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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
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(2-methoxyphenyl)-1,3-thiazolidine-2,4-dione —— C18H15NO5S
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(2-methoxyphenyl)-1,3-thiazolidine-2,4-dione
—— 4-methyl-2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C14H19N3O
4-methyl-2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 4-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,3-diol —— C13H17N3O2
4-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,3-diol
—— 4-methyl-2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C14H19N3O
4-methyl-2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 5-methyl-2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C14H19N3O
5-methyl-2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C13H17N3O
2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 5-methyl-2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C14H19N3O
5-methyl-2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 3-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C13H17N3O
3-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 4-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,3-diol —— C13H17N3O2
4-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,3-diol
—— 2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,4-diol —— C13H17N3O2
2-[(1R)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,4-diol
—— 2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,4-diol —— C13H17N3O2
2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]benzene-1,4-diol
—— N-(2-hydroxy-5-nitrophenyl)-2-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]acetamide —— C16H11N3O5S3
N-(2-hydroxy-5-nitrophenyl)-2-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]acetamide
—— 4-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C13H17N3O
4-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— 2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol —— C13H17N3O
2-[(1S)-1-(2-pyrazol-1-ylethylamino)ethyl]phenol
—— methyl (2R)-2-[(3-hydroxyphenyl)methylsulfamoyl]propanoate —— C11H15NO5S
methyl (2R)-2-[(3-hydroxyphenyl)methylsulfamoyl]propanoate
—— (2-Fluorophenyl)-[4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]methanone —— C20H24FN2O4+
(2-Fluorophenyl)-[4-[(4-hydroxy-3,5-dimethoxyphenyl)methyl]piperazin-4-ium-1-yl]methanone
—— 1,3-Benzodioxol-5-ylmethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C21H20N2O7
1,3-Benzodioxol-5-ylmethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 2-[5-[(4-ethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide —— C20H17N3O6S2
2-[5-[(4-ethoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]-N-(2-hydroxy-5-nitrophenyl)acetamide
—— 5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-3-(3-hydroxyphenyl)-1,3-thiazolidine-2,4-dione —— C18H15NO6S
5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-3-(3-hydroxyphenyl)-1,3-thiazolidine-2,4-dione
—— methyl (2S)-2-[(3-hydroxyphenyl)methylsulfamoyl]propanoate —— C11H15NO5S
methyl (2S)-2-[(3-hydroxyphenyl)methylsulfamoyl]propanoate
—— 2,6-Dimethoxy-4-[[4-[(2-methoxyphenyl)methyl]piperazine-1,4-diium-1-yl]methyl]phenol —— C21H30N2O4+2
2,6-Dimethoxy-4-[[4-[(2-methoxyphenyl)methyl]piperazine-1,4-diium-1-yl]methyl]phenol
—— 1-[4-(2-Bromo-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinan-5-yl]ethanone —— C14H15BrN2O3S
1-[4-(2-Bromo-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinan-5-yl]ethanone
—— 5-Acetyl-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-1,3-diazinan-2-one —— C14H15ClN2O4
5-Acetyl-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-1,3-diazinan-2-one
—— 2-(4-Hydroxyphenoxy)-1-(4-methylpiperazin-1-yl)ethanone —— C13H18N2O3
2-(4-Hydroxyphenoxy)-1-(4-methylpiperazin-1-yl)ethanone
—— 1-(4-Cyclopropylpiperazin-1-yl)-2-(4-hydroxyphenoxy)ethanone —— C15H20N2O3
1-(4-Cyclopropylpiperazin-1-yl)-2-(4-hydroxyphenoxy)ethanone
—— 1-(4-Cyclopropylpiperazin-1-yl)-3-(4-hydroxyphenoxy)propan-1-one —— C16H22N2O3
1-(4-Cyclopropylpiperazin-1-yl)-3-(4-hydroxyphenoxy)propan-1-one
—— 1-(4-Butan-2-ylpiperazin-1-yl)-2-(4-hydroxyphenoxy)ethanone —— C16H24N2O3
1-(4-Butan-2-ylpiperazin-1-yl)-2-(4-hydroxyphenoxy)ethanone
—— 2-Hydroxy-3-[4-[3-(4-hydroxyphenoxy)propanoyl]piperazin-1-yl]propane-1-sulfonic acid —— C16H24N2O7S
2-Hydroxy-3-[4-[3-(4-hydroxyphenoxy)propanoyl]piperazin-1-yl]propane-1-sulfonic acid
—— 1-[4-[2-(4-Hydroxyphenoxy)acetyl]piperazin-1-yl]-3-(2-methylphenoxy)propan-1-one —— C22H26N2O5
1-[4-[2-(4-Hydroxyphenoxy)acetyl]piperazin-1-yl]-3-(2-methylphenoxy)propan-1-one
—— 1-[4-[1-(2,4-Dimethylphenyl)ethyl]piperazin-1-yl]-2-(4-hydroxyphenoxy)ethanone —— C22H28N2O3
1-[4-[1-(2,4-Dimethylphenyl)ethyl]piperazin-1-yl]-2-(4-hydroxyphenoxy)ethanone
—— 3-(4-Hydroxyphenoxy)-1-[4-(2-methylpropyl)piperazin-1-yl]propan-1-one —— C17H26N2O3
3-(4-Hydroxyphenoxy)-1-[4-(2-methylpropyl)piperazin-1-yl]propan-1-one
—— 4-fluoro-2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12F2N2O
4-fluoro-2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 3-(2-Bromo-4-methylphenoxy)-1-[4-[2-(4-hydroxyphenoxy)acetyl]piperazin-1-yl]propan-1-one —— C22H25BrN2O5
3-(2-Bromo-4-methylphenoxy)-1-[4-[2-(4-hydroxyphenoxy)acetyl]piperazin-1-yl]propan-1-one
—— 3-(4-Hydroxyphenoxy)-1-[4-[2-(3-methoxyphenoxy)acetyl]piperazin-1-yl]propan-1-one —— C22H26N2O6
3-(4-Hydroxyphenoxy)-1-[4-[2-(3-methoxyphenoxy)acetyl]piperazin-1-yl]propan-1-one
—— (2S)-2-[2-(4-hydroxyphenyl)ethylsulfamoyl]propanoic acid —— C11H15NO5S
(2S)-2-[2-(4-hydroxyphenyl)ethylsulfamoyl]propanoic acid
—— (2R)-2-[(3-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid —— C11H15NO5S
(2R)-2-[(3-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid
—— (2R)-2-[(4-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid —— C11H15NO5S
(2R)-2-[(4-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid
—— (2R)-2-[(2-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid —— C11H15NO5S
(2R)-2-[(2-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid
—— (2S)-2-[(4-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid —— C11H15NO5S
(2S)-2-[(4-hydroxyphenyl)methyl-methylsulfamoyl]propanoic acid
—— (2S)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]sulfamoyl]propanoic acid —— C11H15NO5S
(2S)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]sulfamoyl]propanoic acid
—— (2R)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]sulfamoyl]propanoic acid —— C11H15NO5S
(2R)-2-[[(1S)-1-(3-hydroxyphenyl)ethyl]sulfamoyl]propanoic acid
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(4-methylphenyl)-1,3-thiazolidine-2,4-dione —— C18H15NO4S
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(4-methylphenyl)-1,3-thiazolidine-2,4-dione
—— N-[(2S)-2-hydroxy-3-methoxypropyl]-3-(2-hydroxyphenyl)-N-methylpropanamide —— C14H21NO4
N-[(2S)-2-hydroxy-3-methoxypropyl]-3-(2-hydroxyphenyl)-N-methylpropanamide
—— N-[(2R)-2-hydroxy-3-methoxypropyl]-3-(2-hydroxyphenyl)-N-methylpropanamide —— C14H21NO4
N-[(2R)-2-hydroxy-3-methoxypropyl]-3-(2-hydroxyphenyl)-N-methylpropanamide
—— 5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one —— C18H15BrN2O3S
5-[(3-Bromo-4-hydroxy-5-methoxyphenyl)methylidene]-2-(4-methylphenyl)imino-1,3-thiazolidin-4-one
—— N-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylideneamino]-4-methylbenzamide —— C16H15BrN2O3
N-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylideneamino]-4-methylbenzamide
—— 2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol —— C23H20Cl2N2O2
2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-6-methoxyphenol
—— 4-({[2-(Dimethylamino)ethyl]amino}methyl)benzene-1,2-diol —— C11H18N2O2
4-({[2-(Dimethylamino)ethyl]amino}methyl)benzene-1,2-diol
—— 2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol —— C22H18Cl3N2O+
2-[2,6-Bis(4-chlorophenyl)-1,2,3,4-tetrahydropyrimidin-3-ium-4-yl]-4-chlorophenol
—— 2-[2-(5-Bromo-2-fluorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol —— C24H21BrClFN2O
2-[2-(5-Bromo-2-fluorophenyl)-6-(4-ethylphenyl)-1,2,3,4-tetrahydropyrimidin-4-yl]-4-chlorophenol