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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-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(1-methylpyrazol-4-yl)ethanamine —— C17H23N3O2
    N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(1-methylpyrazol-4-yl)ethanamine
    —— (Z)-1-(2,3-dihydro-1-benzofuran-5-yl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one —— C16H14O2S
    (Z)-1-(2,3-dihydro-1-benzofuran-5-yl)-3-(5-methylthiophen-2-yl)prop-2-en-1-one
    —— 1-[[(2R)-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-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-ylmethyl)urea
    —— (2R)-5-chloro-N-(3-imidazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-(3-imidazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(4,5-dimethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H14ClN3O2
    (2S)-5-chloro-N-(4,5-dimethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(3-propyl-1,2,4-oxadiazol-5-yl)butanamide —— C18H23N3O3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(3-propyl-1,2,4-oxadiazol-5-yl)butanamide
    —— (2R)-5-chloro-N-(4,5-dimethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H14ClN3O2
    (2R)-5-chloro-N-(4,5-dimethyl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[2-(4-acetylpiperazin-1-yl)ethyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C18H26N4O3
    1-[2-(4-acetylpiperazin-1-yl)ethyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— (2S)-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O3
    (2S)-N-[(2R)-3-methyl-2-morpholin-4-ylbutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-(furan-2-ylmethoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H19NO4
    (2S)-N-[3-(furan-2-ylmethoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(2-methyl-1,3-thiazol-4-yl)ethyl]urea —— C16H19N3O2S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(2-methyl-1,3-thiazol-4-yl)ethyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-methylsulfonylpyridin-3-yl)urea —— C16H17N3O4S
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-methylsulfonylpyridin-3-yl)urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-methylsulfonylpyridin-3-yl)urea —— C16H17N3O4S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-methylsulfonylpyridin-3-yl)urea
    —— N-[3-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H28N2O2
    N-[3-[(3S,5S)-3,5-dimethylpiperidin-1-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide —— C13H17NO4S
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide
    —— 1-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C23H26N4O2
    1-[(1-benzyl-3,5-dimethylpyrazol-4-yl)methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide —— C13H17NO4S
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylsulfonylpropanamide
    —— 3-cyclopentylsulfonyl-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C20H29NO5S
    3-cyclopentylsulfonyl-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— 3-cyclopentylsulfonyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C20H29NO5S
    3-cyclopentylsulfonyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— N-(cyclopropylmethyl)-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H17NO2
    N-(cyclopropylmethyl)-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]urea —— C15H20N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2-methoxyethyl)urea —— C13H18N2O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2-methoxyethyl)urea
    —— (2R)-N-[(1S)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H27NO4
    (2R)-N-[(1S)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]urea —— C15H20N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]urea
    —— (2R)-N-[(1R)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H27NO4
    (2R)-N-[(1R)-1-[3-methoxy-4-(2-methylpropoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]acetamide —— C22H23N3O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[3-[(2-methylimidazol-1-yl)methyl]phenyl]methyl]acetamide
    —— N-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H26N2O3
    N-[3-[(2R,6S)-2,6-dimethylmorpholin-4-yl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 5-chloro-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3-dimethylpyrazole-4-sulfonamide —— C17H22ClN3O4S
    5-chloro-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1,3-dimethylpyrazole-4-sulfonamide
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(6-methylpyridin-2-yl)piperidine-3-carboxamide —— C20H23N3O4S
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(6-methylpyridin-2-yl)piperidine-3-carboxamide
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(6-methylpyridin-2-yl)piperidine-3-carboxamide —— C20H23N3O4S
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(6-methylpyridin-2-yl)piperidine-3-carboxamide
    —— (2S)-5-chloro-N-(1-ethyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H15ClN2O3
    (2S)-5-chloro-N-(1-ethyl-6-oxopyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,1-diethylurea —— C14H20N2O2
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,1-diethylurea
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1-methylurea —— C17H21N3O3
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-[(3,5-dimethyl-1,2-oxazol-4-yl)methyl]-1-methylurea
    —— 4-N-[3-(diethylamino)propyl]-1-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1,4-dicarboxamide —— C23H36N4O3
    4-N-[3-(diethylamino)propyl]-1-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1,4-dicarboxamide
    —— (3R,5R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpiperidine-1-carboxamide —— C17H24N2O2
    (3R,5R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpiperidine-1-carboxamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-ethylpiperidine-1-carboxamide —— C17H24N2O2
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-ethylpiperidine-1-carboxamide
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(furan-2-ylmethyl)-1-(2-methoxyethyl)urea —— C18H22N2O4
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(furan-2-ylmethyl)-1-(2-methoxyethyl)urea
    —— 1-cyclopropyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(3-methylbutyl)urea —— C18H26N2O2
    1-cyclopropyl-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(3-methylbutyl)urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyrimidin-2-ylamino)ethyl]urea —— C16H19N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2-(pyrimidin-2-ylamino)ethyl]urea
    —— (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide —— C15H20N2O3
    (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide
    —— (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide —— C15H20N2O3
    (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-hydroxypiperidine-1-carboxamide
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,1-bis(furan-2-ylmethyl)urea —— C20H20N2O4
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1,1-bis(furan-2-ylmethyl)urea
    —— (3S,5R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpiperidine-1-carboxamide —— C17H24N2O2
    (3S,5R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3,5-dimethylpiperidine-1-carboxamide
    —— 3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(furan-2-ylmethyl)-1-(2-methoxyethyl)urea —— C18H22N2O4
    3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(furan-2-ylmethyl)-1-(2-methoxyethyl)urea
    —— 4-N-[3-(diethylamino)propyl]-1-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1,4-dicarboxamide —— C23H36N4O3
    4-N-[3-(diethylamino)propyl]-1-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperidine-1,4-dicarboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-2-ylurea —— C15H15N3O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-2-ylurea
    —— 2-methoxyethyl 5-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylcarbamoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate —— C20H24N2O5
    2-methoxyethyl 5-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylcarbamoyl]-2,4-dimethyl-1H-pyrrole-3-carboxylate
    —— (2R)-5-chloro-N-[3-[methyl(2,2,2-trifluoroethyl)amino]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18ClF3N2O2
    (2R)-5-chloro-N-[3-[methyl(2,2,2-trifluoroethyl)amino]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanesulfonamide —— C10H13NO3S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]methanesulfonamide
    —— (2S)-5-chloro-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O3
    (2S)-5-chloro-N-[(2-cyclopentyloxypyridin-3-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide