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    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-(3,3-dichloroallyl)-2,3-dihydrobenzofuran —— C11H10Cl2O
    3-(3,3-dichloroallyl)-2,3-dihydrobenzofuran
    —— 4,6-di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carboxylic acid —— C21H34O4Si
    4,6-di-t-butyl-2-methyl-5-trimethylsilyloxy-2,3-dihydrobenzofuran-2-carboxylic acid
    —— n-butyl 2,3-dihydro-2-isopropenylbenzofuran-6-carboxylate —— C16H20O3
    n-butyl 2,3-dihydro-2-isopropenylbenzofuran-6-carboxylate
    —— 5-nitro-2,3-dihydrobenzofuran-4-carbonitrile —— C9H6N2O3
    5-nitro-2,3-dihydrobenzofuran-4-carbonitrile
    —— 5-methoxy-2,3-dihydrobenzofuran-4-carbonitrile —— C10H9NO2
    5-methoxy-2,3-dihydrobenzofuran-4-carbonitrile
    —— 5-methyl-2,3-dihydrobenzofuran-4-carbonitrile —— C10H9NO
    5-methyl-2,3-dihydrobenzofuran-4-carbonitrile
    —— 5-chloro-7-{5-[1-(tetrahydro pyran-4-yl)-piperidin-4-yl]-[1,3,4]oxadiazol-2-yl}-2,3-dihydrobenzofuran-4-ylamine oxalate —— (x)C2H2O4*C20H25ClN4O3
    5-chloro-7-{5-[1-(tetrahydro pyran-4-yl)-piperidin-4-yl]-[1,3,4]oxadiazol-2-yl}-2,3-dihydrobenzofuran-4-ylamine oxalate
    —— 8-(((5-fluoro-2,3-dihydrobenzofuran-4-yl)methyl)amino)-[1,2,4]triazolo[4,3-a]pyrazine-5-carbonitrile —— C15H11FN6O
    8-(((5-fluoro-2,3-dihydrobenzofuran-4-yl)methyl)amino)-[1,2,4]triazolo[4,3-a]pyrazine-5-carbonitrile
    —— 5-fluoro-3-hydroxy-2,3-dihydrobenzofuran-4-carbonitrile —— C9H6FNO2
    5-fluoro-3-hydroxy-2,3-dihydrobenzofuran-4-carbonitrile
    —— 4-bromo-5-fluoro-2,3-dihydrobenzofuran-3-ol —— C8H6BrFO2
    4-bromo-5-fluoro-2,3-dihydrobenzofuran-3-ol
    —— 3-phenylnaphtho[1,2-b]furan-2(3H)-one —— C18H12O2
    3-phenylnaphtho[1,2-b]furan-2(3H)-one
    —— 6-hydroxy-2-oxo-3-phenyl-2,3-dihydronaphtho[1,2-b]furan —— C18H12O3
    6-hydroxy-2-oxo-3-phenyl-2,3-dihydronaphtho[1,2-b]furan
    —— 2-(2,3-dihydro-2-oxo-3-phenyl-5-benzofuranyl)acetamide —— C16H13NO3
    2-(2,3-dihydro-2-oxo-3-phenyl-5-benzofuranyl)acetamide
    —— 4,6-di-tert-butyl-3-phenylbenzofuran-2(3H)-one —— C22H26O2
    4,6-di-tert-butyl-3-phenylbenzofuran-2(3H)-one
    —— 3-methyl-3-(pyridyl-3'-methyl)-2,3-dihydrobenzofuran —— C15H15NO
    3-methyl-3-(pyridyl-3'-methyl)-2,3-dihydrobenzofuran
    —— 5-methylsulphamoyl-2-methyl-2,3-dihydrobenzofuran-7-carbonyl chloride —— C11H12ClNO4S
    5-methylsulphamoyl-2-methyl-2,3-dihydrobenzofuran-7-carbonyl chloride
    —— N-[3-(4-morpholinyl)propyl]-7,8-dihydrofuro[2,3-g][1,2,4]benzotriazin-3-amine 1-oxide —— C16H21N5O3
    N-[3-(4-morpholinyl)propyl]-7,8-dihydrofuro[2,3-g][1,2,4]benzotriazin-3-amine 1-oxide
    —— 2,3-dihydro-6-methoxy-2-methyl-4-benzofuranamine —— C10H13NO2
    2,3-dihydro-6-methoxy-2-methyl-4-benzofuranamine
    —— N,N,3,3-tetramethyl-2,3-dihydrobenzofuran-4-carboxamide —— C13H17NO2
    N,N,3,3-tetramethyl-2,3-dihydrobenzofuran-4-carboxamide
    —— N,3,3-trimethyl-2,3-dihydrobenzofuran-4-carboxamide —— C12H15NO2
    N,3,3-trimethyl-2,3-dihydrobenzofuran-4-carboxamide
    —— 3-ethyl-N,3-dimethyl-2,3-dihydrobenzofuran-4-carboxamide —— C13H17NO2
    3-ethyl-N,3-dimethyl-2,3-dihydrobenzofuran-4-carboxamide
    —— 3-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)propanenitrile —— C13H15NO2
    3-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)propanenitrile
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetohydrazide —— C12H16N2O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)acetohydrazide
    —— 2-(5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl)ethanol —— C14H20O3
    2-(5-hydroxy-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl)ethanol
    —— (cis)-2-(2,3-dihydrobenzofuran-4-yl)cycloprop-1-yl methyl amine —— C12H15NO
    (cis)-2-(2,3-dihydrobenzofuran-4-yl)cycloprop-1-yl methyl amine
    —— (R,S)-[2',3'-dihydrobenzo[b]furan-4'-yl]-1,2-oxirane —— C10H10O2
    (R,S)-[2',3'-dihydrobenzo[b]furan-4'-yl]-1,2-oxirane
    —— (1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)-N-methoxy-N-methylcyclopropane-1-carboxamide —— C14H17NO3
    (1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)-N-methoxy-N-methylcyclopropane-1-carboxamide
    —— (1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropane-1-carbaldehyde —— C12H12O2
    (1R,2R)-2-(2,3-dihydro-1-benzofuran-4-yl)cyclopropane-1-carbaldehyde
    —— (S)-1-{2',3'-dihydrobenzo[b]furan-4'-yl}-ethane-1,2-diol 256472-68-1 C10H12O3
    (S)-1-{2',3'-dihydrobenzo[b]furan-4'-yl}-ethane-1,2-diol
    —— ethyl (1R,2R)-2-(2,3-dihydrobenzofuran-4-yl)cyclopropane-1-carboxylate —— C14H16O3
    ethyl (1R,2R)-2-(2,3-dihydrobenzofuran-4-yl)cyclopropane-1-carboxylate
    —— (S)-4-(oxiran-2-yl)-2,3-dihydrobenzofuran —— C10H10O2
    (S)-4-(oxiran-2-yl)-2,3-dihydrobenzofuran
    —— 4-(oxiran-2-yl)-2,3-dihydrobenzofuran —— C10H10O2
    4-(oxiran-2-yl)-2,3-dihydrobenzofuran
    —— ((1R,2R)-2-(2,3-dihydrobenzofuran-4-yl)cyclopropyl)methanamine —— C12H15NO
    ((1R,2R)-2-(2,3-dihydrobenzofuran-4-yl)cyclopropyl)methanamine
    —— 2-[2-(2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-yl)vinyl]pyridine —— C17H15NO2
    2-[2-(2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-yl)vinyl]pyridine
    —— 3-(2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-yl)acrylonitrile —— C13H11NO2
    3-(2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-yl)acrylonitrile
    —— 2-(2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-ylmethyl)acrylic acid tert-butyl ester —— C18H22O4
    2-(2,3,5,6-tetrahydrobenzo[1,2-b;5,4-b']difuran-4-ylmethyl)acrylic acid tert-butyl ester
    —— 4-[([1-(2,3-dihydrobenzofuran-5-yl)ethyl]{4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzyl}amino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid —— C34H42N2O7
    4-[([1-(2,3-dihydrobenzofuran-5-yl)ethyl]{4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzyl}amino)methyl]bicyclo[2.2.2]octane-1-carboxylic acid
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]pyridin-4-ylmethylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C30H33N3O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]pyridin-4-ylmethylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 1-{2-[4-({(2-aminoethyl)[1-(2,3-dihydrobenzofuran-5-yl)ethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C26H33N3O5
    1-{2-[4-({(2-aminoethyl)[1-(2,3-dihydrobenzofuran-5-yl)ethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 1-[2-(4-{[[1-(2,3-dihydrobenzofuran-5-yl)ethyl](2-hydroxypropyl)amino]methyl}-2-methoxyphenoxy)ethyl]pyrrolidine-2,5-dione —— C27H34N2O6
    1-[2-(4-{[[1-(2,3-dihydrobenzofuran-5-yl)ethyl](2-hydroxypropyl)amino]methyl}-2-methoxyphenoxy)ethyl]pyrrolidine-2,5-dione
    —— 4-[([1-(2,3-dihydrobenzofuran-5-yl)ethyl]{4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzyl}amino)methyl]benzoic acid —— C32H34N2O7
    4-[([1-(2,3-dihydrobenzofuran-5-yl)ethyl]{4-[2-(2,5-dioxopyrrolidin-1-yl)ethoxy]-3-methoxybenzyl}amino)methyl]benzoic acid
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]pyridin-3-ylmethylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C30H33N3O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]pyridin-3-ylmethylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 1-[2-(4-{[[1-(2,3-dihydrobenzofuran-5-yl)ethyl](2-hydroxyethyl)amino]methyl}-2-methoxyphenoxy)ethyl]pyrrolidine-2,5-dione —— C26H32N2O6
    1-[2-(4-{[[1-(2,3-dihydrobenzofuran-5-yl)ethyl](2-hydroxyethyl)amino]methyl}-2-methoxyphenoxy)ethyl]pyrrolidine-2,5-dione
    —— 1-{2-[4-({cyclohexylmethyl[1-(2,3-dihydrobenzofuran-5-yl)ethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C31H40N2O5
    1-{2-[4-({cyclohexylmethyl[1-(2,3-dihydrobenzofuran-5-yl)ethyl]amino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 1-[2-(4-{[[1-(2,3-dihydrobenzofuran-5-yl)ethyl](2-oxopropyl)amino]methyl}-2-methoxyphenoxy)ethyl]pyrrolidine-2,5-dione —— C27H32N2O6
    1-[2-(4-{[[1-(2,3-dihydrobenzofuran-5-yl)ethyl](2-oxopropyl)amino]methyl}-2-methoxyphenoxy)ethyl]pyrrolidine-2,5-dione
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]methylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C25H30N2O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]methylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]isobutylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione —— C28H36N2O5
    1-{2-[4-({[1-(2,3-dihydrobenzofuran-5-yl)ethyl]isobutylamino}methyl)-2-methoxyphenoxy]ethyl}pyrrolidine-2,5-dione
    —— 4-(2,3-dihydrobenzofuran-3-yl)-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-2-methylbutanenitrile —— C22H32N2O2
    4-(2,3-dihydrobenzofuran-3-yl)-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-2-methylbutanenitrile
    —— ethyl 2-(4'-fluorobenzyloxymethyl)-2,3-dihydrobenzofuran-2-carboxylate —— C19H19FO4
    ethyl 2-(4'-fluorobenzyloxymethyl)-2,3-dihydrobenzofuran-2-carboxylate
    —— 2-(4'-fluorobenzyloxymethyl)-5-hydroxymethyl-2,3-dihydrobenzofuran —— C17H17FO3
    2-(4'-fluorobenzyloxymethyl)-5-hydroxymethyl-2,3-dihydrobenzofuran