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6-Bromo-2-phenyl-imidazo[1,2-a]pyridine is a synthetic organic compound that belongs to the class of imidazopyridines, characterized by the fusion of an imidazo ring with a pyridine ring. These compounds are known for their diverse therapeutic applications, including antibacterial, antifungal, antiviral, anticancer, and anti-inflammatory properties. The bromine atom in 6-Bromo-2-phenyl-imidazo[1,2-a]pyridine enhances its reactivity, making it a valuable component in various chemical reactions. Although specific applications or properties of 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE are not extensively documented, it is primarily utilized as a starting material in chemical synthesis or as an intermediate in the production of more complex molecules.

4044-98-8

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4044-98-8 Usage

Uses

Used in Pharmaceutical Industry:
6-Bromo-2-phenyl-imidazo[1,2-a]pyridine serves as a starting material in the synthesis of various pharmaceutical agents due to its potential therapeutic applications. Its reactivity, conferred by the bromine atom, allows for the development of new compounds with improved properties and efficacy in treating a range of diseases.
Used in Chemical Synthesis:
In the field of chemical synthesis, 6-Bromo-2-phenyl-imidazo[1,2-a]pyridine is used as an intermediate in the production of more complex molecules. Its unique structure and reactivity make it a valuable component in the synthesis of advanced organic compounds for various applications, including materials science, agrochemicals, and specialty chemicals.
Used in Research and Development:
6-Bromo-2-phenyl-imidazo[1,2-a]pyridine is also employed in research and development settings to explore its potential applications and properties. Scientists and researchers use 6-BROMO-2-PHENYL-IMIDAZO[1,2-A]PYRIDINE to investigate its interactions with biological targets, evaluate its pharmacological effects, and optimize its synthesis for improved yield and purity.

Check Digit Verification of cas no

The CAS Registry Mumber 4044-98-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,0,4 and 4 respectively; the second part has 2 digits, 9 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4044-98:
(6*4)+(5*0)+(4*4)+(3*4)+(2*9)+(1*8)=78
78 % 10 = 8
So 4044-98-8 is a valid CAS Registry Number.
InChI:InChI=1/C13H9BrN2/c14-11-6-7-13-15-12(9-16(13)8-11)10-4-2-1-3-5-10/h1-9H

4044-98-8SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 6-bromo-2-phenylimidazo[1,2-a]pyridine

1.2 Other means of identification

Product number -
Other names 5-Brom-2-phenyl-imidazo<1.2-a>pyridin

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:4044-98-8 SDS

4044-98-8Relevant academic research and scientific papers

A multi pathway coupled domino strategy: I2/ TBHP-promoted synthesis of imidazopyridines and thiazoles via sp3, sp2 and sp C-H functionalization

Feng, Lei,Li, Shichen,Ma, Chen,Wang, Xinfeng,Wang, Yishou,Yao, Yiming

, p. 5919 - 5927 (2022/03/31)

I2/TBHP-promoted, one-pot, multi pathway synthesis of imidazopyridines and thiazoles has been achieved through readily available ethylarenes, ethylenearenes and ethynearenes. I2/TBHP as an initiator and oxidant is used to realize the C-H functionalization of this domino reaction. Simple and available starting materials, wide range of functional group tolerance, high potential for drug activity of the products and application in production are the advantageous features of this method.

Identification of novel SIRT1 activators endowed with cardioprotective profile

Brogi, Simone,Calderone, Vincenzo,Flori, Lorenzo,La Motta, Concettina,Petrarolo, Giovanni,Testai, Lara

, (2021/07/21)

Drugs targeting epigenetic mechanisms are attracting the attention of scientists since it was observed that the modulation of this post-translational apparatus, could help to identify innovative therapeutic strategies. Among the epigenetic druggable targe

Gold-catalyzed oxidation of terminal alkynes to glyoxals and their reactions with 2-phenylimidazo[1,2-a]pyridines: one-pot synthesis of 1,2-diones

Liao, Shengrong,Lin, Xiuping,Liu, Yonghong,Wang, Junfeng,Xu, Huayan,Yang, Bin,Zhou, Xuefeng

supporting information, p. 8735 - 8739 (2021/10/22)

A novel one-pot protocol for the convenient and efficient synthesis of (2-phenylimidazo[1,2-a]pyridin-3-yl)alkane-1,2-diones (3) in good yields (32-88%) from 2-phenylimidazo[1,2-a]pyridines (1) and terminal alkynes (2) has been established with a wide range of substrate scope. A tandem reaction sequence containing gold-catalyzed double oxidations of terminal alkynes to generate glyoxals, nucleophilic addition of 2-phenylimidazo[1,2-a]pyridines to glyoxals to yield α-hydroxyl ketones, and oxygenation of the α-hydroxyl ketones to afford the final products3under air atmosphere is involved in this method. Simple operation, mild reaction conditions, and widely available substrates make this strategy more affordable.

Metal-free, Tf2NH-catalyzed 1, 6-conjugate addition of imidazopyridine to para-quinone methides: Easy access to C3-functionalized triarylmethane imidazopyridine

Khonde, Nilesh S.,Said, Madhukar S.,Sabane, Jagjivan K.,Gajbhiye, Jayant M.,Kumar, Pradeep

supporting information, (2021/10/30)

An inexpensive and commercially available Tf2NH-catalyzed 1,6-conjugate addition of imidazopyridine (IMPY) heterocycles to para-quinone methides (p-QMs) is reported. The present transformation provides a diverse class of C3-functionalized triarylmethanes heterocyclic derivatives of imidazopyridine. These metal-free transformations provided a very broad substrate scope of conjugate addition product with a high yield up to 97% within a short duration.

Metal-free oxidative decarbonylative halogenation of fused imidazoles

Kumar, Gulshan,Shankar, Ravi,Singh, Davinder,Tali, Javeed Ahmad

supporting information, p. 20551 - 20555 (2021/11/23)

An efficient strategy has been developed for the deformylative halogenation of carbaldehyde imidazo-fused heterocycles in the presence of TBHP controlled by temperature. A convenient and sequential functionalization (C8 to C3) portrays the synthetic utility of the current method.N-Heterocycle benzamide products were also observedviathe ring opening of imidazopyridines through the cleavage of C-C bond at high temperatures. Features of this method include temperature-controlled excellent regioselectivity, mild conditions and functional group tolerance.

Imidazo[1,2- a]pyridine derivatives as aldehyde dehydrogenase inhibitors: Novel chemotypes to target glioblastoma stem cells

Quattrini, Luca,Gelardi, Edoardo Luigi Maria,Coviello, Vito,Sartini, Stefania,Ferraris, Davide Maria,Mori, Mattia,Nakano, Ichiro,Garavaglia, Silvia,La Motta, Concettina

, p. 4603 - 4616 (2020/06/08)

Glioblastoma multiforme (GBM) is the deadliest form of brain tumor. It is known for its ability to escape the therapeutic options available to date thanks to the presence of a subset of cells endowed with stem-like properties and ability to resist to cyto

Imidazopyridine compound, pharmaceutical composition containing the same, and preparation method and application thereof (by machine translation)

-

Paragraph 0062-0066; 0217-0221, (2020/05/01)

Specifically discloses a pharmaceutical composition containing the compound and a pharmaceutically acceptable salt or a pharmaceutically acceptable solvate [1,2 - a] of the compound, and the preparation method, comprises the following steps of inhibiting, protein selectivity, drug effect strong STAT3 patent medicine, safety and the like, and the like . is particularly suitable for preventing and, or treating tumor growth and metastasis as well as pharmaceutical composition and pharmaceutical acceptable salt or pharmaceutically acceptable salt or pharmaceutically acceptable solvate of the compound in preparing STAT3 high-expression cell abnormal proliferation, form change and exercise function hyperthyroidism, and other related diseases / and are disclosed in the present invention. (by machine translation)

CuCl2-catalyzed N[sbnd]O bond cleavage of oxime esters: Approach to imidazoheterocycles and furo[3,2-c]chromenyl fused imidazoles

Gudimella, Santosh K.,Kaur, Amanpreet,Kumar, Ram,Samanta, Sampak

, (2020/07/08)

An articulate approach to a diverse set of imidazoheterocycles in good to high yields via a copper-catalyzed aza-annulation of several oxime esters with a group of 2-amino-azaarenes was developed. The above cyclization reaction probably proceeds via a single electron transfer process which embodies a new technique for creating two new C[sbnd]N bonds for imidazole ring synthesis. Gratifyingly, the implementation of this chemistry could be further stretched to the synthesis of a novel class of fused imidazoles bearing a furo[3,2-c]chromene moiety via a sequential C[sbnd]N bond formation, followed by C(sp2)-H functionalization/5-endo-dig-oxacyclization (C[sbnd]C and C[sbnd]O bonds) of in situ produced fused imidazoles with cyclic enynones in the presence of copper(II) as a π-electrophilic Lewis acid catalyst.

A simple and efficient route to 2-arylimidazo[1,2-a]pyridines and zolimidine using automated grindstone chemistry

Das, Dharmendra,Bhutia, Zigmee T.,Panjikar, Padmini C.,Chatterjee, Amrita,Banerjee, Mainak

supporting information, p. 4099 - 4107 (2020/09/09)

A green and efficient mechanochemical method for the synthesis of a series of 2-arylimidazo[1,2-a]pyridines was developed using an electrical grinder. I2 catalyzed mechanochemical grinding facilitates the cyclocondensation reaction between various aryl methyl ketones and 2-aminopyridines to afford 2-arylimidazo[1,2-a]pyridines in good yields at ambient temperature. The method was successfully used for the gram-scale synthesis of a marketed drug, zolimidine. The noticeable advantages of this environmentally sustainable protocol include mild conditions, simple instrumentation, inexpensive catalyst, atom economy, short reaction time etc.

Transition-Metal-Free Direct Trifluoromethylation and Perfluoroalkylation of Imidazopyridines under Mild Conditions

Han, Shuaijun,Gao, Xianying,Wu, Qingsong,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng

supporting information, p. 1559 - 1563 (2019/02/19)

The first transition-metal-free method for direct C?H trifluoromethylation of imidazo[1,2-a]pyridine derivatives with readily available Ruppert-Prakash reagent TMSCF3 under mild conditions was described. Moreover, this method could be applied to direct C?H perfluoroalkylation of imidazopyridines, affording a series of novel perfluoroalkylated products in moderate to good yields. Notable advantages of this protocol include easy operation, high-efficiency and wide substrate scope. (Figure presented.).

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