摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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
    —— 3-chloro-5-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]-1,2-thiazole-4-carbonitrile —— C12H8ClN3OS
    3-chloro-5-[[(3R)-2,3-dihydro-1-benzofuran-3-yl]amino]-1,2-thiazole-4-carbonitrile
    —— 3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]urea —— C21H24N2O4
    3-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]urea
    —— 3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]urea —— C21H24N2O4
    3-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1-[(2-hydroxyphenyl)methyl]-1-[[(2R)-oxolan-2-yl]methyl]urea
    —— (E)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile —— C21H24N4O2
    (E)-3-[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-(6,7,8,9-tetrahydro-5H-[1,2,4]triazolo[4,3-a]azepin-3-yl)prop-2-enenitrile
    —— (Z)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-2-ylprop-2-enenitrile —— C19H18N2O2
    (Z)-3-[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]-2-pyridin-2-ylprop-2-enenitrile
    —— 5-tert-butyl-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1,3,4-oxadiazol-2-amine —— C14H17N3O2
    5-tert-butyl-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-1,3,4-oxadiazol-2-amine
    —— 5-tert-butyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1,3,4-oxadiazol-2-amine —— C14H17N3O2
    5-tert-butyl-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-1,3,4-oxadiazol-2-amine
    —— (3R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-5-oxo-1-(pyridin-3-ylmethyl)pyrrolidine-3-carboxamide —— C22H25N3O3
    (3R)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-5-oxo-1-(pyridin-3-ylmethyl)pyrrolidine-3-carboxamide
    —— (3S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-5-oxo-1-(pyridin-3-ylmethyl)pyrrolidine-3-carboxamide —— C22H25N3O3
    (3S)-N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-5-oxo-1-(pyridin-3-ylmethyl)pyrrolidine-3-carboxamide
    —— 3-[(5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2,3-dioxo-5-pyridin-4-ylpyrrolidin-1-yl]propyl-dimethylazanium —— C24H28N3O4+
    3-[(5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-2,3-dioxo-5-pyridin-4-ylpyrrolidin-1-yl]propyl-dimethylazanium
    —— 6-[(E)-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethenyl]-5-nitro-1H-pyrimidine-2,4-dione —— C15H13N3O5
    6-[(E)-2-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]ethenyl]-5-nitro-1H-pyrimidine-2,4-dione
    —— [(2S)-1-[3-(dimethylazaniumyl)propyl]-4,5-dioxo-2-pyridin-4-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate —— C24H27N3O4
    [(2S)-1-[3-(dimethylazaniumyl)propyl]-4,5-dioxo-2-pyridin-4-ylpyrrolidin-3-ylidene]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanolate
    —— 3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propanoic acid —— C12H14O3
    3-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]propanoic acid
    —— 1-(2,3-dihydro-1-benzofuran-6-yl)-2-[[(1R,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone —— C21H23N3O2S
    1-(2,3-dihydro-1-benzofuran-6-yl)-2-[[(1R,8S)-8,11,11-trimethyl-3,4,6-triazatricyclo[6.2.1.02,7]undeca-2(7),3,5-trien-5-yl]sulfanyl]ethanone
    —— 2-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-fluoro-4-N,4-N-dimethylpyrimidine-2,4-diamine —— C14H15FN4O
    2-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]-5-fluoro-4-N,4-N-dimethylpyrimidine-2,4-diamine
    —— 2-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-fluoro-4-N,4-N-dimethylpyrimidine-2,4-diamine —— C14H15FN4O
    2-N-[(3R)-2,3-dihydro-1-benzofuran-3-yl]-5-fluoro-4-N,4-N-dimethylpyrimidine-2,4-diamine
    —— 2,3-dihydro-1-benzofuran-5-yl-[(3S)-3-[[4-(hydroxymethyl)phenyl]methyl]pyrrolidin-1-yl]methanone —— C21H23NO3
    2,3-dihydro-1-benzofuran-5-yl-[(3S)-3-[[4-(hydroxymethyl)phenyl]methyl]pyrrolidin-1-yl]methanone
    —— 2,3-dihydro-1-benzofuran-5-yl-[(3R)-3-[[4-(hydroxymethyl)phenyl]methyl]pyrrolidin-1-yl]methanone —— C21H23NO3
    2,3-dihydro-1-benzofuran-5-yl-[(3R)-3-[[4-(hydroxymethyl)phenyl]methyl]pyrrolidin-1-yl]methanone
    —— (2S)-5-methoxy-2-methyl-6-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran —— C12H13NO4
    (2S)-5-methoxy-2-methyl-6-[(E)-2-nitroethenyl]-2,3-dihydro-1-benzofuran
    —— N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H19NO4S
    N-cyclopropyl-N-[(3R)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C16H19NO4S
    N-cyclopropyl-N-[(3S)-1,1-dioxothiolan-3-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-2-cyano-2,3-dihydro-1-benzofuran-5-sulfonamide —— C9H8N2O3S
    (2R)-2-cyano-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[(2R)-4-methoxy-2,3-dihydro-1-benzofuran-2-yl]acetonitrile —— C11H11NO2
    2-[(2R)-4-methoxy-2,3-dihydro-1-benzofuran-2-yl]acetonitrile
    —— (2S)-2-cyano-2,3-dihydro-1-benzofuran-5-sulfonamide —— C9H8N2O3S
    (2S)-2-cyano-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-[(2S)-4-methoxy-2,3-dihydro-1-benzofuran-2-yl]acetonitrile —— C11H11NO2
    2-[(2S)-4-methoxy-2,3-dihydro-1-benzofuran-2-yl]acetonitrile
    —— 2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2,2,2-trifluoroethoxy]acetic acid —— C12H11F3O4
    2-[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2,2,2-trifluoroethoxy]acetic acid
    —— (1R)-1-(2,3-dihydro-1-benzofuran-6-yl)-2,2,2-trifluoroethanamine —— C10H10F3NO
    (1R)-1-(2,3-dihydro-1-benzofuran-6-yl)-2,2,2-trifluoroethanamine
    —— (1S)-1-(2,3-dihydro-1-benzofuran-6-yl)-2,2,2-trifluoroethanamine —— C10H10F3NO
    (1S)-1-(2,3-dihydro-1-benzofuran-6-yl)-2,2,2-trifluoroethanamine
    —— 2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2,2,2-trifluoroethoxy]acetic acid —— C12H11F3O4
    2-[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2,2,2-trifluoroethoxy]acetic acid
    —— (2R)-1-amino-3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)propan-2-ol —— C12H17NO3
    (2R)-1-amino-3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)propan-2-ol
    —— (2S)-1-amino-3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)propan-2-ol —— C12H17NO3
    (2S)-1-amino-3-(2,3-dihydro-1-benzofuran-5-ylmethoxy)propan-2-ol
    —— 5-[(1S)-2,2,2-trifluoro-1-[[(2S)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran —— C13H13F3O3
    5-[(1S)-2,2,2-trifluoro-1-[[(2S)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1S)-2,2,2-trifluoro-1-[[(2R)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran —— C13H13F3O3
    5-[(1S)-2,2,2-trifluoro-1-[[(2R)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran
    —— 5-[[(2S)-oxiran-2-yl]methoxymethyl]-2,3-dihydro-1-benzofuran —— C12H14O3
    5-[[(2S)-oxiran-2-yl]methoxymethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R)-2,2,2-trifluoro-1-[[(2R)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran —— C13H13F3O3
    5-[(1R)-2,2,2-trifluoro-1-[[(2R)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran
    —— 5-[[(2R)-oxiran-2-yl]methoxymethyl]-2,3-dihydro-1-benzofuran —— C12H14O3
    5-[[(2R)-oxiran-2-yl]methoxymethyl]-2,3-dihydro-1-benzofuran
    —— 5-[(1R)-2,2,2-trifluoro-1-[[(2S)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran —— C13H13F3O3
    5-[(1R)-2,2,2-trifluoro-1-[[(2S)-oxiran-2-yl]methoxy]ethyl]-2,3-dihydro-1-benzofuran
    —— 3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]propanenitrile —— C13H16N2O
    3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-methylamino]propanenitrile
    —— (1E,2R)-2-methyl-1-[(3S)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]butan-2-ol —— C18H26NO2+
    (1E,2R)-2-methyl-1-[(3S)-3-piperidin-1-ium-1-yl-3H-1-benzofuran-2-ylidene]butan-2-ol
    —— (1E,2R)-2-methyl-1-[(3S)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]butan-2-ol —— C18H25NO2
    (1E,2R)-2-methyl-1-[(3S)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]butan-2-ol
    —— (1E,2S)-2-methyl-1-[(3R)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]butan-2-ol —— C18H25NO2
    (1E,2S)-2-methyl-1-[(3R)-3-piperidin-1-yl-3H-1-benzofuran-2-ylidene]butan-2-ol
    —— 1-[(2R)-2-amino-3H-1-benzofuran-2-yl]ethanone —— C10H11NO2
    1-[(2R)-2-amino-3H-1-benzofuran-2-yl]ethanone
    —— 1-[(2S)-2-amino-3H-1-benzofuran-2-yl]ethanone —— C10H11NO2
    1-[(2S)-2-amino-3H-1-benzofuran-2-yl]ethanone
    —— (R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol —— C18H18O4
    (R)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol
    —— (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol —— C18H18O4
    (S)-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methoxy]methanol
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-[(3R)-oxolan-3-yl]methanamine —— C17H25NO2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-[(3R)-oxolan-3-yl]methanamine
    —— N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-[(3S)-oxolan-3-yl]methanamine —— C17H25NO2
    N-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-N-methyl-1-[(3S)-oxolan-3-yl]methanamine
    —— N-[[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]pyrrolidin-3-yl]methyl]-N-methylethanamine —— C19H30N2O
    N-[[(3R)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]pyrrolidin-3-yl]methyl]-N-methylethanamine
    —— (2R)-4-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-2-(1-methylpyrazol-4-yl)morpholine —— C19H25N3O2
    (2R)-4-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]-2-(1-methylpyrazol-4-yl)morpholine
    —— N-[[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]pyrrolidin-3-yl]methyl]-N-methylethanamine —— C19H30N2O
    N-[[(3S)-1-[(2,2-dimethyl-3H-1-benzofuran-7-yl)methyl]pyrrolidin-3-yl]methyl]-N-methylethanamine