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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-cyclopentylacetyl)-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32Cl2N2O5
    3-[(2-cyclopentylacetyl)-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-[2-(2-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H42N2O8
    3-[(2-cyclopentylacetyl)-[2-(2-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-propanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O7
    3-[2-(3-fluorophenyl)ethyl-propanoylamino]-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-[3-methylbut-2-enoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbut-2-enoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]butan-2-one —— C14H18O3
    (3R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]butan-2-one
    —— (3S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]butan-2-one —— C14H18O3
    (3S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]butan-2-one
    —— 3-[(2-cyclopentylacetyl)-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H35FN2O7
    3-[(2-cyclopentylacetyl)-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-octanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H41FN2O7
    3-[(4-fluorophenyl)methyl-octanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[furan-3-ylmethyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H36N2O6
    3-[furan-3-ylmethyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-pent-4-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-pent-4-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(3-methylbutyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O8
    3-[(2-ethoxyacetyl)-(3-methylbutyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H37FN2O7
    3-[(4-fluorophenyl)methyl-hept-6-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— methyl (1R,2S,3S,7E,10R)-7-[(3,5-dichloro-2-hydroxyphenyl)methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate —— C23H16Cl2N2O5S
    methyl (1R,2S,3S,7E,10R)-7-[(3,5-dichloro-2-hydroxyphenyl)methylidene]-3-methyl-8-oxo-17-oxa-6-thia-4,9-diazapentacyclo[8.7.0.01,3.05,9.011,16]heptadeca-4,11,13,15-tetraene-2-carboxylate
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H37FN2O7
    3-[3-cyclopentylpropanoyl-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(2,2,2-trifluoroethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C21H23F3N2O7
    3-[acetyl(2,2,2-trifluoroethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H39ClN2O7
    3-[(4-chlorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)propanamide —— C11H13NO2
    3-(2,3-Dihydro-1-benzofuran-5-yl)propanamide
    —— 3-[butanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H29FN2O5
    3-[butanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl-[(2-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H29FN2O7
    3-[cyclopropanecarbonyl-[(2-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30N2O8
    3-[benzyl(2-oxobutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R,3S)-N-(2-hydroxyethyl)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C13H17NO3
    (2R,3S)-N-(2-hydroxyethyl)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3R)-N-(2-hydroxyethyl)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C13H17NO3
    (2S,3R)-N-(2-hydroxyethyl)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3S)-N-(2-hydroxyethyl)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C13H17NO3
    (2S,3S)-N-(2-hydroxyethyl)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 3-[acetyl-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H27FN2O7
    3-[acetyl-[(4-fluorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H39FN2O7
    3-[3-cyclopentylpropanoyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]propan-2-ol —— C15H23NO3
    (2S)-1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]propan-2-ol
    —— (2R)-1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]propan-2-ol —— C15H23NO3
    (2R)-1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]propan-2-ol
    —— (2S)-1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]propan-2-ol —— C15H23NO3
    (2S)-1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]propan-2-ol
    —— (S)-(5-bromothiophen-2-yl)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H14BrNOS
    (S)-(5-bromothiophen-2-yl)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-(2,5-dimethylfuran-3-yl)methanamine —— C15H17NO2
    (S)-2,3-dihydro-1-benzofuran-5-yl-(2,5-dimethylfuran-3-yl)methanamine
    —— (R)-(5-bromothiophen-2-yl)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H14BrNOS
    (R)-(5-bromothiophen-2-yl)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (S)-(5-bromothiophen-2-yl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H14BrNOS
    (S)-(5-bromothiophen-2-yl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— 3-(4-nitrophenyl)-3-propan-2-yloxy-2H-1-benzofuran —— C17H17NO4
    3-(4-nitrophenyl)-3-propan-2-yloxy-2H-1-benzofuran
    —— 3-[benzyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O6
    3-[benzyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29ClN2O8
    3-[(4-chlorophenyl)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)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H38N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-Methyl-5-(3-phenylpropoxy)-2,3-dihydro-1-benzofuran —— C18H20O2
    2-Methyl-5-(3-phenylpropoxy)-2,3-dihydro-1-benzofuran
    —— (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3,4-dimethylphenyl)methanamine —— C17H19NO
    (S)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-(3,4-dimethylphenyl)methanamine
    —— (R)-(5-bromo-2-methoxyphenyl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16BrNO2
    (R)-(5-bromo-2-methoxyphenyl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3,4-dimethylphenyl)methanamine —— C17H19NO
    (R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3,4-dimethylphenyl)methanamine
    —— (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3,4-dimethylphenyl)methanamine —— C17H19NO
    (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-(3,4-dimethylphenyl)methanamine
    —— 3-[benzyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O7
    3-[benzyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-5-ethoxy-N'-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboximidamide —— C12H16N2O3
    (2R)-5-ethoxy-N'-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboximidamide
    —— (S)-(3-chloro-4-methoxyphenyl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16ClNO2
    (S)-(3-chloro-4-methoxyphenyl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (R)-(3-chloro-4-methoxyphenyl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16ClNO2
    (R)-(3-chloro-4-methoxyphenyl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (S)-(3-chloro-4-methoxyphenyl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16ClNO2
    (S)-(3-chloro-4-methoxyphenyl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (R)-(3-chloro-4-methoxyphenyl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H16ClNO2
    (R)-(3-chloro-4-methoxyphenyl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]benzoic acid —— C16H14O4
    2-[(S)-2,3-dihydro-1-benzofuran-5-yl(hydroxy)methyl]benzoic acid