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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
    —— 2,9-Dibromo-5a,10b-diphenyl-[1]benzofuro[2,3-b][1]benzofuran 1224839-32-0 C26H16Br2O2
    2,9-Dibromo-5a,10b-diphenyl-[1]benzofuro[2,3-b][1]benzofuran
    —— 9-[3-Carbazol-9-yl-5a,10b-bis(4-carbazol-9-ylphenyl)-[1]benzofuro[2,3-b][1]benzofuran-8-yl]carbazole 1224836-11-6 C74H46N4O2
    9-[3-Carbazol-9-yl-5a,10b-bis(4-carbazol-9-ylphenyl)-[1]benzofuro[2,3-b][1]benzofuran-8-yl]carbazole
    —— [5a,10b-Bis(4-bromophenyl)-3-(trifluoromethylsulfonyloxy)-[1]benzofuro[2,3-b][1]benzofuran-8-yl] trifluoromethanesulfonate 1224839-34-2 C28H14Br2F6O8S2
    [5a,10b-Bis(4-bromophenyl)-3-(trifluoromethylsulfonyloxy)-[1]benzofuro[2,3-b][1]benzofuran-8-yl] trifluoromethanesulfonate
    —— F-22 (psychedelic) 952016-51-2 C14H21NO2
    F-22 (psychedelic)
    —— 7-methoxy-2,2a,3,4,5,6-hexahydrocyclohepta<cd>benzofuran 116858-25-4 C13H16O2
    7-methoxy-2,2a,3,4,5,6-hexahydrocyclohepta<cd>benzofuran
    —— (9aS)-8-acetyl-1,7-dihydroxy-N-(4-hydroxy-2,6-dimethylbenzyl)-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925441-92-5 C26H25NO8
    (9aS)-8-acetyl-1,7-dihydroxy-N-(4-hydroxy-2,6-dimethylbenzyl)-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (9aS)-8-acetyl-N-(2,6-dimethyl-4-propoxybenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-62-6 C29H31NO8
    (9aS)-8-acetyl-N-(2,6-dimethyl-4-propoxybenzyl)-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— 5-hydroxy-2-oxo-3-(2,5-dimethylphenyl)-2,3-dihydrobenzofuran 157462-58-3 C16H14O3
    5-hydroxy-2-oxo-3-(2,5-dimethylphenyl)-2,3-dihydrobenzofuran
    —— 1-(2,3-dihydro-7-methoxy-2,2-dimethyl-5-benzofuranyl)-2-methyl-1-propanol 521068-36-0 C15H22O3
    1-(2,3-dihydro-7-methoxy-2,2-dimethyl-5-benzofuranyl)-2-methyl-1-propanol
    —— (4R,5S,6S,7R)-1,3-bis[(3-aminophenyl)methyl]-4,7-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-5,6-dihydroxy-1,3-diazepan-2-one 188948-00-7 C37H40N4O5
    (4R,5S,6S,7R)-1,3-bis[(3-aminophenyl)methyl]-4,7-bis(2,3-dihydro-1-benzofuran-5-ylmethyl)-5,6-dihydroxy-1,3-diazepan-2-one
    —— 3-Isopropyl-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran 1026241-89-3 C16H24O
    3-Isopropyl-2,2,4,6,7-pentamethyl-2,3-dihydro-benzofuran
    —— 3-Isopropyl-2,2,4,6,7-pentamethyl-5-nitro-2,3-dihydrobenzofuran 142874-76-8 C16H23NO3
    3-Isopropyl-2,2,4,6,7-pentamethyl-5-nitro-2,3-dihydrobenzofuran
    —— 2,3-Dihydro-6-hydroxy-2,2,3-trimethylbenzofuran 31354-04-8 C11H14O2
    2,3-Dihydro-6-hydroxy-2,2,3-trimethylbenzofuran
    —— 4-hydroxy-2-isopropenyl-2,3-dihydrobenzofuran-5-carbaldehyde 126971-33-3 C12H12O3
    4-hydroxy-2-isopropenyl-2,3-dihydrobenzofuran-5-carbaldehyde
    —— Ethyl 2-(7-hydroxy-2,3-dihydro-1-benzofuran-5-yl)acetate 867366-99-2 C12H14O4
    Ethyl 2-(7-hydroxy-2,3-dihydro-1-benzofuran-5-yl)acetate
    —— 2,3-dihydro-3,3-dimethyl-2-methylenebenzofuran 53987-52-3 C11H12O
    2,3-dihydro-3,3-dimethyl-2-methylenebenzofuran
    —— 6-Hydroxy-5-(methoxy-acetyl)-cumaran 30434-16-3 C11H12O4
    6-Hydroxy-5-(methoxy-acetyl)-cumaran
    —— 5-(trifluoromethyl)-2,3-dihydro-1-benzofuran 1072153-71-9 C9H7F3O
    5-(trifluoromethyl)-2,3-dihydro-1-benzofuran
    —— 5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine 885529-64-6 C11H15NO2
    5-Ethoxy-2-methyl-2,3-dihydro-1-benzofuran-6-amine
    —— 3-(4-chlorophenyl)imino-2-(4-methoxy-2-methylphenylimino)-2,3-dihydrobenzofuran 1224234-81-4 C22H17ClN2O2
    3-(4-chlorophenyl)imino-2-(4-methoxy-2-methylphenylimino)-2,3-dihydrobenzofuran
    —— 1-(2,3-dihydrobenzofuran-5-yl)propan-1-one 68660-11-7 C11H12O2
    1-(2,3-dihydrobenzofuran-5-yl)propan-1-one
    —— tert-butyl (5S,6R,7R)-(+)-5-(2,3-dihydrobenzo[b]furan-6-yl)-7-(2-hydroxymethyl-4-methoxyphenyl)-2-(N-isopropylamino)-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate 494841-92-8 C32H38N2O5
    tert-butyl (5S,6R,7R)-(+)-5-(2,3-dihydrobenzo[b]furan-6-yl)-7-(2-hydroxymethyl-4-methoxyphenyl)-2-(N-isopropylamino)-6,7-dihydro-5H-cyclopenta[b]pyridine-6-carboxylate
    —— tert-butyl [2-(2-bromoethyl)-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate 204065-07-6 C19H28BrNO3
    tert-butyl [2-(2-bromoethyl)-2,3-dihydro-2,4,6,7-tetramethylbenzofuran-5-yl]carbamate
    —— 2,2-dimethyl-2,3-dihydrobenzofuran-6-carbaldehyde 78299-37-3 C11H12O2
    2,2-dimethyl-2,3-dihydrobenzofuran-6-carbaldehyde
    —— 2,2-dimethyl-2,3-dihydrobenzofuran-6-yl-(α-vinyl)-carbinol 78299-38-4 C13H16O2
    2,2-dimethyl-2,3-dihydrobenzofuran-6-yl-(α-vinyl)-carbinol
    —— 7-bromo-2,4,6-trimethyl-2,3-dihydro-1-benzofuran 1243544-34-4 C11H13BrO
    7-bromo-2,4,6-trimethyl-2,3-dihydro-1-benzofuran
    —— 7-methoxy-2,4,6-trimethyl-2,3-dihydro-1-benzofuran 1243544-35-5 C12H16O2
    7-methoxy-2,4,6-trimethyl-2,3-dihydro-1-benzofuran
    —— 7-bromo-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran 1243544-50-4 C12H15BrO
    7-bromo-2,2,4,6-tetramethyl-2,3-dihydro-1-benzofuran
    —— 2,3-dihydro-benzofuran-5-carboxylic acid methoxy-methyl-amide 428817-52-1 C11H13NO3
    2,3-dihydro-benzofuran-5-carboxylic acid methoxy-methyl-amide
    —— (E)-2-(2-(3,5-dimethyl-2,3-dihydrobenzofuran-4-yl)vinyl)-pyridine 1092107-95-3 C17H17NO
    (E)-2-(2-(3,5-dimethyl-2,3-dihydrobenzofuran-4-yl)vinyl)-pyridine
    —— (E)-methyl 3-(benzofuran-3(2H)-ylidene)butanoate 1188474-37-4 C13H14O3
    (E)-methyl 3-(benzofuran-3(2H)-ylidene)butanoate
    —— Oxime of 1'-(4-methoxyphenyl)-spiro(naphthalene-1(2H),2'(1'H)-naphtho<2,1-b>furan)-2-one 146307-43-9 C28H21NO3
    Oxime of 1'-(4-methoxyphenyl)-spiro(naphthalene-1(2H),2'(1'H)-naphtho<2,1-b>furan)-2-one
    —— 5-[Butyl(methyl)sulfamoyl]-6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylic acid 103968-92-9 C14H17Cl2NO5S
    5-[Butyl(methyl)sulfamoyl]-6,7-dichloro-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— (7-tert-butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan-5-yl)carboxaldehyde 189261-98-1 C15H20O2
    (7-tert-butyl-2,3-dihydro-3,3-dimethylbenzo[b]furan-5-yl)carboxaldehyde
    —— 1-(7'-tert-butyl-2',3'-dihydro-3',3'-dimethyl-5-benzofuranyl)-2-(3''-methylisoxazol-5''-yl)ethanol 194669-61-9 C20H27NO3
    1-(7'-tert-butyl-2',3'-dihydro-3',3'-dimethyl-5-benzofuranyl)-2-(3''-methylisoxazol-5''-yl)ethanol
    —— 2-chloro-2,3-dihydro-5-trifluoromethanesulfonyloxy-3,3,7-trimethylbenzofuran 131395-01-2 C12H12ClF3O4S
    2-chloro-2,3-dihydro-5-trifluoromethanesulfonyloxy-3,3,7-trimethylbenzofuran
    —— 2,3-dihydro-5-trifluoromethanesulfonyloxy-3,3,7-trimethylbenzofuran 131394-65-5 C12H13F3O4S
    2,3-dihydro-5-trifluoromethanesulfonyloxy-3,3,7-trimethylbenzofuran
    —— 2,3-dihydro-3-methyl-6-hydroxybenzofuran 51079-38-0 C9H10O2
    2,3-dihydro-3-methyl-6-hydroxybenzofuran
    —— ethyl 3-(7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-yl)-3-oxopropionate 217493-16-8 C19H17BrO4
    ethyl 3-(7-bromo-3-phenyl-2,3-dihydrobenzofuran-3-yl)-3-oxopropionate
    —— (+/-)-2-ethyl-2,3-dihydro-4,6,7-trimethyl-5-benzofuranol 134867-51-9 C13H18O2
    (+/-)-2-ethyl-2,3-dihydro-4,6,7-trimethyl-5-benzofuranol
    —— 7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl carboxylic acid chloride 178322-41-3 C15H19ClO2
    7-tert-butyl-3,3-dimethyl-2,3-dihydrobenzo[b]furan-5-yl carboxylic acid chloride
    —— 2,3-dihydro-6-(3-(phenylthio)propyl)-5-benzofuranol 119794-86-4 C17H18O2S
    2,3-dihydro-6-(3-(phenylthio)propyl)-5-benzofuranol
    —— 1,2,3a,8b-Tetrahydrofuro[2,3-b][1]benzofuran-7-ol 949882-98-8 C10H10O3
    1,2,3a,8b-Tetrahydrofuro[2,3-b][1]benzofuran-7-ol
    —— 3-hydroxy-5-methyl-3-phenylbenzofuran-2(3H)-one 92545-53-4 C15H12O3
    3-hydroxy-5-methyl-3-phenylbenzofuran-2(3H)-one
    —— 5-[(1R,3R)-3-(2,3-Dihydro-benzofuran-4-yl)-2,2-dimethyl-cyclopropyl]-4-methyl-1H-imidazol-2-ylamine —— C17H21N3O
    5-[(1R,3R)-3-(2,3-Dihydro-benzofuran-4-yl)-2,2-dimethyl-cyclopropyl]-4-methyl-1H-imidazol-2-ylamine
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[4-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide —— C26H34N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[4-[[(2R,6R)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide
    —— 2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[4-[[(2S,6S)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide —— C26H34N2O4
    2-[(2,2-dimethyl-3H-1-benzofuran-7-yl)oxy]-N-[[4-[[(2S,6S)-2,6-dimethylmorpholin-4-yl]methyl]phenyl]methyl]acetamide
    —— 1-[6-[(2,6-Difluorophenyl)methoxy]-2,3-dihydro-1-benzofuran-3-yl]-1-hydroxyurea —— C16H14F2N2O4
    1-[6-[(2,6-Difluorophenyl)methoxy]-2,3-dihydro-1-benzofuran-3-yl]-1-hydroxyurea
    —— 3-[(6-benzyloxy-2,3-dihydro-benzofuran-2-ylmethyl)-amino]-propan-1-ol 507482-05-5 C19H23NO3
    3-[(6-benzyloxy-2,3-dihydro-benzofuran-2-ylmethyl)-amino]-propan-1-ol
    —— 1-[2-[4-(difluoromethoxy)phenyl]ethyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea —— C19H20F2N2O3
    1-[2-[4-(difluoromethoxy)phenyl]ethyl]-3-[[(2R)-2,3-dihydro-1-benzofuran-2-yl]methyl]urea