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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-(2,3-dihydro-1-benzofuran-5-yl)-3-(morpholin-4-ylmethyl)piperidine-1-carboxamide —— C19H27N3O3
    (3R)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(morpholin-4-ylmethyl)piperidine-1-carboxamide
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(morpholin-4-ylmethyl)piperidine-1-carboxamide —— C19H27N3O3
    (3S)-N-(2,3-dihydro-1-benzofuran-5-yl)-3-(morpholin-4-ylmethyl)piperidine-1-carboxamide
    —— (3S)-N-[3-[methyl(2,2,2-trifluoroethyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H19F3N2O2
    (3S)-N-[3-[methyl(2,2,2-trifluoroethyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[3-[methyl(2,2,2-trifluoroethyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H19F3N2O2
    (3R)-N-[3-[methyl(2,2,2-trifluoroethyl)amino]propyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2S)-2-hydroxy-3,3-dimethylbutyl]piperazin-1-yl]ethanone —— C20H30N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2S)-2-hydroxy-3,3-dimethylbutyl]piperazin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2R)-2-hydroxy-3,3-dimethylbutyl]piperazin-1-yl]ethanone —— C20H30N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2R)-2-hydroxy-3,3-dimethylbutyl]piperazin-1-yl]ethanone
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]piperidin-3-amine —— C18H24N4O2
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]piperidin-3-amine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]piperidin-3-amine —— C18H24N4O2
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-[(5-methyl-1,2,4-oxadiazol-3-yl)methyl]piperidin-3-amine
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-pyrazol-1-ylethanamine —— C16H21N3O2
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-pyrazol-1-ylethanamine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6-methylpyridazin-3-yl)piperidin-3-amine —— C19H24N4O
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6-methylpyridazin-3-yl)piperidin-3-amine
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-pyrazol-1-ylethanamine —— C16H21N3O2
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-pyrazol-1-ylethanamine
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6-methylpyridazin-3-yl)piperidin-3-amine —— C19H24N4O
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(6-methylpyridazin-3-yl)piperidin-3-amine
    —— (3R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N-methyl-1,1-dioxothiolan-3-amine —— C17H25NO4S
    (3R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N-methyl-1,1-dioxothiolan-3-amine
    —— (3S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N-methyl-1,1-dioxothiolan-3-amine —— C17H25NO4S
    (3S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-N-methyl-1,1-dioxothiolan-3-amine
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2R)-3-ethoxy-2-hydroxypropyl]piperazin-1-yl]ethanone —— C19H28N2O4
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2R)-3-ethoxy-2-hydroxypropyl]piperazin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2S)-3-ethoxy-2-hydroxypropyl]piperazin-1-yl]ethanone —— C19H28N2O4
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[4-[(2S)-3-ethoxy-2-hydroxypropyl]piperazin-1-yl]ethanone
    —— (2R)-N-(5-cyanopyridin-2-yl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H13N3O3S
    (2R)-N-(5-cyanopyridin-2-yl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine —— C17H23N3O2
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine —— C17H23N3O2
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-(4-methylpyrazol-1-yl)ethanamine
    —— (3R)-2,3-dihydro-1-benzofuran-3-carbonyl chloride —— C9H7ClO2
    (3R)-2,3-dihydro-1-benzofuran-3-carbonyl chloride
    —— (3S)-2,3-dihydro-1-benzofuran-3-carbonyl chloride —— C9H7ClO2
    (3S)-2,3-dihydro-1-benzofuran-3-carbonyl chloride
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R)-4-methylmorpholin-2-yl]methanamine —— C17H26N2O2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2R)-4-methylmorpholin-2-yl]methanamine
    —— (3R)-5-nitro-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C9H7NO5
    (3R)-5-nitro-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— (3S)-5-nitro-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C9H7NO5
    (3S)-5-nitro-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— [(2R)-1-[3-(dimethylazaniumyl)propyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O5
    [(2R)-1-[3-(dimethylazaniumyl)propyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— [(2S)-1-[3-(dimethylazaniumyl)propyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O5
    [(2S)-1-[3-(dimethylazaniumyl)propyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S)-4-methylmorpholin-2-yl]methanamine —— C17H26N2O2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-[(2S)-4-methylmorpholin-2-yl]methanamine
    —— 3-[(2R)-3-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-1-yl]propyl-dimethylazanium —— C24H29N2O5+
    3-[(2R)-3-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-1-yl]propyl-dimethylazanium
    —— [(2S)-1-[3-(dimethylazaniumyl)propyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H28N2O5
    [(2S)-1-[3-(dimethylazaniumyl)propyl]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-3-ylidene]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— 3-[(2S)-3-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-1-yl]propyl-dimethylazanium —— C24H29N2O5+
    3-[(2S)-3-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2-(5-methylfuran-2-yl)-4,5-dioxopyrrolidin-1-yl]propyl-dimethylazanium
    —— [(2R)-2-benzylpyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H21NO2
    [(2R)-2-benzylpyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2S)-2-benzylpyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H21NO2
    [(2S)-2-benzylpyrrolidin-1-yl]-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2S)-2-benzylpyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H21NO2
    [(2S)-2-benzylpyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2R)-2-benzylpyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H21NO2
    [(2R)-2-benzylpyrrolidin-1-yl]-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[3-(ethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone —— C18H20N4O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[3-(ethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[3-(ethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone —— C18H20N4O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[3-(ethylamino)-7,8-dihydro-5H-pyrido[4,3-c]pyridazin-6-yl]methanone
    —— 4-[[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one —— C20H24N2O4
    4-[[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]methylidene]-5-(hydroxymethyl)-2-methylpyridin-3-one
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylimidazol-2-yl)methyl]-1,4-diazepan-1-yl]methanone —— C19H24N4O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylimidazol-2-yl)methyl]-1,4-diazepan-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylimidazol-2-yl)methyl]-1,4-diazepan-1-yl]methanone —— C19H24N4O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(1-methylimidazol-2-yl)methyl]-1,4-diazepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(2S)-1-ethylpyrrolidin-2-yl]pyrrolidin-1-yl]methanone —— C19H26N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(2S)-1-ethylpyrrolidin-2-yl]pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(2R)-1-ethylpyrrolidin-2-yl]pyrrolidin-1-yl]methanone —— C19H26N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-[(2R)-1-ethylpyrrolidin-2-yl]pyrrolidin-1-yl]methanone
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R,2S)-2-(2-methoxyphenyl)cyclopropyl]urea —— C19H20N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R,2S)-2-(2-methoxyphenyl)cyclopropyl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,2S)-2-(2-methoxyphenyl)cyclopropyl]urea —— C19H20N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,2S)-2-(2-methoxyphenyl)cyclopropyl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,2R)-2-(2-methoxyphenyl)cyclopropyl]urea —— C19H20N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,2R)-2-(2-methoxyphenyl)cyclopropyl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R,2R)-2-(2-methoxyphenyl)cyclopropyl]urea —— C19H20N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1R,2R)-2-(2-methoxyphenyl)cyclopropyl]urea
    —— (2S)-N-[4-(pyridin-2-ylamino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H21N3O2
    (2S)-N-[4-(pyridin-2-ylamino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[4-(pyridin-2-ylamino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H21N3O2
    (2R)-N-[4-(pyridin-2-ylamino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(4-ethyl-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N4O2S
    (2S)-N-[(4-ethyl-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(4-ethyl-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N4O2S
    (2R)-N-[(4-ethyl-5-sulfanylidene-1H-1,2,4-triazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(R)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H18N4O2
    N-[(R)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-carboxamide