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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
    —— (2R,3S)-3-phenyl-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C15H12O3
    (2R,3S)-3-phenyl-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2S,3S)-3-phenyl-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C15H12O3
    (2S,3S)-3-phenyl-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (2R,3R)-3-phenyl-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C15H12O3
    (2R,3R)-3-phenyl-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (3R)-3-pent-4-enyl-3-phenyl-1-benzofuran-2-one —— C19H18O2
    (3R)-3-pent-4-enyl-3-phenyl-1-benzofuran-2-one
    —— ethyl (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethylpyrimidin-2-yl)oxyacetate —— C18H20N2O4
    ethyl (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethylpyrimidin-2-yl)oxyacetate
    —— ethyl (2S)-2-(5-chloropyrimidin-2-yl)oxy-2-(2,3-dihydro-1-benzofuran-5-yl)acetate —— C16H15ClN2O4
    ethyl (2S)-2-(5-chloropyrimidin-2-yl)oxy-2-(2,3-dihydro-1-benzofuran-5-yl)acetate
    —— ethyl (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethylpyrimidin-2-yl)oxyacetate —— C18H20N2O4
    ethyl (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethylpyrimidin-2-yl)oxyacetate
    —— ethyl (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethoxypyrimidin-2-yl)oxyacetate —— C18H20N2O6
    ethyl (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(4,6-dimethoxypyrimidin-2-yl)oxyacetate
    —— ethyl (2R)-2-(5-chloropyrimidin-2-yl)oxy-2-(2,3-dihydro-1-benzofuran-5-yl)acetate —— C16H15ClN2O4
    ethyl (2R)-2-(5-chloropyrimidin-2-yl)oxy-2-(2,3-dihydro-1-benzofuran-5-yl)acetate
    —— (3R)-3-methyl-5-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-ol —— C12H14O2
    (3R)-3-methyl-5-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-methyl-5-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-ol —— C12H14O2
    (3S)-3-methyl-5-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-6-ol
    —— 2,2,7-Trimethyl-3-oxaindane-4-ylamine —— C11H15NO
    2,2,7-Trimethyl-3-oxaindane-4-ylamine
    —— 3-[(3,5-Difluorophenyl)methyl]-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one —— C18H15F2NO2S
    3-[(3,5-Difluorophenyl)methyl]-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((8-methoxy-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methyl)acetamide —— C19H21N5O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((8-methoxy-[1,2,4]triazolo[4,3-a]pyrazin-3-yl)methyl)acetamide
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-ethyl-1,3-thiazolidin-4-one —— C13H15NO2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-ethyl-1,3-thiazolidin-4-one
    —— 4-[(2,3-Dihydro-2-methyl-5-benzofuranyl)carbonyl]-1,5-dihydro-3-hydroxy-1-[3-(1H-imidazol-1-yl)propyl]-5-(2-thienyl)-2H-pyrrol-2-one 842954-72-7 C24H23N3O4S
    4-[(2,3-Dihydro-2-methyl-5-benzofuranyl)carbonyl]-1,5-dihydro-3-hydroxy-1-[3-(1H-imidazol-1-yl)propyl]-5-(2-thienyl)-2H-pyrrol-2-one
    —— N-((3-(2-oxo-1,2-dihydropyridin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C16H14N4O5S
    N-((3-(2-oxo-1,2-dihydropyridin-4-yl)-1,2,4-oxadiazol-5-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-(3-oxo-5,6,7,8-tetrahydro-2H-cinnolin-6-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H17N3O4S
    N-(3-oxo-5,6,7,8-tetrahydro-2H-cinnolin-6-yl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(3-oxo-5,6,7,8-tetrahydro-2H-cinnolin-6-yl)acetamide —— C20H23N3O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-(3-oxo-5,6,7,8-tetrahydro-2H-cinnolin-6-yl)acetamide
    —— N-[[3-(1-ethylpyrrol-2-yl)-1,2,4-oxadiazol-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H18N4O4S
    N-[[3-(1-ethylpyrrol-2-yl)-1,2,4-oxadiazol-5-yl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[1-(5-cyclopropyl-1H-pyrazol-3-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H24N4O3S
    N-[1-(5-cyclopropyl-1H-pyrazol-3-yl)piperidin-4-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 6-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-amine —— C14H14N4O3S
    6-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-2-amine
    —— 1-(2-amino-5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone —— C18H20N4O3
    1-(2-amino-5H-pyrrolo[3,4-d]pyrimidin-6(7H)-yl)-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)ethanone
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-(2-hydroxyethylsulfanyl)ethyl]-1,3-thiazinan-4-one —— C16H21NO3S2
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-(2-hydroxyethylsulfanyl)ethyl]-1,3-thiazinan-4-one
    —— N-((2-(furan-2-yl)pyridin-3-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H16N2O4S
    N-((2-(furan-2-yl)pyridin-3-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-((2-(furan-2-yl)pyridin-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H16N2O4S
    N-((2-(furan-2-yl)pyridin-4-yl)methyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((2-(furan-2-yl)pyridin-3-yl)methyl)acetamide —— C22H22N2O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((2-(furan-2-yl)pyridin-3-yl)methyl)acetamide
    —— 3-Butyl-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazinan-4-one —— C16H21NO2S
    3-Butyl-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazinan-4-one
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((2-(furan-2-yl)pyridin-4-yl)methyl)acetamide —— C22H22N2O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((2-(furan-2-yl)pyridin-4-yl)methyl)acetamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((2-(thiophen-2-yl)pyridin-4-yl)methyl)acetamide —— C22H22N2O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-((2-(thiophen-2-yl)pyridin-4-yl)methyl)acetamide
    —— 1-[1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)azetidin-3-yl]-4-(triazol-2-ylmethyl)triazole —— C16H17N7O3S
    1-[1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)azetidin-3-yl]-4-(triazol-2-ylmethyl)triazole
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2,4-dioxooxazolidin-3-yl)-1-phenylethyl)acetamide —— C23H24N2O6
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(2,4-dioxooxazolidin-3-yl)-1-phenylethyl)acetamide
    —— 3-[(2,4-Difluorophenyl)methyl]-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one —— C18H15F2NO2S
    3-[(2,4-Difluorophenyl)methyl]-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[3-[4-(triazol-2-ylmethyl)triazol-1-yl]azetidin-1-yl]ethanone —— C20H23N7O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-[3-[4-(triazol-2-ylmethyl)triazol-1-yl]azetidin-1-yl]ethanone
    —— 2-[(5-Chloropyridin-2-yl)oxymethyl]-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)morpholine —— C19H21ClN2O3
    2-[(5-Chloropyridin-2-yl)oxymethyl]-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)morpholine
    —— 1-(1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)azetidin-3-yl)-4-(phenoxymethyl)-1H-1,2,3-triazole —— C20H20N4O4S
    1-(1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)azetidin-3-yl)-4-(phenoxymethyl)-1H-1,2,3-triazole
    —— N-(2-(4-methoxy-6-methyl-2-oxopyridin-1(2H)-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C17H20N2O5S
    N-(2-(4-methoxy-6-methyl-2-oxopyridin-1(2H)-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(4-methoxy-6-methyl-2-oxopyridin-1(2H)-yl)ethyl)acetamide —— C21H26N2O5
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(2-(4-methoxy-6-methyl-2-oxopyridin-1(2H)-yl)ethyl)acetamide
    —— 1-<2,3-Dihydro-benzofuryl-(2)-methyl>-morpholin 21130-07-4 C13H17NO2
    1-<2,3-Dihydro-benzofuryl-(2)-methyl>-morpholin
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-(1,3,5-trimethylpyrazol-4-yl)sulfonyl-1,4-diazepane —— C19H26N4O5S2
    1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-(1,3,5-trimethylpyrazol-4-yl)sulfonyl-1,4-diazepane
    —— 2-[(2-Chloropyridin-3-yl)oxymethyl]-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)morpholine —— C19H21ClN2O3
    2-[(2-Chloropyridin-3-yl)oxymethyl]-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)morpholine
    —— 1-((1H-imidazol-4-yl)sulfonyl)-4-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-1,4-diazepane —— C16H20N4O5S2
    1-((1H-imidazol-4-yl)sulfonyl)-4-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-1,4-diazepane
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-(1-methylimidazol-4-yl)sulfonyl-1,4-diazepane —— C17H22N4O5S2
    1-(2,3-Dihydro-1-benzofuran-5-ylsulfonyl)-4-(1-methylimidazol-4-yl)sulfonyl-1,4-diazepane
    —— 1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-4-((1,2-dimethyl-1H-imidazol-4-yl)sulfonyl)-1,4-diazepane —— C18H24N4O5S2
    1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)-4-((1,2-dimethyl-1H-imidazol-4-yl)sulfonyl)-1,4-diazepane
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-hydroxy-3-(1-methyl-1H-pyrrol-2-yl)propyl)acetamide —— C20H26N2O4
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(3-hydroxy-3-(1-methyl-1H-pyrrol-2-yl)propyl)acetamide
    —— N-(2-hydroxy-2-(thiophen-2-yl)-2-(thiophen-3-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide —— C18H17NO4S3
    N-(2-hydroxy-2-(thiophen-2-yl)-2-(thiophen-3-yl)ethyl)-2,3-dihydrobenzofuran-5-sulfonamide
    —— N-[2-(2-pyridin-2-ylimidazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H18N4O3S
    N-[2-(2-pyridin-2-ylimidazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-{(E)-[4-(trifluoromethoxy)phenyl]methylidene}-N-(2,2,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)amine —— C19H18F3NO2
    N-{(E)-[4-(trifluoromethoxy)phenyl]methylidene}-N-(2,2,4-trimethyl-2,3-dihydro-1-benzofuran-7-yl)amine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(2-pyridin-2-ylimidazol-1-yl)ethyl]acetamide —— C22H24N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[2-(2-pyridin-2-ylimidazol-1-yl)ethyl]acetamide
    —— 3-(1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)piperidin-4-yl)-1H-pyrazole-5-carboxamide —— C17H20N4O4S
    3-(1-((2,3-dihydrobenzofuran-5-yl)sulfonyl)piperidin-4-yl)-1H-pyrazole-5-carboxamide