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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
—— (4S)-4-(3-hydroxy-4-methoxyphenyl)-1,3-dimethyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C15H17N3O3
(4S)-4-(3-hydroxy-4-methoxyphenyl)-1,3-dimethyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (8R,9S)-4-tert-butyl-8-(3,4-dihydroxy-2,5-dimethoxyphenyl)-10-phenyl-2,4,5,10,12-pentazatricyclo[7.3.0.03,7]dodeca-1(12),2,6-trien-11-one —— C25H27N5O5
(8R,9S)-4-tert-butyl-8-(3,4-dihydroxy-2,5-dimethoxyphenyl)-10-phenyl-2,4,5,10,12-pentazatricyclo[7.3.0.03,7]dodeca-1(12),2,6-trien-11-one
—— (7R)-7-(3,4-dihydroxy-2,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-6,7-dihydro-4H-[1,2]thiazolo[4,5-b]pyridin-5-one —— C21H20N2O6S
(7R)-7-(3,4-dihydroxy-2,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-6,7-dihydro-4H-[1,2]thiazolo[4,5-b]pyridin-5-one
—— (7S)-7-(3,4-dihydroxy-2,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-6,7-dihydro-4H-[1,2]thiazolo[4,5-b]pyridin-5-one —— C21H20N2O6S
(7S)-7-(3,4-dihydroxy-2,5-dimethoxyphenyl)-3-(4-methoxyphenyl)-6,7-dihydro-4H-[1,2]thiazolo[4,5-b]pyridin-5-one
—— (4S)-3-(furan-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-5-(2-methoxyethyl)-2,4-dihydropyrrolo[3,4-c]pyrazol-6-one —— C19H19N3O5
(4S)-3-(furan-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-5-(2-methoxyethyl)-2,4-dihydropyrrolo[3,4-c]pyrazol-6-one
—— (4R)-3-(furan-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-5-(2-methoxyethyl)-2,4-dihydropyrrolo[3,4-c]pyrazol-6-one —— C19H19N3O5
(4R)-3-(furan-2-yl)-4-(4-hydroxy-3-methoxyphenyl)-5-(2-methoxyethyl)-2,4-dihydropyrrolo[3,4-c]pyrazol-6-one
—— 4-[(2S,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinan-4-yl]benzene-1,3-diol —— C14H21ClN2O2S
4-[(2S,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinan-4-yl]benzene-1,3-diol
—— 4-[(2S,4R)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinan-4-yl]benzene-1,3-diol —— C14H21ClN2O2S
4-[(2S,4R)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinan-4-yl]benzene-1,3-diol
—— 4-[(2R,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinan-4-yl]benzene-1,3-diol —— C14H21ClN2O2S
4-[(2R,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinan-4-yl]benzene-1,3-diol
—— 4-[(2S,4R)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinane-1,3-diium-4-yl]benzene-1,3-diol —— C14H23ClN2O2S+2
4-[(2S,4R)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinane-1,3-diium-4-yl]benzene-1,3-diol
—— 4-[(2S,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinane-1,3-diium-4-yl]benzene-1,3-diol —— C14H23ClN2O2S+2
4-[(2S,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinane-1,3-diium-4-yl]benzene-1,3-diol
—— 4-[(2R,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinane-1,3-diium-4-yl]benzene-1,3-diol —— C14H23ClN2O2S+2
4-[(2R,4S)-2-chloro-4,6,6-trimethyl-2-methylsulfanyl-1,3-diazinane-1,3-diium-4-yl]benzene-1,3-diol
—— 1-[(3S)-3-(4-hydroxy-3-methoxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C18H18N2O3
1-[(3S)-3-(4-hydroxy-3-methoxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— (1S,2R)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide —— C16H19N3O2
(1S,2R)-N-[2-(4-hydroxyphenyl)ethyl]-2-(1-methylpyrazol-4-yl)cyclopropane-1-carboxamide
—— [4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]-[(1R,2S)-2-(1-methylpyrazol-4-yl)cyclopropyl]methanone —— C19H21N3O2
[4-(4-hydroxyphenyl)-3,6-dihydro-2H-pyridin-1-yl]-[(1R,2S)-2-(1-methylpyrazol-4-yl)cyclopropyl]methanone
—— 1-[(2-hydroxyphenyl)methyl]-1-methyl-3-[(1S)-1-[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]ethyl]urea —— C20H23N3O4
1-[(2-hydroxyphenyl)methyl]-1-methyl-3-[(1S)-1-[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]ethyl]urea
—— 4-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-4-oxobutanoate —— C17H15N2O4S-
4-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-4-oxobutanoate
—— 4-[(3S)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-4-oxobutanoic acid —— C17H16N2O4S
4-[(3S)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-4-oxobutanoic acid
—— 5-[[[(1S)-1-[4-(2-hydroxyethoxy)-3-methoxyphenyl]ethyl]amino]methyl]-2-methoxyphenol —— C19H25NO5
5-[[[(1S)-1-[4-(2-hydroxyethoxy)-3-methoxyphenyl]ethyl]amino]methyl]-2-methoxyphenol
—— 5-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-5-oxopentanoate —— C18H17N2O4S-
5-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-5-oxopentanoate
—— 5-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-5-oxopentanoic acid —— C18H18N2O4S
5-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-5-oxopentanoic acid
—— 4-[(3S)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-4-oxobutanoate —— C17H15N2O4S-
4-[(3S)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]-4-oxobutanoate
—— (2S)-2-(4-hydroxy-3-methoxyphenyl)-5,6-dimethyl-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one —— C15H16N2O3S
(2S)-2-(4-hydroxy-3-methoxyphenyl)-5,6-dimethyl-2,3-dihydro-1H-thieno[2,3-d]pyrimidin-4-one
—— 3-(2-chloropyridin-3-yl)-1-ethyl-1-[(1S)-1-(3-hydroxyphenyl)ethyl]urea —— C16H18ClN3O2
3-(2-chloropyridin-3-yl)-1-ethyl-1-[(1S)-1-(3-hydroxyphenyl)ethyl]urea
—— N-[(2S)-1-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide —— C19H30N2O2
N-[(2S)-1-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide
—— ethyl (2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate —— C11H14O5
ethyl (2S)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate
—— ethyl (2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate —— C11H14O5
ethyl (2R)-2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)acetate
—— (2R)-1-[4-(2-butoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol —— C18H31NO3
(2R)-1-[4-(2-butoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— (2S)-1-[4-(2-butoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol —— C18H31NO3
(2S)-1-[4-(2-butoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— 2-(4-methoxyphenyl)ethyl 4H-thieno[3,2-c]chromene-2-carboxylate —— C21H18O4S
2-(4-methoxyphenyl)ethyl 4H-thieno[3,2-c]chromene-2-carboxylate
—— 2-(4-methoxyphenyl)ethyl (E)-2-cyano-3-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]prop-2-enoate —— C22H26N2O4
2-(4-methoxyphenyl)ethyl (E)-2-cyano-3-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]prop-2-enoate
—— butyl (4R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H21ClN2O5
butyl (4R)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— butyl (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate —— C17H21ClN2O5
butyl (4S)-4-(3-chloro-4-hydroxy-5-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxylate
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-6-[(1R)-1-phenylethoxy]pyridine-3-carboxamide —— C21H19N3O5
N-[(2-hydroxy-5-nitrophenyl)methyl]-6-[(1R)-1-phenylethoxy]pyridine-3-carboxamide
—— N-[(2-hydroxy-5-nitrophenyl)methyl]-6-[(1S)-1-phenylethoxy]pyridine-3-carboxamide —— C21H19N3O5
N-[(2-hydroxy-5-nitrophenyl)methyl]-6-[(1S)-1-phenylethoxy]pyridine-3-carboxamide
—— furan-2-yl-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]methanone —— C19H16N2O4S
furan-2-yl-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]methanone
—— 1-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-(4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone —— C19H20N2O4
1-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-(4-methoxyphenyl)-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(S)-5-(2-Hydroxy-3-methoxy-phenyl)-3-(4-methoxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone 58721-55-4 C19H20N2O4
1-[(S)-5-(2-Hydroxy-3-methoxy-phenyl)-3-(4-methoxy-phenyl)-4,5-dihydro-pyrazol-1-yl]-ethanone
—— (7S)-N-(4-chlorophenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide —— C20H18ClN5O3
(7S)-N-(4-chlorophenyl)-7-(4-hydroxy-3-methoxyphenyl)-5-methyl-4,7-dihydro-[1,2,4]triazolo[1,5-a]pyrimidine-6-carboxamide
—— 1-cyclopropyl-3-[(4-ethyl-1,2,4-triazol-3-yl)methyl]-1-[(1S)-1-(4-hydroxyphenyl)ethyl]urea —— C17H23N5O2
1-cyclopropyl-3-[(4-ethyl-1,2,4-triazol-3-yl)methyl]-1-[(1S)-1-(4-hydroxyphenyl)ethyl]urea
—— 1-cyclopropyl-3-[(4-ethyl-1,2,4-triazol-3-yl)methyl]-1-[(1R)-1-(4-hydroxyphenyl)ethyl]urea —— C17H23N5O2
1-cyclopropyl-3-[(4-ethyl-1,2,4-triazol-3-yl)methyl]-1-[(1R)-1-(4-hydroxyphenyl)ethyl]urea
—— 2-(2,4-difluorophenoxy)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]acetamide —— C17H17F2NO4
2-(2,4-difluorophenoxy)-N-[(1R)-1-(2-hydroxy-5-methoxyphenyl)ethyl]acetamide
—— 2-(2,4-difluorophenoxy)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]acetamide —— C17H17F2NO4
2-(2,4-difluorophenoxy)-N-[(1S)-1-(2-hydroxy-5-methoxyphenyl)ethyl]acetamide
—— (4S,6S)-4-(2,4-dihydroxyphenyl)-4-methyl-6-phenyl-1,3-diazinane-2-thione —— C17H18N2O2S
(4S,6S)-4-(2,4-dihydroxyphenyl)-4-methyl-6-phenyl-1,3-diazinane-2-thione
—— (4S,6R)-4-(2,4-dihydroxyphenyl)-4-methyl-6-phenyl-1,3-diazinane-2-thione —— C17H18N2O2S
(4S,6R)-4-(2,4-dihydroxyphenyl)-4-methyl-6-phenyl-1,3-diazinane-2-thione
—— 4-[[(2S)-2-nitro-3-(1,3-thiazol-2-ylimino)propylidene]amino]phenol —— C12H10N4O3S
4-[[(2S)-2-nitro-3-(1,3-thiazol-2-ylimino)propylidene]amino]phenol
—— (4R,6R)-4-(2,4-dihydroxyphenyl)-4-methyl-6-phenyl-1,3-diazinane-2-thione —— C17H18N2O2S
(4R,6R)-4-(2,4-dihydroxyphenyl)-4-methyl-6-phenyl-1,3-diazinane-2-thione
—— 3-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1-[(4-hydroxy-3-methoxyphenyl)methyl]-1-methylurea —— C15H22N2O5S
3-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-1-[(4-hydroxy-3-methoxyphenyl)methyl]-1-methylurea
—— (4R)-N-(3,5-dimethylphenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C21H23N3O4
(4R)-N-(3,5-dimethylphenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide
—— (4S)-N-(2,5-dimethylphenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide —— C21H23N3O4
(4S)-N-(2,5-dimethylphenyl)-4-(4-hydroxy-3-methoxyphenyl)-6-methyl-2-oxo-3,4-dihydro-1H-pyrimidine-5-carboxamide