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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
    —— 1-butyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C17H26N2O2S
    1-butyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(4-methoxyphenyl)methyl]thiourea —— C21H26N2O3S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(4-methoxyphenyl)methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ylpropyl)thiourea —— C20H31N3O3S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ylpropyl)thiourea
    —— N-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-6-oxo-1H-pyridazine-3-carboxamide —— C13H9Cl2N3O3
    N-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-6-oxo-1H-pyridazine-3-carboxamide
    —— N-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-2-(3,5-dimethyl-1,2-oxazol-4-yl)acetamide —— C15H14Cl2N2O3
    N-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-2-(3,5-dimethyl-1,2-oxazol-4-yl)acetamide
    —— N-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-2-(3,5-dimethyl-1,2-oxazol-4-yl)acetamide —— C15H14Cl2N2O3
    N-[(3R)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-2-(3,5-dimethyl-1,2-oxazol-4-yl)acetamide
    —— N-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-6-oxo-1H-pyridazine-3-carboxamide —— C13H9Cl2N3O3
    N-[(3S)-6,7-dichloro-2,3-dihydro-1-benzofuran-3-yl]-6-oxo-1H-pyridazine-3-carboxamide
    —— (2R)-5,6-dimethyl-N-[(3R)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18F3NO3
    (2R)-5,6-dimethyl-N-[(3R)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1S,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C17H23NO3S
    [(2S)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1S,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— [(2R)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1S,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C17H23NO3S
    [(2R)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1S,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— [(2S)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1R,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C17H23NO3S
    [(2S)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1R,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— (2S)-5,6-dimethyl-N-[(3R)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18F3NO3
    (2S)-5,6-dimethyl-N-[(3R)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(cyclopropylmethoxy)ethyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23NO3
    (2R)-N-[2-(cyclopropylmethoxy)ethyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(3-ethyl-1H-pyrazol-5-yl)methyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2R)-N-[(3-ethyl-1H-pyrazol-5-yl)methyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(cyclopropylmethoxy)ethyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23NO3
    (2S)-N-[2-(cyclopropylmethoxy)ethyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N,5,6-trimethyl-N-(2-pyrazol-1-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2S)-N,5,6-trimethyl-N-(2-pyrazol-1-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(3-ethyl-1H-pyrazol-5-yl)methyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2S)-N-[(3-ethyl-1H-pyrazol-5-yl)methyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2R)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1R,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone —— C17H23NO3S
    [(2R)-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-yl]-[(1R,2R,3S)-2,3-dimethyl-1-oxo-1,4-thiazinan-4-yl]methanone
    —— (2R)-N,5,6-trimethyl-N-(2-pyrazol-1-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2R)-N,5,6-trimethyl-N-(2-pyrazol-1-ylethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5,6-dimethyl-N-[(3S)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18F3NO3
    (2R)-5,6-dimethyl-N-[(3S)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[[2-(dimethylamino)-3-methylimidazol-4-yl]methyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H24N4O2
    (2S)-N-[[2-(dimethylamino)-3-methylimidazol-4-yl]methyl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5,6-dimethyl-N-[(3S)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18F3NO3
    (2S)-5,6-dimethyl-N-[(3S)-4,4,4-trifluoro-3-hydroxybutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5,6-dimethyl-N-[1-(pyridin-3-ylmethyl)-1,2,4-triazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19N5O2
    (2R)-5,6-dimethyl-N-[1-(pyridin-3-ylmethyl)-1,2,4-triazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5,6-dimethyl-N-[[(3R)-1-propan-2-ylpyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H28N2O2
    (2R)-5,6-dimethyl-N-[[(3R)-1-propan-2-ylpyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-ethyl-5,6-dimethyl-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H25NO3
    (2S)-N-ethyl-5,6-dimethyl-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2R)-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5,6-dimethyl-N-[2-[(2R)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23NO3
    (2S)-5,6-dimethyl-N-[2-[(2R)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5,6-dimethyl-N-[[(3R)-1-propan-2-ylpyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H28N2O2
    (2S)-5,6-dimethyl-N-[[(3R)-1-propan-2-ylpyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5,6-dimethyl-N-[[(3S)-1-propan-2-ylpyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H28N2O2
    (2R)-5,6-dimethyl-N-[[(3S)-1-propan-2-ylpyrrolidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5,6-dimethyl-N-[2-[(2R)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23NO3
    (2R)-5,6-dimethyl-N-[2-[(2R)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5,6-dimethyl-N-[2-[(2S)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23NO3
    (2R)-5,6-dimethyl-N-[2-[(2S)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-1-imidazol-1-ylpropan-2-yl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2R)-N-[(2R)-1-imidazol-1-ylpropan-2-yl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-ethyl-5,6-dimethyl-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H25NO3
    (2S)-N-ethyl-5,6-dimethyl-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H21N3O2
    (2S)-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-5,6-dimethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-ethyl-5,6-dimethyl-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H25NO3
    (2R)-N-ethyl-5,6-dimethyl-N-[[(3R)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5,6-dimethyl-N-[2-[(2S)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H23NO3
    (2S)-5,6-dimethyl-N-[2-[(2S)-oxolan-2-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-ethyl-5,6-dimethyl-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H25NO3
    (2R)-N-ethyl-5,6-dimethyl-N-[[(3S)-oxolan-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5,6-dimethyl-N-[1-(pyridin-3-ylmethyl)-1,2,4-triazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19N5O2
    (2S)-5,6-dimethyl-N-[1-(pyridin-3-ylmethyl)-1,2,4-triazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H17NO2
    (2S)-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone —— C21H24N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-1-yl]methanone
    —— (2R)-N',N'-dimethyl-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C11H14N2O2
    (2R)-N',N'-dimethyl-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-4-ium-1-yl]methanone —— C21H25N2O2+
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[4-[(2-methylphenyl)methyl]piperazin-4-ium-1-yl]methanone
    —— (2S)-N-[(1R)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H25NO4
    (2S)-N-[(1R)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(1S)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H25NO4
    (2R)-N-[(1S)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N'-[(2R)-2-(4-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17FN2O4
    (2S)-N'-[(2R)-2-(4-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N-[(1R)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H25NO4
    (2R)-N-[(1R)-1-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N'-[(2S)-2-(4-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17FN2O4
    (2R)-N'-[(2S)-2-(4-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-N'-[(2R)-2-(4-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H17FN2O4
    (2R)-N'-[(2R)-2-(4-fluorophenoxy)propanoyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— N'-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-4-methyl-2-phenyl-1,3-thiazole-5-carbohydrazide —— C20H17N3O3S
    N'-[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]-4-methyl-2-phenyl-1,3-thiazole-5-carbohydrazide
    —— (2S)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H15FN2O3S
    (2S)-N'-[2-(2-fluorophenyl)sulfanylacetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide