129179-30-2

Basic information

• Product Name: 2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE
• Synonyms: 2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE
• CAS NO: 129179-30-2
• Molecular Formula: C8H6ClN3O2
• Molecular Weight: 211.61
• Mol File: 129179-30-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE(129179-30-2)
• EPA Substance Registry System: 2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE(129179-30-2)

Safety Data

• Hazardous Substances Data: 129179-30-2(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE is used as an antiprotozoal agent for its potential to combat protozoan infections. The nitro group in its structure is often associated with anti-infective properties, making it a promising candidate for the development of new drugs to treat various diseases caused by protozoan parasites.
Used in Medicinal Chemistry Research:
2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE serves as a subject of interest in medicinal chemistry research due to its unique structure and potential biological activity. Researchers are exploring its properties and applications to understand its mechanism of action and to develop new compounds with improved therapeutic effects.
Used in Synthetic Chemistry:
The chloromethyl group in 2-(CHLOROMETHYL)-3-NITROIMIDAZO[1,2-A]PYRIDINE can serve as a reactive site for further chemical modification, making it a valuable starting material in synthetic chemistry. Chemists can use this compound to synthesize new derivatives with enhanced or modified properties, broadening its potential applications in various fields.

Upstream product

• 57892-76-9 2-chloromethylimidazo[1,2-a]pyridine 
• 504-29-0 2-aminopyridine 

Downstream Products

• 135921-68-5 E-2-(2-phenyl cyclopentylidenemethyl) 3-nitroimidazo<1,2-a>pyridine 
• 135921-62-9 E-2-(2-phenyl propen-1-yl) 3-nitroimidazo<1,2-a>pyridine 
• 135921-57-2 2-cyclohexylidenemethyl 3-nitroimidazo<1,2-a>pyridine 

Relevant articles and documents

Design, Synthesis, Anti-Cancer Activity, and in silico Studies of Novel Imidazo[1,2-a]pyridine Derivatives

Abstract: A novel series of imidazo [1,2-a]pyridinederivatives has been designed, synthesized and tested for the anti-proliferativeactivity against three different human cancer cell lines. Most of thesynthesized compounds exhibit anti-proliferative activi

Targeting the human parasite Leishmania donovani: Discovery of a new promising anti-infectious pharmacophore in 3-nitroimidazo[1,2-a]pyridine series

We report herein the discovery of antileishmanial molecules based on the imidazo[1,2-a]pyridine ring. In vitro screenings of imidazopyridines belonging to our chemical library, toward the promastigotes stage of Leishmania donovani, J774A.1 murine and HepG2 human cells, permitted to identify three selective hit-compounds (12, 20 and 28). New derivatives were then synthesized to allow structure-activity and -toxicity relationships analyses, enabling to characterize a lead-compound (44) displaying both a high potency (IC 50 = 1.8 μM) and a good selectivity index, in comparison with three antileishmanial reference drug-compounds (amphotericin B, miltefosine and pentamidine). Moreover, lead-compound 44 also exhibits good in vitro activity against the intracellular amastigote stage of L. donovani. Thus, the 6-halo-3-nitro-2-(phenylsulfonylmethyl)imidazo[1,2-a]pyridine scaffold appears as a new promising selective antileishmanial pharmacophore, especially when substituted at position 8 by a bromine atom.

Synthesis by the S(RN)1 reaction of a new series of imidazo[1,2-a]pyridine derivatives with pharmacological potentialities

The study of S(RN)1 reaction between 2-chloromethyl-3-nitroimidazo[1,2-a] pyridine and 2-nitropropane salts has been extended to various aliphatic, cyclic and heterocyclic nitronate anions. From C-alkylation products, base-promoted nitrous acid elimination afforded new potential pharmacological derivatives with a trisubstituted double bond at the 2 position.