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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-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]acetamide —— C21H26N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3R)-1-pyrimidin-2-ylpiperidin-3-yl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]acetamide —— C21H26N4O3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(3S)-1-pyrimidin-2-ylpiperidin-3-yl]acetamide
    —— (2R)-5-chloro-N-[1-(5-methyl-1,2,4-oxadiazol-3-yl)cycloheptyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H22ClN3O3
    (2R)-5-chloro-N-[1-(5-methyl-1,2,4-oxadiazol-3-yl)cycloheptyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[1-[(2-chlorophenyl)methyl]-6-oxopyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H16Cl2N2O3
    (2R)-5-chloro-N-[1-[(2-chlorophenyl)methyl]-6-oxopyridin-3-yl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[3-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20ClNO4
    (2R)-5-chloro-N-[[3-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[3-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H20ClNO4
    (2S)-5-chloro-N-[[3-(2-methoxyethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2,3-dihydro-1-benzofuran-5-yl-[(2S)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)pyrrolidin-1-yl]methanone —— C20H24N4O2
    2,3-dihydro-1-benzofuran-5-yl-[(2S)-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)pyrrolidin-1-yl]methanone
    —— 1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-(2-methoxyethylsulfanyl)ethanone —— C18H26N2O3S
    1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-(2-methoxyethylsulfanyl)ethanone
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentanamide —— C15H21NO2
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentanamide
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentanamide —— C15H21NO2
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentanamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylacetamide —— C17H17NO2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-phenylsulfanylacetamide
    —— (E)-3-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide —— C17H14ClN3O2S
    (E)-3-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-thiophen-3-ylpropanamide —— C16H17NO2S
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-thiophen-3-ylpropanamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentanamide —— C15H21NO2
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpentanamide
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2-fluorophenoxy)propanamide —— C18H18FNO3
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-(2-fluorophenoxy)propanamide
    —— N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[4-(1,3,4-oxadiazol-2-yl)phenoxy]acetamide —— C19H17N3O4
    N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-[4-(1,3,4-oxadiazol-2-yl)phenoxy]acetamide
    —— (E)-3-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide —— C17H14ClN3O2S
    (E)-3-(6-chloroimidazo[2,1-b][1,3]thiazol-5-yl)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]prop-2-enamide
    —— 5-acetyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-carboxamide —— C16H15NO3S
    5-acetyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]thiophene-2-carboxamide
    —— (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide —— C14H16N4O2
    (2S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide
    —— (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(2-methoxyethyl)-5-oxopyrrolidine-3-carboxamide —— C17H22N2O4
    (3S)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(2-methoxyethyl)-5-oxopyrrolidine-3-carboxamide
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-fluorophenoxy)propanamide —— C18H18FNO3
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(3-fluorophenoxy)propanamide
    —— (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylsulfonylpiperidine-3-carboxamide —— C16H22N2O4S
    (3S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylsulfonylpiperidine-3-carboxamide
    —— (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylsulfonylpiperidine-3-carboxamide —— C16H22N2O4S
    (3R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-methylsulfonylpiperidine-3-carboxamide
    —— (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide —— C14H16N4O2
    (2R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide
    —— (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide —— C14H16N4O2
    (2S)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide
    —— (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(2-methoxyethyl)-5-oxopyrrolidine-3-carboxamide —— C17H22N2O4
    (3R)-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1-(2-methoxyethyl)-5-oxopyrrolidine-3-carboxamide
    —— (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide —— C14H16N4O2
    (2R)-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-(1,2,4-triazol-1-yl)propanamide
    —— (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidine-3-carboxamide —— C14H18N2O4S
    (3S)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidine-3-carboxamide
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidine-3-carboxamide —— C14H18N2O4S
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)piperidine-3-carboxamide
    —— 8-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-3,4-dihydro-2H-1,5-benzodioxepine-7-carboxamide —— C21H23NO4
    8-methyl-N-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-3,4-dihydro-2H-1,5-benzodioxepine-7-carboxamide
    —— 8-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-3,4-dihydro-2H-1,5-benzodioxepine-7-carboxamide —— C21H23NO4
    8-methyl-N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-3,4-dihydro-2H-1,5-benzodioxepine-7-carboxamide
    —— 4-acetyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrrole-2-carboxamide —— C16H16N2O3
    4-acetyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrrole-2-carboxamide
    —— 4-acetyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrrole-2-carboxamide —— C16H16N2O3
    4-acetyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-1H-pyrrole-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]acetamide —— C22H32N2O5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]acetamide
    —— (2R)-N-[(2R)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H26N2O4
    (2R)-N-[(2R)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide —— C22H32N2O5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2R)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide
    —— (2S)-N-[(2R)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H26N2O4
    (2S)-N-[(2R)-2-morpholin-4-yl-2-[(3S)-oxolan-3-yl]ethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide —— C22H32N2O5
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[(2S)-2-morpholin-4-yl-2-[(3R)-oxolan-3-yl]ethyl]acetamide
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[3-(1,2,4-triazol-1-ylmethyl)phenyl]methyl]urea —— C20H21N5O2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[[3-(1,2,4-triazol-1-ylmethyl)phenyl]methyl]urea
    —— (2E,3R)-2-[(3-ethoxy-4-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol —— C24H22O4
    (2E,3R)-2-[(3-ethoxy-4-phenylmethoxyphenyl)methylidene]-3H-1-benzofuran-3-ol
    —— 2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiophene-3-carboxamide —— C17H18N2O4S
    2-[[2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetyl]amino]thiophene-3-carboxamide
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-methylthiazol-2-yl)acetamide —— C16H18N2O3S
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)-N-(5-methylthiazol-2-yl)acetamide
    —— 1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-methyl-1,3-thiazol-4-yl)methyl]urea —— C15H17N3O2S
    1-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-3-[(2-methyl-1,3-thiazol-4-yl)methyl]urea
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2,2,2-trifluoroethoxy)propanamide —— C17H22F3NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(2,2,2-trifluoroethoxy)propanamide
    —— (2S)-2-(azidomethyl)-2,3-dihydro-1-benzofuran-5-carbonitrile —— C10H8N4O
    (2S)-2-(azidomethyl)-2,3-dihydro-1-benzofuran-5-carbonitrile
    —— (2R)-2-(azidomethyl)-2,3-dihydro-1-benzofuran-5-carbonitrile —— C10H8N4O
    (2R)-2-(azidomethyl)-2,3-dihydro-1-benzofuran-5-carbonitrile
    —— (2S)-2-(azidomethyl)-2,3-dihydro-1-benzofuran-5-carbaldehyde —— C10H9N3O2
    (2S)-2-(azidomethyl)-2,3-dihydro-1-benzofuran-5-carbaldehyde
    —— N-(cyclohexylmethyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide —— C19H27NO3
    N-(cyclohexylmethyl)-2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]acetamide
    —— N-[(1S,3S)-3-methylcyclohexyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H21NO2
    N-[(1S,3S)-3-methylcyclohexyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(1R,3R)-3-methylcyclohexyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H21NO2
    N-[(1R,3R)-3-methylcyclohexyl]-2,3-dihydro-1-benzofuran-5-carboxamide