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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
—— (2R,3R)-2-(4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid —— C11H10O5
(2R,3R)-2-(4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid
—— (2S,3S)-2-(3-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid —— C11H10O5
(2S,3S)-2-(3-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid
—— (2S,3S)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid —— C11H9ClO5
(2S,3S)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid
—— (2S,3R)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid —— C11H9ClO5
(2S,3R)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid
—— (2R,3R)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid —— C11H9ClO5
(2R,3R)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid
—— (2R,3S)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid —— C11H9ClO5
(2R,3S)-2-(3-chloro-4-hydroxyphenyl)-5-oxooxolane-3-carboxylic acid
—— methyl 3,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-4,5,6,7-tetrahydro-1H-indazole-5-carboxylate —— C17H20N2O6
methyl 3,6-dihydroxy-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-4,5,6,7-tetrahydro-1H-indazole-5-carboxylate
—— 4,5-Dimethyl-2-(thiazol-4-yl)phenol —— C11H11NOS
4,5-Dimethyl-2-(thiazol-4-yl)phenol
—— 4-Bromo-2-(2-methylthiazol-4-yl)phenol —— C10H8BrNOS
4-Bromo-2-(2-methylthiazol-4-yl)phenol
—— 4-Fluoro-2-(thiazol-4-yl)phenol —— C9H6FNOS
4-Fluoro-2-(thiazol-4-yl)phenol
—— 4-Fluoro-2-(2-methylthiazol-4-yl)phenol —— C10H8FNOS
4-Fluoro-2-(2-methylthiazol-4-yl)phenol
—— 4,5-Dimethyl-2-(2-methylthiazol-4-yl)phenol —— C12H13NOS
4,5-Dimethyl-2-(2-methylthiazol-4-yl)phenol
—— 4-Bromo-2-(thiazol-4-yl)phenol —— C9H6BrNOS
4-Bromo-2-(thiazol-4-yl)phenol
—— 4-Chloro-2-(2-methylthiazol-4-yl)phenol —— C10H8ClNOS
4-Chloro-2-(2-methylthiazol-4-yl)phenol
—— (5R,6R)-5-Benzyl-1-(3-furan-3-yl-propionyl)-6-hydroxy-2,4-bis-(4-hydroxy-3-methoxy-benzyl)-[1,2,4]triazepan-3-one —— C34H37N3O8
(5R,6R)-5-Benzyl-1-(3-furan-3-yl-propionyl)-6-hydroxy-2,4-bis-(4-hydroxy-3-methoxy-benzyl)-[1,2,4]triazepan-3-one
—— (5E,8E,11E,14E)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide —— C28H41NO3
(5E,8E,11E,14E)-N-[2-(3,4-dihydroxyphenyl)ethyl]icosa-5,8,11,14-tetraenamide
—— 5-(2,4-dihydroxy-benzylidene)-3-phenyl-2-thioxo-thiazolidin-4-one —— C16H11NO3S2
5-(2,4-dihydroxy-benzylidene)-3-phenyl-2-thioxo-thiazolidin-4-one
—— 2-(4-bromophenyl)-N-(2-hydroxy-5-nitro-phenyl)acetamide —— C14H11BrN2O4
2-(4-bromophenyl)-N-(2-hydroxy-5-nitro-phenyl)acetamide
—— 3,5-Bis(3-hydroxy-4-nitrobenzylidene)-1-methylpiperidin-4-one —— C20H17N3O7
3,5-Bis(3-hydroxy-4-nitrobenzylidene)-1-methylpiperidin-4-one
—— 1-Ethyl-3,5-bis(4-hydroxy-3-nitrobenzylidene)piperidin-4-one —— C21H19N3O7
1-Ethyl-3,5-bis(4-hydroxy-3-nitrobenzylidene)piperidin-4-one
—— (2E,5Z)-2-(1,3-benzothiazol-2-ylimino)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C21H17N3O3S2
(2E,5Z)-2-(1,3-benzothiazol-2-ylimino)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— 3-[(1S,3S)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1S,3S)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea
—— 3-[(1R,3R)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1R,3R)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea
—— 3-[(1R,3S)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1R,3S)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea
—— 3-[(1S,3R)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea —— C16H24N2O2S
3-[(1S,3R)-3-ethylsulfanylcyclopentyl]-1-[(4-hydroxyphenyl)methyl]-1-methylurea
—— 2-[(4Z,7Z,10E)-pentadeca-4,7,10-trien-2-yl]benzene-1,3-diol —— C21H30O2
2-[(4Z,7Z,10E)-pentadeca-4,7,10-trien-2-yl]benzene-1,3-diol
—— N-[2-[(2R)-2-ethylpiperidin-1-yl]ethyl]-2-(4-hydroxyphenoxy)acetamide —— C17H26N2O3
N-[2-[(2R)-2-ethylpiperidin-1-yl]ethyl]-2-(4-hydroxyphenoxy)acetamide
—— N-[2-[(2S)-2-ethylpiperidin-1-yl]ethyl]-2-(4-hydroxyphenoxy)acetamide —— C17H26N2O3
N-[2-[(2S)-2-ethylpiperidin-1-yl]ethyl]-2-(4-hydroxyphenoxy)acetamide
—— 3,4,5-trihydroxy-N'-[(E)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]benzohydrazide —— C14H12N2O5
3,4,5-trihydroxy-N'-[(E)-(6-oxocyclohexa-2,4-dien-1-ylidene)methyl]benzohydrazide
—— 2-bromo-N-[(1R)-1-(3-hydroxyphenyl)ethyl]acetamide —— C10H12BrNO2
2-bromo-N-[(1R)-1-(3-hydroxyphenyl)ethyl]acetamide
—— 2-bromo-N-[(1S)-1-(3-hydroxyphenyl)ethyl]acetamide —— C10H12BrNO2
2-bromo-N-[(1S)-1-(3-hydroxyphenyl)ethyl]acetamide
—— 2-(3-Methylsulfanyl-6,7-dihydro-[1,2,4]triazino[5,6-d][3,1]benzoxazepin-6-yl)-4,6-dinitrophenol —— C17H12N6O6S
2-(3-Methylsulfanyl-6,7-dihydro-[1,2,4]triazino[5,6-d][3,1]benzoxazepin-6-yl)-4,6-dinitrophenol
—— 1-[3-(4-hydroxyphenyl)propyl]-3-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]urea —— C16H22N4O2
1-[3-(4-hydroxyphenyl)propyl]-3-[(1S)-1-(1-methylpyrazol-4-yl)ethyl]urea
—— 1-[3-(4-hydroxyphenyl)propyl]-3-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]urea —— C16H22N4O2
1-[3-(4-hydroxyphenyl)propyl]-3-[(1R)-1-(1-methylpyrazol-4-yl)ethyl]urea
—— [11C]Norepinephrine hydrochloride —— C8H11NO3
[11C]Norepinephrine hydrochloride
—— (5Z)-3-cyclohexyl-5-(4-hydroxy-3,5-dimethoxybenzylidene)-1-methyl-2-thioxoimidazolidin-4-one —— C19H24N2O4S
(5Z)-3-cyclohexyl-5-(4-hydroxy-3,5-dimethoxybenzylidene)-1-methyl-2-thioxoimidazolidin-4-one
—— 3-[(1S)-1-[[3-(5-bromothiophen-2-yl)-1,2,4-oxadiazol-5-yl]methyl-methylamino]ethyl]phenol —— C16H16BrN3O2S
3-[(1S)-1-[[3-(5-bromothiophen-2-yl)-1,2,4-oxadiazol-5-yl]methyl-methylamino]ethyl]phenol
—— 3-[(1R)-1-[[3-(5-bromothiophen-2-yl)-1,2,4-oxadiazol-5-yl]methyl-methylamino]ethyl]phenol —— C16H16BrN3O2S
3-[(1R)-1-[[3-(5-bromothiophen-2-yl)-1,2,4-oxadiazol-5-yl]methyl-methylamino]ethyl]phenol
—— (3R,7aS)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide —— C17H22N2O4S
(3R,7aS)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide
—— (3R,7aS)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide —— C17H22N2O4S
(3R,7aS)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide
—— (3S,7aS)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide —— C17H22N2O4S
(3S,7aS)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide
—— N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-3-phenylthiophene-2-carboxamide —— C20H19NO3S
N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-3-phenylthiophene-2-carboxamide
—— 3-(4-fluorophenyl)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide —— C18H20FNO3
3-(4-fluorophenyl)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide
—— 3-(4-fluorophenyl)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide —— C18H20FNO3
3-(4-fluorophenyl)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]propanamide
—— N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-3-phenylthiophene-2-carboxamide —— C20H19NO3S
N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-3-phenylthiophene-2-carboxamide
—— (3S,7aS)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide —— C17H22N2O4S
(3S,7aS)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]-7a-methyl-5-oxo-2,3,6,7-tetrahydropyrrolo[2,1-b][1,3]thiazole-3-carboxamide
—— (2R)-N-cyclopropyl-3-(2-fluorophenyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylpropanamide —— C21H24FNO3
(2R)-N-cyclopropyl-3-(2-fluorophenyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylpropanamide
—— (2S)-N-cyclopropyl-3-(2-fluorophenyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylpropanamide —— C21H24FNO3
(2S)-N-cyclopropyl-3-(2-fluorophenyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-methylpropanamide
—— (5E)-3-benzyl-5-[(3,5-dibromo-4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H11Br2NO2S2
(5E)-3-benzyl-5-[(3,5-dibromo-4-hydroxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-phenylbutanamide —— C18H21NO3
(3S)-N-[2-(3,4-dihydroxyphenyl)ethyl]-3-phenylbutanamide