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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-2,4,6,7-tetramethyl-2-[(1-piperazinyl)methyl]-5-benzofuranamine —— C17H27N3O
    2,3-dihydro-2,4,6,7-tetramethyl-2-[(1-piperazinyl)methyl]-5-benzofuranamine
    —— 7-tert-butyl-2,3-dihydro-3,3-dimethyl-N-pentyl-5-benzofurancarboxamide —— C20H31NO2
    7-tert-butyl-2,3-dihydro-3,3-dimethyl-N-pentyl-5-benzofurancarboxamide
    —— 2,5-Dichloro-2,3-dihydro-3,3-dimethylbenzofuran —— C10H10Cl2O
    2,5-Dichloro-2,3-dihydro-3,3-dimethylbenzofuran
    —— 3,3-dimethyl-5-chloro-2,3-dihydro-benzofuran —— C10H11ClO
    3,3-dimethyl-5-chloro-2,3-dihydro-benzofuran
    —— methyl (+/-)-(5aS,9S,9aS)-(9-methoxy-7-oxo-6,7,8,9-tetrahydro-5aH-dibenzofuran-9a-yl)-2-oxoethanoate —— C16H16O6
    methyl (+/-)-(5aS,9S,9aS)-(9-methoxy-7-oxo-6,7,8,9-tetrahydro-5aH-dibenzofuran-9a-yl)-2-oxoethanoate
    —— (+/-)-(5aS,9S,9aS)-9-methoxy-7-oxo-6,7,8,9-tetrahydro-5aH-dibenzofuran-9a-carbaldehyde —— C14H14O4
    (+/-)-(5aS,9S,9aS)-9-methoxy-7-oxo-6,7,8,9-tetrahydro-5aH-dibenzofuran-9a-carbaldehyde
    —— 4-(2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethyl)cyclohexanone —— C17H22O2
    4-(2,3-dihydro-2,2-dimethylbenzofuran-7-ylmethyl)cyclohexanone
    —— 4-(2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran-7-ylmethyl)cyclohexanone —— C15H14F4O2
    4-(2,2,3,3-tetrafluoro-2,3-dihydrobenzofuran-7-ylmethyl)cyclohexanone
    —— 4-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)-1-cyclohexanone —— C16H20O2
    4-(2,3-dihydro-2,2-dimethylbenzofuran-5-yl)-1-cyclohexanone
    —— 1,2,4,5,6,6a-Hexahydro-3aH-benzofuro<4,3a-b>benzofuran —— C14H16O2
    1,2,4,5,6,6a-Hexahydro-3aH-benzofuro<4,3a-b>benzofuran
    —— N5-(2-hydroxypropyl)-N7,2-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde —— C21H24N2O4
    N5-(2-hydroxypropyl)-N7,2-dimethyl-3-phenyl-2,3-dihydrobenzofuran-5,7-dicarboxaminde
    —— 7-bromo-5-fluoro-2,3-dihydro-1-benzofuran 1432609-54-5 C8H6BrFO
    7-bromo-5-fluoro-2,3-dihydro-1-benzofuran
    —— methyl [(3S)-6-{[(3S)-7-(pyridin-3-ylamino)-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate —— C26H22F3N3O5
    methyl [(3S)-6-{[(3S)-7-(pyridin-3-ylamino)-2,3-dihydro-1-benzofuran-3-yl](trifluoroacetyl)amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— cis-1,3,4-Tri-(methyl)-5a,8,9,9a-tetra-(hydro)-dibenzofurane-2-ol —— C15H16O2
    cis-1,3,4-Tri-(methyl)-5a,8,9,9a-tetra-(hydro)-dibenzofurane-2-ol
    —— cis-1,3-Di-(methoxy)-5a,6,7,8,9,9a-hexa-(hydro)-dibenzofurane-2-ol —— C14H14O4
    cis-1,3-Di-(methoxy)-5a,6,7,8,9,9a-hexa-(hydro)-dibenzofurane-2-ol
    —— methyl 2,2,3,6,6,7-hexamethyl-2,3,6,7-tetrahydrofurano[2',3'-3,2]benzo[5,6-b]furan-4-carboxylate —— C18H24O4
    methyl 2,2,3,6,6,7-hexamethyl-2,3,6,7-tetrahydrofurano[2',3'-3,2]benzo[5,6-b]furan-4-carboxylate
    —— 8-methoxy-1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan —— C13H16O2
    8-methoxy-1,2,3,4,4a,9b-hexahydrodibenzo[b,d]furan
    —— 1-(2,3-dihydrobenzofuran-6-yl)ethan-1-ol —— C10H12O2
    1-(2,3-dihydrobenzofuran-6-yl)ethan-1-ol
    —— 2-iodomethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran —— C13H17IO
    2-iodomethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran
    —— 2-(2,3-dihydrobenzofuran-6-yl)ethanol —— C10H12O2
    2-(2,3-dihydrobenzofuran-6-yl)ethanol
    —— (+)-2,3,3aR,8aS-tetrahydro-5-hydroxy-6,7-dimethyl-[2,3-d]-benzo[b]furan —— C12H14O3
    (+)-2,3,3aR,8aS-tetrahydro-5-hydroxy-6,7-dimethyl-[2,3-d]-benzo[b]furan
    —— 7-bromo-2,3-dihydro-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran —— C14H17BrO
    7-bromo-2,3-dihydro-2,2-dimethyl-5-(2-methyl-1-propenyl)benzofuran
    —— 3-(3-chlorobut-3-en-1-yl)-2,3-dihydrobenzofuran —— C12H13ClO
    3-(3-chlorobut-3-en-1-yl)-2,3-dihydrobenzofuran
    —— 2-(7-chloro-2,3-dihydro-2-methyl-4-benzofuranyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one —— C12H12ClN3O2
    2-(7-chloro-2,3-dihydro-2-methyl-4-benzofuranyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one
    —— 2-(7-chloro-2,3-dihydro-2-methyl-4-benzofuranyl)-4-(difluoromethyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one —— C13H12ClF2N3O2
    2-(7-chloro-2,3-dihydro-2-methyl-4-benzofuranyl)-4-(difluoromethyl)-5-methyl-2H-1,2,4-triazol-3(4H)-one
    —— 1-[2-benzofuran-(3E)-ylidenemethyl-allyl]-piperidine —— C17H21NO
    1-[2-benzofuran-(3E)-ylidenemethyl-allyl]-piperidine
    —— {1-[2-benzofuran-(3E)-ylidenemethyl-allyl]-piperidin-2-yl}-methanol —— C17H21NO2
    {1-[2-benzofuran-(3E)-ylidenemethyl-allyl]-piperidin-2-yl}-methanol
    —— 2-methyl-5-methylsulfonyl-2,3-dihydro-1-benzofuran —— C10H12O3S
    2-methyl-5-methylsulfonyl-2,3-dihydro-1-benzofuran
    —— 3-(3-chloroallyl)-2,3-dihydrobenzofuran —— C11H11ClO
    3-(3-chloroallyl)-2,3-dihydrobenzofuran
    —— PCM-0103020 1182992-49-9 C11H12ClNO2
    PCM-0103020
    —— methyl 3-(7-tert-butyl-3-(2,3-dimethylphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl)propanoate —— C24H28O4
    methyl 3-(7-tert-butyl-3-(2,3-dimethylphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl)propanoate
    —— methyl 3-(7-tert-butyl-3-(3,4-dimethylphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl)propanoate —— C24H28O4
    methyl 3-(7-tert-butyl-3-(3,4-dimethylphenyl)-2-oxo-2,3-dihydrobenzofuran-5-yl)propanoate
    —— (5-fluoro-2,3-dihydrobenzofuran-4-yl)methanamine hydrochloride 2135600-87-0 C9H10FNO*ClH
    (5-fluoro-2,3-dihydrobenzofuran-4-yl)methanamine hydrochloride
    —— (3-(1,1-dimethylpentyl)-5a,6,7,8,9,9a-hexahydro-dibenzofuran-1-yloxy)-propane-1,2-diol —— C22H34O4
    (3-(1,1-dimethylpentyl)-5a,6,7,8,9,9a-hexahydro-dibenzofuran-1-yloxy)-propane-1,2-diol
    —— 2,3-dihydro-4,6-dimethyl-3-propylbenzofuran-2,5-diol —— C13H18O3
    2,3-dihydro-4,6-dimethyl-3-propylbenzofuran-2,5-diol
    —— 4,6-dichloro-2,3-dihydro-3-isopropylbenzofuran-2,5-diol —— C11H12Cl2O3
    4,6-dichloro-2,3-dihydro-3-isopropylbenzofuran-2,5-diol
    —— 2,3-dihydro-4-(3-phenoxypropyl)-5-benzofuranol —— C17H18O3
    2,3-dihydro-4-(3-phenoxypropyl)-5-benzofuranol
    —— 5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-amine —— C10H12BrNO
    5-bromo-2,2-dimethyl-2,3-dihydrobenzofuran-7-amine
    —— rac-ethyl 3-((2R,3S)-2-cyclopropyl-3-phenyl-7-(3-(p-tolyl)ureido)-2,3-dihydrobenzofuran-5-yl)butanoate —— C31H34N2O4
    rac-ethyl 3-((2R,3S)-2-cyclopropyl-3-phenyl-7-(3-(p-tolyl)ureido)-2,3-dihydrobenzofuran-5-yl)butanoate
    —— 5-bromo-3,3,7-trimethyl-2,3-dihydro-1-benzofuran —— C11H13BrO
    5-bromo-3,3,7-trimethyl-2,3-dihydro-1-benzofuran
    —— 7-(3-isopropylamino-2-hydroxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran —— C16H25NO3
    7-(3-isopropylamino-2-hydroxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran
    —— 7-(3-t-butylamino-2-hydroxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran —— C17H27NO3
    7-(3-t-butylamino-2-hydroxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran
    —— 7-[3-(1-methyl)propylamino-2-hydroxypropoxy]-2,3-dihydro-2,2-dimethylbenzofuran —— C17H27NO3
    7-[3-(1-methyl)propylamino-2-hydroxypropoxy]-2,3-dihydro-2,2-dimethylbenzofuran
    —— 7-(3-diisopropylamino-2-hydroxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran —— C19H31NO3
    7-(3-diisopropylamino-2-hydroxypropoxy)-2,3-dihydro-2,2-dimethylbenzofuran
    —— 2-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazole —— C20H20N2O4
    2-(((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)-5-(4-methoxyphenyl)-1,3,4-oxadiazole
    —— 2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxymethyl)-5-(2-chlorophenyl)[1,3,4]oxadiazole —— C19H17ClN2O3
    2-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxymethyl)-5-(2-chlorophenyl)[1,3,4]oxadiazole
    —— 3-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)propanoic acid —— C13H16O3
    3-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)propanoic acid
    —— (E)-3-(4-(((5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)bicyclo[2.2.2]octan-1-yl)acrylic acid —— C22H27ClO4
    (E)-3-(4-(((5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)methyl)bicyclo[2.2.2]octan-1-yl)acrylic acid
    —— 7-[3-(4-benzyl-1-piperazinyl)propoxy]-2,3-dihydro-2,2-dimethylbenzofuran —— C24H32N2O2
    7-[3-(4-benzyl-1-piperazinyl)propoxy]-2,3-dihydro-2,2-dimethylbenzofuran
    —— 4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)butanoic acid —— C14H18O4
    4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)oxy)butanoic acid