1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one

• ChemBase ID: 165505
• Molecular Formular: C18H22FN3O2
• Molecular Mass: 331.3845832
• Monoisotopic Mass: 331.16960518
• SMILES: c1(c(c(cc2c1n(ccc2=O)C1CC1)F)N1CC(NCC1)C)OC
• Canonical SMILES: COc1c(N2CCNC(C2)C)c(F)cc2c1n(ccc2=O)C1CC1
• InChI: InChI=1S/C18H22FN3O2/c1-11-10-21(8-6-20-11)17-14(19)9-13-15(23)5-7-22(12-3-4-12)16(13)18(17)24-2/h5,7,9,11-12,20H,3-4,6,8,10H2,1-2H3
• InChIKey: FRPRRGVUHVKYKT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-1,4-dihydroquinolin-4-one
• IUPAC Traditional name: 1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)quinolin-4-one
• Synonyms: 1-Cyclopropyl-6-fluoro-8-methoxy-7-(3-methyl-1-piperazinyl)-4(1H)-quinolinone Dihydrochloride; Decarboxy Gatifloxacin Dihydrochloride

Database IDs

• PubChem SID: 162259638
• PubChem CID: 69387130

CALCULATED PROPERTIES

• Acid pKa: 16.812952
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.709808
• LogD (pH = 7.4): 0.88103086
• Log P: 2.2251482
• Molar Refractivity: 92.7471 cm^3
• Polarizability: 34.21206 Å^3
• Polar Surface Area: 44.81 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO (Sparingly); Methanol (Sparingly)
• Apperance: Yellow Solid
• Melting Point: >220°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D221500

Gatifloxacin impurity.

REFERENCES

• Naber, C., et al.: Antimicrob. Agents Chemother., 45, 293 (2001)
• Herzler, M., et al.: J. Anal. Toxicol., 27, 233 (2001)
• Li, Y., et al.: J. Pharm. Biomed. Anal., 35, 1101 (2001)