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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
    —— 2,3-dihydro-1-benzofuran-5-yl-[4-(3-methylbutyl)piperazin-1-yl]methanone —— C18H26N2O2
    2,3-dihydro-1-benzofuran-5-yl-[4-(3-methylbutyl)piperazin-1-yl]methanone
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(1-methylpyrazol-4-yl)ethanamine —— C17H23N3O2
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(1-methylpyrazol-4-yl)ethanamine
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(1,2,4-triazol-1-yl)propyl]urea —— C15H19N5O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(1,2,4-triazol-1-yl)propyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(1,2,4-triazol-1-yl)propyl]urea —— C15H19N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(1,2,4-triazol-1-yl)propyl]urea
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(2-pyrrolidin-1-ylpyrimidin-5-yl)methyl]methanamine —— C18H22N4O
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(2-pyrrolidin-1-ylpyrimidin-5-yl)methyl]methanamine
    —— 3-[cyclopropanecarbonyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H34N2O8
    3-[cyclopropanecarbonyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H34N2O6
    3-[cyclopropanecarbonyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O7
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(2-oxobutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[oxolane-3-carbonyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H34N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[oxolane-3-carbonyl(oxolan-2-ylmethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[4-(dimethylamino)phenyl]methyl]-1,3-thiazolidin-4-one —— C20H22N2O2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[[4-(dimethylamino)phenyl]methyl]-1,3-thiazolidin-4-one
    —— N-[(Z)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H15NO4S
    N-[(Z)-2-phenylethenyl]sulfonyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 3-[(3,4-dichlorophenyl)methyl-(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H28Cl2N2O5
    3-[(3,4-dichlorophenyl)methyl-(2-methylpropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-1,3-thiazolidin-4-one —— C21H26N2O3S2
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-[[5-[(dimethylamino)methyl]furan-2-yl]methylsulfanyl]ethyl]-1,3-thiazolidin-4-one
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(dodecanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H50N2O7
    3-[cyclopentyl(dodecanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O6
    3-[3-ethoxypropyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O7
    3-[cyclopentyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-bromo-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-sulfonamide —— C13H12BrNO3S2
    3-bromo-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-sulfonamide
    —— 3-bromo-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-sulfonamide —— C13H12BrNO3S2
    3-bromo-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-sulfonamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-[[(3S)-oxolan-3-yl]methyl]acetamide —— C17H23NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-[[(3S)-oxolan-3-yl]methyl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-[[(3R)-oxolan-3-yl]methyl]acetamide —— C17H23NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-ethyl-N-[[(3R)-oxolan-3-yl]methyl]acetamide
    —— 3-[(2-cyclopentylacetyl)-(3-methylbutyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    3-[(2-cyclopentylacetyl)-(3-methylbutyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)urea —— C16H19N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)urea
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutyl(octanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H46N2O7
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methylbutyl(octanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-5-chloro-N-[(6-piperidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22ClN3O2
    (2S)-5-chloro-N-[(6-piperidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(6-piperidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22ClN3O2
    (2R)-5-chloro-N-[(6-piperidin-1-ylpyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-morpholin-4-ylpropan-2-yl]urea —— C17H25N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-morpholin-4-ylpropan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-morpholin-4-ylpropan-2-yl]urea —— C17H25N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-1-morpholin-4-ylpropan-2-yl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-morpholin-4-ylpropan-2-yl]urea —— C17H25N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-morpholin-4-ylpropan-2-yl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-morpholin-4-ylpropan-2-yl]urea —— C17H25N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-1-morpholin-4-ylpropan-2-yl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(dimethylamino)pyridin-4-yl]methyl]urea —— C18H22N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(dimethylamino)pyridin-4-yl]methyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[2-[[(2S,6S)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide —— C24H30N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[2-[[(2S,6S)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(dimethylamino)pyridin-4-yl]methyl]urea —— C18H22N4O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(dimethylamino)pyridin-4-yl]methyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[2-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide —— C24H30N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[2-[[(2R,6S)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[2-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide —— C24H30N2O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[2-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide
    —— (2S)-5-chloro-N-(3-imidazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2S)-5-chloro-N-(3-imidazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[2-(4-acetylpiperazin-1-yl)ethyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C18H26N4O3
    1-[2-(4-acetylpiperazin-1-yl)ethyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-hydroxyethyl)urea —— C18H26N2O4
    1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-hydroxyethyl)urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-2-morpholin-4-ylpropyl]urea —— C17H25N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-2-morpholin-4-ylpropyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-2-morpholin-4-ylpropyl]urea —— C17H25N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-2-morpholin-4-ylpropyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-2-morpholin-4-ylpropyl]urea —— C17H25N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-2-morpholin-4-ylpropyl]urea
    —— 1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-hydroxyethyl)urea —— C18H26N2O4
    1-cyclopropyl-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-hydroxyethyl)urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-2-morpholin-4-ylpropyl]urea —— C17H25N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-2-morpholin-4-ylpropyl]urea
    —— (2R)-N-[3-(furan-2-ylmethoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19NO4
    (2R)-N-[3-(furan-2-ylmethoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2R)-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2S)-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2R)-N-[(2S)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-1-methylurea —— C17H21N5O2
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-1-methylurea
    —— (2S)-5-chloro-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17ClN4O2
    (2S)-5-chloro-N-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide