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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)-5-chloro-N'-(thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C14H11ClN2O3S
    (2R)-5-chloro-N'-(thiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (3R)-6,7-dimethoxy-3-methyl-2,3-dihydro-1-benzofuran —— C11H14O3
    (3R)-6,7-dimethoxy-3-methyl-2,3-dihydro-1-benzofuran
    —— 1-(2,3-Dihydro-1-benzofuran-3-carbonylamino)-3-phenylthiourea —— C16H15N3O2S
    1-(2,3-Dihydro-1-benzofuran-3-carbonylamino)-3-phenylthiourea
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4-oxo-4-thiophen-2-ylbutanamide —— C19H21NO4S
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-4-oxo-4-thiophen-2-ylbutanamide
    —— N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-phenyl-1,3-thiazole-4-carboxamide —— C21H20N2O3S
    N-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-phenyl-1,3-thiazole-4-carboxamide
    —— N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-phenyl-1,3-thiazole-4-carboxamide —— C21H20N2O3S
    N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-phenyl-1,3-thiazole-4-carboxamide
    —— (5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methanamine —— C11H15NO2
    (5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methanamine
    —— N'-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-4-methyl-2-phenyl-1,3-thiazole-5-carbohydrazide —— C20H16ClN3O3S
    N'-[(2R)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-4-methyl-2-phenyl-1,3-thiazole-5-carbohydrazide
    —— (2S)-5-chloro-N'-[2-(4-chloro-3-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H16Cl2N2O4
    (2S)-5-chloro-N'-[2-(4-chloro-3-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-5-chloro-N'-[2-(4-chloro-3-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H16Cl2N2O4
    (2R)-5-chloro-N'-[2-(4-chloro-3-methylphenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— N'-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-4-methyl-2-phenyl-1,3-thiazole-5-carbohydrazide —— C20H16ClN3O3S
    N'-[(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-carbonyl]-4-methyl-2-phenyl-1,3-thiazole-5-carbohydrazide
    —— 1-(2,3-Dihydro-1-benzofuran-2-ylmethyl)piperidin-1-ium —— C14H20NO+
    1-(2,3-Dihydro-1-benzofuran-2-ylmethyl)piperidin-1-ium
    —— (2R)-5-chloro-N-[2-[4-(difluoromethoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16ClF2NO3
    (2R)-5-chloro-N-[2-[4-(difluoromethoxy)phenyl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N'-[2-(4-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H14ClFN2O4
    (2R)-5-chloro-N'-[2-(4-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2S)-5-chloro-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H17ClN2O3S
    (2S)-5-chloro-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-5-chloro-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H17ClN2O3S
    (2R)-5-chloro-N'-(5-ethyl-4-methylthiophene-2-carbonyl)-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-(2-phenoxyethyl)piperazin-1-yl]methanone —— C21H23ClN2O3
    [(2S)-5-chloro-2,3-dihydro-1-benzofuran-2-yl]-[4-(2-phenoxyethyl)piperazin-1-yl]methanone
    —— (2S)-5-chloro-N'-[2-(4-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C17H14ClFN2O4
    (2S)-5-chloro-N'-[2-(4-fluorophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-5-chloro-N'-[2-(2-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide —— C18H14ClN3O4
    (2R)-5-chloro-N'-[2-(2-cyanophenoxy)acetyl]-2,3-dihydro-1-benzofuran-2-carbohydrazide
    —— (2R)-5-chloro-N-[2-(4-methylphenyl)sulfanylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO2S
    (2R)-5-chloro-N-[2-(4-methylphenyl)sulfanylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[2-(4-methylphenyl)sulfanylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO2S
    (2S)-5-chloro-N-[2-(4-methylphenyl)sulfanylethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[4-(2-methoxy-5-methylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H17ClN2O3S
    (2R)-5-chloro-N-[4-(2-methoxy-5-methylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[4-(2-methoxy-5-methylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H17ClN2O3S
    (2S)-5-chloro-N-[4-(2-methoxy-5-methylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H17Cl2N3O3
    (2R)-5-chloro-N-[[5-(4-chlorophenyl)-1,3,4-oxadiazol-2-yl]methyl]-N-cyclopropyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[4-(2,5-dimethylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H18N2O2S
    (2S)-N-[4-(2,5-dimethylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[4-(2,5-dimethylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H18N2O2S
    (2R)-N-[4-(2,5-dimethylphenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H11N3O2S
    (2S)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C12H11N3O2S
    (2R)-N-(5-methyl-1,3,4-thiadiazol-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H12ClFN2O2S
    (2R)-5-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H12ClFN2O2S
    (2S)-5-chloro-N-[4-(4-fluorophenyl)-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-methylbenzyl)acetamide —— C20H23NO3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(4-methylbenzyl)acetamide
    —— 4-benzyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one —— C21H23N3O3S
    4-benzyl-3-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1H-1,2,4-triazol-5-one
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl methanesulfonate —— C10H12O4S
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl methanesulfonate
    —— (2S)-N-benzyl-5-chloro-N-pyridin-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H17ClN2O2
    (2S)-N-benzyl-5-chloro-N-pyridin-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-benzyl-5-chloro-N-pyridin-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H17ClN2O2
    (2R)-N-benzyl-5-chloro-N-pyridin-2-yl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [3-(4-nitrophenyl)-2H-1-benzofuran-3-yl] acetate —— C16H13NO5
    [3-(4-nitrophenyl)-2H-1-benzofuran-3-yl] acetate
    —— (2R)-2-[(2S)-1,2-dihydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C12H14O4
    (2R)-2-[(2S)-1,2-dihydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— methyl (2S)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylate —— C11H12O3
    methyl (2S)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylate
    —— (2S)-2-[(2S)-1,2-dihydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C12H14O4
    (2S)-2-[(2S)-1,2-dihydroxypropan-2-yl]-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— methyl (2R)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylate —— C11H12O3
    methyl (2R)-2-methyl-2,3-dihydro-1-benzofuran-7-carboxylate
    —— 3-(4-nitrobenzyl)-3-phenyl-1-benzofuran-2(3H)-one —— C21H15NO4
    3-(4-nitrobenzyl)-3-phenyl-1-benzofuran-2(3H)-one
    —— ethyl (2E)-2-[(3S)-3-hydroxy-3-methyl-1-benzofuran-2-ylidene]acetate —— C13H14O4
    ethyl (2E)-2-[(3S)-3-hydroxy-3-methyl-1-benzofuran-2-ylidene]acetate
    —— 1-[5-bromo-3-hydroxy-2-(1,2,4-triazol-1-yl)-3H-1-benzofuran-2-yl]-2,2-dimethylpropan-1-one —— C15H16BrN3O3
    1-[5-bromo-3-hydroxy-2-(1,2,4-triazol-1-yl)-3H-1-benzofuran-2-yl]-2,2-dimethylpropan-1-one
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(furan-2-yl)-5-pyridin-4-ylpyrimidin-2-amine —— C22H18N4O2
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(furan-2-yl)-5-pyridin-4-ylpyrimidin-2-amine
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(furan-2-yl)-5-pyridin-4-ylpyrimidin-2-amine —— C22H18N4O2
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4-(furan-2-yl)-5-pyridin-4-ylpyrimidin-2-amine
    —— 5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbonitrile —— C11H11NO2
    5-Methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbonitrile
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2-fluorophenyl)methyl]acetamide —— C19H20FNO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2-fluorophenyl)methyl]acetamide
    —— 1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-(2,4-dimethoxypyrimidin-5-yl)piperidin-4-ol —— C20H25N3O4
    1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-4-(2,4-dimethoxypyrimidin-5-yl)piperidin-4-ol
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyrazin-2-yl-4-thiophen-2-ylpyrimidin-2-amine —— C21H17N5OS
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyrazin-2-yl-4-thiophen-2-ylpyrimidin-2-amine
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyrazin-2-yl-4-thiophen-2-ylpyrimidin-2-amine —— C21H17N5OS
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-5-pyrazin-2-yl-4-thiophen-2-ylpyrimidin-2-amine