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

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。

中文名称 英文名称 CAS号 化学式
—— 7,8-Dichloro-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxine-5-sulfonic acid ethyl-methyl-amide 120588-72-9 C12H15Cl2NO5S
—— N-methyl-2,3-dihydro-2,2-dimethyl-7-(3-chloro-propoxy)-benzofurane-5-sulfonamide 1089210-26-3 C14H20ClNO4S
—— Ethyl 3-(2-ethoxy-2-oxoethyl)-2-[(4-methoxyphenyl)methyl]-1,2-benzoxazole-3-carboxylate 1417406-98-4 C22H25NO6
—— 2-hydroxyl-2-trifluoromethyl-3-ethoxycarbonyl-7-(N,N-diethylamino)-2H-1-chromene 1332635-71-8 C17H20F3NO4
—— 7-ethyl-3,3-dimethyl-5-(2-pyridyl N-oxide)-2,3,4,5-tetrahydro-1-benzoxepin-5-ol 157986-58-8 C19H23NO3
—— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-(1H-tetrazol-1-yl)-acetamide 1048959-22-3 C20H28N6O2
—— 5-Brom-2,3-dihydro-benzofuran-3-ol 5590-43-2 C8H7BrO2
—— 6-allyl-5-(benzyloxy)-2,3-dihydro-3,3-dimethyl-2-<2-hydroxy-2-<4-(methylthio)phenyl>ethyl>benzofuran 139201-39-1 C29H32O3S
—— (+/-)-N-[2-(aminomethyl)-2,3-dihydro-1-benzofuran-7-yl]-N-(3-chloro-4-fluorophenyl)amine 852115-32-3 C15H14ClFN2O
—— 2-Cyclohexyl-2,3-dihydro-1-benzofuran-5-carbaldehyde 109209-61-2 C15H18O2
—— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)thieno[2,3-b]pyridine-2-carboxamide 1048960-03-7 C25H29N3O2S
—— 1-[3-(2,2-dimethyl-2,3-dihydro-benzofuran-3-yl)-3H-imidazol-4-yl]-ethanol 1034919-30-6 C15H18N2O2
—— 2-(Di-n-butylaminomethyl)-2,3-dihydrobenzofuran 21130-04-1 C17H27NO
—— (9aS)-8-acetyl-1,7-dihydroxy-3-methoxy-9a-methyl-9-oxo-N-(2,3,5-trimethyl-6-propylbenzyl)-9,9a-dihydrodibenzo[b,d]furan-4-carboxamide 925440-23-9 C30H33NO7
—— 7-Bromo-5-methyl-2,3-dihydro-1-benzofuran-3-ol 1491101-20-2 C9H9BrO2
—— 5,7-dichloro-2,3-dihydrobenzofuran-3-ol 5688-57-3 C8H6Cl2O2
—— 7,8-Dichloro-2-hydroxymethyl-2,3-dihydro-benzo[1,4]dioxine-5-sulfonic acid benzyl-methyl-amide 120588-70-7 C17H17Cl2NO5S
—— methyl 3-acetylimino-2-(2,3,4,5,6,7-hexahydro-1H-azepinyl)-2,3-dihydrobenzofuran-2-carboxylate 105443-76-3 C18H22N2O4
—— 4,5,6,7-tetrabromo-2-(1,4-dimethyl-penta-1,3-dienyl)-benzo[1,3]dioxole 24863-63-6 C14H12Br4O2
—— 3-(4,7-dimethoxy-2,3-dihydro-benzofuran-6-yloxy)-crotonic acid 100884-62-6 C14H16O6
—— (2R)-2-[4-[(4-chlorophenyl)methyl]-5-methyl-1,2,4-triazol-3-yl]-N-(2-methyl-2,3-dihydro-1-benzofuran-5-yl)pyrrolidine-1-carboxamide 1140491-52-6 C24H26ClN5O2
—— 1269598-92-6 C13H18O2
—— Acetic acid 6,7-dichloro-5-methylsulfamoyl-2,3-dihydro-benzofuran-2-ylmethyl ester 103969-33-1 C12H13Cl2NO5S
—— N-[4-(2,3-dihydro-1-benzofuran-5-yl)-4-methyl-5,6-dihydro-1,3-thiazin-2-yl]methanesulfonamide 935988-14-0 C14H18N2O3S2
—— 7-Chlor-2-(3-methoxy-propylaminomethyl)-2,3-dihydro-benzofuran 17793-77-0 C13H18ClNO2
—— 1-[(2R,3S)-3-(2-ethoxyphenoxy)-2,3-dihydro-1-benzofuran-2-yl]-N-methylmethanamine hydrochloride 1033009-65-2 C18H21NO3*ClH
—— Methyl 3-[2-((3E)-4-Phenylbut-3-enyl)(2R)-2,3-dihydrobenzo[b]furan-4-yl]propanoate 532399-69-2 C22H24O3
—— (2S,4R,5R)-methyl 4-(3-bromophenyl)-5-(4-bromophenylamino)-2-(2-methoxy-2-oxoethyl)-4,5-dihydrobenzo[d][1,3]dioxepine-4-carboxylate 1559074-29-1 C26H23Br2NO6
—— N-({1-[(2,2-dimethyl-2,3-dihydro-1-benzofuran-7-yl)methyl]piperidin-4-yl}methyl)-2-(5-methyl-1H-pyrazol-1-yl)-acetamide 1048959-77-8 C23H32N4O2
—— N'-tert-butyl-N-2,3-dihydro-2-methylbenzofuran-4-carbohydrazide 1261963-76-1 C14H20N2O2
—— 4B,9b-dimethyl-4b,9b-dihydro-benzofuro[3,2-b]benzofuran-3,8-diol 860692-20-2 C16H14O4
—— 5-methyl-2,3-dihydro-benzofuran-3-ylamine; hydrochloride 669-44-3 C9H11NO*ClH
—— 6-fluoro-5-nitro-2,3-dihydrobenzofuran 1632261-95-0 C8H6FNO3
—— Trimethyl-(7-methyl-2,3-dihydro-benzofuran-2-ylmethyl)-ammonium; bromide 16586-08-6 Br*C13H20NO
—— (2,3-dihydro-benzofuran-5-yl)-[2-(5-trifluoromethyl-pyridin-2-yl)-ethyl]-amine 1201196-01-1 C16H15F3N2O
—— 5-[1-(4-fluorophenyl)ethylidene]-2,3-dihydro-1-benzofuran-1-ium 86766-81-6 C16H14FO
—— 4-[3-(2,3-dihydro-benzofuran-2-ylmethoxy)benzylidene]-N-pyridazin-3-piperidine-1-carboxamide 1191400-98-2 C26H26N4O3
—— 3-bromo-3,4-dihydro-4-hydroxy-2,2,3-trimethyl-2H-1-benzopyran-6-carbonitrile 135799-88-1 C13H14BrNO2
—— 2,4,6-Tribenzyloxy-2-benzyl-cumaran-3-on 13195-97-6 C36H30O5
—— 3,4,17β-Trihydroxy-17α-methyl-9,10-seco-B-norandrosta-1,3,5-trien-9-on-4,9-hemiketal-3-methansulfonat 7635-72-5 C20H28O6S
—— dimethyl 2-((4R)-3,4-dihydro-2-hydroxy-8-methoxy-2H-chromen-4-yl)malonate 1346013-14-6 C15H18O7
—— 5-[1-(4-methoxyphenyl)ethylidene]-2,3-dihydro-1-benzofuran-1-ium 86766-79-2 C17H17O2
—— 1-methyl-4-((5-nitro-1,3-benzodioxol-2-yl)methyl)piperazine 873557-35-8 C13H17N3O4
—— 2,4-Dimethyl-2,3-dihydro-1-benzofuran-5-carbonyl chloride 1126854-67-8 C11H11ClO2
—— 4-hydroxy-2-isopropenyl-2,3-dihydrobenzofuran-5-carbaldehyde 581096-50-6 C12H12O3
—— 6,7-Dichloro-5-(2-morpholin-4-yl-ethylsulfamoyl)-2,3-dihydro-benzofuran-2-carboxylic acid; hydrochloride 103969-07-9 C15H18Cl2N2O6S*ClH
—— 14-[2-(4-(2,3-di-(tert-butyloxycarbonyl)-guanidino)-methyl-[1,2,3]triazol-1-yl)-ethyl]-6,7,9,10,13,14,15,16,18,19,21,22-dodecahydro-12H-5,8,11,17,20,23-hexaoxa-14-aza-benzocyclohenicosene-2,3-dicarboxylic acid dimethyl ester 1221569-85-2 C38H59N7O14
—— [(2S,3R)-2-(5'-Allyl-6,2'-dimethoxy-biphenyl-3-yl)-7-(5-allyl-2-methoxy-phenyl)-5-methoxy-2,3-dihydro-benzofuran-3-yl]-methanol 138591-35-2 C37H38O6
—— 1-cyclohexylmethyl-5-[2-(2,3-dihydrobenzofuran-5-yl)thiazol-4-yl]-2-methyl-1H-pyrrole-3-carboxylic acid butylamide 726179-69-7 C28H35N3O2S
—— Acetic acid 6,7-dichloro-5-nitro-2,3-dihydro-benzofuran-2-ylmethyl ester 113730-02-2 C11H9Cl2NO5