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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
    —— 7-ethoxycarbonyl-5-(2-tetrahydropyranyloxyethyl)-2,3-dihydrobenzofuran 149640-11-9 C18H24O5
    7-ethoxycarbonyl-5-(2-tetrahydropyranyloxyethyl)-2,3-dihydrobenzofuran
    —— 3-(4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil 164915-18-8 C16H14ClF3N2O3
    3-(4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-7-yl)-1-methyl-6-trifluoromethyluracil
    —— 4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran 164915-29-1 C10H10ClNO3
    4-chloro-2,3-dihydro-2,2-dimethyl-7-nitrobenzofuran
    —— 4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-7-yl isocyanate 164915-31-5 C11H10ClNO2
    4-chloro-2,3-dihydro-2,2-dimethylbenzofuran-7-yl isocyanate
    —— 2,3-dihydro-7-methyl-2-(p-methoxyphenyltelluro)methylbenzofuran 113345-19-0 C17H18O2Te
    2,3-dihydro-7-methyl-2-(p-methoxyphenyltelluro)methylbenzofuran
    —— 2-(5-hydroxy-2-oxo-3-phenyl-2,3-dihydrobenzofuran-6-yl)-2-oxoacetic acid 1206912-64-2 C16H10O6
    2-(5-hydroxy-2-oxo-3-phenyl-2,3-dihydrobenzofuran-6-yl)-2-oxoacetic acid
    —— methyl (5-hydroxy-2-oxo-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)(oxo)acetate 1206912-63-1 C17H12O6
    methyl (5-hydroxy-2-oxo-3-phenyl-2,3-dihydro-1-benzofuran-6-yl)(oxo)acetate
    —— (+)-{[7-(4-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852112-46-0 C16H16ClNO
    (+)-{[7-(4-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(4-methylthiobenzyloxy)-2,3-dihydrobenzofuran 216989-23-0 C30H36O2S
    3-(4-isopropylphenyl)-2,2,4,6,7-pentamethyl-5-(4-methylthiobenzyloxy)-2,3-dihydrobenzofuran
    —— (2-Methyl-2,3-dihydro-benzofuran-4-yl)-phenyl-amine 84248-69-1 C15H15NO
    (2-Methyl-2,3-dihydro-benzofuran-4-yl)-phenyl-amine
    —— Acetic acid 4-acetoxy-2,3-dihydro-benzofuran-3-yl ester 444711-08-4 C12H12O5
    Acetic acid 4-acetoxy-2,3-dihydro-benzofuran-3-yl ester
    —— (+)-{[5-chloro-7-(2,3-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-02-2 C15H12ClF2NO
    (+)-{[5-chloro-7-(2,3-difluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— methyl 6-chloro-2,3-dihydro-1-benzofuran-3-carboxylate 885681-75-4 C10H9ClO3
    methyl 6-chloro-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 5-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran 1227153-81-2 C11H13BrO2
    5-bromo-7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran
    —— methyl 3-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-2,2-dimethyl-3-oxopropanoate 1227153-80-1 C17H22O5
    methyl 3-(7-methoxy-2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)-2,2-dimethyl-3-oxopropanoate
    —— dihydrofuro-3a-methoxy<2,3b>benzofuran-2(3H)-one 126680-42-0 C11H10O4
    dihydrofuro-3a-methoxy<2,3b>benzofuran-2(3H)-one
    —— 3-(2,3-dihydrobenzofuran-7-yl)-3-methylbutanal 609807-54-7 C13H16O2
    3-(2,3-dihydrobenzofuran-7-yl)-3-methylbutanal
    —— (S)-3-(2,3-dihydrobenzofuran-2-yl)pyridine 1372790-99-2 C13H11NO
    (S)-3-(2,3-dihydrobenzofuran-2-yl)pyridine
    —— Acetic acid 1-(2,3-dihydro-benzofuran-2-yl)-vinyl ester 125812-16-0 C12H12O3
    Acetic acid 1-(2,3-dihydro-benzofuran-2-yl)-vinyl ester
    —— 3-ethoxy-3-phenyl-3<i>H</i>-benzofuran-2-one 62231-08-7 C16H14O3
    3-ethoxy-3-phenyl-3<i>H</i>-benzofuran-2-one
    —— methanesulfonic acid 7-p-tolyl-2,3-dihydro-benzofuran-2-ylmethyl ester 872518-61-1 C17H18O4S
    methanesulfonic acid 7-p-tolyl-2,3-dihydro-benzofuran-2-ylmethyl ester
    —— 2-isopropenyl-7-methoxy-2,3-dihydrobenzofuran 91301-22-3 C12H14O2
    2-isopropenyl-7-methoxy-2,3-dihydrobenzofuran
    —— 5-Chloro-4,6-dimethyl-2-phenylsulfanylmethyl-2,3-dihydro-benzofuran 126734-06-3 C17H17ClOS
    5-Chloro-4,6-dimethyl-2-phenylsulfanylmethyl-2,3-dihydro-benzofuran
    —— 4,6-dimethyl-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 126707-92-4 C17H18OS
    4,6-dimethyl-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
    —— 2,4,6,7-Tetramethyl-2-[2-(dimethylamino)ethyl]-2,3-dihydrobenzofuran 142874-89-3 C16H25NO
    2,4,6,7-Tetramethyl-2-[2-(dimethylamino)ethyl]-2,3-dihydrobenzofuran
    —— 2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethylbenzofuran 142874-83-7 C13H17BrO
    2-bromomethyl-2,3-dihydro-2,4,6,7-tetramethylbenzofuran
    —— N,N-Dimethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-ylacetamide 142874-87-1 C16H23NO2
    N,N-Dimethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-ylacetamide
    —— 2-cyanomethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran 142902-35-0 C14H17NO
    2-cyanomethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran
    —— 2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl acetic acid 142874-86-0 C14H18O3
    2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl acetic acid
    —— Dimethyl-[2-(2,4,6,7-tetramethyl-5-nitro-2,3-dihydro-benzofuran-2-yl)-ethyl]-amine 142874-79-1 C16H24N2O3
    Dimethyl-[2-(2,4,6,7-tetramethyl-5-nitro-2,3-dihydro-benzofuran-2-yl)-ethyl]-amine
    —— 2,4,6,7-Tetramethyl-5-nitro-2-(2-piperidinoethyl)-2,3-dihydrobenzofuran 142874-80-4 C19H28N2O3
    2,4,6,7-Tetramethyl-5-nitro-2-(2-piperidinoethyl)-2,3-dihydrobenzofuran
    —— 2,4,6,7-Tetramethyl-2-(2-piperidinoethyl)-2,3-dihydrobenzofuran 142874-90-6 C19H29NO
    2,4,6,7-Tetramethyl-2-(2-piperidinoethyl)-2,3-dihydrobenzofuran
    —— 4-chloro-2-(cyclopropylamino)-6-(2,3-dihydrobenzofuran-6-yl)pyrimidine-5-carbonitrile 945001-87-6 C16H13ClN4O
    4-chloro-2-(cyclopropylamino)-6-(2,3-dihydrobenzofuran-6-yl)pyrimidine-5-carbonitrile
    —— 2-(5-cyano-2-(cyclopropylamino)-6-(2,3-dihydrobenzofuran-6-yl)pyrimidin-4-ylthio)acetamide 945001-88-7 C18H17N5O2S
    2-(5-cyano-2-(cyclopropylamino)-6-(2,3-dihydrobenzofuran-6-yl)pyrimidin-4-ylthio)acetamide
    —— 2-Allyl-3-phenyl-benzofuranon-(2) 116465-79-3 C17H14O2
    2-Allyl-3-phenyl-benzofuranon-(2)
    —— 2-(methylsulphonylmethyl)-5-nitro-2,3-dihydrobenzofuran 81077-78-3 C10H11NO5S
    2-(methylsulphonylmethyl)-5-nitro-2,3-dihydrobenzofuran
    —— 2-(methylsulphonylmethyl)-5-methyl-2,3-dihydrobenzofuran 81077-76-1 C11H14O3S
    2-(methylsulphonylmethyl)-5-methyl-2,3-dihydrobenzofuran
    —— methyl 7-[5-amino-6-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate 149245-90-9 C22H35NO5
    methyl 7-[5-amino-6-(t-butyl)-2,3-dihydro-2,2-dimethylbenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate
    —— methyl 7-[5-amino-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate 149245-15-8 C20H31NO5
    methyl 7-[5-amino-2,3-dihydro-2,2,4,6-tetramethylbenzo[b]furan-7-yl]-3,5-dihydroxyheptanoate
    —— 5-benzyloxy-3-(2,3-dibromo-propyl)-3-phenyl-3<i>H</i>-benzofuran-2-one 55395-73-8 C24H20Br2O3
    5-benzyloxy-3-(2,3-dibromo-propyl)-3-phenyl-3<i>H</i>-benzofuran-2-one
    —— 2,3-dihydro-7-methyl-2-<(phenyltelluro)methyl>benzofuran 122823-58-9 C16H16OTe
    2,3-dihydro-7-methyl-2-<(phenyltelluro)methyl>benzofuran
    —— 5-Dimethylsulfamoyl-6,7-dimethyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester 113711-66-3 C15H21NO5S
    5-Dimethylsulfamoyl-6,7-dimethyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester
    —— (+/-)2,3-dihydro-6,7-dimethyl-5-(2-thenoyl)benzofuran-2-carboxylic acid 77886-62-5 C16H14O4S
    (+/-)2,3-dihydro-6,7-dimethyl-5-(2-thenoyl)benzofuran-2-carboxylic acid
    —— 5-Dimethylsulfamoyl-6,7-dimethyl-2,3-dihydro-benzofuran-2-carboxylic acid 113711-69-6 C13H17NO5S
    5-Dimethylsulfamoyl-6,7-dimethyl-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 6,7-Dimethyl-5-sulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester 113711-64-1 C13H17NO5S
    6,7-Dimethyl-5-sulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester
    —— 6,7-Dimethyl-5-sulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid 113711-67-4 C11H13NO5S
    6,7-Dimethyl-5-sulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 6,7-Dimethyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester 113730-58-8 C13H16O3
    6,7-Dimethyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester
    —— 6,7-Dimethyl-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid 113711-68-5 C12H15NO5S
    6,7-Dimethyl-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 6,7-Dimethyl-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester 113711-65-2 C14H19NO5S
    6,7-Dimethyl-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-carboxylic acid ethyl ester
    —— 7-cyclohexyl-2,3-dihydro-2-methylbenzofuran 54815-14-4 C15H20O
    7-cyclohexyl-2,3-dihydro-2-methylbenzofuran