12239-58-6Relevant articles and documents
Microwave-promoted one-pot syntheses of coumarin dyes
Nourmohammadian, Farahnaz,Gholami, Mahnaz Davoodzadeh
, p. 901 - 909 (2010)
To one pot synthesis of coumarins with benzimidazol or benzoxazol moieties, three different microwave irradiations based procedures are reported here which take place within a few minutes. In spite of fairly well yield of the products using solvent free procedures, 25-30% further yields were achieved within 3 minutes at 110C using 2mL n-pentanol as solvent.
One-pot catalyst-free synthesis of 3-heterocyclic coumarins
Jiang, Shaoliang,Gao, Jianrong,Han, Liang
, p. 1017 - 1028 (2016)
3-Heterocyclic coumarins were prepared in one-pot three-component reaction without catalyst. The mixture of salicylaldehydes, ethyl cyanoacetate, and o-aminophenols or o-phenylenediamines in refluxing n-butanol gave title compounds with good yields and hi
Synthesis and anti-angiogenesis activity of coumarin derivatives
Lee, Seokjoon,Sivakumar, Krishnamoorthy,Shin, Woon-Seob,Xie, Fang,Wang, Qian
, p. 4596 - 4599 (2006)
A series of 7-diethylaminocoumarin compounds were synthesized and the cytotoxicities were tested against human umbilical vein endothelial cell (HUVEC) and some cancer cells. We found that the introduction of cyano groups at the 4-position will promote the bioactivity. In particular, compounds 9 and 10 strongly inhibited the proliferation of various cancer cell lines, and 12 and 15 showed a high selectivity for HUVEC. Therefore, these coumarin molecules can be utilized as lead compounds to develop potential nontoxic angiogenesis inhibitors and small molecular ligands to target HUVEC.
A novel colorimetric and fluorescent pH sensor derived from iminocoumarin and thiophene-carboxaldehyde
Li, Hongqi,Guo, Jian,Zhang, Xuebin,Chen, Zhen
, p. 551 - 559 (2012)
A novel colorimetric and fluorescent pH sensor derived from iminocoumarin and thiophene-carboxaldehyde was designed and synthesized. The structures of the dye and related compounds were characterized by IR, 1H NMR, 13C NMR, and mass spectra. Color change from green to yellow of the new sensor solution in ethanol-water with the decrease in the pH value from 7 to 2 was observed by the naked eye. Under acidic conditions, the intensity of the maximum fluorescence emission peak of the sensor increased gradually with the decrease in the acidity of the solution (the increase in the pH value from 2 to 7) and attained to the maximum value at about pH 6. Under basic conditions, the fluorescence intensity of the emission peak of the sensor did not exhibit a distinct change at pH ≤ 11.85, and the fluorescence was quenched at pH 13.36, concomitant with the green color of the solution turning pale. The sensor can be used as a fluorescent pH probe in the presence of common metal cations and anions without interference.
Facile synthesis and fluorescent properties of coumarin-7 and its isomer 4-(2-benzimidazolyl)-7-(diethylamino)coumarin
Wang, Xiaolong,Yang, Fang,Xue, Ziyan,Wang, Xiaoqiang,Chen, Chen
, p. 213 - 215 (2015)
Coumarin-7 and its isomer 4-(2-benzimidazolyl)-7-(diethylamino)coumarin were synthesised using condensation of the corresponding formylcoumarin with o-phenylenediamine as the key step. Moreover, absorption and fluorescence emission spectra of these two coumarins were recorded.
Fluorescent probe for selectively identifying fluorine ions and preparation method thereof
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, (2021/11/19)
The invention discloses a fluorescent probe capable of selectively identifying fluoride ions and a preparation method thereof. It uses coumarin as a fluorescent group, and further widens the functionality of the fluorescent group as a fluorescent group. A benzimidazole group containing different substituents is modified on the coumarin fluorescent group, H of the imidazole ring and the carbonyl oxygen of coumarin form intramolecular hydrogen bonds to maintain the planarity of the molecule. Ferroelectric negative electrode using fluoride ion Due to the high charge density, fluorine passes through hydrogen bonds with hydrogen on the imidazole ring, the original intramolecular hydrogen bonding is broken, and the intramolecular structure changes. The synthesized compound 10 has good selectivity and faster response speed for fluoride ions as a fluorescent probe, and the detection limit is 3 . 50μmol/L.
Development of benzimidazole derivatives to inhibit HIV-1 replication through protecting APOBEC3G protein
Pan, Ting,He, Xin,Chen, Bing,Chen, Hui,Geng, Guannan,Luo, Haihua,Zhang, Hui,Bai, Chuan
, p. 500 - 513 (2015/04/14)
Human APOBEC3G (apolipoprotein B mRNA-editing enzyme, catalytic polypeptide-like 3G, A3G) is a potent restriction factor against human immunodeficiency virus type 1 (HIV-1) by inducing hypermutation of G to A in viral genome after its incorporation into virions. HIV-1 Vif (Virion Infectivity Factor) counteracts A3G by inducing ubiquitination and proteasomal degradation of A3G protein. Vif-A3G axis therefore is a promising therapeutic target of HIV-1. Here we report the screening, synthesis and SAR studies of benzimidazole derivatives as potent inhibitors against HIV-1 replication via protecting A3G protein. Based on the steep SAR of the benzimidazole scaffold, we identified compound 14 and 26 which provided the best potency, with IC50 values of 3.45 nM and 58.03 nM respectively in the anti-HIV-1 replication assay in H9 cells. Compound 14 and 26 also afforded protective effects on A3G protein level. Both compounds have been proved to be safe in acute toxicological studies. Taken together, we suggest that these two benzimidazole derivatives can be further developed as a new category of anti-HIV-1 leads.
A secondary battery pack
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, (2007/10/05)
PROBLEM TO BE SOLVED: To provide a secondary battery pack capable of securing its safety even though an electrolyte is leaked out from a secondary battery. SOLUTION: The secondary battery pack 20 houses a battery pack 11, in which 7 sets of secondary batteries 4 are arranged like stacked straw bags of two steps of upper and lower sides and a series of spot welding is applied on a metal cap of the secondary battery, or a battery case bottom and metal connection plates 5, 6 served as one electrode, in an insulation case 12 formed by a deep insulation lower case 3 and a deep insulation upper case 2. Therefore, even though the electrolyte is leaked out from the secondary battery 4 forming the battery pack 11, leakage of the electrolyte to the outside can be prevented. COPYRIGHT: (C)2009,JPOandINPIT
Novel aspects of the reaction of 3-(benzimidazol-2-yl)-2-iminocoumarins with aromatic aldehydes
Gorobets,Abakumov,Borisov,Nikitchenko
, p. 334 - 342 (2007/10/03)
The reaction of 3-(benzimidazol-2-yl)-2-iminocoumarins with aromatic aldehydes has been studied. The condensation products 7-aryl-7H-benzo[4,5] imidazo[1,2-c]benzopyrano[3,2-e]pyrimidines or 3-(benzimidazol-2-yl)coumarins are formed depending on the nature of the substituent in the starting 2-iminocoumarin and aldehyde. In DMF medium, 7-aryl-7H-benzo[4,5]imidazo[1,2-c] benzopyrano[3,2-e]pyrimidines isomerize to the corresponding 7-aryl-14H-benzo[4,5]imidazo[1,2-c]benzopyrano-[3,2-e]pyrimidines. The effect of the substituent on the isomerization process has been studied and the reaction mechanisms are discussed.
A Simple Route to N(2'-Hydroxy)-arylidene-nitroanilines-Versatile Synthones for Coumarines
Czerney, P.,Hartmann, H.
, p. 21 - 28 (2007/10/02)
In a three-component reaction with ortho formic esters and nitroaniline activated phenols are easily transferred to N(2'-hydroxy)-arylidene-nitroanilines.The reaction is commonly applicable and gives the N(2'-hydroxy-4'-N,N-dialkylamino)-benzylidene-nitroanilines 10 in good yields also with the air-unstable m-N,N-dialkylaminophenols 8.The prepared 2-hydroxy-azomethines are convertable into boroncomplexes 14 and coumarine derivatives 17, respectively.