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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-[butanoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H36N2O6
    3-[butanoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O8
    3-[butanoyl(oxolan-2-ylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-pentan-3-ylacetamide —— C17H25NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-pentan-3-ylacetamide
    —— N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]-2-[(3-methoxyphenyl)methoxy]acetamide —— C21H20N2O4S
    N-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]-2-[(3-methoxyphenyl)methoxy]acetamide
    —— 5-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pentanenitrile —— C14H18N2O
    5-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]pentanenitrile
    —— (3S)-3-[[(2R)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H22N2O2
    (3S)-3-[[(2R)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2S)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H22N2O2
    (3R)-3-[[(2S)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2R)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H22N2O2
    (3R)-3-[[(2R)-4-(dimethylamino)butan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-[(13aS)-6-oxo-2,3,4,12,13,13a-hexahydro-1H-pyrido[2,1-d][1,5]benzoxazocin-8-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C26H30N2O5
    N-[(13aS)-6-oxo-2,3,4,12,13,13a-hexahydro-1H-pyrido[2,1-d][1,5]benzoxazocin-8-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(13aR)-6-oxo-2,3,4,12,13,13a-hexahydro-1H-pyrido[2,1-d][1,5]benzoxazocin-8-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C26H30N2O5
    N-[(13aR)-6-oxo-2,3,4,12,13,13a-hexahydro-1H-pyrido[2,1-d][1,5]benzoxazocin-8-yl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]methyl]acetamide —— C21H29NO5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[(3S)-1,4-dioxaspiro[4.5]decan-3-yl]methyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-(furan-2-yl)propan-2-yl]acetamide —— C19H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-(furan-2-yl)propan-2-yl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-(furan-2-yl)propan-2-yl]acetamide —— C19H23NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-(furan-2-yl)propan-2-yl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-thiophen-2-ylpropan-2-yl]acetamide —— C19H23NO3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-1-thiophen-2-ylpropan-2-yl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-thiophen-2-ylpropan-2-yl]acetamide —— C19H23NO3S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-thiophen-2-ylpropan-2-yl]acetamide
    —— (E)-3-(dimethylamino)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one —— C14H17NO2
    (E)-3-(dimethylamino)-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
    —— (E)-3-(dimethylamino)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one —— C14H17NO2
    (E)-3-(dimethylamino)-1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]prop-2-en-1-one
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide —— C14H19NO3
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide —— C14H19NO3
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide
    —— (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide —— C14H19NO3
    (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide —— C14H19NO3
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methoxybutanamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-propan-2-yloxypyridin-3-yl)methyl]urea —— C19H23N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-propan-2-yloxypyridin-3-yl)methyl]urea
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylethanamine —— C14H17N3O
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyrazol-1-ylethanamine
    —— 2-butoxy-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C15H23NO2
    2-butoxy-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— 1-[(2R)-butan-2-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C14H20N2O2
    1-[(2R)-butan-2-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 2-butoxy-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C15H23NO2
    2-butoxy-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— 1-[(2R)-butan-2-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C14H20N2O2
    1-[(2R)-butan-2-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[(2S)-butan-2-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C14H20N2O2
    1-[(2S)-butan-2-yl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[(2S)-butan-2-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C14H20N2O2
    1-[(2S)-butan-2-yl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(pyridin-4-ylmethyl)-1,3-thiazolidin-4-one —— C17H16N2O2S
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-(pyridin-4-ylmethyl)-1,3-thiazolidin-4-one
    —— [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-thiomorpholin-4-ylmethanone —— C13H14ClNO2S
    [(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-thiomorpholin-4-ylmethanone
    —— 3-[benzyl(3-cyclopentylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H38N2O7
    3-[benzyl(3-cyclopentylpropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[1-adamantylmethyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H44N2O5
    3-[1-adamantylmethyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-[4-(trifluoromethoxy)phenyl]ethyl]acetamide —— C19H18F3NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[2-[4-(trifluoromethoxy)phenyl]ethyl]acetamide
    —— 3-[butanoyl(cyclohexylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
    3-[butanoyl(cyclohexylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[2-(3-fluorophenyl)ethyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H35FN2O8
    3-[2-(3-fluorophenyl)ethyl-(5-oxohexanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
    3-[cyclohexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[[3-(difluoromethoxy)-4-methoxyphenyl]methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C19H20F2N2O4
    1-[[3-(difluoromethoxy)-4-methoxyphenyl]methyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— 1-[[3-(difluoromethoxy)-4-methoxyphenyl]methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C19H20F2N2O4
    1-[[3-(difluoromethoxy)-4-methoxyphenyl]methyl]-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea
    —— N-[(2S)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H18N2O3S
    N-[(2S)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(2R)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H18N2O3S
    N-[(2R)-2-cyanopropyl]-N-ethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(2,2,2-trifluoroethoxy)pyridin-4-yl]methyl]urea —— C18H18F3N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[2-(2,2,2-trifluoroethoxy)pyridin-4-yl]methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-phenylmethoxypyridin-4-yl)methyl]urea —— C23H23N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-phenylmethoxypyridin-4-yl)methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[6-[(2S)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]urea —— C21H26N4O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[6-[(2S)-2-methylmorpholin-4-yl]pyridin-3-yl]methyl]urea
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(6-piperidin-1-ylpyridin-3-yl)methyl]urea —— C21H26N4O2
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(6-piperidin-1-ylpyridin-3-yl)methyl]urea
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-(furan-2-ylmethylsulfanyl)ethyl]-1,3-thiazolidin-4-one —— C18H19NO3S2
    2-(2,3-Dihydro-1-benzofuran-5-yl)-3-[2-(furan-2-ylmethylsulfanyl)ethyl]-1,3-thiazolidin-4-one
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]urea —— C23H23N3O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]urea —— C23H23N3O3
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]urea
    —— (2R)-N-[(4-bromophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H14BrNO2
    (2R)-N-[(4-bromophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(4-bromophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H14BrNO2
    (2S)-N-[(4-bromophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide