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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
    —— (E)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-3-ylprop-2-enamide —— C19H22N2O2S
    (E)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-3-ylprop-2-enamide
    —— 1-[(4-chlorophenyl)methyl]-3-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]urea —— C20H24ClN3O2
    1-[(4-chlorophenyl)methyl]-3-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]urea
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-5-phenyl-1,2-oxazole-3-carboxamide —— C22H23N3O3
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-5-phenyl-1,2-oxazole-3-carboxamide
    —— 1-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-2-ylurea —— C17H21N3O2S
    1-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-2-ylurea
    —— 1-(2-chlorophenyl)-N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]methanesulfonamide —— C19H23ClN2O3S
    1-(2-chlorophenyl)-N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]methanesulfonamide
    —— 1-(2-chlorophenyl)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]methanesulfonamide —— C19H23ClN2O3S
    1-(2-chlorophenyl)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]methanesulfonamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)ethanesulfonamide —— C21H28N2O4S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-2-(4-methoxyphenyl)ethanesulfonamide
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]thiophene-3-carboxamide —— C17H20N2O2S
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]thiophene-3-carboxamide
    —— 1-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-2-ylurea —— C17H21N3O2S
    1-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-2-ylurea
    —— 1-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-(thiophen-2-ylmethyl)urea —— C18H23N3O2S
    1-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-(thiophen-2-ylmethyl)urea
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]thiophene-3-carboxamide —— C17H20N2O2S
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]thiophene-3-carboxamide
    —— 1-[(4-chlorophenyl)methyl]-3-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]urea —— C20H24ClN3O2
    1-[(4-chlorophenyl)methyl]-3-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]urea
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]furan-3-carboxamide —— C17H20N2O3
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]furan-3-carboxamide
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]furan-3-carboxamide —— C17H20N2O3
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]furan-3-carboxamide
    —— (E)-N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-3-ylprop-2-enamide —— C19H22N2O2S
    (E)-N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]-3-thiophen-3-ylprop-2-enamide
    —— 5-bromo-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]thiophene-2-sulfonamide —— C16H19BrN2O3S2
    5-bromo-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]thiophene-2-sulfonamide
    —— methyl 3-[[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]sulfamoyl]thiophene-2-carboxylate —— C18H22N2O5S2
    methyl 3-[[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]sulfamoyl]thiophene-2-carboxylate
    —— N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]methanesulfonamide —— C13H20N2O3S
    N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(dimethylamino)ethyl]methanesulfonamide
    —— (5S,9S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C19H27NO2S
    (5S,9S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
    —— (5S,9R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C19H27NO2S
    (5S,9R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
    —— (5S,9S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C19H27NO2S
    (5S,9S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
    —— (5S,9R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine —— C19H27NO2S
    (5S,9R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-6-oxa-2-thiaspiro[4.5]decan-9-amine
    —— 4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]morpholin-4-ium —— C13H18NO2+
    4-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]morpholin-4-ium
    —— (1S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine —— C19H23FN2O2
    (1S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrazole-4-carboxamide —— C16H19N3O3
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrazole-4-carboxamide
    —— 1-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-N,2-N-dimethylbenzene-1,2-diamine —— C20H26N2O2
    1-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-N,2-N-dimethylbenzene-1,2-diamine
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-methyl-1,4-diazepane-1-carboxamide —— C19H29N3O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-methyl-1,4-diazepane-1-carboxamide
    —— 1-[(2S)-2-cyanopropyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C18H25N3O3
    1-[(2S)-2-cyanopropyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrazole-4-carboxamide —— C16H19N3O3
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrazole-4-carboxamide
    —— 1-[(2R)-2-cyanopropyl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C18H25N3O3
    1-[(2R)-2-cyanopropyl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— (1R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine —— C19H23FN2O2
    (1R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine
    —— 1-[(2R)-2-cyanopropyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C18H25N3O3
    1-[(2R)-2-cyanopropyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— (1S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine —— C19H23FN2O2
    (1S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine
    —— (1R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine —— C19H23FN2O2
    (1R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(5-fluoropyridin-3-yl)ethanamine
    —— 1-[(2S)-2-cyanopropyl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea —— C18H25N3O3
    1-[(2S)-2-cyanopropyl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylurea
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-methyl-1,4-diazepane-1-carboxamide —— C19H29N3O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-methyl-1,4-diazepane-1-carboxamide
    —— 1-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-N,2-N-dimethylbenzene-1,2-diamine —— C20H26N2O2
    1-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-2-N,2-N-dimethylbenzene-1,2-diamine
    —— (3S)-N-[[1-(2-ethoxyethyl)cyclopentyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H27NO3
    (3S)-N-[[1-(2-ethoxyethyl)cyclopentyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[[1-(2-ethoxyethyl)cyclopentyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H27NO3
    (3R)-N-[[1-(2-ethoxyethyl)cyclopentyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2,2-dimethyl-3H-1-benzofuran-7-yl)-(4-methylpiperazin-4-ium-1-yl)methanone —— C16H23N2O2+
    (2,2-dimethyl-3H-1-benzofuran-7-yl)-(4-methylpiperazin-4-ium-1-yl)methanone
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole —— C14H16N2O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1S)-1-ethoxyethyl]-1,2,4-oxadiazole
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole —— C14H16N2O3
    5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(1R)-1-ethoxyethyl]-1,2,4-oxadiazole
    —— ethyl (2S)-5-[(5-chloropyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate —— C17H17ClN2O5S
    ethyl (2S)-5-[(5-chloropyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate
    —— ethyl (2R)-5-[(5-chloropyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate —— C17H17ClN2O5S
    ethyl (2R)-5-[(5-chloropyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-ethyl-1-(2-hydroxyethyl)urea —— C17H26N2O4
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-ethyl-1-(2-hydroxyethyl)urea
    —— 3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-ethyl-1-(2-hydroxyethyl)urea —— C17H26N2O4
    3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-ethyl-1-(2-hydroxyethyl)urea
    —— Mdl-74722DA —— C19H34Cl2N2O3
    Mdl-74722DA
    —— N-[(1S)-1-(2H-tetrazol-5-yl)butyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H17N5O2
    N-[(1S)-1-(2H-tetrazol-5-yl)butyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1R)-1-(2H-tetrazol-5-yl)butyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H17N5O2
    N-[(1R)-1-(2H-tetrazol-5-yl)butyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4R)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone —— C17H24N2O2
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(3R,4R)-3-(dimethylamino)-4-ethylpyrrolidin-1-yl]methanone