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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
    —— (2R,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylpentan-2-amine —— C16H25NO
    (2R,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylpentan-2-amine
    —— (2S,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylpentan-2-amine —— C16H25NO
    (2S,3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-3-methylpentan-2-amine
    —— (3S)-3-[[(2S,3S)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2S,3S)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(2R,3S)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2R,3S)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(2R,3R)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2R,3R)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(2S,3R)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C14H21NO2
    (3S)-3-[[(2S,3R)-3-methylpentan-2-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine —— C15H22N2O
    (3R)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine
    —— (3R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine —— C15H22N2O
    (3R)-N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine
    —— (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methylpyrrolidin-3-amine —— C14H20N2O
    (3S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methylpyrrolidin-3-amine
    —— (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methylpyrrolidin-3-amine —— C14H20N2O
    (3R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-methylpyrrolidin-3-amine
    —— (3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine —— C15H22N2O
    (3S)-N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-1-methylpyrrolidin-3-amine
    —— (3S)-3-[[(3S)-1-methylpyrrolidin-3-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H18N2O2
    (3S)-3-[[(3S)-1-methylpyrrolidin-3-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(3R)-1-methylpyrrolidin-3-yl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H18N2O2
    (3S)-3-[[(3R)-1-methylpyrrolidin-3-yl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-(2-pyrazol-1-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C13H15N3O2
    (3S)-3-(2-pyrazol-1-ylethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— N-[(2R)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H17N3O2
    N-[(2R)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H17N3O2
    N-[(2S)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-N-(2-cyanoethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H18N2O2
    (2S)-N-(2-cyanoethyl)-N-propan-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(4,6-Dimethyl-1-benzofuran-3-ylidene)acetate —— C12H11O3-
    2-(4,6-Dimethyl-1-benzofuran-3-ylidene)acetate
    —— (2S)-5-chloro-N-[(2R)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2S)-5-chloro-N-[(2R)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2S)-5-chloro-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2R)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-[(2R)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H16ClN3O2
    (2R)-5-chloro-N-[(2S)-1-imidazol-1-ylpropan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[2-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17ClN4O2
    (2S)-5-chloro-N-[2-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H19NO4
    N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-5-chloro-N-[2-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H17ClN4O2
    (2R)-5-chloro-N-[2-(6,7-dihydro-5H-pyrrolo[2,1-c][1,2,4]triazol-3-yl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-pyrazol-1-ylpropan-2-yl]acetamide —— C18H23N3O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-1-pyrazol-1-ylpropan-2-yl]acetamide
    —— (2R)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H19NO4
    (2R)-N-[(2S)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H19NO4
    (2R)-N-[(2R)-2-hydroxy-3-methoxypropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H32N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-methoxyethyl(pentanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl-[(2,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H30Cl2N2O7
    3-[butanoyl-[(2,4-dichlorophenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O6
    3-[cyclohexylmethyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-N-[(2S)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2R)-N-[(2S)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2R)-N-[(2R)-2-cyanopropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2S)-N-[(2S)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2R)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2R)-N-[(2R)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2R)-N-[(2S)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2R)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2S)-N-[(2R)-3-amino-2-methyl-3-sulfanylidenepropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 8-formyl-3-[furan-3-ylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H28N2O8
    8-formyl-3-[furan-3-ylmethyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-N-[(2R)-3-amino-2-methylpropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H20N2O2
    (2S)-N-[(2R)-3-amino-2-methylpropyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[cycloheptyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O8
    3-[cycloheptyl(2-oxobutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-N-(2-cyanoethyl)-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2S)-N-(2-cyanoethyl)-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(3-amino-3-sulfanylidenepropyl)-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2S)-N-(3-amino-3-sulfanylidenepropyl)-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(3-amino-3-sulfanylidenepropyl)-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H18N2O2S
    (2R)-N-(3-amino-3-sulfanylidenepropyl)-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[(4-fluorophenyl)methyl-hept-6-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H35FN2O7
    3-[(4-fluorophenyl)methyl-hept-6-enoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[furan-3-ylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H30N2O6
    3-[furan-3-ylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R)-N-[(2R)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H22N2O2
    (2R)-N-[(2R)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H22N2O2
    (2S)-N-[(2S)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2R)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H22N2O2
    (2S)-N-[(2R)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H22N2O2
    (2R)-N-[(2S)-3-amino-2-methylpropyl]-N-ethyl-2,3-dihydro-1-benzofuran-2-carboxamide