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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
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone —— C20H28N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone
    —— [(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone —— C19H26N2O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone —— C20H28N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone
    —— [(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone —— C19H26N2O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone
    —— [(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone —— C19H26N2O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone
    —— 2-Methylaminomethyl 2,3-dihydrobenzofuran 20079-54-3 C14H17NO5
    2-Methylaminomethyl 2,3-dihydrobenzofuran
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone —— C20H28N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone —— C19H26N2O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3S,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]methanone
    —— [(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3S,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H25FN2O3
    [(3R,4R)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]-[(2S)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone —— C20H28N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(3R,4S)-3-ethyl-4-morpholin-4-ylpyrrolidin-1-yl]ethanone
    —— (3R)-N-[(3R)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H19NO3
    (3R)-N-[(3R)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(3S)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H19NO3
    (3R)-N-[(3S)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(3R)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H19NO3
    (3S)-N-[(3R)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(3S)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H19NO3
    (3S)-N-[(3S)-1-hydroxypentan-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[4-[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]-1,4-diazepan-1-yl]ethanone —— C16H20N2O3
    1-[4-[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]-1,4-diazepan-1-yl]ethanone
    —— (3S)-N-[(3S)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H20N2O3
    (3S)-N-[(3S)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 6-methoxy-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]pyridin-3-amine —— C17H20N2O3
    6-methoxy-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]pyridin-3-amine
    —— (3R)-N-[(3R)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H20N2O3
    (3R)-N-[(3R)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H21N3O3
    [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H21N3O3
    [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2R,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (3R)-N-[(3S)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H20N2O3
    (3R)-N-[(3S)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (1S,2S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine —— C18H24F3NO2
    (1S,2S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine
    —— (3S)-1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-N-phenylpyrrolidin-3-amine —— C19H21ClN2O3S
    (3S)-1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-N-phenylpyrrolidin-3-amine
    —— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H21N3O3
    [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (3S)-N-[(3R)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H20N2O3
    (3S)-N-[(3R)-1-propanoylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-N-phenylpyrrolidin-3-amine —— C19H21ClN2O3S
    (3S)-1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-N-phenylpyrrolidin-3-amine
    —— (1R,2S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine —— C18H24F3NO2
    (1R,2S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine
    —— (1R,2S)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine —— C18H24F3NO2
    (1R,2S)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine
    —— 6-methoxy-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]pyridin-3-amine —— C17H20N2O3
    6-methoxy-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]pyridin-3-amine
    —— (1S,2S)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine —— C18H24F3NO2
    (1S,2S)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(trifluoromethyl)cyclohexan-1-amine
    —— [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone —— C19H21N3O3
    [(2R)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(2S,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3S,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H21ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3S,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3R,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H21ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3R,4R)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3S,4S)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H21ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3S,4S)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3R,4S)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone —— C16H21ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(3R,4S)-3-(dimethylamino)-4-methylpyrrolidin-1-yl]methanone
    —— (2S)-5-chloro-N-[6-[(2S,6R)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22ClN3O3
    (2S)-5-chloro-N-[6-[(2S,6R)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[6-[(2R,6R)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22ClN3O3
    (2S)-5-chloro-N-[6-[(2R,6R)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[6-[(2S,6S)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22ClN3O3
    (2S)-5-chloro-N-[6-[(2S,6S)-2,6-dimethylmorpholin-4-yl]pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1R,2R)-2-methylcyclohexyl]urea —— C17H24N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1R,2R)-2-methylcyclohexyl]urea
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1S,2R)-2-methylcyclohexyl]urea —— C17H24N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1S,2R)-2-methylcyclohexyl]urea
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1R,2S)-2-methylcyclohexyl]urea —— C17H24N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1R,2S)-2-methylcyclohexyl]urea
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1S,2S)-2-methylcyclohexyl]urea —— C17H24N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-1-methyl-1-[(1S,2S)-2-methylcyclohexyl]urea
    —— 2,3-dihydro-1-benzofuran-5-yl-[(2S,3R)-2,3-dimethylthiomorpholin-4-yl]methanone —— C15H19NO2S
    2,3-dihydro-1-benzofuran-5-yl-[(2S,3R)-2,3-dimethylthiomorpholin-4-yl]methanone