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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-[(5aR,7R,9aR)-7-hydroxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl]-N-methylacetamide 1256603-73-2 C16H19NO4
    2-[(5aR,7R,9aR)-7-hydroxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl]-N-methylacetamide
    —— 2-[(5aR,7R,9aR)-7-[tert-butyl(diphenyl)silyl]oxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl]-N-methylacetamide 1256603-72-1 C32H37NO4Si
    2-[(5aR,7R,9aR)-7-[tert-butyl(diphenyl)silyl]oxy-4-methoxy-6,7-dihydro-5aH-dibenzofuran-9a-yl]-N-methylacetamide
    —— 4,6,7-trimethyl-2,3-dihydro-benzofuran-5-ol 99337-30-1 C11H14O2
    4,6,7-trimethyl-2,3-dihydro-benzofuran-5-ol
    —— 2,3-Dihydro-3-[4-(2-hydroxyethyl)piperazino]methyl-2,2,4,6,7-pentamethyl-1-benzofuran-5-ol 153490-75-6 C20H32N2O3
    2,3-Dihydro-3-[4-(2-hydroxyethyl)piperazino]methyl-2,2,4,6,7-pentamethyl-1-benzofuran-5-ol
    —— 2,3-dihydro-2,2,4,6,7-pentamethyl-3-dimethylaminomethyl-1-benzofuran-5-ol 153490-66-5 C16H25NO2
    2,3-dihydro-2,2,4,6,7-pentamethyl-3-dimethylaminomethyl-1-benzofuran-5-ol
    —— 2,3-dihydro-2,2,4,6,7-pentamethyl-3-(4-methylpiperazino)-methyl-1-benzofuran-5-ol dihydrochloride 153490-72-3 C19H30N2O2
    2,3-dihydro-2,2,4,6,7-pentamethyl-3-(4-methylpiperazino)-methyl-1-benzofuran-5-ol dihydrochloride
    —— methyl-2,3-Dihydro-5-hydroxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carboxylate 153491-00-0 C15H20O4
    methyl-2,3-Dihydro-5-hydroxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carboxylate
    —— 5-hydroxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran 153490-62-1 C14H20O3
    5-hydroxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran
    —— 3-(bromomethyl)-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-5-O-acetate 153490-64-3 C16H21BrO3
    3-(bromomethyl)-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-5-O-acetate
    —— 5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carbinol 183142-41-8 C21H26O3
    5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-carbinol
    —— 2-<2-(2,3-dihydro-5-hydroxy-4,6,7-trimethylbenzofuranyl)>propionic acid 84978-33-6 C14H18O4
    2-<2-(2,3-dihydro-5-hydroxy-4,6,7-trimethylbenzofuranyl)>propionic acid
    —— (3S)-5-benzyloxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran 188061-08-7 C21H26O3
    (3S)-5-benzyloxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran
    —— [(3R)-2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl]methyl acetate 183142-42-9 C23H28O4
    [(3R)-2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl]methyl acetate
    —— 5-benzyloxy-2,2,3,4,6,7-hexamethyl-2,3-dihydro-1-benzofuran-3-ol 188061-04-3 C21H26O3
    5-benzyloxy-2,2,3,4,6,7-hexamethyl-2,3-dihydro-1-benzofuran-3-ol
    —— [(3S)-2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl]methyl methanesulfonate 188061-16-7 C22H28O5S
    [(3S)-2,2,4,6,7-pentamethyl-5-phenylmethoxy-3H-1-benzofuran-3-yl]methyl methanesulfonate
    —— Methanesulfonic acid (R)-5-benzyloxy-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-3-ylmethyl ester 183142-44-1 C22H28O5S
    Methanesulfonic acid (R)-5-benzyloxy-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran-3-ylmethyl ester
    —— R-5-benzyloxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran 183142-43-0 C21H26O3
    R-5-benzyloxy-3-hydroxymethyl-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran
    —— 5-benzyloxy-3-methylene-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran 183142-40-7 C21H24O2
    5-benzyloxy-3-methylene-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran
    —— 5-(tert-butyldimethylsiloxy)-2-methylene-4,6,7-trimethyl-(3H)-benzofuran 143105-96-8 C18H28O2Si
    5-(tert-butyldimethylsiloxy)-2-methylene-4,6,7-trimethyl-(3H)-benzofuran
    —— 2,3-Dihydro-5-hydroxy-2,4,6,7-tetramethylbenzofuran 86646-86-8 C12H16O2
    2,3-Dihydro-5-hydroxy-2,4,6,7-tetramethylbenzofuran
    —— (+/-)-1-epibromopanacene 66389-39-7 C15H15BrO2
    (+/-)-1-epibromopanacene
    —— (1S)-1-[(2R,3aS,8bS)-8-ethyl-2,3,3a,8b-tetrahydrofuro[3,2-b][1]benzofuran-2-yl]-3-trimethylsilylprop-2-yn-1-ol 82064-81-1 C18H24O3Si
    (1S)-1-[(2R,3aS,8bS)-8-ethyl-2,3,3a,8b-tetrahydrofuro[3,2-b][1]benzofuran-2-yl]-3-trimethylsilylprop-2-yn-1-ol
    —— (2R,3aS,8bS)-8-ethyl-2,3,3a,8b-tetrahydrofuro[3,2-b][1]benzofuran-2-carbaldehyde 82110-10-9 C13H14O3
    (2R,3aS,8bS)-8-ethyl-2,3,3a,8b-tetrahydrofuro[3,2-b][1]benzofuran-2-carbaldehyde
    —— 5-methoxy-2-methyl-6-(2-nitro-1-propenyl)-2,3-dihydrobenzofuran 85258-21-5 C13H15NO4
    5-methoxy-2-methyl-6-(2-nitro-1-propenyl)-2,3-dihydrobenzofuran
    —— 6-(2-aminopropyl)-5-methoxy-2-methyl-2,3-dihydrobenzofuran 99355-74-5 C13H19NO2
    6-(2-aminopropyl)-5-methoxy-2-methyl-2,3-dihydrobenzofuran
    —— 2,3-dihydro-2,6-dimethylbenzofuran-5-ol 79950-54-2 C10H12O2
    2,3-dihydro-2,6-dimethylbenzofuran-5-ol
    —— 2,3-dihydro-2,4-dimethylbenzofuran-5-ol 79950-52-0 C10H12O2
    2,3-dihydro-2,4-dimethylbenzofuran-5-ol
    —— 5-methanesulfonyloxy-3,3-dimethyl-2-(4-methyl-piperazin-1-yl)-2,3-dihydro-benzofuran 26225-64-9 C16H24N2O4S
    5-methanesulfonyloxy-3,3-dimethyl-2-(4-methyl-piperazin-1-yl)-2,3-dihydro-benzofuran
    —— 1-((5-methoxy-2,3-dihydrobenzofuran-2-yl)methyl)-3-pentyl-1H-imidazol-3-ium iodide 1311989-41-9 C18H25N2O2*I
    1-((5-methoxy-2,3-dihydrobenzofuran-2-yl)methyl)-3-pentyl-1H-imidazol-3-ium iodide
    —— 1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-3-pentyl-1H-imidazol-3-ium iodide 1311989-59-9 C19H27N2O*I
    1-((4,6-dimethyl-2,3-dihydrobenzofuran-2-yl)methyl)-3-pentyl-1H-imidazol-3-ium iodide
    —— (+/-)-4-bromo-2-hydroxymethyl-2,3-dihydrobenzofuran 312608-50-7 C9H9BrO2
    (+/-)-4-bromo-2-hydroxymethyl-2,3-dihydrobenzofuran
    —— 5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl methanesulfonate 187341-65-7 C22H28O5S
    5-benzyloxy-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl methanesulfonate
    —— N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(2S)-pyrrolidine-2-methanol 199108-77-5 C26H35NO3
    N-<(3R/S)-5-benzyloxy-2,3-dihydro-2,2,4,6,7-pentamethyl-1-benzofuran-3-ylmethyl>-(2S)-pyrrolidine-2-methanol
    —— 2a,7b-Dihydrocyclobuta[b][1]benzofuran 58549-63-6 C10H8O
    2a,7b-Dihydrocyclobuta[b][1]benzofuran
    —— (5aS,6R,7R,9S,9aS)-9-benzyloxy-6-bromo-7-[(tert-butyldimethylsilyl)oxy]-6,7,8,9-tetrahydro-4-methoxy-9a(5aH)-dibenzofuranacetic acid ethyl ester 951396-68-2 C30H41BrO6Si
    (5aS,6R,7R,9S,9aS)-9-benzyloxy-6-bromo-7-[(tert-butyldimethylsilyl)oxy]-6,7,8,9-tetrahydro-4-methoxy-9a(5aH)-dibenzofuranacetic acid ethyl ester
    —— (5aR,7S,9aR)-7-[(tert-butyldimethylsilyl)oxy]-6,7-dihydro-4-methoxy-9a(5aH)-dibenzofuranacetic acid ethyl ester 951396-71-7 C23H34O5Si
    (5aR,7S,9aR)-7-[(tert-butyldimethylsilyl)oxy]-6,7-dihydro-4-methoxy-9a(5aH)-dibenzofuranacetic acid ethyl ester
    —— (5aR,7S,9aR)-7-[(tert-butyldimethylsilyl)oxy]-6,7-dihydro-4-methoxy-N-methyl-9a(5aH)-dibenzo-furanacetamide 951396-72-8 C22H33NO4Si
    (5aR,7S,9aR)-7-[(tert-butyldimethylsilyl)oxy]-6,7-dihydro-4-methoxy-N-methyl-9a(5aH)-dibenzo-furanacetamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-[2-(3-fluorophenyl)ethyl]-1,3,4-oxadiazole 1005200-91-8 C18H15FN2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-[2-(3-fluorophenyl)ethyl]-1,3,4-oxadiazole
    —— 1-(2,3-dihydro-1-benzofuran-3-yl)-N-methylmethanamine 1190364-16-9 C10H13NO
    1-(2,3-dihydro-1-benzofuran-3-yl)-N-methylmethanamine
    —— 1,1,1-trifluoro-4-(5-fluoro-2,3-dihydrobenzofuran-7-yl)-4-methylpentan-2-one 1025014-14-5 C14H14F4O2
    1,1,1-trifluoro-4-(5-fluoro-2,3-dihydrobenzofuran-7-yl)-4-methylpentan-2-one
    —— Ethyl 2-methyl-3-methylene-2,3-dihydro-2-benzofurancarboxylate 137514-59-1 C13H14O3
    Ethyl 2-methyl-3-methylene-2,3-dihydro-2-benzofurancarboxylate
    —— 1-(5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-2,2-dimethyl-propan-1-ol 623176-07-8 C15H21BrO2
    1-(5-bromo-3,3-dimethyl-2,3-dihydro-benzofuran-7-yl)-2,2-dimethyl-propan-1-ol
    —— 5-(6-methyl-2,3-dihydrobenzo[3,4-b]furan-5-yl)-2-pyridylamine 1345120-38-8 C14H14N2O
    5-(6-methyl-2,3-dihydrobenzo[3,4-b]furan-5-yl)-2-pyridylamine
    —— 5-bromo-6-methyl-2,3-dihydrobenzo[b]furan 219736-07-9 C9H9BrO
    5-bromo-6-methyl-2,3-dihydrobenzo[b]furan
    —— 5-bromo-3,3-dimethyl-2,3-dihydrobenzofuran-7-carbaldehyde 623176-06-7 C11H11BrO2
    5-bromo-3,3-dimethyl-2,3-dihydrobenzofuran-7-carbaldehyde
    —— 6-bromo-5-chloro-2,3-dihydrobenzo[b]furan 1345120-17-3 C8H6BrClO
    6-bromo-5-chloro-2,3-dihydrobenzo[b]furan
    —— 5-bromo-6-chloro-2,3-dihydrobenzo[b]furan 1345120-02-6 C8H6BrClO
    5-bromo-6-chloro-2,3-dihydrobenzo[b]furan
    —— 5-(5-chloro-2,3-dihydrobenzo[3,4-b]furan-6-yl)-2-pyridylamine 1345120-19-5 C13H11ClN2O
    5-(5-chloro-2,3-dihydrobenzo[3,4-b]furan-6-yl)-2-pyridylamine
    —— 5-(6-chloro-2,3-dihydrobenzo[3,4-b]furan-5-yl)-2-pyridylamine 1345120-07-1 C13H11ClN2O
    5-(6-chloro-2,3-dihydrobenzo[3,4-b]furan-5-yl)-2-pyridylamine
    —— 5-(3,3,6-trimethyl-2,3-dihydrobenzo[3,4-b]furan-5-yl)-2-pyridylamine 1345120-54-8 C16H18N2O
    5-(3,3,6-trimethyl-2,3-dihydrobenzo[3,4-b]furan-5-yl)-2-pyridylamine