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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-((7-chloro-2,3-dihydro-2-methyl-4-benzofuranyl)hydrazono)propanoic acid —— C12H13ClN2O3
    2-((7-chloro-2,3-dihydro-2-methyl-4-benzofuranyl)hydrazono)propanoic acid
    —— 7-chlor-3a,8b-dihydro-1H-cis-benzo<b>cyclopenta<d>furan-1endo-ol —— C11H9ClO2
    7-chlor-3a,8b-dihydro-1H-cis-benzo<b>cyclopenta<d>furan-1endo-ol
    —— 5-methoxy-3,3-diphenyl-3<i>H</i>-benzofuran-2-one —— C21H16O3
    5-methoxy-3,3-diphenyl-3<i>H</i>-benzofuran-2-one
    —— 2-[({2-[(1S)-1-(methylthio)ethyl]phenyl}seleno)methyl]-2,3-dihydro-1-benzofuran —— C18H20OSSe
    2-[({2-[(1S)-1-(methylthio)ethyl]phenyl}seleno)methyl]-2,3-dihydro-1-benzofuran
    —— N-(tert-butyl)-N'-(4-bromobenzyl)-N"-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)guanidine —— C25H34BrN3O3S
    N-(tert-butyl)-N'-(4-bromobenzyl)-N"-(2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran-5-sulfonyl)guanidine
    —— 2,3,3-Trimethyl-2,3-dihydrobenzofuran —— C11H14O
    2,3,3-Trimethyl-2,3-dihydrobenzofuran
    —— (S)-2-chloro-1-(2,3-dihydrobenzofuran-4-yl)ethane-1-ol —— C10H11ClO2
    (S)-2-chloro-1-(2,3-dihydrobenzofuran-4-yl)ethane-1-ol
    —— 5-Ethoxycarbonylamino-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran —— C16H23NO3
    5-Ethoxycarbonylamino-2,2,4,6,7-pentamethyl-2,3-dihydrobenzofuran
    —— (2S,3R,4R,5S,6R)-2-(5-((2,3-dihydrobenzo[b][1,4]oxathiin-6-yl)methyl)-4-methoxy-2,3-dihydrobenzofuran-7-yl)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol —— C24H27FO7S
    (2S,3R,4R,5S,6R)-2-(5-((2,3-dihydrobenzo[b][1,4]oxathiin-6-yl)methyl)-4-methoxy-2,3-dihydrobenzofuran-7-yl)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4-diol
    —— cis-1,2,3,4,4a,9b-hexahydro-4a-(3-methylaminopropyl)dibenzofuran —— C16H23NO
    cis-1,2,3,4,4a,9b-hexahydro-4a-(3-methylaminopropyl)dibenzofuran
    —— (2aS*,7bR*,Z)-2-benzylidene-6-methyl-4-nitro-2a-phenyl-1,2,2a,7btetrahydrocyclobuta[b]benzofuran —— C24H19NO3
    (2aS*,7bR*,Z)-2-benzylidene-6-methyl-4-nitro-2a-phenyl-1,2,2a,7btetrahydrocyclobuta[b]benzofuran
    —— (2aS*,7bR*,E)-2-benzylidene-6-methyl-4-nitro-2a-phenyl-1,2,2a,7btetrahydrocyclobuta[b]benzofuran —— C24H19NO3
    (2aS*,7bR*,E)-2-benzylidene-6-methyl-4-nitro-2a-phenyl-1,2,2a,7btetrahydrocyclobuta[b]benzofuran
    —— 2,3-dihydro-3-(methoxymethyl)benzofuran —— C10H12O2
    2,3-dihydro-3-(methoxymethyl)benzofuran
    —— 3,5-dimethyl-2,3-dihydro-benzofuran-6-ol —— C10H12O2
    3,5-dimethyl-2,3-dihydro-benzofuran-6-ol
    —— 6-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran —— C11H14O2
    6-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran
    —— 5-amino-3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran —— C12H17NO
    5-amino-3,3-dimethyl-7-ethyl-2,3-dihydro-benzofuran
    —— Efaroxan, (S)- 143249-86-9 C13H16N2O
    Efaroxan, (S)-
    —— (S)-2,3-dihydro-benzofuran-4-carboxylic acid {1-[5-(3-chloro-phenyl)-2-pyridin-4-yl-thiazole-4-carbonyl]-pyrrolidin-2-ylmethyl}-amide 1137129-70-4 C29H25ClN4O3S
    (S)-2,3-dihydro-benzofuran-4-carboxylic acid {1-[5-(3-chloro-phenyl)-2-pyridin-4-yl-thiazole-4-carbonyl]-pyrrolidin-2-ylmethyl}-amide
    —— 4-(6,7,8,9,10,10a-hexahydro-5aH-benzo[b]cyclohepta[d]furan-10a-yl)phenol 1147714-40-6 C19H20O2
    4-(6,7,8,9,10,10a-hexahydro-5aH-benzo[b]cyclohepta[d]furan-10a-yl)phenol
    —— (S)-2-[6-(methoxymethoxy)-2,3-dihydrobenzofuran-2-yl]propan-2-ol 1144506-97-7 C13H18O4
    (S)-2-[6-(methoxymethoxy)-2,3-dihydrobenzofuran-2-yl]propan-2-ol
    —— 1-(2,3-dihydro-benzofuran-7-ylmethyl)-3-(2-fluoro-ethyl)-urea 1044256-99-6 C12H15FN2O2
    1-(2,3-dihydro-benzofuran-7-ylmethyl)-3-(2-fluoro-ethyl)-urea
    —— (2R)-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol 1072153-28-6 C15H18F4O3
    (2R)-4-(5-fluoro-2,3-dihydro-1-benzofuran-7-yl)-4-methyl-2-(trifluoromethyl)pentane-1,2-diol
    —— (R)-4-(t-butyldimethylsilyloxy)-2-isopropenyl-6-methoxy-2,3-dihydrobenzofuran-5-carbaldehyde 1058196-61-4 C19H28O4Si
    (R)-4-(t-butyldimethylsilyloxy)-2-isopropenyl-6-methoxy-2,3-dihydrobenzofuran-5-carbaldehyde
    —— (R)-1-[6-(tert-butyldimethylsilyloxy)-2-isopropenyl-4-methoxymethoxy-2,3-dihydro-5-benzofuranyl]-4-(methoxymethoxy)but-2-yn-1-one 1058196-68-1 C25H36O7Si
    (R)-1-[6-(tert-butyldimethylsilyloxy)-2-isopropenyl-4-methoxymethoxy-2,3-dihydro-5-benzofuranyl]-4-(methoxymethoxy)but-2-yn-1-one
    —— (R)-2-isopropenyl-4,6-bis(t-butyldimethylsilyloxy)-2,3-dihydrobenzofuran-5-carbaldehyde 1058196-64-7 C24H40O4Si2
    (R)-2-isopropenyl-4,6-bis(t-butyldimethylsilyloxy)-2,3-dihydrobenzofuran-5-carbaldehyde
    —— N-(2,3-Dihydro-3-benzofuranyl)-4,5-dihydro-2-oxazolamine 946510-13-0 C11H12N2O2
    N-(2,3-Dihydro-3-benzofuranyl)-4,5-dihydro-2-oxazolamine
    —— 4-t-butyl-5-hydroxy-2-methyl-2,3-dihydrobenzofuran 216313-98-3 C13H18O2
    4-t-butyl-5-hydroxy-2-methyl-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-5-hydroxy-7-benzofuranmethanol 499789-94-5 C9H10O3
    2,3-Dihydro-5-hydroxy-7-benzofuranmethanol
    —— 2-Bromo-1-(3-methyl-2,3-dihydro-benzofuran-5-yl)-ethanone 627463-39-2 C11H11BrO2
    2-Bromo-1-(3-methyl-2,3-dihydro-benzofuran-5-yl)-ethanone
    —— 1-t-butyl-1-(2,3-dihydro-7-benzofuranyl)urea 61070-82-4 C13H18N2O2
    1-t-butyl-1-(2,3-dihydro-7-benzofuranyl)urea
    —— N-t-butyl-2,3-dihydro-4-benzofuranamine 61090-59-3 C12H17NO
    N-t-butyl-2,3-dihydro-4-benzofuranamine
    —— 3-aminocarbonylmethyl-3-methyl-2,3-dihydrobenzofuran-5-yl N-ethylcarbamate 960321-71-5 C14H18N2O4
    3-aminocarbonylmethyl-3-methyl-2,3-dihydrobenzofuran-5-yl N-ethylcarbamate
    —— 2-(7-chloro-5-fluoro-2,2-dimethyl-3H-1-benzofuran-4-yl)-4-methyl-5-(trifluoromethyl)pyridazin-3-one 188489-22-7 C16H13ClF4N2O2
    2-(7-chloro-5-fluoro-2,2-dimethyl-3H-1-benzofuran-4-yl)-4-methyl-5-(trifluoromethyl)pyridazin-3-one
    —— 2,2,4,6,7-pentamethyl-3-[4-(4-morpholinyl)phenyl]-2,3-dihydrobenzofuran-5-ol 216989-53-6 C23H29NO3
    2,2,4,6,7-pentamethyl-3-[4-(4-morpholinyl)phenyl]-2,3-dihydrobenzofuran-5-ol
    —— 2a,7b-dihydro-2a-(2'-tert-butyldimethylsiloxy)phenyl-7b-methyl-1,2-dioxeto<3,4-b>benzofuran 148120-58-5 C21H26O4Si
    2a,7b-dihydro-2a-(2'-tert-butyldimethylsiloxy)phenyl-7b-methyl-1,2-dioxeto<3,4-b>benzofuran
    —— 1-isopropyl-1-(2,3-dihydro-6-benzofuranyl)urea 61090-49-1 C12H16N2O2
    1-isopropyl-1-(2,3-dihydro-6-benzofuranyl)urea
    —— 1-cyclopropylmethyl-1-(2,3-dihydro-7-benzofuranyl)urea 61070-83-5 C13H16N2O2
    1-cyclopropylmethyl-1-(2,3-dihydro-7-benzofuranyl)urea
    —— 1-ethyl-1-(2,3-dihydro-6-benzofuranyl)urea 61070-43-7 C11H14N2O2
    1-ethyl-1-(2,3-dihydro-6-benzofuranyl)urea
    —— 1-methallyl-1-(2,3-dihydro-7-benzofuranyl)urea 61096-06-8 C13H16N2O2
    1-methallyl-1-(2,3-dihydro-7-benzofuranyl)urea
    —— 1-isopropyl-1-(2,3-dihydro-4-benzofuranyl)urea 61090-39-9 C12H16N2O2
    1-isopropyl-1-(2,3-dihydro-4-benzofuranyl)urea
    —— 6-[(3,7-Dimethyloctyl)oxy]-2,3-dihydro-1-benzofuran 51079-67-5 C18H28O2
    6-[(3,7-Dimethyloctyl)oxy]-2,3-dihydro-1-benzofuran
    —— 6-[(7-ethoxy-3,7-dimethyl-octyl)-oxy]-3-methyl-2,3-dihydrobenzofuran 51079-68-6 C21H34O3
    6-[(7-ethoxy-3,7-dimethyl-octyl)-oxy]-3-methyl-2,3-dihydrobenzofuran
    —— 3,4-dihydro-N-[(2S)-3-[2,3-dihydrobenzofuran-7-thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine 470454-92-3 C21H25NO2S2
    3,4-dihydro-N-[(2S)-3-[2,3-dihydrobenzofuran-7-thio]-2-methylpropyl]-2H-(3R)-1,5-benzoxathiepin-3-amine
    —— 2,3-dihydro-4,5,6-trimethylbenzo[b]furan-7-carboxaldehyde 89240-13-1 C12H14O2
    2,3-dihydro-4,5,6-trimethylbenzo[b]furan-7-carboxaldehyde
    —— 6,7-Dimethoxy-2-nitro-2,3-dihydro-benzofuran 117266-72-5 C10H11NO5
    6,7-Dimethoxy-2-nitro-2,3-dihydro-benzofuran
    —— 5-(3,4-difluoro-5-methoxy-phenyl)-2,3-dihydro-benzofuran-7-carboxylic acid 1033765-46-6 C16H12F2O4
    5-(3,4-difluoro-5-methoxy-phenyl)-2,3-dihydro-benzofuran-7-carboxylic acid
    —— (5-Tert-butyl-2,3-dihydro-1-benzofuran-2-yl)methyl-trimethylsilane 1034139-53-1 C16H26OSi
    (5-Tert-butyl-2,3-dihydro-1-benzofuran-2-yl)methyl-trimethylsilane
    —— ethyl (2R)-3-[benzyl-[(E)-N'-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]-N-phenylcarbamimidoyl]amino]-2-phenylpropanoate 1028560-17-9 C38H43N3O5S
    ethyl (2R)-3-[benzyl-[(E)-N'-[(2,2,4,6,7-pentamethyl-3H-1-benzofuran-5-yl)sulfonyl]-N-phenylcarbamimidoyl]amino]-2-phenylpropanoate
    —— beta-Dimethylaminopropionyl 2-methyl coumaran hydrochloride 93591-74-3 C14H19NO2*ClH
    beta-Dimethylaminopropionyl 2-methyl coumaran hydrochloride
    —— 2-(2',3'-dihydro-2'-ethylbenzo[b]furan-2'-yl)-1,4,5,6-tetrahydropyrimidine 1041186-99-5 C14H18N2O
    2-(2',3'-dihydro-2'-ethylbenzo[b]furan-2'-yl)-1,4,5,6-tetrahydropyrimidine