CAS 110871-86-8: Sparfloxacin
Description:Sparfloxacin is a synthetic antibiotic belonging to the fluoroquinolone class, primarily used to treat bacterial infections. Its chemical structure features a bicyclic core with a fluorine atom, which enhances its antibacterial activity. Sparfloxacin exhibits broad-spectrum activity against both Gram-positive and Gram-negative bacteria, making it effective for respiratory tract infections, skin infections, and certain types of urinary tract infections. The mechanism of action involves the inhibition of bacterial DNA gyrase and topoisomerase IV, enzymes crucial for DNA replication and repair. Sparfloxacin is known for its favorable pharmacokinetic properties, including good oral bioavailability and a relatively long half-life, allowing for once-daily dosing. However, like other fluoroquinolones, it may be associated with side effects such as gastrointestinal disturbances, central nervous system effects, and potential tendon damage. Due to concerns about antibiotic resistance and adverse effects, its use is often reserved for specific indications where other antibiotics may not be effective. As with any antibiotic, appropriate use is critical to minimize resistance development.
Formula:C19H22F2N4O3
InChI:InChI=1/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+
InChI key:InChIKey=DZZWHBIBMUVIIW-DTORHVGONA-N
SMILES:O=C(O)C1=CN(C2=C(F)C(=C(F)C(N)=C2C1=O)N3CC(NC(C)C3)C)C4CC4
- Synonyms:
- 3-Quinolinecarboxylic acid, 5-amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-, cis-
- rel-5-Amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethyl-1-piperazinyl]-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
- AT 4140
- 3-Quinolinecarboxylic acid, 5-amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethyl-1-piperazinyl]-6,8-difluoro-1,4-dihydro-4-oxo-, rel-
- Sparfloxacin
- at4140
- 5-amino-1-cyclohexyl-7-(cis-3,5-dimethylpiperazino)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid
- 5-amino-1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
- ,5-dimethyl-1-piperazinyl)-4-oxo-,cis-
- 1-cyclopropyl-7-(3,5-dimethylpiperazin-1-yl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
- See more synonyms
- SPARFLOXACIN, [2-14C]- 5-25 MCI(185-925 MBQ)/MMOL, DELIVERED >
- 5-amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic acid
- ci978
- Clorsulon, Vetranal