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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
    —— 1-(7-tert-Butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-2-ethylthioethan-1-one 177365-27-4 C18H26O2S
    1-(7-tert-Butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl)-2-ethylthioethan-1-one
    —— 4-(t-butyl)-2,3-dihydro-2,2-dimethyl-7-(2-propen-1-yl)benzo[ b]furan 149245-83-0 C17H24O
    4-(t-butyl)-2,3-dihydro-2,2-dimethyl-7-(2-propen-1-yl)benzo[ b]furan
    —— 3-[4-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]propanol 149245-85-2 C17H26O2
    3-[4-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]propanol
    —— 6-(t-butyl)-2,3-dihydro-2,2-dimethyl-7-(2-propen-1-yl)benzo[b]furan 149245-82-9 C17H24O
    6-(t-butyl)-2,3-dihydro-2,2-dimethyl-7-(2-propen-1-yl)benzo[b]furan
    —— 3-[6-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]propanol 149245-84-1 C17H26O2
    3-[6-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]propanol
    —— 1-[[5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine 1610696-26-8 C14H17F3N2O
    1-[[5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine
    —— 1-(5-fluoro-2,3-dihydro-benzofuran-2-ylmethyl)-piperazine 1519667-56-1 C13H17FN2O
    1-(5-fluoro-2,3-dihydro-benzofuran-2-ylmethyl)-piperazine
    —— diethyl 7-chloro-2,3-dihydro-6-methoxybenzofuran-2,2-dicarboxylate 90246-73-4 C15H17ClO6
    diethyl 7-chloro-2,3-dihydro-6-methoxybenzofuran-2,2-dicarboxylate
    —— 5-tert-butyl-2,3-dihydro-2-methylbenzofuran 3199-36-8 C13H18O
    5-tert-butyl-2,3-dihydro-2-methylbenzofuran
    —— 7-CHLORO-2,3-DIHYDRO-6-HYDROXY-5-PROPIONYLBENZOFURAN-2-CARBOXYLIC ACID 95635-09-9 C12H11ClO5
    7-CHLORO-2,3-DIHYDRO-6-HYDROXY-5-PROPIONYLBENZOFURAN-2-CARBOXYLIC ACID
    —— (2S,2'S)-[(4aR,9bR)-6-methoxy-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-4a,9b-diyl]bis(methylene)bis(2-methoxy-2-phenylacetate) 1374412-02-8 C33H34O8
    (2S,2'S)-[(4aR,9bR)-6-methoxy-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-4a,9b-diyl]bis(methylene)bis(2-methoxy-2-phenylacetate)
    —— [(4aR,9bR)-6-methoxy-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-4a,9b-diyl]dimethanol 1374412-00-6 C15H18O4
    [(4aR,9bR)-6-methoxy-1,4,4a,9b-tetrahydrodibenzo[b,d]furan-4a,9b-diyl]dimethanol
    —— 3-tert-butyl-2,3-dihydro-1-benzofuran-3-ol 1374162-65-8 C12H16O2
    3-tert-butyl-2,3-dihydro-1-benzofuran-3-ol
    —— 8-methoxy-4-(2-nitroethenyl)-2,3,5,6-tetrahydrobenzo[1,2-b:5,4-b']difuran 524941-82-0 C13H13NO5
    8-methoxy-4-(2-nitroethenyl)-2,3,5,6-tetrahydrobenzo[1,2-b:5,4-b']difuran
    —— 5-formyl-{3-[2-(tert-butyldimethylsilanyloxy)ethyl]-4,6-bis(methoxymethoxy)-2,3-dihydrobenzofuran-2-yloxy}triisopropylsilane 850795-85-6 C30H54O8Si2
    5-formyl-{3-[2-(tert-butyldimethylsilanyloxy)ethyl]-4,6-bis(methoxymethoxy)-2,3-dihydrobenzofuran-2-yloxy}triisopropylsilane
    —— 2,3-dihydro-2,2-dimethylbenzofuran-3-ylacetic acid 1321843-29-1 C12H14O3
    2,3-dihydro-2,2-dimethylbenzofuran-3-ylacetic acid
    —— 2,3-Dihydro-2-morpholino-3-pentyl-benzofuran-ol-(5) 1886-41-5 C17H25NO3
    2,3-Dihydro-2-morpholino-3-pentyl-benzofuran-ol-(5)
    —— 5-bromo-2,2,7-trimethyl-6-(4-methylphenyl)-2,3-dihydro-1-benzofuran 1243545-30-3 C18H19BrO
    5-bromo-2,2,7-trimethyl-6-(4-methylphenyl)-2,3-dihydro-1-benzofuran
    —— 7-Chloro-2-(1-hydroxyethyl)-2,3-dihydro-1-benzofuran-5-carbonitrile 1047648-62-3 C11H10ClNO2
    7-Chloro-2-(1-hydroxyethyl)-2,3-dihydro-1-benzofuran-5-carbonitrile
    —— 5-Methyl-3-methylene-2,3-dihydro-benzofuran 122776-83-4 C10H10O
    5-Methyl-3-methylene-2,3-dihydro-benzofuran
    —— (+/-)-2,3-dihydro-5-hydroxy-4,6,7-trimethyl-2-benzofuranethanol 134867-57-5 C13H18O3
    (+/-)-2,3-dihydro-5-hydroxy-4,6,7-trimethyl-2-benzofuranethanol
    —— 2-(2-n-pentyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole 89197-34-2 C16H22N2O
    2-(2-n-pentyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— 5-{2-methoxy-6-[2-(4-trifluoromethoxy-phenyl)-ethylamino]-pyrimidin-4-yl}-2,3-dihydro-benzofuran-2-carboxylic acid 885069-69-2 C23H20F3N3O5
    5-{2-methoxy-6-[2-(4-trifluoromethoxy-phenyl)-ethylamino]-pyrimidin-4-yl}-2,3-dihydro-benzofuran-2-carboxylic acid
    —— N-Methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide 1047648-54-3 C11H13NO3
    N-Methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2-n-propyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole 89197-33-1 C14H18N2O
    2-(2-n-propyl-2,3-dihydrobenzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— 2-(2-phenethyl-2,3-dihydro-2-benzofuranyl)-2-imidazoline 89197-35-3 C19H20N2O
    2-(2-phenethyl-2,3-dihydro-2-benzofuranyl)-2-imidazoline
    —— 3,7-Dimethyl-2,3-dihydro-benzofuran-3-ol 88112-03-2 C10H12O2
    3,7-Dimethyl-2,3-dihydro-benzofuran-3-ol
    —— N-(2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethyl)acetamide 1452477-16-5 C19H19Cl2NO3
    N-(2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethyl)acetamide
    —— 2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethanethiol 1452479-59-2 C17H16Cl2O2S
    2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethanethiol
    —— N-(2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethyl)-2,2,2-trifluoroacetamide 1452477-22-3 C19H16Cl2F3NO3
    N-(2-((3S)-6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)ethyl)-2,2,2-trifluoroacetamide
    —— 3-(difluoromethyl)-2,3-dihydrobenzofuran 1565823-37-1 C9H8F2O
    3-(difluoromethyl)-2,3-dihydrobenzofuran
    —— 1,2,10,11-Tetrahydro-3,6,8,11-tetramethyl-2-oxodibenzofuran 62156-64-3 C16H18O2
    1,2,10,11-Tetrahydro-3,6,8,11-tetramethyl-2-oxodibenzofuran
    —— 6-bromo-N2-(2,3-dihydro-benzofuran-5-ylmethyl)-pyrazine-2,3-diamine 956907-15-6 C13H13BrN4O
    6-bromo-N2-(2,3-dihydro-benzofuran-5-ylmethyl)-pyrazine-2,3-diamine
    —— 2-(2,4-dimethyl-2,3-dihydrobenzofuran-7-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one 1262438-59-4 C20H21NO2
    2-(2,4-dimethyl-2,3-dihydrobenzofuran-7-yl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one
    —— 4,6-di-tert-butyl-4a-hydroxy-8-methoxy-4aH-dibenzofuran-2-one 1945-21-7 C21H26O4
    4,6-di-tert-butyl-4a-hydroxy-8-methoxy-4aH-dibenzofuran-2-one
    —— 2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan-2-carboxamide 352459-27-9 C11H12N2O4
    2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan-2-carboxamide
    —— 2-cyano-2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan 352459-28-0 C11H10N2O3
    2-cyano-2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan
    —— 2-(5-amino-2,3-dihydro-2-ethylbenzo[b]furan-2-yl)-1H-imidazoline 214219-50-8 C13H17N3O
    2-(5-amino-2,3-dihydro-2-ethylbenzo[b]furan-2-yl)-1H-imidazoline
    —— 2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan-2-carboxylic acid 352459-26-8 C11H11NO5
    2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan-2-carboxylic acid
    —— 2-(2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan-2-yl)-1H-imidazoline 214219-49-5 C13H15N3O3
    2-(2,3-dihydro-2-ethyl-5-nitrobenzo[b]furan-2-yl)-1H-imidazoline
    —— N-[5-(2,4,6-trimethylphenyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide 1186388-70-4 C20H19N3O2S
    N-[5-(2,4,6-trimethylphenyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 2-(2,3-dihydrobenzofuran-3-yl)isobutyric acid 1321843-32-6 C12H14O3
    2-(2,3-dihydrobenzofuran-3-yl)isobutyric acid
    —— 7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-(thien-2-yl)benzo[b]furan 194592-43-3 C18H22OS
    7-tert-Butyl-2,3-dihydro-3,3-dimethyl-5-(thien-2-yl)benzo[b]furan
    —— 7-tert-butyl-N-cyclopropyl-2,3-dihydro-3,3-dimethyl-5-benzofurancarboxamide 212848-89-0 C18H25NO2
    7-tert-butyl-N-cyclopropyl-2,3-dihydro-3,3-dimethyl-5-benzofurancarboxamide
    —— 5-bromo-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran 75097-66-4 C10H11BrO2
    5-bromo-2,3-dihydro-3,3-dimethyl-2-hydroxybenzofuran
    —— 2-(3,3-dimethyl-2H-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 1154741-01-1 C16H23BO3
    2-(3,3-dimethyl-2H-1-benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    —— 1-(2,3-dihydro-3,3-dimethyl-5-benzofuranyl)ethanol 108695-28-9 C12H16O2
    1-(2,3-dihydro-3,3-dimethyl-5-benzofuranyl)ethanol
    —— 3,3-dimethyl-2,3-dihydro-benzofuran-5-boronic acid 459423-19-9 C10H13BO3
    3,3-dimethyl-2,3-dihydro-benzofuran-5-boronic acid
    —— 7-ethoxycarbonyl-5-vinyl-2,3-dihydrobenzofuran 149109-04-6 C13H14O3
    7-ethoxycarbonyl-5-vinyl-2,3-dihydrobenzofuran
    —— 7-ethoxycarbonyl-5-(2-hydroxyethyl)-2,3-dihydrobenzofuran 149640-10-8 C13H16O4
    7-ethoxycarbonyl-5-(2-hydroxyethyl)-2,3-dihydrobenzofuran