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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
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-2-hydroxy-2-(5-methylfuran-2-yl)propyl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2R)-2-hydroxy-2-(5-methylfuran-2-yl)propyl]urea
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-2-hydroxy-2-(5-methylfuran-2-yl)propyl]urea —— C18H22N2O4
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2S)-2-hydroxy-2-(5-methylfuran-2-yl)propyl]urea
    —— (2S)-5-fluoro-N-[(2R)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H18FN3O3
    (2S)-5-fluoro-N-[(2R)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-fluoro-N-[(2S)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H18FN3O3
    (2R)-5-fluoro-N-[(2S)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-fluoro-N-[(2R)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H18FN3O3
    (2R)-5-fluoro-N-[(2R)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2S)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H17NO3S
    (3S)-N-[(2S)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2R)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H17NO3S
    (3S)-N-[(2R)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-2-(2-chlorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H16ClNO3
    (3S)-N-[(2S)-2-(2-chlorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2R)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H17NO3S
    (3R)-N-[(2R)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H15F2NO3
    (3R)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2R)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H15F2NO3
    (3R)-N-[(2R)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-5-fluoro-N-[(2S)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H18FN3O3
    (2S)-5-fluoro-N-[(2S)-2-hydroxy-2-(1-methylpyrazol-4-yl)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2R)-2-(2-chlorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H16ClNO3
    (3S)-N-[(2R)-2-(2-chlorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-5-fluoro-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H16FNO3S
    (2R)-5-fluoro-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[(2R)-2-(2-chlorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H16ClNO3
    (3R)-N-[(2R)-2-(2-chlorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2S)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H17NO3S
    (3R)-N-[(2S)-2-hydroxy-2-thiophen-3-ylpropyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H15F2NO3
    (3S)-N-[(2S)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-5-fluoro-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H16FNO3S
    (2S)-5-fluoro-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2R)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C17H15F2NO3
    (3S)-N-[(2R)-2-(2,6-difluorophenyl)-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-5-fluoro-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H16FNO3S
    (2R)-5-fluoro-N-[(2S)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-fluoro-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H16FNO3S
    (2S)-5-fluoro-N-[(2R)-2-hydroxy-2-thiophen-2-ylpropyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[2-(tert-butylamino)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H22N2O2
    (3R)-N-[2-(tert-butylamino)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[[4-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H22N2O3
    (3R)-N-[[4-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-(5-ethyl-1H-pyrazol-3-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H14FN3O2
    (2R)-N-(5-ethyl-1H-pyrazol-3-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[[4-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C19H22N2O3
    (3S)-N-[[4-(2-methoxyethylamino)phenyl]methyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-N-(5-ethyl-1H-pyrazol-3-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H14FN3O2
    (2S)-N-(5-ethyl-1H-pyrazol-3-yl)-5-fluoro-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[2-(pyridin-2-ylamino)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H17N3O2
    (3S)-N-[2-(pyridin-2-ylamino)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2R)-N-(5-propan-2-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H17N3O2
    (2R)-N-(5-propan-2-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-7-fluoro-N-morpholin-4-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H15FN2O3
    (2R)-7-fluoro-N-morpholin-4-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3R)-N-[2-(pyridin-2-ylamino)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C16H17N3O2
    (3R)-N-[2-(pyridin-2-ylamino)ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (2S)-7-fluoro-N-morpholin-4-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H15FN2O3
    (2S)-7-fluoro-N-morpholin-4-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(5-propan-2-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H17N3O2
    (2S)-N-(5-propan-2-yl-1H-pyrazol-3-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-N-[(2R)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO2S
    (3S)-N-[(2R)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2R)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO2S
    (3R)-N-[(2R)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[(2S)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO2S
    (3R)-N-[(2S)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[(2S)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H21NO2S
    (3S)-N-[(2S)-4-ethylsulfanylbutan-2-yl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3R)-N-[2-[4-(trifluoromethyl)-1,3-thiazol-2-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H13F3N2O2S
    (3R)-N-[2-[4-(trifluoromethyl)-1,3-thiazol-2-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— (3S)-N-[2-[4-(trifluoromethyl)-1,3-thiazol-2-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide —— C15H13F3N2O2S
    (3S)-N-[2-[4-(trifluoromethyl)-1,3-thiazol-2-yl]ethyl]-2,3-dihydro-1-benzofuran-3-carboxamide
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea —— C18H26N2O3S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2S)-oxolan-2-yl]methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methoxyethyl)thiourea —— C16H24N2O3S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methoxyethyl)thiourea
    —— 1-[3-(dimethylamino)propyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C18H29N3O2S
    1-[3-(dimethylamino)propyl]-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-benzyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C20H24N2O2S
    1-benzyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-methylsulfanylpropyl)thiourea —— C17H26N2O2S2
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-methylsulfanylpropyl)thiourea
    —— 1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea —— C16H22N2O2S
    1-cyclopropyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]thiourea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-propylthiourea —— C16H24N2O2S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-propylthiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(4-methoxyphenyl)methyl]thiourea —— C21H26N2O3S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(4-methoxyphenyl)methyl]thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ylpropyl)thiourea —— C20H31N3O3S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(3-morpholin-4-ylpropyl)thiourea
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methoxyethyl)thiourea —— C16H24N2O3S
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2-methoxyethyl)thiourea
    —— 3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylcarbamothioylamino]propyl-dimethylazanium —— C18H30N3O2S+
    3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylcarbamothioylamino]propyl-dimethylazanium
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea —— C18H26N2O3S
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(2R)-oxolan-2-yl]methyl]thiourea