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CAS 28657-80-9

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Cinoxacin

Description:
Cinoxacin is a synthetic antibiotic belonging to the fluoroquinolone class, primarily used for the treatment of urinary tract infections. Its chemical structure features a bicyclic core that includes a quinolone moiety, which is essential for its antibacterial activity. Cinoxacin exhibits broad-spectrum activity against various Gram-negative and some Gram-positive bacteria by inhibiting bacterial DNA gyrase and topoisomerase IV, enzymes critical for DNA replication and transcription. The substance is characterized by its relatively low solubility in water, which can affect its bioavailability. It is typically administered orally and is metabolized in the liver, with renal excretion of its metabolites. Common side effects may include gastrointestinal disturbances, central nervous system effects, and potential allergic reactions. Due to the emergence of antibiotic resistance, the use of cinoxacin has declined in favor of newer fluoroquinolones with improved efficacy and safety profiles. As with all antibiotics, it is crucial to use cinoxacin judiciously to minimize resistance development.
Formula:C12H10N2O5
InChI:InChI=1/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:InChIKey=VDUWPHTZYNWKRN-UHFFFAOYSA-N
SMILES:C(C)N1C2=C(C=C3C(=C2)OCO3)C(=O)C(C(O)=O)=N1
Synonyms:
  • (1,3)Dioxolo(4,5-g)cinnoline-3-carboxylic acid, 1,4-dihydro-1-ethyl-4-oxo-
  • (1,3)Dioxolo(4,5-g)cinnoline-3-carboxylic acid, 1-ethyl-1,4-dihydro-4-oxo-
  • 1-Ethyl-1,4-dihydro-4-oxo(1,3)dioxolo(4,5-g)cinnoline-3-carboxylic acid
  • 1-Ethyl-3-carboxy-6,7-methylenedioxy-4-cinnolone
  • 1-Ethyl-4-Oxo-1,4-Dihydro[1,3]Dioxolo[4,5-G]Cinnoline-3-Carboxylic Acid
  • 1-Ethyl-4-oxo-1H,4H,7H-[1,3]dioxolo[4,5-g]cinnoline-3-carboxylic acid
  • 1-Ethyl-6,7-methylenedioxy-4(1H)-oxocinnoline-3-carboxylic acid
  • Brn 1084304
  • Ccris 8206
  • Cinobac
  • See more synonyms
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