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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)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine —— C11H15NO2
    (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— 5-(3,3,3-Trimethoxypropyl)-2,3-dihydro-1-benzofuran —— C14H20O4
    5-(3,3,3-Trimethoxypropyl)-2,3-dihydro-1-benzofuran
    —— 2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpropoxy]acetic acid —— C14H18O4
    2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpropoxy]acetic acid
    —— 2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpropoxy]acetic acid —— C14H18O4
    2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpropoxy]acetic acid
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-morpholin-4-ylethanamine —— C14H20N2O2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-morpholin-4-ylethanamine
    —— 2-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)morpholin-4-yl]ethanamine —— C14H20N2O2
    2-[(2R)-2-(2,3-dihydro-1-benzofuran-5-yl)morpholin-4-yl]ethanamine
    —— 2-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)morpholin-4-yl]ethanamine —— C14H20N2O2
    2-[(2S)-2-(2,3-dihydro-1-benzofuran-5-yl)morpholin-4-yl]ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-morpholin-4-ylethanamine —— C14H20N2O2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-morpholin-4-ylethanamine
    —— 2-[(R)-cyclopropyl(2,3-dihydro-1-benzofuran-5-yl)methoxy]acetic acid —— C14H16O4
    2-[(R)-cyclopropyl(2,3-dihydro-1-benzofuran-5-yl)methoxy]acetic acid
    —— 2-[(S)-cyclopropyl(2,3-dihydro-1-benzofuran-5-yl)methoxy]acetic acid —— C14H16O4
    2-[(S)-cyclopropyl(2,3-dihydro-1-benzofuran-5-yl)methoxy]acetic acid
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-phenyl-2-(1,2,4-triazol-1-yl)ethanamine —— C19H20N4O
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-phenyl-2-(1,2,4-triazol-1-yl)ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine —— C15H22N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-phenyl-2-(1,2,4-triazol-1-yl)ethanamine —— C19H20N4O
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-phenyl-2-(1,2,4-triazol-1-yl)ethanamine
    —— (R)-2,3-dihydro-1-benzofuran-5-yl-(1-methylpiperidin-4-yl)methanamine —— C15H22N2O
    (R)-2,3-dihydro-1-benzofuran-5-yl-(1-methylpiperidin-4-yl)methanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-(1-methylpiperidin-4-yl)methanamine —— C15H22N2O
    (S)-2,3-dihydro-1-benzofuran-5-yl-(1-methylpiperidin-4-yl)methanamine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine —— C15H22N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-piperidin-1-ylethanamine
    —— (4S)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-2-one —— C14H18N2O2
    (4S)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-2-one
    —— (4R)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-2-one —— C14H18N2O2
    (4R)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-2-one
    —— N-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]cyclopentanamine —— C16H23NO
    N-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]cyclopentanamine
    —— (1R)-2-(4-aminopyrazol-1-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)ethanol —— C13H15N3O2
    (1R)-2-(4-aminopyrazol-1-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)ethanol
    —— (1S)-2-(4-aminopyrazol-1-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)ethanol —— C13H15N3O2
    (1S)-2-(4-aminopyrazol-1-yl)-1-(2,3-dihydro-1-benzofuran-5-yl)ethanol
    —— 5-ethyl-3-[2-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]ethyl]-1,2,4-oxadiazole —— C18H20N4O2
    5-ethyl-3-[2-[2-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]imidazol-1-yl]ethyl]-1,2,4-oxadiazole
    —— 5-(2,2,2-trimethoxyethyl)-2,3-dihydro-1-benzofuran —— C13H18O4
    5-(2,2,2-trimethoxyethyl)-2,3-dihydro-1-benzofuran
    —— (2S)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClN3O2
    (2S)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClN3O2
    (2R)-N-(1-tert-butyl-4-cyanopyrrol-2-yl)-5-chloro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[2-(4-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO3
    (2S)-5-chloro-N-[2-(4-methoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N'-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-N'-methylethane-1,2-diamine —— C14H22N2O
    N'-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-N'-methylethane-1,2-diamine
    —— (2R,4R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-ol —— C14H19NO2
    (2R,4R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-ol
    —— (1R,2R)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C14H19NO2
    (1R,2R)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (1S,2S)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C14H19NO2
    (1S,2S)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (2S,4S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-ol —— C14H19NO2
    (2S,4S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-ol
    —— (1R,2S)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C14H19NO2
    (1R,2S)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (1S,2R)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol —— C14H19NO2
    (1S,2R)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-ol
    —— (2R,4S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-ol —— C14H19NO2
    (2R,4S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-ol
    —— (2R)-5-chloro-N-[(1S)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO2
    (2R)-5-chloro-N-[(1S)-1-phenylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)-5-phenyl-1,3,4-oxadiazole —— C19H18N2O3
    2-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)-5-phenyl-1,3,4-oxadiazole
    —— (2S)-N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyacetamide —— C13H15NO3
    (2S)-N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyacetamide
    —— (2R)-N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyacetamide —— C13H15NO3
    (2R)-N-cyclopropyl-2-(2,3-dihydro-1-benzofuran-5-yl)-2-hydroxyacetamide
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpiperazine —— C14H20N2O
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpiperazine
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrrolidin-1-ylethanamine —— C14H20N2O
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrrolidin-1-ylethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrrolidin-1-ylethanamine —— C14H20N2O
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-pyrrolidin-1-ylethanamine
    —— (2S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylpiperazine —— C14H20N2O
    (2S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylpiperazine
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpiperazine —— C14H20N2O
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-methylpiperazine
    —— (2R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylpiperazine —— C14H20N2O
    (2R)-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-2-methylpiperazine
    —— (4S)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-2-one —— C13H16N2O2
    (4S)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-2-one
    —— (4R)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-2-one —— C13H16N2O2
    (4R)-4-(aminomethyl)-1-(2,3-dihydro-1-benzofuran-5-yl)pyrrolidin-2-one
    —— N-[(3R)-3-(2,3-dihydro-1-benzofuran-5-yl)butyl]cyclopropanamine —— C15H21NO
    N-[(3R)-3-(2,3-dihydro-1-benzofuran-5-yl)butyl]cyclopropanamine
    —— N-[(3S)-3-(2,3-dihydro-1-benzofuran-5-yl)butyl]cyclopropanamine —— C15H21NO
    N-[(3S)-3-(2,3-dihydro-1-benzofuran-5-yl)butyl]cyclopropanamine
    —— (2R)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-one —— C14H17NO2
    (2R)-2-(cyclopropylamino)-1-(2,3-dihydro-1-benzofuran-5-yl)propan-1-one
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-one —— C14H17NO2
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-methylpiperidin-4-one