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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
    —— (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-phenylmethanol —— C17H18O2
    (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-phenylmethanol
    —— (S)-cyclobutyl-(2,2-dimethyl-3H-1-benzofuran-5-yl)methanamine —— C15H21NO
    (S)-cyclobutyl-(2,2-dimethyl-3H-1-benzofuran-5-yl)methanamine
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-2,2,2-trifluoro-N-methylethanamine —— C13H16F3NO
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-2,2,2-trifluoro-N-methylethanamine
    —— N-[(R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1S,2S)-2-methylcyclopropyl]methyl]ethanamine —— C17H25NO
    N-[(R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1S,2S)-2-methylcyclopropyl]methyl]ethanamine
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)hexan-1-amine —— C16H25NO
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)hexan-1-amine
    —— (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2S)-oxolan-2-yl]methanol —— C15H20O3
    (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2S)-oxolan-2-yl]methanol
    —— (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-phenylmethanamine —— C17H19NO
    (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-phenylmethanamine
    —— (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-(furan-3-yl)methanamine —— C15H17NO2
    (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-(furan-3-yl)methanamine
    —— (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-methylpentan-1-amine —— C16H25NO
    (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-methylpentan-1-amine
    —— (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-2-methylpropan-1-amine —— C14H21NO
    (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-2-methylpropan-1-amine
    —— (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-1-(furan-2-yl)-N-methylmethanamine —— C16H19NO2
    (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-1-(furan-2-yl)-N-methylmethanamine
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-3,3-dimethylbutan-1-amine —— C16H25NO
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-3,3-dimethylbutan-1-amine
    —— (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1R,2S)-2-methylcyclopropyl]methanone —— C15H18O2
    (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1R,2S)-2-methylcyclopropyl]methanone
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)pentan-1-amine —— C15H23NO
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)pentan-1-amine
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-1-(furan-2-yl)-N-methylmethanamine —— C16H19NO2
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-1-(furan-2-yl)-N-methylmethanamine
    —— (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-methylethanamine —— C13H19NO
    (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-methylethanamine
    —— (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2R)-oxan-2-yl]methanol —— C16H22O3
    (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2R)-oxan-2-yl]methanol
    —— (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1R,2R)-2-methylcyclopropyl]methanone —— C15H18O2
    (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1R,2R)-2-methylcyclopropyl]methanone
    —— (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1S,2R)-2-methylcyclopropyl]methanone —— C15H18O2
    (2,2-dimethyl-3H-1-benzofuran-5-yl)-[(1S,2R)-2-methylcyclopropyl]methanone
    —— 5-(Furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-pyridin-2-ylpyrrolidine-2,3-dione —— C23H18N2O5
    5-(Furan-2-yl)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-pyridin-2-ylpyrrolidine-2,3-dione
    —— 1-[2-(Dimethylamino)ethyl]-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C23H25N3O4
    1-[2-(Dimethylamino)ethyl]-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— 4-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]cyclohexane-1,4-diamine —— C16H24N2O
    4-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]cyclohexane-1,4-diamine
    —— N-butyl-N'-(2,2,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)urea —— C16H24N2O2
    N-butyl-N'-(2,2,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)urea
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methoxypropanoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[3-methoxypropanoyl(3-methylbutyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-ethoxyacetyl)-(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H34N2O6
    3-[(2-ethoxyacetyl)-(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-5-chloro-N-[[4-(difluoromethoxy)phenyl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16ClF2NO3
    (2R)-5-chloro-N-[[4-(difluoromethoxy)phenyl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[4-(difluoromethoxy)phenyl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16ClF2NO3
    (2S)-5-chloro-N-[[4-(difluoromethoxy)phenyl]methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[1-(2-pyridin-2-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H17ClN4O2
    (2R)-5-chloro-N-[1-(2-pyridin-2-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-5-benzyl-2,3-dihydro-1-benzofuran-3-amine —— C15H15NO
    (3S)-5-benzyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-benzyl-2,3-dihydro-1-benzofuran-3-amine —— C15H15NO
    (3R)-5-benzyl-2,3-dihydro-1-benzofuran-3-amine
    —— 5a-morpholin-4-ium-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol —— C16H22NO3+
    5a-morpholin-4-ium-4-yl-7,8,9,9a-tetrahydro-6H-dibenzofuran-2-ol
    —— 3-[2-(2,3-Dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]propanenitrile —— C14H14N2O2S
    3-[2-(2,3-Dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]propanenitrile
    —— 3-[benzyl(butanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O7
    3-[benzyl(butanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (1S)-1-(5-chlorothiophen-2-yl)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C15H16ClNOS
    (1S)-1-(5-chlorothiophen-2-yl)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (1R)-1-(5-chlorothiophen-2-yl)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C15H16ClNOS
    (1R)-1-(5-chlorothiophen-2-yl)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (1S)-1-(5-chlorothiophen-2-yl)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C15H16ClNOS
    (1S)-1-(5-chlorothiophen-2-yl)-N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— 3-[cyclohexylmethyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    3-[cyclohexylmethyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-4-one —— C14H17NO2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-4-one
    —— 3-[hept-6-enoyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O5
    3-[hept-6-enoyl-[(4-methylphenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyridine-2,5-diamine —— C14H15N3O
    2-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyridine-2,5-diamine
    —— (3R)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-ethylpyrrolidin-3-amine —— C15H22N2O
    (3R)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-ethylpyrrolidin-3-amine
    —— 5-amino-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrazole-4-carboxamide —— C13H14N4O2
    5-amino-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrazole-4-carboxamide
    —— 1-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methylbenzene-1,2-diamine —— C16H18N2O
    1-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-methylbenzene-1,2-diamine
    —— 5-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyridine-2,5-diamine —— C14H15N3O
    5-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyridine-2,5-diamine
    —— 4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-methyl-1H-1,2,4-triazole-5-thione —— C12H13N3OS
    4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-methyl-1H-1,2,4-triazole-5-thione
    —— 4-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]benzene-1,4-diamine —— C15H16N2O
    4-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]benzene-1,4-diamine
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-2-imine —— C14H18N2O
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-2-imine
    —— (4R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethyl-4,5-dihydro-1,3-thiazol-2-amine —— C14H18N2OS
    (4R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-ethyl-4,5-dihydro-1,3-thiazol-2-amine
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-2-imine —— C14H18N2O
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidin-2-imine
    —— 6-chloro-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrimidin-4-amine —— C13H12ClN3O
    6-chloro-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]pyrimidin-4-amine