摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,2,4-triazol-1-yl)prop-2-enamide —— C20H17ClN4O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1,2,4-triazol-1-yl)prop-2-enamide
    —— tert-butyl N-[[7-chloro-5-(2,3-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C20H20ClF2NO3
    tert-butyl N-[[7-chloro-5-(2,3-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— (4-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl methanesulfonate —— C10H10BrClO4S
    (4-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl methanesulfonate
    —— (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(2-aminopyrimidin-5-yl)acrylamide —— C22H19ClN4O3S
    (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(2-aminopyrimidin-5-yl)acrylamide
    —— (E)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide —— C22H18ClN3O3S
    (E)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide
    —— 1-[5-[7-Chloro-2-[(chloroamino)methyl]-2,3-dihydro-1-benzofuran-4-yl]thiophen-2-yl]ethanone —— C15H13Cl2NO2S
    1-[5-[7-Chloro-2-[(chloroamino)methyl]-2,3-dihydro-1-benzofuran-4-yl]thiophen-2-yl]ethanone
    —— 1-[5-[7-Chloro-2-(methylaminomethyl)-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone —— C16H16ClNO2S
    1-[5-[7-Chloro-2-(methylaminomethyl)-2,3-dihydro-1-benzofuran-5-yl]thiophen-2-yl]ethanone
    —— tert-butyl N-[[7-chloro-5-[3-(hydroxymethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C21H24ClNO4
    tert-butyl N-[[7-chloro-5-[3-(hydroxymethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— (E)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-aminopyridin-3-yl)prop-2-enamide —— C23H20ClN3O3S
    (E)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-aminopyridin-3-yl)prop-2-enamide
    —— tert-butyl N-[[5-(5-acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C20H22ClNO5
    tert-butyl N-[[5-(5-acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2-ethyl-5-methyl-1H-imidazol-4-yl)prop-2-enamide —— C24H24ClN3O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2-ethyl-5-methyl-1H-imidazol-4-yl)prop-2-enamide
    —— [7-Chloro-5-(5-methylsulfonylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C15H15ClN2O3S
    [7-Chloro-5-(5-methylsulfonylpyridin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (E)-N-[[(2R)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide —— C22H18ClN3O3S
    (E)-N-[[(2R)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridazin-3-ylprop-2-enamide
    —— tert-butyl N-[[7-chloro-5-(furan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C18H20ClNO4
    tert-butyl N-[[7-chloro-5-(furan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(6-hydrazinylpyridin-3-yl)acrylamide —— C23H21ClN4O3S
    (E)-N-((5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydrobenzofuran-2-yl)methyl)-3-(6-hydrazinylpyridin-3-yl)acrylamide
    —— (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-5-[5-(1-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-(1-hydroxyethyl)thiophen-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide
    —— (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide —— C23H27BClN3O4
    (E)-3-(6-aminopyridin-3-yl)-N-[[7-chloro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-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-(1-methylpyrrol-3-yl)prop-2-enamide —— C23H21ClN2O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-methylpyrrol-3-yl)prop-2-enamide
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[6-(methylamino)pyridin-3-yl]prop-2-enamide —— C24H22ClN3O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[6-(methylamino)pyridin-3-yl]prop-2-enamide
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-ethylpyrazol-4-yl)prop-2-enamide —— C23H22ClN3O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(1-ethylpyrazol-4-yl)prop-2-enamide
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)prop-2-enamide —— C25H22ClN3O3S2
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2,6-dimethylimidazo[2,1-b][1,3]thiazol-5-yl)prop-2-enamide
    —— (E)-N-[[5-(5-acetyl-3,4-dimethylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-aminopyridin-3-yl)prop-2-enamide —— C25H24ClN3O3S
    (E)-N-[[5-(5-acetyl-3,4-dimethylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-aminopyridin-3-yl)prop-2-enamide
    —— [7-Chloro-5-(3,4,5-trifluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C15H11ClF3NO
    [7-Chloro-5-(3,4,5-trifluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (Z)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide —— C23H19ClN2O3S
    (Z)-N-[[(2S)-5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide
    —— (E)-N-[[5-(5-acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide —— C23H19ClN2O4
    (E)-N-[[5-(5-acetylfuran-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-pyridin-3-ylprop-2-enamide
    —— [3-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]phenyl]methanol —— C16H16ClNO2
    [3-[2-(Aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]phenyl]methanol
    —— tert-butyl N-[[7-chloro-5-(3,4,5-trifluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C20H19ClF3NO3
    tert-butyl N-[[7-chloro-5-(3,4,5-trifluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[2,5-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-[2,5-dimethyl-1-(5-methyl-1,2-oxazol-3-yl)pyrrol-3-yl]prop-2-enamide
    —— 1-[5-(7-Chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl)thiophen-2-yl]ethanone —— C15H13ClO2S
    1-[5-(7-Chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl)thiophen-2-yl]ethanone
    —— (E)-N-((7-chloro-5-(5-(2-hydroxypropan-2-yl)thiophen-2-yl)-2,3-dihydrobenzofuran-2-yl)methyl)-3-(pyridine-3-yl)acrylamide —— C24H23ClN2O3S
    (E)-N-((7-chloro-5-(5-(2-hydroxypropan-2-yl)thiophen-2-yl)-2,3-dihydrobenzofuran-2-yl)methyl)-3-(pyridine-3-yl)acrylamide
    —— tert-butyl N-[(7-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]carbamate —— C14H18FNO3
    tert-butyl N-[(7-fluoro-2,3-dihydro-1-benzofuran-2-yl)methyl]carbamate
    —— (E)-N-[[4-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-aminopyridin-3-yl)prop-2-enamide —— C23H20ClN3O3S
    (E)-N-[[4-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(6-aminopyridin-3-yl)prop-2-enamide
    —— (E)-N-[(7-chloro-5-thiophen-2-yl-2,3-dihydro-1-benzofuran-2-yl)methyl]-3-pyridin-2-ylprop-2-enamide —— C21H17ClN2O2S
    (E)-N-[(7-chloro-5-thiophen-2-yl-2,3-dihydro-1-benzofuran-2-yl)methyl]-3-pyridin-2-ylprop-2-enamide
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylthiophen-2-yl)prop-2-enamide —— C23H20ClNO3S2
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(3-methylthiophen-2-yl)prop-2-enamide
    —— tert-butyl N-[(4-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]carbamate —— C14H17BrClNO3
    tert-butyl N-[(4-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methyl]carbamate
    —— (4-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methanamine —— C9H9BrClNO
    (4-Bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl)methanamine
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2,5-dimethyl-1H-pyrrol-3-yl)prop-2-enamide —— C24H23ClN2O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2,5-dimethyl-1H-pyrrol-3-yl)prop-2-enamide
    —— tert-butyl N-[[7-chloro-5-[4-(dimethylamino)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C22H27ClN2O3
    tert-butyl N-[[7-chloro-5-[4-(dimethylamino)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— tert-butyl N-[[7-chloro-5-(5-fluoro-2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate —— C21H23ClFNO4
    tert-butyl N-[[7-chloro-5-(5-fluoro-2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl]carbamate
    —— 2-chloro-N-(2,3-dihydro-1-benzofuran-6-yl)-5-fluoropyrimidin-4-amine —— C12H9ClFN3O
    2-chloro-N-(2,3-dihydro-1-benzofuran-6-yl)-5-fluoropyrimidin-4-amine
    —— (2Z,3S)-2-(thiophen-2-ylmethylidene)-3H-1-benzofuran-3-ol —— C13H10O2S
    (2Z,3S)-2-(thiophen-2-ylmethylidene)-3H-1-benzofuran-3-ol
    —— 1-Methyl-4-[(5-nitro-2,3-dihydro-1-benzofuran-6-yl)methyl]piperazine —— C14H19N3O3
    1-Methyl-4-[(5-nitro-2,3-dihydro-1-benzofuran-6-yl)methyl]piperazine
    —— 1-(2,2-dimethyl-2,3-dihydrobenzofuran-4-yl)ethanone oxime —— C12H15NO2
    1-(2,2-dimethyl-2,3-dihydrobenzofuran-4-yl)ethanone oxime
    —— (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methylpyridin-3-yl)prop-2-enamide —— C24H21ClN2O3S
    (E)-N-[[5-(5-acetylthiophen-2-yl)-7-chloro-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(5-methylpyridin-3-yl)prop-2-enamide
    —— (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
    —— (5-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl) N-methylcarbamate —— C10H9BrClNO3
    (5-bromo-7-chloro-2,3-dihydro-1-benzofuran-2-yl) N-methylcarbamate
    —— (7-Chloro-5-phenyl-2,3-dihydro-1-benzofuran-2-yl)methanamine —— C15H14ClNO
    (7-Chloro-5-phenyl-2,3-dihydro-1-benzofuran-2-yl)methanamine
    —— (E)-3-(6-aminopyridin-3-yl)-N-((7-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydrobenzofuran-2-yl)methyl)acrylamide —— C23H27BClN3O4
    (E)-3-(6-aminopyridin-3-yl)-N-((7-chloro-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydrobenzofuran-2-yl)methyl)acrylamide
    —— [7-Chloro-5-(2-fluoro-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15ClFNO2
    [7-Chloro-5-(2-fluoro-3-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— methyl N-[7-(5-acetylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-yl]carbamate —— C16H15NO4S
    methyl N-[7-(5-acetylthiophen-2-yl)-2,3-dihydro-1-benzofuran-2-yl]carbamate