146981-10-4

Basic information

• Product Name: 7-{(3S)-3-[(1S)-1-aminoethyl]pyrrolidin-1-yl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• Synonyms: 1,8-naphthyridine-3-carboxylic acid, 7-[(3S)-3-[(1S)-1-aminoethyl]-1-pyrrolidinyl]-1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-; 7-{(3S)-3-[(1S)-1-Aminoethyl]-1-pyrrolidinyl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid
• CAS NO: 146981-10-4
• Molecular Formula: C₁₈H₂₁FN₄O₃
• Molecular Weight: 360.3827
• Mol File: 146981-10-4.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 593.3°C at 760 mmHg
• Flash Point: 312.6°C
• Density: 1.467g/cm³
• Vapor Pressure: 6.36E-15mmHg at 25°C
• Refractive Index: 1.661
• CAS DataBase Reference: 7-{(3S)-3-[(1S)-1-aminoethyl]pyrrolidin-1-yl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 7-{(3S)-3-[(1S)-1-aminoethyl]pyrrolidin-1-yl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid(146981-10-4)
• EPA Substance Registry System: 7-{(3S)-3-[(1S)-1-aminoethyl]pyrrolidin-1-yl}-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-1,8-naphthyridine-3-carboxylic acid(146981-10-4)

Safety Data

• Hazardous Substances Data: 146981-10-4(Hazardous Substances Data)

Upstream product

• 107258-90-2 3-[1-(N-tert-butoxycarbonylamino)ethyl]pyrrolidine 
• 143444-83-1 1,1-dimethylethyl -<1-(3-pyrrolidinyl)ethyl>carbamate 
• 143408-85-9 3R,1S-1-cyclopropyl-6-fluoro-7-[3-(1-N-t-butyloxycarbonylaminoethyl)-1-pyrrolidinyl]-1,4-dihydro-4-oxo-1,8-naphthyridine-3-carboxylic acid 
• 100361-18-0 7-chloro-1-cyclopropyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid 
• 163659-22-1 1-benzyl-4-(R)-<1-(S)-ethyl>-2-pyrrolidone 
• 163659-25-4 (4R,1'S)-1-benzyl-4-(1-tert-butoxycarbonylamino)-2-pyrrolidone 
• 163659-24-3 1-benzyl-3-(R)-(1-(S)-tert-butoxycarbonylaminoethyl)pyrrolidine 
• 163659-23-2 4-(R)-(1-(S)-aminoethyl)-1-benzyl-2-pyrrolidone 
• 117934-67-5 4-(1-aminoethyl)-1-benzyl-2-pyrrolidone 
• 107259-15-4 1-benzyl-4-(1-hydroxyiminoethyl)-2-pyrrolidone 
• 69619-23-4 ethyl (S)-4-[(tert-butoxycarbonyl)amino]-3-oxopentanoate 
• 69619-25-6 ethyl (3RS,4S)-4-(tert-butoxycarbonylamino)-3-hydroxypentanoate 
• 104700-37-0 ethyl [L-(trans)]-4-[(t-butoxycarbonyl)amino]-2-pentenoate 
• 107259-14-3 4-acetyl-1-benzyl-2-pyrrolidinone 

Relevant articles and documents

Synthesis and structure-activity relationships of 7-[3-(1- aminoalkyl)pyrrolidinyl]- and 7-[3-1-aminocycloalkyl)pyrrolidinyl]-quinolone antibacterials

A series of 7-[3-(1-aminoalkyl and 1-aminocycloalkyl)-1- pyrrolidinyl]quinolones have been prepared and their biological properties evaluated. Among them, 1-(S)-aminoalkyl derivatives exhibited potent antibacterial activities against gram-positive and gram-negative organisms. They had moderate lipophilicity and high aqueous solubility compared to their aminomethyl counterparts; e.g., the 3-(1-aminoethyl)-1-pyrrolidinyl compound (83) showed superior pharmacokinetic properties to its aminomethyl counterpart (6).

Individual stereoisomers of pyrrolidine methanamines substituted on the ring nitrogen by a 1-phenylethyl group

Individual stereoisomers of 7-[3-(1-aminoalkyl)-1-pyrrolidinyl]-quinolones and naphthyridones are described, their therapeutic advantages as antibacterial agents, as well as a novel method for the preparation and isolation of such stereoisomers.