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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)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(3-methylfuran-2-yl)methanamine —— C16H19NO2
    (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(3-methylfuran-2-yl)methanamine
    —— (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine —— C12H17NO
    (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine
    —— (1S)-1-cyclobutyl-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C15H21NO
    (1S)-1-cyclobutyl-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (1S)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-thiophen-2-ylmethanamine —— C15H17NOS
    (1S)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-thiophen-2-ylmethanamine
    —— (1R)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine —— C13H19NO
    (1R)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propan-1-amine
    —— (1R)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine —— C12H17NO
    (1R)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanamine
    —— (1S)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]hexan-1-amine —— C16H25NO
    (1S)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]hexan-1-amine
    —— (1R,2R)-N,2-dimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C16H25NO
    (1R,2R)-N,2-dimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— (1R)-1-(furan-2-yl)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C15H17NO2
    (1R)-1-(furan-2-yl)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (1R)-1-cyclohexyl-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C17H25NO
    (1R)-1-cyclohexyl-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-thiophen-2-ylmethanamine —— C15H17NOS
    (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-thiophen-2-ylmethanamine
    —— (1R)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]hexan-1-amine —— C16H25NO
    (1R)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]hexan-1-amine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-2-(1H-imidazol-2-yl)-N-methylethanamine —— C14H17N3O
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-2-(1H-imidazol-2-yl)-N-methylethanamine
    —— (1S)-1-(5-chlorothiophen-2-yl)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine —— C14H14ClNOS
    (1S)-1-(5-chlorothiophen-2-yl)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-(2,5-dimethylthiophen-3-yl)-N-methylmethanamine —— C16H19NOS
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-(2,5-dimethylthiophen-3-yl)-N-methylmethanamine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-thiophen-2-ylmethanamine —— C14H15NOS
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-thiophen-2-ylmethanamine
    —— (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-thiophen-2-ylmethanamine —— C14H15NOS
    (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-thiophen-2-ylmethanamine
    —— (1S)-1-(2-chlorophenyl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine —— C16H16ClNO
    (1S)-1-(2-chlorophenyl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(2S)-oxolan-2-yl]methanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2,2,3,3,3-pentafluoro-N-methylpropan-1-amine —— C12H12F5NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2,2,3,3,3-pentafluoro-N-methylpropan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylhexan-1-amine —— C15H23NO
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylhexan-1-amine
    —— (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine —— C17H19NO
    (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine
    —— (1S)-1-cyclopentyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine —— C15H21NO
    (1S)-1-cyclopentyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine
    —— (1S,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpentan-1-amine —— C15H23NO
    (1S,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpentan-1-amine
    —— (1R,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-ethyl-N-methylhexan-1-amine —— C17H27NO
    (1R,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-ethyl-N-methylhexan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(5-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(5-methylthiophen-2-yl)methanamine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine —— C17H19NO
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine —— C16H17NO
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylthiophen-2-yl)methanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(2S)-oxolan-2-yl]methanamine —— C14H19NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-[(2S)-oxolan-2-yl]methanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(2-methylfuran-3-yl)methanamine —— C15H17NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(2-methylfuran-3-yl)methanamine
    —— (2R)-2-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C22H30O5
    (2R)-2-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— (2R)-2-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C22H30O5
    (2R)-2-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-(pyridin-2-ylmethylamino)propan-2-ol —— C19H24N2O3
    (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-(pyridin-2-ylmethylamino)propan-2-ol
    —— (R)-(2,5-dimethylfuran-3-yl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C16H19NO2
    (R)-(2,5-dimethylfuran-3-yl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (S)-furan-3-yl-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H15NO2
    (S)-furan-3-yl-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-(5-methylfuran-2-yl)methanamine —— C14H15NO2
    (S)-2,3-dihydro-1-benzofuran-5-yl-(5-methylfuran-2-yl)methanamine
    —— (R)-2,3-dihydro-1-benzofuran-5-yl-(3-methylthiophen-2-yl)methanamine —— C14H15NOS
    (R)-2,3-dihydro-1-benzofuran-5-yl-(3-methylthiophen-2-yl)methanamine
    —— (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-thiophen-3-ylmethanamine —— C14H15NOS
    (R)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-thiophen-3-ylmethanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-(3-methylthiophen-2-yl)methanamine —— C14H15NOS
    (S)-2,3-dihydro-1-benzofuran-5-yl-(3-methylthiophen-2-yl)methanamine
    —— (S)-furan-2-yl-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H15NO2
    (S)-furan-2-yl-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (2,5-dimethylfuran-3-yl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanone —— C16H16O3
    (2,5-dimethylfuran-3-yl)-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanone
    —— furan-2-yl-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanone —— C14H12O3
    furan-2-yl-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanone
    —— (3R)-3-(5-chloro-2-fluoroanilino)-2,3-dihydro-1-benzofuran-6-ol —— C14H11ClFNO2
    (3R)-3-(5-chloro-2-fluoroanilino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2S)-5-chloro-N-(1H-pyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H10ClN3O2
    (2S)-5-chloro-N-(1H-pyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2R)-1-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H14ClNO3
    (2R)-5-chloro-N-[(2R)-1-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2R)-1-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H14ClNO3
    (2S)-5-chloro-N-[(2R)-1-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2S)-1-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H14ClNO3
    (2R)-5-chloro-N-[(2S)-1-hydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(2R)-1-hydroxybutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C13H17NO3
    N-[(2R)-1-hydroxybutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-5-chloro-N-[(2R)-1-hydroxybutan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H16ClNO3
    (2S)-5-chloro-N-[(2R)-1-hydroxybutan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide