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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
—— 1-(4-ethoxyphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C17H19N3O3S
1-(4-ethoxyphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(2S)-oxolan-2-yl]-1H-1,2,4-triazole-5-thione —— C14H16N4O3S
4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[(2S)-oxolan-2-yl]-1H-1,2,4-triazole-5-thione
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(4-methoxyphenyl)thiourea —— C16H16BrN3O3S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(4-methoxyphenyl)thiourea
—— 4-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-[(2R)-oxolan-2-yl]-1H-1,2,4-triazole-5-thione —— C13H14N4O2S
4-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-[(2R)-oxolan-2-yl]-1H-1,2,4-triazole-5-thione
—— 4-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-[(2S)-oxolan-2-yl]-1H-1,2,4-triazole-5-thione —— C13H14N4O2S
4-[(Z)-(3-hydroxyphenyl)methylideneamino]-3-[(2S)-oxolan-2-yl]-1H-1,2,4-triazole-5-thione
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-cyclohexylthiourea —— C15H20BrN3O2S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-cyclohexylthiourea
—— 4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione —— C10H10N4O2S
4-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-1H-1,2,4-triazole-5-thione
—— 1-(4-fluorophenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C15H14FN3O2S
1-(4-fluorophenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 1-butyl-3-[(Z)-(3-hydroxyphenyl)methylideneamino]thiourea —— C12H17N3OS
1-butyl-3-[(Z)-(3-hydroxyphenyl)methylideneamino]thiourea
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-prop-2-enylthiourea —— C12H14BrN3O2S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-prop-2-enylthiourea
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-fluorophenyl)thiourea —— C15H13BrFN3O2S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-fluorophenyl)thiourea
—— 2-anilino-N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C16H16BrN3O3
2-anilino-N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-ethylthiourea —— C11H14BrN3O2S
1-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-3-ethylthiourea
—— N-[(2-chlorophenyl)methyl]-2-[4-(2-methoxyethyl)phenoxy]acetamide —— C18H20ClNO3
N-[(2-chlorophenyl)methyl]-2-[4-(2-methoxyethyl)phenoxy]acetamide
—— (3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-methylindol-2-one —— C17H15NO3
(3E)-3-[(4-hydroxy-3-methoxyphenyl)methylidene]-1-methylindol-2-one
—— (5Z)-5-[(3,4-dihydroxy-5-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C11H9NO4S2
(5Z)-5-[(3,4-dihydroxy-5-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (E)-3-(1,3-benzoxazol-2-yl)-4-(2-bromo-5-hydroxy-4-methoxyphenyl)but-3-enoic acid —— C18H14BrNO5
(E)-3-(1,3-benzoxazol-2-yl)-4-(2-bromo-5-hydroxy-4-methoxyphenyl)but-3-enoic acid
—— 2-[[2-[4-(2-methoxyethyl)phenoxy]acetyl]-methylamino]-N-(4-methylphenyl)acetamide —— C21H26N2O4
2-[[2-[4-(2-methoxyethyl)phenoxy]acetyl]-methylamino]-N-(4-methylphenyl)acetamide
—— 2-(4-Bromophenyl)sulfonyl-3-(4-hydroxy-3-methoxyphenyl)prop-2-enenitrile —— C16H12BrNO4S
2-(4-Bromophenyl)sulfonyl-3-(4-hydroxy-3-methoxyphenyl)prop-2-enenitrile
—— 2-[[4-(1,3-Benzodioxol-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-6-methoxy-4-prop-2-enylphenol —— C23H30N2O4+2
2-[[4-(1,3-Benzodioxol-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-6-methoxy-4-prop-2-enylphenol
—— 2-[[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]methyl]-6-methoxy-4-prop-2-enylphenol —— C23H28N2O4
2-[[4-(1,3-Benzodioxol-5-ylmethyl)piperazin-1-yl]methyl]-6-methoxy-4-prop-2-enylphenol
—— 5-[(Z)-[(4-amino-1,2,4-triazol-3-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C10H12N6O2
5-[(Z)-[(4-amino-1,2,4-triazol-3-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— 3-(3-Hydroxy-5-methoxyphenyl)propanenitrile —— C10H11NO2
3-(3-Hydroxy-5-methoxyphenyl)propanenitrile
—— 2-methoxy-4-[[(2R,6S)-11-morpholin-4-yl-4,10,12-triazatricyclo[6.4.0.02,6]dodeca-1(12),8,10-trien-4-yl]methyl]phenol —— C21H26N4O3
2-methoxy-4-[[(2R,6S)-11-morpholin-4-yl-4,10,12-triazatricyclo[6.4.0.02,6]dodeca-1(12),8,10-trien-4-yl]methyl]phenol
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylbenzamide —— C16H15BrN2O3
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-methylbenzamide
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methoxyanilino)acetamide —— C17H18BrN3O4
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(3-methoxyanilino)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-(phenoxymethyl)furan-2-carboxamide —— C20H18N2O5
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-5-(phenoxymethyl)furan-2-carboxamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2,4,6-trimethylanilino)acetamide —— C19H23N3O3
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2,4,6-trimethylanilino)acetamide
—— N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-oxoazepan-1-yl)acetamide —— C16H21N3O4
N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2-oxoazepan-1-yl)acetamide
—— N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2,4,6-trimethylanilino)acetamide —— C19H22BrN3O3
N-[(Z)-(2-bromo-5-hydroxy-4-methoxyphenyl)methylideneamino]-2-(2,4,6-trimethylanilino)acetamide
—— (3E)-3-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-1-methylindol-2-one —— C17H14BrNO3
(3E)-3-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-1-methylindol-2-one
—— 2-methoxy-5-[(5R)-3-(2-methylphenyl)-2,5-dihydro-1,2,4-oxadiazol-5-yl]phenol —— C16H16N2O3
2-methoxy-5-[(5R)-3-(2-methylphenyl)-2,5-dihydro-1,2,4-oxadiazol-5-yl]phenol
—— 2-methoxy-5-[(5S)-3-(2-methylphenyl)-2,5-dihydro-1,2,4-oxadiazol-5-yl]phenol —— C16H16N2O3
2-methoxy-5-[(5S)-3-(2-methylphenyl)-2,5-dihydro-1,2,4-oxadiazol-5-yl]phenol
—— (7S)-3-cyano-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C24H23N5O3
(7S)-3-cyano-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— (7S)-7-(4-hydroxy-3-methoxyphenyl)-2-(4-methoxyphenyl)-5-methyl-N-phenyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C28H26N4O4
(7S)-7-(4-hydroxy-3-methoxyphenyl)-2-(4-methoxyphenyl)-5-methyl-N-phenyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— (7R)-2-(4-chlorophenyl)-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C29H27ClN4O3
(7R)-2-(4-chlorophenyl)-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— (7S)-2-(4-chlorophenyl)-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C29H27ClN4O3
(7S)-2-(4-chlorophenyl)-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— (7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-N,2-diphenyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C27H24N4O3
(7S)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-N,2-diphenyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— (7R)-3-cyano-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C24H23N5O3
(7R)-3-cyano-N-(2,4-dimethylphenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— (7R)-7-(4-hydroxy-3-methoxyphenyl)-2-(4-methoxyphenyl)-5-methyl-N-phenyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide —— C28H26N4O4
(7R)-7-(4-hydroxy-3-methoxyphenyl)-2-(4-methoxyphenyl)-5-methyl-N-phenyl-1,7-dihydropyrazolo[1,5-a]pyrimidine-6-carboxamide
—— ethyl (3S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate —— C19H23NO7
ethyl (3S)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate
—— ethyl (3S)-3-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate —— C18H21NO6
ethyl (3S)-3-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate
—— ethyl (3R)-3-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate —— C18H21NO6
ethyl (3R)-3-(4-hydroxy-3-methoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate
—— ethyl (3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate —— C19H23NO7
ethyl (3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-(4-hydroxy-6-methyl-2-oxo-1H-pyridin-3-yl)propanoate
—— ethyl (3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]propanoate —— C19H22O9
ethyl (3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]propanoate
—— ethyl (3R)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(3-hydroxy-4-methoxyphenyl)propanoate —— C18H20O8
ethyl (3R)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(3-hydroxy-4-methoxyphenyl)propanoate
—— ethyl (3S)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(3-hydroxy-4-methoxyphenyl)propanoate —— C18H20O8
ethyl (3S)-3-[3-hydroxy-6-(hydroxymethyl)-4-oxopyran-2-yl]-3-(3-hydroxy-4-methoxyphenyl)propanoate
—— 4-[(5R)-2-amino-5H-[1,3]thiazolo[4,3-b][1,3,4]thiadiazol-5-yl]phenol —— C10H9N3OS2
4-[(5R)-2-amino-5H-[1,3]thiazolo[4,3-b][1,3,4]thiadiazol-5-yl]phenol
—— 4-[(5S)-2-amino-5H-[1,3]thiazolo[4,3-b][1,3,4]thiadiazol-5-yl]phenol —— C10H9N3OS2
4-[(5S)-2-amino-5H-[1,3]thiazolo[4,3-b][1,3,4]thiadiazol-5-yl]phenol
—— (2S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-5,6-dimethyl-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one —— C16H18N2O4S
(2S)-2-(4-hydroxy-3,5-dimethoxyphenyl)-5,6-dimethyl-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one