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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-yl)-2-(methylamino)-1,3-thiazol-5-yl]acetic acid —— C14H14N2O3S
    2-[4-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)-1,3-thiazol-5-yl]acetic acid
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(1-methylpiperidin-4-yl)propanoic acid —— C17H23NO3
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(1-methylpiperidin-4-yl)propanoic acid
    —— (3S)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-5-oxopyrrolidine-3-carboxylic acid —— C16H19NO4
    (3S)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (3R)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-5-oxopyrrolidine-3-carboxylic acid —— C16H19NO4
    (3R)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-5-oxopyrrolidine-3-carboxylic acid
    —— 1-[4-(2,3-dihydro-1-benzofuran-5-yl)-4-methylpentyl]piperazine —— C18H28N2O
    1-[4-(2,3-dihydro-1-benzofuran-5-yl)-4-methylpentyl]piperazine
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-3-methyl-1-piperazin-1-ylbutan-1-one —— C17H24N2O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-3-methyl-1-piperazin-1-ylbutan-1-one
    —— 2-benzylsulfanyl-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H25NO3S
    2-benzylsulfanyl-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-benzylsulfanyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H25NO3S
    2-benzylsulfanyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-[6-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-4-oxo-1H-pyrimidin-5-yl]acetic acid —— C15H14N2O4
    2-[6-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-4-oxo-1H-pyrimidin-5-yl]acetic acid
    —— 3-[6-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1H-pyrimidin-5-yl]propanoic acid —— C15H14N2O4
    3-[6-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1H-pyrimidin-5-yl]propanoic acid
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-methyl-1-propan-2-ylpyrrole-3-carboxylic acid —— C17H19NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-methyl-1-propan-2-ylpyrrole-3-carboxylic acid
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1-propan-2-ylpyrrole-3-carboxylic acid —— C17H19NO3
    5-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1-propan-2-ylpyrrole-3-carboxylic acid
    —— 2-[5-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1-propan-2-ylpyrrol-3-yl]ethanamine —— C18H24N2O
    2-[5-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1-propan-2-ylpyrrol-3-yl]ethanamine
    —— 2-[(R)-2,3-dihydro-1-benzofuran-5-yl(phenyl)methoxy]acetic acid —— C17H16O4
    2-[(R)-2,3-dihydro-1-benzofuran-5-yl(phenyl)methoxy]acetic acid
    —— 2-[(S)-2,3-dihydro-1-benzofuran-5-yl(phenyl)methoxy]acetic acid —— C17H16O4
    2-[(S)-2,3-dihydro-1-benzofuran-5-yl(phenyl)methoxy]acetic acid
    —— 2-[4-(2,3-dihydro-1-benzofuran-5-yl)-2,6-dimethylpyrimidin-5-yl]acetic acid —— C16H16N2O3
    2-[4-(2,3-dihydro-1-benzofuran-5-yl)-2,6-dimethylpyrimidin-5-yl]acetic acid
    —— 3-[4-(2,3-dihydro-1-benzofuran-5-yl)-6-methylpyrimidin-5-yl]propanoic acid —— C16H16N2O3
    3-[4-(2,3-dihydro-1-benzofuran-5-yl)-6-methylpyrimidin-5-yl]propanoic acid
    —— 1-cyclopropyl-5-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpyrrole-3-carboxylic acid —— C17H17NO3
    1-cyclopropyl-5-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpyrrole-3-carboxylic acid
    —— 1-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-5-methylpyrrole-3-carboxylic acid —— C17H17NO3
    1-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-5-methylpyrrole-3-carboxylic acid
    —— 2-[1-cyclopropyl-5-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpyrrol-3-yl]ethanamine —— C18H22N2O
    2-[1-cyclopropyl-5-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpyrrol-3-yl]ethanamine
    —— 1-[1-cyclopropyl-5-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpyrrol-3-yl]ethanone —— C18H19NO2
    1-[1-cyclopropyl-5-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpyrrol-3-yl]ethanone
    —— 1-[3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)propyl]piperazine —— C16H24N2O2
    1-[3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)propyl]piperazine
    —— 1-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]ethyl]piperazine —— C16H24N2O2
    1-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]ethyl]piperazine
    —— (2R)-1-amino-3-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propan-2-ol —— C14H16N2O2S
    (2R)-1-amino-3-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propan-2-ol
    —— (2S)-1-amino-3-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propan-2-ol —— C14H16N2O2S
    (2S)-1-amino-3-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propan-2-ol
    —— methyl 2-amino-4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxylate —— C13H12N2O3S
    methyl 2-amino-4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxylate
    —— 2-(aminomethyl)-4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxylic acid —— C13H12N2O3S
    2-(aminomethyl)-4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-5-carboxylic acid
    —— 4-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)-1,3-thiazole-5-carboxylic acid —— C13H12N2O3S
    4-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)-1,3-thiazole-5-carboxylic acid
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dimethyl-2-piperazin-1-ylethanamine —— C16H25N3O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dimethyl-2-piperazin-1-ylethanamine
    —— 1-[3-(2,3-dihydro-1-benzofuran-5-yl)-3-methylbutyl]piperazine —— C17H26N2O
    1-[3-(2,3-dihydro-1-benzofuran-5-yl)-3-methylbutyl]piperazine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(1-methylpiperidin-4-yl)propan-1-amine —— C17H26N2O
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(1-methylpiperidin-4-yl)propan-1-amine
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(1-methylpiperidin-4-yl)propan-1-amine —— C17H26N2O
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-(1-methylpiperidin-4-yl)propan-1-amine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylbutan-1-one —— C16H22N2O2
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylbutan-1-one
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylbutan-1-one —— C16H22N2O2
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylbutan-1-one
    —— [1-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]-piperazin-1-ylmethanone —— C16H20N2O2
    [1-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]-piperazin-1-ylmethanone
    —— [5-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1-propan-2-ylpyrrol-3-yl]methanamine —— C17H22N2O
    [5-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1-propan-2-ylpyrrol-3-yl]methanamine
    —— [2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]-2-oxoethyl] pyrrolidine-1-carbodithioate —— C19H26N2O3S2
    [2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]-2-oxoethyl] pyrrolidine-1-carbodithioate
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-ylmethoxy)ethyl]piperazine —— C15H22N2O2
    1-[2-(2,3-dihydro-1-benzofuran-5-ylmethoxy)ethyl]piperazine
    —— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C18H23N5O4S
    2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C18H23N5O4S
    2-[(4-amino-6-methyl-5-oxo-1,2,4-triazin-3-yl)sulfanyl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-1-piperazin-1-ylethanone —— C14H18N2O3
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-1-piperazin-1-ylethanone
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)ethanamine —— C15H23N3O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)ethanamine
    —— 2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]-6-fluorobenzonitrile —— C19H19FN2O2
    2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]-6-fluorobenzonitrile
    —— 1-[(3R)-3-(2,3-dihydro-1-benzofuran-5-yl)butyl]piperazine —— C16H24N2O
    1-[(3R)-3-(2,3-dihydro-1-benzofuran-5-yl)butyl]piperazine
    —— (2R)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylpiperazine —— C16H24N2O
    (2R)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylpiperazine
    —— (3R)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-3-methylpiperazine —— C16H24N2O
    (3R)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-3-methylpiperazine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(1-methylpiperidin-4-yl)ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(1-methylpiperidin-4-yl)ethanamine
    —— (3S)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-3-methylpiperazine —— C16H24N2O
    (3S)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-3-methylpiperazine
    —— (2S)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylpiperazine —— C16H24N2O
    (2S)-1-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-2-methylpiperazine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(1-methylpiperidin-4-yl)ethanamine —— C16H24N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(1-methylpiperidin-4-yl)ethanamine