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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)-N-[(2S)-1-imidazol-1-yl-3,3-dimethylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H23N3O2
    (3R)-N-[(2S)-1-imidazol-1-yl-3,3-dimethylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(S)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H20N4O2
    (3R)-N-[(S)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(R)-phenyl(pyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H18N2O2
    (3R)-N-[(R)-phenyl(pyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(R)-(4-fluorophenyl)-pyridin-4-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H17FN2O2
    (3S)-N-[(R)-(4-fluorophenyl)-pyridin-4-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-[2-(dimethylamino)-4-methyl-1,3-thiazol-5-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H21N3O2S
    (3S)-N-[2-[2-(dimethylamino)-4-methyl-1,3-thiazol-5-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-thiomorpholin-4-ylmethanone —— C13H15NO2S
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-thiomorpholin-4-ylmethanone
    —— (3R)-N-[2-(dimethylamino)ethyl]-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H23N3O2
    (3R)-N-[2-(dimethylamino)ethyl]-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H24N2O3
    (3S)-N-[2-[(2S,6S)-2,6-dimethylmorpholin-4-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(R)-(4-fluorophenyl)-pyridin-2-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H17FN2O2
    (3R)-N-[(R)-(4-fluorophenyl)-pyridin-2-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide —— C17H25NO4S
    (2R)-N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide
    —— (3R)-N-[(S)-(4-fluorophenyl)-pyridin-2-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H17FN2O2
    (3R)-N-[(S)-(4-fluorophenyl)-pyridin-2-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(S)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H20N4O2
    (3S)-N-[(S)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-ethyl-N-(6-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H18N2O3
    (3S)-N-ethyl-N-(6-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide —— C17H25NO4S
    (2R)-N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide
    —— (3S)-N-[(R)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H20N4O2
    (3S)-N-[(R)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(R)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H20N4O2
    (3R)-N-[(R)-(4,5-dimethyl-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(R)-(4-fluorophenyl)-pyridin-2-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H17FN2O2
    (3S)-N-[(R)-(4-fluorophenyl)-pyridin-2-ylmethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide —— C17H25NO4S
    (2S)-N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide
    —— (3R)-N-ethyl-N-(6-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H18N2O3
    (3R)-N-ethyl-N-(6-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide —— C17H25NO4S
    (2S)-N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-2-methylsulfonylpropanamide
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylbutanamide —— C20H24N2O2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylbutanamide
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpropanamide —— C19H22N2O2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpropanamide
    —— 4-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one —— C20H24N2O4
    4-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one
    —— (1S,2S)-N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide —— C21H24N2O2
    (1S,2S)-N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylpropanamide —— C20H24N2O2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylpropanamide
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpent-4-enamide —— C21H24N2O2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpent-4-enamide
    —— (1R,2S)-N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide —— C21H24N2O2
    (1R,2S)-N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpropanamide —— C19H22N2O2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpropanamide
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylbutanamide —— C20H24N2O2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylbutanamide
    —— (1S,2S)-N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide —— C21H24N2O2
    (1S,2S)-N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide
    —— (1R,2S)-N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide —— C21H24N2O2
    (1R,2S)-N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylcyclopropane-1-carboxamide
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpent-4-enamide —— C21H24N2O2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylpent-4-enamide
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclobutanecarboxamide —— C21H24N2O2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclobutanecarboxamide
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclobutanecarboxamide —— C21H24N2O2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclobutanecarboxamide
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylpropanamide —— C20H24N2O2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethyl-2-methylpropanamide
    —— N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]tetrazolo[1,5-b]pyridazin-6-amine —— C17H20N6O
    N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]tetrazolo[1,5-b]pyridazin-6-amine
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclopropanecarboxamide —— C20H22N2O2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclopropanecarboxamide
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclopropanecarboxamide —— C20H22N2O2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(pyridin-3-yl)methyl]-N-ethylcyclopropanecarboxamide
    —— N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1-methylpyrazol-4-yl)propanamide —— C20H27N3O2
    N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1-methylpyrazol-4-yl)propanamide
    —— N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]tetrazolo[1,5-b]pyridazin-6-amine —— C17H20N6O
    N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]tetrazolo[1,5-b]pyridazin-6-amine
    —— N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1-methylpyrazol-4-yl)propanamide —— C20H27N3O2
    N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1-methylpyrazol-4-yl)propanamide
    —— N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1,2,4-triazol-1-yl)propanamide —— C18H24N4O2
    N-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1,2,4-triazol-1-yl)propanamide
    —— N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1,2,4-triazol-1-yl)propanamide —— C18H24N4O2
    N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-3-(1,2,4-triazol-1-yl)propanamide
    —— 2-[5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]propan-2-amine —— C20H30N4O3
    2-[5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]propan-2-amine
    —— 2-[5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]propan-2-amine —— C20H30N4O3
    2-[5-[(dimethylamino)methyl]-1,2,4-oxadiazol-3-yl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]propan-2-amine
    —— 3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(pyridin-3-ylmethyl)urea —— C18H21N3O2
    3-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(pyridin-3-ylmethyl)urea
    —— 3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(pyridin-3-ylmethyl)urea —— C18H21N3O2
    3-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-1-methyl-1-(pyridin-3-ylmethyl)urea
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-[4-(1,3-dithiolan-2-yl)phenoxy]acetamide —— C19H19NO3S2
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-[4-(1,3-dithiolan-2-yl)phenoxy]acetamide
    —— 3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]urea —— C21H24N2O4
    3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2S)-oxolan-2-yl]methyl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-morpholin-4-ylpyridin-3-yl)urea —— C18H20N4O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-morpholin-4-ylpyridin-3-yl)urea