162763-53-3

Basic information

• Product Name: 8-[(3S)-3-aminopyrrolidin-1-yl]-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride (1:1)
• CAS NO: 162763-53-3
• Molecular Formula: C₁₈H₂₁ClFN₃O₃
• Molecular Weight: 381.829
• Mol File: 162763-53-3.mol

Chemical Properties

• Boiling Point: 501.5°C at 760 mmHg
• Flash Point: 257.1°C
• Vapor Pressure: 2.03E-11mmHg at 25°C
• CAS DataBase Reference: 8-[(3S)-3-aminopyrrolidin-1-yl]-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride (1:1)(CAS DataBase Reference)
• NIST Chemistry Reference: 8-[(3S)-3-aminopyrrolidin-1-yl]-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride (1:1)(162763-53-3)
• EPA Substance Registry System: 8-[(3S)-3-aminopyrrolidin-1-yl]-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid hydrochloride (1:1)(162763-53-3)

Safety Data

• Hazardous Substances Data: 162763-53-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:

Upstream product

• 6542-60-5 2-cyclopropylacetonitrile 
• 1735-84-8 3-chloro-2,4,5,6-tetrafluoropyridine 
• 169749-84-2 4-t-butoxy-3-methyl-2,5-difluoropyridine 
• 169749-82-0 4-t-Butoxy-2,3,6-trifluoropyridine 
• 169749-81-9 4-tert-butoxy-3-chloro-2,5,6-trifluoropyridine 
• 169750-50-9 2-(4-chloro-5-fluoro-3-methyl-2-pyridinyl)-2-cyclopropylethanol 
• 169749-88-6 2-(4-chloro-5-fluoro-3-methyl-2-pyridinyl)-2-cyclopropylacetaldehyde 
• 169749-85-3 2-(4-tert-butoxy-5-fluoro-3-methyl-2-pyridinyl)-2-cyclopropylacetonitrile 
• 169749-83-1 4-t-Butoxy-2,3,6-trifluoro-5-methylpyridine 
• 169749-90-0 ethyl 4-(4-chloro-5-fluoro-3-methyl-2-pyridinyl)-4-cyclopropyl-2-ethoxycarbonyl-2-butenoate 
• 169749-89-7 8-chloro-1-cyclopropyl-7-fluoro-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid ethyl ester 
• 169749-87-5 2-(4-chloro-5-fluoro-3-methyl-2-pyridinyl)-2-cyclopropylacetic acid,ethyl ester 
• 169749-86-4 2-(4-chloro-5-fluoro-3-methylpyridin-2-yl)-2-cyclopropylacetonitrile 
• 438238-05-2 2-(4-hydroxy-5-fluoro-3-methyl-2-pyridinyl)cyclopropaneacetonitrile 

Relevant articles and documents

Pyridone antibiotic with improved safety profile

Antibacterial compounds having the formula STR1 and the pharmaceutically acceptable salts, esters and amides thereof, as well as pharmaceutical compositions containing such compounds and the use of the same in the treatment of bacterial infections.

Synthesis and structure-activity relationships of 2-pyridones: A novel series of potent DNA gyrase inhibitors as antibacterial agents

Two novel series of 2-pyridones were synthesized by transposition of the nitrogen of 4-quinolones to the bridgehead position. This subtle interchange of the nitrogen atom with a carbon atom yielded two novel heterocyclic nuclei, pyrido[1,2-a]pyrimidine and quinolizine, which had not previously been evaluated as antibacterial agents and were found to be potent inhibitors of DNA gyrase. Quinolizines with a methyl group at the 9-position such as (S)-45a (ABT-719) demonstrate exceptional broad spectrum antibacterial activity. Most notably, they are active against resistant bacteria such as methicillin-resistant Staphylococcus aureus, vancomycin-resistant strains of enterococci, and ciprofloxacin-resistant organisms. In addition, 2-pyridones also possess favorable physiochemical and pharmacokinetic properties. These 2-pyridones were synthesized from the commercially available starting materials by 10-17 linear transformations. The structure of an adduct yielded by this sequence, (S)-45a (ABT-719), was determined by X-ray crystallographic analysis.

Quinolizinone type compounds

Antibacterial compounds having the formula STR1 and the pharmaceutically acceptable salts, esters and amides thereof, preferred examples of which include those compounds wherein A is =CR6 --; R1 is cycloalkyl of from three to eight carbon atoms or substituted phenyl; R2 is selected from the group consisting of STR2 R3 is halogen; R4 is hydrogen, loweralkyl, a pharmaceutically acceptable cation, or a prodrug ester group; R5 is hydrogen, loweralkyl, halo(loweralkyl), or --NR13 R14 ; and R6 is halogen, loweralkyl, halo(loweralkyl), hydroxy-substituted loweralkyl, loweralkoxy(loweralkyl), loweralkoxy, or amino(loweralkyl), as well as pharmaceutical compositions containing such compounds and the use of the same in the treatment of bacterial infections.