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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
    —— 5,7-dihydroxy-2,3-dihydro-2-<(1'(Z),3'(E)-pentadienyl)>benzofuran 154568-27-1 C13H14O3
    5,7-dihydroxy-2,3-dihydro-2-<(1'(Z),3'(E)-pentadienyl)>benzofuran
    —— 2-hydroxymethyl-5,7-diethoxyethyloxy-2,3-dihydrobenzofuran 154457-15-5 C17H26O6
    2-hydroxymethyl-5,7-diethoxyethyloxy-2,3-dihydrobenzofuran
    —— 2-ethoxycarbonyl-5,7-dimethoxymethyloxy-2,3-dihydrobenzofuran 176730-58-8 C15H20O7
    2-ethoxycarbonyl-5,7-dimethoxymethyloxy-2,3-dihydrobenzofuran
    —— 5-methoxy-2-butylcoumaran 1258599-40-4 C13H18O2
    5-methoxy-2-butylcoumaran
    —— 7-hydroxy-6-oxo-2,2a,3,4-terahydrocyclohepta<cd>benzofuran-6(5H)-one 98154-11-1 C12H12O3
    7-hydroxy-6-oxo-2,2a,3,4-terahydrocyclohepta<cd>benzofuran-6(5H)-one
    —— 5-methoxy-3-methyl-2,3-dihydrobenzofuran 133447-17-3 C10H12O2
    5-methoxy-3-methyl-2,3-dihydrobenzofuran
    —— 5-methoxy-2-methyl-2-propan-2-yl-3H-1-benzofuran 1039111-66-4 C13H18O2
    5-methoxy-2-methyl-2-propan-2-yl-3H-1-benzofuran
    —— C-(5-methoxy-1,6,7,8,9,9a-hexahydro-2-oxabenzo[cd]azulen-6-yl)methylamine 912342-44-0 C14H19NO2
    C-(5-methoxy-1,6,7,8,9,9a-hexahydro-2-oxabenzo[cd]azulen-6-yl)methylamine
    —— 5-methoxy-1,8,9,9a-tetrahydro-2-oxabenzo[cd]azulene-6-carbonitrile 912342-43-9 C14H13NO2
    5-methoxy-1,8,9,9a-tetrahydro-2-oxabenzo[cd]azulene-6-carbonitrile
    —— 5-methoxy-7,8,9,9a-tetrahydro-1H-2-oxabenzo[cd]azulen-6-one 98154-10-0 C13H14O3
    5-methoxy-7,8,9,9a-tetrahydro-1H-2-oxabenzo[cd]azulen-6-one
    —— 4-(5-methoxy-2,3-dihydrobenzofuran-3-yl)butanoic acid 912342-42-8 C13H16O4
    4-(5-methoxy-2,3-dihydrobenzofuran-3-yl)butanoic acid
    —— 2,3-dihydro-3,3-dimethyl-2-<2-(4-methoxyphenyl)ethyl>-5-benzofuranol 138854-04-3 C19H22O3
    2,3-dihydro-3,3-dimethyl-2-<2-(4-methoxyphenyl)ethyl>-5-benzofuranol
    —— 2-(hydroxymethyl)-2,3-dihydro-3,3-dimethyl-5-methoxybenzofuran 138854-49-6 C12H16O3
    2-(hydroxymethyl)-2,3-dihydro-3,3-dimethyl-5-methoxybenzofuran
    —— 6-allyl-2,3-dihydro-3,3-dimethyl-2-<2-(4-methoxyphenyl)ethyl>-5-benzofuranol 139201-29-9 C22H26O3
    6-allyl-2,3-dihydro-3,3-dimethyl-2-<2-(4-methoxyphenyl)ethyl>-5-benzofuranol
    —— 5-(benzyloxy)-2,3-dihydro-3,3-dimethylbenzofuran-2-carboxaldehyde 138854-52-1 C18H18O3
    5-(benzyloxy)-2,3-dihydro-3,3-dimethylbenzofuran-2-carboxaldehyde
    —— 5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-(hydroxymethyl)benzofuran 138854-51-0 C18H20O3
    5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-(hydroxymethyl)benzofuran
    —— 2,3-dihydro-3,3-dimethyl-2-(hydroxymethyl)-5-benzofuranol 138854-50-9 C11H14O3
    2,3-dihydro-3,3-dimethyl-2-(hydroxymethyl)-5-benzofuranol
    —— N-(2,4-difluorophenyl)-6-(aminomethyl)-5-hydroxy-2,3-dihydrobenzofuran 99385-67-8 C15H13F2NO2
    N-(2,4-difluorophenyl)-6-(aminomethyl)-5-hydroxy-2,3-dihydrobenzofuran
    —— 6-Brom-2,3-dihydro-5-methoxybenzofuran 40492-54-4 C9H9BrO2
    6-Brom-2,3-dihydro-5-methoxybenzofuran
    —— Ethyl, hydrogen 2-(5-methoxy-2,3-dihydrobenzofuran-6-yl)methyl-malonate 188186-85-8 C15H18O6
    Ethyl, hydrogen 2-(5-methoxy-2,3-dihydrobenzofuran-6-yl)methyl-malonate
    —— 6-<<(2-cyanothien-5-yl)amino>methyl>-2,3-dihydro-5-benzofuranol 99385-70-3 C14H12N2O2S
    6-<<(2-cyanothien-5-yl)amino>methyl>-2,3-dihydro-5-benzofuranol
    —— N-<2-(hydroxymethyl)phenyl>-6-(aminomethyl)-5-hydroxy-2,3-dihydrobenzofuran 99385-66-7 C16H17NO3
    N-<2-(hydroxymethyl)phenyl>-6-(aminomethyl)-5-hydroxy-2,3-dihydrobenzofuran
    —— 6-<<(2-cyanothien-4-yl)amino>methyl>-2,3-dihydro-5-benzofuranol 99385-69-0 C14H12N2O2S
    6-<<(2-cyanothien-4-yl)amino>methyl>-2,3-dihydro-5-benzofuranol
    —— N-phenyl-6-(iminomethyl)-5-hydroxy-2,3-dihydrobenzofuran 99385-89-4 C15H13NO2
    N-phenyl-6-(iminomethyl)-5-hydroxy-2,3-dihydrobenzofuran
    —— N-phenyl-6-(aminomethyl)-5-hydroxy-2,3-dihydrobenzofuran 99385-65-6 C15H15NO2
    N-phenyl-6-(aminomethyl)-5-hydroxy-2,3-dihydrobenzofuran
    —— 5-Methoxy-2,3-dihydro-3-benzofuranacetic acid methylester 96410-53-6 C12H14O4
    5-Methoxy-2,3-dihydro-3-benzofuranacetic acid methylester
    —— 2,3-dihydro-2,3-dimethyl-2,3-epoxy-5-methoxybenzofuran 150969-66-7 C11H12O3
    2,3-dihydro-2,3-dimethyl-2,3-epoxy-5-methoxybenzofuran
    —— 5-chloro-2-methylene-2,3-dihydro-1-benzofuran-3-ol 1060728-93-9 C9H7ClO2
    5-chloro-2-methylene-2,3-dihydro-1-benzofuran-3-ol
    —— (R)-5-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid 37603-32-0 C10H10O4
    (R)-5-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 2-(5-methoxy-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole 89197-40-0 C12H14N2O2
    2-(5-methoxy-2,3-dihydro-1-benzofuran-2-yl)-4,5-dihydro-1H-imidazole
    —— 2-(5-hydroxy-2,3-dihydro-2-benzofuranyl)-2-imidazoline hydrobromide 89197-09-1 BrH*C11H12N2O2
    2-(5-hydroxy-2,3-dihydro-2-benzofuranyl)-2-imidazoline hydrobromide
    —— (S)-5-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid 37603-33-1 C10H10O4
    (S)-5-methoxy-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 5-Formylamino-2,4,6,7-tetramethyl-2-(1-methyl-2-imidazolyl) thiomethyl-2,3-dihydrobenzofuran 142874-07-5 C18H23N3O2S
    5-Formylamino-2,4,6,7-tetramethyl-2-(1-methyl-2-imidazolyl) thiomethyl-2,3-dihydrobenzofuran
    —— 3,3-dimethyl-4-(methyloxy)-2,3-dihydro-1-benzofuran 1380697-49-3 C11H14O2
    3,3-dimethyl-4-(methyloxy)-2,3-dihydro-1-benzofuran
    —— 8-methoxy-3a,8b-dihydro-1H-furo[5,4-b]benzofuran-2-one 121980-52-7 C11H10O4
    8-methoxy-3a,8b-dihydro-1H-furo[5,4-b]benzofuran-2-one
    —— 5-bromo-7-methyl-2,3-dihydrobenzofuran 465529-45-7 C9H9BrO
    5-bromo-7-methyl-2,3-dihydrobenzofuran
    —— 4-amino-2,3-dihydrobenzofuran hydrobromide 76093-74-8 BrH*C8H9NO
    4-amino-2,3-dihydrobenzofuran hydrobromide
    —— (+/-)-{[5-(trifluoromethyl)-7-(2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-70-4 C17H16F3NO2
    (+/-)-{[5-(trifluoromethyl)-7-(2-methoxyphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,5-difluorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852123-36-5 C16H15F2NO2
    (+/-)-{[7-(2,5-difluorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (Z)-ethyl 3-benzylidene-2-methyl-2,3-dihydrobenzofuran-2-carboxylate 1192031-65-4 C19H18O3
    (Z)-ethyl 3-benzylidene-2-methyl-2,3-dihydrobenzofuran-2-carboxylate
    —— (+/-)-{[5-(trifluoromethyl)-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-69-1 C16H13ClF3NO
    (+/-)-{[5-(trifluoromethyl)-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,3-dichlorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852123-29-6 C16H15Cl2NO2
    (+/-)-{[7-(2,3-dichlorophenyl)-5-methoxy-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(3-chloro-4-fluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-89-5 C16H12ClF4NO
    (+/-)-{[7-(3-chloro-4-fluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-(trifluoromethyl)-7-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-73-7 C16H13F4NO
    (+/-)-{[5-(trifluoromethyl)-7-(3-fluorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-(trifluoromethyl)-7-(3-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-74-8 C16H13ClF3NO
    (+/-)-{[5-(trifluoromethyl)-7-(3-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,5-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-91-9 C16H12F5NO
    (+/-)-{[7-(2,5-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-ethyl-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-60-2 C17H18ClNO
    (+/-)-{[5-ethyl-7-(2-chlorophenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[5-(trifluoromethyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-68-0 C17H16F3NO
    (+/-)-{[5-(trifluoromethyl)-7-(2-methylphenyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2-methoxyphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-39-5 C17H19NO2
    (+/-)-{[7-(2-methoxyphenyl)-5-methyl-2,3-dihydro-1-benzofuran-2-yl]methyl}amine
    —— (+/-)-{[7-(2,4-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine 852122-86-2 C16H12F5NO
    (+/-)-{[7-(2,4-difluorophenyl)-5-(trifluoromethyl)-2,3-dihydro-1-benzofuran-2-yl]methyl}amine