114676-82-3

Basic information

• Product Name: A 80556
• Synonyms: A 80556
• CAS NO: 114676-82-3
• Molecular Formula: C₂₁H₁₈F₃N₃O₃*ClH
• Molecular Weight: 453.846
• Mol File: 114676-82-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 600.4°C at 760 mmHg
• Flash Point: 316.9°C
• Appearance: /
• Vapor Pressure: 2.91E-15mmHg at 25°C
• CAS DataBase Reference: A 80556(CAS DataBase Reference)
• NIST Chemistry Reference: A 80556(114676-82-3)
• EPA Substance Registry System: A 80556(114676-82-3)

Safety Data

• Hazardous Substances Data: 114676-82-3(Hazardous Substances Data)

Usage

InChI:InChI=1/C21H18F3N3O3.ClH/c1-10-4-12(25)8-26(10)19-7-18-13(6-16(19)24)20(28)14(21(29)30)9-27(18)17-3-2-11(22)5-15(17)23;/h2-3,5-7,9-10,12H,4,8,25H2,1H3,(H,29,30);1H/t10-,12-;/m0./s1

Upstream product

• 2584-71-6 cis-hydroxy-D-proline 
• 114676-60-7 (2R,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-2-methanesulfonyloxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 114760-51-9 (2R,4R)-1-(tert-butixycarbonyl)-4-<(tert-butyldimethylsilyl)oxy>-2-carbomethoxypyrrolidine 
• 114676-58-3 (2R,4R)-tert-butyl 4-((tert-butyldimethylsilyl)oxy)-2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 114676-61-8 tert-butyl (2S,4R)-4-hydroxyl-2-methylpyrrolidine-1-carboxylate 
• 114677-00-8 (2S,4S)-4-Acetylamino-2-methylpyrrolidine 
• 114677-04-2 (2S,4R)-4-Methanesulfonyloxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 213699-41-3 tert-butyl (2S,4R)-4-((tert-butyldimethylsilyl)oxy)-2-methylpyrrolidine-1-carboxylate 
• 152673-32-0 (2S,4S)-4-amino-2-methylpyrrolidine-1-carboxylic acid tert-butyl ester 
• 113451-51-7 (2S,4S)-4-azido-1-(tert-butoxycarbonyl)-2-methylpyrrolidine 
• 113451-55-1 (2S,4S)-4-acetamido-1-(tert-butoxycarbonyl)-2-methylpyrrolidine 
• 114676-59-4 (2R,4R)-4-hydroxy-2-methoxycarbonylpyrrolidine hydrochloride 
• 114676-69-6 (2R,4R)-1-tert-butyl 2-methyl 4-hydroxypyrrolidine-1,2-dicarboxylate 
• 108138-17-6 6,7-difluoro-1-(2,4-difluorophenyl)-1,4-dihydro-4-oxo-quinoline-3-carboxylic acid ethyl ester 

Relevant articles and documents

Design, Synthesis, and Properties of (4S)-7-(4-Amino-2-substituted-pyrrolidin-1-yl)quinolone-3-carboxylic Acids

The quinolinecarboxylic acids constitute a class of extremely potent and orally active broad-spectrum antibacterial agents.These compounds have been shown to inhibit DNA gyrase, a key enzyme in bacterial DNA replication.The 7-(3-aminopyrrolidinyl)quinolone A-60969 (1) is a particularly potent member of this class and is currently undergoing clinical evaluation.We have studied a series of enantiomerically homogeneous (4S)-7-(4-amino-2-substituted-pyrrolidinyl)quinolones in an effort to utilize the 2-position of the pyrrolidine moiety to improve upon the solubility and pharmacokinetic properties of this class of compounds while still maintaining potent antibacterial activity.We have found that the absolute stereochemistry at the 2-position of the pyrrolydine ring is critical to the maintenance of such activity.In this paper, we report the full details of the asymmetric synthesis and the in vitro and in vivo structure-activity relationships of this series of compounds as well as the physiochemical properties, such as water solubility and log P, associated with the structural modifications.We also discuss the pharmacokinetic properties of several of these compounds in mice and the pharmacokinetics of 59, which has the best overall properties of agents in this study, in dog.