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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
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyridin-2-ylamino)ethyl]urea —— C17H20N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyridin-2-ylamino)ethyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyridin-2-ylamino)ethyl]urea —— C17H20N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyridin-2-ylamino)ethyl]urea
    —— (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-phenylmethanamine —— C16H17NO
    (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-phenylmethanamine
    —— N-[3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H26N2O3
    N-[3-[(2R,6R)-2,6-dimethylmorpholin-4-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[3-[(2S,6S)-2,6-dimethylmorpholin-4-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H26N2O3
    N-[3-[(2S,6S)-2,6-dimethylmorpholin-4-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 5-chloro-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3-dimethylpyrazole-4-sulfonamide —— C17H22ClN3O4S
    5-chloro-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3-dimethylpyrazole-4-sulfonamide
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(1,3-thiazol-2-yl)piperidine-3-carboxamide —— C17H19N3O4S2
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(1,3-thiazol-2-yl)piperidine-3-carboxamide
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(1,3-thiazol-2-yl)piperidine-3-carboxamide —— C17H19N3O4S2
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(1,3-thiazol-2-yl)piperidine-3-carboxamide
    —— 3-Benzyl-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazinan-4-one —— C19H19NO2S
    3-Benzyl-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazinan-4-one
    —— (2R)-5-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H12ClN3O2
    (2R)-5-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (7R)-1-(2,3-dihydro-1-benzofuran-5-carbonyl)-7-phenyl-1,4-diazepan-5-one —— C20H20N2O3
    (7R)-1-(2,3-dihydro-1-benzofuran-5-carbonyl)-7-phenyl-1,4-diazepan-5-one
    —— (2S)-5-chloro-N-[[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H17ClN2O4
    (2S)-5-chloro-N-[[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H12ClN3O2
    (2S)-5-chloro-N-(5-methyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H17ClN2O4
    (2R)-5-chloro-N-[[3-(2-oxo-1,3-oxazolidin-3-yl)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(6-methylsulfonylpyridin-3-yl)acetamide —— C18H20N2O5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(6-methylsulfonylpyridin-3-yl)acetamide
    —— 3-[2-(3-fluorophenyl)ethyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29FN2O6
    3-[2-(3-fluorophenyl)ethyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-5-chloro-N-(1-ethyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H15ClN2O3
    (2R)-5-chloro-N-(1-ethyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[2-(2-methylimidazol-1-yl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H15ClN4O2
    (2R)-5-chloro-N-[2-(2-methylimidazol-1-yl)pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[benzyl(pentanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
    3-[benzyl(pentanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H35FN2O8
    3-[2-(3-fluorophenyl)ethyl-(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— Methyl (2,3-dihydro-1-benzofuran-2-ylmethyl)methylcarbamate —— C12H15NO3
    Methyl (2,3-dihydro-1-benzofuran-2-ylmethyl)methylcarbamate
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-ethylpiperidine-1-carboxamide —— C17H24N2O2
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-ethylpiperidine-1-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(propoxymethyl)phenyl]methyl]urea —— C21H26N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(propoxymethyl)phenyl]methyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-3-ylmethyl)urea —— C15H16N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-3-ylmethyl)urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(pyridin-2-ylamino)propyl]urea —— C18H22N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(pyridin-2-ylamino)propyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-2-ylurea —— C15H15N3O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-2-ylurea
    —— 1-(cyclopropylmethyl)-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-propylurea —— C17H24N2O2
    1-(cyclopropylmethyl)-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-propylurea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-4-ylurea —— C15H15N3O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-4-ylurea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-4-ylurea —— C15H15N3O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-4-ylurea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyrazin-2-ylamino)ethyl]urea —— C16H19N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyrazin-2-ylamino)ethyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-3-ylmethyl)urea —— C15H16N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-3-ylmethyl)urea
    —— (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide —— C18H21N3O3
    (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide
    —— 1-cyclopropyl-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(3-methylbutyl)urea —— C18H26N2O2
    1-cyclopropyl-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(3-methylbutyl)urea
    —— (3S,5S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpiperidine-1-carboxamide —— C17H24N2O2
    (3S,5S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpiperidine-1-carboxamide
    —— 1-[(4-cyanophenyl)methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[2-(dimethylamino)ethyl]urea —— C22H26N4O2
    1-[(4-cyanophenyl)methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[2-(dimethylamino)ethyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C15H19N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(1S)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylpyridin-2-yl)urea —— C16H17N3O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylpyridin-2-yl)urea
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide —— C18H21N3O3
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide
    —— (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide —— C15H20N2O3
    (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,1-bis(furan-2-ylmethyl)urea —— C20H20N2O4
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,1-bis(furan-2-ylmethyl)urea
    —— 4-(acetamidomethyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide —— C18H25N3O3
    4-(acetamidomethyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1-carboxamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide —— C18H21N3O3
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide —— C18H21N3O3
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidine-1-carboxamide
    —— (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-ethylpiperidine-1-carboxamide —— C17H24N2O2
    (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-ethylpiperidine-1-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiomorpholine-4-carboxamide —— C14H18N2O2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiomorpholine-4-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[1-(2-methoxyethyl)pyrazol-4-yl]urea —— C16H20N4O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[1-(2-methoxyethyl)pyrazol-4-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1H-pyrazol-4-yl)urea —— C13H14N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1H-pyrazol-4-yl)urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea —— C15H19N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(1R)-1-(4-methyl-1,2,4-triazol-3-yl)ethyl]urea
    —— (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide —— C15H20N2O3
    (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyrimidin-2-ylamino)ethyl]urea —— C16H19N5O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyrimidin-2-ylamino)ethyl]urea