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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-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)pyridazine —— C16H17N3O4S
    3-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)pyridazine
    —— 2-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-6-methoxypyrazine —— C17H19N3O5S
    2-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-6-methoxypyrazine
    —— N-((1r,4r)-4-(pyrimidin-2-yloxy)cyclohexyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H21N3O4S
    N-((1r,4r)-4-(pyrimidin-2-yloxy)cyclohexyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-((2-(thiophen-2-yl)pyridin-3-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H16N2O3S2
    N-((2-(thiophen-2-yl)pyridin-3-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-4-(trifluoromethyl)pyridine —— C18H17F3N2O4S
    2-((1-((2,3-Dihydrobenzofuran-5-yl)sulfonyl)pyrrolidin-3-yl)oxy)-4-(trifluoromethyl)pyridine
    —— N-((6-(furan-2-yl)pyridin-3-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H16N2O4S
    N-((6-(furan-2-yl)pyridin-3-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-((1-(pyridin-3-yl)piperidin-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C19H23N3O3S
    N-((1-(pyridin-3-yl)piperidin-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 3-[1-adamantylmethyl(cyclobutanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H42N2O7
    3-[1-adamantylmethyl(cyclobutanecarbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (Z)-5-bromobenzofuran-3(2H)-one oxime —— C8H6BrNO2
    (Z)-5-bromobenzofuran-3(2H)-one oxime
    —— 2-(2,3-Dihydrobenzofur-2-yloxy)-propionamidoxim 57925-72-1 C11H14N2O3
    2-(2,3-Dihydrobenzofur-2-yloxy)-propionamidoxim
    —— 3-[(2-fluorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H35FN2O7
    3-[(2-fluorophenyl)methyl-pentanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O6
    3-[(2-cyclopentylacetyl)-(3-ethoxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(3-methylbut-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H38N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(3-methylbut-2-enoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[pentanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[pentanoyl(3-propan-2-yloxypropyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H36N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(oxolane-2-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H28Cl2N2O5
    3-[(2,4-dichlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1,2,3,4,4a,9a-Hexahydro-[1]benzofuro[2,3-b]pyridine-3-carbonitrile —— C12H12N2O
    1,2,3,4,4a,9a-Hexahydro-[1]benzofuro[2,3-b]pyridine-3-carbonitrile
    —— 1-[2,5-dimethyl-1-(2,2,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)-1H-pyrrol-3-yl]-2,2,2-trifluoro-1-ethanone —— C19H20F3NO2
    1-[2,5-dimethyl-1-(2,2,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)-1H-pyrrol-3-yl]-2,2,2-trifluoro-1-ethanone
    —— 5-(2-Butylheptyl)-2,3-dihydro-1-benzofuran —— C19H30O
    5-(2-Butylheptyl)-2,3-dihydro-1-benzofuran
    —— 2-(10-Ethyl-15-fluoro-2-methoxy-2,6,7,12-tetramethyl-17-oxa-7-azatricyclo[8.7.0.011,16]heptadeca-11,13,15-trien-3-yl)pentan-2-ol —— C27H44FNO3
    2-(10-Ethyl-15-fluoro-2-methoxy-2,6,7,12-tetramethyl-17-oxa-7-azatricyclo[8.7.0.011,16]heptadeca-11,13,15-trien-3-yl)pentan-2-ol
    —— 6-fluoro-8'-methylidenespiro[2H-1-benzofuran-3,3'-6,7-dihydro-5H-[1,2,4]oxadiazolo[4,3-a]pyridine] —— C14H13FN2O2
    6-fluoro-8'-methylidenespiro[2H-1-benzofuran-3,3'-6,7-dihydro-5H-[1,2,4]oxadiazolo[4,3-a]pyridine]
    —— 2-(2,3-dihydro-benzofuran-5-yl)-thiazole-4-carboxylic acid {2-[4-(dimethylamino-phenyl-methyl)-cyclohexyl]-ethyl}-amide 944322-75-2 C29H35N3O2S
    2-(2,3-dihydro-benzofuran-5-yl)-thiazole-4-carboxylic acid {2-[4-(dimethylamino-phenyl-methyl)-cyclohexyl]-ethyl}-amide
    —— 14-Methyl-11-oxatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-9-ol —— C17H20O2
    14-Methyl-11-oxatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-9-ol
    —— [(3S)-6-[[(3R)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate —— C21H17BrF3NO5
    [(3S)-6-[[(3R)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate
    —— N-pyrazol-1-yl-2,3-dihydro-1-benzofuran-7-carboxamide —— C12H11N3O2
    N-pyrazol-1-yl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[pentanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H27F3N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[pentanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29ClN2O6
    3-[(4-chlorophenyl)methyl-(oxolane-2-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[dodecanoyl(hexyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C35H54N2O7
    3-[dodecanoyl(hexyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-cyclohexyl-3-[4-(2-hydroxyheptoxy)-3-methylphenyl]-3H-1-benzofuran-2-one;[4-(5-methyl-2-oxo-3H-1-benzofuran-3-yl)phenyl] N-[2,4,4-trimethyl-6-[[4-(5-methyl-2-oxo-3H-1-benzofuran-3-yl)benzoyl]amino]hexyl]carbamate;3-(4-methylphenyl)-5-piperidin-1-yl-3H-1-benzofuran-2-one —— C89H99N3O13
    5-cyclohexyl-3-[4-(2-hydroxyheptoxy)-3-methylphenyl]-3H-1-benzofuran-2-one;[4-(5-methyl-2-oxo-3H-1-benzofuran-3-yl)phenyl] N-[2,4,4-trimethyl-6-[[4-(5-methyl-2-oxo-3H-1-benzofuran-3-yl)benzoyl]amino]hexyl]carbamate;3-(4-methylphenyl)-5-piperidin-1-yl-3H-1-benzofuran-2-one
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(3-methylbutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H36N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-(3-methylbutanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 7-ethyl-2,2-difluoro-4-pentan-2-yl-3H-1-benzofuran —— C15H20F2O
    7-ethyl-2,2-difluoro-4-pentan-2-yl-3H-1-benzofuran
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-pent-4-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(2-methoxyphenyl)ethyl-pent-4-enoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H32N2O7
    3-[3-ethoxypropyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(3-imidazol-1-ylpropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C25H25N3O5
    4-[Hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-1-(3-imidazol-1-ylpropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H25F3N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(2-cyclopentylacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33ClN2O5
    3-[(4-chlorophenyl)methyl-(2-cyclopentylacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (9aS)-8-acetyl-N-[(3,4-dimethylphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C26H25NO7
    (9aS)-8-acetyl-N-[(3,4-dimethylphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— tert-butyl N-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]ethyl]carbamate —— C18H24N2O4S
    tert-butyl N-[2-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-oxo-1,3-thiazolidin-3-yl]ethyl]carbamate
    —— N-[(4-chloro-1-methylpyrazol-3-yl)methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-pyrimidin-2-ylsulfanylacetamide —— C20H20ClN5O2S
    N-[(4-chloro-1-methylpyrazol-3-yl)methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-pyrimidin-2-ylsulfanylacetamide
    —— 5-(2-Methoxyphenyl)-3,7-dimethyl-2,3-dihydro-1-benzofuran —— C17H18O2
    5-(2-Methoxyphenyl)-3,7-dimethyl-2,3-dihydro-1-benzofuran
    —— 3-[(2-cyclopentylacetyl)-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H37FN2O7
    3-[(2-cyclopentylacetyl)-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-[6-[[7-[4-(1,1-Dioxothian-4-yl)oxy-2,6-dimethylphenyl]-2,3-dihydro-1-benzofuran-3-yl]methylideneamino]-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C32H33NO7S
    2-[6-[[7-[4-(1,1-Dioxothian-4-yl)oxy-2,6-dimethylphenyl]-2,3-dihydro-1-benzofuran-3-yl]methylideneamino]-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazole —— C11H10N2O
    2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazole
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C22H30N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H26Cl2N2O5
    3-[cyclopropanecarbonyl-[(3,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(pent-4-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H36N2O8
    3-[3-ethoxypropyl(pent-4-enoyl)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-[2-(3-methoxyphenyl)ethyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H36N2O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(3-methoxyphenyl)ethyl-(oxolane-3-carbonyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(dodecanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H46N2O5
    3-[benzyl(dodecanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-(7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)-N-[(7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl]methanamine —— C28H25N3O2
    1-(7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)-N-[(7-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl]methanamine
    —— 3-Chloro-6,7-dihydrofuro[3,2-g][1,2,4]benzotriazine —— C9H6ClN3O
    3-Chloro-6,7-dihydrofuro[3,2-g][1,2,4]benzotriazine