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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
    —— N-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    N-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— N-(2,3-dihydro-1-benzofuran-7-ylmethyl)-4-(4-hydroxyphenyl)sulfanylpentanamide —— C20H23NO3S
    N-(2,3-dihydro-1-benzofuran-7-ylmethyl)-4-(4-hydroxyphenyl)sulfanylpentanamide
    —— 2-[6-[[7-(2,4-Dimethyl-3a,4-dihydrobenzimidazol-1-yl)-2,3-dihydro-1-benzofuran-3-yl]amino]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C27H27N3O4
    2-[6-[[7-(2,4-Dimethyl-3a,4-dihydrobenzimidazol-1-yl)-2,3-dihydro-1-benzofuran-3-yl]amino]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 3-[benzyl(cyclobutanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
    3-[benzyl(cyclobutanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(3-morpholin-4-ylpropyl)-1-oxido-2,4,6,7-tetrahydrofuro[3,2-g][1,2,4]benzotriazin-3-imine —— C16H22N5O3-
    N-(3-morpholin-4-ylpropyl)-1-oxido-2,4,6,7-tetrahydrofuro[3,2-g][1,2,4]benzotriazin-3-imine
    —— 1-(4-bromo-2,2-dimethyl-3H-1-benzofuran-7-yl)-4-imino-3-methyl-5-sulfanylideneimidazolidin-2-one —— C14H14BrN3O2S
    1-(4-bromo-2,2-dimethyl-3H-1-benzofuran-7-yl)-4-imino-3-methyl-5-sulfanylideneimidazolidin-2-one
    —— 2-[5-[N'-(2-amino-2-oxoethyl)carbamimidoyl]-2,3-dihydro-1-benzofuran-3-yl]-3-nitro-4-pyrazol-1-ylbenzoic acid —— C21H18N6O6
    2-[5-[N'-(2-amino-2-oxoethyl)carbamimidoyl]-2,3-dihydro-1-benzofuran-3-yl]-3-nitro-4-pyrazol-1-ylbenzoic acid
    —— 4-[[[(9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carbonyl]amino]methyl]-2,3,5-trimethylbenzoic acid —— C28H27NO9
    4-[[[(9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carbonyl]amino]methyl]-2,3,5-trimethylbenzoic acid
    —— 3-[(4-fluorophenyl)methyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H27FN2O6
    3-[(4-fluorophenyl)methyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H32Cl2N2O7
    3-[cyclopentanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O8
    3-[butanoyl(2-methoxyethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— [2-[4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]-3,5-difluorophenyl]cyclopropyl]methanol —— C21H22F2O3
    [2-[4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]-3,5-difluorophenyl]cyclopropyl]methanol
    —— Ethyl 3-[4-[5-(3,3-dimethylbutanoylamino)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-3-yl]phenyl]prop-2-enoate —— C28H35NO4
    Ethyl 3-[4-[5-(3,3-dimethylbutanoylamino)-4,6,7-trimethyl-2,3-dihydro-1-benzofuran-3-yl]phenyl]prop-2-enoate
    —— Butyl-[[2-[butyl(dimethyl)silyl]-6-methoxy-1-benzofuran-3-ylidene]methoxy]-dimethylsilane —— C22H38O3Si2
    Butyl-[[2-[butyl(dimethyl)silyl]-6-methoxy-1-benzofuran-3-ylidene]methoxy]-dimethylsilane
    —— 2-[(2E)-2-(1-benzofuran-3-ylidene)hydrazinyl]benzoic acid;ethane —— C21H30N2O3
    2-[(2E)-2-(1-benzofuran-3-ylidene)hydrazinyl]benzoic acid;ethane
    —— 4a,9b-Dihydrodibenzofuran-4-carboxamide —— C13H11NO2
    4a,9b-Dihydrodibenzofuran-4-carboxamide
    —— [[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)acetyl]amino] 3-methylsulfanyl-4-oxo-6,7-dihydro-5H-2-benzothiophene-1-carboxylate —— C21H21N3O5S2
    [[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)acetyl]amino] 3-methylsulfanyl-4-oxo-6,7-dihydro-5H-2-benzothiophene-1-carboxylate
    —— 3-[3-ethoxypropyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O9
    3-[3-ethoxypropyl(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(3-methylbutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H40N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(3-methylbutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[hept-6-enoyl-[2-(2-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H40N2O8
    8-formyl-3-[hept-6-enoyl-[2-(2-methoxyphenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (6-Hydroxy-2,3-dihydro-1-benzofuran-3-yl) butanoate —— C12H14O4
    (6-Hydroxy-2,3-dihydro-1-benzofuran-3-yl) butanoate
    —— 3-(2,3-Dihydrothiophen-5-yl)-13-methyl-12-oxa-4,6-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(16),2,4,9,11(15)-pentaene —— C18H18N2OS
    3-(2,3-Dihydrothiophen-5-yl)-13-methyl-12-oxa-4,6-diazatetracyclo[7.7.0.02,6.011,15]hexadeca-1(16),2,4,9,11(15)-pentaene
    —— 3-[(2-fluorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31FN2O5
    3-[(2-fluorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-dodecanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C36H47ClN2O7
    3-[(4-chlorophenyl)methyl-dodecanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[propanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H25F3N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[propanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— ethane;3-phenyl-3H-1-benzofuran-2-one —— C20H28O2
    ethane;3-phenyl-3H-1-benzofuran-2-one
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H39N3O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methoxypropanoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H37N3O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methoxypropanoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— [7-(2,4-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate —— C23H19F2NO3
    [7-(2,4-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate
    —— 1,3-thiazol-5-ylmethyl N-benzyl-N-[(2R)-3-[2,3-dihydro-1-benzofuran-5-ylsulfonyl(2-methylpropyl)amino]-2-hydroxypropyl]carbamate —— C27H33N3O6S2
    1,3-thiazol-5-ylmethyl N-benzyl-N-[(2R)-3-[2,3-dihydro-1-benzofuran-5-ylsulfonyl(2-methylpropyl)amino]-2-hydroxypropyl]carbamate
    —— [7-(2,6-dichlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate —— C23H19Cl2NO3
    [7-(2,6-dichlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate
    —— 5-butan-2-ylsulfonyl-2,2,4,6,7-pentamethyl-3H-1-benzofuran —— C17H26O3S
    5-butan-2-ylsulfonyl-2,2,4,6,7-pentamethyl-3H-1-benzofuran
    —— 2-[1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-5-hydroxy-3,4-dimethylpyrrol-2-yl]sulfanyl-N-pyridin-2-ylacetamide —— C22H23N3O3S
    2-[1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-5-hydroxy-3,4-dimethylpyrrol-2-yl]sulfanyl-N-pyridin-2-ylacetamide
    —— 3-[cyclobutanecarbonyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H32N2O8
    3-[cyclobutanecarbonyl(furan-3-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-ethyl-2,2-difluoro-7-methyl-3H-1-benzofuran —— C11H12F2O
    4-ethyl-2,2-difluoro-7-methyl-3H-1-benzofuran
    —— 1-[[5-Fluoro-7-(2-methoxy-5-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[[5-fluoro-7-(5-methoxy-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]hydrazine —— C34H34F2N2O4
    1-[[5-Fluoro-7-(2-methoxy-5-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[[5-fluoro-7-(5-methoxy-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]hydrazine
    —— 2-(C-ethyl-N-prop-2-enoxycarbonimidoyl)-5-(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)cyclohexane-1,3-dione —— C25H33NO4
    2-(C-ethyl-N-prop-2-enoxycarbonimidoyl)-5-(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)cyclohexane-1,3-dione
    —— ethyl 8-nitro-8bH-[1]benzofuro[3,2-b]pyrrole-2-carboxylate —— C13H10N2O5
    ethyl 8-nitro-8bH-[1]benzofuro[3,2-b]pyrrole-2-carboxylate
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2,2,2-trifluoroethyl)acetamide —— C14H16F3NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(2,2,2-trifluoroethyl)acetamide
    —— 4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione —— C26H29N3O5
    4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(3-morpholin-4-ylpropyl)-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— 3,3-difluoro-7-methyl-4-(2-methylbutyl)-2H-1-benzofuran —— C14H18F2O
    3,3-difluoro-7-methyl-4-(2-methylbutyl)-2H-1-benzofuran
    —— (+/-)-2-(azidomethyl)-5-(trifluoromethyl)-7-(2-fluorophenyl)-2,3-dihydro-1-benzofuran 852116-97-3 C16H11F4N3O
    (+/-)-2-(azidomethyl)-5-(trifluoromethyl)-7-(2-fluorophenyl)-2,3-dihydro-1-benzofuran
    —— 3-[(3,4-dichlorophenyl)methyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O8
    3-[(3,4-dichlorophenyl)methyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[oxolane-3-carbonyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H27F3N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[oxolane-3-carbonyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-fluorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H27FN2O6
    3-[(2-fluorophenyl)methyl-(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— [(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl] N-tert-butylcarbamate —— C13H16BrNO3
    [(3S)-7-bromo-2,3-dihydro-1-benzofuran-3-yl] N-tert-butylcarbamate
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H41N3O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-cyclopropyl-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C15H19NO3
    N-cyclopropyl-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 3-[cyclopentanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O5
    3-[cyclopentanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H42N2O7
    3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide