1-cyclopropyl-6-fluoro-7-(piperazin-1-yl)-1,4-dihydroquinolin-4-one

• ChemBase ID: 165503
• Molecular Formular: C16H18FN3O
• Molecular Mass: 287.3320232
• Monoisotopic Mass: 287.14339043
• SMILES: c1(c(cc2c(c1)n(ccc2=O)C1CC1)F)N1CCNCC1
• Canonical SMILES: Fc1cc2c(=O)ccn(c2cc1N1CCNCC1)C1CC1
• InChI: InChI=1S/C16H18FN3O/c17-13-9-12-14(10-15(13)19-7-4-18-5-8-19)20(11-1-2-11)6-3-16(12)21/h3,6,9-11,18H,1-2,4-5,7-8H2
• InChIKey: QDYUSAJJDOBXBM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-6-fluoro-7-(piperazin-1-yl)-1,4-dihydroquinolin-4-one
• IUPAC Traditional name: 1-cyclopropyl-6-fluoro-7-(piperazin-1-yl)quinolin-4-one
• Synonyms: 1-Cyclopropyl-6-fluoro-7-(1-piperazinyl)-4(1H)-quinolinone; Decarboxy Ciprofloxacin

Database IDs

• CAS Number: 105394-83-0
• PubChem SID: 162259636
• PubChem CID: 9838858

CALCULATED PROPERTIES

• Acid pKa: 16.960049
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.9423977
• LogD (pH = 7.4): 0.66989946
• Log P: 1.9662443
• Molar Refractivity: 81.8651 cm^3
• Polarizability: 29.83725 Å^3
• Polar Surface Area: 35.58 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Yellow Solid
• Melting Point: 196-198°C

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - D220500

Ciprofloxacin impurity.

REFERENCES

• Borner, K, et al.: J. Clin. Chem. Clin. Biochem., 24, 325 (1986)
• Lacroix, P., et al.: J. Pharm. Biomed. Anal., 14, 641 (1986)
• Barron, D., et al.: Anal. Chim. Acta, 415, 83 (2000,