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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
    —— (3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine —— C13H17NO
    (3S)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine
    —— 1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]cyclobutan-1-amine —— C13H17NO
    1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]cyclobutan-1-amine
    —— N-[(1S)-1-(3,4-diethoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C24H31NO5
    N-[(1S)-1-(3,4-diethoxyphenyl)ethyl]-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— (3S)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine —— C13H17NO
    (3S)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine
    —— (3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine —— C13H17NO
    (3R)-3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine
    —— [1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]cyclopropyl]methanamine —— C13H17NO
    [1-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]cyclopropyl]methanamine
    —— 1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]cyclobutan-1-amine —— C13H17NO
    1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]cyclobutan-1-amine
    —— (3R)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine —— C13H17NO
    (3R)-3-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]pyrrolidine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N'-[2-(2-fluorophenyl)sulfanylacetyl]acetohydrazide —— C20H21FN2O4S
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N'-[2-(2-fluorophenyl)sulfanylacetyl]acetohydrazide
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-4-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-4-yl)ethyl]-N-methylhydroxylamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine
    —— (2R)-2-amino-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol —— C11H15NO2
    (2R)-2-amino-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-7-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-7-yl)ethyl]-N-methylhydroxylamine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-6-yl)ethyl]-N-methylhydroxylamine
    —— (2R)-2-amino-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol —— C11H15NO2
    (2R)-2-amino-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-4-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-4-yl)ethyl]-N-methylhydroxylamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-N-methylhydroxylamine
    —— N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-N-methylhydroxylamine
    —— (2S)-2-amino-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol —— C11H15NO2
    (2S)-2-amino-2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethanol
    —— N-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]hydroxylamine —— C11H15NO2
    N-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]hydroxylamine
    —— N-[(1R)-1-(2,3-dihydro-1-benzofuran-7-yl)ethyl]-N-methylhydroxylamine —— C11H15NO2
    N-[(1R)-1-(2,3-dihydro-1-benzofuran-7-yl)ethyl]-N-methylhydroxylamine
    —— N-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]hydroxylamine —— C11H15NO2
    N-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]hydroxylamine
    —— 3-Amino-1-(2,3-dihydro-1-benzofuran-7-yl)propan-1-one —— C11H13NO2
    3-Amino-1-(2,3-dihydro-1-benzofuran-7-yl)propan-1-one
    —— [(2R)-5-fluoro-2-methyl-3H-1-benzofuran-2-yl]methanol —— C10H11FO2
    [(2R)-5-fluoro-2-methyl-3H-1-benzofuran-2-yl]methanol
    —— [(2S)-5-fluoro-2-methyl-3H-1-benzofuran-2-yl]methanol —— C10H11FO2
    [(2S)-5-fluoro-2-methyl-3H-1-benzofuran-2-yl]methanol
    —— N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]methanamine —— C11H15NO
    N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-4-yl]methanamine
    —— (2R,3R)-2-amino-2,3-dihydro-1-benzofuran-3,6-diol —— C8H9NO3
    (2R,3R)-2-amino-2,3-dihydro-1-benzofuran-3,6-diol
    —— (2S,3R)-2-amino-2,3-dihydro-1-benzofuran-3,6-diol —— C8H9NO3
    (2S,3R)-2-amino-2,3-dihydro-1-benzofuran-3,6-diol
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methanamine —— C10H13NO
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methanamine
    —— (2R,3S)-2-amino-2,3-dihydro-1-benzofuran-3,6-diol —— C8H9NO3
    (2R,3S)-2-amino-2,3-dihydro-1-benzofuran-3,6-diol
    —— [(2S)-2-methyl-3H-1-benzofuran-2-yl]methanol —— C10H12O2
    [(2S)-2-methyl-3H-1-benzofuran-2-yl]methanol
    —— [(2R)-2-methyl-3H-1-benzofuran-2-yl]methanol —— C10H12O2
    [(2R)-2-methyl-3H-1-benzofuran-2-yl]methanol
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methanamine —— C10H13NO
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methanamine
    —— 1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[[(2S)-oxolan-2-yl]methyl]thiourea —— C18H25N3O3S
    1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[[(2S)-oxolan-2-yl]methyl]thiourea
    —— (E)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(5-methylthiophen-2-yl)prop-2-enamide —— C20H23NO3S
    (E)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(5-methylthiophen-2-yl)prop-2-enamide
    —— (2S)-5-chloro-N-[2-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H15Cl2NO2
    (2S)-5-chloro-N-[2-(4-chlorophenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-(phenoxymethyl)furan-2-carboxamide —— C24H25NO5
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-5-(phenoxymethyl)furan-2-carboxamide
    —— 4-(4-acetylpiperazin-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-oxobutanamide —— C22H31N3O5
    4-(4-acetylpiperazin-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-oxobutanamide
    —— (2R)-5-chloro-N-[(3-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H13Cl2NO2
    (2R)-5-chloro-N-[(3-chlorophenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C22H29N3O3S
    3-(4,6-dimethyl-2-methylsulfanylpyrimidin-5-yl)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— 3-(2,5-dioxopyrrolidin-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide —— C19H24N2O5
    3-(2,5-dioxopyrrolidin-1-yl)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]propanamide
    —— 1-benzyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrazole-4-carboxamide —— C23H25N3O3
    1-benzyl-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]pyrazole-4-carboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-fluorophenyl)propanamide —— C21H24FNO3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-fluorophenyl)propanamide
    —— 5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-[(Z)-2-phenylethenyl]-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridine —— C23H23N3O
    5-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-[(Z)-2-phenylethenyl]-1,4,6,7-tetrahydropyrazolo[4,3-c]pyridine
    —— 2-[(1S)-cyclopent-2-en-1-yl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C19H25NO3
    2-[(1S)-cyclopent-2-en-1-yl]-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— (E)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-thiophen-2-ylprop-2-enamide —— C19H21NO3S
    (E)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-thiophen-2-ylprop-2-enamide
    —— (E)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-thiophen-2-ylprop-2-enamide —— C19H21NO3S
    (E)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-thiophen-2-ylprop-2-enamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methyl-5-propan-2-yl-1,2-oxazole-4-carboxamide —— C20H26N2O4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methyl-5-propan-2-yl-1,2-oxazole-4-carboxamide
    —— 6-(carbamoylamino)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]hexanamide —— C19H29N3O4
    6-(carbamoylamino)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]hexanamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-ethoxyphenyl)sulfanylacetamide —— C22H27NO4S
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(4-ethoxyphenyl)sulfanylacetamide