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
    —— (2,3-Dihydro-7-methoxy-2-benzofuran)methanol 131157-62-5 C10H12O3
    (2,3-Dihydro-7-methoxy-2-benzofuran)methanol
    —— (S)-N-(2,3-dihydrobenzofuran-4-yl)-3-(amino)pyrrolidine 319478-26-7 C12H16N2O
    (S)-N-(2,3-dihydrobenzofuran-4-yl)-3-(amino)pyrrolidine
    —— 2,3-dihydro-3,3-dimethyl-5-hydroxy-2-ethoxy-benzofuran 6777-09-9 C12H16O3
    2,3-dihydro-3,3-dimethyl-5-hydroxy-2-ethoxy-benzofuran
    —— 2,3-dihydro-3,3-dimethyl-2,5-benzofurandiol 26172-22-5 C10H12O3
    2,3-dihydro-3,3-dimethyl-2,5-benzofurandiol
    —— methyl (R)-2-tert-butyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate 863970-98-3 C14H18O4
    methyl (R)-2-tert-butyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— methyl 2-tert-butyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate 653578-76-8 C14H18O4
    methyl 2-tert-butyl-5-hydroxy-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 8-Methyl-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-4-carbaldehyde 178557-17-0 C12H12O3
    8-Methyl-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran-4-carbaldehyde
    —— 4-Methyl-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran 178557-16-9 C11H12O2
    4-Methyl-2,3,6,7-tetrahydrofuro[2,3-f][1]benzofuran
    —— (5-methyl-3-phenyl-2,3-dihydro-benzofuran-2-yl)-phenyl-methanone 62019-31-2 C22H18O2
    (5-methyl-3-phenyl-2,3-dihydro-benzofuran-2-yl)-phenyl-methanone
    —— 6-[(E)-3-(2-bromophenyl)prop-2-enyl]-5-phenylmethoxy-2,3-dihydro-1-benzofuran 126080-74-8 C24H21BrO2
    6-[(E)-3-(2-bromophenyl)prop-2-enyl]-5-phenylmethoxy-2,3-dihydro-1-benzofuran
    —— 2,9-dichloro-5a,10b-dimethyl-5a,10b-dihydro-benzo[<i>b</i>]benzo[4,5]furo[3,2-<i>d</i>]furan 90524-01-9 C16H12Cl2O2
    2,9-dichloro-5a,10b-dimethyl-5a,10b-dihydro-benzo[<i>b</i>]benzo[4,5]furo[3,2-<i>d</i>]furan
    —— benzofuran-3(2H)-one O-methyloxime 208711-51-7 C9H9NO2
    benzofuran-3(2H)-one O-methyloxime
    —— 2,2,3-Trimethyl-2,3-dihydrobenzofuran-4-ol 60884-06-2 C11H14O2
    2,2,3-Trimethyl-2,3-dihydrobenzofuran-4-ol
    —— 2-Brommethyl-7-methoxy-2,3-dihydrobenzofuran 33357-19-6 C10H11BrO2
    2-Brommethyl-7-methoxy-2,3-dihydrobenzofuran
    —— 5-Chloro-3-methyl-2,3-dihydro-1-benzofuran-3-ol 88112-04-3 C9H9ClO2
    5-Chloro-3-methyl-2,3-dihydro-1-benzofuran-3-ol
    —— (5-chloro-2,3-dihydro-benzofuran-3-yl)-methanol 68224-06-6 C9H9ClO2
    (5-chloro-2,3-dihydro-benzofuran-3-yl)-methanol
    —— trans-2,3-Diazido-2,3-dihydrobenzofuran 62095-86-7 C8H6N6O
    trans-2,3-Diazido-2,3-dihydrobenzofuran
    —— Tert-butyl 7-[(5-carbamimidoyl-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate 1026821-93-1 C21H31N3O4
    Tert-butyl 7-[(5-carbamimidoyl-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate
    —— Tert-butyl 7-[(5-carbamothioyl-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate 1027053-61-7 C21H30N2O4S
    Tert-butyl 7-[(5-carbamothioyl-2,3-dihydro-1-benzofuran-2-carbonyl)amino]heptanoate
    —— 5-cyano-2,3-dihydrobenzofuran-2-carboxylic Acid 194163-38-7 C10H7NO3
    5-cyano-2,3-dihydrobenzofuran-2-carboxylic Acid
    —— Ethyl 5-cyano-2,3-dihydro-1-benzofuran-2-carboxylate 1026571-74-3 C12H11NO3
    Ethyl 5-cyano-2,3-dihydro-1-benzofuran-2-carboxylate
    —— Ethyl 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylate 194163-36-5 C11H11BrO3
    Ethyl 5-bromo-2,3-dihydro-1-benzofuran-2-carboxylate
    —— 3-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-5-(N-methoxy-N-methylamino)-1,3,4-oxadiazolin-2(3H)-one 100282-75-5 C15H19N3O4
    3-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-5-(N-methoxy-N-methylamino)-1,3,4-oxadiazolin-2(3H)-one
    —— 1-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-4-methoxy-4-methylsemicarbazide 116709-15-0 C14H21N3O3
    1-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-4-methoxy-4-methylsemicarbazide
    —— 7-hydrazino-2,3-dihydro-2-methylbenzofuran 92607-79-9 C9H12N2O
    7-hydrazino-2,3-dihydro-2-methylbenzofuran
    —— 1-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-4-methylsemicarbazide 116709-16-1 C13H19N3O2
    1-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-4-methylsemicarbazide
    —— 7-hydrazino-2,2,4-trimethyl-2,3-dihydrobenzofuran 85418-54-8 C11H16N2O
    7-hydrazino-2,2,4-trimethyl-2,3-dihydrobenzofuran
    —— 3-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-5-(methylamino)-1,3,4-oxadiazolin-2(3H)-one 100282-76-6 C14H17N3O3
    3-(2,3-dihydro-2,2,4-trimethylbenzofuran-7-yl)-5-(methylamino)-1,3,4-oxadiazolin-2(3H)-one
    —— 2,3-dihydro-4,6-dimethyl-3-hydroxybenzofuran 143798-71-4 C10H12O2
    2,3-dihydro-4,6-dimethyl-3-hydroxybenzofuran
    —— 2,2-dimethyl-2,3-dihydrobenzofuran-4-carboxylic acid methyl ester 929301-86-0 C12H14O3
    2,2-dimethyl-2,3-dihydrobenzofuran-4-carboxylic acid methyl ester
    —— pivaloyloxymethyl 6,7-dichloro-5-N,N-dimethylsulfamoyl-2,3-dihydrobenzofuran-2-carboxylate 103969-15-9 C17H21Cl2NO7S
    pivaloyloxymethyl 6,7-dichloro-5-N,N-dimethylsulfamoyl-2,3-dihydrobenzofuran-2-carboxylate
    —— 5-Chloro-2-[dichloro(phenylsulfanyl)methyl]-2,3-dihydro-1-benzofuran 126708-25-6 C15H11Cl3OS
    5-Chloro-2-[dichloro(phenylsulfanyl)methyl]-2,3-dihydro-1-benzofuran
    —— 6-chloro-3-(4-chloro-phenyl)-3<i>H</i>-benzofuran-2-one 54439-72-4 C14H8Cl2O2
    6-chloro-3-(4-chloro-phenyl)-3<i>H</i>-benzofuran-2-one
    —— 5-chloro-2,2-dimethyl-2,3-dihydro-benzofuran 78027-51-7 C10H11ClO
    5-chloro-2,2-dimethyl-2,3-dihydro-benzofuran
    —— diethyl 5-chloro-3-(nitromethyl)benzofuran-2,2(3H)-dicarboxylate 1323141-86-1 C15H16ClNO7
    diethyl 5-chloro-3-(nitromethyl)benzofuran-2,2(3H)-dicarboxylate
    —— 2,2-dimethyl-5-methoxy-2,3-dihydrobenzofuran 33563-13-2 C11H14O2
    2,2-dimethyl-5-methoxy-2,3-dihydrobenzofuran
    —— trans-2,3-Dihydro-2,3-dichlorbenzofuran 63361-57-9 C8H6Cl2O
    trans-2,3-Dihydro-2,3-dichlorbenzofuran
    —— (Z)-2-(4-chlorobenzylidene)-2,3-dihydrobenzofuran-3-ol 1008105-83-6 C15H11ClO2
    (Z)-2-(4-chlorobenzylidene)-2,3-dihydrobenzofuran-3-ol
    —— 7-nitro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran 126708-23-4 C15H13NO3S
    7-nitro-2-(phenylthiomethyl)-2,3-dihydrobenzofuran
    —— 7-nitro-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester 127690-16-8 C10H9NO5
    7-nitro-2,3-dihydrobenzofuran-2-carboxylic acid methyl ester
    —— 7-tert-Butyl-2,3-dihydro-N,N-dimethyl-3,3-dimethylbenzofuran-5-carboximidamide hydrochloride 194600-73-2 C17H26N2O*ClH
    7-tert-Butyl-2,3-dihydro-N,N-dimethyl-3,3-dimethylbenzofuran-5-carboximidamide hydrochloride
    —— ethyl 3-[5-formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl]acrylate 186039-26-9 C18H23NO4
    ethyl 3-[5-formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran-2-yl]acrylate
    —— 2-Formyl-5-formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran 142873-76-5 C14H17NO3
    2-Formyl-5-formylamino-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran
    —— 5-Formylamino-2-hydroxymethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran 142873-73-2 C14H19NO3
    5-Formylamino-2-hydroxymethyl-2,4,6,7-tetramethyl-2,3-dihydrobenzofuran
    —— tert-butyl {2-[(5-amino-2,3-dihydro-1-benzofuran-4-yl)amino]ethyl}carbamate 1309752-65-5 C15H23N3O3
    tert-butyl {2-[(5-amino-2,3-dihydro-1-benzofuran-4-yl)amino]ethyl}carbamate
    —— methyl {(3S)-6-[{(3S)-7-[(2-aminophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate 1258399-27-7 C27H24F3N3O5
    methyl {(3S)-6-[{(3S)-7-[(2-aminophenyl)amino]-2,3-dihydro-1-benzofuran-3-yl}(trifluoroacetyl)amino]-2,3-dihydro-1-benzofuran-3-yl}acetate
    —— 2,3-dihydro-5-hydroxy-2,2-dimethylbenzofuran 6956-76-9 C10H12O2
    2,3-dihydro-5-hydroxy-2,2-dimethylbenzofuran
    —— 2,3-dihydro-5-hydroxy-2,2,4,6-tetramethylbenzofuran 118112-01-9 C12H16O2
    2,3-dihydro-5-hydroxy-2,2,4,6-tetramethylbenzofuran
    —— 2-Chloro-1-(2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)ethan-1-one 64089-35-6 C12H13ClO2
    2-Chloro-1-(2,2-dimethyl-2,3-dihydro-1-benzofuran-5-yl)ethan-1-one
    —— Ethyl 7-bromo-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-carboxylate 195873-90-6 C17H13BrO4
    Ethyl 7-bromo-2-oxo-3-phenyl-2,3-dihydrobenzofuran-3-carboxylate