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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
    —— (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide —— C22H21ClN4O3
    (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide
    —— [5-(5-Acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylcarbamic acid —— C16H14ClNO5
    [5-(5-Acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylcarbamic acid
    —— N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)prop-2-enamide —— C23H17Cl2N3O3S2
    N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)prop-2-enamide
    —— [7-Chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methylcarbamic acid —— C15H15ClN2O4
    [7-Chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]methylcarbamic acid
    —— (E)-N-[[7-chloro-5-[5-(2-hydroxyethyl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide —— C23H21ClN2O3S
    (E)-N-[[7-chloro-5-[5-(2-hydroxyethyl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide
    —— (E)-3-(6-aminopyridin-3-yl)-N-[(4-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]prop-2-enamide —— C17H15BrClN3O2
    (E)-3-(6-aminopyridin-3-yl)-N-[(4-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]prop-2-enamide
    —— 2-(Azidomethyl)-5-bromo-7-chloro-2-methyl-2,3-dihydrobenzofuran —— C10H9BrClN3O
    2-(Azidomethyl)-5-bromo-7-chloro-2-methyl-2,3-dihydrobenzofuran
    —— (7-chloro-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl) N-methylcarbamate —— C10H10ClNO4
    (7-chloro-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl) N-methylcarbamate
    —— 4-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-4-yl]-5,5-dihydroxybicyclo[4.1.0]hepta-1(6),2-dien-7-one —— C16H14ClNO4
    4-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-4-yl]-5,5-dihydroxybicyclo[4.1.0]hepta-1(6),2-dien-7-one
    —— (7-Chloro-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid —— C10H10ClNO3
    (7-Chloro-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid
    —— (5-Bromo-7-methoxy-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid —— C11H12BrNO4
    (5-Bromo-7-methoxy-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid
    —— (Z)-2-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide —— C23H19ClN2O3S
    (Z)-2-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide
    —— N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylsulfonyl]-3-(6-amino-5-bromopyridin-3-yl)propanamide —— C23H21BrClN3O5S2
    N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylsulfonyl]-3-(6-amino-5-bromopyridin-3-yl)propanamide
    —— (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(pyridazin-3-yl)acrylamide —— C22H18ClN3O3S
    (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(pyridazin-3-yl)acrylamide
    —— [7-Chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]-methylcarbamic acid —— C15H15ClN2O4
    [7-Chloro-5-(3,5-dimethyl-1,2-oxazol-4-yl)-2,3-dihydro-1-benzofuran-2-yl]-methylcarbamic acid
    —— [5-(5-Acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]-methylcarbamic acid —— C16H14ClNO5
    [5-(5-Acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]-methylcarbamic acid
    —— 1-[5-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]furan-2-yl]ethanone —— C15H14ClNO3
    1-[5-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]furan-2-yl]ethanone
    —— (7-Fluoro-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid —— C10H10FNO3
    (7-Fluoro-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid
    —— methyl N-[5-(5-acetyl-3,4-dimethylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]carbamate —— C18H18ClNO4S
    methyl N-[5-(5-acetyl-3,4-dimethylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]carbamate
    —— 2-[5-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]acetaldehyde —— C15H14ClNO2S
    2-[5-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]acetaldehyde
    —— (5-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid —— C10H9BrClNO3
    (5-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid
    —— (7-Chloro-5-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methanamine —— C14H13ClN2O
    (7-Chloro-5-pyridin-3-yl-2,3-dihydro-1-benzofuran-2-yl)methanamine
    —— methyl N-(7-chloro-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl)carbamate —— C10H10ClNO4
    methyl N-(7-chloro-5-hydroxy-2,3-dihydro-1-benzofuran-2-yl)carbamate
    —— (7-Chloro-5-phenyl-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid —— C16H14ClNO3
    (7-Chloro-5-phenyl-2,3-dihydro-1-benzofuran-2-yl)-methylcarbamic acid
    —— (5-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methylcarbamic acid —— C10H9BrClNO3
    (5-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methylcarbamic acid
    —— N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(pyridin-3-ylmethyl)prop-2-enamide —— C24H21ClN2O3S
    N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(pyridin-3-ylmethyl)prop-2-enamide
    —— (E)-N-[[5-(5-acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide —— C22H18ClN3O4
    (E)-N-[[5-(5-acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide
    —— (7-Chloro-5-methyl-2,3-dihydrobenzofuran-2-yl)methyl methanesulfonate —— C11H13ClO4S
    (7-Chloro-5-methyl-2,3-dihydrobenzofuran-2-yl)methyl methanesulfonate
    —— N-(2,3-dihydro-1-benzofuran-2-yl)but-2-enamide —— C12H13NO2
    N-(2,3-dihydro-1-benzofuran-2-yl)but-2-enamide
    —— 2-(6-Bromo-4-chloro-2,3-dihydro-1-benzofuran-2-yl)prop-2-enoic acid —— C11H8BrClO3
    2-(6-Bromo-4-chloro-2,3-dihydro-1-benzofuran-2-yl)prop-2-enoic acid
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2,4-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]prop-2-enamide —— C28H26ClN3O4S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2,4-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]prop-2-enamide
    —— (7-Fluoro-2,3-dihydro-1-benzofuran-2-yl)methylcarbamic acid —— C10H10FNO3
    (7-Fluoro-2,3-dihydro-1-benzofuran-2-yl)methylcarbamic acid
    —— [4-(5-Acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylcarbamic acid —— C16H14ClNO4S
    [4-(5-Acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylcarbamic acid
    —— (Z)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide —— C22H18ClN3O3S
    (Z)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide
    —— (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-5-[5-(2-hydroxyethyl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide —— C23H22ClN3O3S
    (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-5-[5-(2-hydroxyethyl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methyl-1H-imidazol-4-yl)prop-2-enamide —— C22H20ClN3O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methyl-1H-imidazol-4-yl)prop-2-enamide
    —— (Z)-2-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide —— C23H19ClN2O3S
    (Z)-2-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide
    —— (E)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-2-ylprop-2-enamide —— C23H19ClN2O3S
    (E)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-2-ylprop-2-enamide
    —— 2-[5-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]acetaldehyde;hydrochloride —— C15H15Cl2NO2S
    2-[5-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]acetaldehyde;hydrochloride
    —— (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(6-aminopyridin-3-yl)acrylamide —— C23H20ClN3O3S
    (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(6-aminopyridin-3-yl)acrylamide
    —— 1-(5-(2-(Aminomethyl)-7-chloro-2,3-dihydrobenzofuran-5-yl)thiophen-2-yl)ethanone hydrochloride —— C15H15Cl2NO2S
    1-(5-(2-(Aminomethyl)-7-chloro-2,3-dihydrobenzofuran-5-yl)thiophen-2-yl)ethanone hydrochloride
    —— (5-Bromo-7-chloro-2-methyl-2,3-dihydrobenzofuran-2-yl)methyl methanesulfonate —— C11H12BrClO4S
    (5-Bromo-7-chloro-2-methyl-2,3-dihydrobenzofuran-2-yl)methyl methanesulfonate
    —— 4-[2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-N,N-dimethylaniline —— C17H19ClN2O
    4-[2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-N,N-dimethylaniline
    —— (Z)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylbut-2-enamide —— C24H21ClN2O3S
    (Z)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylbut-2-enamide
    —— [[5-[(E)-3-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylamino]-3-oxoprop-1-enyl]pyridin-2-yl]amino]carbamic acid —— C24H21ClN4O5S
    [[5-[(E)-3-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methylamino]-3-oxoprop-1-enyl]pyridin-2-yl]amino]carbamic acid
    —— (7-Chloro-2,3-dihydro-1-benzofuran-2-yl)methylcarbamic acid —— C10H10ClNO3
    (7-Chloro-2,3-dihydro-1-benzofuran-2-yl)methylcarbamic acid
    —— [7-Chloro-5-(2,3-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl carbamate —— C16H12ClF2NO3
    [7-Chloro-5-(2,3-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl carbamate
    —— (7-Fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl methanesulfonate —— C10H11FO4S
    (7-Fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl methanesulfonate
    —— (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-2-(pyridine-3-yl) ethenesulphonamide —— C22H19ClN2O4S2
    (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-2-(pyridine-3-yl) ethenesulphonamide
    —— (5-Bromo-7-methoxy-2,3-dihydro-1-benzofuran-2-yl)methyl methanesulfonate —— C11H13BrO5S
    (5-Bromo-7-methoxy-2,3-dihydro-1-benzofuran-2-yl)methyl methanesulfonate