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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-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)ethanone —— C24H31N3O2
    2-[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-1-(2,5-dimethyl-1-prop-2-enylpyrrol-3-yl)ethanone
    —— (3R)-N-[(3-chloro-4-fluorophenyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H13ClFNO2
    (3R)-N-[(3-chloro-4-fluorophenyl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [2-(azepan-1-yl)-2-oxoethyl] (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C17H21NO4
    [2-(azepan-1-yl)-2-oxoethyl] (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]ethanone —— C23H29N3O3
    1-(4-acetyl-3,5-dimethyl-1H-pyrrol-2-yl)-2-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]ethanone
    —— [2-(azepan-1-yl)-2-oxoethyl] (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C17H21NO4
    [2-(azepan-1-yl)-2-oxoethyl] (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (3R)-N-[2-(3-methylphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H19NO2
    (3R)-N-[2-(3-methylphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (4-methyl-2-phenyl-1,3-thiazol-5-yl)methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C20H17NO3S
    (4-methyl-2-phenyl-1,3-thiazol-5-yl)methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (3S)-N-[1-[2-(dimethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H20N4O2
    (3S)-N-[1-[2-(dimethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2,4-dimethyl-1,3-thiazol-5-yl)methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C15H15NO3S
    (2,4-dimethyl-1,3-thiazol-5-yl)methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (2,4-dimethyl-1,3-thiazol-5-yl)methyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C15H15NO3S
    (2,4-dimethyl-1,3-thiazol-5-yl)methyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (3S)-N-[3-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H22N2O2S
    (3S)-N-[3-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[1-[2-(cyclopentylamino)-2-oxoethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H22N4O3
    (3R)-N-[1-[2-(cyclopentylamino)-2-oxoethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(4R)-4-methylazepan-1-yl]methanone —— C16H21NO2
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(4R)-4-methylazepan-1-yl]methanone
    —— (5-phenyl-1,3,4-oxadiazol-2-yl)methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C18H14N2O4
    (5-phenyl-1,3,4-oxadiazol-2-yl)methyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— (3R)-N-[2-(3-chlorophenyl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H20ClNO2
    (3R)-N-[2-(3-chlorophenyl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[3-(cyclohexylmethoxy)pyridin-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H24N2O3
    (3R)-N-[3-(cyclohexylmethoxy)pyridin-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-methyl-2-(2-methylphenyl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H23NO2
    (3S)-N-[2-methyl-2-(2-methylphenyl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[2-(2-fluorophenyl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H20FNO2
    (3R)-N-[2-(2-fluorophenyl)-2-methylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(1-propan-2-ylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H17N3O2
    (3S)-N-(1-propan-2-ylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 7-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C20H22N4O2S
    7-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
    —— 2-(4-Chlorophenyl)-5-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-1,3,4-oxadiazole —— C22H25ClN4O2+2
    2-(4-Chlorophenyl)-5-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-1,3,4-oxadiazole
    —— (3R)-N-[3-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H22N2O2S
    (3R)-N-[3-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[[6-(cyclopropylmethoxy)pyridin-3-yl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H20N2O3
    (3S)-N-[[6-(cyclopropylmethoxy)pyridin-3-yl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(2,2-difluoroethyl)-N-propyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H17F2NO2
    (3S)-N-(2,2-difluoroethyl)-N-propyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2S)-4-methyl-4-phenylpentan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H25NO2
    (3R)-N-[(2S)-4-methyl-4-phenylpentan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 4-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]benzonitrile —— C21H23N3O
    4-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]benzonitrile
    —— (3R)-N-[2-methyl-2-(2-methylphenyl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H23NO2
    (3R)-N-[2-methyl-2-(2-methylphenyl)propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-(1-propan-2-ylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H17N3O2
    (3R)-N-(1-propan-2-ylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[1-[2-(dimethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H20N4O2
    (3R)-N-[1-[2-(dimethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(4-fluorophenyl)methyl]-N-prop-2-ynyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H16FNO2
    (3S)-N-[(4-fluorophenyl)methyl]-N-prop-2-ynyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(4S)-4-methylazepan-1-yl]methanone —— C16H21NO2
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(4S)-4-methylazepan-1-yl]methanone
    —— (3S)-N-[[1-(2,6-difluorophenyl)cyclopentyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H21F2NO2
    (3S)-N-[[1-(2,6-difluorophenyl)cyclopentyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[[3-methoxy-4-(3-methylbutoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C22H27NO4
    (3S)-N-[[3-methoxy-4-(3-methylbutoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(1S)-1-(3-ethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H21NO3
    (3S)-N-[(1S)-1-(3-ethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2R)-2-(3-fluorophenyl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H23FN2O3
    (3S)-N-[(2R)-2-(3-fluorophenyl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2R)-2-(3-fluorophenyl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H23FN2O3
    (3R)-N-[(2R)-2-(3-fluorophenyl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(1R)-1-(3-ethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H21NO3
    (3R)-N-[(1R)-1-(3-ethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H23N3O3
    (3R)-N-[[1-(2-methoxyethyl)-3,5-dimethylpyrazol-4-yl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[1-(2-pyridin-4-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H18N4O2
    (3S)-N-[1-(2-pyridin-4-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2R)-4-methyl-4-phenylpentan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H25NO2
    (3R)-N-[(2R)-4-methyl-4-phenylpentan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-(2-phenylethyl)-N-prop-2-enyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C20H21NO2
    (3R)-N-(2-phenylethyl)-N-prop-2-enyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-2-(3-fluorophenyl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H23FN2O3
    (3S)-N-[(2S)-2-(3-fluorophenyl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(4S)-4-methylazepan-1-yl]methanone —— C16H21NO2
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(4S)-4-methylazepan-1-yl]methanone
    —— (3S)-N-[[3-(2-ethoxyethoxymethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C21H25NO4
    (3S)-N-[[3-(2-ethoxyethoxymethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— methyl 2-[2-[[(3S)-2,3-dihydro-1-benzofuran-3-carbonyl]amino]-1,3-thiazol-4-yl]acetate —— C15H14N2O4S
    methyl 2-[2-[[(3S)-2,3-dihydro-1-benzofuran-3-carbonyl]amino]-1,3-thiazol-4-yl]acetate
    —— (3S)-N-[(1R)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C22H27NO4
    (3S)-N-[(1R)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-(3,5-difluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H15F2NO2
    (3S)-N-[2-(3,5-difluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[2-(3,5-difluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H15F2NO2
    (3R)-N-[2-(3,5-difluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-ethyl-N-(2-ethylbutyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H25NO2
    (3S)-N-ethyl-N-(2-ethylbutyl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-ethyl-N-(2-ethylbutyl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H25NO2
    (3R)-N-ethyl-N-(2-ethylbutyl)-2,3-dihydro-1-benzofuran-3-carboxamide