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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-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H36N2O7
    3-[butanoyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-yn-1-amine —— C12H13NO
    3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-yn-1-amine
    —— 3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-yn-1-amine —— C12H13NO
    3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-yn-1-amine
    —— (2R)-3-(2,3-dihydro-1-benzofuran-5-yl)-2-sulfanylpropanoic acid —— C11H12O3S
    (2R)-3-(2,3-dihydro-1-benzofuran-5-yl)-2-sulfanylpropanoic acid
    —— (2S)-3-(2,3-dihydro-1-benzofuran-5-yl)-2-sulfanylpropanoic acid —— C11H12O3S
    (2S)-3-(2,3-dihydro-1-benzofuran-5-yl)-2-sulfanylpropanoic acid
    —— 1-(5-chloro-2-methoxyphenyl)-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea —— C20H22ClN3O4S
    1-(5-chloro-2-methoxyphenyl)-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea
    —— (1R,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine —— C16H23NO
    (1R,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine
    —— (1S,3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine —— C16H23NO
    (1S,3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1,1-dioxothiolan-3-amine —— C13H17NO3S
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1,1-dioxothiolan-3-amine
    —— (1S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)ethan-1-ol —— C10H13NO2
    (1S)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)ethan-1-ol
    —— (1R,3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine —— C16H23NO
    (1R,3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine
    —— 3-[benzyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O8
    3-[benzyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[1-adamantylmethyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H40N2O6
    3-[1-adamantylmethyl(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H30Cl2N2O7
    3-[(3,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H28Cl2N2O7
    3-[acetyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H25FN2O5
    3-[acetyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentanecarbonyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H31F3N2O7
    3-[cyclopentanecarbonyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-chloro-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C14H18ClNO3
    3-chloro-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine —— C11H13NO
    (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine
    —— (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine —— C11H13NO
    (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine
    —— rac-(1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine —— C11H13NO
    rac-(1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine
    —— (1R,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine —— C11H13NO
    (1R,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropan-1-amine
    —— rac-(1R,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid —— C12H12O3
    rac-(1R,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid
    —— (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid —— C12H12O3
    (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid
    —— Methyl 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 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
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propylamino)acetonitrile —— C13H16N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propylamino)acetonitrile
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dimethylethane-1,2-diamine —— C12H18N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dimethylethane-1,2-diamine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-pyrazol-1-ylpropan-2-amine —— C15H19N3O
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-pyrazol-1-ylpropan-2-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2R)-pentan-2-yl]ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2R)-pentan-2-yl]ethane-1,2-diamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-3-methylpiperidin-1-yl]ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-3-methylpiperidin-1-yl]ethanamine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-imidazol-1-ylpropan-2-amine —— C15H19N3O
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-imidazol-1-ylpropan-2-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)acetonitrile —— C12H14N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)acetonitrile
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)butan-2-amine —— C13H19NO
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)butan-2-amine
    —— (1S,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)butan-1-ol —— C12H17NO2
    (1S,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)butan-1-ol
    —— (2S)-2-(aminomethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C12H17NO2
    (2S)-2-(aminomethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (1S,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C11H15NO2
    (1S,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-ethylphenyl)ethanamine —— C19H23NO
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-ethylphenyl)ethanamine
    —— (2S)-1-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-2-ol —— C12H17NO2
    (2S)-1-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-2-ol
    —— (1R,8R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-amine —— C16H22N2O
    (1R,8R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-amine
    —— (2S)-2-amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C10H10N2O
    (2S)-2-amino-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)acetonitrile —— C12H14N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(ethylamino)acetonitrile
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)acetonitrile —— C13H16N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propan-2-ylamino)acetonitrile
    —— 4-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-1H-pyrrole-2-carboxylic acid —— C14H11NO4
    4-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-1H-pyrrole-2-carboxylic acid
    —— 4-[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-1H-pyrrole-2-carboxylic acid —— C14H11NO4
    4-[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-1H-pyrrole-2-carboxylic acid
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propylamino)acetonitrile —— C13H16N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(propylamino)acetonitrile
    —— (1S,2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine —— C16H23NO
    (1S,2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine —— C15H22N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)ethanamine —— C15H23N3O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-methylethane-1,2-diamine —— C13H20N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-methylethane-1,2-diamine
    —— (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-4-phenylbutan-2-amine —— C19H23NO
    (2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-4-phenylbutan-2-amine