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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
    —— N-[(1R,5R,6S)-6-bicyclo[3.2.0]hept-3-enyl]-2,3-dihydro-1-benzofuran-5-amine —— C15H17NO
    N-[(1R,5R,6S)-6-bicyclo[3.2.0]hept-3-enyl]-2,3-dihydro-1-benzofuran-5-amine
    —— N-[(1S,5R,6R)-6-bicyclo[3.2.0]hept-3-enyl]-2,3-dihydro-1-benzofuran-5-amine —— C15H17NO
    N-[(1S,5R,6R)-6-bicyclo[3.2.0]hept-3-enyl]-2,3-dihydro-1-benzofuran-5-amine
    —— (2S)-N-(3-aminopropyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H22N2O2
    (2S)-N-(3-aminopropyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]acetamide —— C12H15NO3
    2-[(2,2-Dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]acetamide
    —— 3-[acetyl(cycloheptyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O5
    3-[acetyl(cycloheptyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]oxan-4-amine —— C16H23NO2
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]oxan-4-amine
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbut-2-enoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H37N3O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbut-2-enoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]oxan-4-amine —— C16H23NO2
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]oxan-4-amine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-ethylpyrazol-4-amine —— C15H19N3O
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-ethylpyrazol-4-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-ethylpyrazol-4-amine —— C15H19N3O
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-ethylpyrazol-4-amine
    —— (3S)-3-[[(2S)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2S)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2S)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3R)-3-[[(2S)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(furan-2-yl)ethyl]ethanamine —— C16H19NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(furan-2-yl)ethyl]ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(furan-2-yl)ethyl]ethanamine —— C16H19NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(furan-2-yl)ethyl]ethanamine
    —— (3S)-3-[[(2R)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2R)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2R)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3R)-3-[[(2R)-4-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(furan-2-yl)ethyl]ethanamine —— C16H19NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(furan-2-yl)ethyl]ethanamine
    —— (3R)-3-(cyclohexylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C15H21NO2
    (3R)-3-(cyclohexylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2S)-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]propan-1-ol —— C13H19NO2
    (2S)-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]propan-1-ol
    —— (3R)-3-(cyclopentylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C14H19NO2
    (3R)-3-(cyclopentylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2R)-1-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]propan-2-ol —— C13H19NO2
    (2R)-1-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]propan-2-ol
    —— (2R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-4-methylpentan-2-amine —— C17H27NO
    (2R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-4-methylpentan-2-amine
    —— (1S,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylcyclohexan-1-amine —— C17H25NO
    (1S,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylcyclohexan-1-amine
    —— (3S)-3-(cyclopentylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C14H19NO2
    (3S)-3-(cyclopentylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-4-methylpentan-2-amine —— C17H27NO
    (2S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-4-methylpentan-2-amine
    —— (2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-4-methylpentan-2-amine —— C17H27NO
    (2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-4-methylpentan-2-amine
    —— (1S,3R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylcyclohexan-1-amine —— C17H25NO
    (1S,3R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylcyclohexan-1-amine
    —— (1R,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylcyclohexan-1-amine —— C17H25NO
    (1R,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylcyclohexan-1-amine
    —— 2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol —— C12H17NO2
    2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol
    —— 2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol —— C12H17NO2
    2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol
    —— (1S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-[(2S)-oxolan-2-yl]ethanamine —— C16H23NO2
    (1S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-[(2S)-oxolan-2-yl]ethanamine
    —— (1R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-[(2S)-oxolan-2-yl]ethanamine —— C16H23NO2
    (1R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-[(2S)-oxolan-2-yl]ethanamine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-propan-2-yloxypropan-1-amine —— C16H25NO2
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-propan-2-yloxypropan-1-amine
    —— (1R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-[(2S)-oxolan-2-yl]ethanamine —— C16H23NO2
    (1R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-[(2S)-oxolan-2-yl]ethanamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-propan-2-yloxypropan-1-amine —— C16H25NO2
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-propan-2-yloxypropan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-thiophen-2-ylethyl]ethanamine —— C16H19NOS
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-thiophen-2-ylethyl]ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-thiophen-2-ylethyl]ethanamine —— C16H19NOS
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-thiophen-2-ylethyl]ethanamine
    —— N-[2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethyl]acetamide —— C15H22N2O2
    N-[2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethyl]acetamide
    —— N-[2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethyl]acetamide —— C15H22N2O2
    N-[2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethyl]acetamide
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-thiophen-2-ylethyl]ethanamine —— C16H19NOS
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-thiophen-2-ylethyl]ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(2-pyrrolidin-1-ylethyl)ethanamine —— C16H24N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(2-pyrrolidin-1-ylethyl)ethanamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-N',N'-dimethylpropane-1,3-diamine —— C16H26N2O
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-N',N'-dimethylpropane-1,3-diamine
    —— (2R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-methylhexan-2-amine —— C17H27NO
    (2R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-methylhexan-2-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-4-methylaniline —— C17H19NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-4-methylaniline
    —— (1R,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclohexan-1-amine —— C17H25NO
    (1R,2S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclohexan-1-amine
    —— (1S,2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclohexan-1-amine —— C17H25NO
    (1S,2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-methylcyclohexan-1-amine
    —— 4-bromo-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]aniline —— C16H16BrNO
    4-bromo-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]aniline
    —— (3S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine —— C14H19NO3S
    (3S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine
    —— (3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine —— C14H19NO3S
    (3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine
    —— (3R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine —— C14H19NO3S
    (3R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine