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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,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-pyrazol-1-ylbutan-2-amine —— C16H21N3O
    (2S,3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-pyrazol-1-ylbutan-2-amine
    —— N-[(2R)-2-cyano-4-methylpentan-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C17H22N2O2
    N-[(2R)-2-cyano-4-methylpentan-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— N-[(2S)-2-cyano-4-methylpentan-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C17H22N2O2
    N-[(2S)-2-cyano-4-methylpentan-2-yl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— (2S)-N-[1-(2-pyridin-4-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H18N4O2
    (2S)-N-[1-(2-pyridin-4-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[4-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]methyl]piperidin-1-yl]ethanol —— C20H32N2O3
    2-[4-[[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]methyl]piperidin-1-yl]ethanol
    —— (2R)-N-[1-(2-pyridin-4-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H18N4O2
    (2R)-N-[1-(2-pyridin-4-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(dimethylamino)ethyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2S)-N-[2-(dimethylamino)ethyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N,N-bis(prop-2-enyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H17NO2
    (2R)-N,N-bis(prop-2-enyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(dimethylamino)ethyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2S)-N-[2-(dimethylamino)ethyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(dimethylamino)ethyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2R)-N-[2-(dimethylamino)ethyl]-N-[[(2S)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N,N-bis(prop-2-enyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H17NO2
    (2S)-N,N-bis(prop-2-enyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(dimethylamino)ethyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2R)-N-[2-(dimethylamino)ethyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-pyrazol-1-ylpropanamide —— C17H21N3O3
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-pyrazol-1-ylpropanamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-pyrazol-1-ylpropanamide —— C17H21N3O3
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-pyrazol-1-ylpropanamide
    —— (2S)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine —— C17H23N3O2
    (2S)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine
    —— (2R)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine —— C17H23N3O2
    (2R)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine
    —— (2R)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine —— C17H23N3O2
    (2R)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine
    —— (2S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine —— C17H23N3O2
    (2S)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-1-pyrazol-1-ylpropan-2-amine
    —— (2S)-N-[(3-methoxy-4-methylsulfanylphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H21NO3S
    (2S)-N-[(3-methoxy-4-methylsulfanylphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[4-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]methyl]piperidin-1-yl]ethanol —— C19H30N2O3
    2-[4-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]methyl]piperidin-1-yl]ethanol
    —— 2-[4-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]methyl]piperidin-1-yl]ethanol —— C19H30N2O3
    2-[4-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methylamino]methyl]piperidin-1-yl]ethanol
    —— (2S)-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16N2O3
    (2S)-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16N2O3
    (2R)-N-(2-cyanoethyl)-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N'-ethyl-N'-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H20N2O2
    (2S)-N'-ethyl-N'-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-ethyl-N'-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H20N2O2
    (2R)-N'-ethyl-N'-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-1-[4-[(2,3-dihydro-1-benzofuran-5-ylmethylamino)methyl]piperidin-1-yl]propan-2-ol —— C18H28N2O2
    (2S)-1-[4-[(2,3-dihydro-1-benzofuran-5-ylmethylamino)methyl]piperidin-1-yl]propan-2-ol
    —— (2R)-1-[4-[(2,3-dihydro-1-benzofuran-5-ylmethylamino)methyl]piperidin-1-yl]propan-2-ol —— C18H28N2O2
    (2R)-1-[4-[(2,3-dihydro-1-benzofuran-5-ylmethylamino)methyl]piperidin-1-yl]propan-2-ol
    —— 4-[[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2-trimethyl-5-propan-2-ylpyrazol-3-amine —— C20H30N4O
    4-[[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2-trimethyl-5-propan-2-ylpyrazol-3-amine
    —— 4-[[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2-trimethyl-5-propan-2-ylpyrazol-3-amine —— C20H30N4O
    4-[[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2-trimethyl-5-propan-2-ylpyrazol-3-amine
    —— (2R)-N-[3-(thiophene-2-carbonylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H18N2O3S
    (2R)-N-[3-(thiophene-2-carbonylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-(thiophene-2-carbonylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H18N2O3S
    (2S)-N-[3-(thiophene-2-carbonylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-1-[4-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol —— C20H32N2O3
    (2R)-1-[4-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol
    —— (2S)-1-[4-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol —— C20H32N2O3
    (2S)-1-[4-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol
    —— (2S)-1-[4-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol —— C20H32N2O3
    (2S)-1-[4-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol
    —— N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H28N2O3
    N-[(2R)-2-(dimethylamino)-2-phenylethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H28N2O3
    N-[(2S)-2-(dimethylamino)-2-phenylethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— (2R)-1-[4-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol —— C20H32N2O3
    (2R)-1-[4-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]piperidin-1-yl]propan-2-ol
    —— (2R)-N-[1-[2-(diethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H24N4O2
    (2R)-N-[1-[2-(diethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-propyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H22N2O2
    (2R)-N-propyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[1-[2-(diethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H24N4O2
    (2S)-N-[1-[2-(diethylamino)ethyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C24H30N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C24H30N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
    —— N-[(2R)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H30N2O4
    N-[(2R)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H30N2O4
    N-[(2S)-2-(dimethylamino)-2-(3-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2R)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H27FN2O3
    N-[(2R)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2S)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H27FN2O3
    N-[(2S)-2-(dimethylamino)-2-(3-fluorophenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2R)-2-(dimethylamino)-2-(2-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H30N2O4
    N-[(2R)-2-(dimethylamino)-2-(2-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-2-(2-methoxyphenyl)-2-pyrrolidin-1-ylethyl]acetamide —— C25H32N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-2-(2-methoxyphenyl)-2-pyrrolidin-1-ylethyl]acetamide
    —— N-[(2S)-2-(dimethylamino)-2-(2-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H30N2O4
    N-[(2S)-2-(dimethylamino)-2-(2-methoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-(2-methoxyphenyl)-2-pyrrolidin-1-ylethyl]acetamide —— C25H32N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-(2-methoxyphenyl)-2-pyrrolidin-1-ylethyl]acetamide