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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-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(4-phenyl-1,3-thiazol-2-yl)acetamide —— C21H20N2O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(4-phenyl-1,3-thiazol-2-yl)acetamide
    —— N-(1-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C22H29NO3
    N-(1-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(3-methylbutylsulfanyl)acetamide —— C18H27NO3S
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(3-methylbutylsulfanyl)acetamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(3-methylbutylsulfanyl)acetamide —— C18H27NO3S
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(3-methylbutylsulfanyl)acetamide
    —— (2R)-N-[2-[4-[2-(cyclopropylamino)-2-oxoethoxy]phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24N2O4
    (2R)-N-[2-[4-[2-(cyclopropylamino)-2-oxoethoxy]phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-[4-[2-(cyclopropylamino)-2-oxoethoxy]phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24N2O4
    (2S)-N-[2-[4-[2-(cyclopropylamino)-2-oxoethoxy]phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-2,2-dimethyl-3H-1-benzofuran-3-ol —— C10H12O2
    (3R)-2,2-dimethyl-3H-1-benzofuran-3-ol
    —— N-[(2,4-dichlorophenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C19H19Cl2NO3
    N-[(2,4-dichlorophenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 1-tert-butyl-5-cyclopropyl-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrazole-3-carboxamide —— C22H29N3O3
    1-tert-butyl-5-cyclopropyl-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrazole-3-carboxamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-propan-2-yl-1H-pyrazole-3-carboxamide —— C18H23N3O3
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-propan-2-yl-1H-pyrazole-3-carboxamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-pyridin-4-ylpropanamide —— C19H22N2O3
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-3-pyridin-4-ylpropanamide
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-(2,2,2-trifluoroethyl)piperidine-4-carboxamide —— C19H25F3N2O3
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-(2,2,2-trifluoroethyl)piperidine-4-carboxamide
    —— 1-tert-butyl-5-cyclopropyl-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrazole-3-carboxamide —— C22H29N3O3
    1-tert-butyl-5-cyclopropyl-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]pyrazole-3-carboxamide
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-propan-2-yl-1H-pyrazole-3-carboxamide —— C18H23N3O3
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-5-propan-2-yl-1H-pyrazole-3-carboxamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-(2,2,2-trifluoroethyl)piperidine-4-carboxamide —— C19H25F3N2O3
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-(2,2,2-trifluoroethyl)piperidine-4-carboxamide
    —— (2R)-N-[(1R)-2-(2-fluorophenoxy)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H20FNO3
    (2R)-N-[(1R)-2-(2-fluorophenoxy)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1S)-2-(2-fluorophenoxy)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H20FNO3
    (2R)-N-[(1S)-2-(2-fluorophenoxy)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[4-(4-ethylphenyl)-1,3-thiazol-2-yl]acetamide —— C23H24N2O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[4-(4-ethylphenyl)-1,3-thiazol-2-yl]acetamide
    —— 2-(1-adamantyl)-N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]acetohydrazide —— C24H32N2O4
    2-(1-adamantyl)-N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]acetohydrazide
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-(4-methylpiperazin-1-yl)methanone —— C14H17ClN2O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-(4-methylpiperazin-1-yl)methanone
    —— (2R)-7-chloro-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H16ClN3O3S
    (2R)-7-chloro-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N,N,2-trimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C11H14ClNO3S
    (2S)-7-chloro-N,N,2-trimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H16ClN3O3S
    (2S)-7-chloro-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N,N,2-trimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C11H14ClNO3S
    (2R)-7-chloro-N,N,2-trimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-(1-methylpiperidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H21ClN2O3S
    (2R)-7-chloro-2-methyl-N-(1-methylpiperidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-(1-methylpiperidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H21ClN2O3S
    (2S)-7-chloro-2-methyl-N-(1-methylpiperidin-4-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-N-[(3,4-dimethyl-6-oxo-1H-pyridazin-5-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H19N3O4S
    (2S)-N-[(3,4-dimethyl-6-oxo-1H-pyridazin-5-yl)methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R,3S)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17NO4S
    (2R,3S)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S,3S)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17NO4S
    (2S,3S)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S,3R)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17NO4S
    (2S,3R)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R,3R)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17NO4S
    (2R,3R)-3-methyl-N-[(E)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2-methyl-1,3-thiazol-5-yl)methyl (2R,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C15H15NO3S
    (2-methyl-1,3-thiazol-5-yl)methyl (2R,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2-methyl-1,3-thiazol-5-yl)methyl (2S,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C15H15NO3S
    (2-methyl-1,3-thiazol-5-yl)methyl (2S,3R)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2-methyl-1,3-thiazol-5-yl)methyl (2R,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C15H15NO3S
    (2-methyl-1,3-thiazol-5-yl)methyl (2R,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (2-methyl-1,3-thiazol-5-yl)methyl (2S,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C15H15NO3S
    (2-methyl-1,3-thiazol-5-yl)methyl (2S,3S)-3-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— methyl (2S)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(3-ethoxypropyl)amino]-2-methylpropanoate —— C19H27NO5
    methyl (2S)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(3-ethoxypropyl)amino]-2-methylpropanoate
    —— methyl (2R)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(3-ethoxypropyl)amino]-2-methylpropanoate —— C19H27NO5
    methyl (2R)-3-[2,3-dihydro-1-benzofuran-5-carbonyl(3-ethoxypropyl)amino]-2-methylpropanoate
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]acetamide —— C15H17N3O4
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(3-methyl-1,2,4-oxadiazol-5-yl)methoxy]acetamide
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3R)-1,1-dioxothiolan-3-yl]urea —— C13H16N2O4S
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3R)-1,1-dioxothiolan-3-yl]urea
    —— 1-(2-chloroethyl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpyrazole-4-carboxamide —— C17H20ClN3O2
    1-(2-chloroethyl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpyrazole-4-carboxamide
    —— 1-(2-chloroethyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpyrazole-4-carboxamide —— C17H20ClN3O2
    1-(2-chloroethyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpyrazole-4-carboxamide
    —— (3S)-N-[(2R)-4-methylpentan-2-yl]sulfonyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO4S
    (3S)-N-[(2R)-4-methylpentan-2-yl]sulfonyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 2-propoxyethyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate —— C14H18O4
    2-propoxyethyl (3R)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3S)-1,1-dioxothiolan-3-yl]urea —— C13H16N2O4S
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3S)-1,1-dioxothiolan-3-yl]urea
    —— (3R)-N-[(2R)-4-methylpentan-2-yl]sulfonyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO4S
    (3R)-N-[(2R)-4-methylpentan-2-yl]sulfonyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-4-methylpentan-2-yl]sulfonyl-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO4S
    (3S)-N-[(2S)-4-methylpentan-2-yl]sulfonyl-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[[(2R)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H19NO5S
    (3S)-N-[[(2R)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[[(2S)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H19NO5S
    (3S)-N-[[(2S)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[[(2S)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H19NO5S
    (3R)-N-[[(2S)-oxan-2-yl]methylsulfonyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 2-propoxyethyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate —— C14H18O4
    2-propoxyethyl (3S)-2,3-dihydro-1-benzofuran-3-carboxylate