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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
    —— (3R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine —— C14H19NO3S
    (3R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1,1-dioxothiolan-3-amine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pentan-3-amine —— C15H23NO
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pentan-3-amine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pyridin-3-amine —— C16H18N2O
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pyridin-3-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pentan-3-amine —— C16H25NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pentan-3-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pyridin-3-amine —— C16H18N2O
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pyridin-3-amine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pentan-3-amine —— C16H25NO
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]pentan-3-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pentan-3-amine —— C15H23NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pentan-3-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]propan-2-amine —— C13H19NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]propan-2-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]prop-2-en-1-amine —— C13H17NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]prop-2-en-1-amine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]cyclohexanamine —— C17H25NO
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]cyclohexanamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]cyclohexanamine —— C17H25NO
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]cyclohexanamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]prop-2-en-1-amine —— C13H17NO
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]prop-2-en-1-amine
    —— (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine
    —— (1R,2S)-2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C15H23NO
    (1R,2S)-2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— (R)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-(3-methylphenyl)methanamine —— C17H19NO
    (R)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-(3-methylphenyl)methanamine
    —— (4R)-4-hydroxy-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butanoic acid —— C13H16O4
    (4R)-4-hydroxy-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butanoic acid
    —— (1R,2R)-2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C15H23NO
    (1R,2R)-2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— (1R)-2,2,3,3,3-pentafluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C12H12F5NO
    (1R)-2,2,3,3,3-pentafluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (1S)-2,2,2-trifluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine —— C11H12F3NO
    (1S)-2,2,2-trifluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine
    —— 5,5-difluoro-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentanoic acid —— C14H16F2O3
    5,5-difluoro-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentanoic acid
    —— (1R)-2,2-dimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C14H21NO
    (1R)-2,2-dimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    (S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine
    —— (1S,2S)-2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C15H23NO
    (1S,2S)-2-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— (4S)-4-hydroxy-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butanoic acid —— C13H16O4
    (4S)-4-hydroxy-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butanoic acid
    —— (1S)-2,2,2-trifluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine —— C11H12F3NO
    (1S)-2,2,2-trifluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine
    —— 2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-oxoacetic acid —— C11H10O4
    2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-oxoacetic acid
    —— (1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C13H19NO
    (1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
    —— (1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine —— C13H19NO
    (1S)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-1-amine
    —— (1S)-2,2,3,3,3-pentafluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C12H12F5NO
    (1S)-2,2,3,3,3-pentafluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (4R)-4-hydroxy-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butanoic acid —— C13H16O4
    (4R)-4-hydroxy-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butanoic acid
    —— (1R)-2,2,2-trifluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine —— C11H12F3NO
    (1R)-2,2,2-trifluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine
    —— (1R)-2,2,3,3,3-pentafluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C12H12F5NO
    (1R)-2,2,3,3,3-pentafluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (1R)-2,2-dimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C14H21NO
    (1R)-2,2-dimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— 2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-one —— C13H16O2
    2-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-one
    —— 5,5-difluoro-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentanoic acid —— C14H16F2O3
    5,5-difluoro-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentanoic acid
    —— (R)-(2-chlorophenyl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C16H16ClNO
    (R)-(2-chlorophenyl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (S)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    (S)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine
    —— 2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-oxoacetic acid —— C11H10O4
    2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-2-oxoacetic acid
    —— (1S)-2,2-dimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C14H21NO
    (1S)-2,2-dimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-(3-methylphenyl)methanamine —— C17H19NO
    (S)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-(3-methylphenyl)methanamine
    —— (1R)-2,2,2-trifluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine —— C11H12F3NO
    (1R)-2,2,2-trifluoro-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine
    —— (1S)-2,2,3,3,3-pentafluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C12H12F5NO
    (1S)-2,2,3,3,3-pentafluoro-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (1S)-2,2-dimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C14H21NO
    (1S)-2,2-dimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (R)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    (R)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[(2S)-oxolan-2-yl]methanamine
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-4-ylmethanone —— C15H19NO2
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-4-ylmethanone
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-4-ylmethanone —— C15H19NO2
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-piperidin-4-ylmethanone
    —— (S)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-(3-methylphenyl)methanamine —— C17H19NO
    (S)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-(3-methylphenyl)methanamine
    —— (S)-(2-chlorophenyl)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C16H16ClNO
    (S)-(2-chlorophenyl)-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (3S)-3-[2-(hydroxymethyl)anilino]-2,3-dihydro-1-benzofuran-6-ol —— C15H15NO3
    (3S)-3-[2-(hydroxymethyl)anilino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[2-(hydroxymethyl)anilino]-2,3-dihydro-1-benzofuran-6-ol —— C15H15NO3
    (3R)-3-[2-(hydroxymethyl)anilino]-2,3-dihydro-1-benzofuran-6-ol