Compound ID | 2042

Temafloxacin

Synonym(s): A-62254

Class: Fluoroquinolone

Spectrum of activity: Gram-positive  &  Gram-negative
Details of activity: Binds to type II topoisomerases, gyrase and topoisomerase IV and thus, inhibits DNA cleavage and ligation reactions. It kills bacterial cells by increasing the concentration of enzyme–DNA cleavage complexes, thereby inhibiting cell replication.
Description: Synthetic quinoline derivative.
Year first mentioned: 1984
Highest developmental phase: Approved by FDA in 1992
Development status: Discontinued
Reason Dropped: Safety-related withdrawal; severe hemolytic-uremic syndrome
Chemical structure(s):
Canonical SMILES: CC1CN(CCN1)C2=CC3=C(C=C2F)C(=O)C(=CN3C4=CC=C(C=C4F)F)C(=O)O
Isomeric SMILES: CC1CN(CCN1)C2=C(C=C3C(=C2)N(C=C(C3=O)C(=O)O)C4=C(C=C(C=C4)F)F)F
InChI: InChI=1S/C21H18F3N3O3/c1-11-9-26(5-4-25-11)19-8-18-13(7-16(19)24)20(28)14(21(29)30)10-27(18)17-3-2-12(22)6-15(17)23/h2-3,6-8,10-11,25H,4-5,9H2,1H3,(H,29,30)
InChI Key: QKDHBVNJCZBTMR-UHFFFAOYSA-N
Structure link: https://pubchem.ncbi.nlm.nih.gov/compound/60021
External links:
Guide to Pharmacology: temafloxacin
Main Source: https://pubmed.ncbi.nlm.nih.gov/8086558/
Citation: https://pubmed.ncbi.nlm.nih.gov/11549783/

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