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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
    —— 2-[(1R)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]ethyl]benzene-1,4-diol —— C17H19NO3
    2-[(1R)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]ethyl]benzene-1,4-diol
    —— (1R)-1-(2-bromophenyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C17H18BrNO
    (1R)-1-(2-bromophenyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— 3-[(1S)-1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]ethyl]phenol —— C17H19NO2
    3-[(1S)-1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]ethyl]phenol
    —— (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentan-1-amine —— C15H23NO
    (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentan-1-amine
    —— (1R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(1-ethylpiperidin-4-yl)ethanamine —— C18H28N2O
    (1R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(1-ethylpiperidin-4-yl)ethanamine
    —— (1R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(2-methyl-1,3-thiazol-4-yl)ethanamine —— C15H18N2OS
    (1R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(2-methyl-1,3-thiazol-4-yl)ethanamine
    —— (1R)-1-(3-bromo-4-fluorophenyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C17H17BrFNO
    (1R)-1-(3-bromo-4-fluorophenyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— 4-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-4-oxobutanoic acid —— C13H15NO4
    4-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]-4-oxobutanoic acid
    —— 2-[(1S)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]ethyl]-4-methylphenol —— C18H21NO2
    2-[(1S)-1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]ethyl]-4-methylphenol
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylpiperidin-4-amine —— C15H22N2O
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylpiperidin-4-amine
    —— (1S)-1-(3-bromophenyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C17H18BrNO
    (1S)-1-(3-bromophenyl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(1H-pyrazol-4-ylmethyl)propan-1-amine —— C15H19N3O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-(1H-pyrazol-4-ylmethyl)propan-1-amine
    —— (3S)-3-[(4-methyl-1,2,4-triazol-3-yl)methylamino]-2,3-dihydro-1-benzofuran-6-ol —— C12H14N4O2
    (3S)-3-[(4-methyl-1,2,4-triazol-3-yl)methylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrazole-4-carboxamide —— C13H13N3O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrazole-4-carboxamide
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-(furan-2-ylmethyl)methanamine —— C14H15NO2
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-(furan-2-ylmethyl)methanamine
    —— 3-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]benzonitrile —— C17H16N2O
    3-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]benzonitrile
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(4-fluorophenyl)methyl]methanamine —— C16H16FNO
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(4-fluorophenyl)methyl]methanamine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpropan-1-amine —— C13H19NO
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpropan-1-amine
    —— 1-(2,3-Dihydro-1-benzofuran-6-yl)-2-[(8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl)sulfanyl]ethanone —— C21H23N3O2S
    1-(2,3-Dihydro-1-benzofuran-6-yl)-2-[(8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl)sulfanyl]ethanone
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2,2,2-trifluoroethanamine —— C11H12F3NO
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2,2,2-trifluoroethanamine
    —— 2-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1,3-thiazole-4-carbaldehyde —— C15H15NO3S
    2-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1,3-thiazole-4-carbaldehyde
    —— (2S)-2-(cycloheptylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C17H22N2O
    (2S)-2-(cycloheptylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (3S)-3-(cycloheptylamino)-6-hydroxy-2H-1-benzofuran-3-carbonitrile —— C16H20N2O2
    (3S)-3-(cycloheptylamino)-6-hydroxy-2H-1-benzofuran-3-carbonitrile
    —— (2R)-2-(cyclopentylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C15H18N2O
    (2R)-2-(cyclopentylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (2R)-2-(cyclopropylmethylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C14H16N2O
    (2R)-2-(cyclopropylmethylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (2S)-2-(cyclopropylmethylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C14H16N2O
    (2S)-2-(cyclopropylmethylamino)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (3S)-3-(cyclopropylmethylamino)-6-hydroxy-2H-1-benzofuran-3-carbonitrile —— C13H14N2O2
    (3S)-3-(cyclopropylmethylamino)-6-hydroxy-2H-1-benzofuran-3-carbonitrile
    —— (3-Methoxy-propyl)-(2-methyl-2,3-dihydro-benzofuran-5-ylmethyl)-amine —— C14H21NO2
    (3-Methoxy-propyl)-(2-methyl-2,3-dihydro-benzofuran-5-ylmethyl)-amine
    —— (3R)-6-hydroxy-3-(thiophen-2-ylmethylamino)-2H-1-benzofuran-3-carbonitrile —— C14H12N2O2S
    (3R)-6-hydroxy-3-(thiophen-2-ylmethylamino)-2H-1-benzofuran-3-carbonitrile
    —— (3S)-6-hydroxy-3-(thiophen-2-ylmethylamino)-2H-1-benzofuran-3-carbonitrile —— C14H12N2O2S
    (3S)-6-hydroxy-3-(thiophen-2-ylmethylamino)-2H-1-benzofuran-3-carbonitrile
    —— (3R)-6-hydroxy-3-[[(2S)-oxolan-2-yl]methylamino]-2H-1-benzofuran-3-carbonitrile —— C14H16N2O3
    (3R)-6-hydroxy-3-[[(2S)-oxolan-2-yl]methylamino]-2H-1-benzofuran-3-carbonitrile
    —— (3R)-3-(1,4-diazepan-1-yl)-6-hydroxy-2H-1-benzofuran-3-carbonitrile —— C14H17N3O2
    (3R)-3-(1,4-diazepan-1-yl)-6-hydroxy-2H-1-benzofuran-3-carbonitrile
    —— (2S)-2-(1,4-diazepan-1-yl)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile —— C15H19N3O
    (2S)-2-(1,4-diazepan-1-yl)-2-(2,3-dihydro-1-benzofuran-5-yl)acetonitrile
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[[(2S)-oxolan-2-yl]methylamino]acetonitrile —— C15H18N2O2
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[[(2S)-oxolan-2-yl]methylamino]acetonitrile
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(2-methylpropylamino)acetonitrile —— C14H18N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(2-methylpropylamino)acetonitrile
    —— (3R)-6-hydroxy-3-(2-methylpropylamino)-2H-1-benzofuran-3-carbonitrile —— C13H16N2O2
    (3R)-6-hydroxy-3-(2-methylpropylamino)-2H-1-benzofuran-3-carbonitrile
    —— 2-Chloro-1-(2-methyl-2,3-dihydro-benzofuran-5-yl)-ethanone 878441-20-4 C11H11ClO2
    2-Chloro-1-(2-methyl-2,3-dihydro-benzofuran-5-yl)-ethanone
    —— (3S)-3-anilino-6-hydroxy-2H-1-benzofuran-3-carbonitrile —— C15H12N2O2
    (3S)-3-anilino-6-hydroxy-2H-1-benzofuran-3-carbonitrile
    —— methyl (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboximidate —— C13H17NO3
    methyl (2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboximidate
    —— ethyl (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboximidate —— C14H19NO3
    ethyl (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carboximidate
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]aniline —— C15H15NO
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]aniline
    —— (1R)-N-(cyclopropylmethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine —— C15H22N2O
    (1R)-N-(cyclopropylmethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-methylethane-1,2-diamine
    —— 3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2H-1,2,4-oxadiazol-5-one —— C13H14N2O4
    3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2H-1,2,4-oxadiazol-5-one
    —— 5-chloro-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1,2,4-oxadiazole —— C13H13ClN2O3
    5-chloro-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-1,2,4-oxadiazole
    —— (3S)-3-(1H-1,2,4-triazol-5-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol —— C11H12N4O2
    (3S)-3-(1H-1,2,4-triazol-5-ylmethylamino)-2,3-dihydro-1-benzofuran-6-ol
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2R)-2-ethylpyrrolidin-1-yl]ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-[(2R)-2-ethylpyrrolidin-1-yl]ethanamine
    —— N-[(1S)-1-(1H-pyrazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine —— C13H15N3O
    N-[(1S)-1-(1H-pyrazol-5-yl)ethyl]-2,3-dihydro-1-benzofuran-5-amine
    —— (3R)-7-chloro-5-fluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine —— C11H13ClFNO
    (3R)-7-chloro-5-fluoro-N-propan-2-yl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-7-Chloro-5-fluoro-2,3-dihydro-1-benzofuran-3-amine —— C8H7ClFNO
    (3R)-7-Chloro-5-fluoro-2,3-dihydro-1-benzofuran-3-amine
    —— (NZ)-N-[(2Z)-7-chloro-2-(furan-2-ylmethylidene)-5-methyl-1-benzofuran-3-ylidene]hydroxylamine —— C14H10ClNO3
    (NZ)-N-[(2Z)-7-chloro-2-(furan-2-ylmethylidene)-5-methyl-1-benzofuran-3-ylidene]hydroxylamine