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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
    —— (3R)-6,7-dimethyl-N-[(3,4,5-trimethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine —— C20H25NO4
    (3R)-6,7-dimethyl-N-[(3,4,5-trimethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-6,7-dimethyl-N-[(3,4,5-trimethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine —— C20H25NO4
    (3S)-6,7-dimethyl-N-[(3,4,5-trimethoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-3-amine
    —— 4-[[[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile —— C18H18N2O
    4-[[[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile
    —— 3-[[[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile —— C18H18N2O
    3-[[[(3R)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile
    —— 3-[[[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile —— C18H18N2O
    3-[[[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile
    —— (2R)-N-[2-(2,4-dichlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H15Cl2NO2
    (2R)-N-[2-(2,4-dichlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-(furan-2-ylmethyl)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C15H17NO2
    (3R)-N-(furan-2-ylmethyl)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-N-(furan-2-ylmethyl)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C15H17NO2
    (3S)-N-(furan-2-ylmethyl)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S)-N-[2-(2,4-dichlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H15Cl2NO2
    (2S)-N-[2-(2,4-dichlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 4-[[[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile —— C18H18N2O
    4-[[[(3S)-6,7-dimethyl-2,3-dihydro-1-benzofuran-3-yl]amino]methyl]benzonitrile
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-propan-2-ylpyrrolidin-3-amine —— C16H24N2O
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-propan-2-ylpyrrolidin-3-amine
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-propan-2-ylpyrrolidin-3-amine —— C16H24N2O
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-propan-2-ylpyrrolidin-3-amine
    —— (2R)-N-[2-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2R)-N-[2-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-cycloheptyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H21NO2
    (2R)-N-cycloheptyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-cycloheptyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H21NO2
    (2S)-N-cycloheptyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16FNO2
    (2R)-N-[2-(4-fluorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H13NO2
    (2R)-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H14ClNO2
    (2S)-N-[(2-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H14ClNO2
    (2R)-N-[(2-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[4-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H19F2NO3
    N-[[4-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[4-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H19F2NO3
    N-[[4-(difluoromethoxy)-3-methoxyphenyl]methyl]-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-4-ium-1-yl]methanone —— C21H25N2O3+
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-4-ium-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]methanone —— C21H24N2O3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-4-ium-1-yl]methanone —— C21H25N2O3+
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(4-methoxyphenyl)methyl]piperazin-4-ium-1-yl]methanone
    —— (2R)-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H13NO2
    (2R)-N-prop-2-enyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N'-[2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H16FN3O3S
    (2S)-N'-[2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C20H16FN3O3S
    (2R)-N'-[2-[2-(4-fluorophenyl)-1,3-thiazol-4-yl]acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— methyl N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]carbamate —— C14H18N2O4
    methyl N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]carbamate
    —— tert-butyl N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]carbamate —— C17H24N2O4
    tert-butyl N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]carbamate
    —— (4-benzylpiperazin-1-yl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H22N2O2
    (4-benzylpiperazin-1-yl)-[(2R)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (4-benzylpiperazin-4-ium-1-yl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H23N2O2+
    (4-benzylpiperazin-4-ium-1-yl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— (4-benzylpiperazin-1-yl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone —— C20H22N2O2
    (4-benzylpiperazin-1-yl)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]methanone
    —— N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4-methylaniline —— C19H22N2O2
    N-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4-methylaniline
    —— N-[(2S)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H29N3O3S
    N-[(2S)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(2R)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H29N3O3S
    N-[(2R)-3-methyl-2-(4-methylpiperazin-1-yl)butyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R,3R)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C12H13N5O2
    (2R,3R)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C12H13N5O2
    (2R,3S)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3S)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C12H13N5O2
    (2S,3S)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3R)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C12H13N5O2
    (2S,3R)-2,3-dimethyl-N-(2H-tetrazol-5-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 1-[(3-cyanophenyl)methyl]-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-methylurea —— C21H23N3O3
    1-[(3-cyanophenyl)methyl]-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-methylurea
    —— 1-[(3-cyanophenyl)methyl]-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-methylurea —— C21H23N3O3
    1-[(3-cyanophenyl)methyl]-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1-methylurea
    —— 2,3-dihydro-1-benzofuran-5-yl-(3-phenyl-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridin-5-yl)methanone —— C21H18N2O3
    2,3-dihydro-1-benzofuran-5-yl-(3-phenyl-6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridin-5-yl)methanone
    —— 2,3-dihydro-1-benzofuran-5-yl(6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridin-5-yl)methanone —— C15H14N2O3
    2,3-dihydro-1-benzofuran-5-yl(6,7-dihydro-4H-[1,2]oxazolo[4,3-c]pyridin-5-yl)methanone
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-pyrrole-2-carboxamide —— C17H19N3O3
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-1H-pyrrole-2-carboxamide
    —— 6-amino-1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4-methylpyridin-2-one —— C18H21N3O3
    6-amino-1-[(Z)-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-4-methylpyridin-2-one
    —— 2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C16H21N5O3S
    2-[(5-amino-1H-1,2,4-triazol-3-yl)sulfanyl]-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 4-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoic acid —— C19H20N2O4
    4-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoic acid
    —— 4-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoate —— C19H19N2O4-
    4-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoate
    —— 4-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoate —— C19H19N2O4-
    4-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]benzoate
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2,2,2-trifluoroethoxy)propyl]urea —— C15H19F3N2O3
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[3-(2,2,2-trifluoroethoxy)propyl]urea