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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
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-1-propan-2-yl-1,3-diazinane-2,4-dione —— C15H18N2O3
    3-(2,3-Dihydro-1-benzofuran-5-yl)-1-propan-2-yl-1,3-diazinane-2,4-dione
    —— 6-(1-Nitrosoethyl)-5-propoxy-2,3-dihydro-1-benzofuran —— C13H17NO3
    6-(1-Nitrosoethyl)-5-propoxy-2,3-dihydro-1-benzofuran
    —— (S)-8-acetyl-N-benzyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide —— C24H21NO7
    (S)-8-acetyl-N-benzyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— N-benzyl-N-(2-cyanoethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H18N2O3S
    N-benzyl-N-(2-cyanoethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (9aS)-8-acetyl-N-[[4-[(2,4-dichlorophenyl)methoxy]-2,6-dimethylphenyl]methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C33H29Cl2NO8
    (9aS)-8-acetyl-N-[[4-[(2,4-dichlorophenyl)methoxy]-2,6-dimethylphenyl]methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 1-(2-Cyanoethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-(thiophen-2-ylmethyl)urea —— C17H17N3O2S
    1-(2-Cyanoethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-(thiophen-2-ylmethyl)urea
    —— N-(2-cyanoethyl)-N'-(2,3-dihydro-1-benzofuran-5-yl)-N-isopropylurea —— C15H19N3O2
    N-(2-cyanoethyl)-N'-(2,3-dihydro-1-benzofuran-5-yl)-N-isopropylurea
    —— 1-(2-Cyanoethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-(2-pyridin-2-ylethyl)urea —— C19H20N4O2
    1-(2-Cyanoethyl)-3-(2,3-dihydro-1-benzofuran-5-yl)-1-(2-pyridin-2-ylethyl)urea
    —— 1-Benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-1,3-diazinane-2,4-dione —— C19H18N2O3
    1-Benzyl-3-(2,3-dihydro-1-benzofuran-5-yl)-1,3-diazinane-2,4-dione
    —— N-(4-ethyl-2-pyridinyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H16N2O3S
    N-(4-ethyl-2-pyridinyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-benzyl-N-(2-cyanoethyl)-N'-(2,3-dihydro-1-benzofuran-5-yl)urea —— C19H19N3O2
    N-benzyl-N-(2-cyanoethyl)-N'-(2,3-dihydro-1-benzofuran-5-yl)urea
    —— 1-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-hydroxy-2-phenylethyl)urea —— C17H18N2O3
    1-(2,3-Dihydro-1-benzofuran-5-yl)-3-(2-hydroxy-2-phenylethyl)urea
    —— 2-[3,3-dimethyl-5-(2-methylcyclopropyl)-2H-1-benzofuran-7-yl]-4-iminobut-2-en-1-amine —— C18H24N2O
    2-[3,3-dimethyl-5-(2-methylcyclopropyl)-2H-1-benzofuran-7-yl]-4-iminobut-2-en-1-amine
    —— (9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxo-N-[(2,3,4,5,6-pentamethylphenyl)methyl]dibenzofuran-4-carboxamide —— C29H31NO7
    (9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxo-N-[(2,3,4,5,6-pentamethylphenyl)methyl]dibenzofuran-4-carboxamide
    —— (9aS)-8-acetyl-N-[difluoro-(2,3,4-trifluorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C24H16F5NO7
    (9aS)-8-acetyl-N-[difluoro-(2,3,4-trifluorophenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— 1-(3,5-Dichloropyridin-4-yl)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-1,4-diazepane —— C18H19Cl2N3O3S
    1-(3,5-Dichloropyridin-4-yl)-4-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-1,4-diazepane
    —— methyl 4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate —— C24H23NO5
    methyl 4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-[4-(trifluoromethyl)pyrimidin-2-yl]-1,4-diazepane —— C18H19F3N4O3S
    1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-[4-(trifluoromethyl)pyrimidin-2-yl]-1,4-diazepane
    —— N-[(3-methylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H15NO3S2
    N-[(3-methylthiophen-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— ethyl 3-[6-[[(3R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-3-yl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]pyridin-3-yl]prop-2-enoate —— C28H35N3O5
    ethyl 3-[6-[[(3R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-3-yl]-[(2-methylpropan-2-yl)oxycarbonyl]amino]pyridin-3-yl]prop-2-enoate
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-(1,1-dioxothiolan-3-yl)-4-methyl-1,3-thiazole-5-carboxamide —— C17H18N2O4S2
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-(1,1-dioxothiolan-3-yl)-4-methyl-1,3-thiazole-5-carboxamide
    —— 4-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carbonitrile —— C19H18N2O2
    4-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carbonitrile
    —— N'-(3,5-dichloropyridin-4-yl)-2,3-dihydro-1-benzofuran-6-sulfonohydrazide —— C13H11Cl2N3O3S
    N'-(3,5-dichloropyridin-4-yl)-2,3-dihydro-1-benzofuran-6-sulfonohydrazide
    —— methyl 4-(2,3-dihydro-1-benzofuran-6-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate —— C20H21NO4
    methyl 4-(2,3-dihydro-1-benzofuran-6-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-1H-quinoline-3-carboxylate
    —— N-(thiophen-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H13NO2S
    N-(thiophen-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— 5-(2,3-Dihydro-1-benzofuran-5-ylmethoxymethyl)-2,3-dihydro-1-benzofuran —— C18H18O3
    5-(2,3-Dihydro-1-benzofuran-5-ylmethoxymethyl)-2,3-dihydro-1-benzofuran
    —— N-(2-furylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H13NO3
    N-(2-furylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[2-(2-oxoimidazolidin-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H17N3O4S
    N-[2-(2-oxoimidazolidin-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-(1,1-dioxothiolan-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H15NO5S2
    N-(1,1-dioxothiolan-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1,3-Bis(2,3-dihydro-1-benzofuran-5-yl)urea —— C17H16N2O3
    1,3-Bis(2,3-dihydro-1-benzofuran-5-yl)urea
    —— 3-(2,3-Dihydro-1-benzofuran-7-carbonyl)-5-(2-phenylethyl)pyrrolidine-2,4-dione —— C21H19NO4
    3-(2,3-Dihydro-1-benzofuran-7-carbonyl)-5-(2-phenylethyl)pyrrolidine-2,4-dione
    —— N-(4-methyl-2-pyridinyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H14N2O3S
    N-(4-methyl-2-pyridinyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— Ethyl 2-[2-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)-1,3-thiazol-4-yl]acetate —— C15H16N2O5S2
    Ethyl 2-[2-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)-1,3-thiazol-4-yl]acetate
    —— Methyl 3-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)-4-methylthiophene-2-carboxylate —— C15H15NO5S2
    Methyl 3-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)-4-methylthiophene-2-carboxylate
    —— N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C12H12N2O4S
    N-(5-methyl-1,2-oxazol-3-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— Methyl 3-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)thiophene-2-carboxylate —— C14H13NO5S2
    Methyl 3-(2,3-dihydro-1-benzofuran-5-ylsulfonylamino)thiophene-2-carboxylate
    —— N-(3-cyanothiophen-2-yl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H10N2O2S
    N-(3-cyanothiophen-2-yl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(Z)-[amino-(4-tert-butylphenyl)methylidene]amino] 2,3-dihydro-1-benzofuran-5-carboxylate —— C20H22N2O3
    [(Z)-[amino-(4-tert-butylphenyl)methylidene]amino] 2,3-dihydro-1-benzofuran-5-carboxylate
    —— 2,3-Dihydro-1-benzofuran-5-yl[4-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)piperazino]methanone —— C22H22N2O4
    2,3-Dihydro-1-benzofuran-5-yl[4-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)piperazino]methanone
    —— 4-(5-Chlorothiophen-2-yl)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole —— C15H10ClNOS2
    4-(5-Chlorothiophen-2-yl)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole
    —— 5-tert-butyl-7-methyl-3-(3,4,5-trimethylphenyl)-3H-1-benzofuran-2-one;propane —— C25H34O2
    5-tert-butyl-7-methyl-3-(3,4,5-trimethylphenyl)-3H-1-benzofuran-2-one;propane
    —— 4-(2-Methylphenyl)-2,3-dihydro-1-benzofuran —— C15H14O
    4-(2-Methylphenyl)-2,3-dihydro-1-benzofuran
    —— (S)-8-Acetyl-6,9-dihydroxy-3-methoxy-6b-methyl-1,7-dioxo-6b,7-dihydro-1H-4,11-dioxa-2-aza-benzo[a]fluorene-2-carboxylic acid 2-chloro-benzylamide —— C24H20ClNO7
    (S)-8-Acetyl-6,9-dihydroxy-3-methoxy-6b-methyl-1,7-dioxo-6b,7-dihydro-1H-4,11-dioxa-2-aza-benzo[a]fluorene-2-carboxylic acid 2-chloro-benzylamide
    —— (4aR,9bS)-7-ethoxy-6-fluoro-3-pent-1-enyl-1,2,3,4,4a,9b-hexahydrodibenzofuran —— C19H25FO2
    (4aR,9bS)-7-ethoxy-6-fluoro-3-pent-1-enyl-1,2,3,4,4a,9b-hexahydrodibenzofuran
    —— [3-[2-(3-Methylphenyl)thiophene-3-carbonyl]-1,3-thiazolidin-2-yl] 2,3-dihydro-1-benzofuran-4-carboxylate —— C24H21NO4S2
    [3-[2-(3-Methylphenyl)thiophene-3-carbonyl]-1,3-thiazolidin-2-yl] 2,3-dihydro-1-benzofuran-4-carboxylate
    —— ethyl 4-(2,3-dihydro-1-benzofuran-6-yl)-6-methyl-2-[(5-methylfuran-2-yl)methylidene]-3-oxo-4,5,6,7-tetrahydro-1H-indene-5-carboxylate —— C27H28O5
    ethyl 4-(2,3-dihydro-1-benzofuran-6-yl)-6-methyl-2-[(5-methylfuran-2-yl)methylidene]-3-oxo-4,5,6,7-tetrahydro-1H-indene-5-carboxylate
    —— 3-Butoxy-2,3-dihydro-1-benzofuran —— C12H16O2
    3-Butoxy-2,3-dihydro-1-benzofuran
    —— 2,3-Dihydro-1-benzofuran-6-yl phenyl carbonate —— C15H12O4
    2,3-Dihydro-1-benzofuran-6-yl phenyl carbonate
    —— N-(3-morpholin-4-ylpropyl)-1,4-dioxido-2,4,6,7-tetrahydro-1H-furo[3,2-g][1,2,4]benzotriazine-1,4-diium-3-imine —— C16H23N5O4
    N-(3-morpholin-4-ylpropyl)-1,4-dioxido-2,4,6,7-tetrahydro-1H-furo[3,2-g][1,2,4]benzotriazine-1,4-diium-3-imine
    —— methyl 7-methyl-5-(2-oxo-1H-pyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxylate —— C16H15NO4
    methyl 7-methyl-5-(2-oxo-1H-pyridin-3-yl)-2,3-dihydro-1-benzofuran-3-carboxylate