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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-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]ethanamine —— C12H17NO2
    2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]ethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N-methylacetamide —— C11H13NO3
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N-methylacetamide
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N',N'-dimethylethane-1,2-diamine —— C12H18N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N',N'-dimethylethane-1,2-diamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N',N'-dimethylethane-1,2-diamine —— C12H18N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N',N'-dimethylethane-1,2-diamine
    —— [(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-(1-methylimidazol-2-yl)methanone —— C21H27N3O2
    [(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-(1-methylimidazol-2-yl)methanone
    —— [(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-(1-methylimidazol-2-yl)methanone —— C21H27N3O2
    [(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-3-yl]-(1-methylimidazol-2-yl)methanone
    —— (1R,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine —— C13H17NO
    (1R,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine
    —— (1S,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine —— C13H17NO
    (1S,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine
    —— 5-[(2R)-1-isocyanatopropan-2-yl]-2,3-dihydro-1-benzofuran —— C12H13NO2
    5-[(2R)-1-isocyanatopropan-2-yl]-2,3-dihydro-1-benzofuran
    —— 5-[(2S)-1-isocyanatopropan-2-yl]-2,3-dihydro-1-benzofuran —— C12H13NO2
    5-[(2S)-1-isocyanatopropan-2-yl]-2,3-dihydro-1-benzofuran
    —— (1R,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine —— C13H17NO
    (1R,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine
    —— (1S,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine —— C13H17NO
    (1S,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-amine
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-one —— C13H14O2
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-one
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-one —— C13H14O2
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclopentan-1-one
    —— 2-[(3S)-3-hydroxy-2,3-dihydro-1-benzofuran-5-yl]ethyl methanesulfonate —— C11H14O5S
    2-[(3S)-3-hydroxy-2,3-dihydro-1-benzofuran-5-yl]ethyl methanesulfonate
    —— 2-[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-5-yl]ethyl methanesulfonate —— C11H14O5S
    2-[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-5-yl]ethyl methanesulfonate
    —— (2R)-2-amino-2-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C11H15NO2
    (2R)-2-amino-2-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-methoxyethanamine —— C11H15NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-methoxyethanamine
    —— 5-[(1S)-1-isocyanatoethyl]-2,3-dihydro-1-benzofuran —— C11H11NO2
    5-[(1S)-1-isocyanatoethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R)-1-isocyanatoethyl]-2,3-dihydro-1-benzofuran —— C11H11NO2
    5-[(1R)-1-isocyanatoethyl]-2,3-dihydro-1-benzofuran
    —— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C17H23N5O2S
    2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(5-nitro-2-oxopyridin-1-yl)acetamide —— C16H15N3O5
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(5-nitro-2-oxopyridin-1-yl)acetamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C13H15N5O2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
    —— 2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C17H23N5O2S
    2-[(4-amino-5-tert-butyl-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(5-nitro-2-oxopyridin-1-yl)acetamide —— C16H15N3O5
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(5-nitro-2-oxopyridin-1-yl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-3-(furan-2-yl)-3-hydroxypropyl]acetamide —— C19H23NO5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-3-(furan-2-yl)-3-hydroxypropyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-3-(furan-2-yl)-3-hydroxypropyl]acetamide —— C19H23NO5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-3-(furan-2-yl)-3-hydroxypropyl]acetamide
    —— (E)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-methylsulfonylprop-2-enenitrile —— C15H17NO4S
    (E)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-methylsulfonylprop-2-enenitrile
    —— 3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile —— C19H21N3O2S
    3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylimino]-2-(4-methyl-1,3-thiazol-2-yl)propanenitrile
    —— ethyl 2-cyano-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylimino]propanoate —— C18H22N2O4
    ethyl 2-cyano-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylimino]propanoate
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide —— C21H27N3O3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4,5,6-trimethylpyrimidin-2-yl)sulfanylacetamide
    —— (2R)-5-fluoro-N-(4-methyl-5-pyridin-4-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H15FN4O2
    (2R)-5-fluoro-N-(4-methyl-5-pyridin-4-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-[(2-methoxy-6-methylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17FN2O3
    (2S)-5-fluoro-N-[(2-methoxy-6-methylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-fluoro-N-[(2-methoxy-6-methylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17FN2O3
    (2R)-5-fluoro-N-[(2-methoxy-6-methylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-(4-oxo-1H-pyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H11FN2O3
    (2S)-5-fluoro-N-(4-oxo-1H-pyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-fluoro-N-(4-oxo-1H-pyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H11FN2O3
    (2R)-5-fluoro-N-(4-oxo-1H-pyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-(4-methyl-5-pyridin-4-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H15FN4O2
    (2S)-5-fluoro-N-(4-methyl-5-pyridin-4-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1S,2R,3S)-N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide —— C17H24N2O3S
    (1S,2R,3S)-N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide
    —— (1R,2R,3S)-N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide —— C17H24N2O3S
    (1R,2R,3S)-N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide
    —— (1R,2R,3S)-N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide —— C17H24N2O3S
    (1R,2R,3S)-N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide
    —— (2S)-N-[(2S)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20FN3O2
    (2S)-N-[(2S)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1S,2R,3S)-N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide —— C17H24N2O3S
    (1S,2R,3S)-N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2,3-dimethyl-1-oxo-1,4-thiazinane-4-carboxamide
    —— (2S)-N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20FN3O2
    (2S)-N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-fluoro-N-[3-(2-oxopyridin-1-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17FN2O3
    (2R)-5-fluoro-N-[3-(2-oxopyridin-1-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-[3-(2-oxopyridin-1-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17FN2O3
    (2S)-5-fluoro-N-[3-(2-oxopyridin-1-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20FN3O2
    (2R)-N-[(2S)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20FN3O2
    (2R)-N-[(2R)-1-(3,5-dimethylpyrazol-1-yl)propan-2-yl]-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone —— C13H14FNO2
    [(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]-pyrrolidin-1-ylmethanone
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-(2-methoxyphenoxy)propan-1-amine —— C18H21NO3
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-(2-methoxyphenoxy)propan-1-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-(2-methoxyphenoxy)propan-1-amine —— C18H21NO3
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-(2-methoxyphenoxy)propan-1-amine