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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
    —— (1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]octan-1-amine —— C17H27NO
    (1R)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]octan-1-amine
    —— (1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]octan-1-amine —— C17H27NO
    (1R)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]octan-1-amine
    —— 7-[(2S)-oxiran-2-yl]-2,3-dihydro-1-benzofuran —— C10H10O2
    7-[(2S)-oxiran-2-yl]-2,3-dihydro-1-benzofuran
    —— 7-[(2R)-oxiran-2-yl]-2,3-dihydro-1-benzofuran —— C10H10O2
    7-[(2R)-oxiran-2-yl]-2,3-dihydro-1-benzofuran
    —— (2R)-7-bromo-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H8BrClO3S
    (2R)-7-bromo-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— (2S)-7-bromo-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H8BrClO3S
    (2S)-7-bromo-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— (2R)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride —— C9H9ClO3S
    (2R)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonyl chloride
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-(dimethylamino)thieno[2,3-d][1,3]thiazole-5-carboxamide —— C16H15N3O2S2
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-(dimethylamino)thieno[2,3-d][1,3]thiazole-5-carboxamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-2,5-dimethylpyrrole-3-carboxamide —— C20H20N2O3
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-2,5-dimethylpyrrole-3-carboxamide
    —— 2-[(3-bromophenyl)methylsulfonyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]acetamide —— C17H16BrNO4S
    2-[(3-bromophenyl)methylsulfonyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]acetamide
    —— 1-cyclopropyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2,5-dimethylpyrrole-3-carboxamide —— C18H20N2O2
    1-cyclopropyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2,5-dimethylpyrrole-3-carboxamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-methyl-5-(methylamino)-1,2-thiazole-4-carboxamide —— C14H15N3O2S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-methyl-5-(methylamino)-1,2-thiazole-4-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-sulfamoylfuran-2-carboxamide —— C13H12N2O5S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-sulfamoylfuran-2-carboxamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-4-(2,5-dimethylthiophen-3-yl)-4-oxobutanamide —— C18H19NO3S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-4-(2,5-dimethylthiophen-3-yl)-4-oxobutanamide
    —— (2S)-N-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H22N2O3
    (2S)-N-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(2-oxo-1,3-oxazolidin-3-yl)butanamide —— C16H20N2O4
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(2-oxo-1,3-oxazolidin-3-yl)butanamide
    —— (2R)-N-[(3-methoxy-4-methylsulfanylphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H21NO3S
    (2R)-N-[(3-methoxy-4-methylsulfanylphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-4-methyl-2-pyrimidin-2-yl-1,3-thiazole-5-carboxamide —— C17H14N4O2S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-4-methyl-2-pyrimidin-2-yl-1,3-thiazole-5-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-methylthiophene-2-carboxamide —— C14H13NO2S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-methylthiophene-2-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-methyl-4-pyrrolidin-1-ylsulfonylfuran-2-carboxamide —— C18H20N2O5S
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-methyl-4-pyrrolidin-1-ylsulfonylfuran-2-carboxamide
    —— (3R)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(pyrrolidine-1-carbonyl)piperidine-3-carboxamide —— C19H25N3O3
    (3R)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(pyrrolidine-1-carbonyl)piperidine-3-carboxamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]propanamide —— C17H15N3O4
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[3-(furan-2-yl)-1,2,4-oxadiazol-5-yl]propanamide
    —— (Z)-2-cyano-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]prop-2-enamide —— C21H23N3O3
    (Z)-2-cyano-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[1-(2-methoxyethyl)-2,5-dimethylpyrrol-3-yl]prop-2-enamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide —— C12H11N3O2S2
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-(1,3,4-thiadiazol-2-ylsulfanyl)acetamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-[4-(1,3-dithiolan-2-yl)phenoxy]acetamide —— C19H19NO3S2
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-[4-(1,3-dithiolan-2-yl)phenoxy]acetamide
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-(2-fluorophenyl)-1,2-oxazole-3-carboxamide —— C18H13FN2O3
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-(2-fluorophenyl)-1,2-oxazole-3-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-N'-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pentanediamide —— C21H22N2O4
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-N'-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pentanediamide
    —— (3R)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide —— C18H18N2O4
    (3R)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-(furan-2-ylmethyl)-5-oxopyrrolidine-3-carboxamide
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-(2,5-dimethylpyrrol-1-yl)-1-methylpyrazole-4-carboxamide —— C19H20N4O2
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-(2,5-dimethylpyrrol-1-yl)-1-methylpyrazole-4-carboxamide
    —— (E)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-pyrazin-2-ylprop-2-enamide —— C15H13N3O2
    (E)-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-pyrazin-2-ylprop-2-enamide
    —— 2-[(4-chlorophenoxy)methyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-4-methyl-1,3-thiazole-5-carboxamide —— C20H17ClN2O3S
    2-[(4-chlorophenoxy)methyl]-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-4-methyl-1,3-thiazole-5-carboxamide
    —— (2S)-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-propan-2-ylsulfonylpropanamide —— C14H19NO4S
    (2S)-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-propan-2-ylsulfonylpropanamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-morpholin-4-ylpyridin-3-yl)urea —— C18H20N4O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-morpholin-4-ylpyridin-3-yl)urea
    —— (3S)-1-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-N-(3-methylpyridin-2-yl)piperidine-1,3-dicarboxamide —— C21H24N4O3
    (3S)-1-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-N-(3-methylpyridin-2-yl)piperidine-1,3-dicarboxamide
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-(2,5-dimethylthiophen-3-yl)ethyl]urea —— C17H20N2O2S
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S)-1-(2,5-dimethylthiophen-3-yl)ethyl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-phenylprop-2-ynyl)urea —— C18H16N2O2
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-phenylprop-2-ynyl)urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[4-(2,2,2-trifluoroethoxymethyl)phenyl]methyl]urea —— C19H19F3N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[4-(2,2,2-trifluoroethoxymethyl)phenyl]methyl]urea
    —— 3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-[[4-(dimethylamino)phenyl]methyl]-1-methylurea —— C19H23N3O2
    3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-[[4-(dimethylamino)phenyl]methyl]-1-methylurea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]urea —— C19H19N5O2
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[2-(2-methylimidazol-1-yl)pyridin-4-yl]methyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methoxypentyl)urea —— C16H24N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methoxypentyl)urea
    —— (2S)-2-[(2-chlorophenyl)methyl]-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H21ClN2O2
    (2S)-2-[(2-chlorophenyl)methyl]-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(5-phenylfuran-2-yl)methyl]urea —— C20H18N2O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[(5-phenylfuran-2-yl)methyl]urea
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-4-[(R)-hydroxy(phenyl)methyl]piperidine-1-carboxamide —— C21H24N2O3
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-4-[(R)-hydroxy(phenyl)methyl]piperidine-1-carboxamide
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-pyrazol-1-ylpropyl)urea —— C15H18N4O2
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-pyrazol-1-ylpropyl)urea
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(1-methylsulfonylpiperidin-4-yl)urea —— C15H21N3O4S
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(1-methylsulfonylpiperidin-4-yl)urea
    —— (2R)-2-benzyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide —— C20H22N2O2
    (2R)-2-benzyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrrolidine-1-carboxamide
    —— 3-chloro-5-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]-1,2-thiazole-4-carbonitrile —— C12H8ClN3OS
    3-chloro-5-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]-1,2-thiazole-4-carbonitrile
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R)-1-(furan-2-yl)propan-2-yl]urea —— C16H18N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(2R)-1-(furan-2-yl)propan-2-yl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C18H18N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea —— C21H24N2O4
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea