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
    —— (E)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(furan-2-yl)prop-2-enamide —— C19H21NO4
    (E)-N-[[(2R)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]-3-(furan-2-yl)prop-2-enamide
    —— N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclobutanecarboxamide —— C17H23NO3
    N-[[(2S)-5-ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl]methyl]cyclobutanecarboxamide
    —— ethyl (1S,2R)-2-[[2,3-dihydro-1-benzofuran-5-carbonyl-[(1,5-dimethylpyrazol-3-yl)methyl]amino]methyl]cyclopropane-1-carboxylate —— C22H27N3O4
    ethyl (1S,2R)-2-[[2,3-dihydro-1-benzofuran-5-carbonyl-[(1,5-dimethylpyrazol-3-yl)methyl]amino]methyl]cyclopropane-1-carboxylate
    —— 3-[2,3-Dihydro-1-benzofuran-5-carbonyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propyl-(1,3-thiazol-2-ylmethyl)azanium —— C21H28N3O4S+
    3-[2,3-Dihydro-1-benzofuran-5-carbonyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]propyl-(1,3-thiazol-2-ylmethyl)azanium
    —— (2S)-N-[(4-chloro-1-methylpyrazol-3-yl)methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-5-oxooxolane-2-carboxamide —— C19H20ClN3O4
    (2S)-N-[(4-chloro-1-methylpyrazol-3-yl)methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-5-oxooxolane-2-carboxamide
    —— (2S)-N-[[(1S)-cyclohex-3-en-1-yl]methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-5-oxooxolane-2-carboxamide —— C21H25NO4
    (2S)-N-[[(1S)-cyclohex-3-en-1-yl]methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-5-oxooxolane-2-carboxamide
    —— (2S)-N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)oxolane-2-carboxamide —— C21H27NO3
    (2S)-N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N-(2,3-dihydro-1-benzofuran-5-ylmethyl)oxolane-2-carboxamide
    —— ethyl (1R,2S)-2-[[2,3-dihydro-1-benzofuran-7-carbonyl(3-phenylpropyl)amino]methyl]cyclopropane-1-carboxylate —— C25H29NO4
    ethyl (1R,2S)-2-[[2,3-dihydro-1-benzofuran-7-carbonyl(3-phenylpropyl)amino]methyl]cyclopropane-1-carboxylate
    —— N-butyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C21H25NO2
    N-butyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— ethyl (1S,2R)-2-[[2,3-dihydro-1-benzofuran-7-carbonyl(3-phenylpropyl)amino]methyl]cyclopropane-1-carboxylate —— C25H29NO4
    ethyl (1S,2R)-2-[[2,3-dihydro-1-benzofuran-7-carbonyl(3-phenylpropyl)amino]methyl]cyclopropane-1-carboxylate
    —— N-[(2-methylphenyl)methyl]-N-(3-phenylpropyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C26H27NO2
    N-[(2-methylphenyl)methyl]-N-(3-phenylpropyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— ethyl (1S,2R)-2-[[cyclohexyl(2,3-dihydro-1-benzofuran-5-carbonyl)amino]methyl]cyclopropane-1-carboxylate —— C22H29NO4
    ethyl (1S,2R)-2-[[cyclohexyl(2,3-dihydro-1-benzofuran-5-carbonyl)amino]methyl]cyclopropane-1-carboxylate
    —— N-(3-phenylpropyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H24N2O2
    N-(3-phenylpropyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2-methylphenyl)methyl]-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-7-carboxamide —— C27H29NO2
    N-[(2-methylphenyl)methyl]-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C22H24N2O2
    N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— ethyl (1R,2R)-2-[[butyl(2,3-dihydro-1-benzofuran-5-carbonyl)amino]methyl]cyclopropane-1-carboxylate —— C20H27NO4
    ethyl (1R,2R)-2-[[butyl(2,3-dihydro-1-benzofuran-5-carbonyl)amino]methyl]cyclopropane-1-carboxylate
    —— ethyl (1S,2R)-2-[[butyl(2,3-dihydro-1-benzofuran-7-carbonyl)amino]methyl]cyclopropane-1-carboxylate —— C20H27NO4
    ethyl (1S,2R)-2-[[butyl(2,3-dihydro-1-benzofuran-7-carbonyl)amino]methyl]cyclopropane-1-carboxylate
    —— N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N-(2-morpholin-4-ium-4-ylethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C22H31N2O3+
    N-[[(1R)-cyclohex-3-en-1-yl]methyl]-N-(2-morpholin-4-ium-4-ylethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(2-methylpropyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H22N2O2
    N-(2-methylpropyl)-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— tert-butyl N-[(2R)-1-[2,3-dihydro-1-benzofuran-5-carbonyl(2-pyrrolidin-1-ylethyl)amino]propan-2-yl]carbamate —— C23H35N3O4
    tert-butyl N-[(2R)-1-[2,3-dihydro-1-benzofuran-5-carbonyl(2-pyrrolidin-1-ylethyl)amino]propan-2-yl]carbamate
    —— N-cyclopropyl-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C17H17NO3
    N-cyclopropyl-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H21NO2
    N-benzyl-N-propan-2-yl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-cyclohexyl-N-(1,3-thiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H22N2O2S
    N-cyclohexyl-N-(1,3-thiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-propan-2-yl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H20N2O2
    N-propan-2-yl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-butyl-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H21NO3
    N-butyl-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C22H20N2O2
    N-benzyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— tert-butyl N-[(2R)-1-[2,3-dihydro-1-benzofuran-5-carbonyl(2-pyrrolidin-1-ium-1-ylethyl)amino]propan-2-yl]carbamate —— C23H36N3O4+
    tert-butyl N-[(2R)-1-[2,3-dihydro-1-benzofuran-5-carbonyl(2-pyrrolidin-1-ium-1-ylethyl)amino]propan-2-yl]carbamate
    —— N-(cyclohexylmethyl)-N-(1,3-thiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C20H24N2O2S
    N-(cyclohexylmethyl)-N-(1,3-thiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-butyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C19H22N2O2
    N-butyl-N-(pyridin-3-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-cyclohexyl-2,3-dihydro-1-benzofuran-5-carboxamide —— C22H25NO2
    N-benzyl-N-cyclohexyl-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-methyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C18H19NO2
    N-methyl-N-[(2-methylphenyl)methyl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-[(2R)-oxolan-2-yl]methanamine —— C15H21NO2
    N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-[(2R)-oxolan-2-yl]methanamine
    —— N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-[(2S)-oxolan-2-yl]methanamine —— C15H21NO2
    N-[[(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methyl]-1-[(2S)-oxolan-2-yl]methanamine
    —— N-benzyl-N-(3-phenylpropyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C25H25NO2
    N-benzyl-N-(3-phenylpropyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylazanium —— C10H14NO+
    [(2R)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methylazanium
    —— [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine —— C10H13NO
    [(2S)-2-methyl-2,3-dihydro-1-benzofuran-5-yl]methanamine
    —— N-[(2-methylphenyl)methyl]-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C27H29NO2
    N-[(2-methylphenyl)methyl]-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C26H27NO2
    N-benzyl-N-[(2S)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(cyclohexylmethyl)-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H26N2O2
    N-(cyclohexylmethyl)-N-(pyridin-4-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(3-phenylpropyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C24H24N2O2
    N-(3-phenylpropyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(furan-2-ylmethyl)-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide —— C24H25NO3
    N-(furan-2-ylmethyl)-N-[(2R)-4-phenylbutan-2-yl]-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(cyclohexylmethyl)-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C21H25NO3
    N-(cyclohexylmethyl)-N-(furan-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-benzyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C22H20N2O2
    N-benzyl-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(2-phenylethyl)-N-(1,3-thiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C21H20N2O2S
    N-(2-phenylethyl)-N-(1,3-thiazol-2-ylmethyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(furan-3-ylmethyl)-N-(4-phenylcyclohexyl)-2,3-dihydro-1-benzofuran-7-carboxamide —— C26H27NO3
    N-(furan-3-ylmethyl)-N-(4-phenylcyclohexyl)-2,3-dihydro-1-benzofuran-7-carboxamide
    —— N-(furan-2-ylmethyl)-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C22H21NO3
    N-(furan-2-ylmethyl)-N-(2-phenylethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-[(2S)-4-phenylbutan-2-yl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C25H26N2O2
    N-[(2S)-4-phenylbutan-2-yl]-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— N-(4-phenylcyclohexyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide —— C27H28N2O2
    N-(4-phenylcyclohexyl)-N-(pyridin-2-ylmethyl)-2,3-dihydro-1-benzofuran-5-carboxamide
    —— phenyl 4-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylcarbamoyl]-1,4-diazepane-1-carboxylate —— C22H25N3O4
    phenyl 4-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methylcarbamoyl]-1,4-diazepane-1-carboxylate
    —— 6-chloro-4-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrimidine-2,4-diamine —— C12H11ClN4O
    6-chloro-4-N-[(3S)-2,3-dihydro-1-benzofuran-3-yl]pyrimidine-2,4-diamine