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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
    —— N-methyl-N-[(2S)-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine —— C14H21NO2
    N-methyl-N-[(2S)-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine
    —— N-methyl-N-[(2R)-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine —— C14H21NO2
    N-methyl-N-[(2R)-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine
    —— N-methyl-N-[(2R)-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine —— C14H21NO2
    N-methyl-N-[(2R)-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-6-yl)methyl]-N-hydroxyacetamide —— C13H17NO3
    N-[(2,2-dimethyl-3H-1-benzofuran-6-yl)methyl]-N-hydroxyacetamide
    —— (3R)-6-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-3-ol —— C13H18N2O2
    (3R)-6-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-3-ol
    —— (3S)-6-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-3-ol —— C13H18N2O2
    (3S)-6-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-3-ol
    —— [1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclopentyl]methanamine —— C15H21NO
    [1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclopentyl]methanamine
    —— [1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]cyclopentyl]methanamine —— C15H21NO
    [1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]cyclopentyl]methanamine
    —— [1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclopentyl]methanamine —— C15H21NO
    [1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclopentyl]methanamine
    —— [1-(2,3-Dihydro-1-benzofuran-7-yl)cyclohexyl]methanamine —— C15H21NO
    [1-(2,3-Dihydro-1-benzofuran-7-yl)cyclohexyl]methanamine
    —— [1-(2,3-dihydro-1-benzofuran-4-yl)cyclohexyl]methanamine —— C15H21NO
    [1-(2,3-dihydro-1-benzofuran-4-yl)cyclohexyl]methanamine
    —— (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-7-yl)ethanamine —— C15H21NO
    (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-7-yl)ethanamine
    —— 1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclohexan-1-amine —— C15H21NO
    1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclohexan-1-amine
    —— (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-6-yl)ethanamine —— C15H21NO
    (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-6-yl)ethanamine
    —— [1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]cyclopentyl]methanamine —— C15H21NO
    [1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]cyclopentyl]methanamine
    —— 1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]cyclohexan-1-amine —— C15H21NO
    1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]cyclohexan-1-amine
    —— 1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclohexan-1-amine —— C15H21NO
    1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]cyclohexan-1-amine
    —— (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-4-yl)ethanamine —— C15H21NO
    (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-4-yl)ethanamine
    —— (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-7-yl)ethanamine —— C15H21NO
    (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-7-yl)ethanamine
    —— (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-5-yl)ethanamine —— C15H21NO
    (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-5-yl)ethanamine
    —— (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-5-yl)ethanamine —— C15H21NO
    (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-5-yl)ethanamine
    —— (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-4-yl)ethanamine —— C15H21NO
    (2S)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-4-yl)ethanamine
    —— [1-(2,3-dihydro-1-benzofuran-6-yl)cyclohexyl]methanamine —— C15H21NO
    [1-(2,3-dihydro-1-benzofuran-6-yl)cyclohexyl]methanamine
    —— (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-6-yl)ethanamine —— C15H21NO
    (2R)-2-cyclopentyl-2-(2,3-dihydro-1-benzofuran-6-yl)ethanamine
    —— N-[(1R)-1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine —— C12H17NO3
    N-[(1R)-1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine
    —— N-[(1S)-1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine —— C12H17NO3
    N-[(1S)-1-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine
    —— 2-[(2S)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid —— C12H14O4
    2-[(2S)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid
    —— 2-[(2R)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid —— C12H14O4
    2-[(2R)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-4-yl]acetic acid
    —— 2-[(2R)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid —— C12H14O4
    2-[(2R)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid
    —— 2-[(2S)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid —— C12H14O4
    2-[(2S)-7-methoxy-2-methyl-2,3-dihydro-1-benzofuran-5-yl]acetic acid
    —— (3R)-3-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)butan-1-amine —— C13H19NO2
    (3R)-3-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)butan-1-amine
    —— N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine —— C13H19NO2
    N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine
    —— (3S)-3-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)butan-1-amine —— C13H19NO2
    (3S)-3-(5-methoxy-2,3-dihydro-1-benzofuran-6-yl)butan-1-amine
    —— N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]acetamide
    —— N-hydroxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]methyl]acetamide
    —— N-[(2S)-4-(2,3-dihydro-1-benzofuran-5-yl)butan-2-yl]-N-methylhydroxylamine —— C13H19NO2
    N-[(2S)-4-(2,3-dihydro-1-benzofuran-5-yl)butan-2-yl]-N-methylhydroxylamine
    —— N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine —— C13H19NO2
    N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine
    —— N-methyl-N-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]hydroxylamine —— C13H19NO2
    N-methyl-N-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]hydroxylamine
    —— 3,4,8,9-tetrahydro-2H-furo[3,2-i][1,5]benzodioxepin-6-ylmethanamine —— C12H15NO3
    3,4,8,9-tetrahydro-2H-furo[3,2-i][1,5]benzodioxepin-6-ylmethanamine
    —— N-methyl-N-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]hydroxylamine —— C13H19NO2
    N-methyl-N-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-2-yl]hydroxylamine
    —— N-hydroxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-hydroxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]methyl]acetamide
    —— N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide —— C12H15NO3
    N-hydroxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]acetamide
    —— (2S)-3-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C14H21NO
    (2S)-3-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
    —— (3R)-3-(2,3-dihydro-1-benzofuran-4-yl)-4-methylpentan-1-amine —— C14H21NO
    (3R)-3-(2,3-dihydro-1-benzofuran-4-yl)-4-methylpentan-1-amine
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-4-methylpentan-1-amine —— C14H21NO
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-4-methylpentan-1-amine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-4-yl)-4-methylpentan-1-amine —— C14H21NO
    (3S)-3-(2,3-dihydro-1-benzofuran-4-yl)-4-methylpentan-1-amine
    —— (2R)-3-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C14H21NO
    (2R)-3-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine