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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
    —— (2R)-N-(1H-1,2,4-triazol-5-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H12N4O2
    (2R)-N-(1H-1,2,4-triazol-5-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-(1H-1,2,4-triazol-5-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H11ClN4O2
    (2R)-5-chloro-N-(1H-1,2,4-triazol-5-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(1H-1,2,4-triazol-5-ylmethyl)propan-1-amine —— C14H18N4O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(1H-1,2,4-triazol-5-ylmethyl)propan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(1H-1,2,4-triazol-5-ylmethyl)ethanamine —— C13H16N4O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(1H-1,2,4-triazol-5-ylmethyl)ethanamine
    —— (3R)-3-(1H-1,2,4-triazol-5-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C11H12N4O2
    (3R)-3-(1H-1,2,4-triazol-5-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— 3-[(2-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O8
    3-[(2-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O7
    3-[(4-fluorophenyl)methyl-(3-methylbutanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2S)-2-ethylpyrrolidin-1-yl]ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2S)-2-ethylpyrrolidin-1-yl]ethanamine
    —— 4-[5-nitro-2-(2-phenoxyethylidene)-3H-1-benzofuran-3-yl]morpholine —— C20H20N2O5
    4-[5-nitro-2-(2-phenoxyethylidene)-3H-1-benzofuran-3-yl]morpholine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2R)-2-methylpyrrolidin-1-yl]ethanamine —— C15H22N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2R)-2-methylpyrrolidin-1-yl]ethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2S)-2-methylpyrrolidin-1-yl]ethanamine —— C15H22N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2S)-2-methylpyrrolidin-1-yl]ethanamine
    —— N-[(1R)-1-(1H-pyrazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C13H15N3O
    N-[(1R)-1-(1H-pyrazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— (3R)-7-chloro-5-fluoro-N-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9ClFNO
    (3R)-7-chloro-5-fluoro-N-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-7-Chloro-5-fluoro-2,3-dihydro-1-benzofuran-3-amine —— C8H7ClFNO
    (3S)-7-Chloro-5-fluoro-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-7-chloro-5-fluoro-N-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9ClFNO
    (3S)-7-chloro-5-fluoro-N-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-7-chloro-N-ethyl-5-fluoro-2,3-dihydro-1-benzofuran-3-amine —— C10H11ClFNO
    (3S)-7-chloro-N-ethyl-5-fluoro-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-7-chloro-N-ethyl-5-fluoro-2,3-dihydro-1-benzofuran-3-amine —— C10H11ClFNO
    (3R)-7-chloro-N-ethyl-5-fluoro-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-7-chloro-5-fluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C11H13ClFNO
    (3S)-7-chloro-5-fluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— 3-[(4-fluorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H39FN2O7
    3-[(4-fluorophenyl)methyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H33FN2O7
    3-[butanoyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H28N2O6
    3-[butanoyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O7
    3-[benzyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[1-adamantylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H38N2O5
    3-[1-adamantylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(pent-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32N2O7
    3-[benzyl(pent-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[hexyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H46N2O7
    8-formyl-3-[hexyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(hept-6-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H42N2O7
    3-[cyclohexylmethyl(hept-6-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O5
    3-[cyclopentyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H42N2O7
    3-[cyclohexylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[2,4-dioxo-5-[(3,4,5-trimethoxyphenyl)methylidene]-1,3-thiazolidin-3-yl]ethyl]acetamide —— C27H30N2O8S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[2,4-dioxo-5-[(3,4,5-trimethoxyphenyl)methylidene]-1,3-thiazolidin-3-yl]ethyl]acetamide
    —— (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid —— C13H13NO4
    (1S,2S)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid
    —— (1R,2R)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid —— C13H13NO4
    (1R,2R)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid
    —— (1R,2S)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid —— C13H13NO4
    (1R,2S)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid
    —— 3-[benzyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
    3-[benzyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(oxolane-2-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32N2O8
    3-[benzyl(oxolane-2-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— Dimethyl-[3-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)-3-oxopropyl]azanium —— C14H20NO2+
    Dimethyl-[3-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)-3-oxopropyl]azanium
    —— 3-(Dimethylamino)-1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one —— C14H19NO2
    3-(Dimethylamino)-1-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)propan-1-one
    —— 3-[furan-3-ylmethyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H40N2O8
    3-[furan-3-ylmethyl(octanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H33N3O8
    3-[acetyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]-1-methylpyridin-2-one —— C14H14N2O3
    5-[[(3S)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]-1-methylpyridin-2-one
    —— 5-[[(3R)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]-1-methylpyridin-2-one —— C14H14N2O3
    5-[[(3R)-6-hydroxy-2,3-dihydro-1-benzofuran-3-yl]amino]-1-methylpyridin-2-one
    —— 3-[cyclohexylmethyl(3-cyclopentylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H42N2O5
    3-[cyclohexylmethyl(3-cyclopentylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O8
    3-[3-ethoxypropyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(propanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C21H28N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(propanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-dodecanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H44Cl2N2O5
    3-[(3,4-dichlorophenyl)methyl-dodecanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[acetyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O7
    3-[acetyl(hexyl)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-[2-morpholin-4-ylethyl(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H41N3O9
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[furan-3-ylmethyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H28N2O9
    8-formyl-3-[furan-3-ylmethyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H39N3O9
    3-[(2-ethoxyacetyl)-(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H37N3O8
    3-[cyclobutanecarbonyl(2-morpholin-4-ylethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(propanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O7
    3-[cyclopentyl(propanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide