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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
    —— 1,3-bis[(3S)-2,3-dihydro-1-benzofuran-3-yl]urea —— C17H16N2O3
    1,3-bis[(3S)-2,3-dihydro-1-benzofuran-3-yl]urea
    —— (3R)-N-[1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)cyclohexyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H21N3O3S
    (3R)-N-[1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)cyclohexyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)cyclohexyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H21N3O3S
    (3S)-N-[1-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)cyclohexyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea —— C19H26N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea —— C19H26N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9S)-6-oxaspiro[4.5]decan-9-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,2,4-triazole —— C11H11N3O
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,2,4-triazole
    —— (E)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-2-yl)prop-2-en-1-amine —— C16H17NO2
    (E)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(furan-2-yl)prop-2-en-1-amine
    —— (3S)-N-[3-[cyclobutanecarbonyl(cyclopropyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H26N2O3
    (3S)-N-[3-[cyclobutanecarbonyl(cyclopropyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[3-[cyclobutanecarbonyl(cyclopropyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H26N2O3
    (3R)-N-[3-[cyclobutanecarbonyl(cyclopropyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,2,4-triazole —— C11H11N3O
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,2,4-triazole
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea —— C19H26N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(9R)-6-oxaspiro[4.5]decan-9-yl]urea
    —— 1,3-bis[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea —— C17H16N2O3
    1,3-bis[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-phenyl-1,2,4-thiadiazol-5-yl)urea —— C17H14N4O2S
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-phenyl-1,2,4-thiadiazol-5-yl)urea
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-(2-fluorophenyl)-1,2-oxazole-3-carboxamide —— C18H13FN2O3
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-(2-fluorophenyl)-1,2-oxazole-3-carboxamide
    —— (2R)-2-[(2-chlorophenyl)methyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H21ClN2O2
    (2R)-2-[(2-chlorophenyl)methyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— (2R)-2-[(2-chlorophenyl)methyl]-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H21ClN2O2
    (2R)-2-[(2-chlorophenyl)methyl]-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-5-[2-[(2S)-oxolan-2-yl]-1,3-thiazol-4-yl]-1,2,4-oxadiazole —— C17H15N3O3S
    3-(2,3-dihydro-1-benzofuran-5-yl)-5-[2-[(2S)-oxolan-2-yl]-1,3-thiazol-4-yl]-1,2,4-oxadiazole
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-5-[2-[(2R)-oxolan-2-yl]-1,3-thiazol-4-yl]-1,2,4-oxadiazole —— C17H15N3O3S
    3-(2,3-dihydro-1-benzofuran-5-yl)-5-[2-[(2R)-oxolan-2-yl]-1,3-thiazol-4-yl]-1,2,4-oxadiazole
    —— (2S)-2-[(2-chlorophenyl)methyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H21ClN2O2
    (2S)-2-[(2-chlorophenyl)methyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— (2R)-3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethylsulfanyl]propane-1,2-diol —— C13H18O3S
    (2R)-3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethylsulfanyl]propane-1,2-diol
    —— (2S)-3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethylsulfanyl]propane-1,2-diol —— C13H18O3S
    (2S)-3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethylsulfanyl]propane-1,2-diol
    —— [(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-(3-hydroxyazetidin-1-yl)methanone —— C12H12FNO3
    [(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-(3-hydroxyazetidin-1-yl)methanone
    —— [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-(3-hydroxyazetidin-1-yl)methanone —— C12H12FNO3
    [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-(3-hydroxyazetidin-1-yl)methanone
    —— 2-[(1S)-cyclopent-2-en-1-yl]-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]acetamide —— C22H23NO2
    2-[(1S)-cyclopent-2-en-1-yl]-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]acetamide
    —— (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide —— C18H23N5O2
    (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide
    —— (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide —— C18H23N5O2
    (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide
    —— (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide —— C18H23N5O2
    (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide
    —— (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide —— C18H23N5O2
    (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(4-methyl-1,2,4-triazol-3-yl)piperidine-1-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C18H23N3O2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2R,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C18H23N3O2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2R,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C18H23N3O2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2R,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C18H23N3O2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2R,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— (3S)-N-[(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H19N3O2S
    (3S)-N-[(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H19N3O2S
    (3R)-N-[(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C24H24N2O5
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— (3R)-N-(2-tert-butylsulfanylethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO2S
    (3R)-N-(2-tert-butylsulfanylethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(2-tert-butylsulfanylethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO2S
    (3S)-N-(2-tert-butylsulfanylethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (1R,2S)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide —— C21H23NO2
    (1R,2S)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide
    —— 2-[4-[(2-phenylmethoxyphenyl)methyl]piperazin-1-yl]ethyl N-(2,3-dihydro-1-benzofuran-5-ylmethyl)carbamate —— C30H35N3O4
    2-[4-[(2-phenylmethoxyphenyl)methyl]piperazin-1-yl]ethyl N-(2,3-dihydro-1-benzofuran-5-ylmethyl)carbamate
    —— (1S,2R)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide —— C21H23NO2
    (1S,2R)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide
    —— (1R,2R)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide —— C21H23NO2
    (1R,2R)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide
    —— (1S,2S)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide —— C21H23NO2
    (1S,2S)-N-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-2-(3-methylphenyl)cyclopropane-1-carboxamide
    —— 1-(3-imidazol-1-ylpropyl)-1-methyl-3-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea —— C17H22N4O2
    1-(3-imidazol-1-ylpropyl)-1-methyl-3-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea
    —— 2-[4-[[4-(dimethylamino)phenyl]methyl]piperazin-1-yl]ethyl N-(2,3-dihydro-1-benzofuran-5-ylmethyl)carbamate —— C25H34N4O3
    2-[4-[[4-(dimethylamino)phenyl]methyl]piperazin-1-yl]ethyl N-(2,3-dihydro-1-benzofuran-5-ylmethyl)carbamate
    —— 1-(3-imidazol-1-ylpropyl)-1-methyl-3-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea —— C17H22N4O2
    1-(3-imidazol-1-ylpropyl)-1-methyl-3-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]urea
    —— (3R)-N-(2-methoxyethyl)-N-[(5-methylfuran-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H21NO4
    (3R)-N-(2-methoxyethyl)-N-[(5-methylfuran-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(2-methoxyethyl)-N-[(5-methylfuran-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H21NO4
    (3S)-N-(2-methoxyethyl)-N-[(5-methylfuran-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(6-methylpyridin-3-yl)oxyacetamide —— C17H18N2O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(6-methylpyridin-3-yl)oxyacetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(6-methylpyridin-3-yl)oxyacetamide —— C17H18N2O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(6-methylpyridin-3-yl)oxyacetamide
    —— (3R,4S,4aS,9bS)-3-[acetyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H29FN2O7
    (3R,4S,4aS,9bS)-3-[acetyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide