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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
    —— (E)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-(furan-2-yl)prop-2-enamide —— C17H17NO4
    (E)-N-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]-3-(furan-2-yl)prop-2-enamide
    —— (2R)-2-(azidomethyl)-2,3-dihydro-1-benzofuran —— C9H9N3O
    (2R)-2-(azidomethyl)-2,3-dihydro-1-benzofuran
    —— N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclopropanecarboxamide —— C14H17NO3
    N-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyethyl]cyclopropanecarboxamide
    —— (2S)-2-(azidomethyl)-5-methyl-2,3-dihydro-1-benzofuran —— C10H11N3O
    (2S)-2-(azidomethyl)-5-methyl-2,3-dihydro-1-benzofuran
    —— (2R)-2-(azidomethyl)-5-fluoro-2,3-dihydro-1-benzofuran —— C9H8FN3O
    (2R)-2-(azidomethyl)-5-fluoro-2,3-dihydro-1-benzofuran
    —— (2R)-2-(azidomethyl)-5-bromo-2,3-dihydro-1-benzofuran —— C9H8BrN3O
    (2R)-2-(azidomethyl)-5-bromo-2,3-dihydro-1-benzofuran
    —— (2S)-2-(azidomethyl)-5-bromo-2,3-dihydro-1-benzofuran —— C9H8BrN3O
    (2S)-2-(azidomethyl)-5-bromo-2,3-dihydro-1-benzofuran
    —— (2R)-2-(azidomethyl)-5-methyl-2,3-dihydro-1-benzofuran —— C10H11N3O
    (2R)-2-(azidomethyl)-5-methyl-2,3-dihydro-1-benzofuran
    —— (2S)-2-(azidomethyl)-5-chloro-2,3-dihydro-1-benzofuran —— C9H8ClN3O
    (2S)-2-(azidomethyl)-5-chloro-2,3-dihydro-1-benzofuran
    —— (2S)-2-(azidomethyl)-5-fluoro-2,3-dihydro-1-benzofuran —— C9H8FN3O
    (2S)-2-(azidomethyl)-5-fluoro-2,3-dihydro-1-benzofuran
    —— (2R)-2-(azidomethyl)-5-chloro-2,3-dihydro-1-benzofuran —— C9H8ClN3O
    (2R)-2-(azidomethyl)-5-chloro-2,3-dihydro-1-benzofuran
    —— (2S)-2-(azidomethyl)-2,3-dihydro-1-benzofuran —— C9H9N3O
    (2S)-2-(azidomethyl)-2,3-dihydro-1-benzofuran
    —— 4-{(5E)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}butanoic acid —— C17H17NO4S2
    4-{(5E)-5-[(2-methyl-2,3-dihydro-1-benzofuran-5-yl)methylidene]-4-oxo-2-thioxo-1,3-thiazolidin-3-yl}butanoic acid
    —— (3S)-N-[4-[(2S,6S)-2,6-dimethylmorpholin-4-yl]butyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H28N2O3
    (3S)-N-[4-[(2S,6S)-2,6-dimethylmorpholin-4-yl]butyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]butyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H28N2O3
    (3S)-N-[4-[(2S,6R)-2,6-dimethylmorpholin-4-yl]butyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[4-[(2R,6R)-2,6-dimethylmorpholin-4-yl]butyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H28N2O3
    (3S)-N-[4-[(2R,6R)-2,6-dimethylmorpholin-4-yl]butyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 2-methyl-2,3-dihydro-benzofuran-5-carbonyl chloride 55746-01-5 C10H9ClO2
    2-methyl-2,3-dihydro-benzofuran-5-carbonyl chloride
    —— (2-Methyl-2,3-dihydro-benzofuran-5-ylmethyl)-(tetrahydro-furan-2-ylmethyl)-amine 878046-64-1 C15H21NO2
    (2-Methyl-2,3-dihydro-benzofuran-5-ylmethyl)-(tetrahydro-furan-2-ylmethyl)-amine
    —— 5-chloro-1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrimidine-2,4-dione —— C16H17ClN2O4
    5-chloro-1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrimidine-2,4-dione
    —— 5-chloro-1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrimidine-2,4-dione —— C16H17ClN2O4
    5-chloro-1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrimidine-2,4-dione
    —— (1R,2S)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C20H22N2O3
    (1R,2S)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide
    —— (1R,2R)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C20H22N2O3
    (1R,2R)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide
    —— (5E)-2-cyclopentylimino-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-1,3-thiazolidin-4-one —— C20H24N2O3S
    (5E)-2-cyclopentylimino-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-1,3-thiazolidin-4-one
    —— (E)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]prop-2-enenitrile —— C20H16ClF3N2O2
    (E)-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]prop-2-enenitrile
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea —— C21H24N2O4
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea
    —— (1S,2S)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C20H22N2O3
    (1S,2S)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide
    —— (5E)-2-cyclopentylimino-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-1,3-thiazolidin-4-one —— C20H24N2O3S
    (5E)-2-cyclopentylimino-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]-1,3-thiazolidin-4-one
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea —— C21H24N2O4
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea
    —— (1S,2R)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C20H22N2O3
    (1S,2R)-N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-3-ylcyclopropane-1-carboxamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea —— C21H24N2O4
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]urea
    —— ethyl (2R)-5-[(6-methoxypyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate —— C18H20N2O6S
    ethyl (2R)-5-[(6-methoxypyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate
    —— ethyl (2R)-5-[(2-methoxy-5-methylphenyl)methyl-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate —— C21H25NO6S
    ethyl (2R)-5-[(2-methoxy-5-methylphenyl)methyl-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate
    —— ethyl (2S)-5-[(2-methoxy-5-methylphenyl)methyl-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate —— C21H25NO6S
    ethyl (2S)-5-[(2-methoxy-5-methylphenyl)methyl-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate
    —— ethyl (2S)-5-[(6-methoxypyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate —— C18H20N2O6S
    ethyl (2S)-5-[(6-methoxypyridin-2-yl)-methylsulfamoyl]-2,3-dihydro-1-benzofuran-2-carboxylate
    —— [(3R)-5-bromo-2,3-dihydro-1-benzofuran-3-yl]methanamine —— C9H10BrNO
    [(3R)-5-bromo-2,3-dihydro-1-benzofuran-3-yl]methanamine
    —— (S)-(5-Bromo-2,3-dihydrobenzofuran-3-yl)methanamine —— C9H10BrNO
    (S)-(5-Bromo-2,3-dihydrobenzofuran-3-yl)methanamine
    —— [(3S)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]methanamine —— C9H10ClNO
    [(3S)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]methanamine
    —— (3R)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C10H10O4
    (3R)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— [(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]methanamine —— C10H13NO2
    [(3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]methanamine
    —— (3S)-5,6-dimethyl-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C11H12O3
    (3S)-5,6-dimethyl-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— 2-[(3S)-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C12H14O3
    2-[(3S)-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— [(3R)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]methanamine —— C9H10ClNO
    [(3R)-5-chloro-2,3-dihydro-1-benzofuran-3-yl]methanamine
    —— 2-[(3R)-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-yl]acetic acid —— C12H14O3
    2-[(3R)-4,6-dimethyl-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— (3S)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C10H10O4
    (3S)-7-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— (3R)-5,6-dimethyl-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C11H12O3
    (3R)-5,6-dimethyl-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— (3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C10H10O4
    (3S)-5-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— (3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid —— C10H10O4
    (3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-carboxylic acid
    —— [(3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]methanamine —— C10H13NO2
    [(3R)-5-methoxy-2,3-dihydro-1-benzofuran-3-yl]methanamine
    —— (3S,4S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-ethyl-1-methylsulfonylpiperidin-4-amine —— C17H26N2O3S
    (3S,4S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-ethyl-1-methylsulfonylpiperidin-4-amine
    —— (3R,4S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-ethyl-1-methylsulfonylpiperidin-4-amine —— C17H26N2O3S
    (3R,4S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-ethyl-1-methylsulfonylpiperidin-4-amine