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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
    —— 2,3-dihydro-1-benzofuran-5-yl-[(2R,3S)-2,3-dimethylthiomorpholin-4-yl]methanone —— C15H19NO2S
    2,3-dihydro-1-benzofuran-5-yl-[(2R,3S)-2,3-dimethylthiomorpholin-4-yl]methanone
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— 2,3-dihydro-1-benzofuran-5-yl-[(2S,3S)-2,3-dimethylthiomorpholin-4-yl]methanone —— C15H19NO2S
    2,3-dihydro-1-benzofuran-5-yl-[(2S,3S)-2,3-dimethylthiomorpholin-4-yl]methanone
    —— 2,3-dihydro-1-benzofuran-5-yl-[(2R,3R)-2,3-dimethylthiomorpholin-4-yl]methanone —— C15H19NO2S
    2,3-dihydro-1-benzofuran-5-yl-[(2R,3R)-2,3-dimethylthiomorpholin-4-yl]methanone
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2S,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2S,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2R,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2R,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2R,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2R,3R)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2S,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine —— C20H27N3O2
    N-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1-[(2S,3S)-2-(1-methylpyrazol-4-yl)oxolan-3-yl]methanamine
    —— 5-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-methoxyethyl]-1,2,4-oxadiazole —— C13H14N2O3
    5-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-methoxyethyl]-1,2,4-oxadiazole
    —— 5-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-methoxyethyl]-1,2,4-oxadiazole —— C13H14N2O3
    5-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-methoxyethyl]-1,2,4-oxadiazole
    —— 5-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-methoxyethyl]-1,2,4-oxadiazole —— C13H14N2O3
    5-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-methoxyethyl]-1,2,4-oxadiazole
    —— 5-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-methoxyethyl]-1,2,4-oxadiazole —— C13H14N2O3
    5-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R)-1-methoxyethyl]-1,2,4-oxadiazole
    —— 1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1R)-1-phenylethyl]thiourea —— C19H22N2OS
    1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1R)-1-phenylethyl]thiourea
    —— 1-cyclohexyl-3-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]thiourea —— C17H24N2OS
    1-cyclohexyl-3-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]thiourea
    —— 1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1R)-1-phenylethyl]thiourea —— C19H22N2OS
    1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1R)-1-phenylethyl]thiourea
    —— 1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S)-1-phenylethyl]thiourea —— C19H22N2OS
    1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(1S)-1-phenylethyl]thiourea
    —— 1-benzyl-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-6-oxo-4,5-dihydropyridazine-3-carboxamide —— C22H23N3O3
    1-benzyl-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-6-oxo-4,5-dihydropyridazine-3-carboxamide
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-nitroimidazo[2,1-b][1,3]thiazol-6-amine —— C15H14N4O3S
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-nitroimidazo[2,1-b][1,3]thiazol-6-amine
    —— 1-[(5-chlorothiophen-2-yl)methyl]-3-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]urea —— C16H17ClN2O2S
    1-[(5-chlorothiophen-2-yl)methyl]-3-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]urea
    —— 1-tert-butyl-5-cyclopropyl-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrazole-3-carboxamide —— C21H27N3O2
    1-tert-butyl-5-cyclopropyl-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrazole-3-carboxamide
    —— 4-chloro-5-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]-2-phenylpyridazin-3-one —— C20H18ClN3O2
    4-chloro-5-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]-2-phenylpyridazin-3-one
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-piperidin-1-ylsulfonylfuran-2-carboxamide —— C20H24N2O5S
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-piperidin-1-ylsulfonylfuran-2-carboxamide
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S)-1-(furan-2-yl)propan-2-yl]urea —— C16H18N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S)-1-(furan-2-yl)propan-2-yl]urea
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R)-1-(furan-2-yl)propan-2-yl]urea —— C16H18N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R)-1-(furan-2-yl)propan-2-yl]urea
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S)-1-(furan-2-yl)propan-2-yl]urea —— C16H18N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2S)-1-(furan-2-yl)propan-2-yl]urea
    —— [5-[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-methylpentyl] (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C24H26O6
    [5-[(3R)-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-methylpentyl] (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— [5-[(3S)-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-methylpentyl] (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C24H26O6
    [5-[(3S)-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-methylpentyl] (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— [5-[(3S)-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-methylpentyl] (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C24H26O6
    [5-[(3S)-2,3-dihydro-1-benzofuran-3-carbonyl]oxy-3-methylpentyl] (3S)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-propan-2-ylpyrazol-3-yl)urea —— C15H18N4O2
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-propan-2-ylpyrazol-3-yl)urea
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]piperidine-1-sulfonamide —— C13H18N2O3S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]piperidine-1-sulfonamide
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C18H18N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C18H18N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— N,N'-bis[(3R)-2,3-dihydro-1-benzofuran-3-yl]pentanediamide —— C21H22N2O4
    N,N'-bis[(3R)-2,3-dihydro-1-benzofuran-3-yl]pentanediamide
    —— (5R)-3-(5-chlorothiophen-2-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,2-oxazole-5-carboxamide —— C17H15ClN2O3S
    (5R)-3-(5-chlorothiophen-2-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,2-oxazole-5-carboxamide
    —— 5-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(3R)-oxolan-3-yl]-1,2,4-oxadiazole —— C14H14N2O3
    5-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(3R)-oxolan-3-yl]-1,2,4-oxadiazole
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]propanamide —— C17H15N3O4
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]propanamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[4-(2,2,2-trifluoroethoxymethyl)phenyl]methyl]urea —— C19H19F3N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[4-(2,2,2-trifluoroethoxymethyl)phenyl]methyl]urea
    —— [(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3S)-2,3-dihydro-1-benzofuran-3-yl]methanone —— C18H19N3O3
    [(2S)-2-(5-cyclopropyl-1,2,4-oxadiazol-3-yl)pyrrolidin-1-yl]-[(3S)-2,3-dihydro-1-benzofuran-3-yl]methanone
    —— [2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-2-oxoethyl] (1R,2S)-2-(2-fluorophenyl)cyclopropane-1-carboxylate —— C21H20FNO4
    [2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-2-oxoethyl] (1R,2S)-2-(2-fluorophenyl)cyclopropane-1-carboxylate
    —— (2R)-N-[3-(cyclopropylcarbamoyl)-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H20N2O3S
    (2R)-N-[3-(cyclopropylcarbamoyl)-5,6-dihydro-4H-cyclopenta[b]thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (5S)-3-(5-chlorothiophen-2-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,2-oxazole-5-carboxamide —— C17H15ClN2O3S
    (5S)-3-(5-chlorothiophen-2-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,2-oxazole-5-carboxamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C18H18N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 4-chloro-2-(2,4-difluorophenyl)-5-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pyridazin-3-one —— C19H14ClF2N3O2
    4-chloro-2-(2,4-difluorophenyl)-5-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pyridazin-3-one