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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
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(3-methoxypropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H30N2O7
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(3-methoxypropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopropanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    (3R,4S,4aS,9bS)-3-[cyclopropanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[3-ethoxypropyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O6
    (3R,4S,4aS,9bS)-3-[3-ethoxypropyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[hept-6-enoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H29F3N2O5
    (3R,4S,4aS,9bS)-3-[hept-6-enoyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methylpropanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C21H25F3N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methylpropanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopentyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O5
    (3R,4S,4aS,9bS)-3-[cyclopentyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[pentanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H27F3N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[pentanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[dodecanoyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H46N2O6
    (3R,4S,4aS,9bS)-3-[dodecanoyl(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopropanecarbonyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C21H23F3N2O5
    (3R,4S,4aS,9bS)-3-[cyclopropanecarbonyl(2,2,2-trifluoroethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclopropylmethyl(dodecanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H46N2O5
    (3R,4S,4aS,9bS)-3-[cyclopropylmethyl(dodecanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(2-ethoxyacetyl)-(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O7
    (3R,4S,4aS,9bS)-3-[(2-ethoxyacetyl)-(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[hexyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    (3R,4S,4aS,9bS)-3-[hexyl(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H32N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[oxolane-3-carbonyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H25F3N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[oxolane-3-carbonyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl(cyclopropylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O5
    (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl(cyclopropylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O5
    (3R,4S,4aS,9bS)-3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclobutanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O6
    (3R,4S,4aS,9bS)-3-[cyclobutanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutyl(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[acetyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H32N2O6
    (3R,4S,4aS,9bS)-3-[acetyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(2-cyclopentylacetyl)-(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O6
    (3R,4S,4aS,9bS)-3-[(2-cyclopentylacetyl)-(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    (3R,4S,4aS,9bS)-3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[(2-ethoxyacetyl)-(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H30N2O7
    (3R,4S,4aS,9bS)-3-[(2-ethoxyacetyl)-(2-methoxyethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H27F3N2O5
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbutanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,4S,4aS,9bS)-3-[3-ethoxypropyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O6
    (3R,4S,4aS,9bS)-3-[3-ethoxypropyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R,3R)-N-ethyl-2,4,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine —— C13H19NO
    (2R,3R)-N-ethyl-2,4,7-trimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (5aR,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol —— C12H14O2
    (5aR,9aR)-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol
    —— (2R,3R)-N-ethyl-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2R,3R)-N-ethyl-2,5-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R)-2-[(1E,3E)-Penta-1,3-dien-1-YL]-2,3-dihydro-1-benzofuran-5,7-diol —— C13H14O3
    (2R)-2-[(1E,3E)-Penta-1,3-dien-1-YL]-2,3-dihydro-1-benzofuran-5,7-diol
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-pyridin-4-ylazepan-1-yl]methanone —— C20H21ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-pyridin-4-ylazepan-1-yl]methanone
    —— (6E)-6-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2-dihydro-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one —— C16H13N3O2
    (6E)-6-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,2-dihydro-1,2,4-triazol-3-ylidene]cyclohexa-2,4-dien-1-one
    —— 1-[2-(dimethylamino)ethyl]-3-hydroxy-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one —— C22H24N2O4S
    1-[2-(dimethylamino)ethyl]-3-hydroxy-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(thiophen-2-yl)-1,5-dihydro-2H-pyrrol-2-one
    —— tert-butyl-[[(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-yl]methoxy]-dimethylsilane —— C25H46O6Si2
    tert-butyl-[[(2R,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-yl]methoxy]-dimethylsilane
    —— ethyl (2S,3S)-3-(ethoxycarbonylamino)-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-carboxylate —— C18H25NO8
    ethyl (2S,3S)-3-(ethoxycarbonylamino)-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-carboxylate
    —— ethyl (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-carboxylate —— C21H34O7Si
    ethyl (2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 1-[(2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-yl]ethanone —— C20H32O6Si
    1-[(2S,3S)-3-[tert-butyl(dimethyl)silyl]oxy-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-2-yl]ethanone
    —— [(2R,3S)-6-(2-methoxyethoxymethoxy)-3-prop-2-enoxy-2,3-dihydro-1-benzofuran-2-yl]methanol —— C16H22O6
    [(2R,3S)-6-(2-methoxyethoxymethoxy)-3-prop-2-enoxy-2,3-dihydro-1-benzofuran-2-yl]methanol
    —— prop-2-enyl N-[(2R,3S)-2-ethenyl-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate —— C18H23NO6
    prop-2-enyl N-[(2R,3S)-2-ethenyl-6-(2-methoxyethoxymethoxy)-2,3-dihydro-1-benzofuran-3-yl]carbamate
    —— (2S,3S)-6-(2-methoxyethoxymethoxy)-3-(prop-2-enoxycarbonylamino)-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C17H21NO8
    (2S,3S)-6-(2-methoxyethoxymethoxy)-3-(prop-2-enoxycarbonylamino)-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (3S)-3-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-N,1-N-dimethylbutane-1,3-diamine —— C15H24N2O
    (3S)-3-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-N,1-N-dimethylbutane-1,3-diamine
    —— (3S)-3-[[(2S)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H22N2O2
    (3S)-3-[[(2S)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (2R)-5-chloro-N-(5-methyl-1H-pyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H12ClN3O2
    (2R)-5-chloro-N-(5-methyl-1H-pyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-propan-2-yloxypyridin-3-yl)methyl]urea —— C19H23N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-propan-2-yloxypyridin-3-yl)methyl]urea
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylethanamine —— C14H17N3O
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylethanamine
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-phenylmethoxypyridin-4-yl)methyl]urea —— C23H23N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-phenylmethoxypyridin-4-yl)methyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(2,2,2-trifluoroethoxy)pyridin-4-yl]methyl]urea —— C18H18F3N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(2,2,2-trifluoroethoxy)pyridin-4-yl]methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[6-[(2R)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]urea —— C21H26N4O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[6-[(2R)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(6-piperidin-1-ylpyridin-3-yl)methyl]urea —— C21H26N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(6-piperidin-1-ylpyridin-3-yl)methyl]urea