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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
    —— (2S)-N-(3-carbamoyl-5-methyl-4-phenylthiophen-2-yl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H17ClN2O3S
    (2S)-N-(3-carbamoyl-5-methyl-4-phenylthiophen-2-yl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(3-carbamoyl-5-methyl-4-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H18N2O3S
    (2R)-N-(3-carbamoyl-5-methyl-4-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(3-carbamoyl-5-methyl-4-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H18N2O3S
    (2S)-N-(3-carbamoyl-5-methyl-4-phenylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H30N4O3S
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2S)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone —— C23H30N4O3S
    1-(2,3-dihydro-1-benzofuran-5-yl)-2-[[5-(4-methylpiperidin-1-yl)-4-[[(2R)-oxolan-2-yl]methyl]-1,2,4-triazol-3-yl]sulfanyl]ethanone
    —— (2R)-N-benzyl-5-chloro-N-[(1R)-1-cyclopropylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO2
    (2R)-N-benzyl-5-chloro-N-[(1R)-1-cyclopropylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-benzyl-5-chloro-N-[(1R)-1-cyclopropylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO2
    (2S)-N-benzyl-5-chloro-N-[(1R)-1-cyclopropylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-benzyl-5-chloro-N-[(1S)-1-cyclopropylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO2
    (2R)-N-benzyl-5-chloro-N-[(1S)-1-cyclopropylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [2-(2,3-dihydro-1-benzofuran-5-yl)-2-oxoethyl] 2-[(5R,7R)-3-bromo-1-adamantyl]acetate —— C22H25BrO4
    [2-(2,3-dihydro-1-benzofuran-5-yl)-2-oxoethyl] 2-[(5R,7R)-3-bromo-1-adamantyl]acetate
    —— [2-(2,3-dihydro-1-benzofuran-5-yl)-2-oxoethyl] 2-[(5S,7S)-3-bromo-1-adamantyl]acetate —— C22H25BrO4
    [2-(2,3-dihydro-1-benzofuran-5-yl)-2-oxoethyl] 2-[(5S,7S)-3-bromo-1-adamantyl]acetate
    —— (2R)-N-[(3S)-1-benzylpyrrolidin-3-yl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O2
    (2R)-N-[(3S)-1-benzylpyrrolidin-3-yl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(3R)-1-benzylpyrrolidin-3-yl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O2
    (2R)-N-[(3R)-1-benzylpyrrolidin-3-yl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R,3R)-N-[(2R)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO3
    (2R,3R)-N-[(2R)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3R)-N-[(2R)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H21NO3
    (2S,3R)-N-[(2R)-1-methoxypropan-2-yl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (E)-N-[(4-chlorophenyl)methoxy]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanimine —— C17H16ClNO2
    (E)-N-[(4-chlorophenyl)methoxy]-1-(2,3-dihydro-1-benzofuran-5-yl)ethanimine
    —— (3S)-5-hydroxy-3-phenyl-3H-1-benzofuran-2-one —— C14H10O3
    (3S)-5-hydroxy-3-phenyl-3H-1-benzofuran-2-one
    —— (3S)-6-amino-3-phenyl-3H-1-benzofuran-2-one —— C14H11NO2
    (3S)-6-amino-3-phenyl-3H-1-benzofuran-2-one
    —— (2S)-N-[(2R)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O4
    (2S)-N-[(2R)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O4
    (2S)-N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O4
    (2R)-N-[(2R)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O4
    (2R)-N-[(2S)-2-(5-methylfuran-2-yl)-2-morpholin-4-ylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]-1,4-diazepan-1-yl]methanone —— C22H25ClN2O3
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]-1,4-diazepan-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]-1,4-diazepan-1-yl]methanone —— C22H25ClN2O3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]-1,4-diazepan-1-yl]methanone
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-ylpyrrolidine-2,3-dione —— C23H23NO5S
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]-5-thiophen-2-ylpyrrolidine-2,3-dione
    —— N-[(2R)-2-(2-chlorophenyl)-2-(diethylamino)ethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C22H27ClN2O2
    N-[(2R)-2-(2-chlorophenyl)-2-(diethylamino)ethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— (2R)-5-chloro-N-[2-(4-ethoxyphenoxy)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20ClNO4
    (2R)-5-chloro-N-[2-(4-ethoxyphenoxy)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2,4,5-trimethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20ClNO5
    (2R)-5-chloro-N-[(2,4,5-trimethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2R)-2-phenylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20ClNO2
    (2S)-5-chloro-N-[(2R)-2-phenylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2,3,5,6-tetrafluoropyridin-4-amine —— C17H15F4N3O2
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2,3,5,6-tetrafluoropyridin-4-amine
    —— (2R)-5-chloro-N-ethyl-N-[(3-fluoro-4-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19ClFNO3
    (2R)-5-chloro-N-ethyl-N-[(3-fluoro-4-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(1S)-1-(3,4-diethoxyphenyl)-2-methylpropyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C24H31NO4
    N-[(1S)-1-(3,4-diethoxyphenyl)-2-methylpropyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]methanone —— C17H21ClN2O4S
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(3S)-1,1-dioxothiolan-3-yl]piperazin-1-yl]methanone
    —— N-[(1R)-1-(3,4-diethoxyphenyl)-2-methylpropyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C24H31NO4
    N-[(1R)-1-(3,4-diethoxyphenyl)-2-methylpropyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— (2R,3R)-2,3-dimethyl-N-[[2-(pyrrolidin-1-ylmethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C23H28N2O2
    (2R,3R)-2,3-dimethyl-N-[[2-(pyrrolidin-1-ylmethyl)phenyl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[(1S)-1-(4-bromophenyl)propyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C19H20BrNO2
    N-[(1S)-1-(4-bromophenyl)propyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— N-[(1R)-1-(4-bromophenyl)propyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C19H20BrNO2
    N-[(1R)-1-(4-bromophenyl)propyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— (2S)-N-(2-benzylsulfanylethyl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO2S
    (2S)-N-(2-benzylsulfanylethyl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(3R)-1-benzylpyrrolidin-3-yl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O2
    (2S)-N-[(3R)-1-benzylpyrrolidin-3-yl]-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— ethyl 2-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-pentylamino]-4-methyl-1,3-thiazole-5-carboxylate —— C21H26N2O4S
    ethyl 2-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-pentylamino]-4-methyl-1,3-thiazole-5-carboxylate
    —— ethyl 2-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-pentylamino]-4-methyl-1,3-thiazole-5-carboxylate —— C21H26N2O4S
    ethyl 2-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]-pentylamino]-4-methyl-1,3-thiazole-5-carboxylate
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2-phenylsulfanylethyl)acetamide —— C20H23NO3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2-phenylsulfanylethyl)acetamide
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-chlorophenyl)methyl]-1,4-diazepan-1-yl]methanone —— C21H22Cl2N2O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-chlorophenyl)methyl]-1,4-diazepan-1-yl]methanone
    —— 1-(3-chlorophenyl)-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea —— C19H20ClN3O3S
    1-(3-chlorophenyl)-3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiourea
    —— N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2-(2-fluorophenoxy)acetohydrazide —— C20H21FN2O5
    N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2-(2-fluorophenoxy)acetohydrazide
    —— N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2,5-dimethylfuran-3-carbohydrazide —— C19H22N2O5
    N'-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-2,5-dimethylfuran-3-carbohydrazide
    —— 1-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-3-(2-fluorophenyl)thiourea —— C19H20FN3O3S
    1-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-3-(2-fluorophenyl)thiourea
    —— 4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-(furan-2-yl)-1H-1,2,4-triazole-5-thione —— C18H18N4O3S
    4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-(furan-2-yl)-1H-1,2,4-triazole-5-thione
    —— (2S)-5-chloro-N-[2-(4-methylphenoxy)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO3
    (2S)-5-chloro-N-[2-(4-methylphenoxy)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H17ClN2O3S
    (2S)-5-chloro-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(R)-cyclopropyl-(4-methoxyphenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C23H27NO4
    N-[(R)-cyclopropyl-(4-methoxyphenyl)methyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide