CAS 119914-60-2: Grepafloxacin
Description:Grepafloxacin is a synthetic fluoroquinolone antibiotic that exhibits broad-spectrum antibacterial activity. It is primarily effective against a variety of Gram-positive and Gram-negative bacteria, making it useful in treating respiratory and urinary tract infections. The compound functions by inhibiting bacterial DNA gyrase and topoisomerase IV, enzymes critical for DNA replication and transcription. Grepafloxacin is characterized by its relatively high oral bioavailability and a favorable pharmacokinetic profile, allowing for effective systemic distribution. However, like other fluoroquinolones, it may be associated with side effects, including gastrointestinal disturbances, central nervous system effects, and potential tendon damage. Its use has been limited in some regions due to concerns over safety and the emergence of bacterial resistance. Grepafloxacin's chemical structure includes a bicyclic core with a fluorine atom, which enhances its antibacterial potency compared to earlier generations of quinolones. Overall, while it has therapeutic applications, careful consideration of its risks and benefits is essential in clinical practice.
Formula:C19H22FN3O3
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)
InChI key:InChIKey=AIJTTZAVMXIJGM-UHFFFAOYSA-N
SMILES:O=C(O)C1=CN(C2=CC(=C(F)C(=C2C1=O)C)N3CCNC(C)C3)C4CC4
- Synonyms:
- Grepafloxacin
- 1-Cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-3-quinolinecarboxylic acid
- 3-Quinolinecarboxylic acid, 1-cyclopropyl-6-fluoro-1,4-dihydro-5-methyl-7-(3-methyl-1-piperazinyl)-4-oxo-
- Tomefloxacin
- 1-Cyclopropyl-6-fluoro-7-(3-methyl-1-piperazinyl)-5-methyl-1,4-dihydro-4-oxoquinoline-3-carboxylic acid
