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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-[(1R)-1-[methyl-[(3-methylimidazol-4-yl)methyl]amino]ethyl]phenol —— C14H19N3O
3-[(1R)-1-[methyl-[(3-methylimidazol-4-yl)methyl]amino]ethyl]phenol
—— N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]-2-[(1S,3S)-3-methylcyclohexyl]oxyacetamide —— C19H29NO3
N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]-2-[(1S,3S)-3-methylcyclohexyl]oxyacetamide
—— N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]-2-[(1R,3S)-3-methylcyclohexyl]oxyacetamide —— C19H29NO3
N-ethyl-N-[(1S)-1-(3-hydroxyphenyl)ethyl]-2-[(1R,3S)-3-methylcyclohexyl]oxyacetamide
—— N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]-2-[(1R,3S)-3-methylcyclohexyl]oxyacetamide —— C19H29NO3
N-ethyl-N-[(1R)-1-(3-hydroxyphenyl)ethyl]-2-[(1R,3S)-3-methylcyclohexyl]oxyacetamide
—— 1-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-3-[(2R)-1-methoxypropan-2-yl]urea —— C14H22N2O4
1-[2-(2-hydroxy-3-methoxyphenyl)ethyl]-3-[(2R)-1-methoxypropan-2-yl]urea
—— 1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C17H23N5O2
1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
—— 1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C17H23N5O2
1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
—— (2R)-2-[(3-hydroxy-4-methoxyphenyl)methyl-methylamino]-1-(4-methylpiperidin-1-yl)propan-1-one —— C18H28N2O3
(2R)-2-[(3-hydroxy-4-methoxyphenyl)methyl-methylamino]-1-(4-methylpiperidin-1-yl)propan-1-one
—— (E)-4-(1,3-benzothiazol-2-yl)-5-(3-hydroxy-4-methoxyphenyl)pent-4-enoate —— C19H16NO4S-
(E)-4-(1,3-benzothiazol-2-yl)-5-(3-hydroxy-4-methoxyphenyl)pent-4-enoate
—— 1-[(2S)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]-3-(5-phenyl-1,2,4-triazin-3-yl)urea —— C21H23N5O4
1-[(2S)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]-3-(5-phenyl-1,2,4-triazin-3-yl)urea
—— 1-(4,5-dimethyl-1,3-thiazol-2-yl)-3-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]urea —— C17H23N3O4S
1-(4,5-dimethyl-1,3-thiazol-2-yl)-3-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]urea
—— 1-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]-3-(5-phenyl-1,2,4-triazin-3-yl)urea —— C21H23N5O4
1-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]-3-(5-phenyl-1,2,4-triazin-3-yl)urea
—— 1-[(2S)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]-3-(4-pyridin-3-yl-1,3-thiazol-2-yl)urea —— C20H22N4O4S
1-[(2S)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]-3-(4-pyridin-3-yl-1,3-thiazol-2-yl)urea
—— 1-(2-chloropyridin-3-yl)-3-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]urea —— C17H20ClN3O4
1-(2-chloropyridin-3-yl)-3-[(2R)-3-hydroxy-2-[(3-hydroxy-4-methoxyphenyl)methyl]propyl]urea
—— 2,2,2-trifluoro-1-[(3S)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone —— C16H13F3N2O3S
2,2,2-trifluoro-1-[(3S)-3-(2-hydroxy-3-methoxyphenyl)-5-thiophen-2-yl-3,4-dihydropyrazol-2-yl]ethanone
—— 1-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(2-hydroxy-3-methoxyphenyl)methyl]urea —— C17H23N3O3S
1-[(2R)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(2-hydroxy-3-methoxyphenyl)methyl]urea
—— 1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(2-hydroxy-3-methoxyphenyl)methyl]urea —— C17H23N3O3S
1-[(2S)-2-(dimethylamino)-2-thiophen-2-ylethyl]-3-[(2-hydroxy-3-methoxyphenyl)methyl]urea
—— 4-[2-(3,4-Dimethylanilino)-1,3-thiazol-4-yl]benzene-1,3-diol —— C17H16N2O2S
4-[2-(3,4-Dimethylanilino)-1,3-thiazol-4-yl]benzene-1,3-diol
—— N-[(1S)-1-(1-ethylpyrazol-4-yl)propyl]-3-hydroxy-4-nitrobenzamide —— C15H18N4O4
N-[(1S)-1-(1-ethylpyrazol-4-yl)propyl]-3-hydroxy-4-nitrobenzamide
—— N-[(1R)-1-(1-ethylpyrazol-4-yl)propyl]-3-hydroxy-4-nitrobenzamide —— C15H18N4O4
N-[(1R)-1-(1-ethylpyrazol-4-yl)propyl]-3-hydroxy-4-nitrobenzamide
—— 1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(2R)-1-methoxypropan-2-yl]urea —— C16H24N2O3
1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(2R)-1-methoxypropan-2-yl]urea
—— 1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(2S)-1-methoxypropan-2-yl]urea —— C16H24N2O3
1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[(2S)-1-methoxypropan-2-yl]urea
—— 4-[2-[methyl-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]amino]ethoxy]phenol —— C17H19N3O3S
4-[2-[methyl-[(1S)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]amino]ethoxy]phenol
—— 4-[2-[methyl-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]amino]ethoxy]phenol —— C17H19N3O3S
4-[2-[methyl-[(1R)-1-(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)ethyl]amino]ethoxy]phenol
—— (2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one —— C17H19NO4S
(2Z,5Z)-2-(3,3-dimethyl-2-oxobutylidene)-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazolidin-4-one
—— 1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]urea —— C20H31N3O2
1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[2-[(2R)-2-methylpiperidin-1-yl]ethyl]urea
—— 1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]urea —— C20H31N3O2
1-(cyclopropylmethyl)-1-[(3-hydroxyphenyl)methyl]-3-[2-[(2S)-2-methylpiperidin-1-yl]ethyl]urea
—— 3-[2-(3-hydroxyphenyl)ethyl]-1-methyl-1-[(1R)-1-pyridin-3-ylethyl]urea —— C17H21N3O2
3-[2-(3-hydroxyphenyl)ethyl]-1-methyl-1-[(1R)-1-pyridin-3-ylethyl]urea
—— (5E)-2-[4-(2-hydroxyethyl)piperazin-4-ium-1-yl]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one —— C17H22N3O4S+
(5E)-2-[4-(2-hydroxyethyl)piperazin-4-ium-1-yl]-5-[(4-hydroxy-3-methoxyphenyl)methylidene]-1,3-thiazol-4-one
—— methyl (4S)-5-benzoyl-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-6-carboxylate —— C20H18N2O6
methyl (4S)-5-benzoyl-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-6-carboxylate
—— methyl (4R)-5-benzoyl-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-6-carboxylate —— C20H18N2O6
methyl (4R)-5-benzoyl-4-(4-hydroxy-3-methoxyphenyl)-2-oxo-3,4-dihydro-1H-pyrimidine-6-carboxylate
—— (4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-phenyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C20H19N3O3
(4R)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-phenyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— (4S)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-phenyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C20H19N3O3
(4S)-4-(4-hydroxy-3-methoxyphenyl)-3-methyl-1-phenyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— 2-methoxy-5-[[[(1R)-1-(4-phenyl-1,3-thiazol-2-yl)ethyl]amino]methyl]phenol —— C19H20N2O2S
2-methoxy-5-[[[(1R)-1-(4-phenyl-1,3-thiazol-2-yl)ethyl]amino]methyl]phenol
—— (4S)-4-(4-hydroxy-3-methoxyphenyl)-1-(4-methoxyphenyl)-3-methyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one —— C21H21N3O4
(4S)-4-(4-hydroxy-3-methoxyphenyl)-1-(4-methoxyphenyl)-3-methyl-4,5-dihydro-2H-pyrazolo[3,4-b]pyridin-6-one
—— 2-methoxy-5-[[[(1S)-1-(4-phenyl-1,3-thiazol-2-yl)ethyl]amino]methyl]phenol —— C19H20N2O2S
2-methoxy-5-[[[(1S)-1-(4-phenyl-1,3-thiazol-2-yl)ethyl]amino]methyl]phenol
—— 1-[(3S)-3-(2-hydroxy-3-methoxyphenyl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C20H22N2O3
1-[(3S)-3-(2-hydroxy-3-methoxyphenyl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— 1-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]propan-1-one —— C20H22N2O3
1-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-(4-methylphenyl)-3,4-dihydropyrazol-2-yl]propan-1-one
—— 1-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone —— C18H18N2O3
1-[(3R)-3-(2-hydroxy-3-methoxyphenyl)-5-phenyl-3,4-dihydropyrazol-2-yl]ethanone
—— 2-(3,5-dimethylpyrazol-1-yl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C15H18N4O3
2-(3,5-dimethylpyrazol-1-yl)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 2-methoxy-5-[(Z)-[(2-methyl-6-phenylthieno[2,3-d]pyrimidin-4-yl)hydrazinylidene]methyl]phenol —— C21H18N4O2S
2-methoxy-5-[(Z)-[(2-methyl-6-phenylthieno[2,3-d]pyrimidin-4-yl)hydrazinylidene]methyl]phenol
—— 2-(4-cyanophenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide —— C17H15N3O4
2-(4-cyanophenoxy)-N-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]acetamide
—— 1-(3-chloro-2-methylphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C16H16ClN3O2S
1-(3-chloro-2-methylphenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 2-methoxy-5-[(Z)-piperidin-1-yliminomethyl]phenol —— C13H18N2O2
2-methoxy-5-[(Z)-piperidin-1-yliminomethyl]phenol
—— (4R,6R)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20FN3O3S
(4R,6R)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R,6R)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H23N3O3S
(4R,6R)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6S)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20FN3O3S
(4S,6S)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4R,6S)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20FN3O3S
(4R,6S)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6R)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C21H20FN3O3S
(4S,6R)-1-(4-fluorophenyl)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one
—— (4S,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one —— C22H23N3O3S
(4S,6S)-4-(4-hydroxy-3-methoxyphenyl)-3,6-dimethyl-1-(4-methylphenyl)-2,4-dihydropyrazolo[3,4-e][1,4]thiazepin-7-one