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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-[butanoyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H40N2O7
    3-[butanoyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(pent-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    3-[3-ethoxypropyl(pent-2-enoyl)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-[(4-methylphenyl)methyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H38N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O6
    3-[(4-fluorophenyl)methyl-(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-5-chloro-N-(1H-pyrazol-5-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H10ClN3O2
    (2S)-5-chloro-N-(1H-pyrazol-5-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-(1H-pyrazol-5-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H10ClN3O2
    (2R)-5-chloro-N-(1H-pyrazol-5-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-methyl-1-[4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]methanamine —— C15H17NOS
    N-methyl-1-[4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]methanamine
    —— N-methyl-1-[4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]methanamine —— C15H17NOS
    N-methyl-1-[4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]methanamine
    —— Methyl 2-[2-(furan-2-yl)-3-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-4,5-dioxopyrrolidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate —— C24H20N2O7S
    Methyl 2-[2-(furan-2-yl)-3-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-4,5-dioxopyrrolidin-1-yl]-4-methyl-1,3-thiazole-5-carboxylate
    —— (2S)-5-chloro-N-[(2S)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2S)-5-chloro-N-[(2S)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2R)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-[(2R)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2R)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2S)-5-chloro-N-[(2R)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[2-(Dimethylamino)ethyl]-5-(furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrrolidine-2,3-dione —— C22H24N2O5
    1-[2-(Dimethylamino)ethyl]-5-(furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]pyrrolidine-2,3-dione
    —— (2R)-5-chloro-N-[(2S)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-[(2S)-1-pyrazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-methyl-1-[5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-3-yl]methanamine —— C15H17NOS
    N-methyl-1-[5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-3-yl]methanamine
    —— 3-[(2-ethoxyacetyl)-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H33FN2O8
    3-[(2-ethoxyacetyl)-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-5-[(R)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H15ClO
    (2R)-5-[(R)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(S)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H15ClO
    (2S)-5-[(S)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-oxothian-4-amine —— C14H19NO2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-oxothian-4-amine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-oxothian-4-amine —— C14H19NO2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-oxothian-4-amine
    —— (2R)-5-[(S)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H15ClO
    (2R)-5-[(S)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(R)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C16H15ClO
    (2S)-5-[(R)-chloro(phenyl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— 3-[cyclobutanecarbonyl(3-propan-2-yloxypropyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O8
    3-[cyclobutanecarbonyl(3-propan-2-yloxypropyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(S)-cyclopropyl(thiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H17NOS
    N-[(S)-cyclopropyl(thiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-amine
    —— 3-[hept-6-enoyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    3-[hept-6-enoyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H35FN2O7
    3-[cyclobutanecarbonyl-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[furan-3-ylmethyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H30N2O9
    8-formyl-3-[furan-3-ylmethyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O7
    3-[cycloheptyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-N-[(2R)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2S)-N-[(2R)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2R)-N-[(2S)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2R)-N-[(2R)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— methyl 3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-methylamino]propanoate —— C14H17NO4
    methyl 3-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-methylamino]propanoate
    —— 5-[(R)-bromo(phenyl)methyl]-2,3-dihydro-1-benzofuran —— C15H13BrO
    5-[(R)-bromo(phenyl)methyl]-2,3-dihydro-1-benzofuran
    —— 3-[(2-fluorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H37FN2O7
    3-[(2-fluorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[(2-methoxyacetyl)-[2-(2-methoxyphenyl)ethyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O7
    4-hydroxy-N-(2-hydroxyethyl)-3-[(2-methoxyacetyl)-[2-(2-methoxyphenyl)ethyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-2-amine —— C19H25N3O2
    5-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-2-amine
    —— 1-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]methanamine —— C16H22N4O2
    1-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]methanamine
    —— 1-Benzyl-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C26H22N2O4
    1-Benzyl-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methylpyrazol-3-yl)methanamine —— C17H23N3O2
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methylpyrazol-3-yl)methanamine
    —— 1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]methanamine —— C16H22N4O2
    1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]methanamine
    —— 5-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-2-amine —— C19H25N3O2
    5-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-2-amine
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methoxypyridin-4-yl)methanamine —— C18H22N2O3
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methoxypyridin-4-yl)methanamine
    —— N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1-[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methanamine —— C17H22N2O3
    N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1-[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methanamine
    —— 3-[cyclopropylmethyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
    3-[cyclopropylmethyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H33FN2O8
    3-[(2-fluorophenyl)methyl-(5-oxohexanoyl)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-[2-methoxyethyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H30N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-methoxyethyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O7
    3-[cyclohexylmethyl(propanoyl)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-[3-methylbut-2-enoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbut-2-enoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-[(2,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H34Cl2N2O7
    3-[(2-cyclopentylacetyl)-[(2,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21N3O3S
    N-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide