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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
    —— (2R)-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H17NO3
    (2R)-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H17NO3
    (2S)-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H17NO3
    (2S)-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1R,3S)-3-[4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1-carbonyl]-2,2-dimethylcyclopropane-1-carboxylic acid —— C20H26N2O4
    (1R,3S)-3-[4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1-carbonyl]-2,2-dimethylcyclopropane-1-carboxylic acid
    —— 4-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-ethyl-N,N-dimethylpyrimidin-2-amine —— C18H24N4O
    4-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-ethyl-N,N-dimethylpyrimidin-2-amine
    —— 3-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyridin-4-amine —— C14H14FN3O
    3-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyridin-4-amine
    —— (1S,3R)-3-[4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1-carbonyl]-2,2-dimethylcyclopropane-1-carboxylic acid —— C20H26N2O4
    (1S,3R)-3-[4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1-carbonyl]-2,2-dimethylcyclopropane-1-carboxylic acid
    —— (1R,3R)-3-[4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1-carbonyl]-2,2-dimethylcyclopropane-1-carboxylic acid —— C20H26N2O4
    (1R,3R)-3-[4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1-carbonyl]-2,2-dimethylcyclopropane-1-carboxylic acid
    —— 3-[(2R)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyridin-4-amine —— C14H14FN3O
    3-[(2R)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyridin-4-amine
    —— [(2R)-7-pyrimidin-2-yl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H13N3O
    [(2R)-7-pyrimidin-2-yl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(2,5-dimethylpyrimidin-4-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H19N3O
    [(2S)-7-(2,5-dimethylpyrimidin-4-yl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(3-methyl-1-propan-2-ylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H21N3O
    [(2S)-7-(3-methyl-1-propan-2-ylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 4-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-ethyl-N,N-dimethylpyrimidin-2-amine —— C18H24N4O
    4-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-6-ethyl-N,N-dimethylpyrimidin-2-amine
    —— N-[5-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyridin-2-yl]methanesulfonamide —— C15H16FN3O3S
    N-[5-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyridin-2-yl]methanesulfonamide
    —— [(2S)-7-pyrimidin-2-yl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H13N3O
    [(2S)-7-pyrimidin-2-yl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (3S)-5-fluoro-2,3-dihydro-1-benzofuran-3-ol —— C8H7FO2
    (3S)-5-fluoro-2,3-dihydro-1-benzofuran-3-ol
    —— (3R)-5-fluoro-2,3-dihydro-1-benzofuran-3-ol —— C8H7FO2
    (3R)-5-fluoro-2,3-dihydro-1-benzofuran-3-ol
    —— (1S,2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine —— C16H23NO
    (1S,2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine
    —— (1S,2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine —— C17H25NO
    (1S,2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine
    —— (1R,2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine —— C16H23NO
    (1R,2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine
    —— (1S,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine —— C16H23NO
    (1S,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine
    —— (1R,2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine —— C17H25NO
    (1R,2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine
    —— (1S,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclopentan-1-amine —— C15H21NO
    (1S,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclopentan-1-amine
    —— (1R,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine —— C17H25NO
    (1R,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine
    —— (1R,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine —— C16H23NO
    (1R,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclopentan-1-amine
    —— (1S,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine —— C17H25NO
    (1S,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylcyclopentan-1-amine
    —— (1R,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclopentan-1-amine —— C15H21NO
    (1R,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclopentan-1-amine
    —— (1S,2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclopentan-1-amine —— C15H21NO
    (1S,2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclopentan-1-amine
    —— (3S)-3-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]pentanenitrile —— C16H22N2O
    (3S)-3-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]pentanenitrile
    —— (2R)-2-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]propan-1-ol —— C14H21NO2
    (2R)-2-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]propan-1-ol
    —— (2S)-2-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]propan-1-ol —— C14H21NO2
    (2S)-2-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]propan-1-ol
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S)-oxolan-2-yl]methanamine —— C16H23NO2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S)-oxolan-2-yl]methanamine
    —— (3R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-methylpyrrolidin-3-amine —— C16H24N2O
    (3R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-methylpyrrolidin-3-amine
    —— (3R)-3-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]pentanenitrile —— C16H22N2O
    (3R)-3-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methylamino]pentanenitrile
    —— (3S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-methylpyrrolidin-3-amine —— C16H24N2O
    (3S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-methylpyrrolidin-3-amine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R)-oxolan-2-yl]methanamine —— C16H23NO2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R)-oxolan-2-yl]methanamine
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone —— C15H20N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone —— C15H20N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone —— C15H20N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone
    —— 1-[(3S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-3-yl]-N-methylmethanamine —— C15H22N2O
    1-[(3S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-3-yl]-N-methylmethanamine
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone —— C15H20N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-(methylaminomethyl)pyrrolidin-1-yl]methanone
    —— 1-[(3R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-3-yl]-N-methylmethanamine —— C15H22N2O
    1-[(3R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-3-yl]-N-methylmethanamine
    —— (3S)-N-[(R)-cyano(cyclopropyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14N2O2
    (3S)-N-[(R)-cyano(cyclopropyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(S)-cyano(cyclopropyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14N2O2
    (3S)-N-[(S)-cyano(cyclopropyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(R)-cyano(cyclopropyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14N2O2
    (3R)-N-[(R)-cyano(cyclopropyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— N-[(3R)-oxolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C12H15NO2
    N-[(3R)-oxolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(3S)-oxolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine —— C12H15NO2
    N-[(3S)-oxolan-3-yl]-2,3-dihydro-1-benzofuran-5-amine
    —— (3S)-N-[(2,3-difluorophenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine —— C15H13F2NO
    (3S)-N-[(2,3-difluorophenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-N-[(2,3-difluorophenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine —— C15H13F2NO
    (3R)-N-[(2,3-difluorophenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— 2-[(2S)-3-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-1-yl]ethyl-dimethylazanium —— C23H27N2O5+
    2-[(2S)-3-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-1-yl]ethyl-dimethylazanium