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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
    —— 2,3-dihydro-1-benzofuran-5-yl-[(6R)-4-(furan-3-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]methanone —— C19H22N2O4
    2,3-dihydro-1-benzofuran-5-yl-[(6R)-4-(furan-3-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]methanone
    —— (3aS,8bS)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one —— C11H11NO3
    (3aS,8bS)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one
    —— (3aR,8bR)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one —— C11H11NO3
    (3aR,8bR)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one
    —— (3aS,8bR)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one —— C11H11NO3
    (3aS,8bR)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one
    —— (3aR,8bS)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one —— C11H11NO3
    (3aR,8bS)-8-methoxy-1,2,3a,8b-tetrahydro-[1]benzofuro[2,3-c]pyrrol-3-one
    —— (4aS,9bR)-8-chloro-2-[(2S)-pyrrolidin-2-yl]-4a,9b-dihydro-3H-[1]benzofuro[3,2-d]pyrimidin-4-one —— C14H14ClN3O2
    (4aS,9bR)-8-chloro-2-[(2S)-pyrrolidin-2-yl]-4a,9b-dihydro-3H-[1]benzofuro[3,2-d]pyrimidin-4-one
    —— (4aS,9bS)-8-chloro-2-[(2S)-pyrrolidin-2-yl]-4a,9b-dihydro-3H-[1]benzofuro[3,2-d]pyrimidin-4-one —— C14H14ClN3O2
    (4aS,9bS)-8-chloro-2-[(2S)-pyrrolidin-2-yl]-4a,9b-dihydro-3H-[1]benzofuro[3,2-d]pyrimidin-4-one
    —— (4aR,9bS)-8-chloro-2-[(2S)-pyrrolidin-2-yl]-4a,9b-dihydro-3H-[1]benzofuro[3,2-d]pyrimidin-4-one —— C14H14ClN3O2
    (4aR,9bS)-8-chloro-2-[(2S)-pyrrolidin-2-yl]-4a,9b-dihydro-3H-[1]benzofuro[3,2-d]pyrimidin-4-one
    —— N-(4-fluorobenzyl)-3-(4-isopropylphenyl)-1',4,6,7-tetramethylspiro[benzofuran-2(3H),4'-piperidine]-5-amine —— C32H39FN2O
    N-(4-fluorobenzyl)-3-(4-isopropylphenyl)-1',4,6,7-tetramethylspiro[benzofuran-2(3H),4'-piperidine]-5-amine
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3R)-oxolan-3-yl]-1-propyl-1,2,4-triazole —— C17H21N3O2
    5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3R)-oxolan-3-yl]-1-propyl-1,2,4-triazole
    —— 5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3S)-oxolan-3-yl]-1-propyl-1,2,4-triazole —— C17H21N3O2
    5-(2,3-dihydro-1-benzofuran-5-yl)-3-[(3S)-oxolan-3-yl]-1-propyl-1,2,4-triazole
    —— N-[(4-fluorophenyl)methyl]-2,2,4,6,7-pentamethyl-3-(4-propan-2-ylphenyl)-3H-1-benzofuran-5-amine —— C29H34FNO
    N-[(4-fluorophenyl)methyl]-2,2,4,6,7-pentamethyl-3-(4-propan-2-ylphenyl)-3H-1-benzofuran-5-amine
    —— 4-(7-methoxy-2,2-dimethyl-3H-1-benzofuran-4-yl)-2-(oxan-4-yl)-4a,5,8,8a-tetrahydrophthalazin-1-one —— C24H30N2O4
    4-(7-methoxy-2,2-dimethyl-3H-1-benzofuran-4-yl)-2-(oxan-4-yl)-4a,5,8,8a-tetrahydrophthalazin-1-one
    —— (6R)-1-(6-aminopyrimidin-4-yl)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1,4-diazepan-6-ol —— C18H23N5O2
    (6R)-1-(6-aminopyrimidin-4-yl)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-1,4-diazepan-6-ol
    —— [(6S)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(1H-pyrrol-2-yl)methanone —— C19H23N3O3
    [(6S)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(1H-pyrrol-2-yl)methanone
    —— [(6R)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(1H-pyrrol-2-yl)methanone —— C19H23N3O3
    [(6R)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(1H-pyrrol-2-yl)methanone
    —— 5-[(E)-2-carboxyethenyl]-3-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C18H14O8
    5-[(E)-2-carboxyethenyl]-3-(3,4-dihydroxyphenyl)-7-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-3-methylbutanamide —— C17H24N2O2
    N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]-3-methylbutanamide
    —— 5-[(1R,3R)-3-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylcyclopropyl]-4-methyl-1H-imidazole 335061-33-1 C17H20N2O
    5-[(1R,3R)-3-(2,3-dihydro-1-benzofuran-4-yl)-2,2-dimethylcyclopropyl]-4-methyl-1H-imidazole
    —— (cis)-N-[[2-(2,3-Dihydrobenzofuran-4-yl)cycloprop-1-yl]methyl]butyramide —— C16H21NO2
    (cis)-N-[[2-(2,3-Dihydrobenzofuran-4-yl)cycloprop-1-yl]methyl]butyramide
    —— [(6R)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(furan-2-yl)methanone —— C19H22N2O4
    [(6R)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(furan-2-yl)methanone
    —— (3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(methylsulfonylmethyl)piperidine —— C18H27NO3S
    (3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(methylsulfonylmethyl)piperidine
    —— (3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(methylsulfonylmethyl)piperidine —— C18H27NO3S
    (3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(methylsulfonylmethyl)piperidine
    —— (1S,2S,7R,9S)-12-(bromomethyl)-5-methyl-4,6,10-trioxatetracyclo[7.7.0.02,7.011,16]hexadeca-11,13,15-triene —— C15H17BrO3
    (1S,2S,7R,9S)-12-(bromomethyl)-5-methyl-4,6,10-trioxatetracyclo[7.7.0.02,7.011,16]hexadeca-11,13,15-triene
    —— [(6S)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(furan-2-yl)methanone —— C19H22N2O4
    [(6S)-4-(2,3-dihydro-1-benzofuran-5-ylmethyl)-6-hydroxy-1,4-diazepan-1-yl]-(furan-2-yl)methanone
    —— 5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-3-(oxan-4-yl)-1H-1,2,4-triazole —— C15H17N3O2
    5-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-3-(oxan-4-yl)-1H-1,2,4-triazole
    —— N-(3,5-dichloropyridin-4-yl)-7-methoxy-2,3-dihydro-1-benzofuran-4-carboxamide;[(2R,4S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 2-hydroxy-2,2-dithiophen-2-ylacetate;bromide —— C34H34BrCl2N3O7S2
    N-(3,5-dichloropyridin-4-yl)-7-methoxy-2,3-dihydro-1-benzofuran-4-carboxamide;[(2R,4S)-9,9-dimethyl-3-oxa-9-azoniatricyclo[3.3.1.02,4]nonan-7-yl] 2-hydroxy-2,2-dithiophen-2-ylacetate;bromide
    —— (Z)-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C14H17NO3
    (Z)-N-[[(2R)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— methyl (2R)-2-[[[(Z)-but-2-enoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate —— C15H17NO4
    methyl (2R)-2-[[[(Z)-but-2-enoyl]amino]methyl]-2,3-dihydro-1-benzofuran-5-carboxylate
    —— (Z)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C14H17NO3
    (Z)-N-[[(2S)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— (Z)-N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C17H23NO2
    (Z)-N-[[(2R)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— (2S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-pyrazin-2-ylpropan-2-amine —— C19H25N3O
    (2S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-pyrazin-2-ylpropan-2-amine
    —— (Z)-N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide —— C17H23NO2
    (Z)-N-[[(2S)-5-tert-butyl-2,3-dihydro-1-benzofuran-2-yl]methyl]but-2-enamide
    —— (2R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-pyrazin-2-ylpropan-2-amine —— C19H25N3O
    (2R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-pyrazin-2-ylpropan-2-amine
    —— 5-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole —— C19H24N2O2
    5-[(2S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole
    —— 5-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole —— C19H24N2O2
    5-[(2R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-2-yl]-3-methyl-1,2-oxazole
    —— N-[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl]-3-methylsulfanyl-4-oxo-3,5,6,7-tetrahydro-1H-2-benzothiophene-1-carboxamide —— C21H25N3O3S2
    N-[2-(5-carbamimidoyl-2,3-dihydro-1-benzofuran-3-yl)ethyl]-3-methylsulfanyl-4-oxo-3,5,6,7-tetrahydro-1H-2-benzothiophene-1-carboxamide
    —— ethyl 3-[[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxycarbonyl-methylamino]sulfanyl-ethylamino]propanoate —— C19H28N2O5S
    ethyl 3-[[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxycarbonyl-methylamino]sulfanyl-ethylamino]propanoate
    —— 2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-5-methoxypyrimidine —— C22H25N5O2
    2-[1-[[2-(2,3-dihydro-1-benzofuran-5-yl)-1H-imidazol-5-yl]methyl]piperidin-4-yl]-5-methoxypyrimidine
    —— 2-{N-[4-(2-thienylcarbonylamino)butyl]}aminomethyl-2,3-dihydrobenzo[b]furan 790186-00-4 C18H22N2O2S
    2-{N-[4-(2-thienylcarbonylamino)butyl]}aminomethyl-2,3-dihydrobenzo[b]furan
    —— N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]cyclopropanecarboxamide —— C16H20N2O2
    N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]cyclopropanecarboxamide
    —— N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]acetamide —— C14H18N2O2
    N-[1-(2,3-dihydro-1-benzofuran-4-yl)pyrrolidin-3-yl]acetamide
    —— Sodium;4-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxybutanoate —— C12H13NaO4
    Sodium;4-(2,3-dihydro-1-benzofuran-5-yl)-4-hydroxybutanoate
    —— 4-(2,3-Dihydro-1-benzofuran-5-yl)-4-hydroxybutanoic acid —— C12H14O4
    4-(2,3-Dihydro-1-benzofuran-5-yl)-4-hydroxybutanoic acid
    —— 4-(7-methoxy-2,2-dimethyl-3H-1-benzofuran-4-yl)-2-[4-(4-methyl-6-oxo-4,5-dihydro-1H-pyridazin-3-yl)phenyl]-4a,5,8,8a-tetrahydrophthalazin-1-one —— C30H32N4O4
    4-(7-methoxy-2,2-dimethyl-3H-1-benzofuran-4-yl)-2-[4-(4-methyl-6-oxo-4,5-dihydro-1H-pyridazin-3-yl)phenyl]-4a,5,8,8a-tetrahydrophthalazin-1-one
    —— (2R)-7-chloro-2-methyl-N-[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2R)-7-chloro-2-methyl-N-[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(1S)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2S)-7-chloro-2-methyl-N-[(1S)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[[(2R)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2R)-7-chloro-N-[[(2R)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(R)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2R)-7-chloro-2-methyl-N-[(R)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]pyrrolidin-2-one —— C18H23ClN2O4S
    1-[1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]pyrrolidin-2-one