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
    —— N-[(2S)-3-(2,3-dichlorophenoxy)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H17Cl2NO4
    N-[(2S)-3-(2,3-dichlorophenoxy)-2-hydroxypropyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (3S,3aR,8bS)-3,3a-dimethyl-3,8b-dihydrocyclopenta[b][1]benzofuran —— C13H14O
    (3S,3aR,8bS)-3,3a-dimethyl-3,8b-dihydrocyclopenta[b][1]benzofuran
    —— (3R,3aR,8bS)-3,3a-dimethyl-3,8b-dihydrocyclopenta[b][1]benzofuran —— C13H14O
    (3R,3aR,8bS)-3,3a-dimethyl-3,8b-dihydrocyclopenta[b][1]benzofuran
    —— (3R,3aR,8bR)-3,3a-dimethyl-3,8b-dihydrocyclopenta[b][1]benzofuran —— C13H14O
    (3R,3aR,8bR)-3,3a-dimethyl-3,8b-dihydrocyclopenta[b][1]benzofuran
    —— (S)-5-Methoxy-2-methyl-2,3-dihydrobenzofuran-6-carbaldehyde —— C11H12O3
    (S)-5-Methoxy-2-methyl-2,3-dihydrobenzofuran-6-carbaldehyde
    —— (2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbaldehyde —— C11H12O3
    (2R)-5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbaldehyde
    —— (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-ethoxypiperidine —— C15H21NO4S
    (3R)-1-(2,3-dihydro-1-benzofuran-5-ylsulfonyl)-3-ethoxypiperidine
    —— (4E,5S)-1-[3-(dimethylamino)propyl]-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione —— C24H27N3O4
    (4E,5S)-1-[3-(dimethylamino)propyl]-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-5-pyridin-4-ylpyrrolidine-2,3-dione
    —— 3-[(4E,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-[(4E,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
    —— (2R)-N-[(3R)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H18N2O2
    (2R)-N-[(3R)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (4E,5R)-5-(furan-2-yl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidine-2,3-dione —— C23H23NO6
    (4E,5R)-5-(furan-2-yl)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-[[(2S)-oxolan-2-yl]methyl]pyrrolidine-2,3-dione
    —— (2S)-N-[(3S)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H18N2O2
    (2S)-N-[(3S)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(3S)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H18N2O2
    (2R)-N-[(3S)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(3R)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C13H18N2O2
    (2S)-N-[(3R)-3-aminobutyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-3-[(2S)-2-(methylaminomethyl)piperidin-1-yl]-2,3-dihydro-1-benzofuran-6-ol —— C15H22N2O2
    (3S)-3-[(2S)-2-(methylaminomethyl)piperidin-1-yl]-2,3-dihydro-1-benzofuran-6-ol
    —— (3S)-3-[(2R)-2-(methylaminomethyl)piperidin-1-yl]-2,3-dihydro-1-benzofuran-6-ol —— C15H22N2O2
    (3S)-3-[(2R)-2-(methylaminomethyl)piperidin-1-yl]-2,3-dihydro-1-benzofuran-6-ol
    —— N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine —— C11H15NO
    N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]ethanamine
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-ethylazanium —— C11H16NO+
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-ethylazanium
    —— (3S)-3-[2-(1,3-thiazol-2-yl)ethylamino]-2,3-dihydro-1-benzofuran-6-ol —— C13H14N2O2S
    (3S)-3-[2-(1,3-thiazol-2-yl)ethylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (3R)-3-[2-(1,3-thiazol-2-yl)ethylamino]-2,3-dihydro-1-benzofuran-6-ol —— C13H14N2O2S
    (3R)-3-[2-(1,3-thiazol-2-yl)ethylamino]-2,3-dihydro-1-benzofuran-6-ol
    —— (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-methoxyethyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C22H23NO6
    (5S)-4-[hydroxy-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-methoxyethyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
    —— (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-methoxyethyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione —— C22H23NO6
    (5R)-4-[hydroxy-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylidene]-1-(2-methoxyethyl)-5-(5-methylfuran-2-yl)pyrrolidine-2,3-dione
    —— (2R)-N-[(2R)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2R)-N-[(2R)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2S)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2S)-N-[(2S)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-N-[(2R)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2S)-N-[(2R)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-N-[(2S)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide —— C14H16N2O2
    (2R)-N-[(2S)-1-cyanopropan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(2S)-4-aminobutan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H20N2O2
    N-[(2S)-4-aminobutan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2R)-4-aminobutan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C14H20N2O2
    N-[(2R)-4-aminobutan-2-yl]-N-methyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(2,2-dimethylpyrrolidin-1-yl)ethanamine —— C16H24N2O
    (2S)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(2,2-dimethylpyrrolidin-1-yl)ethanamine
    —— (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(2,2-dimethylpyrrolidin-1-yl)ethanamine —— C16H24N2O
    (2R)-2-(2,3-dihydro-1-benzofuran-5-yl)-2-(2,2-dimethylpyrrolidin-1-yl)ethanamine
    —— (R)-2,3-dihydro-1-benzofuran-5-yl-(4-fluoro-3-methylphenyl)methanamine —— C16H16FNO
    (R)-2,3-dihydro-1-benzofuran-5-yl-(4-fluoro-3-methylphenyl)methanamine
    —— (S)-2,3-dihydro-1-benzofuran-5-yl-(4-fluoro-3-methylphenyl)methanamine —— C16H16FNO
    (S)-2,3-dihydro-1-benzofuran-5-yl-(4-fluoro-3-methylphenyl)methanamine
    —— 1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1,4-diium —— C13H20N2O+2
    1-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]piperazine-1,4-diium
    —— (S)-5-Ethoxy-2-methyl-2,3-dihydrobenzofuran-6-carbaldehyde —— C12H14O3
    (S)-5-Ethoxy-2-methyl-2,3-dihydrobenzofuran-6-carbaldehyde
    —— (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbaldehyde —— C12H14O3
    (2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-carbaldehyde
    —— (3S)-6-(3-methylsulfonylpropoxy)-2,3-dihydro-1-benzofuran-3-ol —— C12H16O5S
    (3S)-6-(3-methylsulfonylpropoxy)-2,3-dihydro-1-benzofuran-3-ol
    —— (3R)-6-(3-methylsulfonylpropoxy)-2,3-dihydro-1-benzofuran-3-ol —— C12H16O5S
    (3R)-6-(3-methylsulfonylpropoxy)-2,3-dihydro-1-benzofuran-3-ol
    —— N'-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclopentanecarboximidamide —— C15H20N2O
    N'-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclopentanecarboximidamide
    —— N'-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclopentanecarboximidamide —— C15H20N2O
    N'-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]cyclopentanecarboximidamide
    —— [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-dimethylazanium —— C11H16NO+
    [(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl-dimethylazanium
    —— [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-dimethylazanium —— C11H16NO+
    [(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl-dimethylazanium
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N,N-dimethylmethanamine —— C11H15NO
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N,N-dimethylmethanamine
    —— methyl N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methylcarbamate —— C12H15NO3
    methyl N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-N-methylcarbamate
    —— 1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N,N-dimethylmethanamine —— C11H15NO
    1-[(2R)-2,3-dihydro-1-benzofuran-2-yl]-N,N-dimethylmethanamine
    —— [(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-(pyridin-2-ylmethyl)azanium —— C19H25N2O3+
    [(2S)-3-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-2-hydroxypropyl]-(pyridin-2-ylmethyl)azanium
    —— [(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(3-hydroxyazetidin-1-yl)methanone —— C14H17NO3
    [(2S,3R)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(3-hydroxyazetidin-1-yl)methanone
    —— [(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(3-hydroxyazetidin-1-yl)methanone —— C14H17NO3
    [(2R,3S)-2,3-dimethyl-2,3-dihydro-1-benzofuran-7-yl]-(3-hydroxyazetidin-1-yl)methanone
    —— 3-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N,N-dimethylpropanamide —— C13H17NO4
    3-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]-N,N-dimethylpropanamide
    —— 1-[2-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]ethyl]imidazolidin-2-one —— C13H16N2O4
    1-[2-[[(3R)-3-hydroxy-2,3-dihydro-1-benzofuran-6-yl]oxy]ethyl]imidazolidin-2-one
    —— (3R)-6-[(5-chloro-1-methylimidazol-2-yl)methoxy]-2,3-dihydro-1-benzofuran-3-ol —— C13H13ClN2O3
    (3R)-6-[(5-chloro-1-methylimidazol-2-yl)methoxy]-2,3-dihydro-1-benzofuran-3-ol