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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
    —— N-[[(3R)-1-(furan-2-ylmethyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H22N2O3
    N-[[(3R)-1-(furan-2-ylmethyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 2-[2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-4-methylphenoxy]acetamide —— C18H20N2O3
    2-[2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-4-methylphenoxy]acetamide
    —— [(2S)-5-methyl-7-(2-methyl-1H-imidazol-5-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C14H17N3O
    [(2S)-5-methyl-7-(2-methyl-1H-imidazol-5-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 6-[(2R)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidine-2,4-diamine —— C13H14FN5O
    6-[(2R)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidine-2,4-diamine
    —— 6-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidine-2,4-diamine —— C13H14FN5O
    6-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidine-2,4-diamine
    —— N-[[(3S)-1-(furan-2-ylmethyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H22N2O3
    N-[[(3S)-1-(furan-2-ylmethyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2R)-5-methyl-7-(2-methyl-1H-imidazol-5-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C14H17N3O
    [(2R)-5-methyl-7-(2-methyl-1H-imidazol-5-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 5-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]thiophene-2-sulfonamide —— C13H13ClN2O3S2
    5-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]thiophene-2-sulfonamide
    —— [(2R)-7-(5-pyrrolidin-1-ylpyridazin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H20N4O
    [(2R)-7-(5-pyrrolidin-1-ylpyridazin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(5-pyrrolidin-1-ylpyridazin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H20N4O
    [(2S)-7-(5-pyrrolidin-1-ylpyridazin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 3-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]phenol —— C15H15NO2
    3-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]phenol
    —— 5-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylfuran-2-carboxamide —— C15H16N2O3
    5-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylfuran-2-carboxamide
    —— 4-[(2S)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-6-methoxypyrimidin-2-amine —— C14H15ClN4O2
    4-[(2S)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-6-methoxypyrimidin-2-amine
    —— 5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylfuran-2-carboxamide —— C15H16N2O3
    5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylfuran-2-carboxamide
    —— 4-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-6-methoxypyrimidin-2-amine —— C14H15ClN4O2
    4-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-6-methoxypyrimidin-2-amine
    —— (2S)-N-[[1-(imidazol-1-ylmethyl)cyclopropyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O2
    (2S)-N-[[1-(imidazol-1-ylmethyl)cyclopropyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[[1-(imidazol-1-ylmethyl)cyclopropyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19N3O2
    (2R)-N-[[1-(imidazol-1-ylmethyl)cyclopropyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-trimethylazanium —— C12H18NO+
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-trimethylazanium
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-trimethylazanium —— C12H18NO+
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-trimethylazanium
    —— [(2S)-7-(3-methoxypyrazin-2-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C15H17N3O2
    [(2S)-7-(3-methoxypyrazin-2-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-cyanoethyl-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-methylazanium —— C13H17N2O+
    2-cyanoethyl-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-methylazanium
    —— 4-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]phenol —— C15H15NO2
    4-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]phenol
    —— 5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-(2-methylpropyl)furan-2-carboxamide —— C18H22N2O3
    5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-(2-methylpropyl)furan-2-carboxamide
    —— 2-cyanoethyl-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-methylazanium —— C13H17N2O+
    2-cyanoethyl-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-methylazanium
    —— 4-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]phenol —— C15H15NO2
    4-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]phenol
    —— 5-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-(2-methylpropyl)furan-2-carboxamide —— C18H22N2O3
    5-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-(2-methylpropyl)furan-2-carboxamide
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]propanenitrile —— C13H16N2O
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]propanenitrile
    —— [(2S)-7-(5,6-dimethyl-2-pyrrolidin-1-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C19H23FN4O
    [(2S)-7-(5,6-dimethyl-2-pyrrolidin-1-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-7-(5,6-dimethyl-2-pyrrolidin-1-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C19H23FN4O
    [(2R)-7-(5,6-dimethyl-2-pyrrolidin-1-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-4-fluoro-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H19FN2O
    [(2R)-4-fluoro-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-5-chloro-7-(2,6-dimethoxypyrimidin-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C15H16ClN3O3
    [(2R)-5-chloro-7-(2,6-dimethoxypyrimidin-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-chloro-7-(2,6-dimethoxypyrimidin-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C15H16ClN3O3
    [(2S)-5-chloro-7-(2,6-dimethoxypyrimidin-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N,2-dimethyl-6-piperidin-4-ylpyrimidin-4-amine —— C20H26N4O
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N,2-dimethyl-6-piperidin-4-ylpyrimidin-4-amine
    —— [(2S)-4-fluoro-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H19FN2O
    [(2S)-4-fluoro-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N,2-dimethyl-6-piperidin-4-ylpyrimidin-4-amine —— C20H26N4O
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N,2-dimethyl-6-piperidin-4-ylpyrimidin-4-amine
    —— [(2R)-5-fluoro-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C21H25FN2O
    [(2R)-5-fluoro-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-fluoro-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C21H25FN2O
    [(2S)-5-fluoro-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [5-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]furan-2-yl]-pyrrolidin-1-ylmethanone —— C18H19ClN2O3
    [5-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]furan-2-yl]-pyrrolidin-1-ylmethanone
    —— [5-[(2S)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]furan-2-yl]-pyrrolidin-1-ylmethanone —— C18H19ClN2O3
    [5-[(2S)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]furan-2-yl]-pyrrolidin-1-ylmethanone
    —— 4-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-2-amine —— C13H14N4O
    4-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-2-amine
    —— [(2R)-7-(2,6-dimethylpyridin-3-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H20N2O
    [(2R)-7-(2,6-dimethylpyridin-3-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(2,6-dimethylpyridin-3-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H20N2O
    [(2S)-7-(2,6-dimethylpyridin-3-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 4-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-pyrrolidin-1-ylpyrimidin-2-amine —— C18H23N5O
    4-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-pyrrolidin-1-ylpyrimidin-2-amine
    —— 4-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-pyrrolidin-1-ylpyrimidin-2-amine —— C18H23N5O
    4-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-pyrrolidin-1-ylpyrimidin-2-amine
    —— 6-[(2R)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-N-cyclopentylpyridazin-3-amine —— C18H21FN4O
    6-[(2R)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-N-cyclopentylpyridazin-3-amine
    —— [(2R)-5-fluoro-7-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C21H25FN2O2
    [(2R)-5-fluoro-7-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-fluoro-7-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C21H25FN2O2
    [(2S)-5-fluoro-7-[4-(2-pyrrolidin-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 6-[(2S)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-N-cyclopentylpyridazin-3-amine —— C18H21FN4O
    6-[(2S)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-N-cyclopentylpyridazin-3-amine
    —— [(2S)-7-(3-methoxy-6-methylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H18N2O2
    [(2S)-7-(3-methoxy-6-methylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[(3R)-1-[(1-methylpyrazol-4-yl)methyl]pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H24N4O2
    N-[[(3R)-1-[(1-methylpyrazol-4-yl)methyl]pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide