C8645

Cinoxacin

• Synonym(s): 1-Ethyl-1,4-dihydro-4-oxo-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
• Empirical Formula (Hill Notation): C₁₂H₁₀N₂O₅
• CAS Number: 28657-80-9
• Molecular Weight: 262.22
• NACRES: NA.85
• PubChem Substance ID: 24278343
• UNSPSC Code: 51102829
• EC Number: 249-133-8
• MDL number: MFCD00056776

Properties

• form: powder or crystals
• Quality Segment: 200
• antibiotic activity spectrum: Gram-negative bacteria
• mode of action: DNA synthesis | interferes, enzyme | inhibits
• SMILES string: CCN1N=C(C(O)=O)C(=O)c2cc3OCOc3cc12
• InChI: 1S/C12H10N2O5/c1-2-14-7-4-9-8(18-5-19-9)3-6(7)11(15)10(13-14)12(16)17/h3-4H,2,5H2,1H3,(H,16,17)
• InChI key: VDUWPHTZYNWKRN-UHFFFAOYSA-N

Description

General description

Chemical structure: quinolone

Application

Cinoxacin was used to study the rat renal organic anion transporter 1 (OAT1).[1] It is used to study fluoroquinolone-resistant Streptococcus pyogenes.[2]

Biochem/physiol Actions

Cinoxacin is a synthetic antimicrobial agent that interferes with DNA replication by inhibiting DNA gyrase and topoisomerase IV (topo IV) through tight DNA binding. The mechanism of action of cinoxacin is comparable to nalidixic acid. Cinoxacin is effective against Gram-negative bacteria and is often used to treat urinary tract infections caused by E. coli, Proteus mirabilis, Proteus vulgaris and Klebsiella sp.[3]

Other Notes

Keep container tightly closed in a dry and well-ventilated place.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)