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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 (2S)-3-[3-(2-hydroxyphenyl)propanoyl-methylamino]-2-methylpropanoate —— C15H21NO4
methyl (2S)-3-[3-(2-hydroxyphenyl)propanoyl-methylamino]-2-methylpropanoate
—— 4-(4-hydroxy-3-methoxyphenyl)-1-phenyl-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione —— C20H17NO5
4-(4-hydroxy-3-methoxyphenyl)-1-phenyl-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione
—— ethyl N-[1-[2-(3,4-dihydroxyphenyl)ethyl]-5-oxo-2-phenyl-4-(trifluoromethyl)imidazol-4-yl]carbamate —— C21H20F3N3O5
ethyl N-[1-[2-(3,4-dihydroxyphenyl)ethyl]-5-oxo-2-phenyl-4-(trifluoromethyl)imidazol-4-yl]carbamate
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-(furan-2-ylmethylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]propanamide —— C19H18N2O6S
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[5-(furan-2-ylmethylidene)-2,4-dioxo-1,3-thiazolidin-3-yl]propanamide
—— 3-(5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C21H20N2O5S
3-(5-benzylidene-2,4-dioxo-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— 4-(4-hydroxy-3,5-dimethoxyphenyl)-1-phenyl-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione —— C21H19NO6
4-(4-hydroxy-3,5-dimethoxyphenyl)-1-phenyl-4,7-dihydrofuro[3,4-b]pyridine-2,5(1H,3H)-dione
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]propanamide —— C19H18N2O4S3
N-[2-(3,4-dihydroxyphenyl)ethyl]-3-[4-oxo-2-sulfanylidene-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]propanamide
—— 4-[[5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]benzoic acid —— C19H15NO6S
4-[[5-[(4-Hydroxy-3-methoxyphenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]methyl]benzoic acid
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[3-(furan-2-yl)prop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C20H18N2O5S2
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[3-(furan-2-yl)prop-2-enylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide —— C21H20N2O5S2
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[5-[(4-methoxyphenyl)methylidene]-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl]acetamide
—— 3-[5-[(3-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C21H19ClN2O5S
3-[5-[(3-chlorophenyl)methylidene]-2,4-dioxo-1,3-thiazolidin-3-yl]-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— 4-[2-(4,4,5,5-Tetramethyl-1,3-dioxolan-2-ylidene)ethylideneamino]phenol —— C15H19NO3
4-[2-(4,4,5,5-Tetramethyl-1,3-dioxolan-2-ylidene)ethylideneamino]phenol
—— 6-[8-(4-Hydroxy-3-methoxyphenyl)-5,10,12-trioxo-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-en-11-yl]hexanoic acid —— C21H22N2O7S2
6-[8-(4-Hydroxy-3-methoxyphenyl)-5,10,12-trioxo-2,6-dithia-4,11-diazatricyclo[7.3.0.03,7]dodec-3(7)-en-11-yl]hexanoic acid
—— 3-(5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide —— C21H20N2O4S2
3-(5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]propanamide
—— N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[2,4-dioxo-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]acetamide —— C18H16N2O5S2
N-[2-(3,4-dihydroxyphenyl)ethyl]-2-[2,4-dioxo-5-(thiophen-2-ylmethylidene)-1,3-thiazolidin-3-yl]acetamide
—— 2-(5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide —— C20H18N2O4S2
2-(5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)-N-[2-(3,4-dihydroxyphenyl)ethyl]acetamide
—— 4-(5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)-N-[2-(4-hydroxyphenyl)ethyl]butanamide —— C22H22N2O3S2
4-(5-benzylidene-4-oxo-2-sulfanylidene-1,3-thiazolidin-3-yl)-N-[2-(4-hydroxyphenyl)ethyl]butanamide
—— 5-[[(8-Fluoro-5-methylpyrimido[5,4-b]indol-4-yl)hydrazinylidene]methyl]-2-methoxyphenol —— C19H16FN5O2
5-[[(8-Fluoro-5-methylpyrimido[5,4-b]indol-4-yl)hydrazinylidene]methyl]-2-methoxyphenol
—— 4-(1,3-Benzothiazol-2-yl)-5-(3-hydroxy-4-methoxyphenyl)pent-4-enoic acid —— C19H17NO4S
4-(1,3-Benzothiazol-2-yl)-5-(3-hydroxy-4-methoxyphenyl)pent-4-enoic acid
—— 3-[2-(Propan-2-ylidenehydrazinylidene)-3-prop-2-enyl-1,3-thiazol-4-yl]phenol —— C15H17N3OS
3-[2-(Propan-2-ylidenehydrazinylidene)-3-prop-2-enyl-1,3-thiazol-4-yl]phenol
—— 4-methyl-2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C15H19NOS
4-methyl-2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 4-methyl-2-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C15H19NOS
4-methyl-2-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C14H17NOS
2-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 3-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C14H17NOS
3-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 3-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C14H17NOS
3-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 4-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C14H17NOS
4-[(1S)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 4-[(1S)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
4-[(1S)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
4-[(1R)-1-[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol —— C14H17NOS
4-[(1R)-1-(2-thiophen-3-ylethylamino)ethyl]phenol
—— 2-[(1R)-1-[[(2R)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
2-[(1R)-1-[[(2R)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— 4-[[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]methyl]benzene-1,3-diol —— C14H22N2O2
4-[[[(2S)-1-pyrrolidin-1-ylpropan-2-yl]amino]methyl]benzene-1,3-diol
—— 2-[(1S)-1-[[(2R)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol —— C15H24N2O
2-[(1S)-1-[[(2R)-1-pyrrolidin-1-ylpropan-2-yl]amino]ethyl]phenol
—— Tris(2-((5-chlorosalicylidene)amino)ethyl)amine —— C27H27Cl3N4O3
Tris(2-((5-chlorosalicylidene)amino)ethyl)amine
—— 1-(4-Hydroxy-3-methoxyphenyl)-3-(2-methylpyrazol-3-yl)prop-2-en-1-one —— C14H14N2O3
1-(4-Hydroxy-3-methoxyphenyl)-3-(2-methylpyrazol-3-yl)prop-2-en-1-one
—— 4-methoxy-2-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
4-methoxy-2-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol
—— 2-methoxy-4-[(1S)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
2-methoxy-4-[(1S)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-methoxy-4-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
2-methoxy-4-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-methoxy-5-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
2-methoxy-5-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol
—— 4-methyl-2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
4-methyl-2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-methoxy-5-[[[(3R)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
2-methoxy-5-[[[(3R)-2-methylpentan-3-yl]amino]methyl]phenol
—— 4-methoxy-2-[[[(3R)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
4-methoxy-2-[[[(3R)-2-methylpentan-3-yl]amino]methyl]phenol
—— 5-methyl-2-[(1S)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
5-methyl-2-[(1S)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 4-methoxy-2-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
4-methoxy-2-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]benzene-1,4-diol —— C14H23NO2
2-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]benzene-1,4-diol
—— 2-methoxy-4-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
2-methoxy-4-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]benzene-1,4-diol —— C14H23NO2
2-[(1R)-1-[[(3S)-2-methylpentan-3-yl]amino]ethyl]benzene-1,4-diol
—— 4-methoxy-2-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO2
4-methoxy-2-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 5-methyl-2-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
5-methyl-2-[(1R)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol
—— 2-methoxy-4-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol —— C14H23NO2
2-methoxy-4-[[[(3S)-2-methylpentan-3-yl]amino]methyl]phenol
—— 4-methyl-2-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol —— C15H25NO
4-methyl-2-[(1S)-1-[[(3R)-2-methylpentan-3-yl]amino]ethyl]phenol