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1H-Imidazo[4,5-b]pyridine, 2-(4-fluorophenyl)- is a chemical compound with the molecular formula C12H8FN3. It is a derivative of imidazo[4,5-b]pyridine, featuring a fluorophenyl group attached to the 2-position of the imidazo[4,5-b]pyridine core. 1H-Imidazo[4,5-b]pyridine, 2-(4-fluorophenyl)- is known for its potential applications in medicinal chemistry, particularly as a building block for the synthesis of various biologically active molecules. The presence of the fluorine atom in the 4-position of the phenyl ring can significantly influence the compound's pharmacological properties, such as its lipophilicity and metabolic stability. This makes 1H-Imidazo[4,5-b]pyridine, 2-(4-fluorophenyl)- an important intermediate in the development of new drugs targeting various therapeutic areas.

952-14-7

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952-14-7 Usage

Heterocyclic organic compound

1H-Imidazo[4,5-b]pyridine, 2-(4-fluorophenyl)- contains both imidazole and pyridine rings, which are heterocyclic, meaning they contain atoms other than carbon in the ring structure.

2-(4-fluorophenyl)substitution

This indicates that a fluorine atom is attached to the phenyl group at the 2 position, which can affect the compound's chemical properties and interactions.

Selective serotonin receptor antagonist

1H-Imidazo[4,5-b]pyridine, 2-(4-fluorophenyl)- is known to selectively bind to and block certain serotonin receptors, which can be useful in the development of drugs targeting neurological disorders and mental health conditions.

Potential in medicinal chemistry

The structure and properties of 1H-Imidazo[4,5-b]pyridine, 2-(4-fluorophenyl)- make it a valuable tool for exploring interactions with serotonin receptors and developing novel therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 952-14-7 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,5 and 2 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 952-14:
(5*9)+(4*5)+(3*2)+(2*1)+(1*4)=77
77 % 10 = 7
So 952-14-7 is a valid CAS Registry Number.

952-14-7Downstream Products

952-14-7Relevant academic research and scientific papers

Synthesis, NMR, X-ray crystallography and DFT studies of some regioisomers possessing imidazole heterocycles

Celik, Ismail,Doganc, Fatima,Goker, Hakan,Ozden, Seckin,Puskullu, Mustafa Orhan,Sahin, Ertan

, (2021/06/16)

Imidazole-containing heterocycles: Imidazopyridines, imidazopyrimidines can exist in several tautomeric forms. Their regioselectivities were determined for N-alkylations with 4-chlorobenzyl bromide under basic conditions (K2CO3) in DMF. We observed that, regioisomers were mainly formed as a mixture in this reaction and N-benzylation occurs at a higher ratio on six membered heterocycles. Their structural assignments were made with the use of two-dimensional 1H–1H NOE (Nuclear Overhauser Effect Spectroscopy, NOESY) and 1H-15N HMBC (Heteronuclear Multiple Bond Correlation) spectra. Further confirmation of the structure of 2c and 3c were obtained from X-ray crystallography. Experimental data was confirmed by Density Functional Theory (DFT) studies as well.

Highly efficient, mild, one pot synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles promoted by N-iodosuccinimide

Bhattacharyya, Bhaswati,Dhara, Kaliprasanna

, p. 1749 - 1759 (2014/01/17)

A common and highly efficient metal-free route for the synthesis of 2-substituted benzimidazoles, benzothiazoles and pyridoimidazoles from suitable 1,2-difunctionalised aromatic compounds and various aromatic and aliphatic aldehydes and ferrocenecarboxaldehyde was developed using N-iodosuccinimide as the oxidizing agent. The methodology involved very short reaction time, mild reaction procedure and easy work-up as well as excellent yields of the products.

Regioselective C2-arylation of imidazo[4,5-b]pyridines

Macdonald, Jonathan,Oldfield, Victoria,Bavetsias, Vassilios,Blagg, Julian

supporting information, p. 2335 - 2347 (2013/04/23)

We show that N3-MEM-protected imidazo[4,5-b]pyridines undergo efficient C2-functionalisation via direct C-H arylation. Twenty-two substituted imidazo[4,5-b]pyridines are prepared and iterative, selective elaboration of functionalised imidazo[4,5-b]pyridin

Eco-friendly and facile synthesis of 2-substituted-1H-imidazo[4,5-b]pyridine in aqueous medium by air oxidation

Kale, Rajesh P.,Shaikh, Mohammad U.,Jadhav, Ganesh R.,Gill, Charansingh H.

scheme or table, p. 1780 - 1782 (2009/07/19)

We report a new environmentally-benign, convenient, and facile methodology for the synthesis of 2-substituted-1H-imidazo[4,5-b]pyridine. The reaction of 2,3-diaminopyridine with substituted aryl aldehydes in water under thermal conditions without the use

PREPARATION OF 2-ARYL-SUBSTITUTED IMIDAZOPYRIDINES AND IMIDAZOPYRIDINES

Yutilov, Yu. M.,Shcherbina, L. I.

, p. 529 - 535 (2007/10/02)

It is proposed that sulfur be used as the oxidizing agent in the synthesis of 2-arylimidazopyridines from o-diaminopyridines and aromatic (heteroaromatic) aldehydes.Benzyl alcohols and benzylpyridinium salts can be used in place of aldehydes. 2-Phenylimid

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