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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
    —— [4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1,4-diazepan-1-yl]-[(2R)-oxolan-2-yl]methanone —— C19H24N2O4
    [4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1,4-diazepan-1-yl]-[(2R)-oxolan-2-yl]methanone
    —— [4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1,4-diazepan-1-yl]-[(2S)-oxolan-2-yl]methanone —— C19H24N2O4
    [4-(2,3-dihydro-1-benzofuran-5-carbonyl)-1,4-diazepan-1-yl]-[(2S)-oxolan-2-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-ethyl-1,4-diazepan-1-yl)methanone —— C16H22N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-(4-ethyl-1,4-diazepan-1-yl)methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-ethyl-1,4-diazepan-1-yl)methanone —— C16H22N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-(4-ethyl-1,4-diazepan-1-yl)methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)-1,4-diazepan-1-yl]methanone —— C18H21N3O2S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)-1,4-diazepan-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)-1,4-diazepan-1-yl]methanone —— C18H21N3O2S
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(1,3-thiazol-4-ylmethyl)-1,4-diazepan-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-[(2S)-1-methylpyrrolidin-2-yl]pyrrolidin-1-yl]ethanone —— C19H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-[(2S)-1-methylpyrrolidin-2-yl]pyrrolidin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-[(2R)-1-methylpyrrolidin-2-yl]pyrrolidin-1-yl]ethanone —— C19H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-[(2R)-1-methylpyrrolidin-2-yl]pyrrolidin-1-yl]ethanone
    —— (2S)-N-methyl-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19NO2
    (2S)-N-methyl-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-methyl-N-[(1S)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19NO2
    (2R)-N-methyl-N-[(1S)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H22N2O2S
    (2S)-N-[2-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H22N2O2S
    (2R)-N-[2-(4-tert-butyl-1,3-thiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-methyl-N-[(1S)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19NO2
    (2S)-N-methyl-N-[(1S)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-methyl-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19NO2
    (2R)-N-methyl-N-[(1R)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]acetamide —— C19H22N2O2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]acetamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]acetamide —— C19H22N2O2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]acetamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— (2S)-N-(2-cyanoethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17N3O2
    (2S)-N-(2-cyanoethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(2-cyanoethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H17N3O2
    (2R)-N-(2-cyanoethyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone —— C17H18ClN3O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrazol-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-4-(2-methylimidazol-1-yl)butanamide —— C16H19N3O2
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-4-(2-methylimidazol-1-yl)butanamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylpyrazol-4-yl)methyl]-1,4-diazepan-1-yl]methanone —— C19H24N4O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylpyrazol-4-yl)methyl]-1,4-diazepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylpyrazol-4-yl)methyl]-1,4-diazepan-1-yl]methanone —— C19H24N4O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylpyrazol-4-yl)methyl]-1,4-diazepan-1-yl]methanone
    —— (E)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile —— C21H24N4O2
    (E)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile
    —— (5Z)-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H15NO3S2
    (5Z)-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methoxypentyl)urea —— C16H24N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methoxypentyl)urea
    —— (Z)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-2-ylprop-2-enenitrile —— C19H18N2O2
    (Z)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-2-ylprop-2-enenitrile
    —— (5Z)-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H15NO3S2
    (5Z)-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (2S)-N-[(S)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H12ClFN2O2
    (2S)-N-[(S)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(R)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H12ClFN2O2
    (2R)-N-[(R)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(R)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H12ClFN2O2
    (2S)-N-[(R)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(S)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H12ClFN2O2
    (2R)-N-[(S)-(2-chloro-6-fluorophenyl)-cyanomethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone —— C17H19N3O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(1-methylpyrazol-4-yl)pyrrolidin-1-yl]methanone
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S)-4-ethylmorpholin-2-yl]methanamine —— C16H24N2O2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2S)-4-ethylmorpholin-2-yl]methanamine
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2R)-4-ethylmorpholin-2-yl]methanamine —— C16H24N2O2
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(2R)-4-ethylmorpholin-2-yl]methanamine
    —— N-[2-[(2S)-butan-2-yl]pyrazol-3-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C19H25N3O3
    N-[2-[(2S)-butan-2-yl]pyrazol-3-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[2-[(2R)-butan-2-yl]pyrazol-3-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C19H25N3O3
    N-[2-[(2R)-butan-2-yl]pyrazol-3-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(3S)-1,1-dioxothiolan-3-yl]-N-[(4-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H23NO6S2
    N-[(3S)-1,1-dioxothiolan-3-yl]-N-[(4-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H20N2O2S
    (2S)-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H20N2O2S
    (2R)-N-[2-(4,5,6,7-tetrahydro-1,3-benzothiazol-2-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1S,2S)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19NO3
    (2S)-N-[(1S,2S)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1S,2R)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19NO3
    (2S)-N-[(1S,2R)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1R,2S)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19NO3
    (2S)-N-[(1R,2S)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(1R,2R)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19NO3
    (2S)-N-[(1R,2R)-2-(2-methoxyphenyl)cyclopropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H20N2O3
    (2R)-N-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide