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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
    —— [7-(4-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate —— C23H20FNO3
    [7-(4-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl] N-benzyl-N-methylcarbamate
    —— [7-(2,6-dichlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzyl-N-methylcarbamate —— C24H21Cl2NO3
    [7-(2,6-dichlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzyl-N-methylcarbamate
    —— 7-tert-butyl-3,3-difluoro-4-methyl-2H-1-benzofuran —— C13H16F2O
    7-tert-butyl-3,3-difluoro-4-methyl-2H-1-benzofuran
    —— 2-[N-formyl-2-(3-methyl-5,6-dihydro-2H-furo[3,2-f][1]benzofuran-3-yl)anilino]-N-methyl-N-phenylacetamide —— C27H26N2O4
    2-[N-formyl-2-(3-methyl-5,6-dihydro-2H-furo[3,2-f][1]benzofuran-3-yl)anilino]-N-methyl-N-phenylacetamide
    —— 6-[3-(Hydroxymethyl)pentyl]-2,3-dihydro-1-benzofuran-5-ol —— C14H20O3
    6-[3-(Hydroxymethyl)pentyl]-2,3-dihydro-1-benzofuran-5-ol
    —— 2-[(1-Hydroxypiperidin-4-yl)amino]-1-(2,3,5,8-tetrahydrodithiino[4,5-f][1]benzofuran-2-yl)ethanol —— C17H24N2O3S2
    2-[(1-Hydroxypiperidin-4-yl)amino]-1-(2,3,5,8-tetrahydrodithiino[4,5-f][1]benzofuran-2-yl)ethanol
    —— Tert-butyl 3-[(12-oxo-2,19-dioxa-11-azatetracyclo[12.7.0.05,10.016,20]henicosa-1(14),5,7,9,15,20-hexaen-11-yl)methyl]pyrrolidine-1-carboxylate —— C28H34N2O5
    Tert-butyl 3-[(12-oxo-2,19-dioxa-11-azatetracyclo[12.7.0.05,10.016,20]henicosa-1(14),5,7,9,15,20-hexaen-11-yl)methyl]pyrrolidine-1-carboxylate
    —— (7-tert-butyl-5-methoxy-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate —— C22H27NO4
    (7-tert-butyl-5-methoxy-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate
    —— 7-Bromo-6-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-ol —— C9H9BrO3
    7-Bromo-6-(hydroxymethyl)-2,3-dihydro-1-benzofuran-5-ol
    —— 4-Butyl-5-ethyl-2,3-dihydro-1-benzofuran —— C14H20O
    4-Butyl-5-ethyl-2,3-dihydro-1-benzofuran
    —— 2-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-prop-2-enyl-N-propylcyclopropane-1-carboxamide —— C19H26N2O2
    2-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-prop-2-enyl-N-propylcyclopropane-1-carboxamide
    —— (9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxo-N-[(2,3,6-trimethyl-4-pent-2-ynoxyphenyl)methyl]dibenzofuran-4-carboxamide —— C32H33NO8
    (9aS)-8-acetyl-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxo-N-[(2,3,6-trimethyl-4-pent-2-ynoxyphenyl)methyl]dibenzofuran-4-carboxamide
    —— 1-(2,3-Dihydro-1-benzofuran-5-yl)-3-[6-(trifluoromethyl)pyridin-3-yl]propan-2-one —— C17H14F3NO2
    1-(2,3-Dihydro-1-benzofuran-5-yl)-3-[6-(trifluoromethyl)pyridin-3-yl]propan-2-one
    —— 6-Bromo-2-oxa-10,12-diazahexacyclo[12.8.1.01,9.03,8.09,13.015,20]tricosa-3(8),4,6,12,15,17,19-heptaen-11-one —— C20H15BrN2O2
    6-Bromo-2-oxa-10,12-diazahexacyclo[12.8.1.01,9.03,8.09,13.015,20]tricosa-3(8),4,6,12,15,17,19-heptaen-11-one
    —— (1-Carbamoyl-4-oxo-2-pyridin-4-yl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrimidin-8-yl) 2,3-dihydro-1-benzofuran-5-carboxylate —— C22H20N4O5
    (1-Carbamoyl-4-oxo-2-pyridin-4-yl-6,7,8,8a-tetrahydropyrrolo[1,2-a]pyrimidin-8-yl) 2,3-dihydro-1-benzofuran-5-carboxylate
    —— 1,2-Bis[[7-(2,4-dichlorophenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl]hydrazine —— C32H28Cl4N2O2
    1,2-Bis[[7-(2,4-dichlorophenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl]hydrazine
    —— N-[(2,2-difluorocyclopropyl)methyl]-N-[2-(8-methyl-3,7-dihydro-2H-furo[2,3-g][1,4]benzodioxin-8-yl)phenyl]formamide —— C22H21F2NO4
    N-[(2,2-difluorocyclopropyl)methyl]-N-[2-(8-methyl-3,7-dihydro-2H-furo[2,3-g][1,4]benzodioxin-8-yl)phenyl]formamide
    —— 6-(3-Chlorophenyl)-2,3-dihydro-1-benzofuran —— C14H11ClO
    6-(3-Chlorophenyl)-2,3-dihydro-1-benzofuran
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)benzaldehyde —— C15H12O2
    2-(2,3-Dihydro-1-benzofuran-5-yl)benzaldehyde
    —— 1-methyl-3-prop-2-enoxy-6,6a,11a,11b-tetrahydro-1H-[1]benzofuro[3,2-c]chromene —— C19H20O3
    1-methyl-3-prop-2-enoxy-6,6a,11a,11b-tetrahydro-1H-[1]benzofuro[3,2-c]chromene
    —— 2-Ethyl-N-(2-diethylamino-ethyl)-<3>cumaranylmethylamin 93540-29-5 C17H28N2O
    2-Ethyl-N-(2-diethylamino-ethyl)-<3>cumaranylmethylamin
    —— 1-(6,7-dihydro-3H-dithiolo[3,4-f][1]benzofuran-6-yl)-2-[(1-hydroxy-2,2,5,5-tetramethylpyrrol-3-yl)methylamino]ethanol —— C20H28N2O3S2
    1-(6,7-dihydro-3H-dithiolo[3,4-f][1]benzofuran-6-yl)-2-[(1-hydroxy-2,2,5,5-tetramethylpyrrol-3-yl)methylamino]ethanol
    —— methyl 2-(4-chloro-3,6,7,8-tetrahydro-2H-cyclopenta[g][1]benzofuran-3-yl)-4-methylbenzenesulfonate —— C19H19ClO4S
    methyl 2-(4-chloro-3,6,7,8-tetrahydro-2H-cyclopenta[g][1]benzofuran-3-yl)-4-methylbenzenesulfonate
    —— tert-butyl N-[[(2R)-6-amino-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C14H20N2O3
    tert-butyl N-[[(2R)-6-amino-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— 3-[(7-Bromo-2,3-dihydro-1-benzofuran-5-yl)sulfanyl]propanoic acid —— C11H11BrO3S
    3-[(7-Bromo-2,3-dihydro-1-benzofuran-5-yl)sulfanyl]propanoic acid
    —— [7-(5-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate —— C24H22ClNO3
    [7-(5-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate
    —— (7-thiophen-3-yl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate —— C21H19NO3S
    (7-thiophen-3-yl-2,3-dihydro-1-benzofuran-2-yl) N-benzyl-N-methylcarbamate
    —— 2,3-Dihydro-1-benzofuran-6-sulfinate —— C8H7O3S-
    2,3-Dihydro-1-benzofuran-6-sulfinate
    —— 2,3-Dihydro-1-benzofuran-6-sulfinic acid —— C8H8O3S
    2,3-Dihydro-1-benzofuran-6-sulfinic acid
    —— (+/-)-methyl (5-chloro-7-cyclohexyl-2,3-dihydro-1-benzofuran-2-yl)methylcarbamate —— C17H22ClNO3
    (+/-)-methyl (5-chloro-7-cyclohexyl-2,3-dihydro-1-benzofuran-2-yl)methylcarbamate
    —— 1-spiro[3H-1-benzofuran-2,2'-adamantane]-5-yl-2H-pyridine —— C22H25NO
    1-spiro[3H-1-benzofuran-2,2'-adamantane]-5-yl-2H-pyridine
    —— 5-[[6-[[(1R)-1-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylpropyl]amino]-2,3,4,7-tetrahydro-1H-imidazo[4,5-b]pyrazin-5-yl]imino]-N,N-dimethyl-6-oxocyclohexa-1,3-diene-1-carboxamide —— C27H33N7O3
    5-[[6-[[(1R)-1-(2,3-dihydro-1-benzofuran-6-yl)-2,2-dimethylpropyl]amino]-2,3,4,7-tetrahydro-1H-imidazo[4,5-b]pyrazin-5-yl]imino]-N,N-dimethyl-6-oxocyclohexa-1,3-diene-1-carboxamide
    —— (9aS)-8-acetyl-N-[(4-but-2-ynoxy-2,3,5,6-tetramethylphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide —— C32H33NO8
    (9aS)-8-acetyl-N-[(4-but-2-ynoxy-2,3,5,6-tetramethylphenyl)methyl]-1-hydroxy-3-methoxy-9a-methyl-7,9-dioxodibenzofuran-4-carboxamide
    —— [5a,10b-Diphenyl-8-(trifluoromethylsulfinyloxy)-[1]benzofuro[2,3-b][1]benzofuran-3-yl] trifluoromethanesulfonate —— C28H16F6O7S2
    [5a,10b-Diphenyl-8-(trifluoromethylsulfinyloxy)-[1]benzofuro[2,3-b][1]benzofuran-3-yl] trifluoromethanesulfonate
    —— 5-Chloro-7-phenyl-2,3-dihydro-1-benzofuran —— C14H11ClO
    5-Chloro-7-phenyl-2,3-dihydro-1-benzofuran
    —— [6-fluoro-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate —— C24H22FNO3
    [6-fluoro-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl N-benzylcarbamate
    —— 2-[4-(2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]-3,5-dimethyl-1H-pyridin-4-one —— C22H26F3NO3
    2-[4-(2,3-dihydro-1-benzofuran-7-yl)-2-hydroxy-4-methyl-2-(trifluoromethyl)pentyl]-3,5-dimethyl-1H-pyridin-4-one
    —— 2-(2-Methyloxiran-2-yl)-2,3-dihydro-1-benzofuran —— C11H12O2
    2-(2-Methyloxiran-2-yl)-2,3-dihydro-1-benzofuran
    —— 2-(7-bromo-3,3-dimethyl-2H-1-benzofuran-5-yl)-8-methylcycloocta-2,4-dien-1-one —— C19H21BrO2
    2-(7-bromo-3,3-dimethyl-2H-1-benzofuran-5-yl)-8-methylcycloocta-2,4-dien-1-one
    —— methyl N-benzyl-N-[[7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C24H22ClNO3
    methyl N-benzyl-N-[[7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— [(3S)-6-[[(3S)-7-(4-cyanoanilino)-2,3-dihydro-1-benzofuran-3-yl]-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate —— C28H22F3N3O5
    [(3S)-6-[[(3S)-7-(4-cyanoanilino)-2,3-dihydro-1-benzofuran-3-yl]-(2,2,2-trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl] propanoate
    —— 3-[2-[[4-(2-Chloroethyl)-2,3-dihydro-1-benzofuran-7-yl]oxy]ethyl]-2-(2-hydroxyethyl)phenol —— C20H23ClO4
    3-[2-[[4-(2-Chloroethyl)-2,3-dihydro-1-benzofuran-7-yl]oxy]ethyl]-2-(2-hydroxyethyl)phenol
    —— 7-ethyl-3,3-difluoro-4-(2-methylbutyl)-2H-1-benzofuran —— C15H20F2O
    7-ethyl-3,3-difluoro-4-(2-methylbutyl)-2H-1-benzofuran
    —— 5-[5-[(3S,4S)-3-(2,3-dihydro-1-benzofuran-5-yl)-6-imino-1,4-dimethyl-2-oxopiperidin-4-yl]thiophen-3-yl]pyridine-3-carbonitrile —— C25H22N4O2S
    5-[5-[(3S,4S)-3-(2,3-dihydro-1-benzofuran-5-yl)-6-imino-1,4-dimethyl-2-oxopiperidin-4-yl]thiophen-3-yl]pyridine-3-carbonitrile
    —— 5-chloro-7-cyclohexyl-N-methyl-2,3-dihydro-1-benzofuran-2-amine —— C15H20ClNO
    5-chloro-7-cyclohexyl-N-methyl-2,3-dihydro-1-benzofuran-2-amine
    —— N,N-dipropyl-2,3-dihydro-1-benzofuran-3-amine —— C14H21NO
    N,N-dipropyl-2,3-dihydro-1-benzofuran-3-amine
    —— pyridin-3-ylmethyl N-benzyl-N-[(2R)-3-[2,3-dihydro-1-benzofuran-5-ylsulfonyl(2-methylpropyl)amino]-2-hydroxypropyl]carbamate —— C29H35N3O6S
    pyridin-3-ylmethyl N-benzyl-N-[(2R)-3-[2,3-dihydro-1-benzofuran-5-ylsulfonyl(2-methylpropyl)amino]-2-hydroxypropyl]carbamate
    —— [5-Chloro-7-(2,5-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methylhydrazine —— C15H13ClF2N2O
    [5-Chloro-7-(2,5-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methylhydrazine
    —— 3a-phenyl-3,8b-dihydro-2H-cyclopenta[b][1]benzofuran-1-one —— C17H14O2
    3a-phenyl-3,8b-dihydro-2H-cyclopenta[b][1]benzofuran-1-one
    —— 2,3-Dihydro-1-benzofuran;ethane —— C12H20O
    2,3-Dihydro-1-benzofuran;ethane