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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-[(1S)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]benzene-1,3-diol —— C14H22N2O2
4-[(1S)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]benzene-1,3-diol
—— 4-methoxy-2-[(1R)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]phenol —— C15H24N2O2
4-methoxy-2-[(1R)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]phenol —— C15H24N2O2
4-methoxy-2-[(1S)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]phenol
—— 4-[(1R)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]benzene-1,3-diol —— C14H22N2O2
4-[(1R)-1-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]ethyl]benzene-1,3-diol
—— 2-(4-Methoxyphenyl)ethyl 1-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)piperidine-4-carboxylate —— C23H27N3O3S
2-(4-Methoxyphenyl)ethyl 1-(5,6-dimethylthieno[2,3-d]pyrimidin-4-yl)piperidine-4-carboxylate
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-2-[[5-(2-methylpropyl)-1,3,4-thiadiazol-2-yl]imino]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C19H20N4O2S2
(5E)-5-[(4-hydroxyphenyl)methylidene]-2-[[5-(2-methylpropyl)-1,3,4-thiadiazol-2-yl]imino]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5E)-5-[(3,4-dihydroxyphenyl)methylidene]-2-[(5-ethyl-1,3,4-thiadiazol-2-yl)imino]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C17H16N4O3S2
(5E)-5-[(3,4-dihydroxyphenyl)methylidene]-2-[(5-ethyl-1,3,4-thiadiazol-2-yl)imino]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxyphenyl)methylidene]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)imino]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C16H14N4O2S2
(5E)-5-[(4-hydroxyphenyl)methylidene]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)imino]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5E)-2-[(5-butyl-1,3,4-thiadiazol-2-yl)imino]-5-[(3-hydroxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C19H20N4O2S2
(5E)-2-[(5-butyl-1,3,4-thiadiazol-2-yl)imino]-5-[(3-hydroxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5Z)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-3-(4-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H10N2O5S2
(5Z)-5-[(2-hydroxy-5-nitrophenyl)methylidene]-3-(4-hydroxyphenyl)-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-5-[(3,4-dihydroxyphenyl)methylidene]-2-[[5-(2-methylpropyl)-1,3,4-thiadiazol-2-yl]imino]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C19H20N4O3S2
(5E)-5-[(3,4-dihydroxyphenyl)methylidene]-2-[[5-(2-methylpropyl)-1,3,4-thiadiazol-2-yl]imino]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5E)-2-[(5-butyl-1,3,4-thiadiazol-2-yl)imino]-5-[(4-hydroxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C19H20N4O2S2
(5E)-2-[(5-butyl-1,3,4-thiadiazol-2-yl)imino]-5-[(4-hydroxyphenyl)methylidene]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5Z)-2-(2-ethoxyphenyl)imino-5-[(2-hydroxy-5-nitrophenyl)methylidene]-1,3-thiazolidin-4-one —— C18H15N3O5S
(5Z)-2-(2-ethoxyphenyl)imino-5-[(2-hydroxy-5-nitrophenyl)methylidene]-1,3-thiazolidin-4-one
—— (5Z)-2-(4-ethoxyphenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H18N2O4S
(5Z)-2-(4-ethoxyphenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— (5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)imino]-3-prop-2-enyl-1,3-thiazolidin-4-one —— C17H16N4O3S2
(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-[(5-methyl-1,3,4-thiadiazol-2-yl)imino]-3-prop-2-enyl-1,3-thiazolidin-4-one
—— (5Z)-2-(2-ethoxyphenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C19H18N2O4S
(5Z)-2-(2-ethoxyphenyl)imino-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 5-benzylidene-3-(2-hydroxy-phenyl)-2-thioxo-thiazolidin-4-one —— C16H11NO2S2
5-benzylidene-3-(2-hydroxy-phenyl)-2-thioxo-thiazolidin-4-one
—— 3-[(5Z)-5-[(2,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate —— C13H10NO5S2-
3-[(5Z)-5-[(2,4-dihydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoate
—— 2-[(5Z)-5-[(2-hydroxy-6-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate —— C12H7N2O6S2-
2-[(5Z)-5-[(2-hydroxy-6-nitrophenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetate
—— 2-(4-Methoxyphenyl)ethyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate —— C20H20O5
2-(4-Methoxyphenyl)ethyl 3-(methoxymethyl)-1-benzofuran-2-carboxylate
—— (3R)-3-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one —— C11H12O4
(3R)-3-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one
—— (3S)-3-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one —— C11H12O4
(3S)-3-[(3,4-dihydroxyphenyl)methyl]oxolan-2-one
—— 4-chloro-3-(2-hydroxy-4-methylanilino)-2H-furan-5-one —— C11H10ClNO3
4-chloro-3-(2-hydroxy-4-methylanilino)-2H-furan-5-one
—— 3-[(1R)-1-[[(2R)-1-methoxybutan-2-yl]amino]ethyl]phenol —— C13H21NO2
3-[(1R)-1-[[(2R)-1-methoxybutan-2-yl]amino]ethyl]phenol
—— 3-[(1R)-1-[[(2S)-1-methoxybutan-2-yl]amino]ethyl]phenol —— C13H21NO2
3-[(1R)-1-[[(2S)-1-methoxybutan-2-yl]amino]ethyl]phenol
—— 4-[(1S)-1-[(3R,5R)-3,5-dimethylpiperazin-1-yl]ethyl]-2-methoxyphenol —— C15H24N2O2
4-[(1S)-1-[(3R,5R)-3,5-dimethylpiperazin-1-yl]ethyl]-2-methoxyphenol
—— 4-[(1S)-1-[(3S,5R)-3,5-dimethylpiperazin-1-yl]ethyl]-2-methoxyphenol —— C15H24N2O2
4-[(1S)-1-[(3S,5R)-3,5-dimethylpiperazin-1-yl]ethyl]-2-methoxyphenol
—— 4-[(1S)-1-[(3S,5S)-3,5-dimethylpiperazin-1-yl]ethyl]-2-methoxyphenol —— C15H24N2O2
4-[(1S)-1-[(3S,5S)-3,5-dimethylpiperazin-1-yl]ethyl]-2-methoxyphenol
—— 3-[(1S)-1-[(3S,5S)-3,5-dimethylpiperazin-1-yl]ethyl]phenol —— C14H22N2O
3-[(1S)-1-[(3S,5S)-3,5-dimethylpiperazin-1-yl]ethyl]phenol
—— 3-[(1S)-1-[(3R,5R)-3,5-dimethylpiperazin-1-yl]ethyl]phenol —— C14H22N2O
3-[(1S)-1-[(3R,5R)-3,5-dimethylpiperazin-1-yl]ethyl]phenol
—— (2Z,5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-2-(3,3-dimethyl-2-oxobutylidene)-1,3-thiazolidin-4-one —— C17H18BrNO4S
(2Z,5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-2-(3,3-dimethyl-2-oxobutylidene)-1,3-thiazolidin-4-one
—— (2E,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C16H17NO3S
(2E,5E)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— [(1R,2R)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone —— C19H19NO3
[(1R,2R)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone
—— [(1R,2S)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone —— C19H19NO3
[(1R,2S)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone
—— [(1S,2S)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone —— C19H19NO3
[(1S,2S)-2-(furan-2-yl)cyclopropyl]-[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]methanone
—— (1S,2R)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C21H20N2O3
(1S,2R)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— (1S,2S)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C21H20N2O3
(1S,2S)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— (1R,2S)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C21H20N2O3
(1R,2S)-N-(furan-2-ylmethyl)-N-[(2-hydroxyphenyl)methyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
—— 4-[1-[(1S)-1-[5-(2-methylpropyl)-1,3,4-oxadiazol-2-yl]ethyl]-3,6-dihydro-2H-pyridin-4-yl]phenol —— C19H25N3O2
4-[1-[(1S)-1-[5-(2-methylpropyl)-1,3,4-oxadiazol-2-yl]ethyl]-3,6-dihydro-2H-pyridin-4-yl]phenol
—— 4-[1-[(1R)-1-[5-(2-methylpropyl)-1,3,4-oxadiazol-2-yl]ethyl]-3,6-dihydro-2H-pyridin-4-yl]phenol —— C19H25N3O2
4-[1-[(1R)-1-[5-(2-methylpropyl)-1,3,4-oxadiazol-2-yl]ethyl]-3,6-dihydro-2H-pyridin-4-yl]phenol
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-thiophen-2-ylacetamide —— C14H14N2O3S
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-thiophen-2-ylacetamide
—— (3E)-3-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-5-chloro-1H-indol-2-one —— C16H11BrClNO3
(3E)-3-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-5-chloro-1H-indol-2-one
—— 1-[2-[(S)-tert-butylsulfinyl]ethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C17H28N2O3S
1-[2-[(S)-tert-butylsulfinyl]ethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[2-[(R)-tert-butylsulfinyl]ethyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C17H28N2O3S
1-[2-[(R)-tert-butylsulfinyl]ethyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[2-[(S)-tert-butylsulfinyl]ethyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C17H28N2O3S
1-[2-[(S)-tert-butylsulfinyl]ethyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[2-[(R)-tert-butylsulfinyl]ethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C17H28N2O3S
1-[2-[(R)-tert-butylsulfinyl]ethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 5-(hydroxymethyl)-4-[[(2-hydroxy-5-nitrophenyl)methylamino]methylidene]-2-methylpyridin-3-one —— C15H15N3O5
5-(hydroxymethyl)-4-[[(2-hydroxy-5-nitrophenyl)methylamino]methylidene]-2-methylpyridin-3-one
—— 2-[[(2R)-2-methylthiomorpholin-4-yl]methyl]-4-nitrophenol —— C12H16N2O3S
2-[[(2R)-2-methylthiomorpholin-4-yl]methyl]-4-nitrophenol
—— 2-[[(2S)-2-methylthiomorpholin-4-yl]methyl]-4-nitrophenol —— C12H16N2O3S
2-[[(2S)-2-methylthiomorpholin-4-yl]methyl]-4-nitrophenol
—— (3R)-1-butanoyl-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]piperidine-3-carboxamide —— C19H28N2O4
(3R)-1-butanoyl-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]piperidine-3-carboxamide