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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-(1,3-benzothiazol-2-yl)-N-(3-hydroxy-4-methoxyphenyl)propanamide —— C17H16N2O3S
3-(1,3-benzothiazol-2-yl)-N-(3-hydroxy-4-methoxyphenyl)propanamide
—— N-(3-hydroxy-4-methoxyphenyl)-2-phenylacetamide —— C15H15NO3
N-(3-hydroxy-4-methoxyphenyl)-2-phenylacetamide
—— (E)-3-(1,3-benzothiazol-2-yl)-N-(3-hydroxy-4-methoxyphenyl)prop-2-enamide —— C17H14N2O3S
(E)-3-(1,3-benzothiazol-2-yl)-N-(3-hydroxy-4-methoxyphenyl)prop-2-enamide
—— ethyl (2Z)-2-[(5Z)-5-[(4-hydroxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate —— C20H22N2O6S
ethyl (2Z)-2-[(5Z)-5-[(4-hydroxyphenyl)methylidene]-3-(2-morpholin-4-yl-2-oxoethyl)-4-oxo-1,3-thiazolidin-2-ylidene]acetate
—— (E)-3-(4-hydroxy-3-nitrophenyl)-2-(4-methylphenyl)sulfonylprop-2-enenitrile —— C16H12N2O5S
(E)-3-(4-hydroxy-3-nitrophenyl)-2-(4-methylphenyl)sulfonylprop-2-enenitrile
—— (E)-2-(2,5-dichlorophenyl)sulfonyl-3-(4-hydroxy-3-nitrophenyl)prop-2-enenitrile —— C15H8Cl2N2O5S
(E)-2-(2,5-dichlorophenyl)sulfonyl-3-(4-hydroxy-3-nitrophenyl)prop-2-enenitrile
—— N-[(2R)-1-[(3R,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide —— C19H30N2O2
N-[(2R)-1-[(3R,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide
—— N-[(2R)-1-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide —— C19H30N2O2
N-[(2R)-1-[(3S,5R)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide
—— N-[(2R)-1-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide —— C19H30N2O2
N-[(2R)-1-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propan-2-yl]-3-(2-hydroxyphenyl)propanamide
—— 3-(2-hydroxyphenyl)-N-[(2S)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide —— C23H30N2O2
3-(2-hydroxyphenyl)-N-[(2S)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide
—— 3-(2-hydroxyphenyl)-N-[(2R)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide —— C23H30N2O2
3-(2-hydroxyphenyl)-N-[(2R)-2-(4-methylpiperidin-1-yl)-2-phenylethyl]propanamide
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[[(2S)-oxolan-2-yl]methyl]urea —— C15H22N2O4
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[[(2S)-oxolan-2-yl]methyl]urea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-[(2S)-1-methoxypropan-2-yl]-1-methylurea —— C14H22N2O4
1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-[(2S)-1-methoxypropan-2-yl]-1-methylurea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[[(2R)-oxolan-2-yl]methyl]urea —— C15H22N2O4
1-[(3-hydroxy-4-methoxyphenyl)methyl]-1-methyl-3-[[(2R)-oxolan-2-yl]methyl]urea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-[(2R)-1-methoxypropan-2-yl]-1-methylurea —— C14H22N2O4
1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-[(2R)-1-methoxypropan-2-yl]-1-methylurea
—— (5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C11H8BrNO3S2
(5Z)-5-[(2-bromo-5-hydroxy-4-methoxyphenyl)methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
—— (3Z)-3-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-6-fluorothiochromen-4-one —— C17H12BrFO3S
(3Z)-3-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-6-fluorothiochromen-4-one
—— (10E)-10-[(3-hydroxy-4-methoxyphenyl)methylidene]-5-methyl-4-phenyl-6-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),4,8-trien-2-one —— C24H20N2O3S
(10E)-10-[(3-hydroxy-4-methoxyphenyl)methylidene]-5-methyl-4-phenyl-6-thia-1,8-diazatricyclo[7.3.0.03,7]dodeca-3(7),4,8-trien-2-one
—— (5Z)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(2-methylpropyl)-2-sulfanylideneimidazolidin-4-one —— C15H17BrN2O3S
(5Z)-5-[(3-bromo-4-hydroxy-5-methoxyphenyl)methylidene]-3-(2-methylpropyl)-2-sulfanylideneimidazolidin-4-one
—— 2-(4-Methoxyphenyl)ethyl 2-acetamido-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate —— C20H23NO4S
2-(4-Methoxyphenyl)ethyl 2-acetamido-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxylate
—— 4-[[(3S)-3-methyl-2,3-dihydroindol-1-yl]sulfonyl]-2-nitrophenol —— C15H14N2O5S
4-[[(3S)-3-methyl-2,3-dihydroindol-1-yl]sulfonyl]-2-nitrophenol
—— 4-[[(3R)-3-methyl-2,3-dihydroindol-1-yl]sulfonyl]-2-nitrophenol —— C15H14N2O5S
4-[[(3R)-3-methyl-2,3-dihydroindol-1-yl]sulfonyl]-2-nitrophenol
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[2-(trifluoromethyl)phenyl]thiourea —— C16H14F3N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-[2-(trifluoromethyl)phenyl]thiourea
—— methyl 2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-5-methyl-4-oxo-3H-thieno[2,3-d]pyrimidine-6-carboxylate —— C18H16N2O5S
methyl 2-[(E)-2-(3-hydroxy-4-methoxyphenyl)ethenyl]-5-methyl-4-oxo-3H-thieno[2,3-d]pyrimidine-6-carboxylate
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-morpholin-4-ium-4-ylethyl)thiourea —— C15H23N4O3S+
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-morpholin-4-ium-4-ylethyl)thiourea
—— 1-(2-fluorophenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea —— C15H14FN3O2S
1-(2-fluorophenyl)-3-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]thiourea
—— 1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-methylphenyl)thiourea —— C16H17N3O2S
1-[(Z)-(3-hydroxy-4-methoxyphenyl)methylideneamino]-3-(2-methylphenyl)thiourea
—— 1-[(1S)-1-[4-(difluoromethoxy)phenyl]ethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C18H20F2N2O4
1-[(1S)-1-[4-(difluoromethoxy)phenyl]ethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(2-hydroxyphenyl)methyl]-3-[2-(4-methylpiperidin-1-yl)ethyl]-1-[[(2S)-oxolan-2-yl]methyl]urea —— C21H33N3O3
1-[(2-hydroxyphenyl)methyl]-3-[2-(4-methylpiperidin-1-yl)ethyl]-1-[[(2S)-oxolan-2-yl]methyl]urea
—— 1-[(2-hydroxyphenyl)methyl]-3-[2-(4-methylpiperidin-1-yl)ethyl]-1-[[(2R)-oxolan-2-yl]methyl]urea —— C21H33N3O3
1-[(2-hydroxyphenyl)methyl]-3-[2-(4-methylpiperidin-1-yl)ethyl]-1-[[(2R)-oxolan-2-yl]methyl]urea
—— 1-[(2R)-2-(diethylamino)-2-thiophen-3-ylethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C19H27N3O3S
1-[(2R)-2-(diethylamino)-2-thiophen-3-ylethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(2S)-2-(diethylamino)-2-thiophen-3-ylethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C19H27N3O3S
1-[(2S)-2-(diethylamino)-2-thiophen-3-ylethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(1R)-1-(3-bromophenyl)ethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C17H19BrN2O3
1-[(1R)-1-(3-bromophenyl)ethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(1R)-1-(3-chlorophenyl)propyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C18H21ClN2O3
1-[(1R)-1-(3-chlorophenyl)propyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(1S)-1-(3-bromophenyl)ethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C17H19BrN2O3
1-[(1S)-1-(3-bromophenyl)ethyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(1S)-1-(3-chlorophenyl)propyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea —— C18H21ClN2O3
1-[(1S)-1-(3-chlorophenyl)propyl]-3-[(3-hydroxy-4-methoxyphenyl)methyl]urea
—— 1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-[(2S)-2-methoxy-2-phenylethyl]urea —— C18H22N2O4
1-[(3-hydroxy-4-methoxyphenyl)methyl]-3-[(2S)-2-methoxy-2-phenylethyl]urea
—— 3-[(2S)-2-(diethylamino)-4-methylpentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C19H33N3O2
3-[(2S)-2-(diethylamino)-4-methylpentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 1,1-diethyl-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C15H24N2O2
1,1-diethyl-3-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 1,1-diethyl-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea —— C15H24N2O2
1,1-diethyl-3-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]urea
—— 3-[(2R)-2-(diethylamino)-4-methylpentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea —— C19H33N3O2
3-[(2R)-2-(diethylamino)-4-methylpentyl]-1-[(2-hydroxyphenyl)methyl]-1-methylurea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-methyl-2-morpholin-4-ylpropyl)urea —— C19H31N3O3
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-methyl-2-morpholin-4-ylpropyl)urea
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-methyl-2-morpholin-4-ylpropyl)urea —— C19H31N3O3
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-(2-methyl-2-morpholin-4-ylpropyl)urea
—— 2-(4-Methoxyphenyl)ethyl 1-benzyl-5-chloro-3-methylpyrazole-4-carboxylate —— C21H21ClN2O3
2-(4-Methoxyphenyl)ethyl 1-benzyl-5-chloro-3-methylpyrazole-4-carboxylate
—— 1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-(1-methylpiperidin-4-yl)urea —— C17H27N3O2
1-[(2R)-4-(4-hydroxyphenyl)butan-2-yl]-3-(1-methylpiperidin-4-yl)urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(1-methylpiperidin-4-yl)urea —— C17H27N3O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-(1-methylpiperidin-4-yl)urea
—— 4-[(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate —— C14H11ClNO4S2-
4-[(5E)-5-[(5-chloro-2-hydroxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]butanoate
—— 3-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid —— C14H13NO5S2
3-[(5Z)-5-[(3-hydroxy-4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]propanoic acid
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]urea —— C23H31N3O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]urea
—— 1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]urea —— C23H31N3O2
1-[(2S)-4-(4-hydroxyphenyl)butan-2-yl]-3-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]urea