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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
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylpropan-1-one —— C15H20N2O2
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylpropan-1-one
    —— (2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperazin-1-ylpropan-1-one —— C15H20N2O2
    (2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperazin-1-ylpropan-1-one
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylpropan-1-one —— C15H20N2O2
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylpropan-1-one
    —— (2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperazin-1-ylpropan-1-one —— C15H20N2O2
    (2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperazin-1-ylpropan-1-one
    —— (4S)-4-(aminomethyl)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-2-one —— C15H20N2O2
    (4S)-4-(aminomethyl)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]pyrrolidin-2-one
    —— 1-[4-(2,3-dihydro-1-benzofuran-5-yl)butyl]pyrazol-4-amine —— C15H19N3O
    1-[4-(2,3-dihydro-1-benzofuran-5-yl)butyl]pyrazol-4-amine
    —— 2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]benzenethiolate —— C18H18NO3S-
    2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]benzenethiolate
    —— 1-(4-acetylpiperazin-1-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone —— C18H24N2O4
    1-(4-acetylpiperazin-1-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-methyl-1,3,4-thiadiazol-2-yl)acetamide —— C15H17N3O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-methyl-1,3,4-thiadiazol-2-yl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(1,2-oxazol-3-yl)acetamide —— C15H16N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(1,2-oxazol-3-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-nitrothiazol-2-yl)acetamide —— C15H15N3O5S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-nitrothiazol-2-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-phenylpropyl)acetamide —— C21H25NO3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-phenylpropyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-methoxyphenethyl)acetamide —— C21H25NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-methoxyphenethyl)acetamide
    —— N-(2,6-difluorobenzyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C19H19F2NO3
    N-(2,6-difluorobenzyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(4,6-dimethylpyrimidin-2-yl)acetamide —— C18H21N3O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(4,6-dimethylpyrimidin-2-yl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-4-phenylbutan-2-yl]acetamide —— C22H27NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-4-phenylbutan-2-yl]acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxyphenethyl)acetamide —— C21H25NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-methoxyphenethyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-4-phenylbutan-2-yl]acetamide —— C22H27NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-4-phenylbutan-2-yl]acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-methoxyphenethyl)acetamide —— C21H25NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-methoxyphenethyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R,5R)-3,3,5-trimethylcyclohexyl]acetamide —— C21H31NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R,5R)-3,3,5-trimethylcyclohexyl]acetamide
    —— 3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]propyl-dimethylazanium —— C17H27N2O3+
    3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]propyl-dimethylazanium
    —— N-(2,2-diethoxyethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C18H27NO5
    N-(2,2-diethoxyethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(2S)-oxolan-2-yl]methyl]acetamide —— C17H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(2S)-oxolan-2-yl]methyl]acetamide
    —— 3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]propyl-diethylazanium —— C19H31N2O3+
    3-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]propyl-diethylazanium
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,5R)-3,3,5-trimethylcyclohexyl]acetamide —— C21H31NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,5R)-3,3,5-trimethylcyclohexyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-ethylacetamide —— C14H19NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-ethylacetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-ethoxypropyl)acetamide —— C17H25NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-ethoxypropyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-methoxypropyl)acetamide —— C16H23NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-methoxypropyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,5S)-3,3,5-trimethylcyclohexyl]acetamide —— C21H31NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,5S)-3,3,5-trimethylcyclohexyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,2S)-2-methylcyclohexyl]acetamide —— C19H27NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1S,2S)-2-methylcyclohexyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R,2R)-2-methylcyclohexyl]acetamide —— C19H27NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R,2R)-2-methylcyclohexyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C17H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-isopropoxypropyl)acetamide —— C18H27NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-isopropoxypropyl)acetamide
    —— N-(2-(cyclohex-1-en-1-yl)ethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C20H27NO3
    N-(2-(cyclohex-1-en-1-yl)ethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(dimethylamino)propyl)acetamide —— C17H26N2O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(dimethylamino)propyl)acetamide
    —— 1-(4-Benzylpiperazin-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone —— C23H28N2O3
    1-(4-Benzylpiperazin-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-methylpiperazin-1-yl)ethanone —— C17H24N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-methylpiperazin-1-yl)ethanone
    —— 1-(4-benzylpiperazin-4-ium-1-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone —— C23H29N2O3+
    1-(4-benzylpiperazin-4-ium-1-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C18H25NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2S,6R)-2,6-dimethylmorpholin-4-yl]ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone —— C18H25NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(2R,6R)-2,6-dimethylmorpholin-4-yl]ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N,N-bis(2-methylpropyl)acetamide —— C20H31NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N,N-bis(2-methylpropyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-methylpiperazin-4-ium-1-yl)ethanone —— C17H25N2O3+
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-methylpiperazin-4-ium-1-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(4-(furan-2-carbonyl)piperazin-1-yl)ethanone —— C21H24N2O5
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(4-(furan-2-carbonyl)piperazin-1-yl)ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-ethylpiperazin-4-ium-1-yl)ethanone —— C18H27N2O3+
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-ethylpiperazin-4-ium-1-yl)ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-ethylpiperazin-1-yl)ethanone —— C18H26N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-ethylpiperazin-1-yl)ethanone
    —— N-[(2R)-butan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C16H23NO3
    N-[(2R)-butan-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N,N-dipropylacetamide —— C18H27NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N,N-dipropylacetamide
    —— N-benzyl-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-ethylacetamide —— C21H25NO3
    N-benzyl-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-ethylacetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N,N-di(propan-2-yl)acetamide —— C18H27NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N,N-di(propan-2-yl)acetamide
    —— 1-(azepan-1-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone —— C18H25NO3
    1-(azepan-1-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone