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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
    —— (S)-cyclohepten-1-yl(2,3-dihydro-1-benzofuran-5-yl)methanamine —— C16H21NO
    (S)-cyclohepten-1-yl(2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— (S)-(2,5-difluorophenyl)-(2,3-dihydro-1-benzofuran-5-yl)methanol —— C15H12F2O2
    (S)-(2,5-difluorophenyl)-(2,3-dihydro-1-benzofuran-5-yl)methanol
    —— N-[(2S)-2-cyanobutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H16N2O2
    N-[(2S)-2-cyanobutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-1-(1-ethylimidazol-2-yl)-N-methylmethanamine —— C15H19N3O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-1-(1-ethylimidazol-2-yl)-N-methylmethanamine
    —— (S)-(2,5-dibromophenyl)-(2,3-dihydro-1-benzofuran-5-yl)methanamine —— C15H13Br2NO
    (S)-(2,5-dibromophenyl)-(2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— N-[(1E,2R)-1-amino-1-hydroxyiminopropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C12H15N3O3
    N-[(1E,2R)-1-amino-1-hydroxyiminopropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2R)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H22N2O2
    N-[(2R)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H22N2O2
    N-[(2S)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (1R)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2,4-oxadiazol-3-yl]ethanamine —— C12H13N3O2
    (1R)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2,4-oxadiazol-3-yl]ethanamine
    —— (3S)-3-[[(2S)-hexan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2S)-hexan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2R)-hexan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3R)-3-[[(2R)-hexan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (2S)-N-tert-butyl-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H16ClNO2
    (2S)-N-tert-butyl-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazol-2-yl]methyl]propan-2-amine —— C14H17N3O2
    N-[[5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazol-2-yl]methyl]propan-2-amine
    —— N-[[5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazol-2-yl]methyl]propan-2-amine —— C14H17N3O2
    N-[[5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazol-2-yl]methyl]propan-2-amine
    —— 3-[(2,4-dichlorophenyl)methyl-propanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30Cl2N2O7
    3-[(2,4-dichlorophenyl)methyl-propanoylamino]-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-[2-methoxyethyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2,4-dichlorophenyl)methyl-pent-2-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H30Cl2N2O7
    3-[(2,4-dichlorophenyl)methyl-pent-2-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— [(5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylideneamino]thiourea —— C12H15N3O2S
    [(5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methylideneamino]thiourea
    —— 3-[2-(3-fluorophenyl)ethyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O8
    3-[2-(3-fluorophenyl)ethyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H40N2O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-pentanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O7
    3-[(4-fluorophenyl)methyl-pentanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— Ethyl 3-[[6-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-5-nitropyrimidin-4-yl]-(furan-2-ylmethyl)amino]propanoate —— C23H25N5O6
    Ethyl 3-[[6-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-5-nitropyrimidin-4-yl]-(furan-2-ylmethyl)amino]propanoate
    —— 3-[(2,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H30Cl2N2O7
    3-[(2,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-yn-1-amine —— C12H13NO
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-yn-1-amine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-yn-1-amine —— C12H13NO
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-yn-1-amine
    —— 3-[acetyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H28N2O5
    3-[acetyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H42N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(cyclopentyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O7
    3-[acetyl(cyclopentyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H34N2O7
    3-[cyclopentyl(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H30N2O6
    3-[acetyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-5-chloro-N-[[3-(difluoromethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14ClF2NO3
    (2R)-5-chloro-N-[[3-(difluoromethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (7S)-2-(2,3-dihydro-1-benzofuran-5-yl)-4,5,6,7-tetrahydro-1,3-benzothiazol-7-amine —— C15H16N2OS
    (7S)-2-(2,3-dihydro-1-benzofuran-5-yl)-4,5,6,7-tetrahydro-1,3-benzothiazol-7-amine
    —— (1S)-1-(cyclohepten-1-yl)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine —— C17H23NO
    (1S)-1-(cyclohepten-1-yl)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine
    —— N-[(S)-cyclopenten-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C16H21NO
    N-[(S)-cyclopenten-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— N-[(S)-cyclopenten-1-yl-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C16H21NO
    N-[(S)-cyclopenten-1-yl-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— N-[(R)-cyclopenten-1-yl-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C16H21NO
    N-[(R)-cyclopenten-1-yl-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— (1S)-1-(cyclohepten-1-yl)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine —— C17H23NO
    (1S)-1-(cyclohepten-1-yl)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine
    —— (1R)-1-(cyclohepten-1-yl)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine —— C17H23NO
    (1R)-1-(cyclohepten-1-yl)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine
    —— N-[(R)-cyclopenten-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C16H21NO
    N-[(R)-cyclopenten-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— N-[(S)-cyclohexen-1-yl-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C17H23NO
    N-[(S)-cyclohexen-1-yl-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— N-[(R)-cyclohexen-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C17H23NO
    N-[(R)-cyclohexen-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— (E)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,3-thiazol-4-yl)prop-2-enamide —— C15H14N2O2S
    (E)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,3-thiazol-4-yl)prop-2-enamide
    —— cyclohepten-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C16H18O2
    cyclohepten-1-yl-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine —— C11H16N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine
    —— (3S)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrrolidine —— C15H21NO2
    (3S)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrrolidine
    —— (3R)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrrolidine —— C15H21NO2
    (3R)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrrolidine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine —— C11H16N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine
    —— (3S)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrrolidine —— C15H21NO2
    (3S)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrrolidine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(2S)-3,4-dihydro-2H-pyran-2-yl]methanamine —— C15H19NO2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(2S)-3,4-dihydro-2H-pyran-2-yl]methanamine