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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(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C23H30N2O5
    3-[cyclopentyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2R,3R)-N-[(S)-(2-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C23H25N3O3
    (2R,3R)-N-[(S)-(2-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3R)-N-[(2R)-2-(4-ethoxy-3-methoxyphenyl)-2-morpholin-4-ylethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C26H34N2O5
    (2R,3R)-N-[(2R)-2-(4-ethoxy-3-methoxyphenyl)-2-morpholin-4-ylethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3S)-N-[(S)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H22FN3O2
    (2S,3S)-N-[(S)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-2,3-dimethyl-N-[2-(N-methylanilino)ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C20H24N2O2
    (2R,3S)-2,3-dimethyl-N-[2-(N-methylanilino)ethyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-N-[(S)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H22FN3O2
    (2R,3S)-N-[(S)-(2-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H21N3O2
    (2R,3S)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3R)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H21N3O2
    (2R,3R)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3S)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H21N3O2
    (2S,3S)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3R)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H21N3O2
    (2S,3R)-2,3-dimethyl-N-(1,3,5-trimethylpyrazol-4-yl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3R)-2,3-dimethyl-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H21NO2
    (2S,3R)-2,3-dimethyl-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-2,3-dimethyl-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H21NO2
    (2R,3S)-2,3-dimethyl-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3S)-2,3-dimethyl-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C19H21NO2
    (2S,3S)-2,3-dimethyl-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-2,3-dimethyl-N-[(2S)-2-morpholin-4-yl-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C21H26N2O3S
    (2R,3S)-2,3-dimethyl-N-[(2S)-2-morpholin-4-yl-2-thiophen-2-ylethyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3R)-2,3-dimethyl-N-(3-phenylprop-2-ynyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C20H19NO2
    (2R,3R)-2,3-dimethyl-N-(3-phenylprop-2-ynyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S,3R)-2,3-dimethyl-N-(3-phenylprop-2-ynyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C20H19NO2
    (2S,3R)-2,3-dimethyl-N-(3-phenylprop-2-ynyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— [(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(2-propan-2-yliminopyridin-1-yl)methanone —— C19H22N2O2
    [(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(2-propan-2-yliminopyridin-1-yl)methanone
    —— [(2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(2-propan-2-yliminopyridin-1-yl)methanone —— C19H22N2O2
    [(2R,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(2-propan-2-yliminopyridin-1-yl)methanone
    —— [(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(2-propan-2-yliminopyridin-1-yl)methanone —— C19H22N2O2
    [(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(2-propan-2-yliminopyridin-1-yl)methanone
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(2-oxopyridin-1-yl)acetamide —— C19H22N2O4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-(2-oxopyridin-1-yl)acetamide
    —— 3-[cyclopentyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C24H30N2O5
    3-[cyclopentyl(cyclopropanecarbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclohexylmethyl(oxolane-3-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H38N2O8
    3-[cyclohexylmethyl(oxolane-3-carbonyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H40N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[(4-methylphenyl)methyl-octanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-chlorophenyl)methyl-dodecanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C34H45ClN2O5
    3-[(4-chlorophenyl)methyl-dodecanoylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 8-formyl-3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O7
    8-formyl-3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[propanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C20H23F3N2O5
    4-hydroxy-N-(2-hydroxyethyl)-3-[propanoyl(2,2,2-trifluoroethyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hexyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H38N2O7
    3-[hexyl(propanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S)-5-chloro-N-[5-[1-(difluoromethyl)imidazol-2-yl]-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H13ClF2N4O2S
    (2S)-5-chloro-N-[5-[1-(difluoromethyl)imidazol-2-yl]-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[5-[1-(difluoromethyl)imidazol-2-yl]-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14F2N4O2S
    (2S)-N-[5-[1-(difluoromethyl)imidazol-2-yl]-4-methyl-1,3-thiazol-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O5
    3-[hexyl(pent-2-enoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (2S,3S)-N-[(S)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H22FN3O2
    (2S,3S)-N-[(S)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-N-[(S)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H22FN3O2
    (2R,3S)-N-[(S)-(3-fluorophenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3R)-N-[(S)-(4-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C23H25N3O3
    (2R,3R)-N-[(S)-(4-methoxyphenyl)-(1-methylimidazol-2-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 1,7-dicyclopropyl-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]pyrimido[4,5-d]pyrimidine-2,4-dione —— C24H26N4O4S
    1,7-dicyclopropyl-5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]pyrimido[4,5-d]pyrimidine-2,4-dione
    —— (2S)-5-chloro-N-(dicyclopropylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H18ClNO2
    (2S)-5-chloro-N-(dicyclopropylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-(dicyclopropylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H18ClNO2
    (2R)-5-chloro-N-(dicyclopropylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S,3S)-N-[2-(5-bromothiophen-2-yl)ethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H18BrNO2S
    (2S,3S)-N-[2-(5-bromothiophen-2-yl)ethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3R)-N-[2-(5-bromothiophen-2-yl)ethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C17H18BrNO2S
    (2R,3R)-N-[2-(5-bromothiophen-2-yl)ethyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— 1-[4-cyclopropyl-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1,2,4-triazol-3-yl]piperidine —— C22H30N4O2S
    1-[4-cyclopropyl-5-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1,2,4-triazol-3-yl]piperidine
    —— 5-(cyclopropanecarbonylamino)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylthiophene-2-carboxamide —— C22H26N2O4S
    5-(cyclopropanecarbonylamino)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylthiophene-2-carboxamide
    —— 5-(cyclopropanecarbonylamino)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylthiophene-2-carboxamide —— C22H26N2O4S
    5-(cyclopropanecarbonylamino)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-methylthiophene-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R)-1-(2-methoxyphenyl)ethyl]acetamide —— C21H25NO4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(1R)-1-(2-methoxyphenyl)ethyl]acetamide
    —— 3-(3,5-dimethylpyrazol-1-yl)-6-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]pyridazine —— C21H24N4O2S
    3-(3,5-dimethylpyrazol-1-yl)-6-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]pyridazine
    —— 3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-5-methyl-1H-1,2,4-triazole —— C15H19N3O2S
    3-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-5-methyl-1H-1,2,4-triazole
    —— 5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1-(furan-2-ylmethyl)tetrazole —— C18H20N4O3S
    5-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylsulfanyl]-1-(furan-2-ylmethyl)tetrazole
    —— (2R)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C21H23NO3S
    (2R)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
    —— (2S,3S)-N-[(6-methoxypyridin-3-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H20N2O3
    (2S,3S)-N-[(6-methoxypyridin-3-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2S)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide —— C21H23NO3S
    (2S)-N-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-6-methyl-2,3-dihydro-1-benzothiophene-2-carboxamide
    —— (2R,3R)-N-[(6-methoxypyridin-3-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H20N2O3
    (2R,3R)-N-[(6-methoxypyridin-3-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide
    —— (2R,3S)-N-[(6-methoxypyridin-3-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide —— C18H20N2O3
    (2R,3S)-N-[(6-methoxypyridin-3-yl)methyl]-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-carboxamide