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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
—— 2-[(1S)-1-[[(1S,3S)-3-methylcyclohexyl]amino]ethyl]benzene-1,4-diol —— C15H23NO2
2-[(1S)-1-[[(1S,3S)-3-methylcyclohexyl]amino]ethyl]benzene-1,4-diol
—— 2-methoxy-5-[[[(1S,3S)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
2-methoxy-5-[[[(1S,3S)-3-methylcyclohexyl]amino]methyl]phenol
—— 2-methoxy-4-[(1S)-1-[[(1S,3S)-3-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
2-methoxy-4-[(1S)-1-[[(1S,3S)-3-methylcyclohexyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(1S,3S)-3-methylcyclohexyl]amino]ethyl]benzene-1,3-diol —— C15H23NO2
4-[(1S)-1-[[(1S,3S)-3-methylcyclohexyl]amino]ethyl]benzene-1,3-diol
—— 2-methoxy-5-[[[(1R,3R)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
2-methoxy-5-[[[(1R,3R)-3-methylcyclohexyl]amino]methyl]phenol
—— 4-[(1S)-1-[[(1S,3R)-3-methylcyclohexyl]amino]ethyl]benzene-1,3-diol —— C15H23NO2
4-[(1S)-1-[[(1S,3R)-3-methylcyclohexyl]amino]ethyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(1R,3S)-3-methylcyclohexyl]amino]ethyl]benzene-1,4-diol —— C15H23NO2
2-[(1S)-1-[[(1R,3S)-3-methylcyclohexyl]amino]ethyl]benzene-1,4-diol
—— 2-methoxy-4-[(1S)-1-[[(1S,3R)-3-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
2-methoxy-4-[(1S)-1-[[(1S,3R)-3-methylcyclohexyl]amino]ethyl]phenol
—— 2-methoxy-5-[[[(1R,3S)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
2-methoxy-5-[[[(1R,3S)-3-methylcyclohexyl]amino]methyl]phenol
—— 2-methoxy-5-[[[(1S,3R)-3-methylcyclohexyl]amino]methyl]phenol —— C15H23NO2
2-methoxy-5-[[[(1S,3R)-3-methylcyclohexyl]amino]methyl]phenol
—— 2-(3-(2-(2-hydroxy-5-nitrobenzoyl)hydrazono)-2-oxoindolin-1-yl)-N-p-tolylacetamide —— C24H19N5O6
2-(3-(2-(2-hydroxy-5-nitrobenzoyl)hydrazono)-2-oxoindolin-1-yl)-N-p-tolylacetamide
—— 2-hydroxy-5-nitro-N-[[2-[(4-nitrophenyl)methoxy]phenyl]methylideneamino]benzamide —— C21H16N4O7
2-hydroxy-5-nitro-N-[[2-[(4-nitrophenyl)methoxy]phenyl]methylideneamino]benzamide
—— [amino(sulfoniumylidene)methyl]-[(Z)-(3-methoxy-2-oxoniophenyl)methylideneamino]azanide;chloropalladium(1+) —— C9H12ClN3O2PdS+2
[amino(sulfoniumylidene)methyl]-[(Z)-(3-methoxy-2-oxoniophenyl)methylideneamino]azanide;chloropalladium(1+)
—— Methyl 5-[[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]furan-2-carboxylate —— C18H15NO7S
Methyl 5-[[5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]furan-2-carboxylate
—— ethyl 2-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C28H28N2O6S
ethyl 2-[(4-hydroxy-3-methoxy-5-prop-2-enylphenyl)methylidene]-5-(4-methoxyphenyl)-7-methyl-3-oxo-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3-chloro-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-6-methyl-1-benzothiophene-2-carboxamide —— C18H15ClN2O3S
3-chloro-N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-6-methyl-1-benzothiophene-2-carboxamide
—— 3-(4-Hydroxyphenoxy)propane-1-sulfonate —— C9H11O5S-
3-(4-Hydroxyphenoxy)propane-1-sulfonate
—— 3-(4-Hydroxyphenoxy)propane-1-sulfonic acid —— C9H12O5S
3-(4-Hydroxyphenoxy)propane-1-sulfonic acid
—— 5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(3-phenylpropyl)-1,3-thiazolidine-2,4-dione —— C20H19NO4S
5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-3-(3-phenylpropyl)-1,3-thiazolidine-2,4-dione
—— 3-Bromo-2-methoxy-5-[(phenylhydrazinylidene)methyl]phenol —— C14H13BrN2O2
3-Bromo-2-methoxy-5-[(phenylhydrazinylidene)methyl]phenol
—— 6-Amino-3-(1,3-benzodioxol-5-yl)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile —— C21H15ClN4O5
6-Amino-3-(1,3-benzodioxol-5-yl)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitrile
—— 3-(3-Chloro-4-methylphenyl)-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H14ClNO3S2
3-(3-Chloro-4-methylphenyl)-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— ethyl 7-(4-hydroxy-3-methoxyphenyl)-5-methyl-2-[(3-nitrophenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C24H21N3O7S
ethyl 7-(4-hydroxy-3-methoxyphenyl)-5-methyl-2-[(3-nitrophenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 3,5-Dimethyl 1-[2-(adamantan-1-yloxy)ethyl]-4-(4-hydroxy-3-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylate —— C28H35NO7
3,5-Dimethyl 1-[2-(adamantan-1-yloxy)ethyl]-4-(4-hydroxy-3-methoxyphenyl)-1,4-dihydropyridine-3,5-dicarboxylate
—— 2-methoxy-6-(3-thiophen-2-yl-4,5-dihydro-1H-pyrazol-5-yl)phenol —— C14H14N2O2S
2-methoxy-6-(3-thiophen-2-yl-4,5-dihydro-1H-pyrazol-5-yl)phenol
—— (2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(methylamino)acetic acid —— C10H13NO4
(2S)-2-(3-hydroxy-4-methoxyphenyl)-2-(methylamino)acetic acid
—— N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]nonanamide —— C17H26N2O3
N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]nonanamide
—— Methyl 4-(4-hydroxyphenyl)-2-methyl-1,4-dihydro[1]benzothieno[3,2-b]pyridine-3-carboxylate 5,5-dioxide —— C20H17NO5S
Methyl 4-(4-hydroxyphenyl)-2-methyl-1,4-dihydro[1]benzothieno[3,2-b]pyridine-3-carboxylate 5,5-dioxide
—— (2S)-2-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoic acid —— C11H15NO4
(2S)-2-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoic acid
—— (2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(methylamino)acetic acid —— C10H13NO4
(2R)-2-(3-hydroxy-4-methoxyphenyl)-2-(methylamino)acetic acid
—— 2-[(1S)-1-(cyclobutylmethylamino)ethyl]phenol —— C13H19NO
2-[(1S)-1-(cyclobutylmethylamino)ethyl]phenol
—— 4-[(1S)-1-(cyclobutylmethylamino)ethyl]phenol —— C13H19NO
4-[(1S)-1-(cyclobutylmethylamino)ethyl]phenol
—— (2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoic acid —— C11H15NO4
(2R)-2-(4-hydroxy-3-methoxyphenyl)-2-(methylamino)propanoic acid
—— 4-[(1R)-1-(cyclobutylmethylamino)ethyl]benzene-1,3-diol —— C13H19NO2
4-[(1R)-1-(cyclobutylmethylamino)ethyl]benzene-1,3-diol
—— 4-[(1S)-1-(cyclobutylmethylamino)ethyl]benzene-1,3-diol —— C13H19NO2
4-[(1S)-1-(cyclobutylmethylamino)ethyl]benzene-1,3-diol
—— 2-[(1S)-1-(cyclobutylmethylamino)ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1S)-1-(cyclobutylmethylamino)ethyl]benzene-1,4-diol
—— 3-(3-Hydroxy-4-methoxyphenyl)-2-[1-(2-phenylacetyl)benzimidazol-2-yl]prop-2-enenitrile —— C25H19N3O3
3-(3-Hydroxy-4-methoxyphenyl)-2-[1-(2-phenylacetyl)benzimidazol-2-yl]prop-2-enenitrile
—— 3-[(1R)-1-(cyclobutylmethylamino)ethyl]phenol —— C13H19NO
3-[(1R)-1-(cyclobutylmethylamino)ethyl]phenol
—— 4-[(1S)-1-(cyclobutylmethylamino)ethyl]-2-methoxyphenol —— C14H21NO2
4-[(1S)-1-(cyclobutylmethylamino)ethyl]-2-methoxyphenol
—— 2-[(1R)-1-(cyclobutylmethylamino)ethyl]benzene-1,4-diol —— C13H19NO2
2-[(1R)-1-(cyclobutylmethylamino)ethyl]benzene-1,4-diol
—— 4-[(1R)-1-(cyclobutylmethylamino)ethyl]-2-methoxyphenol —— C14H21NO2
4-[(1R)-1-(cyclobutylmethylamino)ethyl]-2-methoxyphenol
—— 2-[(1S)-1-(cyclobutylmethylamino)ethyl]-5-methoxyphenol —— C14H21NO2
2-[(1S)-1-(cyclobutylmethylamino)ethyl]-5-methoxyphenol
—— 2-[(1R)-1-(cyclobutylmethylamino)ethyl]-5-methoxyphenol —— C14H21NO2
2-[(1R)-1-(cyclobutylmethylamino)ethyl]-5-methoxyphenol
—— 4-(2-hydroxy-5-nitrophenyl)-6-phenyl-3,4-dihydro-1H-pyrimidin-2-one —— C16H13N3O4
4-(2-hydroxy-5-nitrophenyl)-6-phenyl-3,4-dihydro-1H-pyrimidin-2-one
—— Ethyl 6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-phenyl-4,5-dihydro-5-pyrimidinecarboxylate —— C20H20N2O5
Ethyl 6-hydroxy-4-(4-hydroxy-3-methoxyphenyl)-2-phenyl-4,5-dihydro-5-pyrimidinecarboxylate
—— 3-(2-Ethylhexyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C19H25NO3S2
3-(2-Ethylhexyl)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-Cyclopentyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C16H17NO3S2
3-Cyclopentyl-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— 3-[(1R)-1-[[(1S)-1-(1,5-dimethylpyrazol-4-yl)ethyl]amino]ethyl]phenol —— C15H21N3O
3-[(1R)-1-[[(1S)-1-(1,5-dimethylpyrazol-4-yl)ethyl]amino]ethyl]phenol
—— 3-[(1S)-1-[[(1S)-1-(1,5-dimethylpyrazol-4-yl)ethyl]amino]ethyl]phenol —— C15H21N3O
3-[(1S)-1-[[(1S)-1-(1,5-dimethylpyrazol-4-yl)ethyl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(2R)-1-(dimethylamino)-4-methylpentan-2-yl]amino]ethyl]phenol —— C16H28N2O
2-[(1R)-1-[[(2R)-1-(dimethylamino)-4-methylpentan-2-yl]amino]ethyl]phenol