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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
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide —— C17H22N2O5S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3,5-dimethyl-1,2-oxazole-4-sulfonamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiophene-2-sulfonamide —— C16H19NO4S2
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiophene-2-sulfonamide
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-propylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine —— C17H19N5O2
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-propylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— 5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-propylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine —— C17H19N5O2
    5-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1-propylpyrazol-4-yl)methyl]-1,3,4-oxadiazol-2-amine
    —— (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]propan-1-amine —— C17H24N4O
    (1R)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]propan-1-amine
    —— (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]propan-1-amine —— C17H24N4O
    (1S)-1-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N-[(4-methyl-1,2,4-triazol-3-yl)methyl]propan-1-amine
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]thiophene-2-carboxamide —— C17H18N2O3S
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]thiophene-2-carboxamide
    —— N-[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide —— C19H23N3O3
    N-[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide
    —— N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide —— C19H23N3O3
    N-[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide
    —— N-[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide —— C19H23N3O3
    N-[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide
    —— N-[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide —— C19H23N3O3
    N-[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-N,2,5,6-tetramethyl-3-oxopyridazine-4-carboxamide
    —— 1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(2S)-1-methoxypropan-2-yl]thiourea —— C17H25N3O3S
    1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(2S)-1-methoxypropan-2-yl]thiourea
    —— (3R)-N-[(5-acetyl-6-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H18N2O3
    (3R)-N-[(5-acetyl-6-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(5-acetyl-6-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C18H18N2O3
    (3S)-N-[(5-acetyl-6-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea —— C16H20N4O2
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea —— C16H20N4O2
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea —— C18H21N3O3
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea —— C16H20N4O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea —— C17H22N4O2
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea
    —— 1-[1-(2,2-difluoroethyl)pyrazol-3-yl]-3-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea —— C16H18F2N4O2
    1-[1-(2,2-difluoroethyl)pyrazol-3-yl]-3-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea
    —— 1-[1-(2,2-difluoroethyl)pyrazol-3-yl]-3-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea —— C16H18F2N4O2
    1-[1-(2,2-difluoroethyl)pyrazol-3-yl]-3-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea —— C17H22N4O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(5-ethyl-2-methylpyrazol-3-yl)urea —— C17H22N4O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(5-ethyl-2-methylpyrazol-3-yl)urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(5-ethyl-2-methylpyrazol-3-yl)urea —— C17H22N4O2
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(5-ethyl-2-methylpyrazol-3-yl)urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(5-ethyl-2-methylpyrazol-3-yl)urea —— C17H22N4O2
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(5-ethyl-2-methylpyrazol-3-yl)urea
    —— 3-[(E)-2-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethenyl]-5-methyl-4-nitro-1,2-oxazole —— C17H18N2O5
    3-[(E)-2-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethenyl]-5-methyl-4-nitro-1,2-oxazole
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea —— C17H22N4O2
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea —— C16H20N4O2
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,5-dimethylpyrazol-3-yl)urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea —— C18H21N3O3
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea —— C18H21N3O3
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea —— C17H22N4O2
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1-propan-2-ylpyrazol-4-yl)urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea —— C18H21N3O3
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-(1,4-dimethyl-2-oxopyridin-3-yl)urea
    —— N-[2-[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]ethyl]methanesulfonamide —— C14H22N2O3S
    N-[2-[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]ethyl]methanesulfonamide
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1,3-thiazol-4-yl)propanamide —— C17H20N2O3S
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1,3-thiazol-4-yl)propanamide
    —— N-[2-[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]ethyl]methanesulfonamide —— C14H22N2O3S
    N-[2-[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]ethyl]methanesulfonamide
    —— N-[2-[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]ethyl]methanesulfonamide —— C14H22N2O3S
    N-[2-[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]ethyl]methanesulfonamide
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,2-oxazole-3-carboxamide —— C15H16N2O4
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,2-oxazole-3-carboxamide
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(5-methyl-1,2-oxazol-3-yl)acetamide —— C17H20N2O4
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(5-methyl-1,2-oxazol-3-yl)acetamide
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1,3-thiazol-4-yl)propanamide —— C17H20N2O3S
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1,3-thiazol-4-yl)propanamide
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,2-oxazole-3-carboxamide —— C15H16N2O4
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,2-oxazole-3-carboxamide
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(5-methyl-1,2-oxazol-3-yl)acetamide —— C17H20N2O4
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(5-methyl-1,2-oxazol-3-yl)acetamide
    —— (1S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine —— C19H24N2O
    (1S)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine
    —— (1R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine —— C19H24N2O
    (1R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine
    —— (1S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine —— C19H24N2O
    (1S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine
    —— (1R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine —— C19H24N2O
    (1R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1-pyridin-4-ylpropan-1-amine
    —— (1R)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C20H27N3O2
    (1R)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (1S)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C20H27N3O2
    (1S)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (1S)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C20H27N3O2
    (1S)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (1R)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C20H27N3O2
    (1R)-1-(2,4-dimethylpyrimidin-5-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(5-pyridin-4-ylpyrazol-1-yl)acetamide —— C19H18N4O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(5-pyridin-4-ylpyrazol-1-yl)acetamide