524724-72-9Relevant academic research and scientific papers
Synthesis, Molecular Docking, BSA, and In Vitro Reactivation Study of Imidazopyridine Oximes Against Paraoxon Inhibited Acetylcholinesterase
Flora, Swaran Jeet Singh,Patwa, Jayant,Sharma, Abha,Thakur, Ashima
, p. 273 - 287 (2022/02/05)
Aim: To synthesize and evaluate the fused heterocyclic imidazo[1,2-a]pyridine based oxime as a reactivator against paraoxon inhibited acetylcholinesterase. Background: Organophosphorus compounds (OPs) include parathion, malathion, chlorpyrifos, monocrotop
Design, one-pot green synthesis and antimicrobial evaluation of novel imidazopyridine bearing pyran bis-heterocycles
Thakur, Ashima,Pereira, Gavin,Patel, Chetananda,Chauhan, Vinita,Dhaked, Ram Kumar,Sharma, Abha
, (2020/01/23)
Herein, we report design, one pot synthesis and antibacterial evaluation of novel imidazopyridine bearing pyran bis-heterocycles. The compounds were synthesized in an aqueous solution of gluconic acid under both conventional heating and ultrasound irradiation. The target compounds were obtained in good to moderate yields with yield of 65–88% in 20–60 min under ultrasonic irradiation. The compounds were characterized by spectroscopic methods IR, 1H NMR, 13C NMR, MS and HRMS. X-ray single crystal structure of 7i was also determined. The compounds were evaluated for antibacterial activity by measuring zone of inhibition using disk diffusion method that revealed that some compounds were inhibiting the growth of Gram +ve and Gram -ve bacteria. Result of minimum inhibitory concentration (MIC) showed that 7a, 7h & 7k from a series 7a-7k inhibited the growth of S. aureus. The minimum bactericidal concentration (MBC) value was determined for 7a, 7h & 7k. MBC/MIC ratio of the derivatives 7a, 7k & 7h suggest former two derivatives act as bactericidal agent & later act as bacteriostatic agents against Gram +ve bacteria. Haemolysis results showed that compounds are non-cytotoxic to erythrocytes.
Visible light induced tetramethylethylenediamine assisted formylation of imidazopyridines
Kibriya, Golam,Bagdi, Avik K.,Hajra, Alakananda
, p. 3473 - 3478 (2018/05/23)
A metal-free visible light induced C-3 formylation of imidazo[1,2-a]pyridine has been developed using tetramethylethylenediamine (TMEDA) as a one carbon source. An array of 3-formyl imidazo[1,2-a]pyridines with wide functionality are synthesized using rose bengal as a photosensitizer under ambient air.
Aerobic iron(III)-catalyzed direct formylation of imidazo[1,2-a]pyridine using DMSO as carbon source
Xiang, Shijian,Chen, Huoji,Liu, Qiang
supporting information, p. 3870 - 3872 (2016/08/02)
A novel and efficient iron(III)-catalyzed C3-formylation reaction of imidazo[1,2-a]pyridine in an oxygen atmosphere has been developed. The method is conducted in dimethyl sulfoxide (DMSO), which serves as both the carbonyl carbon source and solvent, in the presence of acetic acid to directly generate structurally diverse 3-formylimidazo[1,2-a]pyridine derivatives in moderate to good yields.
A formyl Heteraromatic hydrocarbons the synthetic method of the compound of pharmaceutical intermediates
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Paragraph 0038-0041, (2017/05/04)
The invention relates to a method for synthesizing a formyl heterocyclic aromatic drug intermediate compound shown as a formula (I) in the specification. The method comprises the following step: enabling a compound of a formula (II) in the specification to react with a compound of a formula (III) in the specification in an organic solvent in the presence of a catalyst, an oxidant and reaction aids, thereby obtaining the compound of the formula (I), wherein R1, R2, R3 and R4 are respectively and independently selected from H, C1-C6 alkyl, C1-C6 alkoxy, phenyl or nitro. According to the method, the catalyst, oxidant, reaction aids and reaction substrate are selected and combined, so that formylation at a specific site is realized, and the method has high yield and has wide application prospects and potentials in the field of synthetic methods of drug intermediates.
Cu-Catalyzed selective C3-formylation of imidazo[1,2-a]pyridine C-H bonds with DMSO using molecular oxygen
Cao, Hua,Lei, Sai,Li, Naiying,Chen, Longbin,Liu, Jingyun,Cai, Huiyin,Qiu, Shuxian,Tan, Jingwen
supporting information, p. 1823 - 1825 (2015/01/30)
Using the widely available DMSO as the formylation reagent under oxidative conditions, an efficient Cu-catalyzed C3-formylation reaction of imidazo[1,2-a]pyridine C-H bonds to directly generate structurally sophisticated 3-formyl imidazo[1,2-a]pyridine derivatives has been developed. The reaction proceeded to generate products in good yields, and used the environmentally friendly molecular oxygen as the oxidant.
CuBr catalyzed aerobic oxidative coupling of 2-aminopyridines with cinnamaldehydes: direct access to 3-formyl-2-phenyl-imidazo[1,2-a]pyridines
Bharate, Jaideep B.,Abbat, Sheenu,Bharatam, Prasad V.,Vishwakarma, Ram A.,Bharate, Sandip B.
, p. 7790 - 7794 (2015/07/15)
Copper bromide catalyzed aerobic oxidative coupling of 2-aminopyridines with cinnamaldehydes directly led to the formation of 3-formyl-2-phenyl-imidazo[1,2-a]pyridines. The quantum chemical calculations were performed to trace the reaction mechanism and g
Copper-catalyzed intramolecular dehydrogenative cyclization: Direct access to sensitive formyl-substituted imidazo[1,2-a]pyridines
Zhai, Li-Hai,Guo, Li-Hong,Sun, Bai-Wang
, p. 93631 - 93634 (2015/11/17)
A direct method for the synthesis of formyl-substituted imidazo[1,2-a]pyridines was achieved easily from cyclization of aminopyridines and cinnamaldehydes via copper catalysis. This oxidative cyclization process involved direct C-H bond functionalization, and C-C/C-N bond formation. In this transformation, the sensitive aldehyde group was preserved under oxidative conditions.
New imidazo[1,2-a]pyridines carrying active pharmacophores: Synthesis and anticonvulsant studies
Ulloora, Shrikanth,Shabaraya, Ramakrishna,Aamir, Syed,Adhikari, Airody Vasudeva
supporting information, p. 1502 - 1506 (2013/03/14)
Five new series of imidazo[1,2-a]pyridines carrying biologically active pyrazoline (4a-e), cyanopyridone (5a, b), cyanopyridine (6a-f), 2-aminopyrimidine (7a-f) and pyrimidine-2-thione (8a-d) systems were designed and synthesized as prominent anticonvulsant agents. The target compounds were screened for their in vivo anticonvulsant activity following maximal electroshock (MES) and subcutaneous pentylene tetrazole (scPTZ) methods at a small test dose of 10 mg/kg. Further, Rotarod toxicity method was used to study the toxicity profile of selected compounds. Compounds 4b, 5a, 5b, 6a, 7e and 8d possessing 4-fluorophenyl substituent at 2nd position of imidazo[1,2-a]pyridine ring displayed potent anticonvulsant activity without displaying any toxicity. Enhanced activity profile was observed for new compounds in PTZ method over MES method.
Facile synthesis of new imidazo[1,2-a]pyridines carrying 1,2,3-triazoles via click chemistry and their antiepileptic studies
Ulloora, Shrikanth,Shabaraya, Ramakrishna,Adhikari, Airody Vasudeva
supporting information, p. 3368 - 3372 (2013/06/26)
The present article reports the synthesis and anticonvulsant studies of new 2-arylimidazo[1,2-a]pyridines carrying suitably substituted 1,2,3-triazoles as well as their intermediates. The structures of newly synthesized compounds were confirmed by various
