摩熵化学
数据库官网
小程序
打开微信扫一扫
首页 分子通 化学资讯 化学百科 反应查询 关于我们
请输入关键词
历史搜索
    热门化合物HOT
    • 喹啉
    • 水杨醛
    • 二溴甲烷
    • 谷胱甘肽
    • L-乳酸
    • 苯巴比妥
    • 辣椒碱
    • 非那明
    • 百草枯
    • 联苯烯
    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-(2,6-difluoro-4-chlorophenyl)-6-(ethylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-48-3 C19H18ClF2NOS
    (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-(ethylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 2-Ethyl-N-benzyl-<3>cumaranylmethylamin 88783-03-3 C18H21NO
    2-Ethyl-N-benzyl-<3>cumaranylmethylamin
    —— diethyl 5,7-dibromo-3-(formylmethyl)benzofuran-2,2(3H)-dicarboxylate 1401439-27-7 C16H16Br2O6
    diethyl 5,7-dibromo-3-(formylmethyl)benzofuran-2,2(3H)-dicarboxylate
    —— (9aS)-8-acetyl-N-{4-[(4-fluorobenzyl)oxy]-2,3,5,6-tetramethylbenzyl}-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-89-7 C35H34FNO8
    (9aS)-8-acetyl-N-{4-[(4-fluorobenzyl)oxy]-2,3,5,6-tetramethylbenzyl}-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide
    —— (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-propyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-22-3 C20H20ClF2NO
    (4aS,9bR)-8-(2,6-difluoro-4-chlorophenyl)-6-propyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— (R)-1-((2S,3S)-3-(benzylamino)-4,6-dimethoxy-2,3-dihydrobenzofuran-2-yl)hexan-1-ol 1356485-54-5 C23H31NO4
    (R)-1-((2S,3S)-3-(benzylamino)-4,6-dimethoxy-2,3-dihydrobenzofuran-2-yl)hexan-1-ol
    —— (E)-N'-(3,5-dibromo-4-hydroxybenzylidene)-2-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yloxy)acetohydrazide 1068708-62-2 C19H18Br2N2O4
    (E)-N'-(3,5-dibromo-4-hydroxybenzylidene)-2-(2,2-dimethyl-2,3-dihydrobenzofuran-7-yloxy)acetohydrazide
    —— Acetic acid 2-(3-hydroxy-6-methoxy-2,3-dihydro-benzofuran-3-ylmethyl)-4,5-dimethoxy-benzyl ester 99877-78-8 C21H24O7
    Acetic acid 2-(3-hydroxy-6-methoxy-2,3-dihydro-benzofuran-3-ylmethyl)-4,5-dimethoxy-benzyl ester
    —— Kreysiginin 19741-86-7 C21H27NO5
    Kreysiginin
    —— cis-5-chloro-2,3-difluoro-2,3-dihydrobenzofuran 86324-98-3 C8H5ClF2O
    cis-5-chloro-2,3-difluoro-2,3-dihydrobenzofuran
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-N-phenyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine 488125-84-4 C23H20Cl2N2O
    (4aS,9bR)-8-(2,4-dichlorophenyl)-N-phenyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-N-cyclohexyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine 488125-81-1 C23H26Cl2N2O
    (4aS,9bR)-8-(2,4-dichlorophenyl)-N-cyclohexyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine
    —— 2-Ethoxy-6-prop-2-enylspiro[2,3-dihydrochromene-4,4'-cyclohexa-2,5-diene]-1'-one 1391098-87-5 C19H20O3
    2-Ethoxy-6-prop-2-enylspiro[2,3-dihydrochromene-4,4'-cyclohexa-2,5-diene]-1'-one
    —— (7-thien-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl azide 1072073-28-9 C13H11N3OS
    (7-thien-3-yl-2,3-dihydro-1-benzofuran-2-yl)methyl azide
    —— 5-(4-(2,3-dihydrobenzofuran-3-yloxy)phenyl)isoxazol-3-ol 1294452-74-6 C17H13NO4
    5-(4-(2,3-dihydrobenzofuran-3-yloxy)phenyl)isoxazol-3-ol
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-N,N-dimethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine 488125-87-7 C19H20Cl2N2O
    (4aS,9bR)-8-(2,4-dichlorophenyl)-N,N-dimethyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine
    —— 3,3-dimethyl-2-morpholin-4-yl-7-phenyl-2,3-dihydro-benzofuran-5-ol 16793-15-0 C20H23NO3
    3,3-dimethyl-2-morpholin-4-yl-7-phenyl-2,3-dihydro-benzofuran-5-ol
    —— 5-chloro-3-(difluoromethyl)-2,3-dihydrobenzofuran 1565823-40-6 C9H7ClF2O
    5-chloro-3-(difluoromethyl)-2,3-dihydrobenzofuran
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-6-(benzylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-37-0 C24H21Cl2NOS
    (4aS,9bR)-8-(2,4-dichlorophenyl)-6-(benzylthio)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— 8-methoxy-1,2,3,4,4a,9b-hexahydro-dibenzofuran 27124-68-1 C13H16O2
    8-methoxy-1,2,3,4,4a,9b-hexahydro-dibenzofuran
    —— [6-Methoxy-benzofuran-(3E)-ylidene]-acetic acid methyl ester 56798-48-2 C12H12O4
    [6-Methoxy-benzofuran-(3E)-ylidene]-acetic acid methyl ester
    —— 4,12-dimethyl-10-nitro-8-pentyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaen-4-ol 873425-91-3 C19H23NO4
    4,12-dimethyl-10-nitro-8-pentyl-2-oxatricyclo[7.3.1.05,13]trideca-1(12),5(13),6,8,10-pentaen-4-ol
    —— 1294518-46-9 C24H23N3O4S2
    —— 3-Ethylamino-7-methyl-cumaran 669-00-1 C11H15NO
    3-Ethylamino-7-methyl-cumaran
    —— diisopropyl 2-((4R)-3,4-dihydro-2-hydroxy-2H-chromen-4-yl)malonate 1346013-03-3 C18H24O6
    diisopropyl 2-((4R)-3,4-dihydro-2-hydroxy-2H-chromen-4-yl)malonate
    —— (4aS,9bR)-8-(2,4-dichlorophenyl)-N-ethyl-N-propyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine 488125-97-9 C22H26Cl2N2O
    (4aS,9bR)-8-(2,4-dichlorophenyl)-N-ethyl-N-propyl-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridin-6-amine
    —— (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-(cyclohexyloxy)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine 488126-72-3 C23H24Cl3NO2
    (4aS,9bR)-8-(2,4,6-trichlorophenyl)-6-(cyclohexyloxy)-1,2,3,4,4a,9b,-hexahydro[1]benzofuro[3,2-c]pyridine
    —— (1R,4S,4aR,4bS,9bS,10aS)-4b-methoxy-6,9b-dimethyl-4,4a,4b,9b,10,10a-hexahydro-1H-1,4-methanoindeno[1,2-b]benzofuran 139618-45-4 C19H22O2
    (1R,4S,4aR,4bS,9bS,10aS)-4b-methoxy-6,9b-dimethyl-4,4a,4b,9b,10,10a-hexahydro-1H-1,4-methanoindeno[1,2-b]benzofuran
    —— ethyl 7-methoxy-5-methylchroman-2-carboxylate 1142181-76-7 C14H18O4
    ethyl 7-methoxy-5-methylchroman-2-carboxylate
    —— diethyl 4-methoxy-3-piperidin-1-yl-3H-1-benzofuran-2,2-dicarboxylate 1447798-19-7 C20H27NO6
    diethyl 4-methoxy-3-piperidin-1-yl-3H-1-benzofuran-2,2-dicarboxylate
    —— N-[(4,6-dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]sulfamic acid, 2,3-dihydro-2,2-dimethylbenzofuran-7-yl ester 86397-40-2 C16H19N5O5S
    N-[(4,6-dimethyl-1,3,5-triazin-2-yl)aminocarbonyl]sulfamic acid, 2,3-dihydro-2,2-dimethylbenzofuran-7-yl ester
    —— 6-(3-{1-(difluoromethoxy)-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)hexanoate 373628-74-1 C27H27F2NO6S
    6-(3-{1-(difluoromethoxy)-8-[(methylsulfonyl)amino]-6H-benzo[c]chromen-6-yl}phenyl)hexanoate
    —— 143245-62-9 C13H17O2
    —— 1-(2,3-Dihydro-benzofuran-5-yl)-1-(4-trifluoromethyl-phenyl)-ethanol 86767-20-6 C17H15F3O2
    1-(2,3-Dihydro-benzofuran-5-yl)-1-(4-trifluoromethyl-phenyl)-ethanol
    —— 6,7-Dichloro-5-{2-[5-methyl-4-oxo-[1,3]thiazinan-(2E)-ylidene]-acetyl}-2,3-dihydro-benzofuran-2-carboxylic acid 126200-78-0 C16H13Cl2NO5S
    6,7-Dichloro-5-{2-[5-methyl-4-oxo-[1,3]thiazinan-(2E)-ylidene]-acetyl}-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 2-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-3,5-difluorophenyl)cyclopropanecarboxylic acid 1234841-72-5 C21H20F2O4
    2-(4-((2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-3,5-difluorophenyl)cyclopropanecarboxylic acid
    —— 6-Hydroxy-2,4-dimethyl-5-(6-hydroxy-cumaranyl-5-methyl)-pyrimidin 18006-88-7 C15H16N2O3
    6-Hydroxy-2,4-dimethyl-5-(6-hydroxy-cumaranyl-5-methyl)-pyrimidin
    —— (S)-2-(2,3-dihydrobenzofuran-2-yl) pyridine 1372790-98-1 C13H11NO
    (S)-2-(2,3-dihydrobenzofuran-2-yl) pyridine
    —— 1-(3-chloro-4-isopropylsulfonyl-5-methylthio-thien-2-yl)carbonyl-5'-aminomethyl-spiro[piperidine-4,3'-(2H)-benzo[b]furan] 1158947-30-8 C22H27ClN2O4S3
    1-(3-chloro-4-isopropylsulfonyl-5-methylthio-thien-2-yl)carbonyl-5'-aminomethyl-spiro[piperidine-4,3'-(2H)-benzo[b]furan]
    —— 4,5,6,7-Tetrachlor-2-phenyl-2,3-dihydro-benzofuran-carbonsaeure-(2)-aethylester 93260-98-1 C17H12Cl4O3
    4,5,6,7-Tetrachlor-2-phenyl-2,3-dihydro-benzofuran-carbonsaeure-(2)-aethylester
    —— 2.9-Dimethoxy-5a-methyl-5a.10b-dihydro-2.3b-benzofuro-benzofuran-carbonsaeure-(10b)-aethylester 25653-52-5 C20H20O6
    2.9-Dimethoxy-5a-methyl-5a.10b-dihydro-2.3b-benzofuro-benzofuran-carbonsaeure-(10b)-aethylester
    —— N-(1H-pyrrol-2-ylmethylideneamino)-2,3-dihydro-1-benzofuran-2-carboxamide 1378872-44-6 C14H13N3O2
    N-(1H-pyrrol-2-ylmethylideneamino)-2,3-dihydro-1-benzofuran-2-carboxamide
    —— (3aS,5aS,10bR,10cR)-5-Eth-(E)-ylidene-3,3-dimethoxy-2,3,3a,4,5,5a,10b,10c-octahydro-1H-6-oxa-cyclopenta[c]fluorene 73961-67-8 C19H24O3
    (3aS,5aS,10bR,10cR)-5-Eth-(E)-ylidene-3,3-dimethoxy-2,3,3a,4,5,5a,10b,10c-octahydro-1H-6-oxa-cyclopenta[c]fluorene
    —— 5-methoxy-2,3-dihydro-N-propyl-3-benzofuranmethylamine 118610-30-3 C13H19NO2
    5-methoxy-2,3-dihydro-N-propyl-3-benzofuranmethylamine
    —— (S)-trimethyl((3-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)chroman-4-yl)methyl)stannane 1246770-17-1 C20H31BO3Sn
    (S)-trimethyl((3-((4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)methylene)chroman-4-yl)methyl)stannane
    —— (2S,3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-4,6-dimethoxy-2,3-dihydrobenzofuran-2-ol 1356485-73-8 C18H30O6Si
    (2S,3R)-3-((S)-2-(tert-butyldimethylsilyloxy)-1-hydroxyethyl)-4,6-dimethoxy-2,3-dihydrobenzofuran-2-ol
    —— 170868-82-3 C35H60O5Si2
    —— (5-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl-trimethylsilane 1034139-55-3 C12H17BrOSi
    (5-Bromo-2,3-dihydro-1-benzofuran-2-yl)methyl-trimethylsilane
    —— ethyl 2-hydroxy-6-methoxy-2,3-dimethyl-2,3-dihydrobenzofuran-3-carboxylate 1382487-32-2 C14H18O5
    ethyl 2-hydroxy-6-methoxy-2,3-dimethyl-2,3-dihydrobenzofuran-3-carboxylate
    —— 4-(2,3-dihydrobenzofuran-7-yl)-2-(3,5-dimethylbenzyl)-1,1,1-trifluoro-4-methylpentan-2-ol 609807-87-6 C23H27F3O2
    4-(2,3-dihydrobenzofuran-7-yl)-2-(3,5-dimethylbenzyl)-1,1,1-trifluoro-4-methylpentan-2-ol