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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)-2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl chloride —— C10H9ClO2
    (2S)-2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl chloride
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2R)-oxolan-2-yl]methyl]azanium —— C15H22NO2+
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2R)-oxolan-2-yl]methyl]azanium
    —— 3-methoxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine —— C14H21NO2
    3-methoxy-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2S)-oxolan-2-yl]methyl]azanium —— C15H22NO2+
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2S)-oxolan-2-yl]methyl]azanium
    —— N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-[(2R)-oxolan-2-yl]methanamine —— C15H21NO2
    N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-[(2R)-oxolan-2-yl]methanamine
    —— 3-methoxypropyl-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]azanium —— C14H22NO2+
    3-methoxypropyl-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]azanium
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2S)-oxolan-2-yl]methyl]azanium —— C15H22NO2+
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2S)-oxolan-2-yl]methyl]azanium
    —— 3-methoxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine —— C14H21NO2
    3-methoxy-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]propan-1-amine
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2R)-oxolan-2-yl]methyl]azanium —— C15H22NO2+
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl-[[(2R)-oxolan-2-yl]methyl]azanium
    —— N-[(1-methylimidazol-2-yl)methyl]-N-[(1,3,5-trimethylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H25N5O2
    N-[(1-methylimidazol-2-yl)methyl]-N-[(1,3,5-trimethylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2-methylphenyl)methyl]-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H23NO2
    N-[(2-methylphenyl)methyl]-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(2-phenylethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C23H22N2O2
    N-(2-phenylethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(2-phenylethyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C23H22N2O2
    N-(2-phenylethyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-benzyl-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C26H27NO2
    N-benzyl-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2-methylphenyl)methyl]-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C27H29NO2
    N-[(2-methylphenyl)methyl]-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(furan-2-ylmethyl)-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H25NO3
    N-(furan-2-ylmethyl)-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-propan-2-yl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H20N2O2
    N-propan-2-yl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-benzyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H20N2O2
    N-benzyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-benzyl-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H20N2O2
    N-benzyl-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(2-methylpropyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H22N2O2
    N-(2-methylpropyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[(1R)-1-phenylethyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C23H22N2O2
    N-[(1R)-1-phenylethyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C19H23N3O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C19H23N3O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C19H23N3O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C19H23N3O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-methoxy-1,3-dimethylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methoxyacetic acid —— C11H12O4
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methoxyacetic acid
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methoxyacetic acid —— C11H12O4
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methoxyacetic acid
    —— N-[(2-methylphenyl)methyl]-N-(4-phenylcyclohexyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C29H31NO2
    N-[(2-methylphenyl)methyl]-N-(4-phenylcyclohexyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(4-phenylcyclohexyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C27H28N2O2
    N-(4-phenylcyclohexyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(furan-3-ylmethyl)-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C24H25NO3
    N-(furan-3-ylmethyl)-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[(2S)-4-phenylbutan-2-yl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C25H26N2O2
    N-[(2S)-4-phenylbutan-2-yl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(cyclohexylmethyl)-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H29NO3
    N-(cyclohexylmethyl)-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(cyclohexylmethyl)-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H29NO3
    N-(cyclohexylmethyl)-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-ethyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H19NO2
    N-benzyl-N-ethyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(furan-3-ylmethyl)-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H25NO3
    N-(furan-3-ylmethyl)-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2R)-4-phenylbutan-2-yl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C25H26N2O2
    N-[(2R)-4-phenylbutan-2-yl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H23NO2
    N-benzyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (4R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N,N-dimethylazepan-4-amine —— C19H30N2O
    (4R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N,N-dimethylazepan-4-amine
    —— (4S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N,N-dimethylazepan-4-amine —— C19H30N2O
    (4S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N,N-dimethylazepan-4-amine
    —— 2-(3,4-dimethylphenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C22H27NO4
    2-(3,4-dimethylphenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-(3,4-dimethylphenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C22H27NO4
    2-(3,4-dimethylphenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 1-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4-(pyridin-4-ylmethyl)-1,4-diazepane —— C21H27N3O
    1-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4-(pyridin-4-ylmethyl)-1,4-diazepane
    —— 3-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]pyridine —— C17H15N3O
    3-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]pyridine
    —— 3-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]pyridine —— C17H15N3O
    3-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]pyridine
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[[5-(furan-3-ylmethyl)-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]methyl]-N-methylmethanamine —— C23H28N4O2
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[[5-(furan-3-ylmethyl)-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]methyl]-N-methylmethanamine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-1-[(E)-3-phenylprop-2-enyl]triazole-4-carboxamide —— C22H22N4O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-1-[(E)-3-phenylprop-2-enyl]triazole-4-carboxamide
    —— 2-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyridine —— C20H24N2O
    2-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]pyridine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-1-[(E)-3-phenylprop-2-enyl]triazole-4-carboxamide —— C22H22N4O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-1-[(E)-3-phenylprop-2-enyl]triazole-4-carboxamide
    —— 2-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]methyl]-N-ethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide —— C20H27N5O2
    2-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]methyl]-N-ethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide
    —— 2-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]methyl]-N-ethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide —— C20H27N5O2
    2-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]methyl]-N-ethyl-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-5-carboxamide