CAS 127254-12-0: Sitafloxacin
Description:Sitafloxacin is a synthetic fluoroquinolone antibiotic characterized by its broad-spectrum antibacterial activity, particularly against Gram-negative and some Gram-positive bacteria. It functions by inhibiting bacterial DNA gyrase and topoisomerase IV, enzymes critical for DNA replication and transcription. Sitafloxacin is known for its favorable pharmacokinetic properties, including good oral bioavailability and tissue penetration, which enhance its effectiveness in treating various infections. The compound is typically administered in the form of its hydrochloride salt, which improves its solubility. Its chemical structure features a bicyclic core with a fluorine atom, contributing to its potency and resistance to certain bacterial efflux mechanisms. Sitafloxacin is primarily used in the treatment of respiratory and urinary tract infections, and it has shown efficacy against strains resistant to other antibiotics. However, like other fluoroquinolones, it may be associated with side effects, including gastrointestinal disturbances and potential effects on tendon health. As with any antibiotic, appropriate use is essential to minimize the risk of resistance development.
Formula:C19H18ClF2N3O3
InChI:InChI=1S/C19H18ClF2N3O3/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28)/t10-,12+,13+/m0/s1
InChI key:InChIKey=PNUZDKCDAWUEGK-CYZMBNFOSA-N
SMILES:O=C(O)C1=CN(C2=C(Cl)C(=C(F)C=C2C1=O)N3CC(N)C4(C3)CC4)C5CC5F
- Synonyms:
- 3-Quinolinecarboxylic acid, 7-(7-amino-5-azaspiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-, [1R-[1α(S*),2α]]-
- 3-Quinolinecarboxylic acid, 7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-
- 5-Azaspiro[2.4]heptane, 3-quinolinecarboxylic acid deriv.
- 7-[(4S)-4-Amino-6-azaspiro[2.4]heptan-6-yl]-8-chloro-6-fluoro-1-[(2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid
- 7-[(7S)-7-Amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
- 7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
- 7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(2S)-2-fluorocyclopropyl]-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
- DU 6859a
- Du 6859
- Gracevit
- See more synonyms
- Spifloxacin