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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
    —— (2S)-4-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-2-(1-methylpyrazol-4-yl)morpholine —— C19H25N3O2
    (2S)-4-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-2-(1-methylpyrazol-4-yl)morpholine
    —— N-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]methanesulfonamide —— C16H24N2O3S
    N-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]methanesulfonamide
    —— N-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]methanesulfonamide —— C16H24N2O3S
    N-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]methanesulfonamide
    —— (S)-[1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-(1-methylimidazol-2-yl)methanol —— C21H29N3O2
    (S)-[1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-(1-methylimidazol-2-yl)methanol
    —— (R)-[1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-(1-methylimidazol-2-yl)methanol —— C21H29N3O2
    (R)-[1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-(1-methylimidazol-2-yl)methanol
    —— (R)-[1-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperidin-4-yl]-(1-methylimidazol-2-yl)methanol —— C19H25N3O2
    (R)-[1-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperidin-4-yl]-(1-methylimidazol-2-yl)methanol
    —— (S)-[1-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperidin-4-yl]-(1-methylimidazol-2-yl)methanol —— C19H25N3O2
    (S)-[1-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperidin-4-yl]-(1-methylimidazol-2-yl)methanol
    —— 1-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-4-ethylpiperazine —— C21H33N3O
    1-[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-4-ethylpiperazine
    —— 1-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-4-ethylpiperazine —— C21H33N3O
    1-[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]pyrrolidin-3-yl]-4-ethylpiperazine
    —— N-[(1S)-1-(5-chlorothiophen-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H14ClNO2S
    N-[(1S)-1-(5-chlorothiophen-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1R)-1-(5-chlorothiophen-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C15H14ClNO2S
    N-[(1R)-1-(5-chlorothiophen-2-yl)ethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(1,3-thiazol-2-yl)morpholine —— C18H22N2O2S
    (2S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(1,3-thiazol-2-yl)morpholine
    —— (2R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(1,3-thiazol-2-yl)morpholine —— C18H22N2O2S
    (2R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-2-(1,3-thiazol-2-yl)morpholine
    —— (2R)-5-methoxy-2-methyl-6,7-dinitro-2,3-dihydro-1-benzofuran —— C10H10N2O6
    (2R)-5-methoxy-2-methyl-6,7-dinitro-2,3-dihydro-1-benzofuran
    —— 1-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-4-(triazol-1-ylmethyl)piperidine —— C19H26N4O2
    1-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-4-(triazol-1-ylmethyl)piperidine
    —— 1-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-4-(triazol-1-ylmethyl)piperidine —— C19H26N4O2
    1-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-7-yl]methyl]-4-(triazol-1-ylmethyl)piperidine
    —— [(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(2-methoxyethyl)piperidin-3-yl]methanol —— C20H31NO3
    [(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(2-methoxyethyl)piperidin-3-yl]methanol
    —— [(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(2-methoxyethyl)piperidin-3-yl]methanol —— C20H31NO3
    [(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-3-(2-methoxyethyl)piperidin-3-yl]methanol
    —— 5-[[[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide —— C19H25N3O2
    5-[[[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide
    —— 5-[[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine —— C17H22N4O2
    5-[[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine
    —— 5-[[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide —— C17H20N2O2S
    5-[[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide
    —— 5-[[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide —— C17H20N2O2S
    5-[[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide
    —— 5-[[[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine —— C17H22N4O2
    5-[[[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine
    —— 5-[[[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide —— C17H20N2O2S
    5-[[[(1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide
    —— 5-[[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide —— C19H25N3O2
    5-[[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide
    —— 5-[[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide —— C19H25N3O2
    5-[[[(1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide
    —— 5-[[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine —— C17H22N4O2
    5-[[[(1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine
    —— (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine —— C18H20N4O
    (1S)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine
    —— (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine —— C18H20N4O
    (1R)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine
    —— 5-[[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine —— C17H22N4O2
    5-[[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-6-methoxypyrimidin-4-amine
    —— (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine —— C18H20N4O
    (1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine
    —— 5-[[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide —— C17H20N2O2S
    5-[[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]thiophene-3-carboxamide
    —— (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine —— C18H20N4O
    (1R)-1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-(imidazo[1,2-a]pyrazin-3-ylmethyl)-N-methylethanamine
    —— 5-[[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide —— C19H25N3O2
    5-[[[(1S)-1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]ethyl]-methylamino]methyl]-N,N-dimethyl-1H-pyrrole-2-carboxamide
    —— [(2S,5R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol —— C17H25NO3
    [(2S,5R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol
    —— [(2R,5R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol —— C17H25NO3
    [(2R,5R)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol
    —— [(2R,5S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol —— C17H25NO3
    [(2R,5S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-methyl-[1,2]oxazolo[5,4-d]pyrimidin-4-amine —— C14H12N4O2
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-methyl-[1,2]oxazolo[5,4-d]pyrimidin-4-amine
    —— [(2S,5S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol —— C17H25NO3
    [(2S,5S)-4-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]-5-methylmorpholin-2-yl]methanol
    —— (6S)-4-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-methyl-1,4,10-triazaspiro[5.6]dodecan-9-one —— C21H31N3O2
    (6S)-4-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1-methyl-1,4,10-triazaspiro[5.6]dodecan-9-one
    —— methyl (4R,7R)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate —— C24H23NO5
    methyl (4R,7R)-4-(2,3-dihydro-1-benzofuran-5-yl)-7-(furan-2-yl)-2-methyl-5-oxo-4,6,7,8-tetrahydro-3H-quinoline-3-carboxylate
    —— (8aR)-7-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1,2,5,6,8,8a-hexahydroimidazo[1,5-a]pyrazin-3-one —— C17H23N3O2
    (8aR)-7-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-1,2,5,6,8,8a-hexahydroimidazo[1,5-a]pyrazin-3-one
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[4-(3-methylpyridin-4-yl)-1,4-diazepan-1-yl]methanone —— C21H25N3O2
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]-[4-(3-methylpyridin-4-yl)-1,4-diazepan-1-yl]methanone
    —— N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-methyl-[1,3]oxazolo[5,4-d]pyrimidin-7-amine —— C14H12N4O2
    N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-2-methyl-[1,3]oxazolo[5,4-d]pyrimidin-7-amine
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-methyl-[1,3]oxazolo[5,4-d]pyrimidin-7-amine —— C14H12N4O2
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-2-methyl-[1,3]oxazolo[5,4-d]pyrimidin-7-amine
    —— N-[[5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]methyl]methanesulfonamide —— C19H26N4O3S
    N-[[5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]methyl]methanesulfonamide
    —— N-[[5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]methyl]methanesulfonamide —— C19H26N4O3S
    N-[[5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-4,6,7,8-tetrahydropyrazolo[1,5-a][1,4]diazepin-2-yl]methyl]methanesulfonamide
    —— (3S)-5-chloro-4-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H10ClNO
    (3S)-5-chloro-4-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-4-Chloro-2,3-dihydrobenzo[b]furan-3-ylamine —— C8H8ClNO
    (3R)-4-Chloro-2,3-dihydrobenzo[b]furan-3-ylamine
    —— (3S)-4-Chloro-2,3-dihydrobenzo[b]furan-3-ylamine —— C8H8ClNO
    (3S)-4-Chloro-2,3-dihydrobenzo[b]furan-3-ylamine