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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-[[[(2S)-2-hydroxypropyl]amino]methyl]-2,6-dimethoxyphenol —— C12H19NO4
4-[[[(2S)-2-hydroxypropyl]amino]methyl]-2,6-dimethoxyphenol
—— 4-[[[(2R)-2-hydroxypropyl]amino]methyl]-2,6-dimethoxyphenol —— C12H19NO4
4-[[[(2R)-2-hydroxypropyl]amino]methyl]-2,6-dimethoxyphenol
—— 2-bromo-4-[[[(2R)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol —— C11H16BrNO3
2-bromo-4-[[[(2R)-2-hydroxypropyl]amino]methyl]-6-methoxyphenol
—— 4-[[[(2R)-2-hydroxypropyl]amino]methyl]benzene-1,2-diol —— C10H15NO3
4-[[[(2R)-2-hydroxypropyl]amino]methyl]benzene-1,2-diol
—— 5-[[[(2S)-2-hydroxy-2-phenylethyl]amino]methyl]-2-methoxyphenol —— C16H19NO3
5-[[[(2S)-2-hydroxy-2-phenylethyl]amino]methyl]-2-methoxyphenol
—— (5E)-3-(furan-2-ylmethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H13NO4S2
(5E)-3-(furan-2-ylmethyl)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (4Z)-1-cyclohexyl-4-[(4-hydroxyphenyl)methylidene]pyrrolidine-2,3-dione —— C17H19NO3
(4Z)-1-cyclohexyl-4-[(4-hydroxyphenyl)methylidene]pyrrolidine-2,3-dione
—— (2R)-2-[(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C17H19NO5S2
(2R)-2-[(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
—— (5E)-3-(furan-2-ylmethyl)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C17H15NO5S2
(5E)-3-(furan-2-ylmethyl)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (2R)-2-[(5E)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid —— C18H21NO6S2
(2R)-2-[(5E)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]hexanoic acid
—— 5-[[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]methyl]-2-methoxyphenol —— C16H17F2NO2
5-[[[(1S)-1-(2,4-difluorophenyl)ethyl]amino]methyl]-2-methoxyphenol
—— 2-methoxy-5-[[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]methyl]phenol —— C15H19NO3
2-methoxy-5-[[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]methyl]phenol
—— 2-[(5E)-5-[(3,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid —— C12H11NO6S3
2-[(5E)-5-[(3,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]ethanesulfonic acid
—— (6E)-6-[(3-chloro-2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one —— C13H9ClN2O4
(6E)-6-[(3-chloro-2-hydroxy-5-nitroanilino)methylidene]cyclohexa-2,4-dien-1-one
—— 2-methoxy-5-[[[(2S)-octan-2-yl]amino]methyl]phenol —— C16H27NO2
2-methoxy-5-[[[(2S)-octan-2-yl]amino]methyl]phenol
—— (2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(propan-2-ylamino)acetonitrile —— C13H18N2O
(2S)-2-(4-hydroxy-3,5-dimethylphenyl)-2-(propan-2-ylamino)acetonitrile
—— (2R)-2-(4-hydroxyphenoxy)-N-(2-methylpropyl)propanamide —— C13H19NO3
(2R)-2-(4-hydroxyphenoxy)-N-(2-methylpropyl)propanamide
—— (2S)-2-(4-hydroxyphenoxy)-N-(2-methylpropyl)propanamide —— C13H19NO3
(2S)-2-(4-hydroxyphenoxy)-N-(2-methylpropyl)propanamide
—— 2-hydroxy-N-[(Z)-(1-methyl-2-oxoindol-3-ylidene)amino]-5-nitrobenzamide —— C16H12N4O5
2-hydroxy-N-[(Z)-(1-methyl-2-oxoindol-3-ylidene)amino]-5-nitrobenzamide
—— 4-[(5E)-5-[(2-chlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide —— C20H16ClN3O5S2
4-[(5E)-5-[(2-chlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)butanamide
—— 2-[(5E)-5-[(2,6-dichlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide —— C18H11Cl2N3O5S2
2-[(5E)-5-[(2,6-dichlorophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide
—— ethyl (4R,5R,6S)-4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate —— C14H14F3N3O6S
ethyl (4R,5R,6S)-4-hydroxy-6-(2-hydroxy-5-nitrophenyl)-2-sulfanylidene-4-(trifluoromethyl)-1,3-diazinane-5-carboxylate
—— 2-[(5E)-5-[(4-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide —— C18H12ClN3O6S
2-[(5E)-5-[(4-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-3-(2-phenylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one 302823-92-3 C18H15NO2S2
(5E)-5-[(4-hydroxyphenyl)methylidene]-3-(2-phenylethyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— [Amino-(2-hydroxyphenyl)methylidene]azanium —— C7H9N2O+
[Amino-(2-hydroxyphenyl)methylidene]azanium
—— (5Z)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione —— C16H10BrNO3S
(5Z)-5-[(5-bromo-2-hydroxyphenyl)methylidene]-3-phenyl-1,3-thiazolidine-2,4-dione
—— [1-amino-3-(4-hydroxyphenyl)propylidene]azanium —— C9H13N2O+
[1-amino-3-(4-hydroxyphenyl)propylidene]azanium
—— [1-amino-2-(4-hydroxy-3,5-dimethoxyphenyl)ethylidene]azanium —— C10H15N2O3+
[1-amino-2-(4-hydroxy-3,5-dimethoxyphenyl)ethylidene]azanium
—— [Amino-(4-hydroxy-3-methoxyphenyl)methylidene]-hydroxyazanium —— C8H11N2O3+
[Amino-(4-hydroxy-3-methoxyphenyl)methylidene]-hydroxyazanium
—— [1-Amino-2-(4-hydroxy-3-methoxyphenyl)ethylidene]azanium —— C9H13N2O2+
[1-Amino-2-(4-hydroxy-3-methoxyphenyl)ethylidene]azanium
—— [amino-(3,5-dibromo-4-hydroxyphenyl)methylidene]azanium —— C7H7Br2N2O+
[amino-(3,5-dibromo-4-hydroxyphenyl)methylidene]azanium
—— [Amino-(2-fluoro-4-hydroxyphenyl)methylidene]-hydroxyazanium —— C7H8FN2O2+
[Amino-(2-fluoro-4-hydroxyphenyl)methylidene]-hydroxyazanium
—— 2-[(2Z,5R)-2-[(Z)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid —— C18H15N3O4S
2-[(2Z,5R)-2-[(Z)-benzylidenehydrazinylidene]-3-(4-hydroxyphenyl)-4-oxo-1,3-thiazolidin-5-yl]acetic acid
—— (5Z)-5-[(3-bromo-5-chloro-4-hydroxyphenyl)methylidene]-2-(4-ethylphenyl)imino-1,3-thiazolidin-4-one —— C18H14BrClN2O2S
(5Z)-5-[(3-bromo-5-chloro-4-hydroxyphenyl)methylidene]-2-(4-ethylphenyl)imino-1,3-thiazolidin-4-one
—— (1S,5S,6R,7R)-3-[2-(3,4-dihydroxyphenyl)ethyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid —— C17H17NO6
(1S,5S,6R,7R)-3-[2-(3,4-dihydroxyphenyl)ethyl]-4-oxo-10-oxa-3-azatricyclo[5.2.1.01,5]dec-8-ene-6-carboxylic acid
—— [(R)-(benzylamino)-(2-hydroxyphenyl)methyl]-hydroxy-oxophosphanium —— C14H15NO3P+
[(R)-(benzylamino)-(2-hydroxyphenyl)methyl]-hydroxy-oxophosphanium
—— [(S)-(benzylamino)-(2-hydroxyphenyl)methyl]-hydroxy-oxophosphanium —— C14H15NO3P+
[(S)-(benzylamino)-(2-hydroxyphenyl)methyl]-hydroxy-oxophosphanium
—— [amino-[(4-hydroxy-3-nitrophenyl)methylsulfanyl]methylidene]azanium —— C8H10N3O3S+
[amino-[(4-hydroxy-3-nitrophenyl)methylsulfanyl]methylidene]azanium
—— [Amino-(4-hydroxyanilino)methylidene]-(4,6-dimethylpyrimidin-2-yl)azanium —— C13H16N5O+
[Amino-(4-hydroxyanilino)methylidene]-(4,6-dimethylpyrimidin-2-yl)azanium
—— (5E)-2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one —— C16H18N2O3S
(5E)-2-[(2R,6R)-2,6-dimethylmorpholin-4-yl]-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazol-4-one
—— 1-(4-(4-Hydroxyphenyl)butan-2-ylidene)thiosemicarbazide —— C11H15N3OS
1-(4-(4-Hydroxyphenyl)butan-2-ylidene)thiosemicarbazide
—— N-[(5Z)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]-4-nitrobenzenesulfonamide —— C16H10N4O8S2
N-[(5Z)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]-4-nitrobenzenesulfonamide
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-2-[(3S)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one —— C16H18N2O2S
(5E)-5-[(4-hydroxyphenyl)methylidene]-2-[(3S)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-2-[(3R)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one —— C16H18N2O2S
(5E)-5-[(4-hydroxyphenyl)methylidene]-2-[(3R)-3-methylpiperidin-1-yl]-1,3-thiazol-4-one
—— 4-[(1R,2R)-2-amino-1-hydroxybutyl]benzene-1,2-diol —— C10H15NO3
4-[(1R,2R)-2-amino-1-hydroxybutyl]benzene-1,2-diol
—— (2-fluorophenyl)-[4-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]methanone —— C24H30FN3O4
(2-fluorophenyl)-[4-[[(2R)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]methanone
—— [4-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]-(2-methoxyphenyl)methanone —— C25H33N3O5
[4-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]-(2-methoxyphenyl)methanone
—— (2-fluorophenyl)-[4-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]methanone —— C24H30FN3O4
(2-fluorophenyl)-[4-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]methanone
—— [4-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]-(3,4,5-trimethoxyphenyl)methanone —— C27H37N3O7
[4-[[(2S)-4-[(4-hydroxy-3-methoxyphenyl)methyl]morpholin-2-yl]methyl]piperazin-1-yl]-(3,4,5-trimethoxyphenyl)methanone
—— (5E)-3-(3,4-dichlorophenyl)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H13Cl2NO4S2
(5E)-3-(3,4-dichlorophenyl)-5-[(4-hydroxy-3,5-dimethoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one