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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-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-3-hydroxypiperidine-1-carboxamide —— C14H17ClN2O3
    (3R)-N-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-3-hydroxypiperidine-1-carboxamide
    —— 1-(1-cyanocyclopropyl)-N-[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide —— C16H20N2O3S
    1-(1-cyanocyclopropyl)-N-[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide
    —— 1-(1-cyanocyclopropyl)-N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide —— C16H20N2O3S
    1-(1-cyanocyclopropyl)-N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide
    —— 1-(1-cyanocyclopropyl)-N-[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide —— C16H20N2O3S
    1-(1-cyanocyclopropyl)-N-[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide
    —— 1-(1-cyanocyclopropyl)-N-[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide —— C16H20N2O3S
    1-(1-cyanocyclopropyl)-N-[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N-methylmethanesulfonamide
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-[(1S)-1-ethoxyethyl]imidazole —— C17H22N2O2
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-[(1S)-1-ethoxyethyl]imidazole
    —— (2R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(R)-methylsulfinyl]propan-1-amine —— C13H18BrNO2S
    (2R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(R)-methylsulfinyl]propan-1-amine
    —— (2S,4S)-5-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-4-methylpentan-2-ol —— C15H22BrNO2
    (2S,4S)-5-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-4-methylpentan-2-ol
    —— (3R)-3-[[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]methyl]thiolan-3-ol —— C14H18BrNO2S
    (3R)-3-[[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]methyl]thiolan-3-ol
    —— (2R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-1-(1,2,4-triazol-1-yl)propan-2-amine —— C14H17BrN4O
    (2R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-1-(1,2,4-triazol-1-yl)propan-2-amine
    —— (3S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(R)-methylsulfinyl]butan-1-amine —— C14H20BrNO2S
    (3S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(R)-methylsulfinyl]butan-1-amine
    —— (2S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(R)-methylsulfinyl]propan-1-amine —— C13H18BrNO2S
    (2S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(R)-methylsulfinyl]propan-1-amine
    —— (5S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C16H18BrN3O
    (5S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
    —— (3S)-3-[[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]methyl]thiolan-3-ol —— C14H18BrNO2S
    (3S)-3-[[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]methyl]thiolan-3-ol
    —— (2S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-1-(1,2,4-triazol-1-yl)propan-2-amine —— C14H17BrN4O
    (2S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-1-(1,2,4-triazol-1-yl)propan-2-amine
    —— (5R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-4,5,6,7-tetrahydro-1H-indazol-5-amine —— C16H18BrN3O
    (5R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-4,5,6,7-tetrahydro-1H-indazol-5-amine
    —— (2R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(S)-methylsulfinyl]propan-1-amine —— C13H18BrNO2S
    (2R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(S)-methylsulfinyl]propan-1-amine
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-[(1R)-1-ethoxyethyl]imidazole —— C17H22N2O2
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-2-[(1R)-1-ethoxyethyl]imidazole
    —— (2R,4R)-5-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-4-methylpentan-2-ol —— C15H22BrNO2
    (2R,4R)-5-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-4-methylpentan-2-ol
    —— (3S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(S)-methylsulfinyl]butan-1-amine —— C14H20BrNO2S
    (3S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(S)-methylsulfinyl]butan-1-amine
    —— (3R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(S)-methylsulfinyl]butan-1-amine —— C14H20BrNO2S
    (3R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(S)-methylsulfinyl]butan-1-amine
    —— (3R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(R)-methylsulfinyl]butan-1-amine —— C14H20BrNO2S
    (3R)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(R)-methylsulfinyl]butan-1-amine
    —— (2R)-1-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-3-(dimethylamino)-2-methylpropan-2-ol —— C15H23BrN2O2
    (2R)-1-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-3-(dimethylamino)-2-methylpropan-2-ol
    —— (2S)-1-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-3-(dimethylamino)-2-methylpropan-2-ol —— C15H23BrN2O2
    (2S)-1-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-3-(dimethylamino)-2-methylpropan-2-ol
    —— (2S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(S)-methylsulfinyl]propan-1-amine —— C13H18BrNO2S
    (2S)-N-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methyl]-2-[(S)-methylsulfinyl]propan-1-amine
    —— (1R)-2-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-1-(furan-2-yl)ethanol —— C15H16BrNO3
    (1R)-2-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-1-(furan-2-yl)ethanol
    —— (1S)-2-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-1-(furan-2-yl)ethanol —— C15H16BrNO3
    (1S)-2-[(5-bromo-2,3-dihydro-1-benzofuran-7-yl)methylamino]-1-(furan-2-yl)ethanol
    —— 1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(5-methyl-1H-pyrazol-4-yl)methyl]methanamine —— C17H23N3O2
    1-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(5-methyl-1H-pyrazol-4-yl)methyl]methanamine
    —— 1-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(5-methyl-1H-pyrazol-4-yl)methyl]methanamine —— C17H23N3O2
    1-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-N-[(5-methyl-1H-pyrazol-4-yl)methyl]methanamine
    —— 2-(3-cyano-1,2,4-triazol-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C17H19N5O3
    2-(3-cyano-1,2,4-triazol-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-(3-cyano-1,2,4-triazol-1-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C17H19N5O3
    2-(3-cyano-1,2,4-triazol-1-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 4-methoxy-2,2-dimethyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]butanamide —— C16H23NO3
    4-methoxy-2,2-dimethyl-N-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]butanamide
    —— (2S)-N-[2-[(4-fluorophenyl)methyl]pyrazol-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H18FN3O3S
    (2S)-N-[2-[(4-fluorophenyl)methyl]pyrazol-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 4-methoxy-2,2-dimethyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]butanamide —— C16H23NO3
    4-methoxy-2,2-dimethyl-N-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]butanamide
    —— 3-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-4-amine —— C19H25N3O2
    3-[[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-4-amine
    —— 3-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-4-amine —— C19H25N3O2
    3-[[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methyl]-N,N-dimethylpyridin-4-amine
    —— (3S)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-hydroxypiperidine-1-carboxamide —— C15H19ClN2O3
    (3S)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-hydroxypiperidine-1-carboxamide
    —— (3R)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-(ethoxymethyl)pyrrolidine-1-carboxamide —— C17H23ClN2O3
    (3R)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-(ethoxymethyl)pyrrolidine-1-carboxamide
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(3S)-3-hydroxypentyl]urea —— C15H21ClN2O3
    1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(3S)-3-hydroxypentyl]urea
    —— (3R)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-hydroxypiperidine-1-carboxamide —— C15H19ClN2O3
    (3R)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-hydroxypiperidine-1-carboxamide
    —— (3R)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-(hydroxymethyl)piperidine-1-carboxamide —— C16H21ClN2O3
    (3R)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-(hydroxymethyl)piperidine-1-carboxamide
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(2R)-1-hydroxybutan-2-yl]urea —— C14H19ClN2O3
    1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(2R)-1-hydroxybutan-2-yl]urea
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(3R)-3-hydroxypentyl]urea —— C15H21ClN2O3
    1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(3R)-3-hydroxypentyl]urea
    —— 1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(2S)-1-hydroxybutan-2-yl]urea —— C14H19ClN2O3
    1-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-[(2S)-1-hydroxybutan-2-yl]urea
    —— (3S)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-(hydroxymethyl)piperidine-1-carboxamide —— C16H21ClN2O3
    (3S)-N-[(5-chloro-2,3-dihydro-1-benzofuran-7-yl)methyl]-3-(hydroxymethyl)piperidine-1-carboxamide
    —— 5-amino-N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methylpyrazole-4-carboxamide —— C18H24N4O2
    5-amino-N-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methylpyrazole-4-carboxamide
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methyl-1-pyridin-2-ylethanamine —— C17H20N2O
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methyl-1-pyridin-2-ylethanamine
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methyl-1-pyridin-2-ylethanamine —— C17H20N2O
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methyl-1-pyridin-2-ylethanamine
    —— (1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-N-[[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]methyl]ethanamine —— C17H17N3O3
    (1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-N-[[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]methyl]ethanamine
    —— (1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-N-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl]ethanamine —— C17H17N3O2S
    (1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-N-[(5-thiophen-2-yl-1,3,4-oxadiazol-2-yl)methyl]ethanamine