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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
    —— 2,3-dihydro-5-hydroxy-7-methoxy-2-benzofuranmethanol 138223-86-6 C10H12O4
    2,3-dihydro-5-hydroxy-7-methoxy-2-benzofuranmethanol
    —— bis(methoxymethyl) ether of 2,3-dihydro-5,7-dihydroxy-2-<1-(2-phenylthio-3-pentenyl)>benzofuran 138223-98-0 C23H28O5S
    bis(methoxymethyl) ether of 2,3-dihydro-5,7-dihydroxy-2-<1-(2-phenylthio-3-pentenyl)>benzofuran
    —— bis(methoxymethyl) ether of 2,3-dihydro-2-chloromethyl-5,7-dihydroxybenzofuran 138223-97-9 C13H17ClO5
    bis(methoxymethyl) ether of 2,3-dihydro-2-chloromethyl-5,7-dihydroxybenzofuran
    —— 1'(E),3'(E)-2,3-dihydro-5,7-dimethoxy-2-<1-(1,3-pentadienyl)>benzofuran 138258-59-0 C15H18O3
    1'(E),3'(E)-2,3-dihydro-5,7-dimethoxy-2-<1-(1,3-pentadienyl)>benzofuran
    —— 2,3-dihydro-5-hydroxy-2-iodomethyl-7-methoxybenzofuran 138223-94-6 C10H11IO3
    2,3-dihydro-5-hydroxy-2-iodomethyl-7-methoxybenzofuran
    —— 2,3-dihydro-5,7-dimethoxy-2-benzofuranmethanol 138223-90-2 C11H14O4
    2,3-dihydro-5,7-dimethoxy-2-benzofuranmethanol
    —— 2,3-dihydro-2-bromomethyl-5-hydroxy-7-methoxybenzofuran 138223-95-7 C10H11BrO3
    2,3-dihydro-2-bromomethyl-5-hydroxy-7-methoxybenzofuran
    —— 2,3-dihydro-2-chloromethyl-5,7-dihydroxybenzofuran 138048-88-1 C9H9ClO3
    2,3-dihydro-2-chloromethyl-5,7-dihydroxybenzofuran
    —— 2,3-dihydro-2-chloromethyl-5-hydroxy-7-methoxybenzofuran 138223-96-8 C10H11ClO3
    2,3-dihydro-2-chloromethyl-5-hydroxy-7-methoxybenzofuran
    —— 3,5-Dimethyl-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester 82366-94-7 C12H14O3
    3,5-Dimethyl-2,3-dihydro-benzofuran-3-carboxylic acid methyl ester
    —— (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-6-methyl-3-phenyl-1-benzofuran-2-one 1374605-32-9 C29H24O6S2
    (3R)-3-[2,2-bis(benzenesulfonyl)ethyl]-6-methyl-3-phenyl-1-benzofuran-2-one
    —— 3-[4-[2-(2,3-Dihydrobenzofuran-7-yl)ethyl]piperidino]methyl-2-methoxypyrazine 614724-16-2 C21H27N3O2
    3-[4-[2-(2,3-Dihydrobenzofuran-7-yl)ethyl]piperidino]methyl-2-methoxypyrazine
    —— 4-[2-(2,3-dihydrobenzofuran-7-yl)ethyl]piperidine 614731-35-0 C15H21NO
    4-[2-(2,3-dihydrobenzofuran-7-yl)ethyl]piperidine
    —— 2-(Diethylaminomethyl)-2,3-dihydrobenzofuran 46421-51-6 C13H19NO
    2-(Diethylaminomethyl)-2,3-dihydrobenzofuran
    —— 2-isopropenyl-4,6-dimethoxy-2,3-dihydrobenzofuran 581096-46-0 C13H16O3
    2-isopropenyl-4,6-dimethoxy-2,3-dihydrobenzofuran
    —— acetamido-3 chloro-2 methoxy-3 nitro-2 coumaranne 75591-34-3 C11H11ClN2O5
    acetamido-3 chloro-2 methoxy-3 nitro-2 coumaranne
    —— acetamido-3 chloro-2 ethoxy-3 nitro-2 coumaranne 75591-33-2 C12H13ClN2O5
    acetamido-3 chloro-2 ethoxy-3 nitro-2 coumaranne
    —— 4-(2,2-Dimethyl-2,3-dihydro-benzofuran-5-ylamino)-2,3,5-trimethyl-6-(2-methyl-allyl)-phenol 186039-08-7 C23H29NO2
    4-(2,2-Dimethyl-2,3-dihydro-benzofuran-5-ylamino)-2,3,5-trimethyl-6-(2-methyl-allyl)-phenol
    —— 5-amino-2,3-dihydro-2,2-dimethylbenzofuran 31010-94-3 C10H13NO
    5-amino-2,3-dihydro-2,2-dimethylbenzofuran
    —— [3-(4-Chloro-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid 77143-68-1 C16H11ClO4
    [3-(4-Chloro-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid
    —— 6-Oxa-3-thia-2,4-diazatridecanoic acid, 2,4-dimethyl-5-oxo-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester, 3-oxide 77248-39-6 C21H32N2O6S
    6-Oxa-3-thia-2,4-diazatridecanoic acid, 2,4-dimethyl-5-oxo-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester, 3-oxide
    —— [3-(4-Bromo-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid 77143-69-2 C16H11BrO4
    [3-(4-Bromo-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid
    —— Carbamic acid, (((4-(1,1-dimethylethyl)-2-methylphenyl)thio)sulfinyl)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 77267-58-4 C23H29NO4S2
    Carbamic acid, (((4-(1,1-dimethylethyl)-2-methylphenyl)thio)sulfinyl)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— 2,3-Dihydro-2,2-dimethylbenzofuranyl-7-(methyl)(4-t-butylphenylthiosulfinyl)carbamate 77267-57-3 C22H27NO4S2
    2,3-Dihydro-2,2-dimethylbenzofuranyl-7-(methyl)(4-t-butylphenylthiosulfinyl)carbamate
    —— [3-(4-Chloro-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid methyl ester 77143-62-5 C17H13ClO4
    [3-(4-Chloro-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid methyl ester
    —— [3-(4-Bromo-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid methyl ester 77143-63-6 C17H13BrO4
    [3-(4-Bromo-phenyl)-2-oxo-2,3-dihydro-benzofuran-5-yl]-acetic acid methyl ester
    —— 6-methyl-1-phenyl-2-oxa-3,4-benzobicyclo<3.2.0>heptan-7-one 99477-35-7 C17H14O2
    6-methyl-1-phenyl-2-oxa-3,4-benzobicyclo<3.2.0>heptan-7-one
    —— 3-benzyl-2,3-dihydro-l-benzofuran-5-carbaldehyde 109209-65-6 C16H14O2
    3-benzyl-2,3-dihydro-l-benzofuran-5-carbaldehyde
    —— 1-(chlorocarbonyl)-1-(4-chloro-2,3-dihydro-2,5-dimethylbenzofuran-7-yl)-4-methoxy-4-methylsemicarbazide 116709-17-2 C14H17Cl2N3O4
    1-(chlorocarbonyl)-1-(4-chloro-2,3-dihydro-2,5-dimethylbenzofuran-7-yl)-4-methoxy-4-methylsemicarbazide
    —— diethyl 5-chloro-3-(formylmethyl)benzofuran-2,2(3H)-dicarboxylate 1401439-25-5 C16H17BrO6
    diethyl 5-chloro-3-(formylmethyl)benzofuran-2,2(3H)-dicarboxylate
    —— 3-(4-Chloro-2,5-dimethyl-2,3-dihydro-benzofuran-7-yl)-5-[(Z)-methylimino]-[1,3,4]oxadiazolidin-2-one 116709-23-0 C13H14ClN3O3
    3-(4-Chloro-2,5-dimethyl-2,3-dihydro-benzofuran-7-yl)-5-[(Z)-methylimino]-[1,3,4]oxadiazolidin-2-one
    —— 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-carbaldehyde 157189-00-9 C14H18O2
    2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-carbaldehyde
    —— (2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)methanamine acetate 1240045-87-7 C2H4O2*C14H21NO
    (2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-yl)methanamine acetate
    —— 2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-carbonitrile 1240045-85-5 C14H17NO
    2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-carbonitrile
    —— 4-(3-piperidin-1-yl-3H-benzofuran-2-ylidene)butan-2-ol 1068483-18-0 C17H23NO2
    4-(3-piperidin-1-yl-3H-benzofuran-2-ylidene)butan-2-ol
    —— 1-(2,2-dimethyl-3H-1-benzofuran-7-yl)-3-piperidin-1-ylpropan-1-one;hydron;chloride —— C18H26ClNO2
    1-(2,2-dimethyl-3H-1-benzofuran-7-yl)-3-piperidin-1-ylpropan-1-one;hydron;chloride
    —— 2-hydroxymethyl-2,3-dihydro-benzofuran-7-ol 872518-57-5 C9H10O3
    2-hydroxymethyl-2,3-dihydro-benzofuran-7-ol
    —— 2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxylic acid 197506-30-2 C18H18O3
    2-(3-phenylpropyl)-2,3-dihydrobenzofuran-5-carboxylic acid
    —— 2-[(4-Benzyloxy-1-piperidinyl)methyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine 204064-04-0 C25H34N2O2
    2-[(4-Benzyloxy-1-piperidinyl)methyl]-2,3-dihydro-2,4,6,7-tetramethyl-5-benzofuranamine
    —— beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylethyl)-, 2-ethylhexyl ester 82560-58-5 C26H42N2O5S
    beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylethyl)-, 2-ethylhexyl ester
    —— 2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester 1007392-06-4 C27H28O9
    2-oxo-3-phenyl-2,3-dihydro-benzofuran-3-carboxylic acid 2,2,7,7-tetramethyl-tetrahydro-bis[1,3]dioxolo[4,5-b;4',5'-d]pyran-3a-ylmethyl ester
    —— beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylpropyl)-, ethyl ester 82560-63-2 C21H32N2O5S
    beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylpropyl)-, ethyl ester
    —— beta-Alanine, N-butyl-N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-, ethyl ester 82560-59-6 C21H32N2O5S
    beta-Alanine, N-butyl-N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-, ethyl ester
    —— beta-Alanine, N-butyl-N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-, methyl ester 82560-62-1 C20H30N2O5S
    beta-Alanine, N-butyl-N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-, methyl ester
    —— beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylethyl)-, methyl ester 82560-55-2 C19H28N2O5S
    beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylethyl)-, methyl ester
    —— 2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-[N,N-bis(ethoxycarbonylethyl)aminosulfenyl]-N-methylcarbamate 82560-28-9 C22H32N2O7S
    2,3-dihydro-2,2-dimethylbenzofuran-7-yl N-[N,N-bis(ethoxycarbonylethyl)aminosulfenyl]-N-methylcarbamate
    —— beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylethyl)-, butyl ester 82560-57-4 C22H34N2O5S
    beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(1-methylethyl)-, butyl ester
    —— Carbamic acid, (((2-cyanoethyl)cyclohexylamino)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 82560-76-7 C21H29N3O3S
    Carbamic acid, (((2-cyanoethyl)cyclohexylamino)thio)methyl-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— 6-Oxa-3-thia-2,4-diazaoctanoic acid, 4-(2-cyanoethyl)-2-methyl-5-oxo-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester 82560-83-6 C18H23N3O5S
    6-Oxa-3-thia-2,4-diazaoctanoic acid, 4-(2-cyanoethyl)-2-methyl-5-oxo-, 2,3-dihydro-2,2-dimethyl-7-benzofuranyl ester
    —— beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(ethoxycarbonyl)-, ethyl ester 82560-84-7 C20H28N2O7S
    beta-Alanine, N-(((((2,3-dihydro-2,2-dimethyl-7-benzofuranyl)oxy)carbonyl)methylamino)thio)-N-(ethoxycarbonyl)-, ethyl ester