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
• Article Data: 3

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

General Description

3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE is a chemical compound with a molecular formula C8H6ClN3. It is a heterocyclic compound that contains both an imidazole and a pyridine ring. 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE is often used in pharmaceutical and agrochemical research due to its potential biological activities. It has been studied for its potential use in the treatment of various diseases and as a building block for the synthesis of other compounds with medicinal properties. Additionally, it has been investigated for its potential use as a pesticide in agricultural applications. 3-CHLOROMETHYL-IMIDAZO[1,2-A]PYRIDINE is a versatile chemical with potential applications in both the pharmaceutical and agricultural industries.

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

Upstream product

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

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.

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.