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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-Acetylphosphanyl-2,3-dihydro-1-benzofuran-7-carboxylic acid —— C11H11O4P
    5-Acetylphosphanyl-2,3-dihydro-1-benzofuran-7-carboxylic acid
    —— 11-Ethyl-2,8-dihydroxy-1,2,3a,4,6,6a-hexahydro-[1]benzofuro[4,3a-b][1]benzofuran-5-one —— C16H18O5
    11-Ethyl-2,8-dihydroxy-1,2,3a,4,6,6a-hexahydro-[1]benzofuro[4,3a-b][1]benzofuran-5-one
    —— 2,3,3a,8b-Tetrahydrocyclopenta[b][1]benzofuran-1-one —— C11H10O2
    2,3,3a,8b-Tetrahydrocyclopenta[b][1]benzofuran-1-one
    —— 2-[(1,4-dioxido-2,4,7,8-tetrahydro-1H-furo[2,3-g][1,2,4]benzotriazine-1,4-diium-3-ylidene)amino]-N,N-diethylethanamine —— C15H23N5O3
    2-[(1,4-dioxido-2,4,7,8-tetrahydro-1H-furo[2,3-g][1,2,4]benzotriazine-1,4-diium-3-ylidene)amino]-N,N-diethylethanamine
    —— 5-[4-(2,3-dihydro-1-benzofuran-3-yl)-2-hydroxyphenyl]-1,1-dioxo-2H-1,2,5-thiadiazol-3-ol —— C16H14N2O5S
    5-[4-(2,3-dihydro-1-benzofuran-3-yl)-2-hydroxyphenyl]-1,1-dioxo-2H-1,2,5-thiadiazol-3-ol
    —— Ethane;7-methyl-2,3-dihydro-1-benzofuran —— C11H16O
    Ethane;7-methyl-2,3-dihydro-1-benzofuran
    —— N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-1-[2-(4-fluorophenoxy)ethyl]triazole-4-carboxamide —— C20H19FN4O3
    N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-1-[2-(4-fluorophenoxy)ethyl]triazole-4-carboxamide
    —— (9bS)-7-ethoxy-6-fluoro-3-prop-1-enyl-1,2,3,4,4a,9b-hexahydrodibenzofuran —— C17H21FO2
    (9bS)-7-ethoxy-6-fluoro-3-prop-1-enyl-1,2,3,4,4a,9b-hexahydrodibenzofuran
    —— 5-Hexan-3-yl-2,3-dihydro-1-benzofuran —— C14H20O
    5-Hexan-3-yl-2,3-dihydro-1-benzofuran
    —— (9aS)-8-acetyl-N-[(4-fluorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C24H20FNO7
    (9aS)-8-acetyl-N-[(4-fluorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 2-[6-[[7-[1-(Difluoromethyl)-3,5-dimethylpyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-yl]amino]-2,3-dihydro-1-benzofuran-3-yl]-1-methoxyethanol —— C25H27F2N3O4
    2-[6-[[7-[1-(Difluoromethyl)-3,5-dimethylpyrazol-4-yl]-2,3-dihydro-1-benzofuran-3-yl]amino]-2,3-dihydro-1-benzofuran-3-yl]-1-methoxyethanol
    —— (7-cyclopentyl-2,3-dihydro-1-benzofuran-2-yl)methylamine —— C14H19NO
    (7-cyclopentyl-2,3-dihydro-1-benzofuran-2-yl)methylamine
    —— 1-[7-(2,5-Difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine —— C16H15F2NO
    1-[7-(2,5-Difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine
    —— 1-[7-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine —— C16H16ClNO
    1-[7-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine
    —— 1-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-3H-1-benzofuran-5-yl]-3-phenylpyrrole-2,5-diol —— C30H31NO3
    1-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-3H-1-benzofuran-5-yl]-3-phenylpyrrole-2,5-diol
    —— N-(3-methylbutyl)-N-[2-(3-methyl-6-phenylmethoxy-2H-1-benzofuran-3-yl)phenyl]formamide —— C28H31NO3
    N-(3-methylbutyl)-N-[2-(3-methyl-6-phenylmethoxy-2H-1-benzofuran-3-yl)phenyl]formamide
    —— Ethane;6-methyl-2,3-dihydro-1-benzofuran —— C11H16O
    Ethane;6-methyl-2,3-dihydro-1-benzofuran
    —— 2-[3-(2,3-Dihydro-1-benzofuran-5-yl)pyrrolidin-2-yl]pyrimidine —— C16H17N3O
    2-[3-(2,3-Dihydro-1-benzofuran-5-yl)pyrrolidin-2-yl]pyrimidine
    —— 5-Fluoro-2-methyl-7-phenyl-2,3-dihydro-1-benzofuran —— C15H13FO
    5-Fluoro-2-methyl-7-phenyl-2,3-dihydro-1-benzofuran
    —— (9aS)-8-acetyl-N-[(2,6-dichlorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C24H19Cl2NO7
    (9aS)-8-acetyl-N-[(2,6-dichlorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 11-Oxatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraene-9,14-diol —— C16H18O3
    11-Oxatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraene-9,14-diol
    —— 6-amino-5-tert-butyl-3,3-dimethyl-2H-1-benzofuran-2-ol —— C14H21NO2
    6-amino-5-tert-butyl-3,3-dimethyl-2H-1-benzofuran-2-ol
    —— (9aS)-8-acetyl-N-[[4-[(2,4-dichlorophenyl)methoxy]-2,3,6-trimethylphenyl]methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C34H31Cl2NO8
    (9aS)-8-acetyl-N-[[4-[(2,4-dichlorophenyl)methoxy]-2,3,6-trimethylphenyl]methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 3-Chloro-2,3-dihydro-1-benzofuran-2-carbaldehyde —— C9H7ClO2
    3-Chloro-2,3-dihydro-1-benzofuran-2-carbaldehyde
    —— 3-(2,3-Dihydro-1-benzofuran-6-yl)-5-(3,4,5-trimethoxyphenyl)-1,2-thiazole —— C20H19NO4S
    3-(2,3-Dihydro-1-benzofuran-6-yl)-5-(3,4,5-trimethoxyphenyl)-1,2-thiazole
    —— [7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate —— C24H23NO3
    [7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate
    —— 7-[(2,6-difluorophenoxy)methyl]-5-methoxy-2,2-dimethyl-3H-1-benzofuran —— C18H18F2O3
    7-[(2,6-difluorophenoxy)methyl]-5-methoxy-2,2-dimethyl-3H-1-benzofuran
    —— 5-chloro-7-(methoxymethyl)-2,2-dimethyl-3H-1-benzofuran —— C12H15ClO2
    5-chloro-7-(methoxymethyl)-2,2-dimethyl-3H-1-benzofuran
    —— N'-(5-bromo-3-methyl-2H-1-benzofuran-3-yl)ethanimidamide —— C11H13BrN2O
    N'-(5-bromo-3-methyl-2H-1-benzofuran-3-yl)ethanimidamide
    —— N-butyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C15H23NO
    N-butyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— 1-(4-ethyl-3,3-difluoro-2H-1-benzofuran-7-yl)-4-methylimidazole —— C14H14F2N2O
    1-(4-ethyl-3,3-difluoro-2H-1-benzofuran-7-yl)-4-methylimidazole
    —— Carboxy 5,6-diethyl-3-hydroxy-7-methyl-2,3-dihydro-1-benzofuran-2-carboxylate —— C15H18O6
    Carboxy 5,6-diethyl-3-hydroxy-7-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— (1-carbamoylcyclohexyl) 3-benzyl-3-methyl-2H-1-benzofuran-6-carboxylate —— C24H27NO4
    (1-carbamoylcyclohexyl) 3-benzyl-3-methyl-2H-1-benzofuran-6-carboxylate
    —— 2-Ethyl-6-methyl-2,3,5,6-tetrahydrofuro[3,2-f][1]benzofuran —— C13H16O2
    2-Ethyl-6-methyl-2,3,5,6-tetrahydrofuro[3,2-f][1]benzofuran
    —— (6-fluoro-3-propan-2-yl-2H-1-benzofuran-3-yl)methanethiol —— C12H15FOS
    (6-fluoro-3-propan-2-yl-2H-1-benzofuran-3-yl)methanethiol
    —— Ethane;2-methyl-2,3-dihydro-1-benzofuran —— C15H28O
    Ethane;2-methyl-2,3-dihydro-1-benzofuran
    —— 3,3-dimethyl-5-(2-methylpropyl)-7-[5-(nitrosomethyl)-2-(trifluoromethoxy)phenyl]-2H-1-benzofuran —— C22H24F3NO3
    3,3-dimethyl-5-(2-methylpropyl)-7-[5-(nitrosomethyl)-2-(trifluoromethoxy)phenyl]-2H-1-benzofuran
    —— 5,17-Dimethyl-12-oxa-5-azapentacyclo[9.7.0.01,7.03,6.013,18]octadeca-8,13,15,17-tetraen-14-ol —— C18H21NO2
    5,17-Dimethyl-12-oxa-5-azapentacyclo[9.7.0.01,7.03,6.013,18]octadeca-8,13,15,17-tetraen-14-ol
    —— 6-Butyl-2,3-dihydro-1-benzofuran —— C12H16O
    6-Butyl-2,3-dihydro-1-benzofuran
    —— methyl N-[[7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C17H16ClNO3
    methyl N-[[7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-5-[ethoxy(hydroxy)methylidene]-1,3-thiazol-4-one —— C14H13NO4S
    2-(2,3-dihydro-1-benzofuran-5-yl)-5-[ethoxy(hydroxy)methylidene]-1,3-thiazol-4-one
    —— 3-[[[(9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carbonyl]amino]methyl]-2,4,5-trimethylbenzoic acid —— C28H27NO9
    3-[[[(9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carbonyl]amino]methyl]-2,4,5-trimethylbenzoic acid
    —— 1,9b-Dihydro-[1]benzofuro[3,2-c]pyridine —— C11H9NO
    1,9b-Dihydro-[1]benzofuro[3,2-c]pyridine
    —— 2-Fluoro-2,3-dihydro-1-benzofuran —— C8H7FO
    2-Fluoro-2,3-dihydro-1-benzofuran
    —— 2-[(1,4-dioxido-2,4,7,8-tetrahydro-1H-furo[2,3-g][1,2,4]benzotriazine-1,4-diium-3-ylidene)amino]-N,N-dimethylethanamine —— C13H19N5O3
    2-[(1,4-dioxido-2,4,7,8-tetrahydro-1H-furo[2,3-g][1,2,4]benzotriazine-1,4-diium-3-ylidene)amino]-N,N-dimethylethanamine
    —— [(3S)-6-[(7-bromo-2,3-dihydro-1-benzofuran-3-yl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate —— C19H18BrNO4
    [(3S)-6-[(7-bromo-2,3-dihydro-1-benzofuran-3-yl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate
    —— 1-oxido-7,8-dihydro-2H-furo[2,3-g][1,2,4]benzotriazin-3-amine —— C9H9N4O2-
    1-oxido-7,8-dihydro-2H-furo[2,3-g][1,2,4]benzotriazin-3-amine
    —— 1-Oxido-1,4,7,8-tetrahydrofuro[2,3-g][1,2,4]benzotriazin-1-ium-3-amine —— C9H10N4O2
    1-Oxido-1,4,7,8-tetrahydrofuro[2,3-g][1,2,4]benzotriazin-1-ium-3-amine
    —— ethane;3-phenyl-3H-1-benzofuran-2-one —— C18H22O2
    ethane;3-phenyl-3H-1-benzofuran-2-one
    —— 7-ethyl-2,2-difluoro-4-methyl-3H-1-benzofuran —— C11H12F2O
    7-ethyl-2,2-difluoro-4-methyl-3H-1-benzofuran