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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
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-3-hydroxypyrrolidin-1-yl]ethanone —— C14H17NO3
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3S)-3-hydroxypyrrolidin-1-yl]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-3-hydroxypyrrolidin-1-yl]ethanone —— C14H17NO3
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[(3R)-3-hydroxypyrrolidin-1-yl]ethanone
    —— [(2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone —— C15H19NO3
    [(2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone —— C15H19NO3
    [(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2S,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone —— C15H19NO3
    [(2S,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone —— C15H19NO3
    [(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-hydroxypyrrolidin-1-yl]methanone —— C13H15NO3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-hydroxypyrrolidin-1-yl]methanone —— C13H15NO3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3R)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone —— C13H15NO3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone —— C13H15NO3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(3S)-3-hydroxypyrrolidin-1-yl]methanone
    —— (2R)-N-(6-aminopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H13N3O2
    (2R)-N-(6-aminopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-3-[(1-propan-2-ylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H17N3O2
    (3S)-3-[(1-propan-2-ylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[(1-propan-2-ylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H17N3O2
    (3R)-3-[(1-propan-2-ylpyrazol-4-yl)amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (2S)-N-(6-aminopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H13N3O2
    (2S)-N-(6-aminopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-[(R)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19ClO2
    (2S)-5-[(R)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(S)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19BrO2
    (2R)-5-[(S)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(R)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19BrO2
    (2R)-5-[(R)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(S)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19ClO2
    (2S)-5-[(S)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— 5-[(S)-chloro(oxan-4-yl)methyl]-2,2-dimethyl-3H-1-benzofuran —— C16H21ClO2
    5-[(S)-chloro(oxan-4-yl)methyl]-2,2-dimethyl-3H-1-benzofuran
    —— (2S)-5-[(S)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19BrO2
    (2S)-5-[(S)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— 5-[(R)-chloro(oxan-4-yl)methyl]-2,2-dimethyl-3H-1-benzofuran —— C16H21ClO2
    5-[(R)-chloro(oxan-4-yl)methyl]-2,2-dimethyl-3H-1-benzofuran
    —— (2S)-5-[(R)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19BrO2
    (2S)-5-[(R)-bromo(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(R)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19ClO2
    (2R)-5-[(R)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(S)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C15H19ClO2
    (2R)-5-[(S)-chloro(oxan-4-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-(oxan-4-yl)methanamine —— C16H23NO2
    (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-(oxan-4-yl)methanamine
    —— N-[(R)-2,3-dihydro-1-benzofuran-5-yl(oxan-4-yl)methyl]ethanamine —— C16H23NO2
    N-[(R)-2,3-dihydro-1-benzofuran-5-yl(oxan-4-yl)methyl]ethanamine
    —— (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine —— C16H23NO2
    (1S)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine
    —— (1R)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine —— C16H23NO2
    (1R)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine
    —— (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-(oxan-4-yl)methanamine —— C16H23NO2
    (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-(oxan-4-yl)methanamine
    —— N-[(S)-2,3-dihydro-1-benzofuran-5-yl(oxan-4-yl)methyl]ethanamine —— C16H23NO2
    N-[(S)-2,3-dihydro-1-benzofuran-5-yl(oxan-4-yl)methyl]ethanamine
    —— (1R)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine —— C16H23NO2
    (1R)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine
    —— (1S)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine —— C16H23NO2
    (1S)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1-(oxan-4-yl)methanamine
    —— N-[[(3R,8aS)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C18H24N2O3
    N-[[(3R,8aS)-3,4,6,7,8,8a-hexahydro-1H-pyrrolo[2,1-c][1,4]oxazin-3-yl]methyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— (2R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-imidazol-1-ylpropanamide —— C21H21N3O2
    (2R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-imidazol-1-ylpropanamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[6-(2-methoxyethoxy)pyridin-3-yl]urea —— C18H21N3O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[6-(2-methoxyethoxy)pyridin-3-yl]urea
    —— (1R)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-N-methylpropan-1-amine —— C14H17N3O2
    (1R)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-N-methylpropan-1-amine
    —— (1S)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-N-methylpropan-1-amine —— C14H17N3O2
    (1S)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]-N-methylpropan-1-amine
    —— (1S)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]propan-1-amine —— C13H15N3O2
    (1S)-1-[5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazol-2-yl]propan-1-amine
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3R)-oxolan-3-yl]methyl]urea —— C18H26N2O4
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3R)-oxolan-3-yl]methyl]urea
    —— (2S)-N-propyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H22N2O2
    (2S)-N-propyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-[(2R)-oxolan-2-yl]acetamide —— C21H23NO3
    N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-[(2R)-oxolan-2-yl]acetamide
    —— (2R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-1,4-dioxane-2-carboxamide —— C20H21NO4
    (2R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-1,4-dioxane-2-carboxamide
    —— (2S)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-pyrazol-1-ylpropanamide —— C21H21N3O2
    (2S)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]-2-pyrazol-1-ylpropanamide
    —— 2-[(1R)-cyclopent-2-en-1-yl]-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]acetamide —— C22H23NO2
    2-[(1R)-cyclopent-2-en-1-yl]-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]acetamide
    —— (3R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]oxolane-3-carboxamide —— C20H21NO3
    (3R)-N-[[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]methyl]oxolane-3-carboxamide
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-piperidin-1-ylsulfonylfuran-2-carboxamide —— C20H24N2O5S
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-piperidin-1-ylsulfonylfuran-2-carboxamide
    —— 1-tert-butyl-5-cyclopropyl-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrazole-3-carboxamide —— C21H27N3O2
    1-tert-butyl-5-cyclopropyl-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrazole-3-carboxamide
    —— 1-benzyl-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-6-oxo-4,5-dihydropyridazine-3-carboxamide —— C22H23N3O3
    1-benzyl-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-6-oxo-4,5-dihydropyridazine-3-carboxamide
    —— (3S)-3-(4-fluoro-3-methylanilino)-2,3-dihydro-1-benzofuran-6-ol —— C15H14FNO2
    (3S)-3-(4-fluoro-3-methylanilino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-(4-fluoro-3-methylanilino)-2,3-dihydro-1-benzofuran-6-ol —— C15H14FNO2
    (3R)-3-(4-fluoro-3-methylanilino)-2,3-dihydro-1-benzofuran-6-ol