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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
—— 3,4-dichloro-N-[1-(4-hydroxy-3-methoxyphenyl)ethylideneamino]benzamide —— C16H14Cl2N2O3
3,4-dichloro-N-[1-(4-hydroxy-3-methoxyphenyl)ethylideneamino]benzamide
—— 3-Acetyl-2-(4-hydroxy-3,5-dimethoxyphenyl)-1,3-thiazolidine-4-carboxylic acid —— C14H17NO6S
3-Acetyl-2-(4-hydroxy-3,5-dimethoxyphenyl)-1,3-thiazolidine-4-carboxylic acid
—— 4-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-2,6-dinitrophenol —— C12H10N4O5S
4-(4,6-Dimethylpyrimidin-2-yl)sulfanyl-2,6-dinitrophenol
—— 3,4,5-trihydroxy-N-(3-phenylpropylideneamino)benzamide —— C16H16N2O4
3,4,5-trihydroxy-N-(3-phenylpropylideneamino)benzamide
—— 2-(Azepan-1-ium-1-ylmethyl)benzene-1,4-diol —— C13H20NO2+
2-(Azepan-1-ium-1-ylmethyl)benzene-1,4-diol
—— 4-[2-(2,4,6-Trimethylpyridin-1-ium-1-yl)ethyl]benzene-1,2-diol —— C16H20NO2+
4-[2-(2,4,6-Trimethylpyridin-1-ium-1-yl)ethyl]benzene-1,2-diol
—— (4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(2-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H21N3O3S
(4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(2-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(2-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H21N3O3S
(4S)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(2-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— 7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione —— C23H26O3
7-ethenyl-8-(4-hydroxy-3,5-dimethylphenyl)-2,3,8a-trimethyl-5,8-dihydro-4aH-naphthalene-1,4-dione
—— (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-methoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H23N3O5S
(4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-1-(4-methoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— N-[1-(3-hydroxyphenyl)ethylideneamino]-3-phenylpropanamide —— C17H18N2O2
N-[1-(3-hydroxyphenyl)ethylideneamino]-3-phenylpropanamide
—— (4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-phenyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H21N3O4S
(4S)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-phenyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R)-1-(4-fluorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20FN3O4S
(4R)-1-(4-fluorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H21N3O3S
(4S)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-phenyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H21N3O4S
(4R)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-1-phenyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— 5-(2-Hydroxy-5-nitroanilino)-3-methyl-5-oxopentanoic acid —— C12H14N2O6
5-(2-Hydroxy-5-nitroanilino)-3-methyl-5-oxopentanoic acid
—— 5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-3-(3-methoxypropyl)-1,3-thiazolidine-2,4-dione —— C16H19NO6S
5-[(4-Hydroxy-3,5-dimethoxyphenyl)methylidene]-3-(3-methoxypropyl)-1,3-thiazolidine-2,4-dione
—— (4S)-1-(2-chlorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20ClN3O4S
(4S)-1-(2-chlorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— 5-(2-Hydroxy-5-nitroanilino)-3-methyl-5-oxopentanoate —— C12H13N2O6-
5-(2-Hydroxy-5-nitroanilino)-3-methyl-5-oxopentanoate
—— (4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H21N3O3S
(4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-1-(4-fluorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20FN3O4S
(4S)-1-(4-fluorophenyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— 6-Ethenyl-5-(2-hydroxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C22H24O3
6-Ethenyl-5-(2-hydroxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— (4R)-1-(1,3-benzothiazol-2-yl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H20N4O4S2
(4R)-1-(1,3-benzothiazol-2-yl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R)-1-(4,6-dimethylpyrimidin-2-yl)-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C19H19N5O2S
(4R)-1-(4,6-dimethylpyrimidin-2-yl)-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— 6-[2-(3,4-dihydroxyphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione —— C12H9N3O6
6-[2-(3,4-dihydroxyphenyl)ethenyl]-5-nitro-1H-pyrimidine-2,4-dione
—— (4S)-1-(4,6-dimethylpyrimidin-2-yl)-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C19H19N5O2S
(4S)-1-(4,6-dimethylpyrimidin-2-yl)-4-(4-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R)-1-(4,6-dimethylpyrimidin-2-yl)-4-(3-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C19H19N5O2S
(4R)-1-(4,6-dimethylpyrimidin-2-yl)-4-(3-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-1-(1,3-benzothiazol-2-yl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H20N4O4S2
(4S)-1-(1,3-benzothiazol-2-yl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-1-(4,6-dimethylpyrimidin-2-yl)-4-(3-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C19H19N5O2S
(4S)-1-(4,6-dimethylpyrimidin-2-yl)-4-(3-hydroxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-1-(4,6-dimethylpyrimidin-2-yl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H23N5O4S
(4S)-1-(4,6-dimethylpyrimidin-2-yl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S)-1-(1,3-benzothiazol-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H18N4O3S2
(4S)-1-(1,3-benzothiazol-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— methyl (4S)-6-[(2,4-dimethylphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C22H24N2O7S
methyl (4S)-6-[(2,4-dimethylphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— methyl (4S)-6-[(2-chlorophenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C20H19ClN2O7S
methyl (4S)-6-[(2-chlorophenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— methyl (4R)-6-[(3-chloro-4-methoxyphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C21H21ClN2O8S
methyl (4R)-6-[(3-chloro-4-methoxyphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— methyl (4S)-6-[(4-tert-butylphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C24H28N2O7S
methyl (4S)-6-[(4-tert-butylphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— methyl (4S)-6-[(3-chloro-4-methoxyphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C21H21ClN2O8S
methyl (4S)-6-[(3-chloro-4-methoxyphenyl)sulfonylmethyl]-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— (4S)-4-(4-hydroxy-3-methoxyphenyl)-3-thiophen-2-yl-4,5-dihydro-2H-pyrrolo[3,4-c]pyrazol-6-one —— C16H13N3O3S
(4S)-4-(4-hydroxy-3-methoxyphenyl)-3-thiophen-2-yl-4,5-dihydro-2H-pyrrolo[3,4-c]pyrazol-6-one
—— 4-[Hydroxy-(1,3-thiazol-2-ylamino)methyl]phenol —— C10H10N2O2S
4-[Hydroxy-(1,3-thiazol-2-ylamino)methyl]phenol
—— (4R)-3-(furan-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-2H-pyrrolo[3,4-c]pyrazol-6-one —— C16H13N3O4
(4R)-3-(furan-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-4,5-dihydro-2H-pyrrolo[3,4-c]pyrazol-6-one
—— 2-Phenylcyclopropanecarboxylic acid 2-[1-(3-hydroxyphenyl)ethylidene]hydrazide 540521-10-6 C18H18N2O2
2-Phenylcyclopropanecarboxylic acid 2-[1-(3-hydroxyphenyl)ethylidene]hydrazide
—— N-[3-[[(1S)-1-(4-hydroxy-3-methoxyphenyl)ethyl]amino]phenyl]acetamide —— C17H20N2O3
N-[3-[[(1S)-1-(4-hydroxy-3-methoxyphenyl)ethyl]amino]phenyl]acetamide
—— N-[3-[[(1R)-1-(4-hydroxy-3-methoxyphenyl)ethyl]amino]phenyl]acetamide —— C17H20N2O3
N-[3-[[(1R)-1-(4-hydroxy-3-methoxyphenyl)ethyl]amino]phenyl]acetamide
—— 2-[(1S)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,4-diol —— C18H24N2O2
2-[(1S)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,4-diol
—— 4-[(1S)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,3-diol —— C18H24N2O2
4-[(1S)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,3-diol
—— 2-[(1R)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,4-diol —— C18H24N2O2
2-[(1R)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,4-diol
—— 4-[(1R)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,3-diol —— C18H24N2O2
4-[(1R)-1-[3-(N-methylanilino)propylamino]ethyl]benzene-1,3-diol
—— 6-Ethenyl-5-(4-hydroxy-3-methoxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione —— C23H26O4
6-Ethenyl-5-(4-hydroxy-3-methoxyphenyl)-2,3,4a,8a-tetramethyl-5,8-dihydronaphthalene-1,4-dione
—— 4-bromo-2-[(2R,6S)-4-(4-ethylphenyl)-2-(3-fluorophenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C24H22BrFN2O
4-bromo-2-[(2R,6S)-4-(4-ethylphenyl)-2-(3-fluorophenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— 4-chloro-2-[(2R,6R)-4-(4-ethylphenyl)-2-(2-fluorophenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C24H22ClFN2O
4-chloro-2-[(2R,6R)-4-(4-ethylphenyl)-2-(2-fluorophenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol
—— 4-bromo-2-[(2R,6S)-2-(5-bromo-2-fluorophenyl)-4-(4-methylphenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol —— C23H19Br2FN2O
4-bromo-2-[(2R,6S)-2-(5-bromo-2-fluorophenyl)-4-(4-methylphenyl)-1,2,5,6-tetrahydropyrimidin-6-yl]phenol