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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
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2,2,2-trifluoroethoxy)propyl]urea —— C15H19F3N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2,2,2-trifluoroethoxy)propyl]urea
    —— (3R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-4,4,4-trifluoro-3-hydroxy-3-methylbutan-1-one —— C18H24F3N2O3+
    (3R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-4-ium-1-yl]-4,4,4-trifluoro-3-hydroxy-3-methylbutan-1-one
    —— (2S)-N-(3-cyano-5-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H14N2O2S
    (2S)-N-(3-cyano-5-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(3-cyano-5-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H14N2O2S
    (2R)-N-(3-cyano-5-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(2R)-2-methyl-3-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H27N3O3S
    N-[(2R)-2-methyl-3-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(2S)-2-methyl-3-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H27N3O3S
    N-[(2S)-2-methyl-3-(4-methylpiperazin-1-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-methyl-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid —— C14H14N2O3
    2-methyl-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-2-propylpyrazole-3-carboxylic acid —— C15H16N2O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-2-propylpyrazole-3-carboxylic acid
    —— 2-ethyl-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid —— C15H16N2O3
    2-ethyl-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid
    —— 2-methyl-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid —— C14H14N2O3
    2-methyl-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid
    —— 2-ethyl-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid —— C15H16N2O3
    2-ethyl-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pyrazole-3-carboxylic acid
    —— 4-(2,3-dihydro-1-benzofuran-6-yl)-2-(dimethylamino)-1,3-thiazole-5-carboxylic acid —— C14H14N2O3S
    4-(2,3-dihydro-1-benzofuran-6-yl)-2-(dimethylamino)-1,3-thiazole-5-carboxylic acid
    —— 1-[4-(2,3-dihydro-1-benzofuran-6-yl)-2-(dimethylamino)-1,3-thiazol-5-yl]ethanone —— C15H16N2O2S
    1-[4-(2,3-dihydro-1-benzofuran-6-yl)-2-(dimethylamino)-1,3-thiazol-5-yl]ethanone
    —— 1-[3-amino-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone —— C15H15NO2S
    1-[3-amino-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone
    —— 1-[5-(2,2-dimethyl-3H-1-benzofuran-5-yl)thiophen-2-yl]ethanone —— C16H16O2S
    1-[5-(2,2-dimethyl-3H-1-benzofuran-5-yl)thiophen-2-yl]ethanone
    —— 1-[5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone —— C15H14O2S
    1-[5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone
    —— 1-[3-amino-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone —— C15H15NO2S
    1-[3-amino-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone
    —— 1-[5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone —— C15H14O2S
    1-[5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone
    —— 1-[3-amino-5-(2,3-dihydro-1-benzofuran-5-yl)thiophen-2-yl]ethanone —— C14H13NO2S
    1-[3-amino-5-(2,3-dihydro-1-benzofuran-5-yl)thiophen-2-yl]ethanone
    —— 1-[3-amino-5-(2,2-dimethyl-3H-1-benzofuran-5-yl)thiophen-2-yl]ethanone —— C16H17NO2S
    1-[3-amino-5-(2,2-dimethyl-3H-1-benzofuran-5-yl)thiophen-2-yl]ethanone
    —— 4-amino-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazole-5-carboxylic acid —— C13H12N2O3S
    4-amino-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazole-5-carboxylic acid
    —— 2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazol-4-amine —— C12H12N2OS
    2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazol-4-amine
    —— 5-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1H-imidazole-4-carboxylic acid —— C14H14N2O3
    5-methyl-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1H-imidazole-4-carboxylic acid
    —— 4-amino-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazole-5-carboxylic acid —— C13H12N2O3S
    4-amino-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazole-5-carboxylic acid
    —— 5-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1H-imidazole-4-carboxylic acid —— C14H14N2O3
    5-methyl-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1H-imidazole-4-carboxylic acid
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-thiazol-4-amine —— C11H10N2OS
    2-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-thiazol-4-amine
    —— 2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazol-4-amine —— C12H12N2OS
    2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-1,3-thiazol-4-amine
    —— 5-[(1R)-1-aminoethyl]-N-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-1,3-thiazol-2-amine —— C14H17N3OS
    5-[(1R)-1-aminoethyl]-N-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-1,3-thiazol-2-amine
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2R)-2-hydroxy-2-thiophen-3-ylpropyl]urea —— C18H22N2O3S
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2R)-2-hydroxy-2-thiophen-3-ylpropyl]urea
    —— 5-[(1S)-1-aminoethyl]-N-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-1,3-thiazol-2-amine —— C14H17N3OS
    5-[(1S)-1-aminoethyl]-N-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-1,3-thiazol-2-amine
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2S)-2-hydroxy-2-thiophen-3-ylpropyl]urea —— C18H22N2O3S
    1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-[(2S)-2-hydroxy-2-thiophen-3-ylpropyl]urea
    —— (2R)-N-methyl-N-[(5-propan-2-yl-1,2,4-oxadiazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H19N3O3
    (2R)-N-methyl-N-[(5-propan-2-yl-1,2,4-oxadiazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-methyl-N-[(5-propan-2-yl-1,2,4-oxadiazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H19N3O3
    (2S)-N-methyl-N-[(5-propan-2-yl-1,2,4-oxadiazol-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(6R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1,4-oxazepan-6-yl]methanol —— C17H25NO3
    [(6R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1,4-oxazepan-6-yl]methanol
    —— [(6S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1,4-oxazepan-6-yl]methanol —— C17H25NO3
    [(6S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-1,4-oxazepan-6-yl]methanol
    —— (2R)-N-methyl-N-[(3-pyridin-4-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H17N3O3
    (2R)-N-methyl-N-[(3-pyridin-4-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-methyl-N-[(3-pyridin-4-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H17N3O3
    (2S)-N-methyl-N-[(3-pyridin-4-yl-1,2-oxazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]methanamine —— C17H24N4O
    N-methyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]methanamine
    —— N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]methanamine —— C17H24N4O
    N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-N-[(4-propan-2-yl-1,2,4-triazol-3-yl)methyl]methanamine
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone —— C17H21N5O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone —— C17H21N5O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[2-(1,2,4-triazol-1-yl)ethyl]piperazin-1-yl]methanone
    —— (4R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1,9-dioxaspiro[5.5]undecan-4-amine —— C20H29NO3
    (4R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1,9-dioxaspiro[5.5]undecan-4-amine
    —— (4S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1,9-dioxaspiro[5.5]undecan-4-amine —— C20H29NO3
    (4S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1,9-dioxaspiro[5.5]undecan-4-amine
    —— N-methyl-5-[[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]methyl]-1,2,4-oxadiazole-3-carboxamide —— C17H17N5O3
    N-methyl-5-[[2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]methyl]-1,2,4-oxadiazole-3-carboxamide
    —— N-methyl-5-[[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]methyl]-1,2,4-oxadiazole-3-carboxamide —— C17H17N5O3
    N-methyl-5-[[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]methyl]-1,2,4-oxadiazole-3-carboxamide
    —— 2-(2-chloropyridin-3-yl)oxy-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C16H15ClN2O3
    2-(2-chloropyridin-3-yl)oxy-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 2-(2-chloropyridin-3-yl)oxy-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C16H15ClN2O3
    2-(2-chloropyridin-3-yl)oxy-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 3-[5-[1-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]imidazol-2-yl]thiophen-2-yl]prop-2-yn-1-ol —— C20H18N2O2S
    3-[5-[1-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]imidazol-2-yl]thiophen-2-yl]prop-2-yn-1-ol
    —— 3-[5-[1-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]imidazol-2-yl]thiophen-2-yl]prop-2-yn-1-ol —— C20H18N2O2S
    3-[5-[1-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]imidazol-2-yl]thiophen-2-yl]prop-2-yn-1-ol
    —— (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C11H15NO2
    (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine