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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'S,5'S)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide —— C23H31NO3S2
    (1'S,5'S)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]spiro[1,3-dithiolane-2,9'-bicyclo[3.3.1]nonane]-3'-carboxamide
    —— (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H21NO2
    (2R)-N-[(1R,2S)-2-methylcyclohexyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2R)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methylpiperazin-2-yl]ethanol —— C16H24N2O2
    2-[(2R)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methylpiperazin-2-yl]ethanol
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide —— C16H21N5O3S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(1-methyltetrazol-5-yl)sulfanylacetamide
    —— 2-(3-chloro-4-fluorophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C20H21ClFNO4
    2-(3-chloro-4-fluorophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (3R)-3-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H9ClO3S
    (3R)-3-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— (3S)-3-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H9ClO3S
    (3S)-3-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— (E)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)prop-2-enenitrile —— C20H17N3O3S
    (E)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(3-thiophen-2-yl-1,2,4-oxadiazol-5-yl)prop-2-enenitrile
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrimidin-2-ylsulfanylacetamide —— C18H21N3O3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrimidin-2-ylsulfanylacetamide
    —— (2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-ethylpentan-2-amine —— C17H27NO
    (2R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-ethylpentan-2-amine
    —— (3R)-3-[[(2R)-3-ethylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H23NO2
    (3R)-3-[[(2R)-3-ethylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2S)-3-ethylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H23NO2
    (3R)-3-[[(2S)-3-ethylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(2R)-3-ethylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C15H23NO2
    (3S)-3-[[(2R)-3-ethylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(2-fluorophenoxy)acetamide —— C20H22FNO4
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(2-fluorophenoxy)acetamide
    —— (2S)-5-[(1S,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran —— C17H25BrO
    (2S)-5-[(1S,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-5-[(1R,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran —— C17H25BrO
    (2S)-5-[(1R,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(1S,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran —— C17H25BrO
    (2R)-5-[(1S,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(1R,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran —— C17H25BrO
    (2R)-5-[(1R,3R)-1-bromo-3,4,4-trimethylpentyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (1R,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,4,4-tetramethylpentan-1-amine —— C17H27NO
    (1R,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,4,4-tetramethylpentan-1-amine
    —— (1S,3R)-3,4,4-trimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C17H27NO
    (1S,3R)-3,4,4-trimethyl-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— (1S,3R)-3,4,4-trimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C17H27NO
    (1S,3R)-3,4,4-trimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— (1S,3S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,4,4-tetramethylpentan-1-amine —— C17H27NO
    (1S,3S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,4,4-tetramethylpentan-1-amine
    —— (1S,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,4,4-tetramethylpentan-1-amine —— C17H27NO
    (1S,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,4,4-tetramethylpentan-1-amine
    —— (1R,3R)-3,4,4-trimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine —— C17H27NO
    (1R,3R)-3,4,4-trimethyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]pentan-1-amine
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide —— C21H25NO6S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3,4-dihydro-2H-1,5-benzodioxepine-7-sulfonamide
    —— (1S,3S)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine —— C16H25NO
    (1S,3S)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine
    —— (1R,3S)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine —— C16H25NO
    (1R,3S)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine
    —— (1R,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine —— C16H25NO
    (1R,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine
    —— (1S,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine —— C16H25NO
    (1S,3R)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,4,4-trimethylpentan-1-amine
    —— 5-[(1S,3R)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran —— C16H23ClO
    5-[(1S,3R)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R,3R)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran —— C16H23ClO
    5-[(1R,3R)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R,3S)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran —— C16H23ClO
    5-[(1R,3S)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1S,3S)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran —— C16H23ClO
    5-[(1S,3S)-1-chloro-3,4,4-trimethylpentyl]-2,3-dihydro-1-benzofuran
    —— (3S)-3-(1,3-thiazol-4-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C12H12N2O2S
    (3S)-3-(1,3-thiazol-4-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-(1,3-thiazol-4-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C12H12N2O2S
    (3R)-3-(1,3-thiazol-4-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2S)-N-[(5-chloro-2-methoxyphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO3
    (2S)-N-[(5-chloro-2-methoxyphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(5-chloro-2-methoxyphenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylacetamide —— C21H24ClNO4
    N-[(5-chloro-2-methoxyphenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-methylacetamide
    —— (3R)-3-(2-cyclopentyloxyethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C15H21NO3
    (3R)-3-(2-cyclopentyloxyethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— 4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(4-fluorophenyl)methyl]-1H-1,2,4-triazole-5-thione —— C21H21FN4O2S
    4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(4-fluorophenyl)methyl]-1H-1,2,4-triazole-5-thione
    —— (3R)-6-[(1S,2R)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine —— C16H23NO2
    (3R)-6-[(1S,2R)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-6-[(1S,2S)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine —— C16H23NO2
    (3R)-6-[(1S,2S)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine
    —— 4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(4-fluorophenyl)methyl]-1H-1,2,4-triazole-5-thione —— C21H21FN4O2S
    4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(4-fluorophenyl)methyl]-1H-1,2,4-triazole-5-thione
    —— (3R)-6-[(1R,2R)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine —— C16H23NO2
    (3R)-6-[(1R,2R)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-6-[(1R,2S)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine —— C16H23NO2
    (3R)-6-[(1R,2S)-2-ethylcyclohexyl]oxy-2,3-dihydro-1-benzofuran-3-amine
    —— 1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(2R)-1-methoxypropan-2-yl]thiourea —— C17H25N3O3S
    1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(2R)-1-methoxypropan-2-yl]thiourea
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1R,2R)-2-methylcyclopropyl]methyl]amino]ethanone —— C16H21NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1R,2R)-2-methylcyclopropyl]methyl]amino]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1S,2R)-2-methylcyclopropyl]methyl]amino]ethanone —— C16H21NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1S,2R)-2-methylcyclopropyl]methyl]amino]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1R,2S)-2-methylcyclopropyl]methyl]amino]ethanone —— C16H21NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1R,2S)-2-methylcyclopropyl]methyl]amino]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1S,2S)-2-methylcyclopropyl]methyl]amino]ethanone —— C16H21NO2
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[methyl-[[(1S,2S)-2-methylcyclopropyl]methyl]amino]ethanone
    —— N-(2-chlorobenzyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C19H20ClNO3
    N-(2-chlorobenzyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide