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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
    —— 2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-carbonitrile 916905-47-0 C11H9NO2
    2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-carbonitrile
    —— 5-chloro-7-{5-[1-(tetrahydropyran-4-yl)-piperidin-4-yl]-[1,3,4]oxadiazol-2-yl}-2,3-dihydrobenzofuran-4-ylamine 1428862-40-1 C20H25ClN4O3
    5-chloro-7-{5-[1-(tetrahydropyran-4-yl)-piperidin-4-yl]-[1,3,4]oxadiazol-2-yl}-2,3-dihydrobenzofuran-4-ylamine
    —— (3R)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]-3-phenyl-1-benzofuran-2-one 161586-25-0 C28H18O4
    (3R)-3-[(3S)-2-oxo-3-phenyl-1-benzofuran-3-yl]-3-phenyl-1-benzofuran-2-one
    —— 1-phenylnaphtho[2,1-b]furan-2(1H)-one 6670-63-9 C18H12O2
    1-phenylnaphtho[2,1-b]furan-2(1H)-one
    —— 5-methyl-3-phenyl-1-benzofuran-2(3H)-one 39531-24-3 C15H12O2
    5-methyl-3-phenyl-1-benzofuran-2(3H)-one
    —— 3-phenyl-7-(1'-hexadecylethyl)-benzofuran-2-one 134889-20-6 C32H46O2
    3-phenyl-7-(1'-hexadecylethyl)-benzofuran-2-one
    —— 4-hydroxy-1-phenyl-2-oxo-1,2-dihydronaphtho[2:1-b]furan 77542-66-6 C18H12O3
    4-hydroxy-1-phenyl-2-oxo-1,2-dihydronaphtho[2:1-b]furan
    —— (R)-7-Bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-3H-benzofuran-2-one 405519-73-5 C21H25BrO3Si
    (R)-7-Bromo-3-(tert-butyl-dimethyl-silanyloxymethyl)-3-phenyl-3H-benzofuran-2-one
    —— 7-Bromo-3-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-phenyl-1-benzofuran-2-one 321527-38-2 C21H25BrO3Si
    7-Bromo-3-[[tert-butyl(dimethyl)silyl]oxymethyl]-3-phenyl-1-benzofuran-2-one
    —— 2,3-dihydro-2,2-dimethyl-7-benzofuransulfonyl chloride 87254-52-2 C10H11ClO3S
    2,3-dihydro-2,2-dimethyl-7-benzofuransulfonyl chloride
    —— ((S)-7-Bromo-3-phenyl-2,3-dihydro-benzofuran-3-ylmethoxy)-tert-butyl-dimethyl-silane 405519-75-7 C21H27BrO2Si
    ((S)-7-Bromo-3-phenyl-2,3-dihydro-benzofuran-3-ylmethoxy)-tert-butyl-dimethyl-silane
    —— 5,7-dimethyl-3-phenylbenzofuran-2(3H)-one 75846-35-4 C16H14O2
    5,7-dimethyl-3-phenylbenzofuran-2(3H)-one
    —— (S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-3-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran 405519-76-8 C27H39BO4Si
    (S)-3-(tert-Butyl-dimethyl-silanyloxymethyl)-3-phenyl-7-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-2,3-dihydro-benzofuran
    —— 7-bromo-3-phenyl-3H-1-benzofuran-2-one 195873-89-3 C14H9BrO2
    7-bromo-3-phenyl-3H-1-benzofuran-2-one
    —— 5-ethyl-3-phenylbenzofuran-2(3H)-one 32292-88-9 C16H14O2
    5-ethyl-3-phenylbenzofuran-2(3H)-one
    —— 5-(tert-butyl)-3-phenylbenzofuran-2(3H)-one 75846-32-1 C18H18O2
    5-(tert-butyl)-3-phenylbenzofuran-2(3H)-one
    —— 5-methoxy-3-phenylbenzofuran-2(3H)-one 103702-18-7 C15H12O3
    5-methoxy-3-phenylbenzofuran-2(3H)-one
    —— [4-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl azide 852114-27-3 C16H15N3O
    [4-(4-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl azide
    —— N-[-2-(2,3-dihydro-5-hydroxy-4,6,7-trimethyl-2-(RS)-benzofuranyl)ethyl]acetamide 134867-49-5 C15H21NO3
    N-[-2-(2,3-dihydro-5-hydroxy-4,6,7-trimethyl-2-(RS)-benzofuranyl)ethyl]acetamide
    —— 4-(2-methoxy-ethoxy)-benzofuran-3-one oxime 1187161-75-6 C11H13NO4
    4-(2-methoxy-ethoxy)-benzofuran-3-one oxime
    —— 4-methoxy-benzofuran-3-one oxime 1186320-51-3 C9H9NO3
    4-methoxy-benzofuran-3-one oxime
    —— 3-chloro-6,7-dihydrofuro[3,2-g][1,2,4]benzotriazine 1-oxide 911299-84-8 C9H6ClN3O2
    3-chloro-6,7-dihydrofuro[3,2-g][1,2,4]benzotriazine 1-oxide
    —— 3-chloro-7,8-dihydrofuro[2,3-g][1,2,4]benzotriazine 1-oxide 911299-91-7 C9H6ClN3O2
    3-chloro-7,8-dihydrofuro[2,3-g][1,2,4]benzotriazine 1-oxide
    —— diethyl 2,2'-((1S,4R,4aR,9bS)-4-((tert-butyldimethylsilyl)oxy)-6-methoxy-1,2,3,4,4a,9bhexahydrodibenzo[b,d]furan-1,9b-diyl)diacetate 1005000-06-5 C27H42O7Si
    diethyl 2,2'-((1S,4R,4aR,9bS)-4-((tert-butyldimethylsilyl)oxy)-6-methoxy-1,2,3,4,4a,9bhexahydrodibenzo[b,d]furan-1,9b-diyl)diacetate
    —— 2-[(1S,4R,4aR,9bS)-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-9b-(2-oxoethyl)-2,3,4,4a-tetrahydro-1H-dibenzofuran-1-yl]acetaldehyde 1004999-92-1 C23H34O5Si
    2-[(1S,4R,4aR,9bS)-4-[tert-butyl(dimethyl)silyl]oxy-6-methoxy-9b-(2-oxoethyl)-2,3,4,4a-tetrahydro-1H-dibenzofuran-1-yl]acetaldehyde
    —— 3,3-dimethyl-2,3-dihydro-1-benzofuran-6-yl trifluoromethanesulfonate 1192164-42-3 C11H11F3O4S
    3,3-dimethyl-2,3-dihydro-1-benzofuran-6-yl trifluoromethanesulfonate
    —— (2R)-6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylic acid 118206-00-1 C9H6Cl2O3
    (2R)-6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (-)-2,3,3aS,8aR-tetrahydro-5-hydroxy-6-methoxy[2,3-d]-benzo[b]furan 292824-29-4 C11H12O4
    (-)-2,3,3aS,8aR-tetrahydro-5-hydroxy-6-methoxy[2,3-d]-benzo[b]furan
    —— (+/-)-cis-2,3,3a,8a-tetrahydro-5-hydroxy-6-methoxy[2,3-d]-benzo[b]furan-4-carboxaldehyde —— C12H12O5
    (+/-)-cis-2,3,3a,8a-tetrahydro-5-hydroxy-6-methoxy[2,3-d]-benzo[b]furan-4-carboxaldehyde
    —— 7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl trifluoromethanesulfonate 1258851-19-2 C10H8F4O4S
    7-fluoro-2-methyl-2,3-dihydrobenzofuran-4-yl trifluoromethanesulfonate
    —— 5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]-2,3-dihydro-1-benzofuran-7-carboxaldehyde 632352-67-1 C11H7F3N4O2
    5-[5-(trifluoromethyl)-1H-tetrazol-1-yl]-2,3-dihydro-1-benzofuran-7-carboxaldehyde
    —— 2-(2-p-chlorophenylethyl)-5-tertbutyldimethylsilyloxy-6-allyl-2,3-dihydrobenzofuran 138854-14-5 C25H33ClO2Si
    2-(2-p-chlorophenylethyl)-5-tertbutyldimethylsilyloxy-6-allyl-2,3-dihydrobenzofuran
    —— methyl {(3S)-6-[{(3R)-7-[(2-amino-5-fluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258399-24-4 C27H23F4N3O5
    methyl {(3S)-6-[{(3R)-7-[(2-amino-5-fluorophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— tert-butyl [(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]carbamate 1258400-18-8 C13H16BrNO3
    tert-butyl [(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]carbamate
    —— ethyl 2,2-dimethyl-2,3-dihydro-benzofuran-4-carboxylate 209256-58-6 C13H16O3
    ethyl 2,2-dimethyl-2,3-dihydro-benzofuran-4-carboxylate
    —— 2,3-dihydro-5-hydroxy-6-(o-hydroxymethyl-cinnamyl) benzofuran 99134-29-9 C18H18O3
    2,3-dihydro-5-hydroxy-6-(o-hydroxymethyl-cinnamyl) benzofuran
    —— 4,7-Dichloro-5-{(4-fluoro-phenyl)-[(Z)-hydroxyimino]-methyl}-2,3-dihydro-benzofuran-2-carboxylic acid 107804-77-3 C16H10Cl2FNO4
    4,7-Dichloro-5-{(4-fluoro-phenyl)-[(Z)-hydroxyimino]-methyl}-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole-2-thiol 1005200-16-7 C10H8N2O2S
    5-(2,3-dihydro-1-benzofuran-5-yl)-1,3,4-oxadiazole-2-thiol
    —— 2,3-dihydro-1-benzofuran-5-carbohydrazide 321195-99-7 C9H10N2O2
    2,3-dihydro-1-benzofuran-5-carbohydrazide
    —— (+/-)-{[7-(2,4,6-trichlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852112-53-9 C15H12Cl3NO
    (+/-)-{[7-(2,4,6-trichlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-2-(azidomethyl)-7-(2,4,6-trichlorophenyl)-2,3-dihydro-1-benzofuran 852114-80-8 C15H10Cl3N3O
    (+/-)-2-(azidomethyl)-7-(2,4,6-trichlorophenyl)-2,3-dihydro-1-benzofuran
    —— (5-(benzyloxy)-2,3-dihydro-3,4,6,7-tetramethylbenzofuran-3-yl)methanol 221324-75-0 C20H24O3
    (5-(benzyloxy)-2,3-dihydro-3,4,6,7-tetramethylbenzofuran-3-yl)methanol
    —— all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-methanol 118237-94-8 C13H18O3
    all-rac-5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-methanol
    —— (1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carbaldehyde 1416129-54-8 C25H42O4Si2
    (1S,2R,3aS,8bS)-2-[tert-butyl(dimethyl)silyl]oxy-1-[[tert-butyl(dimethyl)silyl]oxymethyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carbaldehyde
    —— Ethyl 4-(trifluoromethylsulfonyloxy)-2,3-dihydro-1-benzofuran-6-carboxylate 1342299-72-2 C12H11F3O6S
    Ethyl 4-(trifluoromethylsulfonyloxy)-2,3-dihydro-1-benzofuran-6-carboxylate
    —— 5-(benzyloxy)-2,3-dihydrobenzofuran 121767-86-0 C15H14O2
    5-(benzyloxy)-2,3-dihydrobenzofuran
    —— 5-Tert-butyl-3-methyl-2,3-dihydro-1-benzofuran 1428773-49-2 C13H18O
    5-Tert-butyl-3-methyl-2,3-dihydro-1-benzofuran
    —— 2,5-dihydroxy-3,4,6,7-tetrachloro-2,3-dihydrobenzo<b>furan 105533-63-9 C8H4Cl4O3
    2,5-dihydroxy-3,4,6,7-tetrachloro-2,3-dihydrobenzo<b>furan
    —— cis-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid 1443019-08-6 C32H40N2O7
    cis-4-[([1-(2,3-dihydro-benzofuran-5-yl)-ethyl]-{4-[2-(2,5-dioxo-pyrrolidin-1-yl)-ethoxy]-3-methoxy-benzyl}-amino)-methyl]-cyclohexanecarboxylic acid
    —— 4-ethoxy-benzofuran-3-one oxime 1187161-79-0 C10H11NO3
    4-ethoxy-benzofuran-3-one oxime