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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
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-methylphenoxy)propanamide —— C22H27NO4
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-methylphenoxy)propanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[(Z)-(4-methoxyphenyl)methylideneamino]oxyacetamide —— C22H26N2O5
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[(Z)-(4-methoxyphenyl)methylideneamino]oxyacetamide
    —— (2R)-2-(4-cyanophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C22H24N2O4
    (2R)-2-(4-cyanophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— 3-cyclopentyl-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C20H29NO3
    3-cyclopentyl-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone —— C21H23ClN2O2
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone —— C21H23ClN2O2
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone
    —— (2S)-N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H18ClNO4
    (2S)-N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H18ClNO4
    (2R)-N-[(6-chloro-3,4-dihydro-2H-1,5-benzodioxepin-8-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(5-bromothiophen-2-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H14BrNO2S
    (2R)-N-[(5-bromothiophen-2-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H26N4O2S
    (2S)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(5-bromothiophen-2-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H14BrNO2S
    (2S)-N-[(5-bromothiophen-2-yl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H26N4O2S
    (2R)-N-[3-[4-(2-methylpropyl)-5-methylsulfanyl-1,2,4-triazol-3-yl]propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N'-[4-(2,4-dichlorophenoxy)butanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C19H18Cl2N2O4
    (2S)-N'-[4-(2,4-dichlorophenoxy)butanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N-[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H23N3O2S
    (2R)-N-[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N'-[4-(2,4-dichlorophenoxy)butanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C19H18Cl2N2O4
    (2R)-N'-[4-(2,4-dichlorophenoxy)butanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-N-[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H23N3O2S
    (2S)-N-[5-(1-adamantyl)-1,3,4-thiadiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H15Cl2NO2S
    (2S)-5-chloro-N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H15Cl2NO2S
    (2R)-5-chloro-N-[(5-chlorothiophen-2-yl)methyl]-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]propan-2-ol —— C26H34N2O4
    (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]propan-2-ol
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-(2-methylphenoxy)propan-2-ol —— C23H30N2O3
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-(2-methylphenoxy)propan-2-ol
    —— (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-(2-methylphenoxy)propan-2-ol —— C23H30N2O3
    (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-(2-methylphenoxy)propan-2-ol
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]propan-2-ol —— C26H34N2O4
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-3-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]propan-2-ol
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-methylfuran-3-carboxamide —— C18H20N2O4
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-methylfuran-3-carboxamide
    —— 4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-(trifluoromethyl)-1H-1,2,4-triazole-5-thione —— C15H15F3N4O2S
    4-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-(trifluoromethyl)-1H-1,2,4-triazole-5-thione
    —— 4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-methyl-1H-1,2,4-triazole-5-thione —— C15H18N4O2S
    4-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-methyl-1H-1,2,4-triazole-5-thione
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-methylfuran-3-carboxamide —— C18H20N2O4
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-methylfuran-3-carboxamide
    —— 2-(4-chlorophenoxy)-N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide —— C20H21ClN2O4
    2-(4-chlorophenoxy)-N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide
    —— N-cyclopropyl-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide —— C19H25NO5S
    N-cyclopropyl-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-1,1-dioxothiolan-3-yl]acetamide
    —— N-cyclopropyl-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide —— C19H25NO5S
    N-cyclopropyl-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-1,1-dioxothiolan-3-yl]acetamide
    —— (2R)-5-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H15ClN2O2S
    (2R)-5-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H15ClN2O2S
    (2S)-5-chloro-N-(3-cyano-4,5,6,7-tetrahydro-1-benzothiophen-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-1-[(3-carbamoylthiophen-2-yl)amino]-1-oxopropan-2-yl] (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate —— C19H20N2O5S
    [(2R)-1-[(3-carbamoylthiophen-2-yl)amino]-1-oxopropan-2-yl] (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate
    —— [(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate —— C20H27NO4
    [(2R)-1-(azepan-1-yl)-1-oxopropan-2-yl] (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate
    —— [(2R)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate —— C21H22FNO4
    [(2R)-1-[(4-fluorophenyl)methylamino]-1-oxopropan-2-yl] (2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxylate
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide —— C23H23NO3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(R)-phenyl(thiophen-2-yl)methyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[(3R)-1,1-dioxothiolan-3-yl]-5-methylpyrazol-3-yl]acetamide —— C20H25N3O5S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-[(3R)-1,1-dioxothiolan-3-yl]-5-methylpyrazol-3-yl]acetamide
    —— 2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-4-ethyl-1,2,4-triazole-3-thione —— C18H25N5OS
    2-[[4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]methyl]-4-ethyl-1,2,4-triazole-3-thione
    —— 5-Benzyl-3-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-1,3,4-oxadiazole-2-thione —— C23H28N4O2S+2
    5-Benzyl-3-[[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazine-1,4-diium-1-yl]methyl]-1,3,4-oxadiazole-2-thione
    —— (3aR,8bS)-8-methoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C11H10O4
    (3aR,8bS)-8-methoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— (3aS,8bR)-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C10H8O3
    (3aS,8bR)-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— (3aR,8bS)-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C10H8O3
    (3aR,8bS)-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— (3aR,8bR)-8-methoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C11H10O4
    (3aR,8bR)-8-methoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— (3aS,8bS)-8-methoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one —— C11H10O4
    (3aS,8bS)-8-methoxy-3a,8b-dihydro-1H-furo[2,3-b][1]benzofuran-2-one
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-methoxyphenoxy)acetamide —— C21H24N2O5
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(4-methoxyphenoxy)acetamide
    —— 2-(2-chlorophenoxy)-N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide —— C20H21ClN2O4
    2-(2-chlorophenoxy)-N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]acetamide
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-methoxyphenoxy)acetamide —— C21H24N2O5
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-2-(2-methoxyphenoxy)acetamide
    —— (2R)-7-bromo-2-(furan-2-yl)-2,3-dihydro-1-benzofuran —— C12H9BrO2
    (2R)-7-bromo-2-(furan-2-yl)-2,3-dihydro-1-benzofuran
    —— (2S)-7-bromo-2-(furan-2-yl)-2,3-dihydro-1-benzofuran —— C12H9BrO2
    (2S)-7-bromo-2-(furan-2-yl)-2,3-dihydro-1-benzofuran
    —— (2S)-N-(1-cyanocyclohexyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propanamide —— C20H26N2O3
    (2S)-N-(1-cyanocyclohexyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propanamide
    —— (2R)-1-(1-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propan-1-one —— C23H30O3
    (2R)-1-(1-adamantyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]propan-1-one