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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-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,5-dimethylfuran-3-carboxamide —— C21H23NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2,5-dimethylfuran-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-phenylpropanamide —— C23H25NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-phenylpropanamide
    —— 1-(Tert-butyl)-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea —— C19H26N2O3
    1-(Tert-butyl)-3-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)urea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-6-oxo-1,6-dihydropyridazine-3-carboxamide —— C19H19N3O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-6-oxo-1,6-dihydropyridazine-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propane-1-sulfonamide —— C17H23NO4S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propane-1-sulfonamide
    —— 5-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-carboxamide —— C19H18ClNO3S
    5-chloro-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)thiophene-2-carboxamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-ethylurea —— C17H22N2O3
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-ethylurea
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C16H19NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)acetamide —— C18H21N5O3S
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-((1-methyl-1H-tetrazol-5-yl)thio)acetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclopentanecarboxamide —— C20H25NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)cyclopentanecarboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-ethylbutanamide —— C20H27NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-ethylbutanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,3-dimethylbutanamide —— C20H27NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3,3-dimethylbutanamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide —— C20H21N3O4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-1-methyl-6-oxo-1,6-dihydropyridazine-3-carboxamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-ethoxyacetamide —— C18H23NO4
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-2-ethoxyacetamide
    —— N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-phenylbutanamide —— C24H27NO3
    N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-4-phenylbutanamide
    —— 1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-phenethylurea —— C23H26N2O3
    1-(4-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)-3-phenethylurea
    —— 3-cyclopentyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide —— C22H29NO3
    3-cyclopentyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)propanamide
    —— 2-cyclohexyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide —— C22H29NO3
    2-cyclohexyl-N-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)but-2-yn-1-yl)acetamide
    —— N-(4-(2,4-difluorophenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C22H21F2NO4
    N-(4-(2,4-difluorophenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— N-(4-(2-allylphenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C25H27NO4
    N-(4-(2-allylphenoxy)but-2-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(2-methoxyphenoxy)but-2-yn-1-yl)acetamide —— C23H25NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(2-methoxyphenoxy)but-2-yn-1-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(2-fluorophenoxy)but-2-yn-1-yl)acetamide —— C22H22FNO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-(2-fluorophenoxy)but-2-yn-1-yl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone —— C20H24N2O5S2
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(4-thiophen-2-ylsulfonylpiperazin-1-yl)ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide —— C17H19N3O3S2
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(5-prop-2-enylsulfanyl-1,3,4-thiadiazol-2-yl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-pyridin-3-ylacetamide —— C17H18N2O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-pyridin-3-ylacetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[4-(furan-2-yl)-1,3-thiazol-2-yl]-5-methylpyrazol-3-yl]acetamide —— C23H22N4O4S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[4-(furan-2-yl)-1,3-thiazol-2-yl]-5-methylpyrazol-3-yl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[2-(3,5-dimethylpyrazol-1-yl)-1,3-thiazol-4-yl]ethyl]acetamide —— C22H26N4O3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[2-(3,5-dimethylpyrazol-1-yl)-1,3-thiazol-4-yl]ethyl]acetamide
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(morpholinomethyl)-1,4-thiazepan-4-yl)ethanone —— C22H32N2O4S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(morpholinomethyl)-1,4-thiazepan-4-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(piperidin-1-ylmethyl)-1,4-thiazepan-4-yl)ethanone —— C23H34N2O3S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(piperidin-1-ylmethyl)-1,4-thiazepan-4-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(pyrrolidin-1-ylmethyl)-1,4-thiazepan-4-yl)ethanone —— C22H32N2O3S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-(pyrrolidin-1-ylmethyl)-1,4-thiazepan-4-yl)ethanone
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((dimethylamino)methyl)-1,4-thiazepan-4-yl)ethanone —— C20H30N2O3S
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(3-((dimethylamino)methyl)-1,4-thiazepan-4-yl)ethanone
    —— N-(1,4-diazabicyclo[2.2.2]octan-2-ylmethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C19H27N3O3
    N-(1,4-diazabicyclo[2.2.2]octan-2-ylmethyl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(6-(2-methyl-1H-imidazol-1-yl)pyridin-3-yl)acetamide —— C21H22N4O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(6-(2-methyl-1H-imidazol-1-yl)pyridin-3-yl)acetamide
    —— 2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(2-(3-methyl-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)ethanone —— C19H23N3O4
    2-((2,2-Dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-1-(2-(3-methyl-1,2,4-oxadiazol-5-yl)pyrrolidin-1-yl)ethanone
    —— 7-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one —— C17H16N2O3S
    7-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]-[1,3]thiazolo[3,2-a]pyrimidin-5-one
    —— 1-(1-cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone —— C21H25NO3
    1-(1-cyclopropyl-2,5-dimethylpyrrol-3-yl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[4-[2-(2-ethylimidazol-1-yl)ethyl]piperazin-1-yl]ethanone —— C23H32N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[4-[2-(2-ethylimidazol-1-yl)ethyl]piperazin-1-yl]ethanone
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[4-[2-(2-propan-2-ylimidazol-1-yl)ethyl]piperazin-1-yl]ethanone —— C24H34N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[4-[2-(2-propan-2-ylimidazol-1-yl)ethyl]piperazin-1-yl]ethanone
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(furan-3-yl)ethyl)acetamide —— C18H21NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(furan-3-yl)ethyl)acetamide
    —— 1-Cyclohexyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea —— C19H29N3O2
    1-Cyclohexyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-isopropylurea —— C16H25N3O2
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-isopropylurea
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(3-phenylpropyl)urea —— C22H29N3O2
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(3-phenylpropyl)urea
    —— 1-((1R,3s)-adamantan-1-yl)-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea —— C23H33N3O2
    1-((1R,3s)-adamantan-1-yl)-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea
    —— 1-Benzyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea —— C20H25N3O2
    1-Benzyl-3-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)urea
    —— 1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(4-methoxybenzyl)urea —— C21H27N3O3
    1-(2-(2,3-Dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-3-(4-methoxybenzyl)urea
    —— 1-(2,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide —— C19H22F2N2O3S
    1-(2,5-difluorophenyl)-N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)methanesulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)thiophene-2-sulfonamide —— C16H20N2O3S2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)thiophene-2-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(thiophen-2-yl)cyclopropanecarboxamide —— C20H24N2O2S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-1-(thiophen-2-yl)cyclopropanecarboxamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propane-2-sulfonamide —— C15H24N2O3S
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)propane-2-sulfonamide
    —— N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-ethylthiophene-2-sulfonamide —— C18H24N2O3S2
    N-(2-(2,3-dihydrobenzofuran-5-yl)-2-(dimethylamino)ethyl)-5-ethylthiophene-2-sulfonamide