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Imidazo[1,2-a]pyridine, 7-methyl-2-phenyl- is a chemical compound belonging to the imidazo[1,2-a]pyridine family, characterized by a fused imidazole and pyridine ring system. This specific compound features a methyl group at the 7th position and a phenyl group at the 2nd position, which significantly influences its chemical properties and potential applications. It is an organic molecule with a molecular formula of C13H11N3 and a molecular weight of 207.25 g/mol. The compound is known for its potential use in the synthesis of various pharmaceuticals and agrochemicals, particularly as a building block for the development of new drugs. Its unique structure and reactivity make it an interesting target for researchers in the field of medicinal chemistry and materials science.

885-91-6

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885-91-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 885-91-6 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,8 and 5 respectively; the second part has 2 digits, 9 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 885-91:
(5*8)+(4*8)+(3*5)+(2*9)+(1*1)=106
106 % 10 = 6
So 885-91-6 is a valid CAS Registry Number.

885-91-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-methyl-2-phenylimidazo[1,2-a]pyridine

1.2 Other means of identification

Product number -
Other names 7-Methyl-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:885-91-6 SDS

885-91-6Relevant academic research and scientific papers

Solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines by grindstone chemistry

Godugu, Kumar,Nallagondu, Chinna Gangi Reddy

, p. 250 - 259 (2020/10/23)

The present work describes the solvent and catalyst-free synthesis of imidazo[1,2-a]pyridines in excellent to nearly quantitative yields from 2-aminopyridines and a wide variety of ω-bromomethylketones using a grindstone procedure at 25°C to 30°C for 3 to

Regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide under metal-free conditions

Cao, Hua,Lin, Jiatong,Liu, Xiang,Song, Dan,Zhan, Haiying,Zhang, Zemin,Zhuang, Canzhan

supporting information, p. 5284 - 5288 (2021/06/28)

An efficient and straightforward metal-free regioselective C-H dithiocarbamation of indolizines with tetraalkylthiuram disulfide has been described. A series of indolizine-dithiocarbamate derivatives were easily accessed in moderate to good yields with a broad scope. In addition, imidazo[1,2-a]pyridines were also well tolerated to afford diverse imidazoheterocycle-dithiocarbamate products, which are expected to be utilized for drug discovery. Of note, the reaction could be readily scaled up, and shows its practical value in organic synthesis.

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.

Oxidation Potential-Guided Electrochemical Radical-Radical Cross-Coupling Approaches to 3-Sulfonylated Imidazopyridines and Indolizines

Kim, Wansoo,Kim, Hun Young,Oh, Kyungsoo

, p. 15973 - 15991 (2021/07/26)

Oxidation potential-guided electrochemical radical-radical cross-coupling reactions between N-heteroarenes and sodium sulfinates have been established. Thus, simple cyclic voltammetry measurement of substrates predicts the likelihood of successful radical-radical coupling reactions, allowing the simple and direct synthetic access to 3-sulfonylated imidazopyridines and indolizines. The developed electrochemical radical-radical cross-coupling reactions to sulfonylated N-heteroarenes boast the green synthetic nature of the reactions that are oxidant- and metal-free.

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.

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

-

Paragraph 0062-0066; 0095-0099, (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)

PhI(OAc)2-mediated oxidative C[sbnd]H sulfoximination of imidazopyridines under mild conditions

Luan, Nannan,Liu, Zhenwei,Han, Shuaijun,Shen, Linhua,Li, Jingya,Zou, Dapeng,Wu, Yangjie,Wu, Yusheng

supporting information, (2019/11/26)

A facile protocol for direct oxidative C[sbnd]N bond coupling of unactivated imidazo[1,2-a]pyridines with NH-sulfoximines was disclosed using sulfoximines as the nitrogen sources in the presence of (diacetoxy)iodobenzene (PhI(OAc)2). The reacti

Unconventional Reactivity with DABCO-Bis(sulfur dioxide): C–H Bond Sulfenylation of Imidazopyridines

Le Bescont, Julie,Breton-Patient, Chloé,Piguel, Sandrine

, p. 2101 - 2109 (2020/04/07)

This work highlights the unexpected and unprecedented outcome of the reactivity with DABCO-bis(sulfur dioxide). The use of this reagent led to the exclusive introduction of a sulfur atom on the C-3 position of imidazopyridines instead of a sulfone group.

Metal-Free Regioselective Alkylation of Imidazo[1,2- a ]pyridines with N -Hydroxyphthalimide Esters under Organic Photoredox Catalysis

Jin, Can,Sun, Bin,Xu, Min,Xu, Tengwei,Yang, Jin,Zhang, Liang,Zhu, Rui

supporting information, p. 363 - 368 (2020/02/27)

A visible-light-induced direct C-H alkylation of imidazo[1,2- a ]pyridines has been developed. It proceeds at room temperature by employing inexpensive Eosin Y as a photocatalyst and alkyl N -hydroxyphthalimide (NHP) esters as alkylation reagents. A varie

Multicomponent Synthesis of Imidazo[1,2- a]pyridines: Aerobic Oxidative Formation of C-N and C-S Bonds by Flavin-Iodine-Coupled Organocatalysis

Okai, Hayaki,Tanimoto, Kazumasa,Ohkado, Ryoma,Iida, Hiroki

supporting information, p. 8002 - 8006 (2020/11/02)

Herein, we report an aerobic oxidative C-N bond-forming process that enables the facile synthesis of imidazo[1,2-a]pyridines and takes advantage of a coupled organocatalytic system that uses flavin and iodine. Furthermore, the dual catalytic system can be applied to the one-pot, three-step synthesis of 3-thioimidazo[1,2-a]pyridines from aminopyridines, ketones, and thiols.

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