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: 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-, [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
• Spifloxacin

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-

CAS: 127254-12-0

Formula: C₁₉H₁₈ClF₂N₃O₃

Purity: 99%

Color and Shape: Solid

Molecular weight: 409.8143

Ref: IN-DA000WTZ

Sitafloxacin-d4

CAS: 127254-12-0

Formula: C₁₉H₁₄D₄ClF₂N₃O₃

Color and Shape: White To Off-White Solid

Molecular weight: 413.84

Ref: 4Z-S-079005

Sitafloxacin

CAS: 127254-12-0

Sitafloxacin: potent broad-spectrum oral fluoroquinolone effective against resistant strains.

Formula: C₁₉H₁₈ClF₂N₃O₃

Purity: 99.2%

Color and Shape: Solid

Molecular weight: 409.81

Ref: TM-T6349L

Sitafloxacin

CAS: 127254-12-0

Sitafloxacin

Purity: ≥98%

Molecular weight: 409.81g/mol

Ref: 54-BUP09356

Sitafloxacin

CAS: 127254-12-0

Ref: 7W-GA0080

Sitafloxacin

CAS: 127254-12-0

Formula: C₁₉H₁₈ClF₂N₃O₃

Color and Shape: White To Off-White Solid

Molecular weight: 409.82

Ref: 4Z-S-079001

Sitafloxacin

CAS: 127254-12-0

Formula: C₁₉H₁₈ClF₂N₃O₃

Color and Shape: Neat

Molecular weight: 409.81

Ref: 04-C16970810

Sitafloxacin

CAS: 127254-12-0

Sitafloxacin is an antibacterial agent belonging to the fluoroquinolone class of antibiotics, which is synthetically derived from chemical processes involving fluorinated quinolones. Its mode of action involves the inhibition of bacterial DNA gyrase and topoisomerase IV, enzymes crucial for bacterial DNA replication and transcription. By interfering with these enzymes, Sitafloxacin effectively hampers bacterial DNA synthesis, leading to the eventual demise of the bacterial cell.

Formula: C₁₉H₁₈ClF₂N₃O₃

Purity: Min. 95%

Color and Shape: Solid

Molecular weight: 409.81 g/mol

Ref: 3D-FS103799

Sitafloxacin 100 µg/mL in Acetonitrile

Controlled Product

CAS: 127254-12-0

Formula: C₁₉H₁₈ClF₂N₃O₃

Color and Shape: Single Solution

Molecular weight: 409.81

Ref: 04-A16970810AL-100