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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
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[pent-2-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H27F3N2O7
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[pent-2-enoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(1-methylpyrazol-4-yl)methyl]urea —— C19H26N4O3
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(1-methylpyrazol-4-yl)methyl]urea
    —— 1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-methoxyphenyl)methyl]urea —— C21H26N2O4
    1-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-[(3-methoxyphenyl)methyl]urea
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methoxyethyl)-1-(thiophen-2-ylmethyl)urea —— C21H28N2O4S
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methoxyethyl)-1-(thiophen-2-ylmethyl)urea
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(1S)-1-thiophen-2-ylethyl]urea —— C20H26N2O3S
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-methyl-1-[(1S)-1-thiophen-2-ylethyl]urea
    —— 3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methoxyethyl)-1-(thiophen-2-ylmethyl)urea —— C21H28N2O4S
    3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-1-(2-methoxyethyl)-1-(thiophen-2-ylmethyl)urea
    —— (2S)-5-chloro-N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H23ClN2O3
    (2S)-5-chloro-N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H35FN2O7
    3-[(4-fluorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[furan-3-ylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H34N2O8
    3-[furan-3-ylmethyl(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[furan-3-ylmethyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H34N2O8
    8-formyl-3-[furan-3-ylmethyl(hept-6-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (S)-cycloheptyl-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C17H25NO
    (S)-cycloheptyl-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— 2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C20H26N4O2S
    2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— (R)-cycloheptyl(2,3-dihydro-1-benzofuran-5-yl)methanamine —— C16H23NO
    (R)-cycloheptyl(2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— (S)-cycloheptyl(2,3-dihydro-1-benzofuran-5-yl)methanamine —— C16H23NO
    (S)-cycloheptyl(2,3-dihydro-1-benzofuran-5-yl)methanamine
    —— 2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C20H26N4O2S
    2-[[5-(2-cyclopentylethyl)-1H-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 3-[2-(3-fluorophenyl)ethyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H41FN2O7
    3-[2-(3-fluorophenyl)ethyl-octanoylamino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H35FN2O7
    3-[butanoyl-[2-(3-fluorophenyl)ethyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (3R,6S)-N-butyl-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-6-methylpiperidine-3-carboxamide —— C19H28N2O4S
    (3R,6S)-N-butyl-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-6-methylpiperidine-3-carboxamide
    —— (3R,6R)-N-butyl-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-6-methylpiperidine-3-carboxamide —— C19H28N2O4S
    (3R,6R)-N-butyl-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-6-methylpiperidine-3-carboxamide
    —— (3S,6R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(2-methoxyethyl)-6-methylpiperidine-3-carboxamide —— C18H26N2O5S
    (3S,6R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(2-methoxyethyl)-6-methylpiperidine-3-carboxamide
    —— (3S,6S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(2-methoxyethyl)-6-methylpiperidine-3-carboxamide —— C18H26N2O5S
    (3S,6S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(2-methoxyethyl)-6-methylpiperidine-3-carboxamide
    —— (3R,6S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(2-methoxyethyl)-6-methylpiperidine-3-carboxamide —— C18H26N2O5S
    (3R,6S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-N-(2-methoxyethyl)-6-methylpiperidine-3-carboxamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide —— C17H22N4O2S2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[[5-(2-methylpropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]acetamide
    —— 2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C16H18N4O2S2
    2-[[5-(cyclopropylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— 2-[(3-cyano-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C21H21N3O2S
    2-[(3-cyano-4-methyl-6,7-dihydro-5H-cyclopenta[b]pyridin-2-yl)sulfanyl]-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— (2R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]butan-2-amine —— C16H25NO2
    (2R)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]butan-2-amine
    —— (2S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]butan-2-amine —— C16H25NO2
    (2S)-N-[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]ethyl]butan-2-amine
    —— 3-(2-Tert-butylsulfanylethyl)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one —— C17H23NO2S2
    3-(2-Tert-butylsulfanylethyl)-2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazolidin-4-one
    —— 1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylurea —— C14H20N2O3
    1-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylurea
    —— 1-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]piperidine-1,4-dicarboxamide —— C19H27N3O4
    1-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]piperidine-1,4-dicarboxamide
    —— 2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide —— C18H19N5O3S
    2-[[4-amino-5-(2-methylfuran-3-yl)-1,2,4-triazol-3-yl]sulfanyl]-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]acetamide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methanone —— C17H17ClN2O3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methanone
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methanone —— C17H17ClN2O3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(3-methyl-1,2-oxazol-5-yl)pyrrolidin-1-yl]methanone
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide —— C17H16N4O2S2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[(5-thiophen-2-yl-1H-1,2,4-triazol-3-yl)sulfanyl]acetamide
    —— 2,3-Dihydro-1-benzofuran-2-ylmethyl(dimethyl)azanium —— C11H16NO+
    2,3-Dihydro-1-benzofuran-2-ylmethyl(dimethyl)azanium
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H35N3O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[3-methylbut-2-enoyl(2-morpholin-4-ylethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H31ClN2O7
    3-[(4-chlorophenyl)methyl-(3-methylbut-2-enoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyridin-2-ylsulfanylacetamide —— C16H16N2O2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyridin-2-ylsulfanylacetamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyridin-2-ylsulfanylacetamide —— C16H16N2O2S
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-pyridin-2-ylsulfanylacetamide
    —— (2R,3S)-2-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2R,3S)-2-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-2-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2S,3S)-2-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-N-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (3S)-N-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (3R)-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-N-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (3R)-N-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-2-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H17NO
    (2R,3R)-2-methyl-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-5-propyl-2,3-dihydro-1-benzofuran-3-amine —— C11H15NO
    (3S)-5-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(4-formylphenoxy)acetamide —— C18H17NO4
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(4-formylphenoxy)acetamide
    —— (2S)-N-[4-(N-methylanilino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O2
    (2S)-N-[4-(N-methylanilino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[4-(N-methylanilino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H24N2O2
    (2R)-N-[4-(N-methylanilino)butyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[acetyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H25FN2O5
    3-[acetyl-[(2-fluorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide