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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-[(2S)-1-methoxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-amine —— C12H17NO2
    N-[(2S)-1-methoxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-N-[(2-ethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19NO3
    (2S)-N-[(2-ethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[1-adamantylmethyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H44N2O8
    3-[1-adamantylmethyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-pent-4-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33ClN2O7
    3-[(4-chlorophenyl)methyl-pent-4-enoylamino]-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-(3-morpholin-4-ylpropyl)pyrrolidine-2,3-dione —— C26H30N2O6
    4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-(5-methylfuran-2-yl)-1-(3-morpholin-4-ylpropyl)pyrrolidine-2,3-dione
    —— N-[[(3R)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrrolidin-3-yl]methyl]ethanamine —— C16H24N2O
    N-[[(3R)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrrolidin-3-yl]methyl]ethanamine
    —— N-[4-(3,4-difluorophenyl)-1,3-thiazol-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C21H18F2N2O3S
    N-[4-(3,4-difluorophenyl)-1,3-thiazol-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[[(3S)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrrolidin-3-yl]methyl]ethanamine —— C16H24N2O
    N-[[(3S)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrrolidin-3-yl]methyl]ethanamine
    —— 3-[cyclohexylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O6
    3-[cyclohexylmethyl-(2-ethoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O7
    3-[cyclopropanecarbonyl-[(2,4-dichlorophenyl)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(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H38N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutyl(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(2,2,2-trifluoroethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H27F3N2O8
    3-[(2-ethoxyacetyl)-(2,2,2-trifluoroethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-pent-4-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29FN2O5
    3-[(2-fluorophenyl)methyl-pent-4-enoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-2-amine —— C14H21NO
    2-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-2-amine
    —— N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]cycloheptanamine —— C17H25NO
    N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]cycloheptanamine
    —— 2-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-2-amine —— C14H21NO
    2-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-2-amine
    —— 2-chloro-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-6-methylpyrimidin-4-amine —— C14H14ClN3O
    2-chloro-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-6-methylpyrimidin-4-amine
    —— 3-[(4-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O8
    3-[(4-fluorophenyl)methyl-(oxolane-3-carbonyl)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-[3-methylbutanoyl-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbutanoyl-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-N-(3-benzylsulfonylpropyl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20ClNO4S
    (2R)-N-(3-benzylsulfonylpropyl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[cyclopropylmethyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H28N2O6
    3-[cyclopropylmethyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O7
    3-[(2-fluorophenyl)methyl-(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(2S)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propyl]cyclopropanamine —— C16H23NO2
    N-[(2S)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propyl]cyclopropanamine
    —— N-[(2R)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propyl]cyclopropanamine —— C16H23NO2
    N-[(2R)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propyl]cyclopropanamine
    —— (4S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylpentan-1-amine —— C16H25NO2
    (4S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylpentan-1-amine
    —— (4R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylpentan-1-amine —— C16H25NO2
    (4R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylpentan-1-amine
    —— 3-[cyclopentyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O8
    3-[cyclopentyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methoxyphenoxy)acetamide —— C18H19NO4
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methoxyphenoxy)acetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methoxyphenoxy)acetamide —— C18H19NO4
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methoxyphenoxy)acetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-nitropyrazol-1-yl)acetamide —— C14H14N4O4
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-nitropyrazol-1-yl)acetamide
    —— 3-[cyclopropanecarbonyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O7
    3-[cyclopropanecarbonyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H31FN2O8
    3-[(2-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29FN2O8
    3-[(4-fluorophenyl)methyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3R)-1-ethylpiperidin-3-yl]urea —— C20H31N3O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3R)-1-ethylpiperidin-3-yl]urea
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H39N3O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pent-2-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H30N2O5
    3-[benzyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    3-[cycloheptyl(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pent-4-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H37N3O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pent-4-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]butanoic acid —— C12H14O5
    (2S)-2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]butanoic acid
    —— (2S,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2-methylpropanoic acid —— C12H14O4
    (2S,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2-methylpropanoic acid
    —— (2R,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2-methylpropanoic acid —— C12H14O4
    (2R,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2-methylpropanoic acid
    —— (2S)-2-[(3S)-3,6-dihydroxy-2H-1-benzofuran-3-yl]butanoic acid —— C12H14O5
    (2S)-2-[(3S)-3,6-dihydroxy-2H-1-benzofuran-3-yl]butanoic acid
    —— (2S)-2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]propanoic acid —— C11H12O5
    (2S)-2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]propanoic acid
    —— ethyl (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2,2-dimethylpropanoate —— C15H20O4
    ethyl (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2,2-dimethylpropanoate
    —— (2R,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2-methylpropanoic acid —— C12H14O4
    (2R,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-hydroxy-2-methylpropanoic acid
    —— ethyl 2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]-2-methylpropanoate —— C14H18O5
    ethyl 2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]-2-methylpropanoate
    —— ethyl 2-[(3S)-3,6-dihydroxy-2H-1-benzofuran-3-yl]-2-methylpropanoate —— C14H18O5
    ethyl 2-[(3S)-3,6-dihydroxy-2H-1-benzofuran-3-yl]-2-methylpropanoate
    —— 2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]acetic acid —— C10H10O5
    2-[(3R)-3,6-dihydroxy-2H-1-benzofuran-3-yl]acetic acid