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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
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-phenylfuran-2-carboxamide —— C19H15NO3
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-phenylfuran-2-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(thiophene-2-carbonyl)piperazin-1-yl]methanone —— C18H18N2O3S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(thiophene-2-carbonyl)piperazin-1-yl]methanone
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-phenylfuran-2-carboxamide —— C19H15NO3
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-phenylfuran-2-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]urea —— C18H21N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]urea
    —— (2R)-N-[2-oxo-5-(trifluoromethyl)-1H-pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H11F3N2O3
    (2R)-N-[2-oxo-5-(trifluoromethyl)-1H-pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-oxo-5-(trifluoromethyl)-1H-pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H11F3N2O3
    (2S)-N-[2-oxo-5-(trifluoromethyl)-1H-pyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]urea —— C18H21N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(4,6-dimethyl-2-oxo-1H-pyridin-3-yl)methyl]urea
    —— N-(furan-2-ylmethyl)-2-[[(3S)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]acetamide —— C15H15NO5
    N-(furan-2-ylmethyl)-2-[[(3S)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]acetamide
    —— 2-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N-[(2-methoxyphenyl)methyl]acetamide —— C18H19NO5
    2-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N-[(2-methoxyphenyl)methyl]acetamide
    —— 1-cyclopropyl-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(2-fluorophenyl)ethyl]urea —— C21H23FN2O2
    1-cyclopropyl-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(2-fluorophenyl)ethyl]urea
    —— 2-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N-[(4-methylphenyl)methyl]acetamide —— C18H19NO4
    2-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N-[(4-methylphenyl)methyl]acetamide
    —— 1-cyclopropyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1S)-1-(2-fluorophenyl)ethyl]urea —— C21H23FN2O2
    1-cyclopropyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1S)-1-(2-fluorophenyl)ethyl]urea
    —— 2-[[(3S)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N-[(4-methylphenyl)methyl]acetamide —— C18H19NO4
    2-[[(3S)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N-[(4-methylphenyl)methyl]acetamide
    —— 1-cyclopropyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(2-fluorophenyl)ethyl]urea —— C21H23FN2O2
    1-cyclopropyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(1R)-1-(2-fluorophenyl)ethyl]urea
    —— (2S)-7-chloro-N-[(2R)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20ClN3O3S
    (2S)-7-chloro-N-[(2R)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[(2S)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20ClN3O3S
    (2S)-7-chloro-N-[(2S)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(2R)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20ClN3O3S
    (2R)-7-chloro-N-[(2R)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(2S)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20ClN3O3S
    (2R)-7-chloro-N-[(2S)-3-imidazol-1-yl-2-methylpropyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (3S)-N-(4-bromo-5-ethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14BrN3O2
    (3S)-N-(4-bromo-5-ethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C13H14N4O3
    (3S)-N-[2-(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[2-(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C13H14N4O3
    (3R)-N-[2-(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C12H12N4O3
    (3R)-N-[(5-oxo-1,4-dihydro-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-(4-bromo-5-ethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C14H14BrN3O2
    (3R)-N-(4-bromo-5-ethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 6-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethylamino]pyridazine-3-carboxamide —— C17H20N4O3
    6-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethylamino]pyridazine-3-carboxamide
    —— (3R)-N-(3-phenyl-1,2-thiazol-5-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H14N2O2S
    (3R)-N-(3-phenyl-1,2-thiazol-5-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-(3-phenyl-1,2-thiazol-5-yl)-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H14N2O2S
    (3S)-N-(3-phenyl-1,2-thiazol-5-yl)-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-6,7-dimethoxy-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO3
    (3S)-6,7-dimethoxy-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-6,7-dimethoxy-2,3-dihydro-1-benzofuran-3-amine —— C10H13NO3
    (3R)-6,7-dimethoxy-2,3-dihydro-1-benzofuran-3-amine
    —— 3-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-(oxan-4-yl)urea —— C20H30N2O3
    3-[(1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-(oxan-4-yl)urea
    —— 3-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-(oxan-4-yl)urea —— C20H30N2O3
    3-[(1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)propyl]-1-methyl-1-(oxan-4-yl)urea
    —— (2R)-5,6-dimethyl-N-(4-methyl-1,2,5-oxadiazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H15N3O3
    (2R)-5,6-dimethyl-N-(4-methyl-1,2,5-oxadiazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H23N3O2
    (2S)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H23N3O2
    (2R)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]acetamide —— C16H19N3O4
    N-[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]acetamide
    —— N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]acetamide —— C16H19N3O4
    N-[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]-2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]acetamide
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[4-(2-propan-2-yloxyethyl)piperazin-1-yl]methanone —— C18H26N2O3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[4-(2-propan-2-yloxyethyl)piperazin-1-yl]methanone
    —— 2-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethanamine —— C10H13NO
    2-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethanamine
    —— 2-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethanamine —— C10H13NO
    2-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethanamine
    —— (2R)-N-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2S2
    (2R)-N-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[[1-[2-(dimethylamino)ethyl]piperidin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H29N3O2
    (2R)-N-[[1-[2-(dimethylamino)ethyl]piperidin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[[1-[2-(dimethylamino)ethyl]piperidin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H29N3O2
    (2S)-N-[[1-[2-(dimethylamino)ethyl]piperidin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16N2O2S2
    (2S)-N-[3-(1,3-thiazol-2-ylsulfanyl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methyl-1,2,4-oxadiazol-5-yl)propanamide —— C15H17N3O3
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methyl-1,2,4-oxadiazol-5-yl)propanamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methyl-1,2,4-oxadiazol-5-yl)propanamide —— C15H17N3O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methyl-1,2,4-oxadiazol-5-yl)propanamide
    —— (2S)-6-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C12H14O3
    (2S)-6-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— (5Z)-2-(2,6-dimethylphenyl)imino-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-1,3-thiazolidin-4-one —— C23H24N2O3S
    (5Z)-2-(2,6-dimethylphenyl)imino-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-1,3-thiazolidin-4-one
    —— N-(1-cyanocyclopentyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C18H22N2O3
    N-(1-cyanocyclopentyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[[2-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H19F2NO3
    N-[[2-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[2-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H19F2NO3
    N-[[2-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(4-ethoxy-3-methoxyphenyl)methyl]methanamine —— C19H23NO3
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(4-ethoxy-3-methoxyphenyl)methyl]methanamine