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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,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H25NO2
2-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 4-[(3S)-3-[[(1S,2R)-2-methylcyclohexyl]amino]butyl]phenol —— C17H27NO
4-[(3S)-3-[[(1S,2R)-2-methylcyclohexyl]amino]butyl]phenol
—— 2-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H25NO2
2-[[[(1R,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 5-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol —— C16H25NO2
5-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol
—— 2-methoxy-4-[(1S)-1-[[(1S,2R)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
2-methoxy-4-[(1S)-1-[[(1S,2R)-2-methylcyclohexyl]amino]ethyl]phenol
—— 4-[(1S)-1-[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-2-methoxyphenol —— C17H27NO2
4-[(1S)-1-[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]ethyl]-2-methoxyphenol
—— 4-methoxy-2-[(1S)-1-[[(1R,2R)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
4-methoxy-2-[(1S)-1-[[(1R,2R)-2-methylcyclohexyl]amino]ethyl]phenol
—— 4-methoxy-2-[(1S)-1-[[(1S,2R)-2-methylcyclohexyl]amino]ethyl]phenol —— C16H25NO2
4-methoxy-2-[(1S)-1-[[(1S,2R)-2-methylcyclohexyl]amino]ethyl]phenol
—— 2-bromo-4-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol —— C16H24BrNO2
2-bromo-4-[[[(1S,2R,3S)-2,3-dimethylcyclohexyl]amino]methyl]-6-methoxyphenol
—— 4-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol —— C16H25NO2
4-[[[(1S,2R,3R)-2,3-dimethylcyclohexyl]amino]methyl]-2-methoxyphenol
—— 4-[(3S)-3-[[(1R,2R)-2-methylcyclohexyl]amino]butyl]phenol —— C17H27NO
4-[(3S)-3-[[(1R,2R)-2-methylcyclohexyl]amino]butyl]phenol
—— 4-methyl-2-[(1R)-1-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol —— C14H20N4O
4-methyl-2-[(1R)-1-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol
—— 4-methyl-2-[(1S)-1-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol —— C14H20N4O
4-methyl-2-[(1S)-1-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol
—— 4-methyl-2-[(1R)-1-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol —— C14H20N4O
4-methyl-2-[(1R)-1-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol —— C14H20N4O
5-methyl-2-[(1R)-1-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol —— C14H20N4O
5-methyl-2-[(1R)-1-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol
—— 5-methyl-2-[(1S)-1-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol —— C14H20N4O
5-methyl-2-[(1S)-1-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]ethyl]phenol
—— 5-chloro-N-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]pentanamide —— C15H22ClNO2
5-chloro-N-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]pentanamide
—— (2R)-2-bromo-N-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-methylbutanamide —— C15H22BrNO2
(2R)-2-bromo-N-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-methylbutanamide
—— 5-chloro-N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]pentanamide —— C15H22ClNO2
5-chloro-N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]pentanamide
—— (2S)-2-(2-hydroxy-3-nitrophenyl)-3-(4-methoxyphenyl)-1,3-thiazolidin-4-one —— C16H14N2O5S
(2S)-2-(2-hydroxy-3-nitrophenyl)-3-(4-methoxyphenyl)-1,3-thiazolidin-4-one
—— 2-[[(1S)-1-(3-hydroxyphenyl)ethyl]sulfamoyl]acetic acid —— C10H13NO5S
2-[[(1S)-1-(3-hydroxyphenyl)ethyl]sulfamoyl]acetic acid
—— (2R)-2-bromo-N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-methylbutanamide —— C15H22BrNO2
(2R)-2-bromo-N-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-methylbutanamide
—— (2R)-2-(2-hydroxy-3-nitrophenyl)-3-(4-methoxyphenyl)-1,3-thiazolidin-4-one —— C16H14N2O5S
(2R)-2-(2-hydroxy-3-nitrophenyl)-3-(4-methoxyphenyl)-1,3-thiazolidin-4-one
—— 7-amino-N-[(1R)-1-(3-hydroxyphenyl)ethyl]heptanamide —— C15H24N2O2
7-amino-N-[(1R)-1-(3-hydroxyphenyl)ethyl]heptanamide
—— 2-[(1S)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,4-diol —— C14H16ClNO2S
2-[(1S)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H19NO2S
2-[(1R)-1-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1S)-1-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H19NO2S
2-[(1S)-1-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H19NO2S
2-[(1R)-1-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[[(1R)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol —— C14H16ClNO2S
4-[(1R)-1-[[(1R)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol
—— 4-methyl-2-[(1R)-1-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]phenol —— C16H21NOS
4-methyl-2-[(1R)-1-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(1R)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,4-diol —— C14H16ClNO2S
2-[(1S)-1-[[(1R)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,4-diol
—— 4-methyl-2-[(1R)-1-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]phenol —— C16H21NOS
4-methyl-2-[(1R)-1-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]phenol
—— 2-[(1S)-1-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol —— C15H19NO2S
2-[(1S)-1-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]ethyl]benzene-1,4-diol
—— 2-[[[(2R)-1-(furan-2-yl)propan-2-yl]amino]methyl]-4-methoxyphenol —— C15H19NO3
2-[[[(2R)-1-(furan-2-yl)propan-2-yl]amino]methyl]-4-methoxyphenol
—— 4-[(1R)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol —— C14H16ClNO2S
4-[(1R)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol
—— 2-[(1R)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,4-diol —— C14H16ClNO2S
2-[(1R)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,4-diol
—— 2-[(1R)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]-5-methylphenol —— C15H18ClNOS
2-[(1R)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]-5-methylphenol
—— 4-[(1S)-1-[[(1R)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol —— C14H16ClNO2S
4-[(1S)-1-[[(1R)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol
—— 4-methoxy-2-[[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]methyl]phenol —— C15H19NO2S
4-methoxy-2-[[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]methyl]phenol
—— 4-[(1S)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol —— C14H16ClNO2S
4-[(1S)-1-[[(1S)-1-(5-chlorothiophen-2-yl)ethyl]amino]ethyl]benzene-1,3-diol
—— 4-methoxy-2-[[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]methyl]phenol —— C15H19NO2S
4-methoxy-2-[[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]methyl]phenol
—— 4-[[4-(3-Phenylprop-2-enyl)piperazin-1-yl]methyl]benzene-1,2-diol —— C20H24N2O2
4-[[4-(3-Phenylprop-2-enyl)piperazin-1-yl]methyl]benzene-1,2-diol
—— N'-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propanimidamide —— C12H18N2O3
N'-hydroxy-3-[4-(2-methoxyethyl)phenoxy]propanimidamide
—— N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-[2-(trifluoromethyl)benzimidazol-1-yl]acetamide —— C18H15F3N4O3
N-[(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-[2-(trifluoromethyl)benzimidazol-1-yl]acetamide
—— N-(2-hydroxy-4-nitrophenyl)hexanamide —— C12H16N2O4
N-(2-hydroxy-4-nitrophenyl)hexanamide
—— methyl 5-amino-6-cyano-7-(4-hydroxyphenyl)-2-methyl-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate —— C17H15N3O4S
methyl 5-amino-6-cyano-7-(4-hydroxyphenyl)-2-methyl-3-oxo-2,3-dihydro-7H-[1,3]thiazolo[3,2-a]pyridine-8-carboxylate
—— 4-methyl-2-[(1S)-1-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]ethyl]phenol —— C16H21NO2
4-methyl-2-[(1S)-1-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]ethyl]phenol
—— 4-methoxy-2-[[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]methyl]phenol —— C15H19NO3
4-methoxy-2-[[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]methyl]phenol
—— 4-methyl-2-[(1R)-1-[[(1S)-1-(5-methylfuran-2-yl)ethyl]amino]ethyl]phenol —— C16H21NO2
4-methyl-2-[(1R)-1-[[(1S)-1-(5-methylfuran-2-yl)ethyl]amino]ethyl]phenol