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    首页 分子通 按分子结构分类 有机化合物 有机杂环化合物 香豆素

    香豆素

    香豆素 基本信息

    香豆素（Coumarin）是一类具有独特芳香气味的化合物，化学式为C9H6O2。它们属于苯骈α-呋喃酮类化合物，在自然界中广泛存在。

    结构特征

    香豆素的基本结构由苯环和呋喃酮构成，其中苯环与四个碳原子相连的呋喃酮单元形成独特的“香豆素环”。

    自然来源

    香豆素存在于多种植物、真菌及动物体内。在植物界中，它主要作为天然防御机制的一部分，用作对昆虫的化学信号。著名的例子包括：天竺葵科（如紫花苜蓿）、唇形科（如薄荷）和芸香科（如柑橘属果实）。此外，在真菌、苔藓及藻类中也有发现。

    化学性质 稳定性

    由于其独特的结构，香豆素表现出良好的化学稳定性。它们不易被氧化或还原，但可以与其他化合物发生多种类型的反应，包括缩合、取代等。

    生物活性

    许多香豆素衍生物具有生物活性，能够引起抗菌、抗炎、抗氧化等多种作用。这些特性使它们成为医药、食品添加剂等多个领域的重要研究对象。

    应用领域 医药行业

    在制药业中，某些结构类似物被开发为药物先导化合物。例如，香豆素类抗生素是最早的广谱抗生素之一；一些香豆素衍生物还表现出抗癌潜力。

    食品工业

    由于其独特的香气和味道，在食品加工中也得到了广泛应用，常作为香精成分使用。

    其他应用

    此外，它们还在染料生产、农药开发等多个领域展现出潜在价值。

    生产方法

    香豆素可通过多种合成路径获得。传统的化学合成涉及从苯甲醛出发的反应；而近年来，通过生物转化技术，利用微生物发酵过程制备天然香豆素也成为一种可持续的方法。

    总之，香豆素因其独特的结构和广泛的生物学应用，在多个领域中发挥着重要作用，并且仍然是有机化学研究中的一个重要课题。

    相关化合物

    中文名称 英文名称 CAS号 化学式 结构式图片
    —— (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide —— C18H27NO5S
    (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide
    —— (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide —— C18H27NO5S
    (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide
    —— (2S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide —— C18H27NO5S
    (2S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)ethanol —— C13H19NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)ethanol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)ethanol —— C13H19NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)ethanol
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)ethanol —— C12H17NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)ethanol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)ethanol —— C12H17NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)ethanol
    —— (2R,3R)-4,6-difluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H11F2NO
    (2R,3R)-4,6-difluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N-ethyl-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H13F2NO
    (2R,3S)-N-ethyl-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-4,6-difluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C11H13F2NO
    (3S)-4,6-difluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— [(3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidin-3-yl]-morpholin-4-ylmethanone —— C18H24N2O5S
    [(3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidin-3-yl]-morpholin-4-ylmethanone
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(2-methyl-1H-imidazol-5-yl)methyl]methanamine —— C14H17N3O
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(2-methyl-1H-imidazol-5-yl)methyl]methanamine
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-(pyrimidin-5-ylmethyl)methanamine —— C14H15N3O
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-(pyrimidin-5-ylmethyl)methanamine
    —— N-[(2S)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C23H30N2O3
    N-[(2S)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— N-[[(1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-2-amine —— C16H23NO
    N-[[(1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-2-amine
    —— N-[[(1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine —— C16H23NO
    N-[[(1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine
    —— N-[[(1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]propan-2-amine —— C15H21NO
    N-[[(1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]propan-2-amine
    —— 4-amino-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,2,5-oxadiazole-3-carboxamide —— C12H12N4O3
    4-amino-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,2,5-oxadiazole-3-carboxamide
    —— (1S)-N-ethyl-2,2-dimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C17H27NO
    (1S)-N-ethyl-2,2-dimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-methylpiperazin-1-yl]methanone —— C14H18N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-methylpiperazin-1-yl]methanone
    —— (2R,3R)-7-chloro-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14ClNO
    (2R,3R)-7-chloro-N,2,5-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-7-chloro-N,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (3S)-7-chloro-N,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— N-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-piperidin-3-yl]acetamide —— C15H20N2O2
    N-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-piperidin-3-yl]acetamide
    —— N-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-piperidin-3-yl]acetamide —— C15H20N2O2
    N-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-piperidin-3-yl]acetamide
    —— (2R)-N-[2-(methylamino)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H16N2O2
    (2R)-N-[2-(methylamino)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-1-methylpiperidin-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-amine —— C15H22N2O
    N-[[(2S)-1-methylpiperidin-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-amine
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3S)-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl]acetamide —— C22H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3S)-1-[(1R)-1-phenylethyl]pyrrolidin-3-yl]acetamide
    —— (2R)-3-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-2-methylpropanenitrile —— C13H16N2O
    (2R)-3-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-2-methylpropanenitrile
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[6-[(2S)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]methanamine —— C20H25N3O2
    1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[6-[(2S)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]methanamine
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(2-methoxyphenyl)-1-(1-methylimidazol-2-yl)methanamine —— C21H23N3O2
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(2-methoxyphenyl)-1-(1-methylimidazol-2-yl)methanamine
    —— (2S)-N-[(3R)-1-amino-1-sulfanylidenepentan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2S)-N-[(3R)-1-amino-1-sulfanylidenepentan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(3R)-1-amino-1-sulfanylidenepentan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H18N2O2S
    N-[(3R)-1-amino-1-sulfanylidenepentan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(3R)-1-aminopentan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H20N2O2
    N-[(3R)-1-aminopentan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (1S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-5-yl]ethanamine —— C13H14N2OS
    (1S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-5-yl]ethanamine
    —— (2S)-N-[(3S)-1-amino-1-sulfanylidenepentan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2S)-N-[(3S)-1-amino-1-sulfanylidenepentan-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(3S)-1-aminopentan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H20N2O2
    N-[(3S)-1-aminopentan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (1R)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-5-yl]ethanamine —— C13H14N2OS
    (1R)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-5-yl]ethanamine
    —— N-[(2R)-2-cyanopropyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H14N2O2
    N-[(2R)-2-cyanopropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-2-cyanopropyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H14N2O2
    N-[(2S)-2-cyanopropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-N-(3-amino-3-sulfanylidenepropyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H14N2O2S
    (2S)-N-(3-amino-3-sulfanylidenepropyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(4-amino-4-sulfanylidenebutyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H16N2O2S
    (2R)-N-(4-amino-4-sulfanylidenebutyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(3-cyanopropyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H14N2O2
    (2S)-N-(3-cyanopropyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[4-(dimethylamino)phenyl]methyl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C23H31N3O3
    1-[[4-(dimethylamino)phenyl]methyl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— 1-[[4-(dimethylamino)phenyl]methyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C23H31N3O3
    1-[[4-(dimethylamino)phenyl]methyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2,2,2-trifluoroethyl)urea —— C15H19F3N2O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2,2,2-trifluoroethyl)urea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-methoxyphenyl)methyl]urea —— C21H26N2O4
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-methoxyphenyl)methyl]urea
    —— 3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(1R)-1-thiophen-2-ylethyl]urea —— C20H26N2O3S
    3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(1R)-1-thiophen-2-ylethyl]urea
    —— (2R)-5-chloro-N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H23ClN2O3
    (2R)-5-chloro-N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-5-(4-methoxyphenyl)-1,3,4-oxadiazole —— C23H26N4O3
    2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-5-(4-methoxyphenyl)-1,3,4-oxadiazole
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetamide —— C16H14F3N3O2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[4-(trifluoromethyl)pyrimidin-2-yl]sulfanylacetamide