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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
—— methyl (6R)-6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3-ethyl-4-methyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate —— C16H19ClN2O5
methyl (6R)-6-(3-chloro-4-hydroxy-5-methoxyphenyl)-3-ethyl-4-methyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate
—— 2-[4-(2-methoxyethyl)phenoxy]-N-[(4-methoxyphenyl)methyl]acetamide —— C19H23NO4
2-[4-(2-methoxyethyl)phenoxy]-N-[(4-methoxyphenyl)methyl]acetamide
—— 1-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-1,3-dihydropyrazol-2-yl]ethanone —— C15H14N2O2S
1-[(3R)-3-(2-hydroxyphenyl)-5-thiophen-2-yl-1,3-dihydropyrazol-2-yl]ethanone
—— 1-[(3R)-3-(furan-2-yl)-5-(4-hydroxyphenyl)-1,3-dihydropyrazol-2-yl]ethanone —— C15H14N2O3
1-[(3R)-3-(furan-2-yl)-5-(4-hydroxyphenyl)-1,3-dihydropyrazol-2-yl]ethanone
—— (5E)-3-butyl-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one —— C15H17NO3S2
(5E)-3-butyl-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
—— N-{4-[(5E)-5-(4-hydroxy-3-methoxybenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]phenyl}acetamide —— C19H16N2O4S2
N-{4-[(5E)-5-(4-hydroxy-3-methoxybenzylidene)-4-oxo-2-thioxo-1,3-thiazolidin-3-yl]phenyl}acetamide
—— (2Z,5Z)-3-ethyl-2-(ethylimino)-5-(3-hydroxybenzylidene)thiazolidin-4-one —— C14H16N2O2S
(2Z,5Z)-3-ethyl-2-(ethylimino)-5-(3-hydroxybenzylidene)thiazolidin-4-one
—— 3-[2-[2-[2-[(3-Hydroxyphenyl)methylideneamino]ethoxy]ethoxy]ethyliminomethyl]phenol —— C20H24N2O4
3-[2-[2-[2-[(3-Hydroxyphenyl)methylideneamino]ethoxy]ethoxy]ethyliminomethyl]phenol
—— ethyl (2E,5R)-2-[(2-hydroxy-5-nitrophenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H19N3O6S
ethyl (2E,5R)-2-[(2-hydroxy-5-nitrophenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— (Z)-5-(2-hydroxy-3-methoxybenzylidene)-3-isopropyl-2-thioxothiazolidin-4-one —— C14H15NO3S2
(Z)-5-(2-hydroxy-3-methoxybenzylidene)-3-isopropyl-2-thioxothiazolidin-4-one
—— methyl (2E,5R)-2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C23H20N2O5S
methyl (2E,5R)-2-[(2-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-phenyl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— ethyl (2E,5R)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate —— C22H20N2O5S2
ethyl (2E,5R)-2-[(4-hydroxy-3-methoxyphenyl)methylidene]-7-methyl-3-oxo-5-thiophen-2-yl-5H-[1,3]thiazolo[3,2-a]pyrimidine-6-carboxylate
—— 9-(3-hydroxy-4-methoxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione —— C20H20O5
9-(3-hydroxy-4-methoxyphenyl)-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione
—— 4-hydroxy-3-methoxy-N-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzamide —— C21H18N2O4S2
4-hydroxy-3-methoxy-N-[(5Z)-5-[(E)-2-methyl-3-phenylprop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]benzamide
—— (5E)-3-[2-(3,4-dimethoxyphenyl)ethyl]-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one —— C21H21NO5S2
(5E)-3-[2-(3,4-dimethoxyphenyl)ethyl]-5-(4-hydroxy-3-methoxybenzylidene)-2-thioxo-1,3-thiazolidin-4-one
—— 3-[2-(5-bromothiophen-2-yl)ethyl]-1-cyclopropyl-1-[(3-hydroxyphenyl)methyl]urea —— C17H19BrN2O2S
3-[2-(5-bromothiophen-2-yl)ethyl]-1-cyclopropyl-1-[(3-hydroxyphenyl)methyl]urea
—— 1-cyclohexyl-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methylurea —— C18H28N2O2
1-cyclohexyl-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methylurea
—— 3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1R)-1-thiophen-2-ylethyl]urea —— C18H24N2O2S
3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1R)-1-thiophen-2-ylethyl]urea
—— 1-(dicyclopropylmethyl)-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C18H26N2O2
1-(dicyclopropylmethyl)-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-(2-phenylethyl)urea —— C20H26N2O2
3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-(2-phenylethyl)urea
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C16H23N5O2
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C16H23N5O2
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
—— 1-benzyl-1-(furan-2-ylmethyl)-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C23H26N2O3
1-benzyl-1-(furan-2-ylmethyl)-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[[3-(imidazol-1-ylmethyl)phenyl]methyl]urea —— C22H26N4O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[[3-(imidazol-1-ylmethyl)phenyl]methyl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]urea —— C23H28N4O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]urea
—— 3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1S)-1-thiophen-2-ylethyl]urea —— C18H24N2O2S
3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1S)-1-thiophen-2-ylethyl]urea
—— 1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C16H24N2O4S
1-[[(3S)-1,1-dioxothiolan-3-yl]methyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C16H23N5O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C16H23N5O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
—— 1-[(5-bromothiophen-2-yl)methyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C16H19BrN2O2S
1-[(5-bromothiophen-2-yl)methyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C16H24N2O4S
1-[[(3R)-1,1-dioxothiolan-3-yl]methyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1R)-1-thiophen-2-ylethyl]urea —— C18H24N2O2S
3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-1-methyl-1-[(1R)-1-thiophen-2-ylethyl]urea
—— 1-(dicyclopropylmethyl)-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C18H26N2O2
1-(dicyclopropylmethyl)-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1-[(R)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]urea —— C20H21FN4O3
1-[(R)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]urea
—— 1-[(S)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]urea —— C20H21FN4O3
1-[(S)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-3-[(4-hydroxy-3-methoxyphenyl)methyl]urea
—— propan-2-yl 3-[[(2-hydroxyphenyl)methyl-[[(2R)-oxolan-2-yl]methyl]carbamoyl]amino]propanoate —— C19H28N2O5
propan-2-yl 3-[[(2-hydroxyphenyl)methyl-[[(2R)-oxolan-2-yl]methyl]carbamoyl]amino]propanoate
—— methyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3,5-dimethylphenyl)propanoate —— C12H13F3O4
methyl (2S)-3,3,3-trifluoro-2-hydroxy-2-(4-hydroxy-3,5-dimethylphenyl)propanoate
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-piperidin-1-ylethyl)urea —— C18H29N3O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-piperidin-1-ylethyl)urea
—— (5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-[4-[(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]piperazin-1-yl]-1,3-thiazol-4-one —— C26H24N4O6S2
(5Z)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-2-[4-[(5E)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-oxo-1,3-thiazol-2-yl]piperazin-1-yl]-1,3-thiazol-4-one
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-piperidin-1-ylethyl)urea —— C18H29N3O2
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-piperidin-1-ylethyl)urea
—— 1-[(1R)-2-(dimethylamino)-1-phenylethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C21H29N3O2
1-[(1R)-2-(dimethylamino)-1-phenylethyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 5-[(3,4-Dihydroxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione —— C10H7NO4S
5-[(3,4-Dihydroxyphenyl)methylidene]-1,3-thiazolidine-2,4-dione
—— 3-Ethyl-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C13H13NO3S2
3-Ethyl-5-[(2-hydroxy-3-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (5E)-3-ethyl-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C12H10N2O4S2
(5E)-3-ethyl-5-[(4-hydroxy-3-nitrophenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (E)-3-(4-hydroxy-3-methoxyphenyl)-2-(4-methylphenyl)sulfonylprop-2-enenitrile —— C17H15NO4S
(E)-3-(4-hydroxy-3-methoxyphenyl)-2-(4-methylphenyl)sulfonylprop-2-enenitrile
—— 1-[3-(furan-2-ylmethoxy)propyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C19H26N2O4
1-[3-(furan-2-ylmethoxy)propyl]-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— Cambridge id 5314346 —— C13H13NO6S
Cambridge id 5314346
—— 1-[3-(furan-2-ylmethoxy)propyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C19H26N2O4
1-[3-(furan-2-ylmethoxy)propyl]-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— propyl (6S)-6-(3-bromo-4-hydroxy-5-methoxyphenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate —— C17H21BrN2O5
propyl (6S)-6-(3-bromo-4-hydroxy-5-methoxyphenyl)-3,4-dimethyl-2-oxo-1,6-dihydropyrimidine-5-carboxylate
—— 2-cyanoethyl (4S,5R)-4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate —— C16H17N3O5
2-cyanoethyl (4S,5R)-4-(4-hydroxy-3-methoxyphenyl)-6-methylidene-2-oxo-1,3-diazinane-5-carboxylate