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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
    —— (1R,2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine —— C16H23NO
    (1R,2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dimethylethane-1,2-diamine —— C12H18N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dimethylethane-1,2-diamine
    —— (1R,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine —— C16H23NO
    (1R,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-propan-2-yl-N-propylethane-1,2-diamine —— C16H26N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-propan-2-yl-N-propylethane-1,2-diamine
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-ethylhexan-1-amine —— C17H27NO
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-ethylhexan-1-amine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-methylheptan-2-amine —— C17H27NO
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-methylheptan-2-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine —— C15H22N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine
    —— (2R)-2-(aminomethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C12H17NO2
    (2R)-2-(aminomethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperidin-1-yl)ethanamine —— C16H24N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperidin-1-yl)ethanamine
    —— (1S,2S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)butan-1-ol —— C12H17NO2
    (1S,2S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)butan-1-ol
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)butan-2-amine —— C13H19NO
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)butan-2-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)butan-1-ol —— C13H19NO2
    (2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)butan-1-ol
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-ethylphenyl)ethanamine —— C19H23NO
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-ethylphenyl)ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-(2-methylpropyl)ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-(2-methylpropyl)ethane-1,2-diamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-propan-2-yl-N-propylethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-propan-2-yl-N-propylethane-1,2-diamine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)octan-2-amine —— C17H27NO
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)octan-2-amine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-ethylhexan-1-amine —— C17H27NO
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-ethylhexan-1-amine
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-imidazol-1-ylpropan-2-amine —— C15H19N3O
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-imidazol-1-ylpropan-2-amine
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S)-1-ethylpyrrolidin-2-yl]methanamine —— C16H24N2O
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S)-1-ethylpyrrolidin-2-yl]methanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperidin-1-yl)ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperidin-1-yl)ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dipropylethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dipropylethane-1,2-diamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2R)-2-methylpiperidin-1-yl]ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2R)-2-methylpiperidin-1-yl]ethanamine
    —— (2R)-1-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-2-ol —— C12H17NO2
    (2R)-1-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-2-ol
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-3-methylpiperidin-1-yl]ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-3-methylpiperidin-1-yl]ethanamine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)acetonitrile —— C13H16N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)acetonitrile
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methoxypropan-2-amine —— C13H19NO2
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methoxypropan-2-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-1-ol —— C12H17NO2
    (2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-1-ol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2S)-pentan-2-yl]ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2S)-pentan-2-yl]ethane-1,2-diamine
    —— (2R)-1-(2,3-dihydro-1-benzofuran-5-yl)butan-2-amine —— C12H17NO
    (2R)-1-(2,3-dihydro-1-benzofuran-5-yl)butan-2-amine
    —— (2R)-2-amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C10H10N2O
    (2R)-2-amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (1S,2S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C11H15NO2
    (1S,2S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (1R)-N-cyclopentyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine —— C16H24N2O
    (1R)-N-cyclopentyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-methyl-1,2,4-triazol-3-yl)ethanamine —— C14H18N4O
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-methyl-1,2,4-triazol-3-yl)ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-methylethane-1,2-diamine —— C13H20N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-methylethane-1,2-diamine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methoxypropan-2-amine —— C13H19NO2
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methoxypropan-2-amine
    —— (1R,2S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C11H15NO2
    (1R,2S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (3S)-6-hydroxy-3-piperidin-1-yl-2H-1-benzofuran-3-carbonitrile —— C14H16N2O2
    (3S)-6-hydroxy-3-piperidin-1-yl-2H-1-benzofuran-3-carbonitrile
    —— (3R)-6-hydroxy-3-piperidin-1-yl-2H-1-benzofuran-3-carbonitrile —— C14H16N2O2
    (3R)-6-hydroxy-3-piperidin-1-yl-2H-1-benzofuran-3-carbonitrile
    —— 3-[(2-cyclopentylacetyl)-(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    3-[(2-cyclopentylacetyl)-(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[oxolan-2-ylmethyl(pent-4-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[oxolan-2-ylmethyl(pent-4-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O6
    3-[cyclobutanecarbonyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[oxolan-2-ylmethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[oxolan-2-ylmethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentanecarbonyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O6
    3-[cyclopentanecarbonyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[oxolane-2-carbonyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O7
    4-hydroxy-N-(2-hydroxyethyl)-3-[oxolane-2-carbonyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[dodecanoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H48N2O6
    3-[dodecanoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[octanoyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[octanoyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    3-[hept-6-enoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3a-Morpholin-4-ium-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol —— C15H20NO3+
    3a-Morpholin-4-ium-4-yl-1,2,3,8b-tetrahydrocyclopenta[b][1]benzofuran-7-ol
    —— N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H19NOS
    N-[(1S)-2-methyl-1-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1R,5R,6R)-6-bicyclo[3.2.0]hept-3-enyl]-2,3-dihydro-1-benzofuran-5-amine —— C15H17NO
    N-[(1R,5R,6R)-6-bicyclo[3.2.0]hept-3-enyl]-2,3-dihydro-1-benzofuran-5-amine