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
    —— 8'-(2-hydroxy-3,5-dichlorobenzylideneamino)-1,3,3-trimethyl-1,3-dihydrospiro[2H-indole-2,3'-[3H]naphtho[2,1-b][1,4]oxazine] 1236041-52-3 C29H23Cl2N3O2
    8'-(2-hydroxy-3,5-dichlorobenzylideneamino)-1,3,3-trimethyl-1,3-dihydrospiro[2H-indole-2,3'-[3H]naphtho[2,1-b][1,4]oxazine]
    —— 3-(iodomethyl)-6-nitro-2,3-dihydrobenzofuran 107616-52-4 C9H8INO3
    3-(iodomethyl)-6-nitro-2,3-dihydrobenzofuran
    —— 3-ethyl-7-trimethylsilyl-2,3-dihydrobenzofuran 869085-50-7 C13H20OSi
    3-ethyl-7-trimethylsilyl-2,3-dihydrobenzofuran
    —— 2,2'-bis-bromomethyl-2,3,2',3'-tetrahydro-[5,5']bibenzofuranyl 101735-50-6 C18H16Br2O2
    2,2'-bis-bromomethyl-2,3,2',3'-tetrahydro-[5,5']bibenzofuranyl
    —— 2-(3-Di-isopropylamino-propylaminomethyl)-2,3-dihydro-benzofuran 21130-31-4 C18H30N2O
    2-(3-Di-isopropylamino-propylaminomethyl)-2,3-dihydro-benzofuran
    —— 3-(iodomethyl)-3-methyl-2,3-dihydrobenzofuran 78739-84-1 C10H11IO
    3-(iodomethyl)-3-methyl-2,3-dihydrobenzofuran
    —— (1S,2S)-1-(4-bromophenyl)-1,2-dihydro-2-nitronaphtho[2,1-b]furan 1424936-89-9 C18H12BrNO3
    (1S,2S)-1-(4-bromophenyl)-1,2-dihydro-2-nitronaphtho[2,1-b]furan
    —— 5-fluoro-6',7'-dihydro-3H,5'H-spiro[2-benzofuran-1,8'-imidazo[1,5-a]pyridine]-6-carbonitrile 1067882-33-0 C15H12FN3O
    5-fluoro-6',7'-dihydro-3H,5'H-spiro[2-benzofuran-1,8'-imidazo[1,5-a]pyridine]-6-carbonitrile
    —— methyl [(3S)-6-{[(3-bromo-2-hydroxyphenyl)methylidene]amino}-2,3-dihydro-1-benzofuran-3-yl]acetate 1258399-04-0 C18H16BrNO4
    methyl [(3S)-6-{[(3-bromo-2-hydroxyphenyl)methylidene]amino}-2,3-dihydro-1-benzofuran-3-yl]acetate
    —— (Z)-1-(iodomethyl)-3-methoxycarbonylmethylene-1,5-dimethyl-3H-isobenzofuran 1213789-51-5 C14H15IO3
    (Z)-1-(iodomethyl)-3-methoxycarbonylmethylene-1,5-dimethyl-3H-isobenzofuran
    —— 2,3-Dihydro-1-benzofuran-5-ylmethanethiol 1521860-04-7 C9H10OS
    2,3-Dihydro-1-benzofuran-5-ylmethanethiol
    —— (+/-)-[7-(2,6-dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanol 852121-01-8 C15H11Cl2FO2
    (+/-)-[7-(2,6-dichlorophenyl)-5-fluoro-2,3-dihydro-1-benzofuran-2-yl]methanol
    —— 2-(2,3-dihydrobenzofuran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 2246779-62-2 C14H19BO3
    2-(2,3-dihydrobenzofuran-4-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    —— Acetic acid 6,7-dichloro-5-phenylsulfamoyl-2,3-dihydro-benzofuran-2-ylmethyl ester 103969-35-3 C17H15Cl2NO5S
    Acetic acid 6,7-dichloro-5-phenylsulfamoyl-2,3-dihydro-benzofuran-2-ylmethyl ester
    —— 2,3-dihydro-2,2,4,6-tetramethyl-5-(2-methyl-1-propenyl)-benzofuran 86577-34-6 C16H22O
    2,3-dihydro-2,2,4,6-tetramethyl-5-(2-methyl-1-propenyl)-benzofuran
    —— 3-(Hydroxy-phenyl-methyl)-2,3-dihydro-benzofuran-4-carboxylic acid diethylamide 93280-67-2 C20H23NO3
    3-(Hydroxy-phenyl-methyl)-2,3-dihydro-benzofuran-4-carboxylic acid diethylamide
    —— 2,3,4,5-tetrahydro-2,2,5,5,7,8-hexamethylbenzo<1,2-b;4,3-b'>-difuran 99337-34-5 C16H22O2
    2,3,4,5-tetrahydro-2,2,5,5,7,8-hexamethylbenzo<1,2-b;4,3-b'>-difuran
    —— 943899-17-0 C16H18F3NO4
    —— 1309662-73-4 C22H26O9
    —— 2,4,6,8-Tetramethyl-4H-benzo[1,3]dioxin 860184-53-8 C12H16O2
    2,4,6,8-Tetramethyl-4H-benzo[1,3]dioxin
    —— 2-(2,3-Dihydro-5-hydroxy-2-oxo-3-phenyl-3-benzofuranyl)acetic acid 118709-26-5 C16H12O5
    2-(2,3-Dihydro-5-hydroxy-2-oxo-3-phenyl-3-benzofuranyl)acetic acid
    —— 3-(2-Dimethylamino-ethyl)-3-p-tolyl-3H-benzofuran-2-one 99484-60-3 C19H21NO2
    3-(2-Dimethylamino-ethyl)-3-p-tolyl-3H-benzofuran-2-one
    —— 8,9-Dichloro-3,3-dimethyl-5-(2-pyridyl)-2,3-dihydro-1-benzoxepine 157986-97-5 C17H15Cl2NO
    8,9-Dichloro-3,3-dimethyl-5-(2-pyridyl)-2,3-dihydro-1-benzoxepine
    —— ethyl 5-(5-((4,4-dimethyl-7-hexylchroman-6-yl)-ethynyl)fur-2-yl)pentanoate 1229857-84-4 C30H40O4
    ethyl 5-(5-((4,4-dimethyl-7-hexylchroman-6-yl)-ethynyl)fur-2-yl)pentanoate
    —— 3-{6-[(4-butyl-2,6-dichlorophenyl)methoxy]-7-fluor-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride 1355085-25-4 C26H30Cl2FNO4*ClH
    3-{6-[(4-butyl-2,6-dichlorophenyl)methoxy]-7-fluor-2H-spiro[1-benzofuran-3,4'-piperidine]-1'-yl}propanoic acid hydrochloride
    —— (2R,3S)-methyl 7-methyl-3-(2-oxopropyl)-2,3-dihydrobenzofuran-2-carboxylate 1267588-15-7 C14H16O4
    (2R,3S)-methyl 7-methyl-3-(2-oxopropyl)-2,3-dihydrobenzofuran-2-carboxylate
    —— diethyl 5,7-dichloro-3-hydroxybenzofuran-2,2(3H)-dicarboxylate 1422960-55-1 C14H14Cl2O6
    diethyl 5,7-dichloro-3-hydroxybenzofuran-2,2(3H)-dicarboxylate
    —— 1,8-<(isopropylidene)dioxy>-3-methyl-1,2,3,4-tetrahydronaphthalene 143536-39-4 C14H18O2
    1,8-<(isopropylidene)dioxy>-3-methyl-1,2,3,4-tetrahydronaphthalene
    —— 5-prop-1-enyl-2,3,3-trimethyl-2,3-dihydrobenzofuran 78259-73-1 C14H18O
    5-prop-1-enyl-2,3,3-trimethyl-2,3-dihydrobenzofuran
    —— (4aR,9R,9aR)-5-bromo-7-chloro-9-(nitromethyl)-2,3,4,4a,9,9a-hexahydro-1H-xanthen-1-one 1627214-02-1 C14H13BrClNO4
    (4aR,9R,9aR)-5-bromo-7-chloro-9-(nitromethyl)-2,3,4,4a,9,9a-hexahydro-1H-xanthen-1-one
    —— (R)-methyl 3-(4-bromophenyl)-5-((S)-(2-chlorophenyl)((S)-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)methyl)-4,5-dihydroisoxazole-5-carboxylate 1417999-40-6 C32H23BrClNO5
    (R)-methyl 3-(4-bromophenyl)-5-((S)-(2-chlorophenyl)((S)-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-yl)methyl)-4,5-dihydroisoxazole-5-carboxylate
    —— 5-Chlor-2-(3-isopropyloxy-propylaminomethyl)-2,3-dihydro-benzofuran 21130-24-5 C15H22ClNO2
    5-Chlor-2-(3-isopropyloxy-propylaminomethyl)-2,3-dihydro-benzofuran
    —— 3-(2,2,2-trifluoroethyl)-2,3-dihydrobenzofuran 1440538-46-4 C10H9F3O
    3-(2,2,2-trifluoroethyl)-2,3-dihydrobenzofuran
    —— 9-Methoxy-1,2,3,4,4a,9b-hexahydro-dibenzofuran 27124-69-2 C13H16O2
    9-Methoxy-1,2,3,4,4a,9b-hexahydro-dibenzofuran
    —— 7,8-Difluoro-3,3-dimethyl-5-(2-pyridyl)-2,3,4,5-tetrahydro-1-benzoxepin-5-ol 157986-39-5 C17H17F2NO2
    7,8-Difluoro-3,3-dimethyl-5-(2-pyridyl)-2,3,4,5-tetrahydro-1-benzoxepin-5-ol
    —— diethyl 5-chloro-3-(2-chlorophenylamino)benzofuran-2,2(3H)-dicarboxylate 1422959-86-1 C20H19Cl2NO5
    diethyl 5-chloro-3-(2-chlorophenylamino)benzofuran-2,2(3H)-dicarboxylate
    —— 7,8-Dichloro-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxine-5-sulfonic acid dimethylamide 120588-65-0 C11H13Cl2NO5S
    7,8-Dichloro-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxine-5-sulfonic acid dimethylamide
    —— 5-Iodo-N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide 1047648-53-2 C11H12INO3
    5-Iodo-N-methoxy-N-methyl-2,3-dihydro-1-benzofuran-2-carboxamide
    —— 5-[1-Chloro-2,2,2-trifluoro-1-(3-methoxy-phenyl)-ethyl]-2,3-dihydro-benzofuran 131543-79-8 C17H14ClF3O2
    5-[1-Chloro-2,2,2-trifluoro-1-(3-methoxy-phenyl)-ethyl]-2,3-dihydro-benzofuran
    —— 2-(2,3-dihydro-benzofuran-5-yl)-thiazole-4-carboxylic acid [4-(dimethylamino-phenyl-methyl)-cyclohexyl]-amide 944320-96-1 C27H31N3O2S
    2-(2,3-dihydro-benzofuran-5-yl)-thiazole-4-carboxylic acid [4-(dimethylamino-phenyl-methyl)-cyclohexyl]-amide
    —— 6,6,9-trimethyl-3-(1-methyl-hexyloxy)-7,8,9,10-tetrahydro-6<i>H</i>-benzo[<i>c</i>]chromen-1-ol 50832-83-2 C23H34O3
    6,6,9-trimethyl-3-(1-methyl-hexyloxy)-7,8,9,10-tetrahydro-6<i>H</i>-benzo[<i>c</i>]chromen-1-ol
    —— 6,7-Dichloro-5-{2-[5-methyl-4-oxo-thiazolidin-(2E)-ylidene]-acetyl}-2,3-dihydro-benzofuran-2-carboxylic acid 105978-92-5 C15H11Cl2NO5S
    6,7-Dichloro-5-{2-[5-methyl-4-oxo-thiazolidin-(2E)-ylidene]-acetyl}-2,3-dihydro-benzofuran-2-carboxylic acid
    —— trans-3-methyl-2,3,4,4a,5,6-hexahydro-1H-benzofuro<3,2-e>isoquinolin-7(7aH)-one 85891-93-6 C16H19NO2
    trans-3-methyl-2,3,4,4a,5,6-hexahydro-1H-benzofuro<3,2-e>isoquinolin-7(7aH)-one
    —— 6-hydroxy-2,2-tetramethylene-2,3-dihydrobenzopyran-4-one thiosemicarbazone 1400288-74-5 C14H17N3O2S
    6-hydroxy-2,2-tetramethylene-2,3-dihydrobenzopyran-4-one thiosemicarbazone
    —— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-(3-methyl-2,4-dioxo-1,3-thiazolidin-5-yl)-acetamide 1048960-08-2 C23H31N3O4S
    N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-(3-methyl-2,4-dioxo-1,3-thiazolidin-5-yl)-acetamide
    —— 2-(2,3-Dihydro-5-hydroxy-4,6,7-trimethylbenzofuran-2-yl)ethyl 3-(1,4-dihydro-3-hydroxy-2-methyl-4-oxo-1-pyridinyl)propanoate 272770-16-8 C22H27NO6
    2-(2,3-Dihydro-5-hydroxy-4,6,7-trimethylbenzofuran-2-yl)ethyl 3-(1,4-dihydro-3-hydroxy-2-methyl-4-oxo-1-pyridinyl)propanoate
    —— methyl {(3S)-6-[{(3S)-7-[(6-methylpyridin-3-yl)(propyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258402-28-6 C30H30F3N3O5
    methyl {(3S)-6-[{(3S)-7-[(6-methylpyridin-3-yl)(propyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— 2-(4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoic acid 1265397-80-5 C24H24N2O3
    2-(4-(2,3-dihydrobenzofuran-5-yl)-6-methyl-2-phenylpyrimidin-5-yl)pentanoic acid
    —— 2-Ethynyl-6,7,8-trimethoxy-chroman 141930-23-6 C14H16O4
    2-Ethynyl-6,7,8-trimethoxy-chroman
    —— (4,5,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl) acetate 74725-18-1 C14H18O3
    (4,5,6,7-tetramethyl-2,3-dihydro-1-benzofuran-2-yl) acetate