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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
—— (E,E)-2-carbomethoxy-3-(3,5-dimethoxy-4-hydroxystyryl)acrylonitrile —— C15H15NO5
(E,E)-2-carbomethoxy-3-(3,5-dimethoxy-4-hydroxystyryl)acrylonitrile
—— (2S)-2-[benzyl-(2-chloroacetyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C24H29ClN2O4
(2S)-2-[benzyl-(2-chloroacetyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— (2R)-2-[(2-chloroacetyl)-(thiophen-2-ylmethyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C22H27ClN2O4S
(2R)-2-[(2-chloroacetyl)-(thiophen-2-ylmethyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— 1-[(3,4-Dihydroxyphenyl)methyl]-3-hexoxyurea —— C14H22N2O4
1-[(3,4-Dihydroxyphenyl)methyl]-3-hexoxyurea
—— (2S)-2-[(2-chloroacetyl)-[2-(cyclohexen-1-yl)ethyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C25H35ClN2O4
(2S)-2-[(2-chloroacetyl)-[2-(cyclohexen-1-yl)ethyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— (2R)-2-[(2-chloroacetyl)-[(4-methylphenyl)methyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C25H31ClN2O4
(2R)-2-[(2-chloroacetyl)-[(4-methylphenyl)methyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— (2S)-2-[(2-chloroacetyl)-(thiophen-2-ylmethyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C22H27ClN2O4S
(2S)-2-[(2-chloroacetyl)-(thiophen-2-ylmethyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— 2-[(E)-(2-chloro-3-hydroxy-4-nitrophenyl)methylideneamino]guanidine —— C8H8ClN5O3
2-[(E)-(2-chloro-3-hydroxy-4-nitrophenyl)methylideneamino]guanidine
—— (2R)-2-[(2-chloroacetyl)-[2-(cyclohexen-1-yl)ethyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C25H35ClN2O4
(2R)-2-[(2-chloroacetyl)-[2-(cyclohexen-1-yl)ethyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— (2S)-2-[(2-chloroacetyl)-[(4-methylphenyl)methyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C25H31ClN2O4
(2S)-2-[(2-chloroacetyl)-[(4-methylphenyl)methyl]amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— (2R)-2-[benzyl-(2-chloroacetyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide —— C24H29ClN2O4
(2R)-2-[benzyl-(2-chloroacetyl)amino]-N-cyclohexyl-2-(4-hydroxy-3-methoxyphenyl)acetamide
—— 5-[2-(4-Hydroxyphenyl)ethyl]-3-methylideneoxolan-2-one —— C13H14O3
5-[2-(4-Hydroxyphenyl)ethyl]-3-methylideneoxolan-2-one
—— 5-[(4-Hydroxyphenyl)methyl]-1,3-dioxolan-4-one —— C10H10O4
5-[(4-Hydroxyphenyl)methyl]-1,3-dioxolan-4-one
—— 5-[3-(4-Hydroxyphenyl)propyl]-4-methyl-3-methylideneoxolan-2-one —— C15H18O3
5-[3-(4-Hydroxyphenyl)propyl]-4-methyl-3-methylideneoxolan-2-one
—— 3-(3-Hydroxypropylamino)-2,6-dimethylphenol —— C11H17NO2
3-(3-Hydroxypropylamino)-2,6-dimethylphenol
—— N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-propylpiperidin-4-yl)acetamide —— C20H32N2O3
N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-propylpiperidin-4-yl)acetamide
—— N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-propylpiperidin-4-yl)acetamide —— C20H32N2O3
N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-2-(1-propylpiperidin-4-yl)acetamide
—— N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-3-(1-methylpiperidin-4-yl)propanamide —— C19H30N2O3
N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-3-(1-methylpiperidin-4-yl)propanamide
—— N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-3-(1-methylpiperidin-4-yl)propanamide —— C19H30N2O3
N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]-3-(1-methylpiperidin-4-yl)propanamide
—— 2,3,6-Trimethoxy-4-[3-[4-[(2,3,4-trimethoxyphenyl)methylsulfanyl]piperidin-1-yl]propoxy]phenol —— C27H39NO8S
2,3,6-Trimethoxy-4-[3-[4-[(2,3,4-trimethoxyphenyl)methylsulfanyl]piperidin-1-yl]propoxy]phenol
—— [4-[2-[4-[3-(Benzylamino)-2-ethoxy-3-oxopropyl]phenoxy]ethyl]phenyl] methanesulfonate —— C27H31NO6S
[4-[2-[4-[3-(Benzylamino)-2-ethoxy-3-oxopropyl]phenoxy]ethyl]phenyl] methanesulfonate
—— (2R)-N-cyclopropyl-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-propan-2-yloxypropanamide —— C17H25NO4
(2R)-N-cyclopropyl-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-propan-2-yloxypropanamide
—— (2S)-N-cyclopropyl-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-propan-2-yloxypropanamide —— C17H25NO4
(2S)-N-cyclopropyl-N-[(4-hydroxy-3-methoxyphenyl)methyl]-2-propan-2-yloxypropanamide
—— 3,4,5-trihydroxy-N-[2-[(3,4,5-trihydroxybenzoyl)amino]cyclohexyl]benzamide —— C20H22N2O8
3,4,5-trihydroxy-N-[2-[(3,4,5-trihydroxybenzoyl)amino]cyclohexyl]benzamide
—— But-2-enedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol —— C19H29NO7
But-2-enedioic acid;1-[4-(2-methoxyethyl)phenoxy]-3-(propan-2-ylamino)propan-2-ol
—— 3-(6-cyclohexyl-2-dimethylaminomethyl-cyclohept-1-enyl)-phenol hydrochloride —— C22H33NO*ClH
3-(6-cyclohexyl-2-dimethylaminomethyl-cyclohept-1-enyl)-phenol hydrochloride
—— (Z)-3-(3-bromo-4,5-dihydroxyphenyl)-2-(cyanomethylsulfonyl)prop-2-enenitrile —— C11H7BrN2O4S
(Z)-3-(3-bromo-4,5-dihydroxyphenyl)-2-(cyanomethylsulfonyl)prop-2-enenitrile
—— 1-[(1S)-1-(4-hydroxyphenyl)ethyl]-3-[5-methyl-2-(3-methylbutyl)pyrazol-3-yl]urea —— C18H26N4O2
1-[(1S)-1-(4-hydroxyphenyl)ethyl]-3-[5-methyl-2-(3-methylbutyl)pyrazol-3-yl]urea
—— 1-[(1R)-1-(4-hydroxyphenyl)ethyl]-3-[5-methyl-2-(3-methylbutyl)pyrazol-3-yl]urea —— C18H26N4O2
1-[(1R)-1-(4-hydroxyphenyl)ethyl]-3-[5-methyl-2-(3-methylbutyl)pyrazol-3-yl]urea
—— N-(2-hydroxy-4-nitrophenyl)-N'-(2,3-methylenedioxyphenyl)urea —— C14H11N3O6
N-(2-hydroxy-4-nitrophenyl)-N'-(2,3-methylenedioxyphenyl)urea
—— [8]-inversegingerol 223801-26-1 C19H30O4
[8]-inversegingerol
—— 2-[(4S,5S)-4-(4-hydroxyphenyl)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]acetic acid —— C17H15NO4
2-[(4S,5S)-4-(4-hydroxyphenyl)-2-phenyl-4,5-dihydro-1,3-oxazol-5-yl]acetic acid
—— 1-(2-Hydroxy-4-nitrophenyl)-3-pyridin-4-ylurea —— C12H10N4O4
1-(2-Hydroxy-4-nitrophenyl)-3-pyridin-4-ylurea
—— N-[(1R,2R)-1-hydroxy-1-(4-hydroxyphenyl)-3-pyrrolidin-1-ylpropan-2-yl]acetamide —— C15H22N2O3
N-[(1R,2R)-1-hydroxy-1-(4-hydroxyphenyl)-3-pyrrolidin-1-ylpropan-2-yl]acetamide
—— N-(2-Hydroxy-5-octylphenyl)-guanidine —— C15H25N3O
N-(2-Hydroxy-5-octylphenyl)-guanidine
—— (2-Hydroxy-5-nitro)phenylhydroxymethylphosphonic acid —— C7H8NO7P
(2-Hydroxy-5-nitro)phenylhydroxymethylphosphonic acid
—— 5-[2-(Tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol;carbon monoxide —— C13H19NO4
5-[2-(Tert-butylamino)-1-hydroxyethyl]benzene-1,3-diol;carbon monoxide
—— 4-[3-(Methylamino)-1-phenylpropoxy]phenol —— C16H19NO2
4-[3-(Methylamino)-1-phenylpropoxy]phenol
—— 3-(2-Hydroxy-4-nitrophenylamino)-4-(phenylamino)cyclobut-3-ene-1,2-dione —— C16H11N3O5
3-(2-Hydroxy-4-nitrophenylamino)-4-(phenylamino)cyclobut-3-ene-1,2-dione
—— 4-(3,4-dihydroxyphenyl)-6-(2-hydroxyphenyl)-3,4-dihydro-1H-pyrimidine-2-thione —— C16H14N2O3S
4-(3,4-dihydroxyphenyl)-6-(2-hydroxyphenyl)-3,4-dihydro-1H-pyrimidine-2-thione
—— 2-({[2-(1-Cyclohexen-1-yl)ethyl]imino}methyl)-4-nitrophenol —— C15H18N2O3
2-({[2-(1-Cyclohexen-1-yl)ethyl]imino}methyl)-4-nitrophenol
—— 2-(1-ethylpiperidin-4-yl)-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]acetamide —— C17H26N2O3
2-(1-ethylpiperidin-4-yl)-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]acetamide
—— 2-(1-ethylpiperidin-4-yl)-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]acetamide —— C17H26N2O3
2-(1-ethylpiperidin-4-yl)-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]acetamide
—— 2-[6-[[amino-[[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;4-chloro-3,5-dimethylphenol —— C30H39Cl3N10O
2-[6-[[amino-[[amino-(4-chloroanilino)methylidene]amino]methylidene]amino]hexyl]-1-[amino-(4-chloroanilino)methylidene]guanidine;4-chloro-3,5-dimethylphenol
—— (4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate;(4-hydroxy-3-methoxyphenyl)methyl (E)-8-methylnon-6-enoate —— C36H54O8
(4-hydroxy-3-methoxyphenyl)methyl 8-methylnonanoate;(4-hydroxy-3-methoxyphenyl)methyl (E)-8-methylnon-6-enoate
—— 1-[4-[2-(3,4-dimethoxyphenyl)ethoxy]-6-morpholin-4-yl-1,3,5-triazin-2-yl]-2-[(E)-indol-3-ylidenemethyl]hydrazine —— C26H29N7O4
1-[4-[2-(3,4-dimethoxyphenyl)ethoxy]-6-morpholin-4-yl-1,3,5-triazin-2-yl]-2-[(E)-indol-3-ylidenemethyl]hydrazine
—— 2-(4-hydroxyphenyl)ethyl (6S,9aS)-7-oxo-8-pentyl-6-(2-phenylethyl)-2,3,4,6,9,9a-hexahydropyrazino[1,2-a]pyrimidine-1-carboxylate —— C29H39N3O4
2-(4-hydroxyphenyl)ethyl (6S,9aS)-7-oxo-8-pentyl-6-(2-phenylethyl)-2,3,4,6,9,9a-hexahydropyrazino[1,2-a]pyrimidine-1-carboxylate
—— [2-Benzyl-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] hexanoate —— C25H34N2O4S
[2-Benzyl-3-[(4-hydroxy-3-methoxyphenyl)methylcarbamothioylamino]propyl] hexanoate
—— 3-(4,5-dimethyl-1H-pyrazol-3-yl)-N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]propanamide —— C18H25N3O3
3-(4,5-dimethyl-1H-pyrazol-3-yl)-N-ethyl-N-[(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]propanamide
—— 3-(4,5-dimethyl-1H-pyrazol-3-yl)-N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]propanamide —— C18H25N3O3
3-(4,5-dimethyl-1H-pyrazol-3-yl)-N-ethyl-N-[(2S)-2-hydroxy-2-(3-hydroxyphenyl)ethyl]propanamide