Gatifloxacin hemihydrateProduct ingredient for Gatifloxacin
- Name
- Gatifloxacin hemihydrate
- Drug Entry
- Gatifloxacin
Gatifloxacin is an antibiotic agent and a member of the fourth-generation fluoroquinolone family. It works by inhibiting the bacterial enzymes DNA gyrase and topoisomerase IV. It was first introduced by Bristol-Myers Squibb in 1999 under the brand name Tequin® for the treatment of respiratory tract infections. Gatifloxacin is available as tablets and in various aqueous solutions for intravenous therapy. It is also available as eye drops under the brand name Zymar® marketed by Allergan.
The FDA withdrew its approval for the use of non-ophthalmic drug products containing gatifloxacin due to the high prevalence of gatifloxacin-associated dysglycemia adverse event reports and the high incidence of hyperglycemic and hypoglycemic episodes in patients taking gatifloxacin compared to those on macrolide antibiotics.5,6
- Accession Number
- DBSALT002718
- Structure
- Synonyms
- Not Available
- UNII
- AN201CY09J
- CAS Number
- 404858-36-2
- Weight
- Average: 768.816
Monoisotopic: 768.329433411 - Chemical Formula
- C38H46F2N6O9
- InChI Key
- ISCAXBHESPTGIQ-UHFFFAOYSA-N
- InChI
- InChI=1S/2C19H22FN3O4.H2O/c2*1-10-8-22(6-5-21-10)16-14(20)7-12-15(18(16)27-2)23(11-3-4-11)9-13(17(12)24)19(25)26;/h2*7,9-11,21H,3-6,8H2,1-2H3,(H,25,26);1H2
- IUPAC Name
- bis(1-cyclopropyl-6-fluoro-8-methoxy-7-(3-methylpiperazin-1-yl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid) hydrate
- SMILES
- O.COC1=C(N2CCNC(C)C2)C(F)=CC2=C1N(C=C(C(O)=O)C2=O)C1CC1.COC1=C(N2CCNC(C)C2)C(F)=CC2=C1N(C=C(C(O)=O)C2=O)C1CC1
- External Links
- ChemSpider
- 32699115
- Predicted Properties
Property Value Source Water Solubility 0.631 mg/mL ALOGPS logP -0.23 ALOGPS logP -0.61 Chemaxon logS -2.8 ALOGPS pKa (Strongest Acidic) 5.49 Chemaxon pKa (Strongest Basic) 8.73 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 7 Chemaxon Hydrogen Donor Count 2 Chemaxon Polar Surface Area 82.11 Å2 Chemaxon Rotatable Bond Count 8 Chemaxon Refractivity 98.82 m3·mol-1 Chemaxon Polarizability 38.15 Å3 Chemaxon Number of Rings 8 Chemaxon Bioavailability 1 Chemaxon Rule of Five No Chemaxon Ghose Filter No Chemaxon Veber's Rule No Chemaxon MDDR-like Rule Yes Chemaxon