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
    —— (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-methoxypropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C23H25NO6
    (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-methoxypropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-methoxypropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C23H25NO6
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-methoxypropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
    —— (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-methoxypropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C23H25NO6
    (5S)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(3-methoxypropyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
    —— (5S)-1-benzyl-5-(furan-2-yl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]pyrrolidine-2,3-dione —— C25H21NO5
    (5S)-1-benzyl-5-(furan-2-yl)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]pyrrolidine-2,3-dione
    —— (5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO3S2
    (5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C18H19NO3S2
    (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[[(2S)-oxolan-2-yl]methyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1R)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H19NO2S2
    (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1R)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1S)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H19NO2S2
    (5E)-5-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1S)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1S)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one —— C21H19NO2S2
    (5E)-5-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-3-[(1S)-1-phenylethyl]-2-sulfanylidene-1,3-thiazolidin-4-one
    —— 2-(4-cyanophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H22N2O4
    2-(4-cyanophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-(4-chloro-3-methylphenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H24ClNO4
    2-(4-chloro-3-methylphenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-methoxyphenyl)propanamide —— C22H27NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(4-methoxyphenyl)propanamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide —— C21H25NO3S
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4,5,6,7-tetrahydro-1-benzothiophene-2-carboxamide
    —— 2-(4-cyanophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H22N2O4
    2-(4-cyanophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(2-ethoxyphenoxy)butanamide —— C24H31NO5
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-4-(2-ethoxyphenoxy)butanamide
    —— 2-(4-chloro-2-methylphenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C21H24ClNO4
    2-(4-chloro-2-methylphenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 2-(4-chlorophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C20H22ClNO4
    2-(4-chlorophenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— 4-(4-tert-butylphenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]butanamide —— C26H35NO4
    4-(4-tert-butylphenoxy)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]butanamide
    —— 2-(4-chlorophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide —— C20H22ClNO4
    2-(4-chlorophenoxy)-N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]acetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopentanecarboxamide —— C18H25NO3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclopentanecarboxamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenoxyacetamide —— C20H23NO4
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-2-phenoxyacetamide
    —— N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-phenylpropanamide —— C21H25NO3
    N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-phenylpropanamide
    —— (2S)-2-[[benzylsulfamoyl(methyl)amino]methyl]-2,3-dihydro-1-benzofuran —— C17H20N2O3S
    (2S)-2-[[benzylsulfamoyl(methyl)amino]methyl]-2,3-dihydro-1-benzofuran
    —— (2R)-2-[[benzylsulfamoyl(methyl)amino]methyl]-2,3-dihydro-1-benzofuran —— C17H20N2O3S
    (2R)-2-[[benzylsulfamoyl(methyl)amino]methyl]-2,3-dihydro-1-benzofuran
    —— N-[(3R)-piperidin-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C13H18N2O3S
    N-[(3R)-piperidin-3-yl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— 2-chloro-N-[(Z)-[(2S)-2-nitro-1-benzofuran-3-ylidene]amino]aniline —— C14H10ClN3O3
    2-chloro-N-[(Z)-[(2S)-2-nitro-1-benzofuran-3-ylidene]amino]aniline
    —— (2R)-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxylic acid —— C9H7FO3
    (2R)-7-fluoro-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— cyclobutyl-[4-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,4-diazepan-1-yl]methanone —— C20H28N2O2
    cyclobutyl-[4-[[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,4-diazepan-1-yl]methanone
    —— cyclobutyl-[4-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,4-diazepan-1-yl]methanone —— C20H28N2O2
    cyclobutyl-[4-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1,4-diazepan-1-yl]methanone
    —— (5S)-5-cyclopropyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine —— C15H18N2OS
    (5S)-5-cyclopropyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine
    —— (5S)-5-cyclopropyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine —— C15H18N2OS
    (5S)-5-cyclopropyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine
    —— (5R)-5-cyclopropyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine —— C15H18N2OS
    (5R)-5-cyclopropyl-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine
    —— (5R)-5-cyclopropyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine —— C15H18N2OS
    (5R)-5-cyclopropyl-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-4,5-dihydro-1,3-thiazol-2-amine
    —— (2S)-5-chloro-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO3
    (2S)-5-chloro-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO3
    (2R)-5-chloro-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO3
    (2S)-5-chloro-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1S)-1-cyclopropyl-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethanol —— C16H23NO2
    (1S)-1-cyclopropyl-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethanol
    —— (1S)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethanol —— C16H23NO2
    (1S)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethanol
    —— (1S)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol —— C15H21NO2
    (1S)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol
    —— (1R)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethanol —— C16H23NO2
    (1R)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)propyl]amino]ethanol
    —— (1R)-1-cyclopropyl-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol —— C15H21NO2
    (1R)-1-cyclopropyl-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol
    —— N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H17NO3
    N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H17NO3
    N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2R)-5-chloro-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16ClNO3
    (2R)-5-chloro-N-[(2R)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (1R)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol —— C15H21NO2
    (1R)-1-cyclopropyl-2-[[(1R)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol
    —— (1S)-1-cyclopropyl-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol —— C15H21NO2
    (1S)-1-cyclopropyl-2-[[(1S)-1-(2,3-dihydro-1-benzofuran-5-yl)ethyl]amino]ethanol
    —— (3R)-3-[[(2R)-2-cyclopropyl-2-hydroxyethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H17NO3
    (3R)-3-[[(2R)-2-cyclopropyl-2-hydroxyethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[[(2S)-2-cyclopropyl-2-hydroxyethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H17NO3
    (3R)-3-[[(2S)-2-cyclopropyl-2-hydroxyethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[[(2S)-2-cyclopropyl-2-hydroxyethyl]amino]-2,3-dihydro-1-benzofuran-6-ol —— C13H17NO3
    (3S)-3-[[(2S)-2-cyclopropyl-2-hydroxyethyl]amino]-2,3-dihydro-1-benzofuran-6-ol
    —— (2R)-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H17NO3
    (2R)-N-[(2S)-2-cyclopropyl-2-hydroxyethyl]-2,3-dihydro-1-benzofuran-2-carboxamide