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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
    —— 3-[cyclopentyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O8
    3-[cyclopentyl-(2-methoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hexyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O6
    3-[hexyl(5-oxohexanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopropanecarbonyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H27FN2O5
    3-[cyclopropanecarbonyl-[(4-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-ethoxypropyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O9
    3-[3-ethoxypropyl(3-methoxypropanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29ClN2O5
    3-[(4-chlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[benzyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O5
    3-[benzyl(cyclopentanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— methyl (2S)-2-[[[(2S)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C20H21NO5
    methyl (2S)-2-[[[(2S)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2S)-2-[[[(2R)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C20H21NO5
    methyl (2S)-2-[[[(2R)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2R)-2-[[[(2R)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C20H21NO5
    methyl (2R)-2-[[[(2R)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide —— C21H25NO3
    N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide
    —— N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-nitrofuran-2-carboxamide —— C18H20N2O5
    N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-nitrofuran-2-carboxamide
    —— methyl (2R)-2-[[(2-thiophen-2-ylacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C17H17NO4S
    methyl (2R)-2-[[(2-thiophen-2-ylacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2S)-2-[[(2-thiophen-2-ylacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C17H17NO4S
    methyl (2S)-2-[[(2-thiophen-2-ylacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— 3-[cyclopentanecarbonyl(furan-3-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H32N2O8
    3-[cyclopentanecarbonyl(furan-3-ylmethyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— methyl (2R)-2-[[(2-phenoxyacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C19H19NO5
    methyl (2R)-2-[[(2-phenoxyacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— 3-[furan-3-ylmethyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H30N2O9
    3-[furan-3-ylmethyl-(2-methoxyacetyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— methyl (2S)-2-[[(2-phenoxyacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C19H19NO5
    methyl (2S)-2-[[(2-phenoxyacetyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2R)-2-[[[(2S)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C20H21NO5
    methyl (2R)-2-[[[(2S)-2-phenoxypropanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide —— C21H25NO3
    N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide
    —— N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-carboxamide —— C18H21NO2S
    N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-carboxamide
    —— (2S)-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide —— C19H21NO4
    (2S)-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide
    —— (2S)-N-[[(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide —— C18H18FNO3
    (2S)-N-[[(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide
    —— methyl (2S)-2-[(furan-2-carbonylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C16H15NO5
    methyl (2S)-2-[(furan-2-carbonylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2R)-2-[(furan-2-carbonylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C16H15NO5
    methyl (2R)-2-[(furan-2-carbonylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— N-[[(2R)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide —— C17H16FNO3
    N-[[(2R)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide
    —— (2R)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide —— C19H21NO4
    (2R)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide
    —— N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide —— C18H19NO4
    N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide
    —— (2R)-N-[[(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide —— C18H18FNO3
    (2R)-N-[[(2R)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide
    —— (2R)-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide —— C19H21NO4
    (2R)-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide
    —— (2S)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide —— C19H21NO4
    (2S)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxypropanamide
    —— methyl (2S)-2-[(5-chloropentanoylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C16H20ClNO4
    methyl (2S)-2-[(5-chloropentanoylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— (2S)-2-ethyl-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]hexanamide —— C18H27NO3
    (2S)-2-ethyl-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]hexanamide
    —— (E)-N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C17H23NO2
    (E)-N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— N-[[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide —— C17H16FNO3
    N-[[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenoxyacetamide
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H39N3O9
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[2-morpholin-4-ylethyl(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— methyl 5-[[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methylamino]-5-oxopentanoate —— C15H18FNO4
    methyl 5-[[(2S)-7-fluoro-2,3-dihydro-1-benzofuran-2-yl]methylamino]-5-oxopentanoate
    —— methyl (2S)-2-[(3-methylbutanoylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C16H21NO4
    methyl (2S)-2-[(3-methylbutanoylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclobutanecarboxamide —— C18H25NO2
    N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclobutanecarboxamide
    —— methyl (2S)-2-[[(5-methoxy-5-oxopentanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C17H21NO6
    methyl (2S)-2-[[(5-methoxy-5-oxopentanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclobutanecarboxamide —— C18H25NO2
    N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclobutanecarboxamide
    —— methyl (2R)-2-[[(6-methoxy-6-oxohexanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C18H23NO6
    methyl (2R)-2-[[(6-methoxy-6-oxohexanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2R)-2-[(3-methylbut-2-enoylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C16H19NO4
    methyl (2R)-2-[(3-methylbut-2-enoylamino)methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— methyl (2R)-2-[[[(2S)-2-ethylhexanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C19H27NO4
    methyl (2R)-2-[[[(2S)-2-ethylhexanoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-chloropentanamide —— C18H26ClNO2
    N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-chloropentanamide
    —— methyl (2R)-2-[[(3-methoxy-3-oxopropanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C15H17NO6
    methyl (2R)-2-[[(3-methoxy-3-oxopropanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— (E)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C14H17NO3
    (E)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— methyl (2R)-2-[[(3-ethoxy-3-oxopropanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C16H19NO6
    methyl (2R)-2-[[(3-ethoxy-3-oxopropanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— (E)-N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C17H23NO2
    (E)-N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— methyl (2R)-2-[[(5-methoxy-5-oxopentanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C17H21NO6
    methyl (2R)-2-[[(5-methoxy-5-oxopentanoyl)amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— (2R)-2-ethyl-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]hexanamide —— C18H27NO3
    (2R)-2-ethyl-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]hexanamide