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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
    —— (1R)-1-(5-bromofuran-2-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine —— C14H14BrNO2
    (1R)-1-(5-bromofuran-2-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,3-trimethylbutan-1-amine —— C15H23NO
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,3,3-trimethylbutan-1-amine
    —— (1R,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpentan-1-amine —— C15H23NO
    (1R,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpentan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylphenyl)methanamine —— C17H19NO
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylphenyl)methanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-thiophen-3-ylmethanamine —— C14H15NOS
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-thiophen-3-ylmethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-thiophen-2-ylmethanamine —— C14H15NOS
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-thiophen-2-ylmethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethanamine —— C11H15NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethanamine
    —— (1S,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-ethyl-N-methylhexan-1-amine —— C17H27NO
    (1S,2S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-ethyl-N-methylhexan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-1-(furan-3-yl)-N-methylmethanamine —— C14H15NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-1-(furan-3-yl)-N-methylmethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(5-methylfuran-2-yl)methanamine —— C15H17NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(5-methylfuran-2-yl)methanamine
    —— (1S,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-ethyl-N-methylhexan-1-amine —— C17H27NO
    (1S,2R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-ethyl-N-methylhexan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,3,3-trifluoro-N-methylpropan-1-amine —— C12H14F3NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-3,3,3-trifluoro-N-methylpropan-1-amine
    —— (1R)-1-(5-bromothiophen-2-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine —— C14H14BrNOS
    (1R)-1-(5-bromothiophen-2-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(5-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(5-methylthiophen-2-yl)methanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylfuran-2-yl)methanamine —— C15H17NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylfuran-2-yl)methanamine
    —— (1R)-1-cyclohexyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine —— C16H23NO
    (1R)-1-cyclohexyl-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylpropan-1-amine —— C12H17NO
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylpropan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylbutan-1-amine —— C13H19NO
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylbutan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,4-dimethylpentan-1-amine —— C15H23NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,4-dimethylpentan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylphenyl)methanamine —— C17H19NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylphenyl)methanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylfuran-2-yl)methanamine —— C15H17NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(3-methylfuran-2-yl)methanamine
    —— (1S)-1-(5-bromothiophen-2-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine —— C14H14BrNOS
    (1S)-1-(5-bromothiophen-2-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylmethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpropan-1-amine —— C13H19NO
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpropan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpropan-1-amine —— C13H19NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N,2-dimethylpropan-1-amine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylhexan-1-amine —— C15H23NO
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylhexan-1-amine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(2-methylfuran-3-yl)methanamine —— C15H17NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methyl-1-(2-methylfuran-3-yl)methanamine
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine —— C17H19NO
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-1-(furan-3-yl)-N-methylmethanamine —— C14H15NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-1-(furan-3-yl)-N-methylmethanamine
    —— (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine —— C17H19NO
    (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(4-methylphenyl)methanamine
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine —— C16H17NO
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine
    —— (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine —— C16H17NO
    (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine
    —— (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine —— C16H17NO
    (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-phenylmethanamine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine —— C16H16FNO
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine
    —— (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine —— C16H16FNO
    (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine —— C16H16FNO
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine
    —— (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine —— C16H16FNO
    (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-1-(4-fluorophenyl)-N-methylmethanamine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine
    —— (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine
    —— (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine —— C15H17NOS
    (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-methyl-1-(5-methylthiophen-2-yl)methanamine
    —— (2S)-2-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C22H30O5
    (2S)-2-[(E,2S)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— (2S)-2-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid —— C22H30O5
    (2S)-2-[(E,2R)-2,6-dihydroxy-6-methylhept-4-en-2-yl]-7-(3-methylbut-2-enyl)-2,3-dihydro-1-benzofuran-5-carboxylic acid
    —— 4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methoxypropanoyl-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H36N2O8
    4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3-[3-methoxypropanoyl-[(4-methylphenyl)methyl]amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H30N2O6
    3-[benzyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl-[(4-methylphenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32N2O7
    3-[cyclopropanecarbonyl-[(4-methylphenyl)methyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O7
    3-[cyclobutanecarbonyl-[(4-fluorophenyl)methyl]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-[2-(2-methoxyphenyl)ethyl-(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-(2-methoxyphenyl)ethyl-(2-methylpropanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-3-(4-methylphenyl)thiourea —— C20H23N3O3S
    1-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]-3-(4-methylphenyl)thiourea
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H36N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[(4-methylphenyl)methyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cycloheptyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O8
    3-[cycloheptyl(3-methoxypropanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide