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

• ChemBase ID: 106087
• Molecular Formular: C19H22FN3O3
• Molecular Mass: 359.3946832
• Monoisotopic Mass: 359.1645198
• SMILES: CCN1CCN(CC1)c1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
• Canonical SMILES: CCN1CCN(CC1)c1cc2c(cc1F)c(=O)c(cn2C1CC1)C(=O)O
• InChI: InChI=1S/C19H22FN3O3/c1-2-21-5-7-22(8-6-21)17-10-16-13(9-15(17)20)18(24)14(19(25)26)11-23(16)12-3-4-12/h9-12H,2-8H2,1H3,(H,25,26)
• InChIKey: SPFYMRJSYKOXGV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• IUPAC Traditional name: baytril; 1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
• Synonyms: 1-Cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid; Bay Vp 2674; 1-cyclopropyl-7-(4-ethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid; Baytril; Enrofloxacin; 1-Cyclopropyl-7-(4-ethyl-1-piperazinyl)-6-Fluoro-1,4-Dihydro-4-Oxo-3-Quinolonecarboxylic Acid; CFPQ; ENROFLOXACIN; 恩诺沙星; 恩氟沙星

Database IDs

• CAS Number: 93106-60-6
• MDL Number: MFCD00792463
• Beilstein Number: 5307824
• PubChem SID: 24860446; 24850748; 162092869
• PubChem CID: 71188

CALCULATED PROPERTIES

• Acid pKa: 5.691951
• H Acceptors: 6
• H Donor: 1
• LogD (pH = 5.5): 0.96408343
• LogD (pH = 7.4): 0.58767277
• Log P: 1.1507784
• Molar Refractivity: 97.9827 cm^3
• Polarizability: 35.92522 Å^3
• Polar Surface Area: 64.09 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: chloroform
• Apperance: Pale Yellow Solid
• Melting Point: 219-221°C; 224-226°C

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C
• RTECS: VB1993650
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: Others
• Mechanism of Action: DNA gyrase and topoisomerase IV inhibitor

Product Information

• Purity: ≥98.0% (HPLC)
• Grade: VETRANAL™, analytical standard
• Salt Data: Free Base
• Suitability: suitable for 1694 per US EPA
• Application(s): Veterinary antibacterial agent
• Empirical Formula (Hill Notation): C19H22FN3O3

DETAILS

MP Biomedicals - 02199019

Antibacterial Agent

Sigma Aldrich - 33699

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - E557800

Fluorinated quinolone antibacterial.

REFERENCES

• Altreuther, P., et al.: Vet. Med. Rev., 2, 87 (1987)
• Grohe, K. et al., Annalen, 1987, 29, (synth)
• Altreuther, P., Vet. Med. Rev., 1987, 87, (rev, pharmacol, tox)
• Drugs of the Future, 1988, 13, 305, (rev)
• Tyczkowska, K. et al., J. Chromatogr., 1989, 493, 337, (hplc)
• Tarbin, J.A. et al., Food Addit. Contam., 1992, 9, 345, (hplc)
• Martindale, The Extra Pharmacopoeia, 30th edn., Pharmaceutical Press, 1993, 161
• Tyczkowska, K.L. et al., J. Chromatogr., B: Biomed. Appl., 1994, 658, 341, (hplc)
• Rutgers, H.C. et al., Vet. Rec., 1994, 135, 357, (activity)