182181-25-5

Basic information

• Product Name: 6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE
• Synonyms: 6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE;IMidazo[1,2-a]pyridine, 6-chloro-2-(chloroMethyl)-
• CAS NO: 182181-25-5
• Molecular Formula: C₈H₆Cl₂N₂
• Molecular Weight: 201.05
• Mol File: 182181-25-5.mol

Chemical Properties

• Appearance: /
• Density: 1.45g/cm³
• Refractive Index: 1.65
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE(182181-25-5)
• EPA Substance Registry System: 6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE(182181-25-5)

Safety Data

• Hazardous Substances Data: 182181-25-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE is used as a building block for the synthesis of various drugs and agrochemicals, contributing to the development of new therapeutic agents.
Used in Drug Discovery and Development:
6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE is used as a valuable chemical in drug discovery and development due to its significant antibacterial, antifungal, and antiparasitic properties.
Used in Organic Synthesis:
6-CHLORO-2-(CHLOROMETHYL)IMIDAZO[1,2-A]PYRIDINE is used as a versatile building block in the synthesis of various specialty chemicals, showcasing its utility in organic synthesis.

InChI:InChI=1/C8H6Cl2N2/c9-3-7-5-12-4-6(10)1-2-8(12)11-7/h1-2,4-5H,3H2

Upstream product

• 1072-98-6 5-chloro-2-pyridylamine 
• 534-07-6 1,3-Dichloroacetone 
• 1039416-36-8 6-chloroimidazo[1,2-a]pyridine-2-yl-methanol 

Downstream Products

• 182181-02-8 6-Chloro-2-[[4-(3-chloro4-methoxyphenyl)-1-piperazinyl]-methyl]imidazo[1,2-a]pyridine 
• 182180-77-4 3-chloro-4-[4-[(6-chloroimidazo[1,2-a]pyridin-2-yl)methyl]-1-piperazinyl]benzonitrile 
• 1059044-59-5 6-chloro-3-nitro-2-(tosylmethyl)imidazo[1,2-a]pyridine 
• 478394-28-4 2-benzenesulfonylmethyl-6-chloroimidazo[1,2-a]pyridine 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS AND THEIR USE IN THE TREATMENT OF AMYLOID-RELATED DISEASES

A compound of Formula (I) or a pharmaceutically acceptable salt thereof is described, wherein the substituents are as defined herein. Pharmaceutical compositions comprising the same and method of using the same are also described.

METTL3 INHIBITORY COMPOUNDS

The present invention relates to compounds of formula (I) that function as inhibitors of METTL3 (N6-adenosine-methyltransferase 70 kDa subunit) enzyme activity: X-Y-Z5 (I) wherein X, Y and Z are each as defined herein. The present invention also relates to processes for the preparation of these compounds, to pharmaceutical compositions comprising them, and to their use in the treatment of proliferative disorders, such as cancer, and autoimmune diseases, as well as other diseases or conditions in which METTL3 activity 10 is implicated.

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.

Reaction of 1,3-dibromo- and 1,3-dichloroacetone with 2-aminoazaheterocycles

The reactions of 1,3-dibromoacetone with 2-aminoazines and 2-aminoazoles has been carried out for the first time and the pure intermediate quaternary salts have been isolated. They undergo cyclization to the corresponding imidazoazines and imidazoazoles containing a bromomethyl group. Similar condensations were carried out with 1,3-dichloroacetone.

IMIDAZO[1,2-A]PYRIDINES FOR THE TREATMENT OF CNS AND CARDIAC DISEASES

The present invention relates to imidazo[1,2-a]pyridine compounds of formula (1) STR1 which are dopamine D-4 antagonists and useful as anti-psychotic agents.