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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)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-one —— C14H17NO2
    (2S)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-one
    —— N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine —— C14H15N3O
    N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine
    —— N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine —— C14H15N3O
    N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]pyrimidin-2-amine
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-oxopyridin-1-yl)acetamide —— C19H21N3O4
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-oxopyridin-1-yl)acetamide
    —— 1-(2-aminoethyl)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]triazole-4-carboxamide —— C15H19N5O2
    1-(2-aminoethyl)-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]triazole-4-carboxamide
    —— 1-(2-aminoethyl)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]triazole-4-carboxamide —— C15H19N5O2
    1-(2-aminoethyl)-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]triazole-4-carboxamide
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrazol-1-ylethanamine —— C13H15N3O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrazol-1-ylethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrazol-1-ylethanamine —— C13H15N3O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrazol-1-ylethanamine
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide —— C23H23N3O3S
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide —— C23H23N3O3S
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-phenyl-1,3-thiazol-2-yl)acetamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(2-methylpyridin-4-yl)-1,4-diazepan-1-yl]methanone —— C20H23N3O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(2-methylpyridin-4-yl)-1,4-diazepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(2-methylpyridin-4-yl)-1,4-diazepan-1-yl]methanone —— C20H23N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(2-methylpyridin-4-yl)-1,4-diazepan-1-yl]methanone
    —— 2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]acetic acid —— C12H14O4
    2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]acetic acid
    —— 2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]acetic acid —— C12H14O4
    2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]acetic acid
    —— 3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)-N-methylpropan-1-amine —— C13H19NO2
    3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)-N-methylpropan-1-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N,N-dimethylacetamide —— C12H15NO3
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N,N-dimethylacetamide
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N,N-dimethylacetamide —— C12H15NO3
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N,N-dimethylacetamide
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine —— C13H17NO2
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine
    —— (2S,3S)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine —— C13H17NO2
    (2S,3S)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine —— C13H17NO2
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine
    —— (2S,3R)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine —— C13H17NO2
    (2S,3R)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine
    —— (2R,3R)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine —— C13H17NO2
    (2R,3R)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine
    —— (2R,3S)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine —— C13H17NO2
    (2R,3S)-2-(2,3-dihydro-1-benzofuran-5-yl)-3-methylmorpholine
    —— 3-(3,5-dimethylpyrazol-1-yl)-4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-1,2,4-triazole-5-thione —— C19H22N6O2S
    3-(3,5-dimethylpyrazol-1-yl)-4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-1,2,4-triazole-5-thione
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)piperidin-1-amine —— C13H18N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)piperidin-1-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)piperidin-1-amine —— C13H18N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)piperidin-1-amine
    —— (1S,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine —— C14H19NO
    (1S,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidine —— C14H19NO
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidine —— C14H19NO
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidine
    —— (1S,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine —— C14H19NO
    (1S,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine
    —— (1R,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine —— C14H19NO
    (1R,3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine
    —— (1R,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine —— C14H19NO
    (1R,3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-amine
    —— (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-one —— C14H16O2
    (3S)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-one
    —— (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-one —— C14H16O2
    (3R)-3-(2,3-dihydro-1-benzofuran-5-yl)cyclohexan-1-one
    —— (2R)-2-chloro-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid —— C10H9ClO3
    (2R)-2-chloro-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid
    —— (2S)-2-chloro-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid —— C10H9ClO3
    (2S)-2-chloro-2-(2,3-dihydro-1-benzofuran-5-yl)acetic acid
    —— N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C18H24N2O3
    N-[(2S)-2-cyano-3-methylbutan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C16H21NO5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
    —— ethyl N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]carbamate —— C15H19NO5
    ethyl N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]carbamate
    —— N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C18H24N2O3
    N-[(2R)-2-cyano-3-methylbutan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-(tert-butyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C16H23NO3
    N-(tert-butyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— (1R,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)propan-1-ol —— C12H17NO2
    (1R,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)propan-1-ol
    —— 2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]ethanamine —— C12H17NO2
    2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethoxy]ethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-methoxypropan-2-amine —— C12H17NO2
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-methoxypropan-2-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-methoxypropan-2-amine —— C12H17NO2
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-methoxypropan-2-amine
    —— 2-(2,3-dihydro-1-benzofuran-5-ylmethoxy)-N-methylethanamine —— C12H17NO2
    2-(2,3-dihydro-1-benzofuran-5-ylmethoxy)-N-methylethanamine
    —— 3-[(2,3-Dihydro-1-benzofuran-5-yl)methoxy]propan-1-amine —— C12H17NO2
    3-[(2,3-Dihydro-1-benzofuran-5-yl)methoxy]propan-1-amine
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N-methylacetamide —— C11H13NO3
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxy-N-methylacetamide
    —— (1S,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)propan-1-ol —— C12H17NO2
    (1S,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)propan-1-ol
    —— (1R,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)propan-1-ol —— C12H17NO2
    (1R,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)propan-1-ol