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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
    —— (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid —— C13H13NO4
    (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-ylcarbamoyl)cyclopropane-1-carboxylic acid
    —— (3R)-3-(2-cyclopentylethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C15H21NO2
    (3R)-3-(2-cyclopentylethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3S)-oxolan-3-yl]methanamine —— C14H19NO2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3S)-oxolan-3-yl]methanamine
    —— (3R)-3-[[(3S)-oxolan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C13H17NO3
    (3R)-3-[[(3S)-oxolan-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(3S)-oxolan-3-yl]methyl]propan-1-amine —— C16H23NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(3S)-oxolan-3-yl]methyl]propan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(3R)-oxolan-3-yl]methyl]ethanamine —— C15H21NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(3R)-oxolan-3-yl]methyl]ethanamine
    —— 3-[5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazol-2-yl]propanoic acid —— C13H12N2O4
    3-[5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1,3,4-oxadiazol-2-yl]propanoic acid
    —— N'-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]ethane-1,2-diamine —— C12H18N2O
    N'-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]ethane-1,2-diamine
    —— (3R)-3-(3-aminopropylamino)-2,3-dihydro-1-benzofuran-6-ol —— C11H16N2O2
    (3R)-3-(3-aminopropylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3S)-1-methylpyrrolidin-3-yl]methanamine —— C15H22N2O
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3S)-1-methylpyrrolidin-3-yl]methanamine
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3R)-1-methylpyrrolidin-3-yl]methanamine —— C15H22N2O
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3R)-1-methylpyrrolidin-3-yl]methanamine
    —— (3S)-3-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C14H20N2O2
    (3S)-3-[[(3S)-1-methylpyrrolidin-3-yl]methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3S)-1-ethylpyrrolidin-3-yl]methanamine —— C16H24N2O
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(3S)-1-ethylpyrrolidin-3-yl]methanamine
    —— (6R)-6-amino-6-(2,3-dihydro-1-benzofuran-5-yl)hexanamide —— C14H20N2O2
    (6R)-6-amino-6-(2,3-dihydro-1-benzofuran-5-yl)hexanamide
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-methylpyrazol-3-amine —— C15H19N3O
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-methylpyrazol-3-amine
    —— 3-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethynyl]aniline —— C17H15NO
    3-[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethynyl]aniline
    —— (2S)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid —— C14H18O4S
    (2S)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid
    —— (2R)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid —— C14H18O4S
    (2R)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid
    —— (2R)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid —— C14H18O4S
    (2R)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-sulfanylpropanoic acid
    —— (2-ethoxy-3,3-dimethyl-2H-1-benzofuran-5-yl)methanesulfonic acid —— C13H18O5S
    (2-ethoxy-3,3-dimethyl-2H-1-benzofuran-5-yl)methanesulfonic acid
    —— (1S,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine —— C16H23NO
    (1S,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylcyclohexan-1-amine
    —— (1R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)ethan-1-ol —— C10H13NO2
    (1R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)ethan-1-ol
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1,1-dioxothiolan-3-amine —— C13H17NO3S
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1,1-dioxothiolan-3-amine
    —— (2S)-2-(chloromethyl)-2,3-dihydro-1-benzofuran —— C9H9ClO
    (2S)-2-(chloromethyl)-2,3-dihydro-1-benzofuran
    —— (2R)-2-(chloromethyl)-2,3-dihydro-1-benzofuran —— C9H9ClO
    (2R)-2-(chloromethyl)-2,3-dihydro-1-benzofuran
    —— 3-chloro-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide —— C14H18ClNO3
    3-chloro-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]propanamide
    —— (1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid —— C12H12O3
    (1R,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid
    —— (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid —— C12H12O3
    (1S,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropane-1-carboxylic acid
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-methyl-1,2,4-triazol-3-yl)ethanamine —— C14H18N4O
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(4-methyl-1,2,4-triazol-3-yl)ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2R)-3-methylbutan-2-yl]ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2R)-3-methylbutan-2-yl]ethane-1,2-diamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dipropylethane-1,2-diamine —— C16H26N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,N-dipropylethane-1,2-diamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2S)-3-methylbutan-2-yl]ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2S)-3-methylbutan-2-yl]ethane-1,2-diamine
    —— (2S)-1-(2,3-dihydro-1-benzofuran-5-yl)butan-2-amine —— C12H17NO
    (2S)-1-(2,3-dihydro-1-benzofuran-5-yl)butan-2-amine
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)octan-2-amine —— C17H27NO
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)octan-2-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2R)-2-methylbutyl]ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2R)-2-methylbutyl]ethane-1,2-diamine
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-methylheptan-2-amine —— C17H27NO
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-methylheptan-2-amine
    —— (1R,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C11H15NO2
    (1R,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)butan-1-ol —— C13H19NO2
    (2R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)butan-1-ol
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)ethanamine —— C15H23N3O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4-methylpiperazin-1-yl)ethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2S)-2-methylpiperidin-1-yl]ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2S)-2-methylpiperidin-1-yl]ethanamine
    —— (1S,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine —— C16H23NO
    (1S,2S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylcyclohexan-1-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-1-ol —— C12H17NO2
    (2S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)propan-1-ol
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-(2-methylpropyl)ethane-1,2-diamine —— C16H26N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-(2-methylpropyl)ethane-1,2-diamine
    —— (1R,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)butan-1-ol —— C12H17NO2
    (1R,2R)-2-amino-1-(2,3-dihydro-1-benzofuran-5-yl)butan-1-ol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2S)-2-methylbutyl]ethane-1,2-diamine —— C16H26N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-N-[(2S)-2-methylbutyl]ethane-1,2-diamine
    —— (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-4-phenylbutan-2-amine —— C19H23NO
    (2R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-4-phenylbutan-2-amine
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(5-methylfuran-2-yl)ethanamine —— C16H19NO2
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(5-methylfuran-2-yl)ethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)acetonitrile —— C11H12N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)acetonitrile
    —— (1S)-N-cyclopentyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine —— C16H24N2O
    (1S)-N-cyclopentyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine
    —— (1S,8R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-amine —— C16H22N2O
    (1S,8R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-amine