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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
    —— (5E)-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H15NO3S2
    (5E)-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO3S2
    (5E)-5-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C14H13NO3S2
    (5E)-5-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one —— C15H15NO3S2
    (5E)-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (2S)-5-chloro-N-[[4-(4-methoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H24ClNO4
    (2S)-5-chloro-N-[[4-(4-methoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(thiophene-3-carbonyl)-1,4-diazepane-1-carboxamide —— C20H23N3O3S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(thiophene-3-carbonyl)-1,4-diazepane-1-carboxamide
    —— 1-(cyclopropylmethyl)-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylurea —— C15H20N2O2
    1-(cyclopropylmethyl)-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylurea
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(thiophene-3-carbonyl)-1,4-diazepane-1-carboxamide —— C20H23N3O3S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(thiophene-3-carbonyl)-1,4-diazepane-1-carboxamide
    —— 1-(cyclopropylmethyl)-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylurea —— C15H20N2O2
    1-(cyclopropylmethyl)-3-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylurea
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(4-methyl-1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone —— C18H21N3O2S
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-(4-methyl-1,3-thiazol-2-yl)-1,4-diazepan-1-yl]methanone
    —— 2-[4-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]pyridine-3-carbonitrile —— C20H20N4O2
    2-[4-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-1,4-diazepan-1-yl]pyridine-3-carbonitrile
    —— (2S)-N-[[4-(3-chlorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO3
    (2S)-N-[[4-(3-chlorophenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(furan-2-yl)ethyl]acetamide —— C19H21NO3
    N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(furan-2-yl)ethyl]acetamide
    —— N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(furan-2-yl)ethyl]acetamide —— C19H21NO3
    N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(furan-2-yl)ethyl]acetamide
    —— (2S)-N-(2-morpholin-4-ylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H19N3O3
    (2S)-N-(2-morpholin-4-ylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-benzyl-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H23NO3
    N-benzyl-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H18N2O3S2
    N-[(1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H18N2O3S2
    N-[(1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C21H20N2O4S
    N-[[3-(pyridin-2-ylmethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-(2,5-dimethylpyrrol-1-yl)-1-methylpyrazole-4-carboxamide —— C20H22N4O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-(2,5-dimethylpyrrol-1-yl)-1-methylpyrazole-4-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylpyrazole-4-sulfonamide —— C16H21N3O4S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methylpyrazole-4-sulfonamide
    —— (2S)-5-chloro-N-[[4-[2-(methylamino)-2-oxoethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19ClN2O4
    (2S)-5-chloro-N-[[4-[2-(methylamino)-2-oxoethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H22N2O3
    N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-5-chloro-N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O3
    (2R)-5-chloro-N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O3
    (2R)-5-chloro-N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[4-(2-methylphenyl)oxan-4-yl]methyl]acetamide —— C23H27NO3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[4-(2-methylphenyl)oxan-4-yl]methyl]acetamide
    —— (2S)-5-chloro-N-[(3-chloro-4-ethoxy-5-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19Cl2NO4
    (2S)-5-chloro-N-[(3-chloro-4-ethoxy-5-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(3-chloro-4-ethoxy-5-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19Cl2NO4
    (2R)-5-chloro-N-[(3-chloro-4-ethoxy-5-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(1S)-1-[2-(2-oxo-2-pyrrolidin-1-ylethoxy)phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H28N2O4
    N-[(1S)-1-[2-(2-oxo-2-pyrrolidin-1-ylethoxy)phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1R)-1-[2-(2-oxo-2-pyrrolidin-1-ylethoxy)phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H28N2O4
    N-[(1R)-1-[2-(2-oxo-2-pyrrolidin-1-ylethoxy)phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1S)-1-[2-[2-(methylamino)-2-oxoethoxy]phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H24N2O4
    N-[(1S)-1-[2-[2-(methylamino)-2-oxoethoxy]phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-5-chloro-N-[[3-[[(2R)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO4
    (2R)-5-chloro-N-[[3-[[(2R)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[3-[[(2S)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO4
    (2R)-5-chloro-N-[[3-[[(2S)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 5-[(S)-bromo-[(2S)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran —— C13H15BrO3
    5-[(S)-bromo-[(2S)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-[(2R)-1,4-dioxan-2-yl]methanol —— C13H16O4
    (S)-2,3-dihydro-1-benzofuran-5-yl-[(2R)-1,4-dioxan-2-yl]methanol
    —— (2S)-5-[(R)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C14H17ClO3
    (2S)-5-[(R)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— 5-[(R)-bromo-[(2R)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran —— C13H15BrO3
    5-[(R)-bromo-[(2R)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-[(2S)-1,4-dioxan-2-yl]methanol —— C13H16O4
    (S)-2,3-dihydro-1-benzofuran-5-yl-[(2S)-1,4-dioxan-2-yl]methanol
    —— (2S)-5-[(S)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C14H17ClO3
    (2S)-5-[(S)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (R)-2,3-dihydro-1-benzofuran-5-yl-[(2R)-1,4-dioxan-2-yl]methanol —— C13H16O4
    (R)-2,3-dihydro-1-benzofuran-5-yl-[(2R)-1,4-dioxan-2-yl]methanol
    —— (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2S)-1,4-dioxan-2-yl]methanol —— C15H20O4
    (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2S)-1,4-dioxan-2-yl]methanol
    —— (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2S)-1,4-dioxan-2-yl]methanol —— C15H20O4
    (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2S)-1,4-dioxan-2-yl]methanol
    —— (R)-[(2R)-1,4-dioxan-2-yl]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H19NO3
    (R)-[(2R)-1,4-dioxan-2-yl]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— N-[(2R)-2-methyl-3-pyrrolidin-1-ylpropyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H24N2O3S
    N-[(2R)-2-methyl-3-pyrrolidin-1-ylpropyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C18H24N2O2S
    (1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C18H24N2O2S
    (1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C18H24N2O2S
    (1R)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine —— C18H24N2O2S
    (1S)-1-(2,4-dimethyl-1,3-thiazol-5-yl)-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]ethanamine
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-propylsulfonylpropan-1-one —— C19H28N2O4S
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-propylsulfonylpropan-1-one
    —— (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide —— C18H27NO5S
    (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-propylsulfonylpropanamide