113855-44-0

Basic information

• Product Name: 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE
• Synonyms: 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE;CHEMMAKER CMFS-00551;3-CHLOROMETHYL-IMIDAZO[1,2-A]PRIDINE;Imidazo[1,2-a]pyridine-3-methylchloride;IMidazo[1,2-a]pyridine,3-(chloroMethyl)-;3-(chloroMethyl)H-iMidazo[1,2-a]pyridine
• CAS NO: 113855-44-0
• Molecular Formula: C8H7ClN2
• Molecular Weight: 166.61
• Mol File: 113855-44-0.mol

Chemical Properties

• Appearance: /
• Density: 1.29
• Refractive Index: 1.63
• Storage Temp.: 2-8°C
• PKA: 5.97±0.50(Predicted)
• CAS DataBase Reference: 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE(113855-44-0)
• EPA Substance Registry System: 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE(113855-44-0)

Safety Data

• Hazardous Substances Data: 113855-44-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE is used as a building block for the synthesis of compounds with medicinal properties, contributing to the development of new treatments for various diseases.
Used in Agrochemical Research:
3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE is used as a potential pesticide in agricultural applications, aiming to enhance crop protection and yield.
Used in Disease Treatment:
3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE is studied for its potential use in the treatment of various diseases, leveraging its biological activities to address specific health conditions.

InChI:InChI=1/C8H7ClN2/c9-5-7-6-10-8-3-1-2-4-11(7)8/h1-4,6H,5H2

Upstream product

• 274-76-0 imidazo[1,2-a]pyridine 
• 504-29-0 2-aminopyridine 
• 30489-43-1 3-hydroxymethylimidazo[1,2-a]pyridine 
• 6188-43-8 imidazo[1,2-a]pyridine-3-carbaldehyde 

Relevant articles and documents

Synthesis, stereochemistry and SAR of a series of minodronate analogues as RGGT inhibitors

Phosphonocarboxylate (PC) analogues of bisphosphonates are of interest due to their selective inhibition of a key enzyme in the mevalonate pathway, Rab geranylgeranyl transferase (RGGT). The dextrarotatory enantiomer of 2-hydroxy-3-(imidazo[1,2-a]pyridin-3-yl)-2-phosphonopropanoic acid (3-IPEHPC, 1) is the most potent PC-type RGGT inhibitor thus far identified. The absolute configuration of (+)-1 in the active site complex has remained unknown due to difficulties in obtaining RGGT inhibitor complex crystals suitable for X-ray diffraction analysis. However, we have now succeeded in crystallizing (-)-1 and here report its absolute configuration (AC) obtained by X-ray crystallography, thus also defining the AC of (+)-1. An Autodock Vina 1.1 computer modeling study of (+)-1 in the active site of modified RGGT binding GGPP (3DSV) identifies stereochemistry-dependent interactions that could account for the potency of (+)-1 and supports the hypothesis that this type of inhibitor binds at the TAG tunnel, inhibiting the second geranylgeranylation step. We also report a convenient 31P NMR method to determine enantiomeric excess of 1 and its pyridyl analogue 2, using α- and β-cyclodextrins as chiral solvating agents, and describe the synthesis of a small series of 1 α-X (X = H, F, Cl, Br; 7a-d) analogues to assess the contribution of the α-OH group to activity at enzyme and cellular levels. The IC50 of 1 was 5-10× lower than 7a-d, and the LED for inhibition of Rab11 prenylation in vitro was 2-8× lower than for 7a-d. However, in a viability reduction assay with J774 cells, 1 and 7b had similar IC50 values, ～10× lower than those of 7a and 7c-d.

Synthesis of acyclo-C-nucleosides in the imidazo[1,2-a]pyridine and pyrimidine series as antiviral agents

The synthesis and the antiviral activities of C-3 acyclic nucleoside analogues of imidazo[1,2-a]pyridine and pyrimidine are reported. From these compounds, 20, 21, 22, 23, 28, and 34 showed a specific activity against cytomegalovirus and/or varicella-zoster virus.

2-[(imidazo[1,2-a]pyridin-3-ylmethyl)sulfinyl]-1H-benzimidazoles useful in the treatment and prevention of ulcers

This invention relates to 2-[(imidazo[1,2-a]pyridin-3-ylmethyl)sulfinyl]-1H-benzimidazoles that are useful in the treatment and prevention of ulcers.