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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
    —— 3,3-Bis[4-(phosphonooxy)phenyl]benzofuran-2(3H)-one,tetrasodium salt —— C80H52Na4O40P8-8
    3,3-Bis[4-(phosphonooxy)phenyl]benzofuran-2(3H)-one,tetrasodium salt
    —— (2,2-dimethyl-3H-1-benzofuran-7-yl) N-[2-cyanooctyl(ethyl)amino]sulfanyl-N-methylcarbamate —— C23H35N3O3S
    (2,2-dimethyl-3H-1-benzofuran-7-yl) N-[2-cyanooctyl(ethyl)amino]sulfanyl-N-methylcarbamate
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(5-methyl-1,2-oxazol-3-yl)acetamide —— C16H18N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(5-methyl-1,2-oxazol-3-yl)acetamide
    —— 2a,7b-Dimethoxydioxeto[3,4-b][1]benzofuran —— C10H10O5
    2a,7b-Dimethoxydioxeto[3,4-b][1]benzofuran
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone —— C22H31NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[(1R,5S)-1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl]ethanone
    —— 2-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-[(4-fluorophenyl)methyl]acetamide —— C19H20FNO3
    2-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)oxy]-N-[(4-fluorophenyl)methyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]acetamide —— C23H23N3O5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[(5E)-2,4-dioxo-5-(pyridin-3-ylmethylidene)-1,3-thiazolidin-3-yl]ethyl]acetamide
    —— 2-[3-[(5-chloro-2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]sulfanylacetic acid —— C19H19ClO4S
    2-[3-[(5-chloro-2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]sulfanylacetic acid
    —— 2-[3-[(5-fluoro-2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]sulfanylacetic acid —— C19H19FO4S
    2-[3-[(5-fluoro-2,2-dimethyl-3H-1-benzofuran-7-yl)methoxy]phenyl]sulfanylacetic acid
    —— (3S)-3-(3,4-dimethylphenyl)-5-methyl-3H-1-benzofuran-2-one —— C17H16O2
    (3S)-3-(3,4-dimethylphenyl)-5-methyl-3H-1-benzofuran-2-one
    —— 2-(6-Methyl-2,3-dihydro-1-benzofuran-3-yl)ethanol —— C11H14O2
    2-(6-Methyl-2,3-dihydro-1-benzofuran-3-yl)ethanol
    —— [4-(2,3-Dihydro-1-benzofuran-5-yl)-2-(fluoromethyl)thiophen-3-yl]methyl methanesulfonate —— C15H15FO4S2
    [4-(2,3-Dihydro-1-benzofuran-5-yl)-2-(fluoromethyl)thiophen-3-yl]methyl methanesulfonate
    —— methyl (1S,2S,3aS,8bS)-1-[3-[hydroxy(dimethyl)silyl]-3-methylbutyl]-2-[2-[hydroxy(dimethyl)silyl]-2-methylpropyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carboxylate —— C26H44O5Si2
    methyl (1S,2S,3aS,8bS)-1-[3-[hydroxy(dimethyl)silyl]-3-methylbutyl]-2-[2-[hydroxy(dimethyl)silyl]-2-methylpropyl]-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-carboxylate
    —— N-[4-(5-chlorothiophen-2-yl)-1,3-thiazol-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C19H17ClN2O3S2
    N-[4-(5-chlorothiophen-2-yl)-1,3-thiazol-2-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-(pyridin-2-ylmethylamino)propan-2-ol —— C19H24N2O3
    (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-(pyridin-2-ylmethylamino)propan-2-ol
    —— N-[1-[4-[2-(2,3-dihydro-1-benzofuran-5-yl)ethynyl]phenyl]ethyl]acetamide 1363425-59-5 C20H19NO2
    N-[1-[4-[2-(2,3-dihydro-1-benzofuran-5-yl)ethynyl]phenyl]ethyl]acetamide
    —— 5-Chloro-2-ethyl-2,3-dihydro-1-benzofuran —— C10H11ClO
    5-Chloro-2-ethyl-2,3-dihydro-1-benzofuran
    —— 1-[2-(3-chloro-4-methylphenyl)imino-1,3-thiazinan-3-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone —— C23H25ClN2O3S
    1-[2-(3-chloro-4-methylphenyl)imino-1,3-thiazinan-3-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethanone
    —— 2,2-difluoro-3-hydroxy-3H-1-benzofuran-5-carboxylic acid —— C9H6F2O4
    2,2-difluoro-3-hydroxy-3H-1-benzofuran-5-carboxylic acid
    —— (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(4-methoxyphenyl)methylamino]propan-2-ol —— C21H27NO4
    (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(4-methoxyphenyl)methylamino]propan-2-ol
    —— (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(4-methoxyphenyl)methylamino]propan-2-ol —— C21H27NO4
    (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(4-methoxyphenyl)methylamino]propan-2-ol
    —— [(2R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(4-methoxyphenyl)methyl]azanium —— C21H28NO4+
    [(2R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(4-methoxyphenyl)methyl]azanium
    —— [(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(4-methoxyphenyl)methyl]azanium —— C21H28NO4+
    [(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(4-methoxyphenyl)methyl]azanium
    —— 2-(6-{[3-(4-ethylphenyl)-5-(trifluoromethyl)isothiazol-4-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)ethanol —— C23H22F3NO3S
    2-(6-{[3-(4-ethylphenyl)-5-(trifluoromethyl)isothiazol-4-yl]methoxy}-2,3-dihydro-1-benzofuran-3-yl)ethanol
    —— (4-(2,3-dihydrobenzofuran-5-yl)-2-(trifluoromethyl)thiophen-3-yl)methyl methanesulfonate —— C15H13F3O4S2
    (4-(2,3-dihydrobenzofuran-5-yl)-2-(trifluoromethyl)thiophen-3-yl)methyl methanesulfonate
    —— [(3R)-3-[3-(2,3-dihydro-1-benzofuran-2-ylmethoxy)phenyl]-3-hydroxypropyl]carbamic acid —— C19H21NO5
    [(3R)-3-[3-(2,3-dihydro-1-benzofuran-2-ylmethoxy)phenyl]-3-hydroxypropyl]carbamic acid
    —— 2,6-Dimethyl-4a,9b-dihydrodibenzofuran —— C14H14O
    2,6-Dimethyl-4a,9b-dihydrodibenzofuran
    —— 6,8-Dimethyl-4a,9b-dihydrodibenzofuran —— C14H14O
    6,8-Dimethyl-4a,9b-dihydrodibenzofuran
    —— benzyl-[(2R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]azanium —— C20H26NO3+
    benzyl-[(2R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]azanium
    —— benzyl-[(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]azanium —— C20H26NO3+
    benzyl-[(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]azanium
    —— (2R)-1-(benzylamino)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propan-2-ol —— C20H25NO3
    (2R)-1-(benzylamino)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propan-2-ol
    —— (2S)-1-(benzylamino)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propan-2-ol —— C20H25NO3
    (2S)-1-(benzylamino)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propan-2-ol
    —— 3-{[4-(4,5-difluoro-2,3-dihydro-1-benzofuran-7-yl)phenoxy]methyl}benzoic acid —— C22H16F2O4
    3-{[4-(4,5-difluoro-2,3-dihydro-1-benzofuran-7-yl)phenoxy]methyl}benzoic acid
    —— 4-(4,5-difluoro-2,3-dihydro-1-benzofuran-7-yl)phenol —— C14H10F2O2
    4-(4,5-difluoro-2,3-dihydro-1-benzofuran-7-yl)phenol
    —— 4-(2,3-Dihydro-1-benzofuran-7-yl)benzoic acid —— C15H12O3
    4-(2,3-Dihydro-1-benzofuran-7-yl)benzoic acid
    —— [3-[[7-[(1R)-1-hydroxyethyl]-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropyl] nitrate —— C24H30N2O6
    [3-[[7-[(1R)-1-hydroxyethyl]-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropyl] nitrate
    —— 2-[(3R)-5-(3,3-dimethylbutanoylamino)-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-7-yl]ethoxymethyl nitrate —— C28H38N2O6
    2-[(3R)-5-(3,3-dimethylbutanoylamino)-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-7-yl]ethoxymethyl nitrate
    —— [3-[[(3R)-7-[(1R)-1-hydroxyethyl]-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropyl] nitrate —— C24H30N2O6
    [3-[[(3R)-7-[(1R)-1-hydroxyethyl]-4,6-dimethyl-3-(4-propan-2-ylphenyl)-2,3-dihydro-1-benzofuran-5-yl]amino]-3-oxopropyl] nitrate
    —— (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(2-methoxyphenyl)methylamino]propan-2-ol —— C21H27NO4
    (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(2-methoxyphenyl)methylamino]propan-2-ol
    —— [(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(2-methoxyphenyl)methyl]azanium —— C21H28NO4+
    [(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(2-methoxyphenyl)methyl]azanium
    —— (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[4-(1H-pyridin-2-ylidene)piperazin-4-ium-1-yl]propan-2-ol —— C22H30N3O3+
    (2S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[4-(1H-pyridin-2-ylidene)piperazin-4-ium-1-yl]propan-2-ol
    —— (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[4-(1H-pyridin-2-ylidene)piperazin-4-ium-1-yl]propan-2-ol —— C22H30N3O3+
    (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[4-(1H-pyridin-2-ylidene)piperazin-4-ium-1-yl]propan-2-ol
    —— (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(2-methoxyphenyl)methylamino]propan-2-ol —— C21H27NO4
    (2R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-3-[(2-methoxyphenyl)methylamino]propan-2-ol
    —— [(2R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(2-methoxyphenyl)methyl]azanium —— C21H28NO4+
    [(2R)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-[(2-methoxyphenyl)methyl]azanium
    —— 7-[[3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]phenyl]methoxy]-2,2-dimethyl-3H-1-benzofuran —— C28H30O4
    7-[[3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxymethyl]phenyl]methoxy]-2,2-dimethyl-3H-1-benzofuran
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)butan-2-yl 2-methylprop-2-enoate —— C16H20O3
    2-(2,3-Dihydro-1-benzofuran-5-yl)butan-2-yl 2-methylprop-2-enoate
    —— N-(2,3-dihydro-1-benzofuran-6-yl)-2-[[4-ethyl-5-(furan-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide —— C18H18N4O3S
    N-(2,3-dihydro-1-benzofuran-6-yl)-2-[[4-ethyl-5-(furan-3-yl)-1,2,4-triazol-3-yl]sulfanyl]acetamide
    —— N-(2,3-dihydro-1-benzofuran-6-yl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H18N4O2S2
    N-(2,3-dihydro-1-benzofuran-6-yl)-2-[(4-ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
    —— N-(2,3-dihydro-1-benzofuran-6-yl)-2-[(4-ethyl-5-thiophen-3-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C18H18N4O2S2
    N-(2,3-dihydro-1-benzofuran-6-yl)-2-[(4-ethyl-5-thiophen-3-yl-1,2,4-triazol-3-yl)sulfanyl]acetamide
    —— methyl 2-(2-phenyl-6,7-dihydro-4H-furo[3,2-g][1,3,2]benzodioxaborinin-6-yl)acetate —— C18H17BO5
    methyl 2-(2-phenyl-6,7-dihydro-4H-furo[3,2-g][1,3,2]benzodioxaborinin-6-yl)acetate