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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)-N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22N2O3
    (2R)-N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H22N2O3
    (2S)-N-[[(2R)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(furan-2-ylmethyl)-1-methylurea —— C19H24N2O4
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(furan-2-ylmethyl)-1-methylurea
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(3,4,5-trimethoxyphenyl)methanamine —— C22H29NO5
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(3,4,5-trimethoxyphenyl)methanamine
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(3,4,5-trimethoxyphenyl)methanamine —— C22H29NO5
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(3,4,5-trimethoxyphenyl)methanamine
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1,3-dimethyl-5-morpholin-4-ylpyrazol-4-yl)methyl]methanamine —— C19H26N4O2
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1,3-dimethyl-5-morpholin-4-ylpyrazol-4-yl)methyl]methanamine
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1,3-dimethyl-5-morpholin-4-ylpyrazol-4-yl)methyl]methanamine —— C19H26N4O2
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(1,3-dimethyl-5-morpholin-4-ylpyrazol-4-yl)methyl]methanamine
    —— 2,7-dimethyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-4-amine —— C20H26N4O
    2,7-dimethyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-4-amine
    —— 2,7-dimethyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-4-amine —— C20H26N4O
    2,7-dimethyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-5,6,8,9-tetrahydropyrimido[4,5-d]azepin-4-amine
    —— 1-[2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]pyrimidin-4-yl]piperidin-4-ol —— C19H24N4O2
    1-[2-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]pyrimidin-4-yl]piperidin-4-ol
    —— 1-[2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]pyrimidin-4-yl]piperidin-4-ol —— C19H24N4O2
    1-[2-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]pyrimidin-4-yl]piperidin-4-ol
    —— N-[2-(dimethylamino)ethyl]-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-2-carboxamide —— C21H27N5O3
    N-[2-(dimethylamino)ethyl]-5-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-2-carboxamide
    —— N-[2-(dimethylamino)ethyl]-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-2-carboxamide —— C21H27N5O3
    N-[2-(dimethylamino)ethyl]-5-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-carbonyl]-6,7-dihydro-4H-pyrazolo[1,5-a]pyrazine-2-carboxamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[2-(2-phenoxyethoxy)ethyl]urea —— C20H23N3O5
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[2-(2-phenoxyethoxy)ethyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]acetamide —— C15H17N3O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1R)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]acetamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[2-(2-phenoxyethoxy)ethyl]urea —— C20H23N3O5
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-carbonyl]amino]-3-[2-(2-phenoxyethoxy)ethyl]urea
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]acetamide —— C15H17N3O3
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(1S)-1-(3-methyl-1,2,4-oxadiazol-5-yl)ethyl]acetamide
    —— (1R)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]-2-morpholin-4-ylethanol —— C20H23NO3
    (1R)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]-2-morpholin-4-ylethanol
    —— (1S)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]-2-morpholin-4-ylethanol —— C20H23NO3
    (1S)-1-[4-(2,3-dihydro-1-benzofuran-5-yl)phenyl]-2-morpholin-4-ylethanol
    —— (2R)-N-[1-(2-pyridin-2-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H18N4O2
    (2R)-N-[1-(2-pyridin-2-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[1-(2-pyridin-2-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H18N4O2
    (2S)-N-[1-(2-pyridin-2-ylethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(3-pyrazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H17N3O2
    (2S)-N-(3-pyrazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(3-pyrazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C15H17N3O2
    (2R)-N-(3-pyrazol-1-ylpropyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(4,6-dimethylpyrimidin-2-yl)-5-methylpyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19N5O2
    (2S)-N-[2-(4,6-dimethylpyrimidin-2-yl)-5-methylpyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[2-(4,6-dimethylpyrimidin-2-yl)-5-methylpyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H19N5O2
    (2R)-N-[2-(4,6-dimethylpyrimidin-2-yl)-5-methylpyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-1-(2-methoxyphenyl)ethanol —— C18H21NO3
    (1R)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-1-(2-methoxyphenyl)ethanol
    —— (1S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-1-(2-methoxyphenyl)ethanol —— C18H21NO3
    (1S)-2-(2,3-dihydro-1-benzofuran-5-ylmethylamino)-1-(2-methoxyphenyl)ethanol
    —— 2-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-bis[(4-fluorophenyl)methyl]-1,3-diazinane-1,3-diium —— C26H28F2N2O+2
    2-(2,3-Dihydro-1-benzofuran-5-yl)-1,3-bis[(4-fluorophenyl)methyl]-1,3-diazinane-1,3-diium
    —— 4-[[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine —— C18H26N4O
    4-[[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine
    —— 4-[[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine —— C18H26N4O
    4-[[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine
    —— 2-ethyl-4-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,3-oxazole-5-carboxamide —— C17H20N2O3
    2-ethyl-4-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,3-oxazole-5-carboxamide
    —— 2-ethyl-4-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,3-oxazole-5-carboxamide —— C17H20N2O3
    2-ethyl-4-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,3-oxazole-5-carboxamide
    —— (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide —— C18H23N3O3
    (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide
    —— (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide —— C18H23N3O3
    (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide
    —— (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide —— C18H23N3O3
    (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide
    —— (2S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide —— C18H23N3O3
    (2S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-pyrazol-1-ylpropanamide
    —— 1-ethyl-5-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]pyrazole-4-carboxamide —— C17H21N3O2
    1-ethyl-5-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]pyrazole-4-carboxamide
    —— 1-ethyl-5-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]pyrazole-4-carboxamide —— C17H21N3O2
    1-ethyl-5-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]pyrazole-4-carboxamide
    —— N-[3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylcarbamoylamino]propyl]acetamide —— C18H27N3O4
    N-[3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylcarbamoylamino]propyl]acetamide
    —— N-[3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylcarbamoylamino]propyl]acetamide —— C18H27N3O4
    N-[3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylcarbamoylamino]propyl]acetamide
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3S)-oxolan-3-yl]methyl]urea —— C18H26N2O4
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3S)-oxolan-3-yl]methyl]urea
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1H-pyrazole-5-carboxamide —— C16H19N3O3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1H-pyrazole-5-carboxamide
    —— (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide —— C16H23NO5S
    (2S)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1-ethylpyrazol-4-yl)urea —— C18H24N4O3
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(1-ethylpyrazol-4-yl)urea
    —— (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide —— C16H23NO5S
    (2R)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide
    —— (2S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide —— C16H23NO5S
    (2S)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3R)-oxolan-3-yl]methyl]urea —— C18H26N2O4
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3R)-oxolan-3-yl]methyl]urea
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1H-pyrazole-5-carboxamide —— C16H19N3O3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1H-pyrazole-5-carboxamide
    —— (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide —— C16H23NO5S
    (2R)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-methylsulfonylpropanamide
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3S)-oxolan-3-yl]methyl]urea —— C18H26N2O4
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[[(3S)-oxolan-3-yl]methyl]urea