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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
    —— N-(1H-imidazol-2-ylmethyl)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C15H19N3O
    N-(1H-imidazol-2-ylmethyl)-N-methyl-1-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(3,5-dimethyl-1H-pyrazol-4-yl)-N-methylethanamine —— C17H23N3O
    (1S)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(3,5-dimethyl-1H-pyrazol-4-yl)-N-methylethanamine
    —— (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(3,5-dimethyl-1H-pyrazol-4-yl)-N-methylethanamine —— C17H23N3O
    (1R)-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1-(3,5-dimethyl-1H-pyrazol-4-yl)-N-methylethanamine
    —— [(2R)-5-methyl-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C22H28N2O
    [(2R)-5-methyl-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-methyl-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C22H28N2O
    [(2S)-5-methyl-7-[3-methyl-5-(pyrrolidin-1-ylmethyl)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-7-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H21NO4
    [(2R)-7-(3,4,5-trimethoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[2-[(3S)-1-ethylpiperidin-3-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H26N2O2
    N-[2-[(3S)-1-ethylpiperidin-3-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[2-[(3R)-1-ethylpiperidin-3-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H26N2O2
    N-[2-[(3R)-1-ethylpiperidin-3-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 6-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridin-2-amine —— C15H17N3O
    6-[(2S)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridin-2-amine
    —— 6-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridin-2-amine —— C15H17N3O
    6-[(2R)-2-(aminomethyl)-5-methyl-2,3-dihydro-1-benzofuran-7-yl]pyridin-2-amine
    —— [(2S)-4-fluoro-7-[5-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H25FN4O
    [(2S)-4-fluoro-7-[5-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-methyl-7-[3-(trifluoromethyl)pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15F3N2O
    [(2S)-5-methyl-7-[3-(trifluoromethyl)pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-[1-[(4-methoxyphenyl)methyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H21N3O2
    [(2S)-7-[1-[(4-methoxyphenyl)methyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyridin-3-amine —— C14H15N3O
    5-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyridin-3-amine
    —— 5-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyridin-3-amine —— C14H15N3O
    5-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyridin-3-amine
    —— [(2R)-5-methyl-7-[3-(trifluoromethyl)pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15F3N2O
    [(2R)-5-methyl-7-[3-(trifluoromethyl)pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-4-fluoro-7-[5-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H25FN4O
    [(2R)-4-fluoro-7-[5-[(4-methylpiperazin-1-yl)methyl]pyridin-2-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-7-[1-[(4-methoxyphenyl)methyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H21N3O2
    [(2R)-7-[1-[(4-methoxyphenyl)methyl]pyrazol-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[(2R)-4-methylsulfonylmorpholin-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H20N2O5S
    N-[[(2R)-4-methylsulfonylmorpholin-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[[(2S)-4-methylsulfonylmorpholin-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C15H20N2O5S
    N-[[(2S)-4-methylsulfonylmorpholin-2-yl]methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2S)-7-chloro-5-(1-methylimidazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H14ClN3O
    [(2S)-7-chloro-5-(1-methylimidazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-7-chloro-5-(1-methylimidazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H14ClN3O
    [(2R)-7-chloro-5-(1-methylimidazol-2-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 6-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-2-methylpyridazin-3-one —— C14H15N3O2
    6-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-2-methylpyridazin-3-one
    —— 6-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-2-methylpyridazin-3-one —— C14H15N3O2
    6-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-2-methylpyridazin-3-one
    —— 5-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-N-propylthiophene-2-carboxamide —— C17H19ClN2O2S
    5-[(2R)-2-(aminomethyl)-7-chloro-2,3-dihydro-1-benzofuran-5-yl]-N-propylthiophene-2-carboxamide
    —— 3-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine —— C15H18N4O
    3-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine
    —— [(2R)-7-(3,5-dimethyl-1H-pyrazol-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C14H16FN3O
    [(2R)-7-(3,5-dimethyl-1H-pyrazol-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-7-(3,5-dimethyl-1H-pyrazol-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C14H16FN3O
    [(2S)-7-(3,5-dimethyl-1H-pyrazol-4-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylpyrimidin-4-amine —— C14H16N4O
    2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylpyrimidin-4-amine
    —— 3-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine —— C15H18N4O
    3-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N,N-dimethylpyrazin-2-amine
    —— 2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylpyrimidin-4-amine —— C14H16N4O
    2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-methylpyrimidin-4-amine
    —— [(2S)-7-chloro-5-[5,6-dimethyl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15ClF3N3O
    [(2S)-7-chloro-5-[5,6-dimethyl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 1-[2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol —— C18H22N4O2
    1-[2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol
    —— [(2R)-7-chloro-5-[5,6-dimethyl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H15ClF3N3O
    [(2R)-7-chloro-5-[5,6-dimethyl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 1-[2-[(2R)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidin-4-yl]piperidin-4-ol —— C18H21FN4O2
    1-[2-[(2R)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidin-4-yl]piperidin-4-ol
    —— 1-[2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol —— C18H22N4O2
    1-[2-[(2R)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]pyrimidin-4-yl]piperidin-4-ol
    —— [(2S)-7-(6-propan-2-ylpyridazin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C16H19N3O
    [(2S)-7-(6-propan-2-ylpyridazin-3-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— 1-[2-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidin-4-yl]piperidin-4-ol —— C18H21FN4O2
    1-[2-[(2S)-2-(aminomethyl)-7-fluoro-2,3-dihydro-1-benzofuran-5-yl]pyrimidin-4-yl]piperidin-4-ol
    —— [(2S)-5-fluoro-7-pyrazin-2-yl-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H12FN3O
    [(2S)-5-fluoro-7-pyrazin-2-yl-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-ethoxypiperidine —— C15H21NO4S
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-ethoxypiperidine
    —— [(2S)-7-chloro-5-[2-(2-imidazol-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H20ClN3O2
    [(2S)-7-chloro-5-[2-(2-imidazol-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2S)-5-methyl-7-[6-propan-2-yl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H20F3N3O
    [(2S)-5-methyl-7-[6-propan-2-yl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-7-chloro-5-[2-(2-imidazol-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C20H20ClN3O2
    [(2R)-7-chloro-5-[2-(2-imidazol-1-ylethoxy)phenyl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— [(2R)-5-methyl-7-[6-propan-2-yl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C18H20F3N3O
    [(2R)-5-methyl-7-[6-propan-2-yl-2-(trifluoromethyl)pyrimidin-4-yl]-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[2-[(2R)-4-ethylmorpholin-2-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H24N2O3
    N-[2-[(2R)-4-ethylmorpholin-2-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-[(4-hydroxypiperidin-1-yl)methyl]-N-methyl-1,2-oxazole-3-carboxamide —— C20H25N3O4
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-[(4-hydroxypiperidin-1-yl)methyl]-N-methyl-1,2-oxazole-3-carboxamide
    —— [(2S)-7-fluoro-5-(2-methyl-1H-imidazol-5-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine —— C13H14FN3O
    [(2S)-7-fluoro-5-(2-methyl-1H-imidazol-5-yl)-2,3-dihydro-1-benzofuran-2-yl]methanamine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-[(4-hydroxypiperidin-1-yl)methyl]-N-methyl-1,2-oxazole-3-carboxamide —— C20H25N3O4
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-[(4-hydroxypiperidin-1-yl)methyl]-N-methyl-1,2-oxazole-3-carboxamide
    —— N-[2-[(2S)-4-ethylmorpholin-2-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H24N2O3
    N-[2-[(2S)-4-ethylmorpholin-2-yl]ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 2-[2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-4-methylphenoxy]acetamide —— C18H20N2O3
    2-[2-[(2S)-2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-4-methylphenoxy]acetamide