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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-ethoxyethyl (6R)-6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate —— C18H23ClN2O6
2-ethoxyethyl (6R)-6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate
—— 3-[(7S)-7-(2-hydroxy-5-nitrophenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione —— C17H16N2O6S
3-[(7S)-7-(2-hydroxy-5-nitrophenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione
—— 3-[(7R)-7-(2-hydroxy-5-nitrophenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione —— C17H16N2O6S
3-[(7R)-7-(2-hydroxy-5-nitrophenyl)-1,4-thiazepan-5-ylidene]-6-methylpyran-2,4-dione
—— 7-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-methylidene-1H-imidazo[1,2-b][1,2,4]triazin-6-one —— C15H14N4O3
7-[(4-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-methylidene-1H-imidazo[1,2-b][1,2,4]triazin-6-one
—— 2-[1-[(2-chlorophenyl)methyl]benzimidazol-2-yl]sulfanyl-N'-[1-(4-hydroxy-3-methoxyphenyl)ethenyl]acetohydrazide —— C25H23ClN4O3S
2-[1-[(2-chlorophenyl)methyl]benzimidazol-2-yl]sulfanyl-N'-[1-(4-hydroxy-3-methoxyphenyl)ethenyl]acetohydrazide
—— 5-[[[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]amino]methyl]-2-methoxyphenol —— C17H21NO3
5-[[[(2S)-2-hydroxy-2-(4-methylphenyl)ethyl]amino]methyl]-2-methoxyphenol
—— 1-[2-(2-hydroxyphenyl)ethyl]-3-[[(2S)-oxolan-2-yl]methyl]urea —— C14H20N2O3
1-[2-(2-hydroxyphenyl)ethyl]-3-[[(2S)-oxolan-2-yl]methyl]urea
—— (3R)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-(2-methylpropanoyl)piperidine-3-carboxamide —— C18H26N2O4
(3R)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-(2-methylpropanoyl)piperidine-3-carboxamide
—— (3S)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-(2-methylpropanoyl)piperidine-3-carboxamide —— C18H26N2O4
(3S)-N-[(4-hydroxy-3-methoxyphenyl)methyl]-1-(2-methylpropanoyl)piperidine-3-carboxamide
—— methyl (7S)-5-amino-6-cyano-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate —— C23H17N3O5S
methyl (7S)-5-amino-6-cyano-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate
—— methyl (7R)-5-amino-6-cyano-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate —— C23H17N3O5S
methyl (7R)-5-amino-6-cyano-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate
—— 7-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-methylidene-1H-imidazo[1,2-b][1,2,4]triazin-6-one —— C15H14N4O3
7-[(2-hydroxy-3-methoxyphenyl)methylidene]-3-methyl-2-methylidene-1H-imidazo[1,2-b][1,2,4]triazin-6-one
—— N-[(1R)-1-(2,5-dimethylfuran-3-yl)ethyl]-3-(2-hydroxyphenyl)propanamide —— C17H21NO3
N-[(1R)-1-(2,5-dimethylfuran-3-yl)ethyl]-3-(2-hydroxyphenyl)propanamide
—— N-[(1S)-1-(2,5-dimethylfuran-3-yl)ethyl]-3-(2-hydroxyphenyl)propanamide —— C17H21NO3
N-[(1S)-1-(2,5-dimethylfuran-3-yl)ethyl]-3-(2-hydroxyphenyl)propanamide
—— 2-(3-Hydroxy-4-methoxyphenyl)acetate —— C9H9O4-
2-(3-Hydroxy-4-methoxyphenyl)acetate
—— Oxyphenbutazone, (R)- —— C19H20N2O3
Oxyphenbutazone, (R)-
—— 5-[[[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H18ClNO3
5-[[[(2R)-2-(4-chlorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 3-[2-(4-Hydroxyphenyl)ethyliminomethyl]pyrrolidine-2,4-dione —— C13H14N2O3
3-[2-(4-Hydroxyphenyl)ethyliminomethyl]pyrrolidine-2,4-dione
—— 5-[[[(2S)-2-(4-chlorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H18ClNO3
5-[[[(2S)-2-(4-chlorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 5-[2-(4-Hydroxyphenyl)ethyliminomethyl]-2,2-dimethyl-1,3-dioxane-4,6-dione —— C15H17NO5
5-[2-(4-Hydroxyphenyl)ethyliminomethyl]-2,2-dimethyl-1,3-dioxane-4,6-dione
—— 4-hydroxy-3-methoxy-N'-[(E)-1-(5-nitrotetrazol-2-yl)prop-1-en-2-yl]benzohydrazide —— C12H13N7O5
4-hydroxy-3-methoxy-N'-[(E)-1-(5-nitrotetrazol-2-yl)prop-1-en-2-yl]benzohydrazide
—— 3-[(3R)-2-pyrimidin-2-yl-3-thiophen-3-yl-3,4-dihydropyrazol-5-yl]phenol —— C17H14N4OS
3-[(3R)-2-pyrimidin-2-yl-3-thiophen-3-yl-3,4-dihydropyrazol-5-yl]phenol
—— N'-[1-(2,4-dihydroxyphenyl)ethenyl]-2-(3-nitro-1,2,4-triazol-1-yl)acetohydrazide —— C12H12N6O5
N'-[1-(2,4-dihydroxyphenyl)ethenyl]-2-(3-nitro-1,2,4-triazol-1-yl)acetohydrazide
—— dimethyl (7S)-5-amino-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C24H20N2O7S
dimethyl (7S)-5-amino-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate
—— 2-[(2R,5S)-5-(6-methylpyridin-3-yl)-1,3-oxazolidin-3-ium-2-yl]phenol —— C15H17N2O2+
2-[(2R,5S)-5-(6-methylpyridin-3-yl)-1,3-oxazolidin-3-ium-2-yl]phenol
—— 2-[(2S,5S)-5-(6-methylpyridin-3-yl)-1,3-oxazolidin-3-ium-2-yl]phenol —— C15H17N2O2+
2-[(2S,5S)-5-(6-methylpyridin-3-yl)-1,3-oxazolidin-3-ium-2-yl]phenol
—— 2-[(2R,5R)-5-(6-methylpyridin-3-yl)-1,3-oxazolidin-3-ium-2-yl]phenol —— C15H17N2O2+
2-[(2R,5R)-5-(6-methylpyridin-3-yl)-1,3-oxazolidin-3-ium-2-yl]phenol
—— (4S,6R)-4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid —— C13H12N4O5
(4S,6R)-4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
—— (4R,6R)-4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid —— C13H12N4O5
(4R,6R)-4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
—— (4S,6S)-4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid —— C13H12N4O5
(4S,6S)-4-(2-hydroxy-5-nitrophenyl)-4,5,6,7-tetrahydro-3H-imidazo[4,5-c]pyridine-6-carboxylic acid
—— (2R)-N-[(4-fluorophenyl)methylideneamino]-2-(2-hydroxy-5-nitroanilino)-2-phenylacetamide —— C21H17FN4O4
(2R)-N-[(4-fluorophenyl)methylideneamino]-2-(2-hydroxy-5-nitroanilino)-2-phenylacetamide
—— (3R)-3-(4-fluorophenyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]butanamide —— C18H20FNO3
(3R)-3-(4-fluorophenyl)-N-[(4-hydroxy-3-methoxyphenyl)methyl]butanamide
—— 3-[2-(4-Hydroxyphenyl)ethyliminomethyl]pyrrolidine-2,5-dione —— C13H14N2O3
3-[2-(4-Hydroxyphenyl)ethyliminomethyl]pyrrolidine-2,5-dione
—— 1-[(2-hydroxyphenyl)methyl]-1-[(1R)-1-phenylethyl]-3-(1H-pyrazol-4-yl)urea —— C19H20N4O2
1-[(2-hydroxyphenyl)methyl]-1-[(1R)-1-phenylethyl]-3-(1H-pyrazol-4-yl)urea
—— 1-[(2-hydroxyphenyl)methyl]-1-[(1S)-1-phenylethyl]-3-(1H-pyrazol-4-yl)urea —— C19H20N4O2
1-[(2-hydroxyphenyl)methyl]-1-[(1S)-1-phenylethyl]-3-(1H-pyrazol-4-yl)urea
—— 1,3-Benzodioxol-5-ylmethyl-[2-(3,4-dihydroxyphenyl)ethyl]azanium —— C16H18NO4+
1,3-Benzodioxol-5-ylmethyl-[2-(3,4-dihydroxyphenyl)ethyl]azanium
—— 3,6-Bis(morpholin-4-ium-4-ylmethyl)benzene-1,2-diol —— C16H26N2O4+2
3,6-Bis(morpholin-4-ium-4-ylmethyl)benzene-1,2-diol
—— 8-O-ethyl 6-O-methyl (7R)-5-amino-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C25H22N2O7S
8-O-ethyl 6-O-methyl (7R)-5-amino-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate
—— 5-[[[(2S)-2-(3-fluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol —— C16H18FNO3
5-[[[(2S)-2-(3-fluorophenyl)-2-hydroxyethyl]amino]methyl]-2-methoxyphenol
—— 8-O-ethyl 6-O-methyl (7S)-5-amino-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate —— C25H22N2O7S
8-O-ethyl 6-O-methyl (7S)-5-amino-7-(4-hydroxyphenyl)-2-[(4-hydroxyphenyl)methylidene]-3-oxo-7H-[1,3]thiazolo[3,2-a]pyridine-6,8-dicarboxylate
—— 4-(1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-4-yl)phenol —— C12H16NO+
4-(1-Methyl-1,2,3,6-tetrahydropyridin-1-ium-4-yl)phenol
—— 3-O-ethyl 4-O-[2-(4-methoxyphenyl)ethyl] (4S)-2,6-dimethyl-1,4-dihydropyridine-3,4-dicarboxylate —— C20H25NO5
3-O-ethyl 4-O-[2-(4-methoxyphenyl)ethyl] (4S)-2,6-dimethyl-1,4-dihydropyridine-3,4-dicarboxylate
—— 3-O-ethyl 4-O-[2-(4-methoxyphenyl)ethyl] (4R)-2,6-dimethyl-1,4-dihydropyridine-3,4-dicarboxylate —— C20H25NO5
3-O-ethyl 4-O-[2-(4-methoxyphenyl)ethyl] (4R)-2,6-dimethyl-1,4-dihydropyridine-3,4-dicarboxylate
—— 3-[(2R)-butan-2-yl]-1-ethyl-1-[(1R)-1-(3-hydroxyphenyl)ethyl]urea —— C15H24N2O2
3-[(2R)-butan-2-yl]-1-ethyl-1-[(1R)-1-(3-hydroxyphenyl)ethyl]urea
—— 1-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]-3-[2-(2-hydroxyphenyl)ethyl]urea —— C19H25N3O3
1-[(2R)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]-3-[2-(2-hydroxyphenyl)ethyl]urea
—— 1-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]-3-[2-(2-hydroxyphenyl)ethyl]urea —— C19H25N3O3
1-[(2S)-2-(furan-2-yl)-2-pyrrolidin-1-ylethyl]-3-[2-(2-hydroxyphenyl)ethyl]urea
—— 2-Hydroxy-6-nitrophenolate —— C6H4NO4-
2-Hydroxy-6-nitrophenolate
—— 2-Hydroxyethyl-[(3-hydroxy-4-methoxyphenyl)methyl]azanium —— C10H16NO3+
2-Hydroxyethyl-[(3-hydroxy-4-methoxyphenyl)methyl]azanium
—— 1-[2-(3-hydroxyphenyl)ethyl]-3-[[(2R)-oxolan-2-yl]methyl]urea —— C14H20N2O3
1-[2-(3-hydroxyphenyl)ethyl]-3-[[(2R)-oxolan-2-yl]methyl]urea
—— 1-[2-(3-hydroxyphenyl)ethyl]-3-[[(2S)-oxolan-2-yl]methyl]urea —— C14H20N2O3
1-[2-(3-hydroxyphenyl)ethyl]-3-[[(2S)-oxolan-2-yl]methyl]urea