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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-chloro-2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12ClFN2O
4-chloro-2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 4-chloro-2-[3-(4-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12Cl2N2O
4-chloro-2-[3-(4-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 2-[2-[(3S)-3-(1,3-benzodioxol-5-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol —— C24H19N3O4S2
2-[2-[(3S)-3-(1,3-benzodioxol-5-yl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol
—— 5-methoxy-2-[2-[(3R)-3-phenyl-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol —— C23H19N3O2S2
5-methoxy-2-[2-[(3R)-3-phenyl-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol
—— Methyl 4-(5-bromo-2-hydroxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C13H13BrN2O4
Methyl 4-(5-bromo-2-hydroxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 5-methoxy-2-[2-[(3S)-3-phenyl-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol —— C23H19N3O2S2
5-methoxy-2-[2-[(3S)-3-phenyl-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol
—— 2-[3-(4-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-fluorophenol —— C15H12ClFN2O
2-[3-(4-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-fluorophenol
—— 2-[2-[(3S)-3-(4-fluorophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol —— C23H18FN3O2S2
2-[2-[(3S)-3-(4-fluorophenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]-5-methoxyphenol
—— 5-methoxy-2-[2-[(3R)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol —— C24H21N3O2S2
5-methoxy-2-[2-[(3R)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol
—— 4-chloro-2-[2-[(3R)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol —— C23H18ClN3OS2
4-chloro-2-[2-[(3R)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol
—— 4-chloro-2-[2-[(3S)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol —— C23H18ClN3OS2
4-chloro-2-[2-[(3S)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol
—— 5-methoxy-2-[2-[(3S)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol —— C24H21N3O2S2
5-methoxy-2-[2-[(3S)-3-(4-methylphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-1,3-thiazol-4-yl]phenol
—— 4-bromo-2-[3-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C16H15BrN2O
4-bromo-2-[3-(4-methylphenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 4-bromo-2-[3-(4-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12BrFN2O
4-bromo-2-[3-(4-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 2-[3-(2-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-fluorophenol —— C15H12ClFN2O
2-[3-(2-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-fluorophenol
—— 2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-5-methoxyphenol —— C16H15FN2O2
2-[3-(2-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-5-methoxyphenol
—— 4-fluoro-2-[3-(4-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12F2N2O
4-fluoro-2-[3-(4-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 4-chloro-2-[3-(2-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12Cl2N2O
4-chloro-2-[3-(2-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— 4-chloro-2-[3-(4-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol —— C15H12ClFN2O
4-chloro-2-[3-(4-fluorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]phenol
—— Methyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinane-5-carboxylate —— C14H15ClN2O4S
Methyl 4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinane-5-carboxylate
—— 4-bromo-2-(3-thiophen-2-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol —— C13H11BrN2OS
4-bromo-2-(3-thiophen-2-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol
—— Ethyl 4-(5-chloro-2-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C15H17ClN2O5
Ethyl 4-(5-chloro-2-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate
—— 2,6-Dimethoxy-4-[[4-(3-methylcyclohexyl)piperazine-1,4-diium-1-yl]methyl]phenol —— C20H34N2O3+2
2,6-Dimethoxy-4-[[4-(3-methylcyclohexyl)piperazine-1,4-diium-1-yl]methyl]phenol
—— 3-(5-Chloro-2-hydroxyanilino)-5-(4-chlorophenyl)cyclohex-3-en-1-one —— C18H15Cl2NO2
3-(5-Chloro-2-hydroxyanilino)-5-(4-chlorophenyl)cyclohex-3-en-1-one
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-[[(2R)-2-methylpiperidin-1-yl]methyl]triazole-4-carboxamide —— C20H25N9O4
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-[[(2R)-2-methylpiperidin-1-yl]methyl]triazole-4-carboxamide
—— 1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-[[(2S)-2-methylpiperidin-1-yl]methyl]triazole-4-carboxamide —— C20H25N9O4
1-(4-amino-1,2,5-oxadiazol-3-yl)-N-[(E)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-[[(2S)-2-methylpiperidin-1-yl]methyl]triazole-4-carboxamide
—— (4-Hydroxy-3,5-dimethoxyphenyl)methyl-pentan-3-ylazanium —— C14H24NO3+
(4-Hydroxy-3,5-dimethoxyphenyl)methyl-pentan-3-ylazanium
—— dimethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-methylidene-3,4-dihydro-1H-pyridine-3,5-dicarboxylate —— C18H21NO6
dimethyl 4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-methylidene-3,4-dihydro-1H-pyridine-3,5-dicarboxylate
—— 3-Acetyl-2-(4-hydroxy-3,5-dimethoxyphenyl)-1,3-thiazolidine-4-carboxylate —— C14H16NO6S-
3-Acetyl-2-(4-hydroxy-3,5-dimethoxyphenyl)-1,3-thiazolidine-4-carboxylate
—— (4S)-5-cyano-4-(4-hydroxyphenyl)-2-methyl-6-methylsulfanyl-1,4-dihydropyridine-3-carboxamide —— C15H15N3O2S
(4S)-5-cyano-4-(4-hydroxyphenyl)-2-methyl-6-methylsulfanyl-1,4-dihydropyridine-3-carboxamide
—— (4R)-5-cyano-4-(4-hydroxyphenyl)-2-methyl-6-methylsulfanyl-1,4-dihydropyridine-3-carboxamide —— C15H15N3O2S
(4R)-5-cyano-4-(4-hydroxyphenyl)-2-methyl-6-methylsulfanyl-1,4-dihydropyridine-3-carboxamide
—— 5-Acetyl-4-(2-hydroxy-3-nitrophenyl)-6-methylidene-1,3-diazinan-2-one —— C13H13N3O5
5-Acetyl-4-(2-hydroxy-3-nitrophenyl)-6-methylidene-1,3-diazinan-2-one
—— 2,6-Dimethoxy-4-[(4-methylsulfonylpiperazin-1-ium-1-yl)methyl]phenol —— C14H23N2O5S+
2,6-Dimethoxy-4-[(4-methylsulfonylpiperazin-1-ium-1-yl)methyl]phenol
—— 2-[3-(4-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-nitrophenol —— C15H12ClN3O3
2-[3-(4-chlorophenyl)-2,3-dihydro-1H-pyrazol-5-yl]-4-nitrophenol
—— Ethyl 4-(3-hydroxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinane-5-carboxylate —— C14H16N2O3S
Ethyl 4-(3-hydroxyphenyl)-6-methylidene-2-sulfanylidene-1,3-diazinane-5-carboxylate
—— 4-[(4-Cycloheptylpiperazine-1,4-diium-1-yl)methyl]-2,6-dimethoxyphenol —— C20H34N2O3+2
4-[(4-Cycloheptylpiperazine-1,4-diium-1-yl)methyl]-2,6-dimethoxyphenol
—— 2,6-Dimethoxy-4-[[4-(pyridin-1-ium-4-ylmethyl)piperazine-1,4-diium-1-yl]methyl]phenol —— C19H28N3O3+3
2,6-Dimethoxy-4-[[4-(pyridin-1-ium-4-ylmethyl)piperazine-1,4-diium-1-yl]methyl]phenol
—— 2,6-Dimethoxy-4-[[4-(pyridin-4-ylmethyl)piperazine-1,4-diium-1-yl]methyl]phenol —— C19H27N3O3+2
2,6-Dimethoxy-4-[[4-(pyridin-4-ylmethyl)piperazine-1,4-diium-1-yl]methyl]phenol
—— 2,6-Dimethoxy-4-[(4-propan-2-ylpiperazine-1,4-diium-1-yl)methyl]phenol —— C16H28N2O3+2
2,6-Dimethoxy-4-[(4-propan-2-ylpiperazine-1,4-diium-1-yl)methyl]phenol
—— 4-[(4-Cyclohexylpiperazine-1,4-diium-1-yl)methyl]-2,6-dimethoxyphenol —— C19H32N2O3+2
4-[(4-Cyclohexylpiperazine-1,4-diium-1-yl)methyl]-2,6-dimethoxyphenol
—— 4-Methoxy-2-[[4-[(3-methylphenyl)methyl]piperazine-1,4-diium-1-yl]methyl]phenol —— C20H28N2O2+2
4-Methoxy-2-[[4-[(3-methylphenyl)methyl]piperazine-1,4-diium-1-yl]methyl]phenol
—— 2-[[4-[(4-Fluorophenyl)methyl]piperazine-1,4-diium-1-yl]methyl]-4-methoxyphenol —— C19H25FN2O2+2
2-[[4-[(4-Fluorophenyl)methyl]piperazine-1,4-diium-1-yl]methyl]-4-methoxyphenol
—— 4-[(4-Ethylsulfonylpiperazin-1-ium-1-yl)methyl]-2,6-dimethoxyphenol —— C15H25N2O5S+
4-[(4-Ethylsulfonylpiperazin-1-ium-1-yl)methyl]-2,6-dimethoxyphenol
—— 4-[[4-(Furan-2-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol —— C18H26N2O4+2
4-[[4-(Furan-2-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-2,6-dimethoxyphenol
—— 4-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-2,6-dimethoxyphenol —— C20H28N2O3+2
4-[(4-Benzylpiperazine-1,4-diium-1-yl)methyl]-2,6-dimethoxyphenol
—— 4-bromo-2-(3-pyridin-1-ium-3-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol —— C14H13BrN3O+
4-bromo-2-(3-pyridin-1-ium-3-yl-2,3-dihydro-1H-pyrazol-5-yl)phenol
—— 1-((4-hydroxyphenoxy)methyl)carbonyl-4-(benzyl)piperazine —— C19H22N2O3
1-((4-hydroxyphenoxy)methyl)carbonyl-4-(benzyl)piperazine
—— 3-[4-[2-(4-Hydroxyphenoxy)acetyl]piperazin-1-yl]propanenitrile —— C15H19N3O3
3-[4-[2-(4-Hydroxyphenoxy)acetyl]piperazin-1-yl]propanenitrile
—— 1-(4-Benzylpiperazin-1-yl)-3-(4-hydroxyphenoxy)propan-1-one —— C20H24N2O3
1-(4-Benzylpiperazin-1-yl)-3-(4-hydroxyphenoxy)propan-1-one
—— 1-[4-(2-Hydroxyethyl)piperazin-1-yl]-3-(4-hydroxyphenoxy)propan-1-one —— C15H22N2O4
1-[4-(2-Hydroxyethyl)piperazin-1-yl]-3-(4-hydroxyphenoxy)propan-1-one