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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
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(octanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H42N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(octanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    3-[(2-cyclopentylacetyl)-(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-N-methyl-3-(4,5,6,7-tetrahydro-1H-indazol-3-YL)propanamide —— C20H25N3O2
    N-(2,3-Dihydro-1-benzofuran-2-ylmethyl)-N-methyl-3-(4,5,6,7-tetrahydro-1H-indazol-3-YL)propanamide
    —— N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-2-(5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-yl)-N-methylacetamide —— C17H19N3O2S
    N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-2-(5,6-dihydroimidazo[2,1-b][1,3]thiazol-3-yl)-N-methylacetamide
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-(tetrahydro-2H-pyran-2-ylmethoxy)acetamide —— C17H23NO4
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-(tetrahydro-2H-pyran-2-ylmethoxy)acetamide
    —— 3-[(2,3-Dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]-N,N-dimethylpropane-1-sulfonamide —— C15H24N2O3S
    3-[(2,3-Dihydro-1-benzofuran-2-ylmethyl)(methyl)amino]-N,N-dimethylpropane-1-sulfonamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-propanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-propanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O7
    3-[3-ethoxypropyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O8
    3-[cyclohexyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (7-Hydroxy-2,3-dihydro-benzofuran-3-yl)-acetic acid methyl ester —— C11H12O4
    (7-Hydroxy-2,3-dihydro-benzofuran-3-yl)-acetic acid methyl ester
    —— 3-[3-ethoxypropyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O6
    3-[3-ethoxypropyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl(cyclohexyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H36N2O7
    3-[cyclobutanecarbonyl(cyclohexyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    3-[cyclopentyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O6
    3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(3-cyclopentylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H40N2O7
    3-[cyclopentyl(3-cyclopentylpropanoyl)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-phenoxyethyl)-1,3-thiazolidin-4-one —— C19H19NO3S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-phenoxyethyl)-1,3-thiazolidin-4-one
    —— 3-[cyclopropylmethyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H30N2O6
    3-[cyclopropylmethyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O8
    3-[cyclohexyl(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    3-[cyclohexylmethyl(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H31FN2O8
    3-[2-(3-fluorophenyl)ethyl-(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(tert-butyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-6-carboxamide —— C15H21NO2
    N-(tert-butyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-6-carboxamide
    —— N-(tert-butyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-carboxamide —— C15H21NO2
    N-(tert-butyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-4-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pent-4-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pent-4-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(2-hydroxy-1-phenylethyl)-1H-pyrazole-3-carboxamide —— C20H19N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(2-hydroxy-1-phenylethyl)-1H-pyrazole-3-carboxamide
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-3-methylpentan-2-yl)-1H-pyrazole-3-carboxamide —— C18H23N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-3-methylpentan-2-yl)-1H-pyrazole-3-carboxamide
    —— 3-[cyclopropanecarbonyl-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H29FN2O7
    3-[cyclopropanecarbonyl-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(2,4,5-trimethoxyphenyl)propanamide —— C24H27N3O6
    3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(2,4,5-trimethoxyphenyl)propanamide
    —— 3-[furan-3-ylmethyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H28N2O7
    3-[furan-3-ylmethyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-1H-pyrazole-3-carboxamide —— C17H21N3O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-(1-hydroxy-3-methylbutan-2-yl)-1H-pyrazole-3-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H29FN2O8
    3-[(4-fluorophenyl)methyl-(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(2-methoxyphenyl)propanamide —— C22H23N3O4
    3-[5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-hydroxy-1H-pyrazol-4-yl]-3-(2-methoxyphenyl)propanamide
    —— 3-[furan-3-ylmethyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O8
    3-[furan-3-ylmethyl(pent-4-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-N-[1-hydroxy-4-(methylsulfanyl)butan-2-yl]-1H-pyrazole-3-carboxamide —— C17H21N3O3S
    5-(2,3-dihydro-1-benzofuran-5-yl)-N-[1-hydroxy-4-(methylsulfanyl)butan-2-yl]-1H-pyrazole-3-carboxamide
    —— 3-[cyclopentyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H36N2O8
    3-[cyclopentyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-[2-(5-methylfuran-2-yl)-4,5-dioxo-1-(pyridin-1-ium-3-ylmethyl)pyrrolidin-3-ylidene]methanolate —— C25H22N2O5
    (2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-[2-(5-methylfuran-2-yl)-4,5-dioxo-1-(pyridin-1-ium-3-ylmethyl)pyrrolidin-3-ylidene]methanolate
    —— 1alpha-Hydroxymedicarpin —— C16H14O5
    1alpha-Hydroxymedicarpin
    —— 3-[butanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H35N3O6
    3-[butanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-methoxyphenyl)methyl]cyclopropanamine —— C20H23NO2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-[(4-methoxyphenyl)methyl]cyclopropanamine
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-pyridin-3-ylethyl)-1,3-thiazolidin-4-one —— C18H18N2O2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-pyridin-3-ylethyl)-1,3-thiazolidin-4-one
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-(5-methylisoxazol-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide —— C19H20N4O5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-(5-methylisoxazol-3-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-(2-oxo-1,2-dihydropyridin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide —— C20H20N4O5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-(2-oxo-1,2-dihydropyridin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-(1-ethyl-1H-pyrrol-2-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide —— C21H24N4O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((3-(1-ethyl-1H-pyrrol-2-yl)-1,2,4-oxadiazol-5-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(1-(5,6,7,8-tetrahydrocinnolin-3-yl)piperidin-4-yl)acetamide —— C25H32N4O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(1-(5,6,7,8-tetrahydrocinnolin-3-yl)piperidin-4-yl)acetamide
    —— N-(2-(5-acetylthiophen-2-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C16H17NO4S2
    N-(2-(5-acetylthiophen-2-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((5-(thiophen-2-yl)pyridin-3-yl)methyl)acetamide —— C22H22N2O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((5-(thiophen-2-yl)pyridin-3-yl)methyl)acetamide
    —— 1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-4-((3,5-dimethyl-1H-pyrazol-4-yl)sulfonyl)-1,4-diazepane —— C18H24N4O5S2
    1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-4-((3,5-dimethyl-1H-pyrazol-4-yl)sulfonyl)-1,4-diazepane
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methoxytetrahydro-2H-thiopyran-4-yl)methyl)acetamide —— C19H27NO4S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methoxytetrahydro-2H-thiopyran-4-yl)methyl)acetamide
    —— 3-[(4-chlorophenyl)methyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H33ClN2O8
    3-[(4-chlorophenyl)methyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-(5-methylfuran-2-yl)-1-(2-morpholin-4-ylethyl)pyrrolidine-2,3-dione —— C25H28N2O6
    4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-(5-methylfuran-2-yl)-1-(2-morpholin-4-ylethyl)pyrrolidine-2,3-dione
    —— (2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-[2-(5-methylfuran-2-yl)-1-(2-morpholin-4-ium-4-ylethyl)-4,5-dioxopyrrolidin-3-ylidene]methanolate —— C25H28N2O6
    (2-Methyl-2,3-dihydro-1-benzofuran-5-yl)-[2-(5-methylfuran-2-yl)-1-(2-morpholin-4-ium-4-ylethyl)-4,5-dioxopyrrolidin-3-ylidene]methanolate