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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
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-butoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-60-9 C21H23Cl2NO2
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-butoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-(propylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-31-4 C20H21Cl2NOS
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-(propylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— S-Hexahydromarmesin (triol) 78796-55-1 C14H20O4
    S-Hexahydromarmesin (triol)
    —— 1-Hydroxy-3,3-diphenyl-1-<4,5,6,7-tetrabrom-1,3-benzodioxolyl-(2)>-indanon-(2) 36547-91-8 C28H16Br4O4
    1-Hydroxy-3,3-diphenyl-1-<4,5,6,7-tetrabrom-1,3-benzodioxolyl-(2)>-indanon-(2)
    —— Methyl 6-Bromo-2,3-dihydrobenzofuran-3-acetate 2070896-49-8 C11H11BrO3
    Methyl 6-Bromo-2,3-dihydrobenzofuran-3-acetate
    —— 3-Ethyl-7-methoxy-2,3-dihydrobenzo<b>furan 144849-57-0 C11H14O2
    3-Ethyl-7-methoxy-2,3-dihydrobenzo<b>furan
    —— 2,2-bis(4-fluorophenyl)-6-[(methoxycarbonyl)methyl]-2H-1-benzopyran 1191071-22-3 C24H18F2O3
    2,2-bis(4-fluorophenyl)-6-[(methoxycarbonyl)methyl]-2H-1-benzopyran
    —— (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-(butylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-51-8 C21H22ClF2NOS
    (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-(butylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 4-(t-butyldimethylsilyloxy)-2-isopropenyl-6-hydroxy-2,3-dihydrobenzofuran-5-carbaldehyde 1058196-46-5 C18H26O4Si
    4-(t-butyldimethylsilyloxy)-2-isopropenyl-6-hydroxy-2,3-dihydrobenzofuran-5-carbaldehyde
    —— 8-(2,3-dihydro-benzofuran-6-yl)-1,4-dioxa-spiro[4.5]decan-8-ol 1252615-63-6 C16H20O4
    8-(2,3-dihydro-benzofuran-6-yl)-1,4-dioxa-spiro[4.5]decan-8-ol
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-(cyclohexylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-35-8 C23H25Cl2NOS
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-(cyclohexylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 1-(2-isopropenyl-5-methoxy-2,3-dihydro-6-benzofuranyl)ethanol 132121-02-9 C14H18O3
    1-(2-isopropenyl-5-methoxy-2,3-dihydro-6-benzofuranyl)ethanol
    —— (1R,2R)-1-(2,3-dihydrobenzofuran-4-yl)glycidol 1282033-84-4 C11H12O3
    (1R,2R)-1-(2,3-dihydrobenzofuran-4-yl)glycidol
    —— 2-[(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydro-benzofuran-2-yl]-propan-2-ol 1030349-92-8 C17H28O3Si
    2-[(2S,3S)-3-(tert-butyl-dimethyl-silanyloxy)-2,3-dihydro-benzofuran-2-yl]-propan-2-ol
    —— (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-butyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-15-4 C21H22Cl3NO
    (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-butyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 2-Methyl-2,3-dihydro-benzofuran-2-carbonyl chloride 37731-49-0 C10H9ClO2
    2-Methyl-2,3-dihydro-benzofuran-2-carbonyl chloride
    —— 5-[1-(4-chlorophenyl)ethylidene]-2,3-dihydro-1-benzofuran-1-ium 86766-82-7 C16H14ClO
    5-[1-(4-chlorophenyl)ethylidene]-2,3-dihydro-1-benzofuran-1-ium
    —— ethyl (E)-5-acetyl-7-chloro-2,3-dihydro-6-hydroxybenzofuran-2-carboxylate oxime 90246-93-8 C13H14ClNO5
    ethyl (E)-5-acetyl-7-chloro-2,3-dihydro-6-hydroxybenzofuran-2-carboxylate oxime
    —— methyl 2-cyano-3-phenyl-2,3-dihydronaphtho[1,2-b]furan-2-carbimidate 1613306-48-1 C21H16N2O2
    methyl 2-cyano-3-phenyl-2,3-dihydronaphtho[1,2-b]furan-2-carbimidate
    —— 6-Chloro-3-hydroxymethyl-3-methyl-chroman-4-ol 110450-31-2 C11H13ClO3
    6-Chloro-3-hydroxymethyl-3-methyl-chroman-4-ol
    —— 5-Ethynyl-2,2,7-trimethyl-2,3-dihydro-benzofuran 132464-88-1 C13H14O
    5-Ethynyl-2,2,7-trimethyl-2,3-dihydro-benzofuran
    —— 2,2-dimethyl-N-(7-morpholin-4-ylmethyl-4-oxy-2,3-dihydrofuro[3,2-b]pyridin-5-yl)butyramide 1029128-39-9 C18H27N3O4
    2,2-dimethyl-N-(7-morpholin-4-ylmethyl-4-oxy-2,3-dihydrofuro[3,2-b]pyridin-5-yl)butyramide
    —— 2-n-butoxy-2,3-dihydro-3-methylenebenzofuran 1187956-11-1 C13H16O2
    2-n-butoxy-2,3-dihydro-3-methylenebenzofuran
    —— (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-(1-ethylpropyl)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-16-5 C22H24Cl3NO
    (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-(1-ethylpropyl)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 5-Iodo-3,3-dimethyl-2,3-dihydro-1-benzofuran 1232361-88-4 C10H11IO
    5-Iodo-3,3-dimethyl-2,3-dihydro-1-benzofuran
    —— 5-bromo-2-octylcoumaran 160310-88-3 C16H23BrO
    5-bromo-2-octylcoumaran
    —— (4R)-2-(R,S)-hydroxy-4-phenylchromane-6-carboxylic acid methyl ester 380636-46-4 C17H16O4
    (4R)-2-(R,S)-hydroxy-4-phenylchromane-6-carboxylic acid methyl ester
    —— 1446283-02-8 C19H21BrN2O2
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-03-0 C19H19Cl2NO
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 4-(2-methyl-2,3-dihydrobenzofuran-5-yl)phenol 1394958-22-5 C15H14O2
    4-(2-methyl-2,3-dihydrobenzofuran-5-yl)phenol
    —— (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-propoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-68-7 C20H20Cl3NO2
    (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-propoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— (3-(4-isopropylphenyl)-7-methoxy-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)formamide 1206733-88-1 C21H25NO3
    (3-(4-isopropylphenyl)-7-methoxy-4,6-dimethyl-2,3-dihydro-1-benzofuran-5-yl)formamide
    —— 1-Butyl-3-(2-methyl-2,3-dihydro-benzofuran-5-yl)-urea 6739-76-0 C14H20N2O2
    1-Butyl-3-(2-methyl-2,3-dihydro-benzofuran-5-yl)-urea
    —— n-butyl N-[[methyl[[[2,3-dihydro-2,2-dimethyl-7-benzofuranyl]oxy]carbonyl]amino]thio]benzimidate 93979-17-0 C23H28N2O4S
    n-butyl N-[[methyl[[[2,3-dihydro-2,2-dimethyl-7-benzofuranyl]oxy]carbonyl]amino]thio]benzimidate
    —— (1E,4Z,7Z)-3,7-Dimethyl-1-(4,4,5,7,8-pentamethyl-chroman-6-yl)-9-trimethylsilanyloxy-nona-1,4,7-triene-3,6-diol 119947-65-8 C28H44O4Si
    (1E,4Z,7Z)-3,7-Dimethyl-1-(4,4,5,7,8-pentamethyl-chroman-6-yl)-9-trimethylsilanyloxy-nona-1,4,7-triene-3,6-diol
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-ethoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-57-4 C19H19Cl2NO2
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-ethoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 2-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)-N-(3-fluorobenzyl)hydrazinecarboxamide 1005205-56-0 C17H16FN3O3
    2-(2,3-dihydro-1-benzofuran-5-ylcarbonyl)-N-(3-fluorobenzyl)hydrazinecarboxamide
    —— (2-(aminomethyl)-8-methyl-7,8-dihydro-2H-1,6,9-trioxa-9a-borabenzo[cd]azulen-8-yl)methanol hydrochloride 1444766-40-8 C12H16BNO4*ClH
    (2-(aminomethyl)-8-methyl-7,8-dihydro-2H-1,6,9-trioxa-9a-borabenzo[cd]azulen-8-yl)methanol hydrochloride
    —— 5-(2,2-Dimethoxy-ethyl)-2-methoxy-2,4-dimethyl-2,3-dihydro-benzo[b]oxepine 77961-14-9 C17H24O4
    5-(2,2-Dimethoxy-ethyl)-2-methoxy-2,4-dimethyl-2,3-dihydro-benzo[b]oxepine
    —— 2,2,6,6-Tetramethyl-benzo<1,2-b;4,5-b'>-difuran 17323-53-4 C14H18O2
    2,2,6,6-Tetramethyl-benzo<1,2-b;4,5-b'>-difuran
    —— (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-21-2 C19H18ClF2NO
    (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-ethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 1613233-86-5 C16H17FO5
    —— 5-amino-2-ethyl-3H-1-benzofuran-2-carbonitrile 1009595-02-1 C11H12N2O
    5-amino-2-ethyl-3H-1-benzofuran-2-carbonitrile
    —— 2-(2,4-Dichloro-phenyl)-N-(7-methyl-2,3-dihydro-furo[2,3-c]pyridin-3-yl)-acetamide 1421619-76-2 C16H14Cl2N2O2
    2-(2,4-Dichloro-phenyl)-N-(7-methyl-2,3-dihydro-furo[2,3-c]pyridin-3-yl)-acetamide
    —— 6-[2-(2-amino-1H-imidazol-5-yl)ethylamino]-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-[(4-methylsulfanylphenyl)methyl]-1,3,5-triazine-2,4-dione 1148128-09-9 C25H27N7O3S
    6-[2-(2-amino-1H-imidazol-5-yl)ethylamino]-1-(2,3-dihydro-1-benzofuran-5-ylmethyl)-3-[(4-methylsulfanylphenyl)methyl]-1,3,5-triazine-2,4-dione
    —— 2',3',4',6',7',8',10',10a'-octahydro-1'H,3H-spiro[benzofuran-2,9'-pyrido[1,2-a]azepine]-5-carbaldehyde 1258431-34-3 C18H23NO2
    2',3',4',6',7',8',10',10a'-octahydro-1'H,3H-spiro[benzofuran-2,9'-pyrido[1,2-a]azepine]-5-carbaldehyde
    —— 2-(4-methoxy-7,7-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-ylidene)malononitrile 1020660-33-6 C17H14N2O3
    2-(4-methoxy-7,7-dimethyl-6,7-dihydrofuro[3,2-g]chromen-5-ylidene)malononitrile
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-propoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-58-5 C20H21Cl2NO2
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-propoxy-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— spiro<benzofuran-2(3H),1'-cyclohexane>-3-carboxylic acid methyl ester 89908-43-0 C15H18O3
    spiro<benzofuran-2(3H),1'-cyclohexane>-3-carboxylic acid methyl ester
    —— N-[(6-amino-4-bromopyridin-2-yl)carbamoyl]-2,3-dihydro-1-benzofuran-5-sulfonamide 1158785-42-2 C14H13BrN4O4S
    N-[(6-amino-4-bromopyridin-2-yl)carbamoyl]-2,3-dihydro-1-benzofuran-5-sulfonamide