CAS 127254-11-9

7-[(7S)-7-Amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Description:

The chemical substance with the name "7-[(7S)-7-Amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid" and CAS number "127254-11-9" is a synthetic compound that belongs to the class of quinolone antibiotics. It features a complex structure characterized by a quinoline core, which is modified with various functional groups, including an amino group, halogens (chlorine and fluorine), and a spirocyclic moiety. The presence of the 1,4-dihydro-4-oxo group indicates its potential activity as an antibacterial agent, as this structural motif is often associated with the mechanism of action of quinolone antibiotics, which typically inhibit bacterial DNA gyrase or topoisomerase IV. The stereochemistry of the molecule, indicated by the specific configurations at certain chiral centers, may influence its biological activity and pharmacokinetics. Overall, this compound's unique structural features suggest it may have specific therapeutic applications, particularly in treating bacterial infections.

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-/m1/s1

InChI key: InChIKey=PNUZDKCDAWUEGK-KGYLQXTDSA-N

SMILES: N[C@H]1C2(CN(C1)C=3C(Cl)=C4N(C=C(C(O)=O)C(=O)C4=CC3F)[C@@H]5[C@H](F)C5)CC2

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-, [1S-[1α(R*),2α]]-
• 3-Quinolinecarboxylic acid, 7-[(7S)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1S,2R)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-
• 3-Quinolinecarboxylicacid,7-(7-amino-5-azaspiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-,[1S-[1a(R*),2a]]-
• 5-Azaspiro[2.4]heptane, 3-quinolinecarboxylic acid deriv.
• 7-[(7S)-7-Amino-5-Azaspiro[2.4]Hept-5-Yl]-8-Chloro-6-Fluoro-1-[(1S,2R)-2-Fluorocyclopropyl]-1,4-Dihydro-4-Oxo-3-Quinolinecarboxylic Acid
• Du 6856

(1S,2R,7S)-Sitafloxacin

CAS: 127254-11-9

Formula: C₁₉H₁₈ClF₂N₃O₃

Molecular weight: 409.82

Ref: 4Z-S-079039

(1S,2R,7S)-Sitafloxacin

CAS: 127254-11-9

(1S,2R,7S)-Sitafloxacin (DU-6856) is an enantiomer of Sitafloxacin and functions as a topoisomerase inhibitor. As an antibiotic, it demonstrates inhibitory activity against Escherichia coli DNA gyrase (IC50 0.18 μg/mL) and Staphylococcus aureus topoisomerase IV. (1S,2R,7S)-Sitafloxacin exhibits antibacterial properties and is utilized in the study of various bacterial infections.

Formula: C₁₉H₁₈ClF₂N₃O₃

Color and Shape: Solid

Molecular weight: 409.81

Ref: TM-T207616