1-cyclopropyl-7-(3,4-dimethylpiperazin-1-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid

• ChemBase ID: 173737
• Molecular Formular: C20H24FN3O4
• Molecular Mass: 389.4206632
• Monoisotopic Mass: 389.17508448
• SMILES: c1(c(c(cc2c1n(cc(c2=O)C(=O)O)C1CC1)F)N1CC(N(CC1)C)C)OC
• Canonical SMILES: COc1c(N2CCN(C(C2)C)C)c(F)cc2c1n(cc(c2=O)C(=O)O)C1CC1
• InChI: InChI=1S/C20H24FN3O4/c1-11-9-23(7-6-22(11)2)17-15(21)8-13-16(19(17)28-3)24(12-4-5-12)10-14(18(13)25)20(26)27/h8,10-12H,4-7,9H2,1-3H3,(H,26,27)
• InChIKey: YDBVQXCJOKMPST-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-7-(3,4-dimethylpiperazin-1-yl)-6-fluoro-8-methoxy-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: 1-cyclopropyl-7-(3,4-dimethylpiperazin-1-yl)-6-fluoro-8-methoxy-4-oxoquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-7-(3,4-dimethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic Acid; N-Methyl Gatifloxacin

Database IDs

• CAS Number: 114213-69-3
• PubChem SID: 164229647
• PubChem CID: 14457270

CALCULATED PROPERTIES

• Acid pKa: 5.58527
• H Acceptors: 7
• H Donor: 1
• LogD (pH = 5.5): 1.1147274
• LogD (pH = 7.4): 0.4521456
• Log P: 1.2337372
• Molar Refractivity: 104.1161 cm^3
• Polarizability: 38.47495 Å^3
• Polar Surface Area: 73.32 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 164-166°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M307500

An impurity of Gatifloxacin.

REFERENCES

• Naber, C., et al.: Antimicrob. Agents Chemother., 45, 293 (2001)
• Herzler, M., et al.: J. Anal. Toxicol., 27, 233(2001)
• Pragst, F., et al.: Clin. Chem. Lab. Med., 42, 1325 (2001)