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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
    —— 2-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-nitropyrimidine-2,4-diamine —— C12H11N5O3
    2-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-nitropyrimidine-2,4-diamine
    —— 6-chloro-4-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrimidine-2,4-diamine —— C12H11ClN4O
    6-chloro-4-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]pyrimidine-2,4-diamine
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-nitroimidazo[2,1-b][1,3]thiazol-6-amine —— C13H10N4O3S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-nitroimidazo[2,1-b][1,3]thiazol-6-amine
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-propan-2-ylpyrazol-3-yl)urea —— C15H18N4O2
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(2-propan-2-ylpyrazol-3-yl)urea
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(6-morpholin-4-ylpyridin-3-yl)urea —— C18H20N4O3
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(6-morpholin-4-ylpyridin-3-yl)urea
    —— 1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea —— C17H16N2O3
    1-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]urea
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]propane-1-sulfonamide —— C11H15NO3S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]propane-1-sulfonamide
    —— (3R)-3-[[cyclohexyl(methyl)sulfamoyl]amino]-2,3-dihydro-1-benzofuran —— C15H22N2O3S
    (3R)-3-[[cyclohexyl(methyl)sulfamoyl]amino]-2,3-dihydro-1-benzofuran
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-(pyrrolidine-1-carbonyl)-1H-pyrrole-3-sulfonamide —— C17H19N3O4S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-(pyrrolidine-1-carbonyl)-1H-pyrrole-3-sulfonamide
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-phenyl-1,2,4-thiadiazol-5-yl)urea —— C17H14N4O2S
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-(3-phenyl-1,2,4-thiadiazol-5-yl)urea
    —— N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]piperidine-1-sulfonamide —— C13H18N2O3S
    N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]piperidine-1-sulfonamide
    —— 2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxy-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone —— C21H21N3O3
    2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxy-1-(5-phenyl-3,4-dihydropyrazol-2-yl)ethanone
    —— N-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxyacetamide —— C21H22N2O5
    N-(3,4-dihydro-2H-1,5-benzodioxepin-7-yl)-2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxyacetamide
    —— N-cyclopentyl-2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxyacetamide —— C17H22N2O3
    N-cyclopentyl-2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxyacetamide
    —— 1-(azocan-1-yl)-2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxyethanone —— C19H26N2O3
    1-(azocan-1-yl)-2-[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxyethanone
    —— 5-[[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxymethyl]-N,N-dimethylfuran-2-sulfonamide —— C17H20N2O5S
    5-[[(E)-1-(2,3-dihydro-1-benzofuran-5-yl)ethylideneamino]oxymethyl]-N,N-dimethylfuran-2-sulfonamide
    —— (E)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2-oxazol-5-yl)methoxy]ethanimine —— C15H16N2O3
    (E)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(3-methyl-1,2-oxazol-5-yl)methoxy]ethanimine
    —— 1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-prop-2-enylthiourea —— C12H14N2OS
    1-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-3-prop-2-enylthiourea
    —— ethyl (E)-2-cyano-3-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]prop-2-enoate —— C14H14N2O3
    ethyl (E)-2-cyano-3-[[(3S)-2,3-dihydro-1-benzofuran-3-yl]amino]prop-2-enoate
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2S)-oxolan-2-yl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide —— C20H27NO4
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[[(2S)-oxolan-2-yl]methyl]-N-[[(2R)-oxolan-2-yl]methyl]acetamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N,N-bis[[(2R)-oxolan-2-yl]methyl]acetamide —— C20H27NO4
    2-(2,3-dihydro-1-benzofuran-5-yl)-N,N-bis[[(2R)-oxolan-2-yl]methyl]acetamide
    —— (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-prop-2-enoxypropan-1-one —— C19H26N2O3
    (2S)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-prop-2-enoxypropan-1-one
    —— (2R)-5-chloro-N-(2-cyanoethyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16ClN3O2
    (2R)-5-chloro-N-(2-cyanoethyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-prop-2-enoxypropan-1-one —— C19H26N2O3
    (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-prop-2-enoxypropan-1-one
    —— (2S)-5-chloro-N-(2-cyanoethyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16ClN3O2
    (2S)-5-chloro-N-(2-cyanoethyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]ethanamine —— C19H27N3O2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]ethanamine —— C19H27N3O2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]ethanamine
    —— (2S)-N-[[(3R)-1-propan-2-ylpiperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O2
    (2S)-N-[[(3R)-1-propan-2-ylpiperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[[(3S)-1-propan-2-ylpiperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H26N2O2
    (2S)-N-[[(3S)-1-propan-2-ylpiperidin-3-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 4-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine —— C17H24N4O
    4-[[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine
    —— 4-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine —— C17H24N4O
    4-[[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylamino]methyl]-N,N,2,5-tetramethylpyrazol-3-amine
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]methanamine —— C18H25N3O2
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]methanamine
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]methanamine —— C18H25N3O2
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N-[(5-methoxy-1-methyl-3-propan-2-ylpyrazol-4-yl)methyl]methanamine
    —— (2R)-N-[1-(pyridin-2-ylmethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16N4O2
    (2R)-N-[1-(pyridin-2-ylmethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]ethanone —— C19H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]ethanone
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]ethanone —— C19H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-1-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]ethanone
    —— (2S)-N-[1-(pyridin-2-ylmethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H16N4O2
    (2S)-N-[1-(pyridin-2-ylmethyl)pyrazol-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 4-{2-[2-(2,4-Dichlorophenoxy)ethylidene]-5-nitro-2,3-dihydro-1-benzofuran-3-yl}morpholine —— C20H18Cl2N2O5
    4-{2-[2-(2,4-Dichlorophenoxy)ethylidene]-5-nitro-2,3-dihydro-1-benzofuran-3-yl}morpholine
    —— (2R)-N-[3-(2-methylpropoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H23NO3
    (2R)-N-[3-(2-methylpropoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[3-(2-methylpropoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C16H23NO3
    (2S)-N-[3-(2-methylpropoxy)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone —— C18H24N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone —— C18H24N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone —— C18H24N2O2
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]-[(2S)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone —— C18H24N2O2
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]-[(2R)-2-(pyrrolidin-1-ylmethyl)pyrrolidin-1-yl]methanone
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1,3-dimethylpyrazol-4-yl)methyl]ethanamine —— C17H23N3O2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1,3-dimethylpyrazol-4-yl)methyl]ethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1,3-dimethylpyrazol-4-yl)methyl]ethanamine —— C17H23N3O2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-N-[(5-methoxy-1,3-dimethylpyrazol-4-yl)methyl]ethanamine
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2S)-1-hydroxypropan-2-yl]urea —— C12H16N2O3
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2S)-1-hydroxypropan-2-yl]urea
    —— 1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2R)-1-hydroxypropan-2-yl]urea —— C12H16N2O3
    1-(2,3-dihydro-1-benzofuran-5-yl)-3-[(2R)-1-hydroxypropan-2-yl]urea
    —— (2R)-N-[2-(5-tert-butyl-1,2,4-oxadiazol-3-yl)propan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H23N3O3
    (2R)-N-[2-(5-tert-butyl-1,2,4-oxadiazol-3-yl)propan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[2-(5-tert-butyl-1,2,4-oxadiazol-3-yl)propan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C18H23N3O3
    (2S)-N-[2-(5-tert-butyl-1,2,4-oxadiazol-3-yl)propan-2-yl]-2,3-dihydro-1-benzofuran-2-carboxamide