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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
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(4-(dimethylamino)phenyl)prop-2-yn-1-yl)acetamide —— C23H26N2O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(4-(dimethylamino)phenyl)prop-2-yn-1-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(2-(dimethylamino)phenyl)prop-2-yn-1-yl)acetamide —— C23H26N2O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(2-(dimethylamino)phenyl)prop-2-yn-1-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(2-methoxyphenyl)prop-2-yn-1-yl)acetamide —— C22H23NO4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-(2-methoxyphenyl)prop-2-yn-1-yl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methyl-2-(thiophen-2-yl)thiazol-5-yl)methyl)acetamide —— C21H22N2O3S2
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methyl-2-(thiophen-2-yl)thiazol-5-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methyl-2-(o-tolyl)thiazol-5-yl)methyl)acetamide —— C24H26N2O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methyl-2-(o-tolyl)thiazol-5-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methyl-2-phenylthiazol-5-yl)methyl)acetamide —— C23H24N2O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-methyl-2-phenylthiazol-5-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(6-(piperidin-1-yl)pyrimidin-4-yl)acetamide —— C21H26N4O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(6-(piperidin-1-yl)pyrimidin-4-yl)acetamide
    —— N-(but-3-yn-1-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C16H19NO3
    N-(but-3-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-(2-(2-hydroxyethoxy)-2-(p-tolyl)ethyl)acetamide —— C23H29NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2-hydroxyethoxy)-2-(p-tolyl)ethyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-hydroxytetrahydro-2H-pyran-4-yl)methyl)acetamide —— C18H25NO5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((4-hydroxytetrahydro-2H-pyran-4-yl)methyl)acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[5-(dimethylsulfamoyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]acetamide —— C20H26N4O5S2
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[5-(dimethylsulfamoyl)-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]acetamide
    —— N-[5-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]-5-methyl-1,2-oxazole-3-carboxamide —— C23H24N4O5S
    N-[5-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]-5-methyl-1,2-oxazole-3-carboxamide
    —— 1-cyclopentyl-3-[5-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]urea —— C24H30N4O4S
    1-cyclopentyl-3-[5-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]urea
    —— N-[5-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]oxolane-2-carboxamide —— C23H27N3O5S
    N-[5-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]-6,7-dihydro-4H-[1,3]thiazolo[5,4-c]pyridin-2-yl]oxolane-2-carboxamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-((2-methyl-6-(pyrrolidin-1-yl)pyrimidin-4-yl)oxy)ethyl)acetamide —— C23H30N4O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-((2-methyl-6-(pyrrolidin-1-yl)pyrimidin-4-yl)oxy)ethyl)acetamide
    —— 2-[(5-Methoxy-2,3-dihydro-1-benzofuran-3-yl)amino]-2-oxoethyl diethyldithiocarbamate —— C16H22N2O3S2
    2-[(5-Methoxy-2,3-dihydro-1-benzofuran-3-yl)amino]-2-oxoethyl diethyldithiocarbamate
    —— 2-[[4-Ethyl-5-(1-phenylethyl)-4H-1,2,4-triazol-3-YL]sulfanyl]-N-(5-methoxy-2,3-dihydro-1-benzofuran-3-YL)acetamide —— C23H26N4O3S
    2-[[4-Ethyl-5-(1-phenylethyl)-4H-1,2,4-triazol-3-YL]sulfanyl]-N-(5-methoxy-2,3-dihydro-1-benzofuran-3-YL)acetamide
    —— 2-[(5-Chloro-2,3-dihydro-1-benzofuran-3-yl)amino]-2-oxoethyl 1-pyrrolidinecarbodithioate —— C15H17ClN2O2S2
    2-[(5-Chloro-2,3-dihydro-1-benzofuran-3-yl)amino]-2-oxoethyl 1-pyrrolidinecarbodithioate
    —— [4-(2-oxo-3H-1-benzofuran-3-yl)phenyl] (4-phosphonooxyphenyl) hydrogen phosphate —— C20H16O10P2
    [4-(2-oxo-3H-1-benzofuran-3-yl)phenyl] (4-phosphonooxyphenyl) hydrogen phosphate
    —— 11,13-Dimethoxy-4,6,8-trioxatetracyclo[7.4.0.02,7.03,5]trideca-1(9),3(5),10,12-tetraene 135105-90-7 C12H10O5
    11,13-Dimethoxy-4,6,8-trioxatetracyclo[7.4.0.02,7.03,5]trideca-1(9),3(5),10,12-tetraene
    —— 2-[3-[(5-fluoro-2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]acetic acid —— C19H19FO4
    2-[3-[(5-fluoro-2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]acetic acid
    —— Ethyl 3-(4-((4-(2,3-dihydrobenzofuran-5-yl)-2-(trifluoromethyl)thiophen-3-yl)methoxy)-3,5-difluorophenyl)propanoate —— C25H21F5O4S
    Ethyl 3-(4-((4-(2,3-dihydrobenzofuran-5-yl)-2-(trifluoromethyl)thiophen-3-yl)methoxy)-3,5-difluorophenyl)propanoate
    —— bis[3-[[(3R)-7-[(1R)-1-hydroxyethyl]-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropoxy]-oxoazanium —— C48H60N3O9+
    bis[3-[[(3R)-7-[(1R)-1-hydroxyethyl]-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropoxy]-oxoazanium
    —— [3-[[(3R)-7-(2-hydroxyethyl)-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropyl] nitrate —— C24H30N2O6
    [3-[[(3R)-7-(2-hydroxyethyl)-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropyl] nitrate
    —— bis[3-[[(3R)-7-(2-hydroxyethyl)-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropoxy]-oxoazanium —— C48H60N3O9+
    bis[3-[[(3R)-7-(2-hydroxyethyl)-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropoxy]-oxoazanium
    —— (E)-2-(2,3-dihydro-1-benzofuran-5-yl)ethenol —— C10H10O2
    (E)-2-(2,3-dihydro-1-benzofuran-5-yl)ethenol
    —— 2-[(3S)-6-[(1R,3Z,5E)-6-(5,5-dimethylcyclopenten-1-yl)-7-methylidenecyclonona-3,5-dien-1-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C27H32O4
    2-[(3S)-6-[(1R,3Z,5E)-6-(5,5-dimethylcyclopenten-1-yl)-7-methylidenecyclonona-3,5-dien-1-yl]oxy-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-(7-cyano-2,2-dimethyl-3H-1-benzofuran-5-yl)-4-ethyl-2,3-dihydro-1,3-thiazole-5-carboxylic acid —— C17H18N2O3S
    2-(7-cyano-2,2-dimethyl-3H-1-benzofuran-5-yl)-4-ethyl-2,3-dihydro-1,3-thiazole-5-carboxylic acid
    —— 2-(7-cyano-3,3-dimethyl-2H-1-benzofuran-5-yl)-4-methyl-2,3-dihydro-1,3-thiazole-5-carboxylic acid —— C16H16N2O3S
    2-(7-cyano-3,3-dimethyl-2H-1-benzofuran-5-yl)-4-methyl-2,3-dihydro-1,3-thiazole-5-carboxylic acid
    —— 7-cyano-3,3-dimethyl-2H-1-benzofuran-5-carboxamide —— C12H12N2O2
    7-cyano-3,3-dimethyl-2H-1-benzofuran-5-carboxamide
    —— 2,2-diethyl-3H-1-benzofuran-5-carboxamide —— C13H17NO2
    2,2-diethyl-3H-1-benzofuran-5-carboxamide
    —— 2-ethyl-2-methyl-3H-1-benzofuran-5-carboxamide —— C12H15NO2
    2-ethyl-2-methyl-3H-1-benzofuran-5-carboxamide
    —— 7-cyano-3,3-dimethyl-2H-1-benzofuran-5-carbothioamide —— C12H12N2OS
    7-cyano-3,3-dimethyl-2H-1-benzofuran-5-carbothioamide
    —— 2,5-ditert-butyl-2-methyl-3H-1-benzofuran —— C17H26O
    2,5-ditert-butyl-2-methyl-3H-1-benzofuran
    —— [4-(Trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl methanesulfonate —— C11H11F3O4S
    [4-(Trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl methanesulfonate
    —— 1-(5-Hydroxy-2,3-dihydro-1-benzofuran-2-yl)-2-methylpropan-1-one —— C12H14O3
    1-(5-Hydroxy-2,3-dihydro-1-benzofuran-2-yl)-2-methylpropan-1-one
    —— 4-[(1R,2R,3aS,8bS)-1-[(E,3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2-[2-(6-sulfanylhexylcarbamoyl)cyclohexanecarbonyl]oxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoic acid —— C38H53NO7S
    4-[(1R,2R,3aS,8bS)-1-[(E,3S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2-[2-(6-sulfanylhexylcarbamoyl)cyclohexanecarbonyl]oxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoic acid
    —— Tert-butyl 2-(hydroxymethyl)-4-(3-methylbutyl)-2,3-dihydro-1-benzofuran-6-carboxylate —— C19H28O4
    Tert-butyl 2-(hydroxymethyl)-4-(3-methylbutyl)-2,3-dihydro-1-benzofuran-6-carboxylate
    —— tert-butyl N-[[7-chloro-5-(2-fluoro-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C21H23ClFNO4
    tert-butyl N-[[7-chloro-5-(2-fluoro-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-oxo-1H-pyridin-3-yl)prop-2-enamide —— C23H19ClN2O4S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-oxo-1H-pyridin-3-yl)prop-2-enamide
    —— tert-Butyl ((4-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)carbamate —— C20H22ClNO4S
    tert-Butyl ((4-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)carbamate
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-chlorothiophen-2-yl)prop-2-enamide —— C22H17Cl2NO3S2
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-chlorothiophen-2-yl)prop-2-enamide
    —— (E)-ethyl 3-(5-bromo-7-chloro-2,3-dihydrobenzofuran-2-yl)acrylate —— C13H12BrClO3
    (E)-ethyl 3-(5-bromo-7-chloro-2,3-dihydrobenzofuran-2-yl)acrylate
    —— Tert-butyl (5-bromo-7-methoxy-2,3-dihydrobenzofuran-2-yl)methylcarbamate —— C15H20BrNO4
    Tert-butyl (5-bromo-7-methoxy-2,3-dihydrobenzofuran-2-yl)methylcarbamate
    —— tert-Butyl (5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methylcarbamate —— C20H22ClNO4S
    tert-Butyl (5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methylcarbamate
    —— (E)-N-[(5-bromo-7-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]-3-pyridin-3-ylprop-2-enamide —— C17H14BrFN2O2
    (E)-N-[(5-bromo-7-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]-3-pyridin-3-ylprop-2-enamide
    —— (E)-N-((7-chloro-5-(5-(1-hydroxyethyl)thiophen-2-yl)-2,3-dihydrobenzofuran-2-yl)methyl)-3-(pyridazin-3-yl)acrylamide —— C22H20ClN3O3S
    (E)-N-((7-chloro-5-(5-(1-hydroxyethyl)thiophen-2-yl)-2,3-dihydrobenzofuran-2-yl)methyl)-3-(pyridazin-3-yl)acrylamide
    —— [7-Chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C14H15ClN2O2
    [7-Chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,2-dihydropyridazin-3-yl)prop-2-enamide —— C22H20ClN3O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,2-dihydropyridazin-3-yl)prop-2-enamide
    —— 1-(5-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)-N-chloromethanamine —— C9H8BrCl2NO
    1-(5-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)-N-chloromethanamine