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-[(3,4-dichlorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H32Cl2N2O8
    3-[(3,4-dichlorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— (S)-4-methoxy-2,3-dihydrobenzofuran-3-amine —— C9H11NO2
    (S)-4-methoxy-2,3-dihydrobenzofuran-3-amine
    —— 2-[7-(Carboxymethyl)-2,3-dihydro-1-benzofuran-5-yl]acetic acid —— C12H12O5
    2-[7-(Carboxymethyl)-2,3-dihydro-1-benzofuran-5-yl]acetic acid
    —— 8,9b-bis(2-hydroxyethyl)-4aH-dibenzofuran-3-ol —— C16H18O4
    8,9b-bis(2-hydroxyethyl)-4aH-dibenzofuran-3-ol
    —— 4a,8-Dimethyl-1,3,4,9b-tetrahydrodibenzofuran-2-one —— C14H16O2
    4a,8-Dimethyl-1,3,4,9b-tetrahydrodibenzofuran-2-one
    —— 3-[cyclopropylmethyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H36N2O7
    3-[cyclopropylmethyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5,7-dibromo-4-methoxy-3,3-dimethyl-6-nitro-2H-1-benzofuran —— C11H11Br2NO4
    5,7-dibromo-4-methoxy-3,3-dimethyl-6-nitro-2H-1-benzofuran
    —— 3-[cyclopropylmethyl(dodecanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C33H48N2O7
    3-[cyclopropylmethyl(dodecanoyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclopentanecarbonyl(cyclopropylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C25H32N2O5
    3-[cyclopentanecarbonyl(cyclopropylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 5-Bromo-6-fluoro-2,3-dihydro-1-benzofuran-3-amine hydrochloride —— C8H8BrClFNO
    5-Bromo-6-fluoro-2,3-dihydro-1-benzofuran-3-amine hydrochloride
    —— 3-(2,3-Dihydro-1-benzofuran-5-yl)-5-(2-methoxypropan-2-yl)-1,2,4-oxadiazole —— C14H16N2O3
    3-(2,3-Dihydro-1-benzofuran-5-yl)-5-(2-methoxypropan-2-yl)-1,2,4-oxadiazole
    —— 1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]-5-fluoropyridin-2-one —— C15H14FNO2
    1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]-5-fluoropyridin-2-one
    —— 1-[[1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-2-yl]methyl]imidazole —— C17H21N3O
    1-[[1-(2,3-Dihydro-1-benzofuran-5-ylmethyl)pyrrolidin-2-yl]methyl]imidazole
    —— 1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]triazole —— C12H13N3O
    1-[2-(2,3-Dihydro-1-benzofuran-5-yl)ethyl]triazole
    —— 3-[cyclopentanecarbonyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O5
    3-[cyclopentanecarbonyl(hexyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hept-6-enoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C30H44N2O8
    3-[hept-6-enoyl(3-propan-2-yloxypropyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[3-cyclopentylpropanoyl(3-propan-2-yloxypropyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C31H44N2O8
    3-[3-cyclopentylpropanoyl(3-propan-2-yloxypropyl)amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[butanoyl-[2-(3-fluorophenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H33FN2O7
    3-[butanoyl-[2-(3-fluorophenyl)ethyl]amino]-8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methyl-1-pyridin-4-ylethanamine —— C17H20N2O
    N-(2,3-dihydro-1-benzofuran-5-ylmethyl)-N-methyl-1-pyridin-4-ylethanamine
    —— 3-methyl-N-[3-(pyridin-3-ylmethylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide —— C19H23N3O2
    3-methyl-N-[3-(pyridin-3-ylmethylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 3-[(4-chlorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H31ClN2O5
    3-[(4-chlorophenyl)methyl-(3-methylbutanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-methyl-N-[3-(pyridin-3-ylmethylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide;hydrochloride —— C19H24ClN3O2
    3-methyl-N-[3-(pyridin-3-ylmethylamino)propyl]-2,3-dihydro-1-benzofuran-2-carboxamide;hydrochloride
    —— 8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbutyl(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H38N2O8
    8-formyl-4-hydroxy-N-(2-hydroxyethyl)-6-methoxy-3-[3-methylbutyl(5-oxohexanoyl)amino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(4-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H29FN2O6
    3-[(4-fluorophenyl)methyl-(oxolane-3-carbonyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[cyclobutanecarbonyl(cyclohexylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H40N2O7
    3-[cyclobutanecarbonyl(cyclohexylmethyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-8-(hydroxymethyl)-6-methoxy-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[hexyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C26H38N2O5
    3-[hexyl(pentanoyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— Cyclopropyl-[4-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1,4-diazepan-1-yl]methanone —— C20H28N2O2
    Cyclopropyl-[4-[3-(2,3-dihydro-1-benzofuran-5-yl)propyl]-1,4-diazepan-1-yl]methanone
    —— [1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-(1H-imidazol-2-yl)methanol —— C20H27N3O2
    [1-[(2,2-dimethyl-3H-1-benzofuran-5-yl)methyl]piperidin-4-yl]-(1H-imidazol-2-yl)methanol
    —— Tert-butyl 3-[3-(2,3-dihydro-1-benzofuran-2-carbonylamino)pyrazol-1-yl]pyrrolidine-1-carboxylate —— C21H26N4O4
    Tert-butyl 3-[3-(2,3-dihydro-1-benzofuran-2-carbonylamino)pyrazol-1-yl]pyrrolidine-1-carboxylate
    —— 3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C27H38N2O5
    3-[hept-6-enoyl(3-methylbutyl)amino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[(5-Chloro-2,3-dihydro-1-benzofuran-7-yl)sulfonyl]-3-hydroxypyrrolidine-3-carboxamide —— C13H15ClN2O5S
    1-[(5-Chloro-2,3-dihydro-1-benzofuran-7-yl)sulfonyl]-3-hydroxypyrrolidine-3-carboxamide
    —— 2-[1-[3-(2,3-Dihydro-1-benzofuran-5-yl)propyl]piperidin-3-yl]acetamide —— C18H26N2O2
    2-[1-[3-(2,3-Dihydro-1-benzofuran-5-yl)propyl]piperidin-3-yl]acetamide
    —— 4-[3-(2,3-Dihydro-1-benzofuran-5-yl)propyl]-2-(furan-2-yl)morpholine —— C19H23NO3
    4-[3-(2,3-Dihydro-1-benzofuran-5-yl)propyl]-2-(furan-2-yl)morpholine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)ethanone —— C22H31NO3
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-1-(1,3,3-trimethyl-6-azabicyclo[3.2.1]octan-6-yl)ethanone
    —— 4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-3-(3-methyl-1,2,4-oxadiazol-5-yl)morpholine —— C16H19N3O3
    4-(2,3-Dihydro-1-benzofuran-5-ylmethyl)-3-(3-methyl-1,2,4-oxadiazol-5-yl)morpholine
    —— 4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C29H36N2O6
    4-hydroxy-N-(2-hydroxyethyl)-3-[2-(3-methoxyphenyl)ethyl-pentanoylamino]-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 3-[(2-cyclopentylacetyl)-hexylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide —— C28H40N2O5
    3-[(2-cyclopentylacetyl)-hexylamino]-4-hydroxy-N-(2-hydroxyethyl)-3,4,4a,9b-tetrahydrodibenzofuran-1-carboxamide
    —— 1-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methyl]triazole —— C14H17N3O2
    1-[(5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-yl)methyl]triazole
    —— 5-amino-N-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-1-methylpyrazole-4-carboxamide —— C13H13ClN4O2
    5-amino-N-(5-chloro-2,3-dihydro-1-benzofuran-7-yl)-1-methylpyrazole-4-carboxamide
    —— 3-(4-cyanophenoxy)-N-(5-methyl-2,3-dihydro-1-benzofuran-3-yl)azetidine-1-carboxamide —— C20H19N3O3
    3-(4-cyanophenoxy)-N-(5-methyl-2,3-dihydro-1-benzofuran-3-yl)azetidine-1-carboxamide
    —— 2-[2-[(5-Chloro-2,3-dihydro-1-benzofuran-7-yl)methylamino]phenyl]sulfanylacetamide —— C17H17ClN2O2S
    2-[2-[(5-Chloro-2,3-dihydro-1-benzofuran-7-yl)methylamino]phenyl]sulfanylacetamide
    —— (2S)-1-[1-(2,3-dihydro-1-benzofuran-3-yl)ethylamino]-3-methoxypropan-2-ol —— C14H21NO3
    (2S)-1-[1-(2,3-dihydro-1-benzofuran-3-yl)ethylamino]-3-methoxypropan-2-ol
    —— 2-(2,3-Dihydro-1-benzofuran-3-yl)ethanimidamide hydrochloride —— C10H13ClN2O
    2-(2,3-Dihydro-1-benzofuran-3-yl)ethanimidamide hydrochloride
    —— (E)-N-[(7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]-3-(5-fluoropyridin-3-yl)prop-2-enamide —— C17H14ClFN2O4S
    (E)-N-[(7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]-3-(5-fluoropyridin-3-yl)prop-2-enamide
    —— 4-[(E)-2-(2,3-dihydro-1-benzofuran-5-yl)ethenyl]pyrimidine —— C14H12N2O
    4-[(E)-2-(2,3-dihydro-1-benzofuran-5-yl)ethenyl]pyrimidine
    —— N'-[1-(3-tert-butyl-1,2,4-oxadiazol-5-yl)ethoxy]-2,3-dihydro-1-benzofuran-5-carboximidamide —— C17H22N4O3
    N'-[1-(3-tert-butyl-1,2,4-oxadiazol-5-yl)ethoxy]-2,3-dihydro-1-benzofuran-5-carboximidamide
    —— N-[(7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]-2-pyridin-3-ylcyclopropane-1-carboxamide —— C18H17ClN2O4S
    N-[(7-chloro-2-methyl-2,3-dihydro-1-benzofuran-5-yl)sulfonyl]-2-pyridin-3-ylcyclopropane-1-carboxamide
    —— 1-(3,4-dihydro-2H-1,5-benzodioxepin-6-ylmethyl)-3-(2,3-dihydro-1-benzofuran-3-yl)urea —— C19H20N2O4
    1-(3,4-dihydro-2H-1,5-benzodioxepin-6-ylmethyl)-3-(2,3-dihydro-1-benzofuran-3-yl)urea
    —— N-(5-methyl-2,3-dihydro-1-benzofuran-3-yl)-2-(4-methyl-2-sulfanylidene-3H-1,3-thiazol-5-yl)acetamide —— C15H16N2O2S2
    N-(5-methyl-2,3-dihydro-1-benzofuran-3-yl)-2-(4-methyl-2-sulfanylidene-3H-1,3-thiazol-5-yl)acetamide
    —— N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide —— C16H16N2O4
    N-(2,3-dihydro-1-benzofuran-2-ylmethyl)-2-(1-oxidopyridin-1-ium-2-yl)oxyacetamide