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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
    —— 3-[3-cyclopentylpropanoyl-[2-(3-fluorophenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H39FN2O7
    3-[3-cyclopentylpropanoyl-[2-(3-fluorophenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H39FN2O7
    3-[2-(3-fluorophenyl)ethyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[5-oxohexanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H42N2O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[5-oxohexanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R)-3-[[(1S)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H15NO3
    (3R)-3-[[(1S)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(1R)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H15NO3
    (3S)-3-[[(1R)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(1S)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H15NO3
    (3S)-3-[[(1S)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(1R)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H15NO3
    (3R)-3-[[(1R)-1-(furan-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[(1-methylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol —— C12H13N3O2
    (3S)-3-[(1-methylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[(1-methylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol —— C12H13N3O2
    (3R)-3-[(1-methylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[cyclopentyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O8
    3-[cyclopentyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(oxolan-2-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O9
    3-[(2-ethoxyacetyl)-(oxolan-2-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O5
    3-[cyclobutanecarbonyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    8-formyl-3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-morpholin-4-ylethyl(octanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H43N3O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-morpholin-4-ylethyl(octanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-[(2-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H35FN2O7
    3-[(2-cyclopentylacetyl)-[(2-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-octanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H41FN2O7
    3-[(2-fluorophenyl)methyl-octanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H42N2O7
    3-[benzyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl-(2-cyclopentylacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H36N2O7
    3-[benzyl-(2-cyclopentylacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (1R)-1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C13H20N2O2
    (1R)-1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (1R)-1-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C13H20N2O2
    (1R)-1-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (2R)-N-(6-bromopyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H11BrN2O2
    (2R)-N-(6-bromopyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1S)-1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine —— C13H20N2O2
    (1S)-1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethane-1,2-diamine
    —— (3S)-5-(2-methoxyethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C14H21NO2
    (3S)-5-(2-methoxyethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-5-tert-butyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (3S)-5-tert-butyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-5-tert-butyl-N-ethyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine —— C15H23NO
    (3S)-5-tert-butyl-N-ethyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-(2-methoxyethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C14H21NO2
    (3R)-5-(2-methoxyethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— 2-[(1S)-1-chloroethyl]-5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole —— C12H11ClN2O2
    2-[(1S)-1-chloroethyl]-5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole
    —— (3S)-7-ethyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (3S)-7-ethyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-3-[2-(furan-2-yl)ethylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H15NO3
    (3R)-3-[2-(furan-2-yl)ethylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-7-ethyl-N-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (3S)-7-ethyl-N-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-bromo-N-ethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12BrNO
    (3R)-5-bromo-N-ethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-7-chloro-N-ethyl-4-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14ClNO
    (3R)-7-chloro-N-ethyl-4-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-7-Ethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO
    (3R)-7-Ethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-N,7-diethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (3R)-N,7-diethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-7-chloro-N,4-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (3S)-7-chloro-N,4-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-N-cyclopropyl-5-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-3-amine —— C14H19NO2
    (3S)-N-cyclopropyl-5-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-5-bromo-N-ethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12BrNO
    (3S)-5-bromo-N-ethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-5-chloro-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (3S)-5-chloro-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— 2-[(1S)-1-chloroethyl]-5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole —— C12H11ClN2O2
    2-[(1S)-1-chloroethyl]-5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole
    —— 2-[(1R)-1-chloroethyl]-5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole —— C12H11ClN2O2
    2-[(1R)-1-chloroethyl]-5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole
    —— (3R)-5-tert-butyl-N-cyclopropyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine —— C16H23NO
    (3R)-5-tert-butyl-N-cyclopropyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-chloro-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H12ClNO
    (3R)-5-chloro-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-N,7-diethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (3S)-N,7-diethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-tert-butyl-7-methyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C16H25NO
    (3R)-5-tert-butyl-7-methyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-7-ethyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (3R)-7-ethyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-tert-butyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (3R)-5-tert-butyl-7-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— 2-(2-chloroethyl)-5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole —— C12H11ClN2O2
    2-(2-chloroethyl)-5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole
    —— (3R)-5-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO2
    (3R)-5-(2-methoxyethyl)-2,3-dihydro-1-benzofuran-3-amine
    —— 2-[(1R)-1-chloroethyl]-5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole —— C12H11ClN2O2
    2-[(1R)-1-chloroethyl]-5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazole
    —— (3S)-7-chloro-N-ethyl-4-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H14ClNO
    (3S)-7-chloro-N-ethyl-4-methyl-2,3-dihydro-1-benzofuran-3-amine