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3-Bromo-2-(4-methoxy-phenyl)-imidazo[1,2-a]pyridine is a heterocyclic chemical compound characterized by a molecular formula of C13H10BrN3O. It features a distinctive fused ring system comprising a pyridine and an imidazole, with a bromine atom attached at the 3-position. 3-BROMO-2-(4-METHOXY-PHENYL)-IMIDAZO[1,2-A]PYRIDINE is recognized for its potential as a building block in pharmaceutical research, aimed at the synthesis of new drug candidates. Its unique structural attributes and the exploration of its biological activities underscore its promise in the realm of drug discovery and development.

138023-17-3

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138023-17-3 Usage

Uses

Used in Pharmaceutical Research:
3-Bromo-2-(4-methoxy-phenyl)-imidazo[1,2-a]pyridine serves as a key building block for the synthesis of potential drug candidates. Its role in this capacity is attributed to its unique molecular structure, which can be further modified or combined with other chemical entities to create novel therapeutic agents.
Used in Drug Discovery and Development:
In the field of drug discovery and development, 3-Bromo-2-(4-methoxy-phenyl)-imidazo[1,2-a]pyridine is utilized for its potential biological activities. It is being studied to understand its role in modulating certain biological processes, which could lead to the identification of new therapeutic targets or the enhancement of existing treatments.
Used in Biological Activity Studies:
3-Bromo-2-(4-methoxy-phenyl)-imidazo[1,2-a]pyridine is also used in biological activity studies to explore its effects on various biological pathways and mechanisms. This research is crucial for identifying the compound's potential pharmacological properties and its suitability for specific medical applications.

Check Digit Verification of cas no

The CAS Registry Mumber 138023-17-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,0,2 and 3 respectively; the second part has 2 digits, 1 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 138023-17:
(8*1)+(7*3)+(6*8)+(5*0)+(4*2)+(3*3)+(2*1)+(1*7)=103
103 % 10 = 3
So 138023-17-3 is a valid CAS Registry Number.
InChI:InChI=1/C14H11BrN2O/c1-18-11-7-5-10(6-8-11)13-14(15)17-9-3-2-4-12(17)16-13/h2-9H,1H3

138023-17-3Downstream Products

138023-17-3Relevant academic research and scientific papers

Copper-Mediated Aerobic Oxidative Synthesis of 3-Bromo-imidazo[1,2-a]pyridines with Pyridines and Enamides

Zhou, Xiaoqiang,Yan, Hao,Ma, Chaowei,He, Yongqin,Li, Yamin,Cao, Jinhui,Yan, Rulong,Huang, Guosheng

, p. 25 - 31 (2016)

A conversion of pyridines and enamides for the synthesis of 3-bromo-imidazo[1,2-a]pyridines was developed by copper-mediated aerobic oxidative coupling in a one-pot manner. This procedure tolerates various functional groups and affords a series of 3-bromo

Ultrasound-Promoted and Base-Mediated Regioselective Bromination of Imidazo[1,2- a ]pyridines with Pyridinium Tribromide

Jiang, Hongmei,Guo, Dingyi,Zhang, Yixin,Shen, Qin-Peng,Tang, Shiyun,You, Junheng,Huo, Yi,Wang, Huixian,Gui, Qing-Wen

, p. 2713 - 2720 (2020/09/15)

By using pyridinium tribromide as the bromo source, an efficient- and practical protocol for the synthesis of C3-brominated imidazo-[1,2- a ]pyridines through ultrasound-promoted and Na 2CO 3-mediated regioselective bromination of im

Trihaloisocyanuric acids in ethanol: an eco-friendly system for the regioselective halogenation of imidazo-heteroarenes

Neto, José S. S.,Balaguez, Renata A.,Franco, Marcelo S.,de Sá Machado, Victor C.,Saba, Sumbal,Rafique, Jamal,Galetto, Fábio Z.,Braga, Antonio L.

supporting information, p. 3410 - 3415 (2020/07/30)

Herein, we describe an efficient, rapid and benign protocol for the direct C(sp2)-H bond halogenation (Cl, Br, I) of 2-arylimidazo[1,2-a]pyridines using trihaloisocyanuric acids in ethanol. Furthermore, this sustainable protocol was successfull

Visible light-mediated photocatalytic bromination of 2-arylimidazo[1,2-a]pyridines using CBr4 as bromine source

Lee, Ju Hui,Jung, Hye Im,Kim, Dae Young

supporting information, p. 197 - 206 (2019/12/03)

The photocatalytic bromination of 2-arylimidazo[1,2-a]pyridines is described in this paper. This reaction uses the readily accessible and shelf-stable CBr4 as a bromine source. This photocatalytic system is shown to serve as a convenient and pr

K2S2O8-Mediated halogenation of 2-arylimidazo[1,2-a]pyridines using sodium halides as the halogen sources

Katrun, Praewpan,Kuhakarn, Chutima

supporting information, p. 989 - 993 (2019/03/11)

A convenient halogenation of 2-arylimidazo[1,2-a]pyridines using sodium chloride/bromide/iodide as the halogen sources in the presence of K2S2O8 as an easy-to-handle oxidizing agent was developed. The present work offers a

Synergy of Anodic Oxidation and Cathodic Reduction Leads to Electrochemical C—H Halogenation

Zhou, Zhilin,Yuan, Yong,Cao, Yangmin,Qiao, Jin,Yao, Anjin,Zhao, Jing,Zuo, Wanqing,Chen, Wenjie,Lei, Aiwen

supporting information, p. 611 - 615 (2019/05/10)

We herein uncovered an electrochemical C—H halogenation protocol that synergistically combines anodic oxidation and cathodic reduction for C—X bond formation. The reaction was demonstrated under exogenous-oxidant-free conditions. Moreover, this is the first example of activating CBr4, CHBr3, and CCl3Br under electrochemical conditions.

Hypervalent Iodine Mediated Efficient Solvent-Free Regioselective Halogenation and Thiocyanation of Fused N -Heterocycles

Alla, Manjula,Indukuri, Divakar Reddy,Potuganti, Gal Reddy

supporting information, p. 1573 - 1579 (2019/08/07)

A facile, rapid, metal-free regioselective halogenation and thiocyanation of imidazo[1,2- a ]pyridine/pyrimidine heterocycles has been achieved under solvent-free reaction conditions. Halogenations and thiocyanation of the heterocycles could be accomplish

Chemodivergent synthesis of: N -(pyridin-2-yl)amides and 3-bromoimidazo[1,2- a] pyridines from α-bromoketones and 2-aminopyridines

Liu, Yanpeng,Lu, Lixue,Zhou, Haipin,Xu, Feijie,Ma, Cong,Huang, Zhangjian,Xu, Jinyi,Xu, Shengtao

, p. 34671 - 34676 (2019/11/13)

N-(Pyridin-2-yl)amides and 3-bromoimidazo[1,2-a]pyridines were synthesized respectively from α-bromoketones and 2-aminopyridine under different reaction conditions. N-(Pyridin-2-yl)amides were formed in toluene via C-C bond cleavage promoted by I2/s

Oxidative bromination of imidazoheterocycle bromohydrates

Kovalenko,Cherepakha,Kutrov,Shishkin,Shishkina

experimental part, p. 1280 - 1285 (2012/07/27)

The behavior of imidazo[1,2-a]pyridinium, imidazo[1,2-a]pyrimidinium, and imidazo[2,1-b]thiazolium bromides derivatives in oxidative bromination reactions has been studied. It has been established that reaction products structures and their yields depend on the properties of the substituents in the bicycle and the oxidant concentration. 0009-3122/12/4710-12802012 Springer Science+Business Media, Inc.

Influence of the 2-aryl group on the ipso electrophilic substitution process of 2-arylimidazo[1,2-a]pyridines

Salgado-Zamora, Hector,Velazquez, Manuel,Mejia, Daniel,Campos-Aldrete,Jimenez, Rogelio,Cervantes, Humberto

, p. 27 - 32 (2008/09/19)

A systematic study of electrophilic substitution reactions of 3-nitroso-2-arylimidazo[1,2-a]pyridine confirmed that the nitroso group may be ipso-substituted by bromine (NBS in DMF) and that bromine in turn may be substituted by the nitroso group. Electro

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