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
    —— 3,3-Dichloro-2-(4-chloro-phenyl)-chroman-4-ol 75595-33-4 C15H11Cl3O2
    3,3-Dichloro-2-(4-chloro-phenyl)-chroman-4-ol
    —— 4-[5-(6-Acetylamino-pyridazin-3-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester 1382135-76-3 C23H28N4O4
    4-[5-(6-Acetylamino-pyridazin-3-yl)-2,3-dihydro-benzofuran-2-yl]-piperidine-1-carboxylic acid isopropyl ester
    —— (R)-4-Hydroxy-2-isopropyl-2,3-dihydro-benzofuran-7-carbaldehyde 14702-54-6 C12H14O3
    (R)-4-Hydroxy-2-isopropyl-2,3-dihydro-benzofuran-7-carbaldehyde
    —— N-[6-cyano-8-(methylpyridin-4-ylmethylamino)chroman-3-yl]-N-thiophen-3-ylmethylmethanesulfonamide 757956-58-4 C23H24N4O3S2
    N-[6-cyano-8-(methylpyridin-4-ylmethylamino)chroman-3-yl]-N-thiophen-3-ylmethylmethanesulfonamide
    —— 6,7-dichloro-5-[(E)-3-(methylamino)-3-methylsulfanylprop-2-enoyl]-2,3-dihydro-1-benzofuran-2-carboxylic acid 126200-39-3 C14H13Cl2NO4S
    6,7-dichloro-5-[(E)-3-(methylamino)-3-methylsulfanylprop-2-enoyl]-2,3-dihydro-1-benzofuran-2-carboxylic acid
    —— 3-(2,6-dichloro-4-((5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid 1234843-98-1 C20H19Cl3O4
    3-(2,6-dichloro-4-((5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid
    —— (3S,4R)-8-methyl-3-(2-methylprop-1-en-1-yl)-4-(nitromethyl)chroman 1330059-58-9 C15H19NO3
    (3S,4R)-8-methyl-3-(2-methylprop-1-en-1-yl)-4-(nitromethyl)chroman
    —— tert-butyl 5-chloro-4-methoxy-3,3-dimethyl-2,3-dihydrobenzofuran-7-ylcarbamate 1597548-50-9 C16H22ClNO4
    tert-butyl 5-chloro-4-methoxy-3,3-dimethyl-2,3-dihydrobenzofuran-7-ylcarbamate
    —— cariocal 98941-40-3 C20H26O5
    cariocal
    —— (3R,5S)-7-ethyl-3,5-dimethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine 1345731-73-8 C13H19NO
    (3R,5S)-7-ethyl-3,5-dimethyl-2,3,4,5-tetrahydro-1,4-benzoxazepine
    —— 2,2,3-trimethyl-2,3-dihydro-benzofuran-5-carboxylic acid methyl ester 100612-44-0 C13H16O3
    2,2,3-trimethyl-2,3-dihydro-benzofuran-5-carboxylic acid methyl ester
    —— 4-[(trimethylsilyl)oxy]-2-(4-methoxyphenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile 1313611-39-0 C21H25NO3Si
    4-[(trimethylsilyl)oxy]-2-(4-methoxyphenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile
    —— 2-(1-(3-methyl-2,3-dihydrobenzofuran-3-yl)ethyl)cyclohexa-2,5-diene-1,4-dione 1334402-76-4 C17H16O3
    2-(1-(3-methyl-2,3-dihydrobenzofuran-3-yl)ethyl)cyclohexa-2,5-diene-1,4-dione
    —— 2-(2-Oxo-3-phenyl-2,3-dihydro-benzofuran-3-yl)-benzoic acid 59092-83-0 C21H14O4
    2-(2-Oxo-3-phenyl-2,3-dihydro-benzofuran-3-yl)-benzoic acid
    —— 2,3-dihydroxy-7-methoxy-2,4-dimethyl-2,3-dihydrobenzo<b>furan 143261-03-4 C11H14O4
    2,3-dihydroxy-7-methoxy-2,4-dimethyl-2,3-dihydrobenzo<b>furan
    —— 4-[(1R,2R,3aS,8bS)-1-[(E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2-[(1S,2R)-2-(6-sulfanylhexylcarbamoyl)cyclohexanecarbonyl]oxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoic acid 1613232-75-9 C38H53NO7S
    4-[(1R,2R,3aS,8bS)-1-[(E,3S,4S)-3-hydroxy-4-methyloct-1-en-6-ynyl]-2-[(1S,2R)-2-(6-sulfanylhexylcarbamoyl)cyclohexanecarbonyl]oxy-2,3,3a,8b-tetrahydro-1H-cyclopenta[b][1]benzofuran-5-yl]butanoic acid
    —— 2-(4-((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)acetic acid 1234843-16-3 C19H19FO4
    2-(4-((5-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)acetic acid
    —— (7-(chloromethyl)-5-fluoro-2,3-dihydrobenzofuran-2-yl)methyl acetate 1352740-45-4 C12H12ClFO3
    (7-(chloromethyl)-5-fluoro-2,3-dihydrobenzofuran-2-yl)methyl acetate
    —— 7-(4,4,4-trifluoro-1,1-dimethyl-3-oxobutyl)-2,3-dihydrobenzofuran-5-sulfonic acid amide 849354-24-1 C14H16F3NO4S
    7-(4,4,4-trifluoro-1,1-dimethyl-3-oxobutyl)-2,3-dihydrobenzofuran-5-sulfonic acid amide
    —— 4.7-Di-tert.-butyl-5-hydroxy-2(3H)-benzofuran 55510-85-5 C16H22O3
    4.7-Di-tert.-butyl-5-hydroxy-2(3H)-benzofuran
    —— {2-[4-(3-Formyl-3-phenyl-2,3-dihydro-benzofuran-7-yl)-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester 918305-10-9 C30H30N2O4
    {2-[4-(3-Formyl-3-phenyl-2,3-dihydro-benzofuran-7-yl)-1H-indol-3-yl]-ethyl}-carbamic acid tert-butyl ester
    —— 10-Hydroxy-2,3,6-trimethoxy-9-(2-aminoethyl)-10,11-dihydro-dibenz<b,f>oxepin 2221-55-8 C19H23NO5
    10-Hydroxy-2,3,6-trimethoxy-9-(2-aminoethyl)-10,11-dihydro-dibenz<b,f>oxepin
    —— 6,7-dichloro-5-<(4-methyl-4-thiazolin-2-yliden)acetyl>-2,3-dihydro-2-benzo<b>furancarboxylic acid 126200-86-0 C15H11Cl2NO4S
    6,7-dichloro-5-<(4-methyl-4-thiazolin-2-yliden)acetyl>-2,3-dihydro-2-benzo<b>furancarboxylic acid
    —— 2,2-Dimethyl-propionic acid 5-amino-4-(3-dimethylamino-propylamino)-2,3-dihydro-benzofuran-2-ylmethyl ester 870771-93-0 C19H31N3O3
    2,2-Dimethyl-propionic acid 5-amino-4-(3-dimethylamino-propylamino)-2,3-dihydro-benzofuran-2-ylmethyl ester
    —— 6-Benzofuranmethanamine, 5,7-difluoro-2,3-dihydro-I+/-,I+/--dimethyl- 1314786-39-4 C11H13F2NO
    6-Benzofuranmethanamine, 5,7-difluoro-2,3-dihydro-I+/-,I+/--dimethyl-
    —— 6,7-Dichloro-5-[2-3H-thiazol-(2E)-ylidene-acetyl]-2,3-dihydro-benzofuran-2-carboxylic acid tert-butyl ester 126201-07-8 C18H17Cl2NO4S
    6,7-Dichloro-5-[2-3H-thiazol-(2E)-ylidene-acetyl]-2,3-dihydro-benzofuran-2-carboxylic acid tert-butyl ester
    —— 2,3-Dihydro-1-benzofuran-3-carboximidamide hydrochloride 1955554-80-9 C9H11ClN2O
    2,3-Dihydro-1-benzofuran-3-carboximidamide hydrochloride
    —— [(4R)-4-[(E)-3-phenylprop-2-enyl]-4-propan-2-ylchromen-3-yl] 2,2-dimethylpropanoate 1134203-03-4 C26H30O3
    [(4R)-4-[(E)-3-phenylprop-2-enyl]-4-propan-2-ylchromen-3-yl] 2,2-dimethylpropanoate
    —— 4-Methyl-3-oxo-chroman-4-carbonsaeure-aethylester 91910-54-2 C13H14O4
    4-Methyl-3-oxo-chroman-4-carbonsaeure-aethylester
    —— 3-methyl-3-(4-((2,2,5-trimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)butanoic acid 1234843-49-2 C23H28O4
    3-methyl-3-(4-((2,2,5-trimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)butanoic acid
    —— 2-(4-chlorophenyl)-N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-propanamide 1048959-23-4 C26H33ClN2O2
    2-(4-chlorophenyl)-N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-propanamide
    —— 2,3-dihydro-benzofuran-4-carboxylic acid [(S)-1-(2-cyclopropyl-5-phenyl-thiazole-4-carbonyl)-piperidin-2-ylmethyl]amide 1083281-73-5 C28H29N3O3S
    2,3-dihydro-benzofuran-4-carboxylic acid [(S)-1-(2-cyclopropyl-5-phenyl-thiazole-4-carbonyl)-piperidin-2-ylmethyl]amide
    —— ethyl 3-(cyanomethyl)-3-ethyl-7-methoxy-2,3-dihydrobenzofuran-2-carboxylate 1204504-08-4 C16H19NO4
    ethyl 3-(cyanomethyl)-3-ethyl-7-methoxy-2,3-dihydrobenzofuran-2-carboxylate
    —— 3-acetoxy-3,4-dihydro-5-formyl-8-hydroxy-2H-1-benzopyran 106662-42-4 C12H12O5
    3-acetoxy-3,4-dihydro-5-formyl-8-hydroxy-2H-1-benzopyran
    —— 2-(2-(4-((5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2-fluorophenyl)cyclopropyl)acetic acid 1234844-15-5 C22H22ClFO4
    2-(2-(4-((5-chloro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)-2-fluorophenyl)cyclopropyl)acetic acid
    —— 2-Ethyl-N-(3-hydroxy-propyl)-<3>cumaranylmethylamin 93310-22-6 C14H21NO2
    2-Ethyl-N-(3-hydroxy-propyl)-<3>cumaranylmethylamin
    —— 2-Ethyl-N-(2-dimethylamino-ethyl)-<3>cumaranylmethylamin 93151-55-4 C15H24N2O
    2-Ethyl-N-(2-dimethylamino-ethyl)-<3>cumaranylmethylamin
    —— 2-methoxy-3-(p-tolyl)chromane 1029608-20-5 C17H18O2
    2-methoxy-3-(p-tolyl)chromane
    —— (4-Methoxy-2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-methanol 81407-82-1 C12H16O3
    (4-Methoxy-2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-methanol
    —— 2-Isopropyl-5-formyl-6-acetoxy-cumaran 92252-15-8 C14H16O4
    2-Isopropyl-5-formyl-6-acetoxy-cumaran
    —— 2-Ethyl-3,6-dimethyl-cumaran 20247-67-0 C12H16O
    2-Ethyl-3,6-dimethyl-cumaran
    —— 5-(pyrrolidine-1-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid 847949-04-6 C13H15NO5S
    5-(pyrrolidine-1-sulfonyl)-2,3-dihydro-benzofuran-2-carboxylic acid
    —— 2-(3,5-difluoro-4-((4-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)cyclopropanecarboxylic acid 1234841-75-8 C21H19F3O4
    2-(3,5-difluoro-4-((4-fluoro-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)cyclopropanecarboxylic acid
    —— 2-(2,3-Dihydro-benzofuran-5-yl)-1,1,1-trifluoro-propan-2-ol 122243-17-8 C11H11F3O2
    2-(2,3-Dihydro-benzofuran-5-yl)-1,1,1-trifluoro-propan-2-ol
    —— 114781-37-2 C28H27O14Tb
    —— 3-(2-ethoxy-4-((5-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid 1234842-97-7 C23H28O6
    3-(2-ethoxy-4-((5-methoxy-2,2-dimethyl-2,3-dihydrobenzofuran-7-yl)methoxy)phenyl)propanoic acid
    —— 6,9-Dimethyl-7-nitro-3-phenylsulfanyl-2,3-dihydro-benzo[de]chromene-3-carbonitrile 764713-46-4 C21H16N2O3S
    6,9-Dimethyl-7-nitro-3-phenylsulfanyl-2,3-dihydro-benzo[de]chromene-3-carbonitrile
    —— 11-Methyl-6-phenyl-6,11-epoxy-dibenzo<b,e>oxepin 60047-80-5 C21H16O2
    11-Methyl-6-phenyl-6,11-epoxy-dibenzo<b,e>oxepin
    —— methyl 3-[(2R)-2-(3-Hydroxypropyl)-2,3-dihydrobenzo[b]furan-4-yl]propanoate 532399-67-0 C15H20O4
    methyl 3-[(2R)-2-(3-Hydroxypropyl)-2,3-dihydrobenzo[b]furan-4-yl]propanoate
    —— N-(2-octyl-2,3-dihydrobenzofuran-6-yl)-4-(pyridin-3-yl)thiazol-2-amine 1088697-23-7 C24H29N3OS
    N-(2-octyl-2,3-dihydrobenzofuran-6-yl)-4-(pyridin-3-yl)thiazol-2-amine