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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
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea —— C18H23N3O2S
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea —— C17H22N4O2
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea —— C18H23N3O2S
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea
    —— 1-[(3,5-diethyl-1-methylpyrazol-4-yl)methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C19H26N4O2
    1-[(3,5-diethyl-1-methylpyrazol-4-yl)methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea —— C18H23N3O2S
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea —— C17H22N4O2
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea —— C18H23N3O3
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]urea —— C18H23N3O2S
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(1-methylpyrrol-3-yl)methyl]urea —— C17H21N3O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(1-methylpyrrol-3-yl)methyl]urea
    —— 1-[(3,5-diethyl-1-methylpyrazol-4-yl)methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C19H26N4O2
    1-[(3,5-diethyl-1-methylpyrazol-4-yl)methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea —— C18H23N3O2S
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(5-ethyl-1,3-thiazol-2-yl)ethyl]urea
    —— 1-[(1R)-1-(4-cyanophenyl)ethyl]-3-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea —— C20H21N3O2
    1-[(1R)-1-(4-cyanophenyl)ethyl]-3-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea —— C18H23N3O3
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea
    —— 1-[(1S)-1-(4-cyanophenyl)ethyl]-3-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea —— C20H21N3O2
    1-[(1S)-1-(4-cyanophenyl)ethyl]-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-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea —— C18H23N3O3
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea
    —— 1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea —— C18H23N3O3
    1-[(1S)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(3-propan-2-yl-1,2-oxazol-5-yl)methyl]urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]urea —— C18H23N3O2S
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]urea
    —— 1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea —— C17H22N4O2
    1-[(1R)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea —— C17H22N4O2
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(1-methylpyrazol-4-yl)ethyl]urea
    —— 1-[(1S)-1-(4-cyanophenyl)ethyl]-3-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea —— C20H21N3O2
    1-[(1S)-1-(4-cyanophenyl)ethyl]-3-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]urea
    —— 1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(1-methylpyrrol-3-yl)methyl]urea —— C17H21N3O2
    1-[(1S)-1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[(1-methylpyrrol-3-yl)methyl]urea
    —— 1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]urea —— C18H23N3O2S
    1-[(1R)-1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]ethyl]-3-[2-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]urea
    —— 1-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea —— C19H24N2O3
    1-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea
    —— 1-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6R)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea —— C19H24N2O3
    1-[(3S)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6R)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea
    —— 1-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6R)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea —— C19H24N2O3
    1-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6R)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea
    —— 1-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea —— C19H24N2O3
    1-[(3R)-5-methyl-2,3-dihydro-1-benzofuran-3-yl]-3-[(1S,5S,6S)-spiro[2-oxabicyclo[3.2.0]heptane-7,1'-cyclobutane]-6-yl]urea
    —— 3-(2,3-dihydro-1-benzofuran-5-yl)-5-(3-methylpyrazol-4-ylidene)-2H-1,2,4-oxadiazole —— C14H12N4O2
    3-(2,3-dihydro-1-benzofuran-5-yl)-5-(3-methylpyrazol-4-ylidene)-2H-1,2,4-oxadiazole
    —— (2S)-N-(2-amino-2-methylpropyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2S)-N-(2-amino-2-methylpropyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-N-(2-amino-2-methylpropyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H20N2O3S
    (2R)-N-(2-amino-2-methylpropyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-N-[(2R)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H20N2O3S
    (2R)-N-[(2R)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-N-[(2S)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H20N2O3S
    (2R)-N-[(2S)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-N-[(2S)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H20N2O3S
    (2S)-N-[(2S)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-N-[(2R)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H20N2O3S
    (2S)-N-[(2R)-2-amino-2-phenylethyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (1S,2S)-2-(furan-2-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide —— C19H21NO4
    (1S,2S)-2-(furan-2-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide
    —— 3-(furan-2-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C18H21NO4
    3-(furan-2-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— 3-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]pyrazine-2-carbonitrile —— C16H16N4O2
    3-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylamino]pyrazine-2-carbonitrile
    —— (1R,2S)-2-(furan-2-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide —— C19H21NO4
    (1R,2S)-2-(furan-2-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide
    —— (2R)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C19H24N2O4
    (2R)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— 2-(2-ethyl-1,3-thiazol-4-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C18H22N2O3S
    2-(2-ethyl-1,3-thiazol-4-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (1S,2S)-2-(furan-2-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide —— C19H21NO4
    (1S,2S)-2-(furan-2-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(5-methyl-1H-pyrazol-3-yl)acetamide —— C17H21N3O3
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(5-methyl-1H-pyrazol-3-yl)acetamide
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(6-methylpyridin-3-yl)acetamide —— C19H22N2O3
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(6-methylpyridin-3-yl)acetamide
    —— (2R)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C19H24N2O4
    (2R)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-pyridin-2-ylbutanamide —— C20H24N2O3
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-pyridin-2-ylbutanamide
    —— (2S)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C19H24N2O4
    (2S)-2-(3,5-dimethyl-1,2-oxazol-4-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-propan-2-yl-1,3-oxazole-4-carboxamide —— C18H22N2O4
    N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-propan-2-yl-1,3-oxazole-4-carboxamide
    —— N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-propan-2-yl-1,3-oxazole-4-carboxamide —— C18H22N2O4
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-propan-2-yl-1,3-oxazole-4-carboxamide
    —— 2-(2-ethyl-1,3-thiazol-4-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C18H22N2O3S
    2-(2-ethyl-1,3-thiazol-4-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 3-(furan-2-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C18H21NO4
    3-(furan-2-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— (1R,2S)-2-(furan-2-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide —— C19H21NO4
    (1R,2S)-2-(furan-2-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopropane-1-carboxamide