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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-[cyclobutanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H30Cl2N2O7
    3-[cyclobutanecarbonyl-[(3,4-dichlorophenyl)methyl]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-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H34N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-propanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H34N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-propanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H34N2O6
    3-[3-cyclopentylpropanoyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H33ClN2O8
    3-[(4-chlorophenyl)methyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H29F3N2O8
    3-[(2-ethoxyacetyl)-(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H28N2O5
    3-[benzyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[furan-3-ylmethyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H28N2O9
    8-formyl-3-[furan-3-ylmethyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H39FN2O7
    3-[(2-fluorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H33FN2O7
    3-[butanoyl-[(2-fluorophenyl)methyl]amino]-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-[3-methylbutyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutyl(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H33FN2O8
    3-[(4-fluorophenyl)methyl-(3-methoxypropanoyl)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-[2-(3-methoxyphenyl)ethyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H34N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl(3-ethoxypropyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O8
    3-[cyclopropanecarbonyl(3-ethoxypropyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O9
    3-[(2-ethoxyacetyl)-(oxolan-2-ylmethyl)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)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O8
    3-[cyclopropylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31FN2O6
    3-[2-(3-fluorophenyl)ethyl-(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32Cl2N2O7
    3-[(3,4-dichlorophenyl)methyl-(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33ClN2O8
    3-[(4-chlorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-hexylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H40N2O8
    3-[(2-ethoxyacetyl)-hexylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C21H25F3N2O6
    3-[(2-ethoxyacetyl)-(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H38N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29FN2O6
    3-[(2-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(tert-butyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO2
    N-(tert-butyl)-2,2-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31ClN2O8
    3-[(4-chlorophenyl)methyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-hexylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O6
    3-[(2-ethoxyacetyl)-hexylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-oxobutanoyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H32N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-oxobutanoyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O7
    3-[cyclohexyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl(hept-6-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H40N2O7
    3-[cyclohexyl(hept-6-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O7
    3-[(2-ethoxyacetyl)-(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O8
    3-[cyclopentyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (5aS,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol —— C12H14O2
    (5aS,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol
    —— (5aS,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol —— C12H14O2
    (5aS,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol
    —— (5aR,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol —— C12H14O2
    (5aR,9aS)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol
    —— (2S,3S)-N,7-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (2S,3S)-N,7-diethyl-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-N-ethyl-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO2
    (2S,3S)-N-ethyl-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-N-ethyl-2,4,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (2S,3R)-N-ethyl-2,4,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N-ethyl-2,4,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (2R,3S)-N-ethyl-2,4,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO
    (2R,3S)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9Cl2NO
    (2S,3R)-6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9Cl2NO
    (2R,3R)-6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO
    (2S,3R)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9Cl2NO
    (2S,3S)-6,7-dichloro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO
    (2S,3S)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-N-ethyl-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO2
    (2S,3R)-N-ethyl-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO
    (2R,3R)-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3S)-N-ethyl-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO2
    (2R,3S)-N-ethyl-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— 3-[dodecanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C35H55N3O8
    3-[dodecanoyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide