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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
    —— (3S)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C18H18N2O4
    (3S)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
    —— (5R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxamide —— C22H24N2O4
    (5R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxamide
    —— (2R)-2-benzyl-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H22N2O2
    (2R)-2-benzyl-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— (3S)-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C18H18N2O4
    (3S)-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
    —— (2S)-2-benzyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H22N2O2
    (2S)-2-benzyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— (3S)-3-[[cyclohexyl(methyl)sulfamoyl]amino]-2,3-dihydro-1-benzofuran —— C15H22N2O3S
    (3S)-3-[[cyclohexyl(methyl)sulfamoyl]amino]-2,3-dihydro-1-benzofuran
    —— (5S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxamide —— C22H24N2O4
    (5S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]-3-phenyl-4,5-dihydro-1,2-oxazole-5-carboxamide
    —— (3R)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,1-dioxothiolan-3-amine —— C15H21NO4S
    (3R)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,1-dioxothiolan-3-amine
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1R)-1-(1,3,5-trimethylpyrazol-4-yl)ethyl]urea —— C17H22N4O2
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1R)-1-(1,3,5-trimethylpyrazol-4-yl)ethyl]urea
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1S)-1-(1,3,5-trimethylpyrazol-4-yl)ethyl]urea —— C17H22N4O2
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1S)-1-(1,3,5-trimethylpyrazol-4-yl)ethyl]urea
    —— (3R)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,1-dioxothiolan-3-amine —— C15H21NO4S
    (3R)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,1-dioxothiolan-3-amine
    —— (3S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,1-dioxothiolan-3-amine —— C15H21NO4S
    (3S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,1-dioxothiolan-3-amine
    —— [4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-[(3R)-oxolan-3-yl]methanone —— C18H24N2O3
    [4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-[(3R)-oxolan-3-yl]methanone
    —— [4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-[(3S)-oxolan-3-yl]methanone —— C18H24N2O3
    [4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-[(3S)-oxolan-3-yl]methanone
    —— (3R)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide —— C19H22F3N3O4
    (3R)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide
    —— (3R)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide —— C19H22F3N3O4
    (3R)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide
    —— (3S)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide —— C19H22F3N3O4
    (3S)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide
    —— (3S)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide —— C19H22F3N3O4
    (3S)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4,4,4-trifluoro-3-hydroxy-3-(1-methylimidazol-2-yl)butanamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(6S)-2,2,6-trimethylmorpholin-4-yl]ethanone —— C17H23NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(6S)-2,2,6-trimethylmorpholin-4-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(6R)-2,2,6-trimethylmorpholin-4-yl]ethanone —— C17H23NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(6R)-2,2,6-trimethylmorpholin-4-yl]ethanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone —— C17H19N3O2S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone —— C17H19N3O2S
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone
    —— [2-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]phenyl]methanol —— C19H23NO3
    [2-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]phenyl]methanol
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N'-pyrimidin-2-ylethane-1,2-diamine —— C17H22N4O2
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N'-pyrimidin-2-ylethane-1,2-diamine
    —— [2-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]phenyl]methanol —— C19H23NO3
    [2-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]phenyl]methanol
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N'-pyrimidin-2-ylethane-1,2-diamine —— C17H22N4O2
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N'-pyrimidin-2-ylethane-1,2-diamine
    —— 2-[4-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-3,5-dimethylpyrazol-1-yl]ethanol —— C17H23N3O2
    2-[4-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-3,5-dimethylpyrazol-1-yl]ethanol
    —— 2-[4-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-3,5-dimethylpyrazol-1-yl]ethanol —— C17H23N3O2
    2-[4-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-3,5-dimethylpyrazol-1-yl]ethanol
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperazin-1-yl]methanone —— C19H23N3O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]piperazin-1-yl]methanone
    —— (1S)-1-(3,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol —— C17H17F2NO2
    (1S)-1-(3,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol
    —— (1R)-1-(2,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol —— C17H17F2NO2
    (1R)-1-(2,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol
    —— (1S)-1-(2,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol —— C17H17F2NO2
    (1S)-1-(2,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol
    —— (1R)-1-(3,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol —— C17H17F2NO2
    (1R)-1-(3,4-difluorophenyl)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)ethanol
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone —— C17H17ClN2O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone —— C17H17ClN2O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone —— C17H17ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone —— C17H17ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1H-pyrrol-2-yl)pyrrolidin-1-yl]methanone
    —— 1-[4-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,4-diazepan-1-yl]propan-1-one —— C20H30N2O3
    1-[4-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,4-diazepan-1-yl]propan-1-one
    —— (2R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-[(3-fluorophenyl)methyl]pyrrolidine —— C19H20FNO3S
    (2R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-[(3-fluorophenyl)methyl]pyrrolidine
    —— (2S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-[(3-fluorophenyl)methyl]pyrrolidine —— C19H20FNO3S
    (2S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-2-[(3-fluorophenyl)methyl]pyrrolidine
    —— 1-[4-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,4-diazepan-1-yl]propan-1-one —— C20H30N2O3
    1-[4-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,4-diazepan-1-yl]propan-1-one
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-(4-methoxyphenyl)propanamide —— C21H25NO4
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-(4-methoxyphenyl)propanamide
    —— 3-cyclopentyl-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C19H27NO3
    3-cyclopentyl-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-(4-methoxyphenyl)propanamide —— C21H25NO4
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-(4-methoxyphenyl)propanamide
    —— 3-(3-bromophenyl)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C20H22BrNO3
    3-(3-bromophenyl)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— 3-(3-bromophenyl)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C20H22BrNO3
    3-(3-bromophenyl)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— 3-cyclopentyl-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C19H27NO3
    3-cyclopentyl-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— 2-benzyl-4-chloro-5-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pyridazin-3-one —— C20H18ClN3O2
    2-benzyl-4-chloro-5-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pyridazin-3-one
    —— 2-benzyl-4-chloro-5-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pyridazin-3-one —— C20H18ClN3O2
    2-benzyl-4-chloro-5-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pyridazin-3-one
    —— (2S)-N-(6-chloropyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H11ClN2O2
    (2S)-N-(6-chloropyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide