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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
    —— 4aR,9aS-(+)-cis-4a-ethyl-6-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridine 1182348-72-6 C15H21NO2
    4aR,9aS-(+)-cis-4a-ethyl-6-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridine
    —— 4aS,9aR-(-)-cis-4a-ethyl-6-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridine 1182348-84-0 C15H21NO2
    4aS,9aR-(-)-cis-4a-ethyl-6-methoxy-2-methyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridine
    —— (+)-3-furan-2-yl-2,3-dihydro-benzofuran-3-ol —— C12H10O3
    (+)-3-furan-2-yl-2,3-dihydro-benzofuran-3-ol
    —— 5-(N-methylsulfamoyl)-6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic acid 103969-00-2 C10H9Cl2NO5S
    5-(N-methylsulfamoyl)-6,7-dichloro-2,3-dihydrobenzofuran-2-carboxylic acid
    —— 6,7-dichloro-5-(N-ethoxycarbonyl-N-methylsulfamoyl)-2,3-dihydrobenzofuran-2-carboxylic acid 103969-24-0 C13H13Cl2NO7S
    6,7-dichloro-5-(N-ethoxycarbonyl-N-methylsulfamoyl)-2,3-dihydrobenzofuran-2-carboxylic acid
    —— methyl 6-((2,4-dichlorobenzyl)oxy)-3-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylate 1452478-21-5 C17H14Cl2O5
    methyl 6-((2,4-dichlorobenzyl)oxy)-3-hydroxy-2,3-dihydro-1-benzofuran-3-carboxylate
    —— methyl 6-((2,4-dichlorobenzyl)oxy)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-3-carboxylate 1452478-29-3 C18H16Cl2O5
    methyl 6-((2,4-dichlorobenzyl)oxy)-3-(hydroxymethyl)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— methyl 6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-carboxylate 1452478-15-7 C17H14Cl2O4
    methyl 6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-carboxylate
    —— methyl 6-((2,4-dichlorobenzyl)oxy)-3-methyl-2,3-dihydro-1-benzofuran-3-carboxylate 1452478-26-0 C18H16Cl2O4
    methyl 6-((2,4-dichlorobenzyl)oxy)-3-methyl-2,3-dihydro-1-benzofuran-3-carboxylate
    —— 6-chloro-2,2-dimethyl-3H-benzofuran 96126-97-5 C10H11ClO
    6-chloro-2,2-dimethyl-3H-benzofuran
    —— 2-[(E)-3-(5-phenylmethoxy-2,3-dihydro-1-benzofuran-6-yl)prop-1-enyl]benzonitrile 126080-76-0 C25H21NO2
    2-[(E)-3-(5-phenylmethoxy-2,3-dihydro-1-benzofuran-6-yl)prop-1-enyl]benzonitrile
    —— 1-(4-nitrophenyl)-2-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl]diazene 877776-23-3 C26H27N3O3
    1-(4-nitrophenyl)-2-[2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl]diazene
    —— 2,2,4,6,7-Pentamethyl-3-(4-methylphenyl)-5-nitro-2,3-dihydrobenzofuran 142874-71-3 C20H23NO3
    2,2,4,6,7-Pentamethyl-3-(4-methylphenyl)-5-nitro-2,3-dihydrobenzofuran
    —— Tert-butyl 3-(2,3-dihydro-1-benzofuran-5-yl)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate 1173274-00-4 C20H27NO5
    Tert-butyl 3-(2,3-dihydro-1-benzofuran-5-yl)-3-(2-ethoxy-2-oxoethyl)azetidine-1-carboxylate
    —— 2-(2,3-dihydrobenzofuran-5-yl)oxazole-4-carboxylic acid 1455167-30-2 C12H9NO4
    2-(2,3-dihydrobenzofuran-5-yl)oxazole-4-carboxylic acid
    —— ethyl 2-(2,3-dihydrobenzofuran-5-yl)oxazole-4-carboxylate 1528744-84-4 C14H13NO4
    ethyl 2-(2,3-dihydrobenzofuran-5-yl)oxazole-4-carboxylate
    —— 5-(oxetan-3-yl)-2,3-dihydrobenzofuran 1044507-53-0 C11H12O2
    5-(oxetan-3-yl)-2,3-dihydrobenzofuran
    —— 3,3-dimethyl-2-morpholin-4-yl-6-phenyl-2,3-dihydro-benzofuran-5-ol 16793-13-8 C20H23NO3
    3,3-dimethyl-2-morpholin-4-yl-6-phenyl-2,3-dihydro-benzofuran-5-ol
    —— 3-<(selenophenyl)methyl>-2,3-dihydrobenzofuran 111191-89-0 C15H14OSe
    3-<(selenophenyl)methyl>-2,3-dihydrobenzofuran
    —— cis-2,3-Dimethyl-2,3-dihydro-3-benzofuranol 137556-62-8 C10H12O2
    cis-2,3-Dimethyl-2,3-dihydro-3-benzofuranol
    —— trans-2,3-Dimethyl-2,3-dihydro-3-benzofuranol 137556-62-8 C10H12O2
    trans-2,3-Dimethyl-2,3-dihydro-3-benzofuranol
    —— 3-(p-tolyl)benzofuran-2(3H)-one 4815-06-9 C15H12O2
    3-(p-tolyl)benzofuran-2(3H)-one
    —— (3-benzyl-3-hydroxy-2,2,4,5,7-pentamethyl-2,3-dihydro-1-benzofuran-6-yl)formamide 1206733-76-7 C21H25NO3
    (3-benzyl-3-hydroxy-2,2,4,5,7-pentamethyl-2,3-dihydro-1-benzofuran-6-yl)formamide
    —— 4-Benzofuranol, 2,3-dihydro-2,6-dimethyl- 57330-85-5 C10H12O2
    4-Benzofuranol, 2,3-dihydro-2,6-dimethyl-
    —— 4-hydroxy-6-methoxy-2-methyl-2,3-dihydrobenzofuran 83949-07-9 C10H12O3
    4-hydroxy-6-methoxy-2-methyl-2,3-dihydrobenzofuran
    —— (2S,2S)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 763893-60-3 C19H29N3O4S
    (2S,2S)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— (2S,2R)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide 792154-25-7 C19H29N3O4S
    (2S,2R)-N-<(1-n-butyl-2-pyrrolidinyl)methyl>-2-methyl-5-sulfamoyl-2,3-dihydrobenzofuran-7-carboxamide
    —— 7-[3-[2-(dimethoxyphosphorylmethyl)-1,3-oxazol-5-yl]-1-methylindol-4-yl]-2-methoxy-3-phenyl-2H-1-benzofuran-3-carbaldehyde 321527-27-9 C31H29N2O7P
    7-[3-[2-(dimethoxyphosphorylmethyl)-1,3-oxazol-5-yl]-1-methylindol-4-yl]-2-methoxy-3-phenyl-2H-1-benzofuran-3-carbaldehyde
    —— tert-butyl-[[7-[3-[2-(dimethoxyphosphorylmethyl)-1,3-oxazol-5-yl]-1-methylindol-4-yl]-2-methoxy-3-phenyl-2H-1-benzofuran-3-yl]methoxy]-dimethylsilane 321527-44-0 C37H45N2O7PSi
    tert-butyl-[[7-[3-[2-(dimethoxyphosphorylmethyl)-1,3-oxazol-5-yl]-1-methylindol-4-yl]-2-methoxy-3-phenyl-2H-1-benzofuran-3-yl]methoxy]-dimethylsilane
    —— 3-(2,3-dihydro-benzofuran-5-ylmethyl)-1-(4-methoxy-benzyl)-6-methylsulfanyl-1H-[1,3,5]triazine-2,4-dione 1353585-35-9 C21H21N3O4S
    3-(2,3-dihydro-benzofuran-5-ylmethyl)-1-(4-methoxy-benzyl)-6-methylsulfanyl-1H-[1,3,5]triazine-2,4-dione
    —— 7-Tert-butyl-5-(2-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-ol 1219831-76-1 C18H21NO3
    7-Tert-butyl-5-(2-methoxypyridin-3-yl)-2,3-dihydro-1-benzofuran-3-ol
    —— 4-<2,3-Dihydro-5-(benzyloxy)benzofuran-6-yl>butyric acid 119794-93-3 C19H20O4
    4-<2,3-Dihydro-5-(benzyloxy)benzofuran-6-yl>butyric acid
    —— 2,3-dihydro-5-allyloxy-6-bromobenzofuran 184473-62-9 C11H11BrO2
    2,3-dihydro-5-allyloxy-6-bromobenzofuran
    —— 4-<2,3-Dihydro-5-(benzyloxy)benzofuran-6-yl>butyronitrile 119794-91-1 C19H19NO2
    4-<2,3-Dihydro-5-(benzyloxy)benzofuran-6-yl>butyronitrile
    —— 2,3-Dihydro-4-(3-hydroxypropyl)-5-(benzyloxy)benzofuran 119795-51-6 C18H20O3
    2,3-Dihydro-4-(3-hydroxypropyl)-5-(benzyloxy)benzofuran
    —— 2,3-Dihydro-7-tert-butyl-5-benzofuranol 115483-17-5 C12H16O2
    2,3-Dihydro-7-tert-butyl-5-benzofuranol
    —— 2,3-dihydro-6-propyl-5-benzofuranol 119794-85-3 C11H14O2
    2,3-dihydro-6-propyl-5-benzofuranol
    —— 5-methoxy-6-(2-nitro-1-propenyl)-2,3-dihydrobenzofuran 130933-12-9 C12H13NO4
    5-methoxy-6-(2-nitro-1-propenyl)-2,3-dihydrobenzofuran
    —— 6-allyl-5-methoxy-2,3-dihydrobenzofuran 130933-10-7 C12H14O2
    6-allyl-5-methoxy-2,3-dihydrobenzofuran
    —— N-Phenyl-3-<2,3-dihydro-5-(benzyloxy)benzofuran-6-yl>propylamine 119794-96-6 C24H25NO2
    N-Phenyl-3-<2,3-dihydro-5-(benzyloxy)benzofuran-6-yl>propylamine
    —— 2,3-Dihydro-5,6-benzofurandiol 5-methoxymethyl ether formate 119795-58-3 C11H12O5
    2,3-Dihydro-5,6-benzofurandiol 5-methoxymethyl ether formate
    —— 2,3-Dihydro-6-(3-hydroxypropyl)-5-(benzyloxy)benzofuran 119794-89-7 C18H20O3
    2,3-Dihydro-6-(3-hydroxypropyl)-5-(benzyloxy)benzofuran
    —— 2,3-Dihydro-5-hydroxybenzofuran-6-carboxaldehyde methoxymethyl ether 119795-13-0 C11H12O4
    2,3-Dihydro-5-hydroxybenzofuran-6-carboxaldehyde methoxymethyl ether
    —— 6-(2-aminopropyl)-5-methoxy-2,3-dihydrobenzofuran 99355-77-8 C12H17NO2
    6-(2-aminopropyl)-5-methoxy-2,3-dihydrobenzofuran
    —— 4-allyl-5-methoxy-2,3-dihydrobenzofuran 130933-05-0 C12H14O2
    4-allyl-5-methoxy-2,3-dihydrobenzofuran
    —— 1-(5-methoxy-2,3-dihydrobenzofuran-4-yl)-2-aminopropane 130933-02-7 C12H17NO2
    1-(5-methoxy-2,3-dihydrobenzofuran-4-yl)-2-aminopropane
    —— 2,3-dihydro-6-(3-phenoxypropoxy)-5-benzofuranol 119795-21-0 C17H18O4
    2,3-dihydro-6-(3-phenoxypropoxy)-5-benzofuranol
    —— 1-(7-bromo-5-methoxy-2,3-dihydrobenzofuran-4-yl)-2-aminopropane 130933-08-3 C12H16BrNO2
    1-(7-bromo-5-methoxy-2,3-dihydrobenzofuran-4-yl)-2-aminopropane
    —— 2,3-Dihydro-5-hydroxybenzofuran-6-carboxylic acid ethyl ester methoxymethyl ether 119795-33-4 C13H16O5
    2,3-Dihydro-5-hydroxybenzofuran-6-carboxylic acid ethyl ester methoxymethyl ether
    —— 2,3-dihydro-6-(3-hydroxypropyl)-5-benzofuranol 119794-88-6 C11H14O3
    2,3-dihydro-6-(3-hydroxypropyl)-5-benzofuranol