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)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H22N2O3
    N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-5-chloro-N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide —— C20H21ClN2O3
    (2S)-5-chloro-N-[[(2S)-oxolan-2-yl]methyl]-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[4-(4-ethoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H26ClNO4
    (2S)-5-chloro-N-[[4-(4-ethoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-chloro-N-[[4-(4-ethoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C23H26ClNO4
    (2R)-5-chloro-N-[[4-(4-ethoxyphenyl)oxan-4-yl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 8-Bromo-4a,9b-dihydro-2H-pyrano[3,2-b]benzofuran-3(4H)-one 73349-67-4 C11H9BrO3
    8-Bromo-4a,9b-dihydro-2H-pyrano[3,2-b]benzofuran-3(4H)-one
    —— (2R)-5-chloro-N-[[4-(pyridin-2-ylmethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H19ClN2O3
    (2R)-5-chloro-N-[[4-(pyridin-2-ylmethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[4-(pyridin-2-ylmethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C22H19ClN2O3
    (2S)-5-chloro-N-[[4-(pyridin-2-ylmethoxy)phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— N-[(1R)-1-[2-[2-(methylamino)-2-oxoethoxy]phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H24N2O4
    N-[(1R)-1-[2-[2-(methylamino)-2-oxoethoxy]phenyl]propyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— (2S)-5-chloro-N-[[3-[[(2R)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO4
    (2S)-5-chloro-N-[[3-[[(2R)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2S)-5-chloro-N-[[3-[[(2S)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C21H22ClNO4
    (2S)-5-chloro-N-[[3-[[(2S)-oxolan-2-yl]methoxy]phenyl]methyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (2R)-5-[(S)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C14H17ClO3
    (2R)-5-[(S)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— 5-[(S)-bromo-[(2R)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran —— C13H15BrO3
    5-[(S)-bromo-[(2R)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran
    —— 5-[(R)-bromo-[(2S)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran —— C13H15BrO3
    5-[(R)-bromo-[(2S)-1,4-dioxan-2-yl]methyl]-2,3-dihydro-1-benzofuran
    —— (2R)-5-[(R)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran —— C14H17ClO3
    (2R)-5-[(R)-chloro-[(2S)-1,4-dioxan-2-yl]methyl]-2-methyl-2,3-dihydro-1-benzofuran
    —— (R)-2,3-dihydro-1-benzofuran-5-yl-[(2S)-1,4-dioxan-2-yl]methanol —— C13H16O4
    (R)-2,3-dihydro-1-benzofuran-5-yl-[(2S)-1,4-dioxan-2-yl]methanol
    —— (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2R)-1,4-dioxan-2-yl]methanol —— C15H20O4
    (R)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2R)-1,4-dioxan-2-yl]methanol
    —— (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2R)-1,4-dioxan-2-yl]methanol —— C15H20O4
    (S)-(2,2-dimethyl-3H-1-benzofuran-5-yl)-[(2R)-1,4-dioxan-2-yl]methanol
    —— (S)-[(2R)-1,4-dioxan-2-yl]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H19NO3
    (S)-[(2R)-1,4-dioxan-2-yl]-[(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (S)-[(2R)-1,4-dioxan-2-yl]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H19NO3
    (S)-[(2R)-1,4-dioxan-2-yl]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— (R)-[(2R)-1,4-dioxan-2-yl]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C14H19NO3
    (R)-[(2R)-1,4-dioxan-2-yl]-[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— N-[(2S)-2-methyl-3-pyrrolidin-1-ylpropyl]-2,3-dihydro-1-benzofuran-5-sulfonamide —— C16H24N2O3S
    N-[(2S)-2-methyl-3-pyrrolidin-1-ylpropyl]-2,3-dihydro-1-benzofuran-5-sulfonamide
    —— (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-propylsulfonylpropan-1-one —— C19H28N2O4S
    (2R)-1-[4-(2,3-dihydro-1-benzofuran-5-ylmethyl)piperazin-1-yl]-2-propylsulfonylpropan-1-one
    —— 3-[cyclobutanecarbonyl-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H28Cl2N2O5
    3-[cyclobutanecarbonyl-[(2,4-dichlorophenyl)methyl]amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)ethanol —— C11H15NO2
    (1S)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)ethanol
    —— (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)ethanol —— C11H15NO2
    (1R)-1-(2,3-dihydro-1-benzofuran-5-yl)-2-(methylamino)ethanol
    —— 5-[(2R)-oxiran-2-yl]-2,3-dihydro-1-benzofuran —— C10H10O2
    5-[(2R)-oxiran-2-yl]-2,3-dihydro-1-benzofuran
    —— 5-[(2S)-oxiran-2-yl]-2,3-dihydro-1-benzofuran —— C10H10O2
    5-[(2S)-oxiran-2-yl]-2,3-dihydro-1-benzofuran
    —— (3R)-4,6-difluoro-2,3-dihydro-1-benzofuran-3-amine —— C8H7F2NO
    (3R)-4,6-difluoro-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-4,6-difluoro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C12H15F2NO
    (2S,3S)-4,6-difluoro-2-methyl-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3R)-N-ethyl-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H13F2NO
    (2S,3R)-N-ethyl-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-4,6-difluoro-N-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9F2NO
    (3S)-4,6-difluoro-N-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2R,3R)-N-ethyl-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C11H13F2NO
    (2R,3R)-N-ethyl-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3R)-4,6-difluoro-N-propyl-2,3-dihydro-1-benzofuran-3-amine —— C11H13F2NO
    (3R)-4,6-difluoro-N-propyl-2,3-dihydro-1-benzofuran-3-amine
    —— (3S)-N-ethyl-4,6-difluoro-2,3-dihydro-1-benzofuran-3-amine —— C10H11F2NO
    (3S)-N-ethyl-4,6-difluoro-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine —— C9H9F2NO
    (2S,3S)-4,6-difluoro-2-methyl-2,3-dihydro-1-benzofuran-3-amine
    —— (2S,3S)-4,6-difluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine —— C10H11F2NO
    (2S,3S)-4,6-difluoro-N,2-dimethyl-2,3-dihydro-1-benzofuran-3-amine
    —— 3-[acetyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H35N3O8
    3-[acetyl(2-morpholin-4-ylethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(2-methyl-1H-imidazol-5-yl)methyl]methanamine —— C14H17N3O
    1-[(2S)-2,3-dihydro-1-benzofuran-2-yl]-N-[(2-methyl-1H-imidazol-5-yl)methyl]methanamine
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[4-[[(3S)-3-methylpiperidin-1-yl]methyl]-1,3-thiazol-2-yl]acetamide —— C20H25N3O2S
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[4-[[(3S)-3-methylpiperidin-1-yl]methyl]-1,3-thiazol-2-yl]acetamide
    —— (2R)-3-chloro-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpropanamide —— C13H16ClNO2
    (2R)-3-chloro-N-[[(2S)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpropanamide
    —— (2S)-3-chloro-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpropanamide —— C13H16ClNO2
    (2S)-3-chloro-N-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]-2-methylpropanamide
    —— N-[(2R)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C23H30N2O3
    N-[(2R)-2-(diethylamino)-2-(3-methoxyphenyl)ethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C22H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2S)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
    —— N-[(2R)-2-(diethylamino)-2-phenylethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide —— C22H28N2O2
    N-[(2R)-2-(diethylamino)-2-phenylethyl]-2-(2,3-dihydro-1-benzofuran-5-yl)acetamide
    —— 2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide —— C22H26N2O2
    2-(2,3-dihydro-1-benzofuran-5-yl)-N-[(2R)-2-phenyl-2-pyrrolidin-1-ylethyl]acetamide
    —— N-[[(1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine —— C16H23NO
    N-[[(1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine
    —— N-[[(1S,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine —— C16H23NO
    N-[[(1S,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine
    —— N-[[(1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-2-amine —— C16H23NO
    N-[[(1S,2S)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-2-amine
    —— N-[[(1R,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine —— C16H23NO
    N-[[(1R,2R)-2-(2,3-dihydro-1-benzofuran-5-yl)cyclopropyl]methyl]-2-methylpropan-1-amine
    —— 3-[1-adamantylmethyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C32H42N2O8
    3-[1-adamantylmethyl-(2-ethoxyacetyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide