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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
    —— 8,9b-Dimethyl-1,3,4,9b-tetrahydro-2H-dibenzofuran-4a-ol 89228-49-9 C14H18O2
    8,9b-Dimethyl-1,3,4,9b-tetrahydro-2H-dibenzofuran-4a-ol
    —— 1-methyl-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]carbonyl}piperazine 1614233-75-8 C20H29BN2O4
    1-methyl-4-{[5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-yl]carbonyl}piperazine
    —— 6-(7-tert-Butyl-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl)-2,3-dihydro-imidazo[2,1-b]thiazole 194592-48-8 C19H24N2OS
    6-(7-tert-Butyl-3,3-dimethyl-2,3-dihydro-benzofuran-5-yl)-2,3-dihydro-imidazo[2,1-b]thiazole
    —— 3-[(2R)-2-(4-Phenylbutyl)-2,3-dihydrobenzo[b]furan-4-yl]propanoic Acid 532399-71-6 C21H24O3
    3-[(2R)-2-(4-Phenylbutyl)-2,3-dihydrobenzo[b]furan-4-yl]propanoic Acid
    —— 3-[(2R)-2-(4-Phenylbutyl)-2,3-dihydrobenzo[b]furan-4-yl]propanamide 532399-72-7 C21H25NO2
    3-[(2R)-2-(4-Phenylbutyl)-2,3-dihydrobenzo[b]furan-4-yl]propanamide
    —— 1-Ethyl-3-{(1R,2R)-2-[(R)-2-(4-phenyl-butyl)-2,3-dihydro-benzofuran-4-yl]-cyclopropylmethyl}-urea 532399-55-6 C25H32N2O2
    1-Ethyl-3-{(1R,2R)-2-[(R)-2-(4-phenyl-butyl)-2,3-dihydro-benzofuran-4-yl]-cyclopropylmethyl}-urea
    —— 3-[(2R)-2-(4-Phenylbutyl)-2,3-dihydrobenzo[b]furan-4-yl]propylamine 532399-73-8 C21H27NO
    3-[(2R)-2-(4-Phenylbutyl)-2,3-dihydrobenzo[b]furan-4-yl]propylamine
    —— Carbamic acid, methyl((trichloromethyl)thio)-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 37430-50-5 C13H14Cl3NO3S
    Carbamic acid, methyl((trichloromethyl)thio)-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— 2-Ethyl-5-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester 863970-95-0 C13H16O4
    2-Ethyl-5-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid methyl ester
    —— methyl 5-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-2-carboxylate 653578-11-1 C11H12O4
    methyl 5-hydroxy-2-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— methyl 5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-2-carboxylate 653578-13-3 C12H14O4
    methyl 5-methoxy-2-methyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 5-hydroxy-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester 863970-62-1 C10H10O4
    5-hydroxy-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester
    —— methyl 2-benzyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate 863970-63-2 C17H16O4
    methyl 2-benzyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— methyl 5-hydroxy-2-ethyl-2,3-dihydro-1-benzofuran-2-carboxylate 653578-24-6 C12H14O4
    methyl 5-hydroxy-2-ethyl-2,3-dihydro-1-benzofuran-2-carboxylate
    —— methyl 5-methoxy-2,3-dihydro-1-benzofuran-2-carboxylate 653578-12-2 C11H12O4
    methyl 5-methoxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 7-(chloromethyl)-5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran 1234847-97-2 C11H12ClFO
    7-(chloromethyl)-5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran
    —— N,N-diethyl-3,3a-dihydro-3-methylbenzofuro<3,2-c>isoxazole-3-carboxamide 75420-80-3 C15H18N2O3
    N,N-diethyl-3,3a-dihydro-3-methylbenzofuro<3,2-c>isoxazole-3-carboxamide
    —— (2,3-dihydro-benzofuran-5-yl)-piperidin-4-yl-methanone 1016697-74-7 C14H17NO2
    (2,3-dihydro-benzofuran-5-yl)-piperidin-4-yl-methanone
    —— 1-(6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)-3-ethylurea 1452478-28-2 C18H18Cl2N2O3
    1-(6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-yl)-3-ethylurea
    —— 6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-amine 1452479-70-7 C15H13Cl2NO2
    6-((2,4-dichlorobenzyl)oxy)-2,3-dihydro-1-benzofuran-3-amine
    —— (Z)-2-benzylidene-5-chloro-7-nitro-2,3-dihydrobenzofuran-3-ol 1262020-38-1 C15H10ClNO4
    (Z)-2-benzylidene-5-chloro-7-nitro-2,3-dihydrobenzofuran-3-ol
    —— 7-Bromo-3-phenyl-2,3-dihydro-benzofuran-3-carbonyl chloride 918305-05-2 C15H10BrClO2
    7-Bromo-3-phenyl-2,3-dihydro-benzofuran-3-carbonyl chloride
    —— ethyl 2-amino-3-oxo-3-(7-bromo-3-phenyl-2,3-dihydrobenzofur-3-yl)-propanoate 217493-18-0 C19H18BrNO4
    ethyl 2-amino-3-oxo-3-(7-bromo-3-phenyl-2,3-dihydrobenzofur-3-yl)-propanoate
    —— (+/-)-7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-carboxylic acid 217493-12-4 C15H11BrO3
    (+/-)-7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-carboxylic acid
    —— 7-Bromo-3-phenyl-2,3-dihydro-benzofuran-3-carbaldehyde 918304-66-2 C15H11BrO2
    7-Bromo-3-phenyl-2,3-dihydro-benzofuran-3-carbaldehyde
    —— ethyl 5-(7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-yl)-2-methoxyoxazole-4-carboxylate 217493-22-6 C21H18BrNO4
    ethyl 5-(7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-yl)-2-methoxyoxazole-4-carboxylate
    —— 2-Cyano-3-methyl-2,3-dihydro-3-benzofuranol 137556-70-8 C10H9NO2
    2-Cyano-3-methyl-2,3-dihydro-3-benzofuranol
    —— (+/-)-(E)-2-[4-(benzyloxy)but-1-enyl]-2,3-dihydrobenzofuran 1159829-69-2 C19H20O2
    (+/-)-(E)-2-[4-(benzyloxy)but-1-enyl]-2,3-dihydrobenzofuran
    —— 4aS,9aR,2S'-(-)-cis-2-(2'-hydroxy-2'-phenylethyl)-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol 1182348-90-8 C21H25NO3
    4aS,9aR,2S'-(-)-cis-2-(2'-hydroxy-2'-phenylethyl)-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol
    —— 4aR,9aS,2'S-(+)-cis-2-(2'-hydroxy-2'-phenylethyl)-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol 1182348-82-8 C21H25NO3
    4aR,9aS,2'S-(+)-cis-2-(2'-hydroxy-2'-phenylethyl)-4a-ethyl-1,2,3,4,4a,9a-hexahydrobenzofuro[2,3-c]pyridin-6-ol
    —— N-benzyl-2,3-dihydrobenzofuran-3-amine 1410748-15-0 C15H15NO
    N-benzyl-2,3-dihydrobenzofuran-3-amine
    —— 3-[(7-fluoro-2,3-dihydrobenzofuran-5-yl)hydrazono]piperidin-2-one 1207094-66-3 C13H14FN3O2
    3-[(7-fluoro-2,3-dihydrobenzofuran-5-yl)hydrazono]piperidin-2-one
    —— perfluoro-2-methylbenzoxolene 649727-95-7 C9F10O
    perfluoro-2-methylbenzoxolene
    —— 1-(3-{[2-amino-6-(2,3-dihydro-1-benzofuran-7-yl)pyrimidin-4-yl]amino}propyl)pyrrolidin-2-one 1612182-41-8 C19H23N5O2
    1-(3-{[2-amino-6-(2,3-dihydro-1-benzofuran-7-yl)pyrimidin-4-yl]amino}propyl)pyrrolidin-2-one
    —— 2-(4-(2-(6-methoxy-2,3-dihydrobenzofuran-2-yl)ethyl)phenoxy)ethanol 1220972-66-6 C19H22O4
    2-(4-(2-(6-methoxy-2,3-dihydrobenzofuran-2-yl)ethyl)phenoxy)ethanol
    —— (+/-)-{[7-(5-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852114-81-9 C16H16ClNO
    (+/-)-{[7-(5-chloro-2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 7-Thioureido-2,3-dihydro-benzofuran-5-sulfonic acid amide 1377582-15-4 C9H11N3O3S2
    7-Thioureido-2,3-dihydro-benzofuran-5-sulfonic acid amide
    —— 4,5-(OCH2CH2)C6H3C(H)=N(Cy 1016603-42-1 C15H19NO
    4,5-(OCH2CH2)C6H3C(H)=N(Cy
    —— 1-(2,2,3-trimethyl-2,3-dihydro-benzofuran-5-yl)-propan-1-ol 100863-20-5 C14H20O2
    1-(2,2,3-trimethyl-2,3-dihydro-benzofuran-5-yl)-propan-1-ol
    —— 5-(3,3-dimethylbut-1-ynyl)-2,3-dihydrobenzofuran 1199939-53-1 C14H16O
    5-(3,3-dimethylbut-1-ynyl)-2,3-dihydrobenzofuran
    —— tert-butyl (2,3-dihydrobenzofuran-3-yl)carbamate 1410747-74-8 C13H17NO3
    tert-butyl (2,3-dihydrobenzofuran-3-yl)carbamate
    —— beraprost potassium salt 1416252-97-5 C24H29O5*K
    beraprost potassium salt
    —— (+/-)-{[5-chloro-7-(2,6-dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-19-1 C17H18ClNO
    (+/-)-{[5-chloro-7-(2,6-dimethylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— 4-(3-((2,3-dihydro-5-hydroxy-6-benzofuranyl)oxy)propoxy)benzeneacetic acid methyl ester 119795-31-2 C20H22O6
    4-(3-((2,3-dihydro-5-hydroxy-6-benzofuranyl)oxy)propoxy)benzeneacetic acid methyl ester
    —— [(3S)-6-{[(3R)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid 1258395-77-5 C18H16BrNO4
    [(3S)-6-{[(3R)-7-bromo-2,3-dihydro-1-benzofuran-3-yl]amino}-2,3-dihydro-1-benzofuran-3-yl]acetic acid
    —— methyl {(3S)-6-[{7-[(2-aminophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258399-14-2 C27H24F3N3O5
    methyl {(3S)-6-[{7-[(2-aminophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide 1614233-63-4 C17H24BNO4
    N,N-dimethyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3S)-3-[(3S)-5-methyl-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-phenylpyrrolidine-2,5-dione 1258326-23-6 C25H19NO4
    (3S)-3-[(3S)-5-methyl-2-oxo-3-phenyl-1-benzofuran-3-yl]-1-phenylpyrrolidine-2,5-dione
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-methyl-3-phenyl-1-benzofuran-2-one 1374605-24-9 C29H24O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-5-methyl-3-phenyl-1-benzofuran-2-one
    —— 3-<3-Chlor-propyl>-3-phenyl-2-benzofuranon 6345-90-0 C17H15ClO2
    3-<3-Chlor-propyl>-3-phenyl-2-benzofuranon