1-cyclopropyl-6-fluoro-8-methoxy-7-[3-(methylamino)piperidin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 161104
• Molecular Formular: C20H24FN3O4
• Molecular Mass: 389.4206632
• Monoisotopic Mass: 389.17508448
• SMILES: c1(c(cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1)F)N1CCCC(C1)NC
• Canonical SMILES: CNC1CCCN(C1)c1c(F)cc2c(c1OC)n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C20H24FN3O4/c1-22-11-4-3-7-23(9-11)17-15(21)8-13-16(19(17)28-2)24(12-5-6-12)10-14(18(13)25)20(26)27/h8,10-12,22H,3-7,9H2,1-2H3,(H,26,27)
• InChIKey: MGQLHRYJBWGORO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-8-methoxy-7-[3-(methylamino)piperidin-1-yl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: balofloxacin
• Synonyms: (+/-)-1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[3-(methylamino)-1-piperidinyl]-4-oxo-3-quinolinecarboxylic Acid Dihydrate; Baloxin; Q 35; Balofloxacin Dihydrate; 1-Cyclopropyl-6-fluoro-8-Methoxy-7-(3-(MethylaMino)piperidin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; Balofloxacin

Database IDs

• CAS Number: 127294-70-6; 151060-21-8
• PubChem SID: 162255239
• PubChem CID: 65958

CALCULATED PROPERTIES

• Acid pKa: 5.6862917
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -0.7288079
• LogD (pH = 7.4): -0.43143335
• Log P: -0.43420866
• Molar Refractivity: 103.5828 cm^3
• Polarizability: 38.475002 Å^3
• Polar Surface Area: 82.11 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: >120°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

Pharmacology Properties

• Target: Others

Product Information

• Purity: 97%
• Salt Data: Free Base

DETAILS

Toronto Research Chemicals - B116000

Fluorinated quinolone antibacterial.

REFERENCES

• Marutani, K., et al.: Antimicrob. Agents Chemother., 37, 2217 (1993)
• Nakagawa, T., et al.: Arzneim.-Forsch., 45, 719 (1993)