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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
    —— N-(5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)-2-pyridin-1-ium-1-ylacetamide —— C17H19N2O3+
    N-(5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)-2-pyridin-1-ium-1-ylacetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]acetamide —— C23H23N3O5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]acetamide
    —— N-[(1S)-1-(2,5-dimethyl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C15H18N2OS
    N-[(1S)-1-(2,5-dimethyl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1S)-1-(3-bromophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16BrNO
    N-[(1S)-1-(3-bromophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1R)-1-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16ClNO
    N-[(1R)-1-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1R)-1-(3-bromophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16BrNO
    N-[(1R)-1-(3-bromophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1R)-1-(3-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16ClNO
    N-[(1R)-1-(3-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— 3-[(1S)-1-(2,3-dihydro-1-benzofuran-5-ylamino)ethyl]phenol —— C16H17NO2
    3-[(1S)-1-(2,3-dihydro-1-benzofuran-5-ylamino)ethyl]phenol
    —— N-[(1R)-1-(2,5-dimethyl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C15H18N2OS
    N-[(1R)-1-(2,5-dimethyl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1S)-1-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16ClNO
    N-[(1S)-1-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1S)-1-(3-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16ClNO
    N-[(1S)-1-(3-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1S)-1-(2-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C16H16ClNO
    N-[(1S)-1-(2-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— 3-[(1R)-1-(2,3-dihydro-1-benzofuran-5-ylamino)ethyl]phenol —— C16H17NO2
    3-[(1R)-1-(2,3-dihydro-1-benzofuran-5-ylamino)ethyl]phenol
    —— (3S)-3-(5-bromo-2-methylanilino)-2,3-dihydro-1-benzofuran-6-ol —— C15H14BrNO2
    (3S)-3-(5-bromo-2-methylanilino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-(5-bromo-2-methylanilino)-2,3-dihydro-1-benzofuran-6-ol —— C15H14BrNO2
    (3R)-3-(5-bromo-2-methylanilino)-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[(3,4-dichlorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H38Cl2N2O7
    3-[(3,4-dichlorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl-[(2,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H36Cl2N2O7
    3-[3-cyclopentylpropanoyl-[(2,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H29FN2O5
    3-[butanoyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H28N2O8
    3-[acetyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[hept-6-enoyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    8-formyl-3-[hept-6-enoyl(2-methoxyethyl)amino]-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-methoxyethyl(3-methylbutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(3-methylbutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32Cl2N2O7
    3-[cyclobutanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29FN2O5
    3-[cyclobutanecarbonyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (S)-(3-bromo-5-fluorophenyl)-(2,3-dihydro-1-benzofuran-5-yl)methanamine —— C15H13BrFNO
    (S)-(3-bromo-5-fluorophenyl)-(2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— (3S)-3-[[(1R,2R)-2-ethylcyclohexyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C16H23NO2
    (3S)-3-[[(1R,2R)-2-ethylcyclohexyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(1S,2S)-2-ethylcyclohexyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C16H23NO2
    (3S)-3-[[(1S,2S)-2-ethylcyclohexyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-[(1R,2R)-2-methylcyclopropyl]methanamine —— C13H17NO
    (S)-2,3-dihydro-1-benzofuran-5-yl-[(1R,2R)-2-methylcyclopropyl]methanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-[(1S,2S)-2-methylcyclopropyl]methanamine —— C13H17NO
    (S)-2,3-dihydro-1-benzofuran-5-yl-[(1S,2S)-2-methylcyclopropyl]methanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-[(1S,2R)-2-methylcyclopropyl]methanamine —— C13H17NO
    (S)-2,3-dihydro-1-benzofuran-5-yl-[(1S,2R)-2-methylcyclopropyl]methanamine
    —— (3R)-3-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H16N4O2
    (3R)-3-[[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H16N4O2
    (3R)-3-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H16N4O2
    (3S)-3-[[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H17NO2S
    (3R)-3-[[(2R)-1-thiophen-2-ylpropan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H17NO2S
    (3S)-3-[[(2S)-1-thiophen-2-ylpropan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-(4-bromo-2-chloroanilino)-2,3-dihydro-1-benzofuran-6-ol —— C14H11BrClNO2
    (3S)-3-(4-bromo-2-chloroanilino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H17NO3
    (3R)-3-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-(4-bromo-2-chloroanilino)-2,3-dihydro-1-benzofuran-6-ol —— C14H11BrClNO2
    (3R)-3-(4-bromo-2-chloroanilino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(1S)-1-(5-methylfuran-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H17NO3
    (3S)-3-[[(1S)-1-(5-methylfuran-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H17NO3
    (3S)-3-[[(1R)-1-(5-methylfuran-2-yl)ethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (5-chlorothiophen-2-yl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C13H9ClO2S
    (5-chlorothiophen-2-yl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (5-chlorothiophen-2-yl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C13H9ClO2S
    (5-chlorothiophen-2-yl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (3R)-6-hydroxy-3-(propan-2-ylamino)-2H-1-benzofuran-3-carbonitrile —— C12H14N2O2
    (3R)-6-hydroxy-3-(propan-2-ylamino)-2H-1-benzofuran-3-carbonitrile
    —— (3S)-6-hydroxy-3-(propan-2-ylamino)-2H-1-benzofuran-3-carbonitrile —— C12H14N2O2
    (3S)-6-hydroxy-3-(propan-2-ylamino)-2H-1-benzofuran-3-carbonitrile
    —— (2R)-N-(5-aminopyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H13N3O2
    (2R)-N-(5-aminopyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (R)-2,3-dihydro-1-benzofuran-5-yl(piperidin-4-yl)methanol —— C14H19NO2
    (R)-2,3-dihydro-1-benzofuran-5-yl(piperidin-4-yl)methanol
    —— (2S)-N-(5-aminopyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H13N3O2
    (2S)-N-(5-aminopyridin-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbonitrile —— C12H13NO2
    (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbonitrile
    —— (2S)-6-(bromomethyl)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran —— C12H15BrO2
    (2S)-6-(bromomethyl)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-6-(bromomethyl)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran —— C12H15BrO2
    (2R)-6-(bromomethyl)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran
    —— [1-[2-(Dimethylazaniumyl)ethyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methanolate —— C23H26N2O5
    [1-[2-(Dimethylazaniumyl)ethyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methanolate