34164-90-4

Basic information

• Product Name: C-[2-(4-CHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDIN-3-YL]METHYLAMINE
• Synonyms: C-[2-(4-CHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDIN-3-YL]METHYLAMINE
• CAS NO: 34164-90-4
• Molecular Formula: C₁₄H₁₂ClN₃
• Molecular Weight: 257.72
• Mol File: 34164-90-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• PKA: 8.58±0.29(Predicted)
• CAS DataBase Reference: C-[2-(4-CHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDIN-3-YL]METHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: C-[2-(4-CHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDIN-3-YL]METHYLAMINE(34164-90-4)
• EPA Substance Registry System: C-[2-(4-CHLORO-PHENYL)-IMIDAZO[1,2-A]PYRIDIN-3-YL]METHYLAMINE(34164-90-4)

Safety Data

• Hazard Codes: Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39
• Hazardous Substances Data: 34164-90-4(Hazardous Substances Data)

Upstream product

• 38922-74-6 2-(4-chlorophenyl)imidazolo[1,2-a]pyridine 
• 21797-98-8 2-(p-chlorophenyl)imidazole [1,2-a]pyridine-3-carbonitrile 
• 30493-13-1 2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-carbaldehyde oxime 

Downstream Products

• 103845-12-1 N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridine-3-yl)methyl)butyramide 
• 103844-86-6 N-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-N-methylbutyramide 
• 1197849-37-8 1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4-(2-(dimethylamino)ethylamino)-1H-pyrrol-2(5H)-one 
• 1197849-64-1 1-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methyl)-4-methoxy-1H-pyrrol-2(5H)-one 
• 1197849-63-0 (Z)-methyl 4-((2-(4-chlorophenyl)imidazo[1,2-a]pyridin-3-yl)methylamino)-3-methoxybut-2-enoate 

Relevant articles and documents

Copper- A nd DMF-mediated switchable oxidative C-H cyanation and formylation of imidazo[1,2-: A] pyridines using ammonium iodide

The cyanation and formylation of imidazo[1,2-a]pyridines were developed under copper-mediated oxidative conditions using ammonium iodide and DMF as a nontoxic combined cyano-group source and DMF as a formylation reagent. Mechanistic studies indicate that the cyanation of imidazo[1,2-a]pyridines proceeds through a two-step sequence: Initial iodination and then cyanation. The cyanation has a broad substrate scope and high functional group tolerance, and can be safely conducted on a gram scale. A novel copper-mediated formylation using the widely available DMF as the formylation reagent and environmentally friendly molecular oxygen as the oxidant has also been developed. This protocol also provided a convenient approach for the synthesis of clinically used saripidem. This journal is

Design, Synthesis and Biological Evaluation of Imidazo[1,2-a]pyridine Derivatives as Novel DPP-4 Inhibitors

A new series of DPP-4 inhibitors with imidazo[1,2-a]pyridine scaffold were designed by exploiting scaffold hopping strategy and docking study. Based on docking binding model, structural modifications of 2-benzene ring and pyridine moieties of compound 5a led to the identification of compound 5d with 2, 4-dichlorophenyl group at the 2-position as a potent (IC50 = 0.13 μm), selective (DPP-8/DPP-4 = 215 and DPP-9/DPP-4 = 192) and in vivo efficacious DPP-4 inhibitor. Further, molecular docking revealed that compound 5d could retain key binding features of DPP-4 with the pyridine moiety of imidazo[1,2-a]pyridine ring providing an additional π-π interaction with Phe357 of DPP-4. Compound 5d might be a promising lead for further development of novel DPP-4 inhibitor treating T2DM.