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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-[(2-ethoxyacetyl)-[2-(2-methoxyphenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O9
    3-[(2-ethoxyacetyl)-[2-(2-methoxyphenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O8
    3-[cyclopropanecarbonyl(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3S)-3-(3-aminopropylamino)-2,3-dihydro-1-benzofuran-6-ol —— C11H16N2O2
    (3S)-3-(3-aminopropylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N'-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]ethane-1,2-diamine —— C12H18N2O
    N'-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]ethane-1,2-diamine
    —— (3R)-3-(2-aminoethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C10H14N2O2
    (3R)-3-(2-aminoethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-(2-aminoethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C10H14N2O2
    (3S)-3-(2-aminoethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[(2R)-3-methylbutan-2-yl]amino]ethanone —— C16H23NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[(2R)-3-methylbutan-2-yl]amino]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[(2S)-3-methylbutan-2-yl]amino]ethanone —— C16H23NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[(2S)-3-methylbutan-2-yl]amino]ethanone
    —— 2-[[(2S)-butan-2-yl]-ethylamino]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanone —— C16H23NO2
    2-[[(2S)-butan-2-yl]-ethylamino]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanone
    —— 2-[[(2R)-butan-2-yl]-ethylamino]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanone —— C16H23NO2
    2-[[(2R)-butan-2-yl]-ethylamino]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanone
    —— 3-[butanoyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H37N3O8
    3-[butanoyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3S)-3-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H20N2O2
    (3S)-3-[[(3R)-1-methylpyrrolidin-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3R)-1-ethylpyrrolidin-3-yl]methanamine —— C16H24N2O
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3R)-1-ethylpyrrolidin-3-yl]methanamine
    —— 3-[(2,4-dichlorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O8
    3-[(2,4-dichlorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O7
    3-[cyclopropanecarbonyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (6S)-6-amino-6-(2,3-dihydro-1-benzofuran-5-yl)hexanamide —— C14H20N2O2
    (6S)-6-amino-6-(2,3-dihydro-1-benzofuran-5-yl)hexanamide
    —— 3-[cyclobutanecarbonyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O8
    3-[cyclobutanecarbonyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O5
    3-[benzyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H34Cl2N2O8
    3-[(3,4-dichlorophenyl)methyl-(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2,4-dichlorophenyl)methyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H28Cl2N2O8
    3-[(2,4-dichlorophenyl)methyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbutyl(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbutyl(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-hept-6-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H34Cl2N2O7
    3-[(3,4-dichlorophenyl)methyl-hept-6-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[dodecanoyl-[(4-methylphenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C37H50N2O7
    3-[dodecanoyl-[(4-methylphenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[5-oxohexanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H29F3N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[5-oxohexanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31FN2O5
    3-[(4-fluorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34Cl2N2O7
    3-[(3,4-dichlorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(octanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H44N2O8
    3-[3-ethoxypropyl(octanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-methoxyethyl)-1,3-thiazolidin-4-one —— C14H17NO3S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-methoxyethyl)-1,3-thiazolidin-4-one
    —— 3-[benzyl(propanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30N2O7
    3-[benzyl(propanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R)-3-(2,2-dimethoxyethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C12H17NO4
    (3R)-3-(2,2-dimethoxyethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethoxyethanamine —— C14H21NO3
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethoxyethanamine
    —— (3S)-3-(2,2-dimethoxyethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C12H17NO4
    (3S)-3-(2,2-dimethoxyethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethoxyethanamine —— C14H21NO3
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2,2-dimethoxyethanamine
    —— 3-[(2,4-dichlorophenyl)methyl-pent-4-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32Cl2N2O7
    3-[(2,4-dichlorophenyl)methyl-pent-4-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-[2-methoxyethyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-methylpyrazol-3-amine —— C15H19N3O
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-methylpyrazol-3-amine
    —— 3-[cyclopropanecarbonyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H27F3N2O7
    3-[cyclopropanecarbonyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31ClN2O8
    3-[(4-chlorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethynyl]aniline —— C17H15NO
    3-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethynyl]aniline
    —— (2S)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid —— C14H18O4S
    (2S)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid
    —— 3-[cyclopentanecarbonyl-[(4-methylphenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H36N2O7
    3-[cyclopentanecarbonyl-[(4-methylphenyl)methyl]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-methoxyacetyl)-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H34N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(2-methoxyacetyl)-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]cyclohexanamine —— C16H23NO
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]cyclohexanamine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]cyclohexanamine —— C16H23NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]cyclohexanamine
    —— N-(3-bromo-5-methylpyridin-2-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H13BrN2O3S
    N-(3-bromo-5-methylpyridin-2-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 3-[cyclohexylmethyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H40N2O8
    3-[cyclohexylmethyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O8
    3-[hept-6-enoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H42N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide