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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-[5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]thiophen-2-yl]propan-1-one —— C16H17NO2S
    1-[5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]thiophen-2-yl]propan-1-one
    —— (3S)-3-ethoxy-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]piperidine-1-carboxamide —— C19H28N2O4
    (3S)-3-ethoxy-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]piperidine-1-carboxamide
    —— 6-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-propan-2-ylpyrimidin-4-amine —— C17H22N4O
    6-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-propan-2-ylpyrimidin-4-amine
    —— N-[[(3R)-1-(2-methylpropyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H26N2O2
    N-[[(3R)-1-(2-methylpropyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2S)-5-methyl-7-[5-(1,2-oxazol-3-yl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H16N2O2S
    [(2S)-5-methyl-7-[5-(1,2-oxazol-3-yl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (3R)-3-ethoxy-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]piperidine-1-carboxamide —— C19H28N2O4
    (3R)-3-ethoxy-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]piperidine-1-carboxamide
    —— 6-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-propan-2-ylpyrimidin-4-amine —— C17H22N4O
    6-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-propan-2-ylpyrimidin-4-amine
    —— N-[[(3S)-1-(2-methylpropyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H26N2O2
    N-[[(3S)-1-(2-methylpropyl)pyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2R)-7-fluoro-5-(5-fluoro-2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15F2NO2
    [(2R)-7-fluoro-5-(5-fluoro-2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 6-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine —— C16H20N4O
    6-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine
    —— (3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(1H-pyrazol-5-yl)piperidine —— C19H25N3O
    (3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(1H-pyrazol-5-yl)piperidine
    —— 6-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine —— C16H20N4O
    6-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine
    —— (3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(1H-pyrazol-5-yl)piperidine —— C19H25N3O
    (3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(1H-pyrazol-5-yl)piperidine
    —— [(2R)-5-fluoro-7-[4-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H23FN2O
    [(2R)-5-fluoro-7-[4-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-5-fluoro-N-methylpyrimidin-4-amine —— C14H15FN4O
    2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-5-fluoro-N-methylpyrimidin-4-amine
    —— [(2S)-5-fluoro-7-[4-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H23FN2O
    [(2S)-5-fluoro-7-[4-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 6-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrimidin-4-amine —— C15H18N4O
    6-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrimidin-4-amine
    —— 6-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrimidin-4-amine —— C15H18N4O
    6-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrimidin-4-amine
    —— (2R)-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20N4O2
    (2R)-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H20N4O2
    (2S)-N-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-4-fluoro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C12H11FN2OS
    [(2R)-4-fluoro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-ethyl-N-methylpyrimidin-4-amine —— C17H22N4O
    2-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-ethyl-N-methylpyrimidin-4-amine
    —— [(2S)-4-fluoro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C12H11FN2OS
    [(2S)-4-fluoro-7-(1,3-thiazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-ethyl-N-methylpyrimidin-4-amine —— C17H22N4O
    2-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]-N-ethyl-N-methylpyrimidin-4-amine
    —— [(2R)-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H20N2O
    [(2R)-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C17H20N2O
    [(2S)-7-(6-propan-2-ylpyridin-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 1-[2-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol —— C19H24N4O2
    1-[2-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol
    —— N-[[(3S)-1-(1H-imidazol-5-ylmethyl)piperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H24N4O2
    N-[[(3S)-1-(1H-imidazol-5-ylmethyl)piperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 1-[2-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol —— C19H24N4O2
    1-[2-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol
    —— N-[[(3R)-1-(1H-imidazol-5-ylmethyl)piperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H24N4O2
    N-[[(3R)-1-(1H-imidazol-5-ylmethyl)piperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2R)-7-(3,5-difluoro-4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15F2NO2
    [(2R)-7-(3,5-difluoro-4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(3,5-difluoro-4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15F2NO2
    [(2S)-7-(3,5-difluoro-4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(2R)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-1,3-thiazole-4-carboxamide —— C13H12FN3O2S
    2-[(2R)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-1,3-thiazole-4-carboxamide
    —— 2-[(2S)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-1,3-thiazole-4-carboxamide —— C13H12FN3O2S
    2-[(2S)-2-(aminomethyl)-5-fluoro-2,3-dihydro-1-benzofuran-7-yl]-1,3-thiazole-4-carboxamide
    —— [(2R)-7-(6-ethyl-2-morpholin-4-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C19H23FN4O2
    [(2R)-7-(6-ethyl-2-morpholin-4-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(6-ethyl-2-morpholin-4-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C19H23FN4O2
    [(2S)-7-(6-ethyl-2-morpholin-4-ylpyrimidin-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(4-methoxy-2-methylphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H21NO2
    [(2S)-7-(4-methoxy-2-methylphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-7-(4-methoxy-2-methylphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H21NO2
    [(2R)-7-(4-methoxy-2-methylphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-5-fluoro-N,N-dimethylpyrimidin-4-amine —— C15H17FN4O
    2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-5-fluoro-N,N-dimethylpyrimidin-4-amine
    —— 2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-6-methylpyridine-3-carbonitrile —— C16H15N3O
    2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-6-methylpyridine-3-carbonitrile
    —— 2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-6-methylpyridine-3-carbonitrile —— C16H15N3O
    2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-6-methylpyridine-3-carbonitrile
    —— 2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-5-fluoro-N,N-dimethylpyrimidin-4-amine —— C15H17FN4O
    2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-5-fluoro-N,N-dimethylpyrimidin-4-amine
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[[5-methoxy-2-(pyridin-2-ylmethoxy)phenyl]methyl]methanamine —— C23H24N2O3
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[[5-methoxy-2-(pyridin-2-ylmethoxy)phenyl]methyl]methanamine
    —— 2-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridine-4-carbonitrile —— C16H15N3O
    2-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridine-4-carbonitrile
    —— 2-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridine-4-carbonitrile —— C16H15N3O
    2-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridine-4-carbonitrile
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-6-(1-methylimidazol-2-yl)pyridazin-3-amine —— C18H19N5O
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-6-(1-methylimidazol-2-yl)pyridazin-3-amine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-6-(1-methylimidazol-2-yl)pyridazin-3-amine —— C18H19N5O
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methyl-6-(1-methylimidazol-2-yl)pyridazin-3-amine
    —— (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol —— C18H18O4
    (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol
    —— (R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol —— C18H18O4
    (R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol
    —— (2S)-N-[[2-(cyclopropylmethoxy)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20N2O3
    (2S)-N-[[2-(cyclopropylmethoxy)pyridin-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide