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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
    —— N-[(3S,4R)-1-ethyl-4-methylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H22N2O3S
    N-[(3S,4R)-1-ethyl-4-methylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— N-[(3S,4S)-1-ethyl-4-methylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H22N2O3S
    N-[(3S,4S)-1-ethyl-4-methylpyrrolidin-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-N-[(5-chloro-2-methoxyphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H18ClNO3
    (2R)-N-[(5-chloro-2-methoxyphenyl)methyl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(5-propyl-1H-1,2,4-triazol-3-yl)morpholin-4-yl]methanone
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3R)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2S)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone —— C18H22N4O3
    [(3S)-2,3-dihydro-1-benzofuran-3-yl]-[(2R)-2-(3-propan-2-yl-1H-1,2,4-triazol-5-yl)morpholin-4-yl]methanone
    —— 3-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one —— C16H19N5O3
    3-[(2Z)-2-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one
    —— 3-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one —— C16H19N5O3
    3-[(2Z)-2-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylidene]hydrazinyl]-6-methyl-4H-1,2,4-triazin-5-one
    —— N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]thiophene-2-carboxamide —— C17H18N2O3S
    N-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]thiophene-2-carboxamide
    —— 1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(2R)-1-methoxypropan-2-yl]thiourea —— C17H25N3O3S
    1-[(Z)-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methylideneamino]-3-[(2R)-1-methoxypropan-2-yl]thiourea
    —— 3-[(E)-2-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethenyl]-5-methyl-4-nitro-1,2-oxazole —— C17H18N2O5
    3-[(E)-2-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]ethenyl]-5-methyl-4-nitro-1,2-oxazole
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone —— C21H25NO3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone —— C21H25NO3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone —— C21H25NO3
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone —— C21H25NO3
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(5-ethylfuran-2-yl)azepan-1-yl]methanone
    —— (2R)-7-chloro-N-[(2S)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H23ClN2O3S
    (2R)-7-chloro-N-[(2S)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(3R)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H23ClN2O3S
    (2R)-7-chloro-N-[(3R)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[(3S)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H23ClN2O3S
    (2S)-7-chloro-N-[(3S)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N,2-dimethyl-N-[(1-methylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O3S
    (2R)-7-chloro-N,2-dimethyl-N-[(1-methylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-ethyl-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20ClN3O3S
    (2R)-7-chloro-N-ethyl-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(2R)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H23ClN2O3S
    (2R)-7-chloro-N-[(2R)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N,2-dimethyl-N-[(1-methylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H25ClN2O3S
    (2S)-7-chloro-N,2-dimethyl-N-[(1-methylpiperidin-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-chloro-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]prop-2-en-1-amine —— C14H18ClNO2
    2-chloro-N-[[(2S)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]prop-2-en-1-amine
    —— (2R)-7-chloro-N-(2-cyanoethyl)-N-ethyl-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H17ClN2O3S
    (2R)-7-chloro-N-(2-cyanoethyl)-N-ethyl-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-(2-cyanoethyl)-N-(2-methoxyethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H19ClN2O4S
    (2R)-7-chloro-N-(2-cyanoethyl)-N-(2-methoxyethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-2-methyl-N-[(3-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H17ClN2O3S
    (2R)-7-chloro-2-methyl-N-[(3-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-(2-cyanoethyl)-N-(2-methoxyethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C15H19ClN2O4S
    (2S)-7-chloro-N-(2-cyanoethyl)-N-(2-methoxyethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-ethyl-N-(furan-3-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H18ClNO4S
    (2R)-7-chloro-N-ethyl-N-(furan-3-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-2-methyl-N-[(3-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H17ClN2O3S
    (2S)-7-chloro-2-methyl-N-[(3-methylpyridin-2-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[(2S)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H23ClN2O3S
    (2S)-7-chloro-N-[(2S)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N,2-dimethyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H19ClN2O3S
    (2S)-7-chloro-N,2-dimethyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-(2-cyanoethyl)-N-ethyl-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C14H17ClN2O3S
    (2S)-7-chloro-N-(2-cyanoethyl)-N-ethyl-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-chloro-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]prop-2-en-1-amine —— C14H18ClNO2
    2-chloro-N-[[(2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]prop-2-en-1-amine
    —— (2S)-7-chloro-N-[(3R)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H23ClN2O3S
    (2S)-7-chloro-N-[(3R)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-[(2R)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H23ClN2O3S
    (2S)-7-chloro-N-[(2R)-2-[cyclopropyl(methyl)amino]propyl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-ethyl-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H20ClN3O3S
    (2S)-7-chloro-N-ethyl-2-methyl-N-[(1-methylpyrazol-4-yl)methyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-ethyl-N-(furan-3-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H18ClNO4S
    (2S)-7-chloro-N-ethyl-N-(furan-3-ylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-7-chloro-N-(2-cyanoethyl)-N-(cyclopropylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H19ClN2O3S
    (2S)-7-chloro-N-(2-cyanoethyl)-N-(cyclopropylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N,2-dimethyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H19ClN2O3S
    (2R)-7-chloro-N,2-dimethyl-N-(2-pyridin-2-ylethyl)-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-(2-cyanoethyl)-N-(cyclopropylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H19ClN2O3S
    (2R)-7-chloro-N-(2-cyanoethyl)-N-(cyclopropylmethyl)-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-7-chloro-N-[(3S)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide —— C17H23ClN2O3S
    (2R)-7-chloro-N-[(3S)-1-(cyclopropylmethyl)pyrrolidin-3-yl]-2-methyl-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2S)-N-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14N4O3
    (2S)-N-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C17H14N4O3
    (2R)-N-[(3-pyridin-3-yl-1,2,4-oxadiazol-5-yl)methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H27ClN2O3
    (2R)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H27ClN2O3
    (2S)-5-chloro-N-[[4-(dimethylamino)phenyl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide