Compound ID | 936

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Grepafloxacin

Synonym(s): OPC 17116

Class: Fluoroquinolone

Spectrum of activity: Gram-positive  &  Gram-negative
Institute where first reported: Otsuka Pharmaceuticals, Japan; GSK, USA
Year first mentioned: 1991
Highest developmental phase: Approved by FDA in 1997
Development status: Discontinued
Reason Dropped: Withdrawn from market world-wide due to lengthening QT interval resulting in cardiac abnormalities and death
Chemical structure(s):
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Molecular weight: 359.4
Iso. SMILES: CC1CN(CCN1)C2=C(C(=C3C(=C2)N(C=C(C3=O)C(=O)O)C4CC4)C)F
InChI Key: AIJTTZAVMXIJGM-UHFFFAOYSA-N
Can. SMILES: CC1CN(CCN1)C2=CC3=C(C(=C2F)C)C(=O)C(=CN3C4CC4)C(=O)O
InChI: InChI=1S/C19H22FN3O3/c1-10-8-22(6-5-21-10)15-7-14-16(11(2)17(15)20)18(24)13(19(25)26)9-23(14)12-3-4-12/h7,9-10,12,21H,3-6,8H2,1-2H3,(H,25,26)
External links:
PubChem link: https://pubchem.ncbi.nlm.nih.gov/compound/72474
Guide to Pharmacology: grepafloxacin
Citation: https://journals.asm.org/doi/10.1128/aac.36.3.573

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