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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
    —— 5-benzyloxy-6-hydroxymethyl-2,3-dihydrobenzofuran —— C16H16O3
    5-benzyloxy-6-hydroxymethyl-2,3-dihydrobenzofuran
    —— 2,9-dichloro-3,8-dimethyl-5a,10b-dihydrobenzofuro[2,3-b]benzofuran —— C16H12Cl2O2
    2,9-dichloro-3,8-dimethyl-5a,10b-dihydrobenzofuro[2,3-b]benzofuran
    —— (3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methanamine —— C11H15NO
    (3,3-dimethyl-2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— (2R,3S)-N5,N7,2-trimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde —— C19H20N2O3
    (2R,3S)-N5,N7,2-trimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde
    —— methyl [(3S)-6-{[(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate 1258399-08-4 C21H17BrF3NO5
    methyl [(3S)-6-{[(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— methyl [(3S)-6-{[(3S)-7-anilino-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate —— C27H23F3N2O5
    methyl [(3S)-6-{[(3S)-7-anilino-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— 2,3-dihydro-2,2-dimethylbenzofuran-7-yl formate —— C11H12O3
    2,3-dihydro-2,2-dimethylbenzofuran-7-yl formate
    —— 2,3-dihydro-2,2-dimethyl-4-O-methoxy benzofuran-5,6,7-triol —— C11H14O5
    2,3-dihydro-2,2-dimethyl-4-O-methoxy benzofuran-5,6,7-triol
    —— 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-(chlorosulfonylcarbamoyl) N-methylcarbamate —— C13H15ClN2O6S
    2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-(chlorosulfonylcarbamoyl) N-methylcarbamate
    —— (2R,3S)-N5-(2-hydroxyethyl)-N7,2-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde —— C20H22N2O4
    (2R,3S)-N5-(2-hydroxyethyl)-N7,2-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde
    —— 5-cyano-2,3-dihydro-3,3-dimethylbenzofuran-2-yl N-methylcarbamate —— C13H14N2O3
    5-cyano-2,3-dihydro-3,3-dimethylbenzofuran-2-yl N-methylcarbamate
    —— 5,7-di-tert-butyl-3-[4-(2-methylaminocarboxyethoxy)phenyl]-benzofuran-2-one —— C26H33NO5
    5,7-di-tert-butyl-3-[4-(2-methylaminocarboxyethoxy)phenyl]-benzofuran-2-one
    —— 5-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)-1,3,4-thiadiazol-2-amine —— C13H15N3O2S
    5-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)-1,3,4-thiadiazol-2-amine
    —— 1-(2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)piperazine hydrochloride —— C24H32N2O*ClH
    1-(2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)piperazine hydrochloride
    —— 2,3-dihydro-5-methoxy-6-hydroxy-benzofuran —— C9H10O3
    2,3-dihydro-5-methoxy-6-hydroxy-benzofuran
    —— 2,3-dihydro-5,6-dimethoxybenzofuran —— C10H12O3
    2,3-dihydro-5,6-dimethoxybenzofuran
    —— 4,6-di-t-butyl-2-formyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran —— C21H34O3Si
    4,6-di-t-butyl-2-formyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran
    —— 5-ethylsulphonyl 2-methyl 2,3-dihydrobenzofuran 7-carboxylic acid —— C12H14O5S
    5-ethylsulphonyl 2-methyl 2,3-dihydrobenzofuran 7-carboxylic acid
    —— N-(3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)-4-methoxyphenylacetamide —— C31H37NO3
    N-(3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl)-4-methoxyphenylacetamide
    —— 7-bromo-2,3-dihydrobenzofuran-3-carboxylic acid —— C9H7BrO3
    7-bromo-2,3-dihydrobenzofuran-3-carboxylic acid
    —— 4-(2,3-dihydro-benzofuran-2-yl)-pyridine —— C13H11NO
    4-(2,3-dihydro-benzofuran-2-yl)-pyridine
    —— 2-(6-((2-phenylthiazol-4-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid —— C20H17NO4S
    2-(6-((2-phenylthiazol-4-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid
    —— 8-(6-cyclopropylpyridin-3-yl)-N-((5-fluoro-2,3-dihydrobenzofuran-4-yl)methyl)-1-(methylsulfonyl)imidazo[1,5-c]pyrimidin-5-amine —— C24H22FN5O3S
    8-(6-cyclopropylpyridin-3-yl)-N-((5-fluoro-2,3-dihydrobenzofuran-4-yl)methyl)-1-(methylsulfonyl)imidazo[1,5-c]pyrimidin-5-amine
    —— (-)-(trans)-2-(2,3-dihydrobenzofuran-4-yl)cyclopropane-methanol —— C12H14O2
    (-)-(trans)-2-(2,3-dihydrobenzofuran-4-yl)cyclopropane-methanol
    —— 7-tert-butyl-2,3-dihydro-3,3-dimethyl-N-ethyl-N-methyl-5-benzofurancarboxamide —— C18H27NO2
    7-tert-butyl-2,3-dihydro-3,3-dimethyl-N-ethyl-N-methyl-5-benzofurancarboxamide
    —— 2-<(4-methoxyphenyl)methylidene>-3-hydroxy-2,3-dihydrobenzofuran —— C16H14O3
    2-<(4-methoxyphenyl)methylidene>-3-hydroxy-2,3-dihydrobenzofuran
    —— (trans)-3-(3-(2-hydroxyethoxy)phenyl)-N7,2-dimethyl-N5-(2-(pyridin-3-yl)ethyl)-2,3-dihydrobenzofuran-5,7-dicarboxaminde —— C27H29N3O5
    (trans)-3-(3-(2-hydroxyethoxy)phenyl)-N7,2-dimethyl-N5-(2-(pyridin-3-yl)ethyl)-2,3-dihydrobenzofuran-5,7-dicarboxaminde
    —— allyl 2-(3-methylene-2,3-dihydrobenzo<b>furan-2-yl)acetate —— C14H14O3
    allyl 2-(3-methylene-2,3-dihydrobenzo<b>furan-2-yl)acetate
    —— 4-[1-Hydroxy-2-(pyridin-4-yl)ethyl]-7-methoxy-3-methyl-2,3-dihydrobenzofuran —— C17H19NO3
    4-[1-Hydroxy-2-(pyridin-4-yl)ethyl]-7-methoxy-3-methyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2,3-dimethyl-3,6-dimethoxy-2-benzo<b>furanol —— C12H16O4
    2,3-dihydro-2,3-dimethyl-3,6-dimethoxy-2-benzo<b>furanol
    —— 2-(4-methoxybenzyl)-2,3-dihydrobenzofuran —— C16H16O2
    2-(4-methoxybenzyl)-2,3-dihydrobenzofuran
    —— (-)-(E)-3-benzylidene-2-isopropenyl-2,3-dihydrobenzofuran —— C18H16O
    (-)-(E)-3-benzylidene-2-isopropenyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-6-(3-(pyridin-3-ylmethylthio)propyl)-5-benzofuranol —— C17H19NO2S
    2,3-dihydro-6-(3-(pyridin-3-ylmethylthio)propyl)-5-benzofuranol
    —— N-[3-(4-morpholinyl)propyl]-6,7-dihydrofuro[3,2-g][1,2,4]benzotriazin-3-amine 1,4-dioxide —— C16H21N5O4
    N-[3-(4-morpholinyl)propyl]-6,7-dihydrofuro[3,2-g][1,2,4]benzotriazin-3-amine 1,4-dioxide
    —— diisopropyl 1-((1R,3aR,8bS)-3a,8b-dihydro-1H-benzo[b]cyclopenta[d]furan-1-yl)hydrazine-1,2-dicarboxylate —— C19H24N2O5
    diisopropyl 1-((1R,3aR,8bS)-3a,8b-dihydro-1H-benzo[b]cyclopenta[d]furan-1-yl)hydrazine-1,2-dicarboxylate
    —— rel-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopenta<b>benzofuran-7-ol —— C19H20O4
    rel-(3aR,8bR)-2,3,3a,8b-tetrahydro-6-methoxy-3a-(4-methoxyphenyl)-1H-cyclopenta<b>benzofuran-7-ol
    —— 2-(6-((4-methyl-2-(3,4,5-trimethoxyphenyl)thiazol-5-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid —— C24H25NO7S
    2-(6-((4-methyl-2-(3,4,5-trimethoxyphenyl)thiazol-5-yl)methoxy)-2,3-dihydrobenzofuran-3-yl)acetic acid
    —— 1-[(2,3-dihydrobenzofur-2-yl)methyl]-4-benzylpiperazine —— C20H24N2O
    1-[(2,3-dihydrobenzofur-2-yl)methyl]-4-benzylpiperazine
    —— 3-benzyl-3-methyl-2,3-dihydrobenzofuran —— C16H16O
    3-benzyl-3-methyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2,2-dimethyl-4,5,6-trimethoxybenzofuran —— C13H18O4
    2,3-dihydro-2,2-dimethyl-4,5,6-trimethoxybenzofuran
    —— 7-methoxy-2,3-dihydro-5-benzofurancarboxaldehyde —— C10H10O3
    7-methoxy-2,3-dihydro-5-benzofurancarboxaldehyde
    —— 5,7-dibromo-2-bromomethyl-4-hydroxy-2-methyl-2,3-dihydrobenzofuran —— C10H9Br3O2
    5,7-dibromo-2-bromomethyl-4-hydroxy-2-methyl-2,3-dihydrobenzofuran
    —— 1-(2,3-dihydrobenzofuran-5-yl)-3-methylbutan-2-amine —— C13H19NO
    1-(2,3-dihydrobenzofuran-5-yl)-3-methylbutan-2-amine
    —— 3-(2,3-dihydrobenzofuran-2-yl)quinuclidine —— C15H19NO
    3-(2,3-dihydrobenzofuran-2-yl)quinuclidine
    —— ethyl bis(2,3-dihydrobenzofuran-5-yl)ethanoate —— C20H20O4
    ethyl bis(2,3-dihydrobenzofuran-5-yl)ethanoate
    —— (Z)-3-benzylidene-2,3-dihydrobenzofuran —— C15H12O
    (Z)-3-benzylidene-2,3-dihydrobenzofuran
    —— 2,3-dihydro-3-methylene-7-methoxy-2-benzofuranol —— C11H12O3
    2,3-dihydro-3-methylene-7-methoxy-2-benzofuranol
    —— (R,S)-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-methyl-amide —— C23H29N3O5S
    (R,S)-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid-{2-[(S)-3-hydroxy-pyrrolidin-1-yl]-(S)-1-phenyl-ethyl}-methyl-amide
    —— 4-carboxy-2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one —— C22H17ClN2O4
    4-carboxy-2-(4-chlorocinnamyl)-6-(2,3-dihydro-1-benzofuran-5-yl)-2H-pyridazin-3-one
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)butyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C26H32N2O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)butyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione