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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)-2-(2,3-dihydro-1-benzofuran-5-yl)-4-piperazin-1-ylbutan-2-ol —— C16H24N2O2
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-4-piperazin-1-ylbutan-2-ol
    —— (3R)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)butyl]-5-oxopyrrolidine-3-carboxylic acid —— C17H21NO4
    (3R)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)butyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (3S)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)butyl]-5-oxopyrrolidine-3-carboxylic acid —— C17H21NO4
    (3S)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)butyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (2R)-5-chloro-N-[(2S)-2-phenylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO2
    (2R)-5-chloro-N-[(2S)-2-phenylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C15H17NO4
    (3R)-1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
    —— 2-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-1,3-thiazol-5-yl]acetic acid —— C14H13NO3S
    2-[2-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-1,3-thiazol-5-yl]acetic acid
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylpentan-1-one —— C17H24N2O2
    5-(2,3-dihydro-1-benzofuran-5-yl)-1-piperazin-1-ylpentan-1-one
    —— 1-[5-(2,3-dihydro-1-benzofuran-5-yl)pentyl]piperazine —— C17H26N2O
    1-[5-(2,3-dihydro-1-benzofuran-5-yl)pentyl]piperazine
    —— (3S)-1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C15H17NO4
    (3S)-1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (3S)-1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C15H17NO4
    (3S)-1-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-4-piperazin-1-ylbutan-2-ol —— C16H24N2O2
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-4-piperazin-1-ylbutan-2-ol
    —— (2R)-5-chloro-N-[(2R)-2-phenylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO2
    (2R)-5-chloro-N-[(2R)-2-phenylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C15H17NO4
    (3R)-1-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (2S)-5-chloro-N-[(2S)-2-phenylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO2
    (2S)-5-chloro-N-[(2S)-2-phenylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(3-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H16ClNO3
    (2R)-5-chloro-N-[(3-methoxyphenyl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[4-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1,3-thiazol-5-yl]acetic acid —— C14H13NO3S
    2-[4-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1,3-thiazol-5-yl]acetic acid
    —— 3-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propanoic acid —— C14H13NO3S
    3-[4-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazol-2-yl]propanoic acid
    —— 3-[4-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1,3-thiazol-5-yl]propanoic acid —— C15H15NO3S
    3-[4-(2,3-dihydro-1-benzofuran-5-yl)-2-methyl-1,3-thiazol-5-yl]propanoic acid
    —— 1-[2-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)ethyl]piperazine —— C14H20N2O3S
    1-[2-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)ethyl]piperazine
    —— 1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidin-4-one —— C13H15NO4S
    1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidin-4-one
    —— (3R)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C15H17NO4
    (3R)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid —— C15H17NO4
    (3S)-1-[2-(2,3-dihydro-1-benzofuran-5-yl)ethyl]-5-oxopyrrolidine-3-carboxylic acid
    —— (2R)-5-chloro-N-[2-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H24ClNO4
    (2R)-5-chloro-N-[2-(3,4-diethoxyphenyl)ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H17ClN2O3S
    (2R)-5-chloro-N-[4-(4-methoxyphenyl)-5-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-methyl-N-[2-methyl-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine —— C15H23NO2
    N-methyl-N-[2-methyl-4-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine
    —— N-[(2S)-4-(2,2-dimethyl-3H-1-benzofuran-5-yl)butan-2-yl]-N-methylhydroxylamine —— C15H23NO2
    N-[(2S)-4-(2,2-dimethyl-3H-1-benzofuran-5-yl)butan-2-yl]-N-methylhydroxylamine
    —— N-methyl-N-[2-methyl-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine —— C15H23NO2
    N-methyl-N-[2-methyl-4-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]butan-2-yl]hydroxylamine
    —— N-[(2R)-4-(2,2-dimethyl-3H-1-benzofuran-5-yl)butan-2-yl]-N-methylhydroxylamine —— C15H23NO2
    N-[(2R)-4-(2,2-dimethyl-3H-1-benzofuran-5-yl)butan-2-yl]-N-methylhydroxylamine
    —— N-allyl-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide —— C15H19NO3
    N-allyl-2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetamide
    —— 1-[(5-methoxy-2,3-dihydro-1-benzofuran-4-yl)methyl]piperazine —— C14H20N2O2
    1-[(5-methoxy-2,3-dihydro-1-benzofuran-4-yl)methyl]piperazine
    —— 1-[(4-methoxy-2,3-dihydro-1-benzofuran-5-yl)methyl]piperazine —— C14H20N2O2
    1-[(4-methoxy-2,3-dihydro-1-benzofuran-5-yl)methyl]piperazine
    —— (2R)-2-methyl-4-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol —— C14H20N2O2
    (2R)-2-methyl-4-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol
    —— 1-[(6-methoxy-2,3-dihydro-1-benzofuran-5-yl)methyl]piperazine —— C14H20N2O2
    1-[(6-methoxy-2,3-dihydro-1-benzofuran-5-yl)methyl]piperazine
    —— (2S)-2-methyl-4-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol —— C14H20N2O2
    (2S)-2-methyl-4-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol
    —— (2R)-2-methyl-5-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol —— C14H20N2O2
    (2R)-2-methyl-5-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol
    —— 1-[(5-methoxy-2,3-dihydro-1-benzofuran-7-yl)methyl]piperazine —— C14H20N2O2
    1-[(5-methoxy-2,3-dihydro-1-benzofuran-7-yl)methyl]piperazine
    —— (2S)-2-methyl-5-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol —— C14H20N2O2
    (2S)-2-methyl-5-(piperazin-1-ylmethyl)-2,3-dihydro-1-benzofuran-7-ol
    —— 1-[(5-Methoxy-2,3-dihydro-1-benzofuran-6-yl)methyl]piperazine —— C14H20N2O2
    1-[(5-Methoxy-2,3-dihydro-1-benzofuran-6-yl)methyl]piperazine
    —— 4-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N,2-dimethylbutan-2-amine —— C16H25NO
    4-(2,2-dimethyl-3H-1-benzofuran-5-yl)-N,2-dimethylbutan-2-amine
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[2-(morpholin-4-ylmethyl)phenyl]methanamine —— C24H32N2O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[2-(morpholin-4-ylmethyl)phenyl]methanamine
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[2-(morpholin-4-ylmethyl)phenyl]methanamine —— C24H32N2O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-[2-(morpholin-4-ylmethyl)phenyl]methanamine
    —— (2S,4S)-4-[2-(2,3-dihydro-1-benzofuran-6-yl)propan-2-yl]-2-methylpyrrolidine —— C16H23NO
    (2S,4S)-4-[2-(2,3-dihydro-1-benzofuran-6-yl)propan-2-yl]-2-methylpyrrolidine
    —— 2-[3-(2,3-dihydro-1-benzofuran-6-yl)-1,2,4-oxadiazol-5-yl]propan-2-amine —— C13H15N3O2
    2-[3-(2,3-dihydro-1-benzofuran-6-yl)-1,2,4-oxadiazol-5-yl]propan-2-amine
    —— (2R,4S)-4-[2-(2,3-dihydro-1-benzofuran-6-yl)propan-2-yl]-2-methylpyrrolidine —— C16H23NO
    (2R,4S)-4-[2-(2,3-dihydro-1-benzofuran-6-yl)propan-2-yl]-2-methylpyrrolidine
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]acetamide —— C24H29NO5
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]acetamide —— C24H29NO5
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-[2-methoxy-4-[(Z)-prop-1-enyl]phenoxy]acetamide
    —— [(2S)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanol —— C10H11BrO2
    [(2S)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanol
    —— [(2R)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanol —— C10H11BrO2
    [(2R)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanol
    —— [(2R)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanamine —— C10H12BrNO
    [(2R)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanamine —— C10H12BrNO
    [(2S)-5-bromo-2-methyl-3H-1-benzofuran-2-yl]methanamine