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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)-7-chloro-N-[[(2S)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2S)-7-chloro-N-[[(2S)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(3R)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2R)-7-chloro-N-[(3R)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[(3R)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2S)-7-chloro-N-[(3R)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[2-(dimethylamino)ethyl]-2-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H24ClN3O3S
    (2S)-7-chloro-N-[2-(dimethylamino)ethyl]-2-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(1-propylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H27ClN2O3S
    (2R)-7-chloro-2-methyl-N-[(1-propylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[2-(dimethylamino)ethyl]-2-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H24ClN3O3S
    (2R)-7-chloro-N-[2-(dimethylamino)ethyl]-2-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(S)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2R)-7-chloro-2-methyl-N-[(S)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[[(2R)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2S)-7-chloro-N-[[(2R)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(3S)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2R)-7-chloro-N-[(3S)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(R)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2S)-7-chloro-2-methyl-N-[(R)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-(2-methoxyethyl)-2-methyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H21ClN2O4S
    (2S)-7-chloro-N-(2-methoxyethyl)-2-methyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[2-(2-methoxyphenyl)ethyl]-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H22ClNO4S
    (2S)-7-chloro-N-[2-(2-methoxyphenyl)ethyl]-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[[(2S)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2R)-7-chloro-N-[[(2S)-1-(2-methoxyethyl)pyrrolidin-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-4-methyl-1,3-thiazole —— C18H21ClN2O3S2
    2-[1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-4-methyl-1,3-thiazole
    —— (2S)-7-chloro-2-methyl-N-[(1S)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2S)-7-chloro-2-methyl-N-[(1S)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(S)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2S)-7-chloro-2-methyl-N-[(S)-(5-methyl-1H-1,2,4-triazol-3-yl)-phenylmethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]pyrrolidin-2-one —— C18H23ClN2O4S
    1-[1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]pyrrolidin-2-one
    —— (2R)-7-chloro-2-methyl-N-[(1S)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2R)-7-chloro-2-methyl-N-[(1S)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2R)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-(3-methoxypropyl)-2-methyl-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H23ClN2O4S
    (2R)-7-chloro-N-(3-methoxypropyl)-2-methyl-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-(2-cyanoethyl)-2-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H18ClN3O3S
    (2R)-7-chloro-N-(2-cyanoethyl)-2-methyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[2-(2-methoxyphenyl)ethyl]-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H22ClNO4S
    (2R)-7-chloro-N-[2-(2-methoxyphenyl)ethyl]-N,2-dimethyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[(3S)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O4S
    (2S)-7-chloro-N-[(3S)-1-(2-methoxyethyl)piperidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(1-propylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H27ClN2O3S
    (2S)-7-chloro-2-methyl-N-[(1-propylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2S)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N,N-bis[3-(dimethylamino)propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H32ClN3O3S
    (2R)-7-chloro-N,N-bis[3-(dimethylamino)propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(1S)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2R)-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-2-methyl-N-[(1S)-2-methyl-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2R)-7-chloro-2-methyl-N-[(1S)-2-methyl-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N,N-bis[3-(dimethylamino)propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H32ClN3O3S
    (2S)-7-chloro-N,N-bis[3-(dimethylamino)propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-4-methyl-1,3-thiazole —— C18H21ClN2O3S2
    2-[1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-4-methyl-1,3-thiazole
    —— (2R)-7-chloro-N-(2-methoxyethyl)-2-methyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H21ClN2O4S
    (2R)-7-chloro-N-(2-methoxyethyl)-2-methyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-N-methylacetamide —— C17H23ClN2O4S
    N-[1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-N-methylacetamide
    —— (2S)-7-chloro-2-methyl-N-[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C19H19ClN4O3S
    (2S)-7-chloro-2-methyl-N-[(1R)-1-phenyl-2-(1,2,4-triazol-1-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2R)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H21ClN4O4S
    (2S)-7-chloro-2-methyl-N-[(1R)-2-methyl-1-(3-pyridin-4-yl-1,2,4-oxadiazol-5-yl)propyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-4-(1,2,4-triazol-1-yl)piperidine —— C16H19ClN4O3S
    1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-4-(1,2,4-triazol-1-yl)piperidine
    —— N-[1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-N-methylacetamide —— C17H23ClN2O4S
    N-[1-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperidin-4-yl]-N-methylacetamide
    —— 1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-4-(1,2,4-triazol-1-yl)piperidine —— C16H19ClN4O3S
    1-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]-4-(1,2,4-triazol-1-yl)piperidine
    —— 3-[[4-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperazin-1-yl]methyl]-5-methyl-1,2,4-oxadiazole —— C17H21ClN4O4S
    3-[[4-[[(2R)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperazin-1-yl]methyl]-5-methyl-1,2,4-oxadiazole
    —— (2S)-7-chloro-N-[(3-cyanophenyl)methyl]-2-methyl-N-prop-2-enyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C20H19ClN2O3S
    (2S)-7-chloro-N-[(3-cyanophenyl)methyl]-2-methyl-N-prop-2-enyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 3-[[4-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperazin-1-yl]methyl]-5-methyl-1,2,4-oxadiazole —— C17H21ClN4O4S
    3-[[4-[[(2S)-7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl]sulfonyl]piperazin-1-yl]methyl]-5-methyl-1,2,4-oxadiazole
    —— (2R)-7-chloro-2-methyl-N-[2-(2-pyrrolidin-1-yl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H22ClN3O3S2
    (2R)-7-chloro-2-methyl-N-[2-(2-pyrrolidin-1-yl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[2-(2-pyrrolidin-1-yl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C18H22ClN3O3S2
    (2S)-7-chloro-2-methyl-N-[2-(2-pyrrolidin-1-yl-1,3-thiazol-4-yl)ethyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 1-(2,3-dihydrobenzofuran-7-yl)-1-oxo-2-aza-4,4-diethyl-4-(phenyl)-butane —— C21H25NO2
    1-(2,3-dihydrobenzofuran-7-yl)-1-oxo-2-aza-4,4-diethyl-4-(phenyl)-butane
    —— (cis)-N-[[2-(2,3-Dihydrobenzofuran-4-yl)cycloprop-1-yl]methyl]cyclopropane carboxamide —— C16H19NO2
    (cis)-N-[[2-(2,3-Dihydrobenzofuran-4-yl)cycloprop-1-yl]methyl]cyclopropane carboxamide
    —— 6-[3-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl]-6,7-dihydro-5H-[1,3]dioxolo[4,5-f]isoindole —— C31H35NO3
    6-[3-(4-Isopropylphenyl)-2,2,4,6,7-pentamethyl-2,3-dihydro-1-benzofuran-5-yl]-6,7-dihydro-5H-[1,3]dioxolo[4,5-f]isoindole
    —— 2-(5-Bromo-2,3-dihydro-1-benzofuran-7-yl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,3-oxazole —— C20H20BrNO5
    2-(5-Bromo-2,3-dihydro-1-benzofuran-7-yl)-5-(3,4,5-trimethoxyphenyl)-4,5-dihydro-1,3-oxazole
    —— N-benzyl-2,2,4,6,7-pentamethyl-3-(4-propan-2-ylphenyl)-3H-1-benzofuran-5-amine —— C29H35NO
    N-benzyl-2,2,4,6,7-pentamethyl-3-(4-propan-2-ylphenyl)-3H-1-benzofuran-5-amine
    —— (R)-[1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-pyridin-2-ylmethanol —— C22H28N2O2
    (R)-[1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-pyridin-2-ylmethanol
    —— 1-[(3S)-6-[(2,3-difluorophenyl)methoxy]-2,3-dihydro-1-benzofuran-3-yl]-3-hydroxyurea —— C16H14F2N2O4
    1-[(3S)-6-[(2,3-difluorophenyl)methoxy]-2,3-dihydro-1-benzofuran-3-yl]-3-hydroxyurea