1417529-73-7

Basic information

• Product Name: C₆H₆FNO
• CAS NO: 1417529-73-7
• Molecular Weight: 127.118
• Mol File: 1417529-73-7.mol

Chemical Properties

• Boiling Point: 302.9±37.0 °C(Predicted)
• Density: 1.251±0.06 g/cm3(Predicted)
• CAS DataBase Reference: C₆H₆FNO(CAS DataBase Reference)
• NIST Chemistry Reference: C₆H₆FNO(1417529-73-7)
• EPA Substance Registry System: C₆H₆FNO(1417529-73-7)

Safety Data

• Hazardous Substances Data: 1417529-73-7(Hazardous Substances Data)

Upstream product

• 399-88-2 3-fluoro-4-methylpyridine 
• 33252-59-4 3-fluoro-4-methylpyridine-N-oxide 
• 1417556-12-7 C₈H₈FNO₂ 

Downstream Products

• 1417554-25-6 C₆H₅FN₂O₃ 
• 1417554-26-7 C₆H₄BrFN₂O₃ 
• 1417554-27-8 C₁₀H₁₀BrFN₂O₅ 

Relevant articles and documents

Structure activity relationship of pyridoxazinone substituted RHS analogs of oxabicyclooctane-linked 1,5-naphthyridinyl novel bacterial topoisomerase inhibitors as broad-spectrum antibacterial agents (Part-6)

Abstract Oxabicyclooctane linked 1,5-naphthyridinyl-pyridoxazinones are novel broad-spectrum bacterial topoisomerase inhibitors (NBTIs) targeting bacterial DNA gyrase and topoisomerase IV at a site different than quinolones. Due to lack of cross-resistance to known antibiotics they present excellent opportunity to combat drug-resistant bacteria. A structure activity relationship of the pyridoxazinone moiety is described in this Letter. Chemical synthesis and activities of NBTIs with substitutions at C-3, C-4 and C-7 of the pyridoxazinone moiety with halogens, alkyl groups and methoxy group has been described. In addition, substitutions of the linker NH proton and its transformation into amide analogs of AM-8085 and AM-8191 have been reported. Fluoro, chloro, and methyl groups at C-3 of the pyridoxazinone moiety retained the potency and spectrum. In addition, a C-3 fluoro analog showed 4-fold better oral efficacy (ED50 3.9 mg/kg) as compared to the parent AM-8085 in a murine bacteremia model of infection of Staphylococcus aureus. Even modest polarity (e.g., methoxy) is not tolerated at C-3 of the pyridoxazinone unit. The basicity and NH group of the linker is important for the activity when CH2 is at the linker position-8. However, amides (with linker position-8 ketone) with a position-7 NH or N-methyl group retained potency and spectrum suggesting that neither basicity nor hydrogen-donor properties of the linker amide NH is essential for the activity. This would suggest likely an altered binding mode of the linker position-7,8 amide containing compounds. The amides showed highly improved hERG (functional IC50 >30 μM) profile.