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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-chloro-3-methoxy-2,2-dimethyl-3H-1-benzofuran-7-carbaldehyde —— C12H13ClO3
    5-chloro-3-methoxy-2,2-dimethyl-3H-1-benzofuran-7-carbaldehyde
    —— methyl 2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate —— C13H14O3
    methyl 2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-2-carboxylate
    —— (1-carbamoyl-10-methyl-4-oxo-2-pyrimidin-4-yl-7,8,9,10a-tetrahydro-6H-pyrimido[1,2-a]azepin-10-yl) 2,3-dihydro-1-benzofuran-7-carboxylate —— C24H25N5O5
    (1-carbamoyl-10-methyl-4-oxo-2-pyrimidin-4-yl-7,8,9,10a-tetrahydro-6H-pyrimido[1,2-a]azepin-10-yl) 2,3-dihydro-1-benzofuran-7-carboxylate
    —— 5-(1-Nitrosoethyl)-2,3-dihydro-1-benzofuran —— C10H11NO2
    5-(1-Nitrosoethyl)-2,3-dihydro-1-benzofuran
    —— 2,2,4,5,7-pentamethyl-3H-1-benzofuran-6-ol —— C13H18O2
    2,2,4,5,7-pentamethyl-3H-1-benzofuran-6-ol
    —— N-[2-[2-[(5-chlorothiophen-2-yl)methylcarbamoylamino]-1,3-thiazol-4-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H19ClN4O3S2
    N-[2-[2-[(5-chlorothiophen-2-yl)methylcarbamoylamino]-1,3-thiazol-4-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 10,14-Dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.7.1.01,13.05,17.07,19]nonadeca-7(19),8,10-triene —— C20H27NO3
    10,14-Dimethoxy-4-methyl-12-oxa-4-azapentacyclo[9.7.1.01,13.05,17.07,19]nonadeca-7(19),8,10-triene
    —— [1-[3-(2,3-Dihydro-1-benzofuran-5-yl)propylcarbamoyl]cyclopentyl] propanoate —— C20H27NO4
    [1-[3-(2,3-Dihydro-1-benzofuran-5-yl)propylcarbamoyl]cyclopentyl] propanoate
    —— 3-[(1R,2R,3aS,8bS)-1-[(3R)-4-methyl-4-phenoxy-3-phosphanyloxypent-1-enyl]-2-tritiophosphanyloxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propan-1-ol —— C26H34O5P2
    3-[(1R,2R,3aS,8bS)-1-[(3R)-4-methyl-4-phenoxy-3-phosphanyloxypent-1-enyl]-2-tritiophosphanyloxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]propan-1-ol
    —— 7-tert-butyl-3,3-difluoro-4-propyl-2H-1-benzofuran —— C15H20F2O
    7-tert-butyl-3,3-difluoro-4-propyl-2H-1-benzofuran
    —— 2,4-Dinitro-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol —— C12H12N2O6
    2,4-Dinitro-5a,6,7,8,9,9a-hexahydrodibenzofuran-1-ol
    —— 2-methyl-1-(3-piperidin-1-yl-3H-benzofuran-2-ylidene)propan-2-ol 1068483-10-2 C17H23NO2
    2-methyl-1-(3-piperidin-1-yl-3H-benzofuran-2-ylidene)propan-2-ol
    —— 8b-hydroxy-2H-cyclopenta[b][1]benzofuran-1-one —— C11H8O3
    8b-hydroxy-2H-cyclopenta[b][1]benzofuran-1-one
    —— 1-[7-(3-Methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine —— C17H19NO
    1-[7-(3-Methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine
    —— 8'-ethylidenespiro[2H-1-benzofuran-3,3'-5,6-dihydro-[1,2,4]oxadiazolo[3,4-c][1,4]oxazine] —— C14H14N2O3
    8'-ethylidenespiro[2H-1-benzofuran-3,3'-5,6-dihydro-[1,2,4]oxadiazolo[3,4-c][1,4]oxazine]
    —— Dimethyl 2-(2,3-dihydro-1-benzofuran-4-ylimino)butanedioate —— C14H15NO5
    Dimethyl 2-(2,3-dihydro-1-benzofuran-4-ylimino)butanedioate
    —— 4-Butyl-7-tert-butyl-2,3-dihydro-1-benzofuran —— C16H24O
    4-Butyl-7-tert-butyl-2,3-dihydro-1-benzofuran
    —— [7-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate —— C24H23NO4
    [7-(4-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate
    —— tert-butyl N-[2,2,4,6,7-pentamethyl-3-(4-propan-2-ylphenyl)-3H-1-benzofuran-5-yl]carbamate —— C27H37NO3
    tert-butyl N-[2,2,4,6,7-pentamethyl-3-(4-propan-2-ylphenyl)-3H-1-benzofuran-5-yl]carbamate
    —— 4a-Hydroxy-2,9b-dihydrodibenzofuran-1-one —— C12H10O3
    4a-Hydroxy-2,9b-dihydrodibenzofuran-1-one
    —— 2-[4-Chloro-2-[[[2-[1-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-4-methyl-2-oxopyridin-3-yl]acetyl]amino]methyl]phenoxy]butanamide —— C28H31ClN4O5
    2-[4-Chloro-2-[[[2-[1-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-4-methyl-2-oxopyridin-3-yl]acetyl]amino]methyl]phenoxy]butanamide
    —— (7-cyclopentyl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate —— C22H25NO3
    (7-cyclopentyl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate
    —— 5-chloro-2-methylidene-3-(4-methylsulfonylbutyl)-3H-1-benzofuran —— C14H17ClO3S
    5-chloro-2-methylidene-3-(4-methylsulfonylbutyl)-3H-1-benzofuran
    —— 2-Pent-4-enyl-2,3-dihydro-1-benzofuran —— C13H16O
    2-Pent-4-enyl-2,3-dihydro-1-benzofuran
    —— 4-N-(3-chloro-4-methoxyphenyl)-5-fluoro-2-N-[2-(methyliminomethyl)-2,3-dihydro-1-benzofuran-5-yl]pyrimidine-2,4-diamine —— C21H19ClFN5O2
    4-N-(3-chloro-4-methoxyphenyl)-5-fluoro-2-N-[2-(methyliminomethyl)-2,3-dihydro-1-benzofuran-5-yl]pyrimidine-2,4-diamine
    —— (7-phenyl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate —— C23H21NO3
    (7-phenyl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate
    —— 1-[7-(2,3-Difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine —— C16H15F2NO
    1-[7-(2,3-Difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine
    —— 2,3-dihydro-1-benzofuran-5-yl N-methylcarbamate —— C10H11NO3
    2,3-dihydro-1-benzofuran-5-yl N-methylcarbamate
    —— 7-Oxatetracyclo[6.4.0.02,6.03,5]dodeca-1(12),8,10-triene —— C11H10O
    7-Oxatetracyclo[6.4.0.02,6.03,5]dodeca-1(12),8,10-triene
    —— [7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzyl-N-methylcarbamate —— C25H25NO3
    [7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzyl-N-methylcarbamate
    —— [(Z)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate —— C17H15ClN2O3
    [(Z)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino] N-(4-chlorophenyl)carbamate
    —— 5-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran —— C14H11ClO
    5-(4-Chlorophenyl)-2,3-dihydro-1-benzofuran
    —— 4,19-Dimethyl-6,10,13,17-tetraoxa-3-azoniahexacyclo[12.6.1.12,9.03,7.04,19.016,20]docosa-1(20),2,7,9(22),14(21),15-hexaene-8,15,21,22-tetrol —— C19H18NO8+
    4,19-Dimethyl-6,10,13,17-tetraoxa-3-azoniahexacyclo[12.6.1.12,9.03,7.04,19.016,20]docosa-1(20),2,7,9(22),14(21),15-hexaene-8,15,21,22-tetrol
    —— Ethyl 3-(2,3-dihydro-1-benzofuran-2-yl)prop-2-ynoate —— C13H12O3
    Ethyl 3-(2,3-dihydro-1-benzofuran-2-yl)prop-2-ynoate
    —— 3-(7,9-dihydroxy-2,3-dioxo-4H-dibenzofuran-4a-yl)propanoic acid —— C15H12O7
    3-(7,9-dihydroxy-2,3-dioxo-4H-dibenzofuran-4a-yl)propanoic acid
    —— 5,7-ditert-butyl-3-(3,4-dimethylphenyl)-4-hydroxy-3H-1-benzofuran-2-one —— C24H30O3
    5,7-ditert-butyl-3-(3,4-dimethylphenyl)-4-hydroxy-3H-1-benzofuran-2-one
    —— [1-Carbamoyl-4-[dimethylamino(thiophen-2-yl)methyl]cyclohexyl] 2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carboxylate —— C26H29N3O4S2
    [1-Carbamoyl-4-[dimethylamino(thiophen-2-yl)methyl]cyclohexyl] 2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carboxylate
    —— 2-(5-Carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl-prop-2-enylcarbamic acid —— C15H19N3O3
    2-(5-Carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl-prop-2-enylcarbamic acid
    —— 7-(5,5,5-Trifluoro-2-methyl-4-oxopentan-2-yl)-2,3-dihydro-1-benzofuran-5-sulfonic acid —— C14H15F3O5S
    7-(5,5,5-Trifluoro-2-methyl-4-oxopentan-2-yl)-2,3-dihydro-1-benzofuran-5-sulfonic acid
    —— (E)-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)[2-(5-methylfuran-2-yl)-4,5-dioxo-1-(pyridinium-3-ylmethyl)pyrrolidin-3-ylidene]methanolate —— C25H22N2O5
    (E)-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)[2-(5-methylfuran-2-yl)-4,5-dioxo-1-(pyridinium-3-ylmethyl)pyrrolidin-3-ylidene]methanolate
    —— 2-(Azidomethyl)-7-(2-chloro-6-fluorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran —— C15H10ClF2N3O
    2-(Azidomethyl)-7-(2-chloro-6-fluorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran
    —— 3-hydroxy-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(5-methylfuran-2-yl)-1-[2-(morpholin-4-yl)ethyl]-1,5-dihydro-2H-pyrrol-2-one —— C25H28N2O6
    3-hydroxy-4-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)carbonyl]-5-(5-methylfuran-2-yl)-1-[2-(morpholin-4-yl)ethyl]-1,5-dihydro-2H-pyrrol-2-one
    —— (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-(5-methylfuran-2-yl)-1-(2-morpholin-4-ylethyl)pyrrolidine-2,3-dione —— C25H28N2O6
    (4E)-4-[hydroxy-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-5-(5-methylfuran-2-yl)-1-(2-morpholin-4-ylethyl)pyrrolidine-2,3-dione
    —— 1-[7-(2,6-Dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine —— C18H21NO
    1-[7-(2,6-Dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]ethanamine
    —— 5-[(3-Fluorophenyl)methylcarbamoylamino]-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C17H15FN2O4
    5-[(3-Fluorophenyl)methylcarbamoylamino]-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— [4-(dimethylcarbamoyloxy)-2,3-dihydro-1-benzofuran-6-yl] N,N-dimethylcarbamate —— C14H18N2O5
    [4-(dimethylcarbamoyloxy)-2,3-dihydro-1-benzofuran-6-yl] N,N-dimethylcarbamate
    —— 7-(2,4-diamino-4H-pyrimidin-3-yl)-2,3-dihydro-1-benzofuran-3-ol —— C12H14N4O2
    7-(2,4-diamino-4H-pyrimidin-3-yl)-2,3-dihydro-1-benzofuran-3-ol
    —— 4-(4-fluorocyclohepta-1,3,6-trien-1-yl)-9-[[7-(4-methylimidazol-1-yl)-2,3-dihydro-1-benzofuran-4-yl]methylidene]-3,6,7,8-tetrahydro-2H-pyrido[1,2-b][1,2,4]triazine —— C27H28FN5O
    4-(4-fluorocyclohepta-1,3,6-trien-1-yl)-9-[[7-(4-methylimidazol-1-yl)-2,3-dihydro-1-benzofuran-4-yl]methylidene]-3,6,7,8-tetrahydro-2H-pyrido[1,2-b][1,2,4]triazine
    —— 1-(2-ethenyl-2-ethoxy-4,6,7-trimethyl-3H-1-benzofuran-5-yl)-4-(6-ethoxypyridin-3-yl)azepane —— C28H38N2O3
    1-(2-ethenyl-2-ethoxy-4,6,7-trimethyl-3H-1-benzofuran-5-yl)-4-(6-ethoxypyridin-3-yl)azepane
    —— Aethyl-5-chlor-2,3-dihydrobenzofuran-2-carboxylat 42208-34-4 C11H11ClO3
    Aethyl-5-chlor-2,3-dihydrobenzofuran-2-carboxylat