136343-75-4

Basic information

• Product Name: Pyrido[1,2-a]benzimidazole, 8-fluoro- (9CI)
• Synonyms: Pyrido[1,2-a]benzimidazole, 8-fluoro- (9CI)
• CAS NO: 136343-75-4
• Molecular Formula: C11H7FN2
• Molecular Weight: 186.1850832
• Product Categories: BENZIMIDAZOLE
• Mol File: 136343-75-4.mol
• Article Data: 10

Chemical Properties

• Melting Point: 182-183 °C
• Boiling Point: 276.1±33.0 °C(Predicted)
• Appearance: /
• Density: 1.30±0.1 g/cm3(Predicted)
• PKA: 5.31±0.50(Predicted)
• CAS DataBase Reference: Pyrido[1,2-a]benzimidazole, 8-fluoro- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Pyrido[1,2-a]benzimidazole, 8-fluoro- (9CI)(136343-75-4)
• EPA Substance Registry System: Pyrido[1,2-a]benzimidazole, 8-fluoro- (9CI)(136343-75-4)

Safety Data

• Hazardous Substances Data: 136343-75-4(Hazardous Substances Data)

Upstream product

• 136343-74-3 2-(2,4-Difluoroanilino)pyridine 
• 136343-70-9 (2-Chloro-4-fluoro-phenyl)-pyridin-2-yl-amine 
• 109-04-6 2-bromo-pyridine 
• 367-25-9 2,4-difluorophenylamine 
• 2106-02-7 2-chloro-4-fluoroaniline 
• 72358-70-4 N-(4-fluorophenyl)pyridin-2-ylamine 
• 109-09-1 2-chloropyridine 
• 371-40-4 4-fluoroaniline 
• 5029-67-4 2-iodopyridine 
• 1003-98-1 2-bromo-4-fluoroaniline 
• 459-57-4 4-fluorobenzaldehyde 
• 1445434-24-1 N-((4-fluorophenyl)(phenyl)methyl)pyridin-2-amine 
• 1692-02-0 N-(4-fluorobenzyl)pyridine-2-amine 
• 504-29-0 2-aminopyridine 

Relevant articles and documents

Hypervalent iodine(iii) catalyzed oxidative C-N bond formation in water: Synthesis of benzimidazole-fused heterocycles

An iodine(iii) catalyzed C(sp2)-H functionalization- intramolecular amination reaction of N-aryl-2-amino-N-heterocycles has been developed in water and under ambient conditions. This metal-free open-flask chemistry is general and successfully applied in synthesizing the benzimidazole-fused heterocycles pyrido[1,2-a]benzimidazole, benzimidazo[1,2-a]quinoline and benzimidazo[2,1-a]isoquinoline derivatives. the Partner Organisations 2014.

Tunable Electrochemical C?N versus N?N Bond Formation of Nitrogen-Centered Radicals Enabled by Dehydrogenative Dearomatization: Biological Applications

Herein, an environmentally friendly electrochemical approach is reported that takes advantage of the captodative effect and delocalization effect to generate nitrogen-centered radicals (NCRs). By changing the reaction parameters of the electrode material and feedstock solubility, dearomatization enabled a selective dehydrogenative C?N versus N?N bond formation reaction. Hence, pyrido[1,2-a]benzimidazole and tetraarylhydrazine frameworks were prepared through a sustainable transition-metal- and exogenous oxidant-free strategy with broad generality. Bioactivity assays demonstrated that pyrido[1,2-a]benzimidazoles displayed antimicrobial activity and cytotoxicity against human cancer cells. Compound 21 exhibited good photochemical properties with a large Stokes shift (approximately 130 nm) and was successfully applied to subcellular imaging. A preliminary mechanism investigation and density functional theory (DFT) calculations revealed the possible reaction pathway.

A metal-free tandem demethylenation/C(sp2)-H cycloamination process of N -Benzyl-2-aminopyridines via C-C and C-N bond cleavage

A mild, metal-free synthesis of pyrido[1,2-a]benzimidazoles starting with N-benzyl-2-aminopyridines, which employs PhI(OPiv)2 as a stoichiometric oxidant, has been developed. The process is initiated by an unusual PhI(OPiv)2-mediated ipso SEAr reaction, followed by solvent-assisted C-C and C-N bond cleavage.