methoxyphenyl)-1-(2-morpholin-4-ylethyl)-2-oxo-3,4-dihydropyrimido[1,2-a]benzimidazole-3-carboxylate
—— 2-[(1R)-1-[2-[methyl(propan-2-yl)amino]ethylamino]ethyl]benzene-1,4-diol —— C14H24N2O2
2-[(1R)-1-[2-[methyl(propan-2-yl)amino]ethylamino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]benzene-1,3-diol —— C13H22N2O2
4-[(1R)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]benzene-1,3-diol
—— 2-methoxy-6-[(E)-2-(1-methylpyridin-1-ium-2-yl)ethenyl]phenol —— C15H16NO2+
2-methoxy-6-[(E)-2-(1-methylpyridin-1-ium-2-yl)ethenyl]phenol
—— 2-[(1S)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]-5-methoxyphenol —— C14H24N2O2
2-[(1S)-1-[2-[ethyl(methyl)amino]ethylamino]ethyl]-5-methoxyphenol
—— 3-[(1R)-1-[2-[methyl(propan-2-yl)amino]ethylamino]ethyl]phenol —— C14H24N2O
3-[(1R)-1-[2-[methyl(propan-2-yl)amino]ethylamino]ethyl]phenol
—— 2-(2,2-Dimethyloxan-4-yl)ethyl-[(4-hydroxy-3-methoxyphenyl)methyl]azanium 5679-90-3 C17H28NO3+
2-(2,2-Dimethyloxan-4-yl)ethyl-[(4-hydroxy-3-methoxyphenyl)methyl]azanium
—— 5-bromo-2-hydroxy-N-methyl-3-nitrobenzamide —— C8H7BrN2O4
5-bromo-2-hydroxy-N-methyl-3-nitrobenzamide
—— 3-(2-Ethylphenyl)-2-(2-ethylphenyl)imino-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C26H24N2O2S
3-(2-Ethylphenyl)-2-(2-ethylphenyl)imino-5-[(3-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 2-(5-nitro-2-hydroxybenzylthio)-benzothiazole —— C14H10N2O3S2
2-(5-nitro-2-hydroxybenzylthio)-benzothiazole
—— 11-(2-Chlorophenyl)-14-[(4-hydroxy-3,5-dinitrophenyl)methylidene]-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one —— C27H17ClN4O6S
11-(2-Chlorophenyl)-14-[(4-hydroxy-3,5-dinitrophenyl)methylidene]-15-thia-12,17-diazatetracyclo[8.7.0.02,7.012,16]heptadeca-1(10),2,4,6,16-pentaen-13-one
—— 3-[3-(cyclopropylmethoxy)propyl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]urea —— C20H30N2O4
3-[3-(cyclopropylmethoxy)propyl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]urea
—— 1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]-3-(3-propan-2-yloxypropyl)urea —— C19H30N2O4
1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]-3-(3-propan-2-yloxypropyl)urea
—— 5-[(5-Chloro-2-hydroxy-3-methoxyphenyl)methylidene]-3-cyclohexyl-2-cyclohexylimino-1,3-thiazolidin-4-one —— C23H29ClN2O3S
5-[(5-Chloro-2-hydroxy-3-methoxyphenyl)methylidene]-3-cyclohexyl-2-cyclohexylimino-1,3-thiazolidin-4-one
—— 1-[(5-Chloro-2-hydroxy-3-nitrophenyl)methylideneamino]-3-(2-chloro-5-morpholin-4-ylsulfonylphenyl)thiourea —— C18H17Cl2N5O6S2
1-[(5-Chloro-2-hydroxy-3-nitrophenyl)methylideneamino]-3-(2-chloro-5-morpholin-4-ylsulfonylphenyl)thiourea
—— 3-(3,4-Dimethylphenyl)-2-(3,4-dimethylphenyl)imino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C28H28N2O4S
3-(3,4-Dimethylphenyl)-2-(3,4-dimethylphenyl)imino-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 3,4,5-trihydroxy-N-[[phenyl(pyridin-3-yl)methylidene]amino]benzamide —— C19H15N3O4
3,4,5-trihydroxy-N-[[phenyl(pyridin-3-yl)methylidene]amino]benzamide
—— N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-phenylmethoxypyridine-4-carboxamide —— C21H20N2O4
N-[(3-hydroxy-4-methoxyphenyl)methyl]-2-phenylmethoxypyridine-4-carboxamide
—— 3-(3-Chloro-4-fluorophenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H11ClFNO3S2
3-(3-Chloro-4-fluorophenyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— N-[(4-ethylcyclohexylidene)amino]-3,4,5-trihydroxybenzamide —— C15H20N2O4
N-[(4-ethylcyclohexylidene)amino]-3,4,5-trihydroxybenzamide
—— (2S)-2-(2-hydroxyethylamino)-2-(3-hydroxyphenyl)acetonitrile —— C10H12N2O2
(2S)-2-(2-hydroxyethylamino)-2-(3-hydroxyphenyl)acetonitrile
—— (2R)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2-hydroxyethylamino)acetonitrile —— C12H16N2O2
(2R)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2-hydroxyethylamino)acetonitrile
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(3-hydroxypropylamino)acetonitrile —— C12H16N2O3
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(3-hydroxypropylamino)acetonitrile
—— (2R)-2-(2-hydroxyethylamino)-2-(3-hydroxyphenyl)acetonitrile —— C10H12N2O2
(2R)-2-(2-hydroxyethylamino)-2-(3-hydroxyphenyl)acetonitrile
—— (2R)-2-(3,4-dihydroxyphenyl)-2-(2-hydroxyethylamino)acetonitrile —— C10H12N2O3
(2R)-2-(3,4-dihydroxyphenyl)-2-(2-hydroxyethylamino)acetonitrile
—— (2S)-2-(2-hydroxyethylamino)-2-(4-hydroxyphenyl)acetonitrile —— C10H12N2O2
(2S)-2-(2-hydroxyethylamino)-2-(4-hydroxyphenyl)acetonitrile
—— (2R)-2-(3-chloro-4-hydroxyphenyl)-2-(2-hydroxyethylamino)acetonitrile —— C10H11ClN2O2
(2R)-2-(3-chloro-4-hydroxyphenyl)-2-(2-hydroxyethylamino)acetonitrile
—— (2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2-hydroxyethylamino)acetonitrile —— C12H16N2O2
(2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(2-hydroxyethylamino)acetonitrile
—— N-[(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]benzamide —— C15H13BrN2O3
N-[(3-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]benzamide
—— 4-Bromo-2-[2-(5-bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C23H19Br2FN2O
4-Bromo-2-[2-(5-bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 4-Bromo-2-[2-(5-bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C23H20Br2FN2O+
4-Bromo-2-[2-(5-bromo-2-fluorophenyl)-6-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 2-[2,6-Bis(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-bromophenol —— C24H23BrN2O
2-[2,6-Bis(4-methylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-bromophenol
—— 3-[(2-hydroxy-5-nitrophenyl)methylidene]-1H-indol-2-one —— C15H10N2O4
3-[(2-hydroxy-5-nitrophenyl)methylidene]-1H-indol-2-one
—— 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-N-[2-(trifluoromethyl)phenyl]-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C20H18F3N3O3S
4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-sulfanylidene-N-[2-(trifluoromethyl)phenyl]-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (2R)-N-[(2R)-2-[4-(2-methoxyethyl)phenoxy]propyl]butan-2-amine —— C16H27NO2
(2R)-N-[(2R)-2-[4-(2-methoxyethyl)phenoxy]propyl]butan-2-amine
—— (2R)-N-[2-[4-(2-methoxyethyl)phenoxy]ethyl]butan-2-amine —— C15H25NO2
(2R)-N-[2-[4-(2-methoxyethyl)phenoxy]ethyl]butan-2-amine
—— (2S)-N-[(2R)-2-[4-(2-methoxyethyl)phenoxy]propyl]butan-2-amine —— C16H27NO2
(2S)-N-[(2R)-2-[4-(2-methoxyethyl)phenoxy]propyl]butan-2-amine
—— (2R)-N-[(2S)-2-[4-(2-methoxyethyl)phenoxy]propyl]butan-2-amine —— C16H27NO2
(2R)-N-[(2S)-2-[4-(2-methoxyethyl)phenoxy]propyl]butan-2-amine
—— ethyl 2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-(2-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C25H24N2O6S
ethyl 2-[(4-hydroxy-3-methoxyphenyl)methylidene]-5-(2-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 5-[(2-hydroxy-3-methoxybenzyl)amino]-1H-pyrazole-4-carbonitrile —— C12H12N4O2
5-[(2-hydroxy-3-methoxybenzyl)amino]-1H-pyrazole-4-carbonitrile
—— 2-(1-Octylsulfanylpentyl)phenol —— C19H32OS
2-(1-Octylsulfanylpentyl)phenol
—— 4-Bromo-2-[6-(4-chlorophenyl)-2-(2-methylpropyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C20H23BrClN2O+
4-Bromo-2-[6-(4-chlorophenyl)-2-(2-methylpropyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol
—— 4-Bromo-2-[6-(4-chlorophenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C22H17BrClFN2O
4-Bromo-2-[6-(4-chlorophenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 4-Bromo-2-[6-(4-chlorophenyl)-2-(2-methylpropyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol —— C20H22BrClN2O
4-Bromo-2-[6-(4-chlorophenyl)-2-(2-methylpropyl)-1,2,3,4-tetrahydropyrimidin-4-yl]phenol
—— 4-Bromo-2-[6-(4-chlorophenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol —— C22H18BrClFN2O+
4-Bromo-2-[6-(4-chlorophenyl)-2-(3-fluorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]phenol