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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)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylate —— C12H13O4-
    (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylate
    —— (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid —— C12H14O4
    (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboxylic acid
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C19H23N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C19H23N3O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]ethanone —— C20H25N3O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]ethanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C19H23N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(3,5-dimethylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H20ClN3O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H21N3O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H20ClN3O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H21N3O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H20ClN3O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H21N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone —— C18H21N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(4-methylpyrazol-1-yl)methyl]pyrrolidin-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]ethanone —— C18H21N3O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]ethanone —— C18H21N3O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]ethanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[3-(methylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone —— C17H17ClN4O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[3-(methylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone —— C18H20N4O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[3-(dimethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone —— C18H20N4O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[3-(dimethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[3-(dimethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone —— C18H20N4O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[3-(dimethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[3-(methylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone —— C17H17ClN4O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[3-(methylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone —— C18H20N4O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-pyridazin-3-yl-1,4-diazepan-1-yl)methanone
    —— (3-amino-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl)-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C16H15ClN4O2
    (3-amino-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl)-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (3-amino-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl)-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]methanone —— C16H15ClN4O2
    (3-amino-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl)-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3-methyl-1,2-oxazol-5-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3-methyl-1,2-oxazol-5-yl)methyl]piperazin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3-methyl-1,2-oxazol-5-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3-methyl-1,2-oxazol-5-yl)methyl]piperazin-1-yl]methanone
    —— (2R)-5-ethoxy-2-methyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-6-amine —— C16H20N2O3
    (2R)-5-ethoxy-2-methyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-6-amine
    —— (2R)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C17H22N2O3
    (2R)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— (2S)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C17H22N2O3
    (2S)-N-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— (2S)-5-ethoxy-2-methyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-6-amine —— C16H20N2O3
    (2S)-5-ethoxy-2-methyl-N-[(5-methyl-1,2-oxazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-6-amine
    —— 3-(3,5-dimethylphenoxy)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C22H27NO4
    3-(3,5-dimethylphenoxy)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— 3-(3,5-dimethylphenoxy)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C22H27NO4
    3-(3,5-dimethylphenoxy)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— 2-[4-[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]benzonitrile —— C21H21N3O2
    2-[4-[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]benzonitrile
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-thiophen-3-ylpyrrolidin-1-yl]ethanone —— C18H19NO2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-thiophen-3-ylpyrrolidin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-thiophen-3-ylpyrrolidin-1-yl]ethanone —— C18H19NO2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-thiophen-3-ylpyrrolidin-1-yl]ethanone
    —— 2-[4-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]benzonitrile —— C21H21N3O2
    2-[4-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]benzonitrile
    —— 3-[[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]phenol —— C17H19NO2
    3-[[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]phenol
    —— 3-[[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]phenol —— C17H19NO2
    3-[[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]phenol
    —— 2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]ethyl-dimethylazanium —— C16H25N2O3+
    2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]ethyl-dimethylazanium
    —— (3S)-1-N-(2,3-dihydro-1-benzofuran-5-yl)-3-N-propylpiperidine-1,3-dicarboxamide —— C18H25N3O3
    (3S)-1-N-(2,3-dihydro-1-benzofuran-5-yl)-3-N-propylpiperidine-1,3-dicarboxamide
    —— (3R)-1-N-(2,3-dihydro-1-benzofuran-5-yl)-3-N-propylpiperidine-1,3-dicarboxamide —— C18H25N3O3
    (3R)-1-N-(2,3-dihydro-1-benzofuran-5-yl)-3-N-propylpiperidine-1,3-dicarboxamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O2S
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl]methanone —— C18H21N3O2S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methyl-1,3-thiazol-4-yl)methyl]piperazin-1-yl]methanone
    —— (2R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-pyrazol-1-ylpropanamide —— C21H21N3O2
    (2R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-pyrazol-1-ylpropanamide
    —— (3S)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]oxolane-3-carboxamide —— C20H21NO3
    (3S)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]oxolane-3-carboxamide
    —— N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-[(2S)-oxolan-2-yl]acetamide —— C21H23NO3
    N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-[(2S)-oxolan-2-yl]acetamide
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C24H28N4O3S
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-[(3R,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C24H28N4O3S
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-[(3R,5R)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C24H28N4O3S
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-[(3S,5S)-3,5-dimethylpiperidin-1-yl]-4-(furan-2-ylmethyl)-1,2,4-triazol-3-yl]sulfanyl]ethanone
    —— (3R)-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C18H18N2O4
    (3R)-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
    —— 3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-[[4-(dimethylamino)phenyl]methyl]-1-methylurea —— C19H23N3O2
    3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-[[4-(dimethylamino)phenyl]methyl]-1-methylurea