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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
    —— [(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-propylmorpholin-4-yl]methanone —— C16H20FNO3
    [(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-propylmorpholin-4-yl]methanone
    —— [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-propylmorpholin-4-yl]methanone —— C16H20FNO3
    [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-propylmorpholin-4-yl]methanone
    —— [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-propylmorpholin-4-yl]methanone —— C16H20FNO3
    [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-propylmorpholin-4-yl]methanone
    —— 1-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-N-methylpiperidine-1,4-dicarboxamide —— C17H23N3O3
    1-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-N-methylpiperidine-1,4-dicarboxamide
    —— 1-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-N-methylpiperidine-1,4-dicarboxamide —— C17H23N3O3
    1-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-N-methylpiperidine-1,4-dicarboxamide
    —— (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O8
    (3R,4S,4aS,9bS)-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-methoxyethyl(pent-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3R)-1,1-dioxothiolan-3-yl]-1-methylurea —— C15H20N2O4S
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3R)-1,1-dioxothiolan-3-yl]-1-methylurea
    —— (3R,4S,4aS,9bS)-3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O7
    (3R,4S,4aS,9bS)-3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3S)-1,1-dioxothiolan-3-yl]-1-methylurea —— C15H20N2O4S
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3S)-1,1-dioxothiolan-3-yl]-1-methylurea
    —— (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H41FN2O7
    (3R,4S,4aS,9bS)-3-[3-cyclopentylpropanoyl-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3S)-1,1-dioxothiolan-3-yl]-1-methylurea —— C15H20N2O4S
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3S)-1,1-dioxothiolan-3-yl]-1-methylurea
    —— 3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1R,3S)-3-methylsulfanylcyclopentyl]urea —— C18H26N2O2S
    3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1R,3S)-3-methylsulfanylcyclopentyl]urea
    —— N-[(1R,2S)-2-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]cyclohexyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C26H30N2O4
    N-[(1R,2S)-2-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]cyclohexyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1S,2S)-2-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]cyclohexyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C26H30N2O4
    N-[(1S,2S)-2-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]cyclohexyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1R,3R)-3-methylsulfanylcyclopentyl]urea —— C18H26N2O2S
    3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1R,3R)-3-methylsulfanylcyclopentyl]urea
    —— N-[(1R,2R)-2-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]cyclohexyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C26H30N2O4
    N-[(1R,2R)-2-[2,3-dihydro-1-benzofuran-5-carbonyl(methyl)amino]cyclohexyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3R)-1,1-dioxothiolan-3-yl]-1-methylurea —— C15H20N2O4S
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3R)-1,1-dioxothiolan-3-yl]-1-methylurea
    —— (3R,4S,4aS,9bS)-3-[cyclopentanecarbonyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H31FN2O5
    (3R,4S,4aS,9bS)-3-[cyclopentanecarbonyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-(dimethylamino)thieno[2,3-d][1,3]thiazole-5-carboxamide —— C16H15N3O2S2
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-(dimethylamino)thieno[2,3-d][1,3]thiazole-5-carboxamide
    —— (3R,4S,4aS,9bS)-3-[cyclohexyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O6
    (3R,4S,4aS,9bS)-3-[cyclohexyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(3-fluorophenyl)-3-hydroxy-N-methylpropanamide —— C18H18FNO3
    (3R)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(3-fluorophenyl)-3-hydroxy-N-methylpropanamide
    —— 3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1S,3S)-3-methylsulfanylcyclopentyl]urea —— C18H26N2O2S
    3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1S,3S)-3-methylsulfanylcyclopentyl]urea
    —— 3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1S,3R)-3-methylsulfanylcyclopentyl]urea —— C18H26N2O2S
    3-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methyl-1-[(1S,3R)-3-methylsulfanylcyclopentyl]urea
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(3-fluorophenyl)-3-hydroxy-N-methylpropanamide —— C18H18FNO3
    (3S)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(3-fluorophenyl)-3-hydroxy-N-methylpropanamide
    —— (2R)-5-ethoxy-N-[(1-ethylimidazol-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C17H23N3O2
    (2R)-5-ethoxy-N-[(1-ethylimidazol-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— (2S)-5-ethoxy-N-[(1-ethylimidazol-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C17H23N3O2
    (2S)-5-ethoxy-N-[(1-ethylimidazol-2-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— 2-ethyl-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-methylpyrazole-3-carboxamide —— C18H23N3O3
    2-ethyl-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-methylpyrazole-3-carboxamide
    —— 2-ethyl-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-methylpyrazole-3-carboxamide —— C18H23N3O3
    2-ethyl-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-methylpyrazole-3-carboxamide
    —— 2-(3,5-diethyl-1,2,4-triazol-1-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C17H22N4O2
    2-(3,5-diethyl-1,2,4-triazol-1-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 2-(3,5-diethyl-1,2,4-triazol-1-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C17H22N4O2
    2-(3,5-diethyl-1,2,4-triazol-1-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea —— C18H23N3O2S
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea —— C18H23N3O2S
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea —— C18H23N3O2S
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]ethanone —— C18H22N4O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]ethanone
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea —— C18H23N3O2S
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2-ethyl-1,3-thiazol-4-yl)ethyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]ethanone —— C18H22N4O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(5-ethyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]ethanone
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea —— C16H19N3O2S
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea —— C16H19N3O2S
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea —— C16H19N3O2S
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea —— C16H19N3O2S
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(4-ethyl-1,3-thiazol-5-yl)urea
    —— [(1S)-1-cyclopropylprop-2-ynyl] 2,3-dihydro-1-benzofuran-5-carboxylate —— C15H14O3
    [(1S)-1-cyclopropylprop-2-ynyl] 2,3-dihydro-1-benzofuran-5-carboxylate
    —— (3S)-3-(4-chlorophenyl)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-hydroxypropanamide —— C19H20ClNO3
    (3S)-3-(4-chlorophenyl)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-hydroxypropanamide
    —— [(1R)-1-cyclopropylprop-2-ynyl] 2,3-dihydro-1-benzofuran-5-carboxylate —— C15H14O3
    [(1R)-1-cyclopropylprop-2-ynyl] 2,3-dihydro-1-benzofuran-5-carboxylate
    —— (3R)-3-(4-chlorophenyl)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-hydroxypropanamide —— C19H20ClNO3
    (3R)-3-(4-chlorophenyl)-N-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-hydroxypropanamide
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methyl-3-[(1S)-1-(5-methylfuran-2-yl)ethyl]guanidine —— C19H25N3O2
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methyl-3-[(1S)-1-(5-methylfuran-2-yl)ethyl]guanidine
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methyl-3-[(1R)-1-(5-methylfuran-2-yl)ethyl]guanidine —— C19H25N3O2
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methyl-3-[(1R)-1-(5-methylfuran-2-yl)ethyl]guanidine
    —— (3R)-N-(1-benzyl-2-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H18N2O3
    (3R)-N-(1-benzyl-2-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(1-benzyl-2-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H18N2O3
    (3S)-N-(1-benzyl-2-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[2-(dimethylamino)ethyl]-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H22N2O3
    (3R)-N-[2-(dimethylamino)ethyl]-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-(dimethylamino)ethyl]-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H22N2O3
    (3S)-N-[2-(dimethylamino)ethyl]-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-3-carboxamide