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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H26FN3O5.CH4O3S
Molecular Weight 527.563
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALALEVONADIFLOXACIN MESYLATE

SMILES

CS(O)(=O)=O.C[C@H](N)C(=O)OC1CCN(CC1)C2=C(F)C=C3C(=O)C(=CN4[C@@H](C)CCC2=C34)C(O)=O

InChI

InChIKey=QFROQFYGNZZJJU-FXMYHANSSA-N
InChI=1S/C22H26FN3O5.CH4O3S/c1-11-3-4-14-18-15(20(27)16(21(28)29)10-26(11)18)9-17(23)19(14)25-7-5-13(6-8-25)31-22(30)12(2)24;1-5(2,3)4/h9-13H,3-8,24H2,1-2H3,(H,28,29);1H3,(H,2,3,4)/t11-,12-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C22H26FN3O5
Molecular Weight 431.4573
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula CH4O3S
Molecular Weight 96.106
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Levonadifloxacin is the S-(-) isomer of the benzoquinolizine fluoroquinolone nadifloxacin and is two- to four-fold more active than the racemic mixture. Levonadifloxacin is a potent antibacterial agent against Gram-positive bacteria especially against methicillin resistance Staphylococcus aureus. It also possesses potent bactericidal activity against other resistant variants like quinolone-resistant Staphylococcus aureus, vancomycin and glycopeptide intermediate Staphylococcus aureus and vancomycin resistant Staphylococcus aureus. Intravenous dosage form developed to treat complicated skin and skin structure infections and has recently completed Phase III studies in India and Phase I studies in USA.

Approval Year

PubMed

PubMed

TitleDatePubMed
Antistaphylococcal activity of WCK 771, a tricyclic fluoroquinolone, in animal infection models.
2004 Dec
Activity of the new quinolones WCK 771, WCK 1152 and WCK 1153 against clinical isolates of Streptococcus pneumoniae and Streptococcus pyogenes.
2005 Dec
Recently approved and investigational antibiotics for treatment of severe infections caused by Gram-positive bacteria.
2005 Oct
Validated chiral high-performance liquid chromatography method for a novel anti-methicillin-resistant Staphylococcus aureus fluoroquinolone WCK 771.
2006 Mar 3
In vitro activity of the quinolone WCK 771 against recent U.S. hospital and community-acquired Staphylococcus aureus pathogens with various resistance types.
2009 Feb
Intrapulmonary Pharmacokinetics of Levonadifloxacin following Oral Administration of Alalevonadifloxacin to Healthy Adult Subjects.
2018 Mar
In Vitro Activities of the Benzoquinolizine Fluoroquinolone Levonadifloxacin (WCK 771) and Other Antimicrobial Agents against Mycoplasmas and Ureaplasmas in Humans, Including Isolates with Defined Resistance Mechanisms.
2018 Nov
Electrocardiographic Effects of a Supratherapeutic Dose of WCK 2349, a Benzoquinolizine Fluoroquinolone.
2019 Jan
Identification of metabolites of novel Anti-MRSA fluoroquinolone WCK 771 in mouse, rat, rabbit, dog, monkey and human urine using liquid chromatography tandem mass spectrometry.
2019 Jul
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:35:16 GMT 2023
Edited
by admin
on Sat Dec 16 08:35:16 GMT 2023
Record UNII
FGY89D136X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALALEVONADIFLOXACIN MESYLATE
Common Name English
L-ALANINE, 1-((5S)-2-CARBOXY-9-FLUORO-6,7-DIHYDRO-5-METHYL-1-OXO-1H,5H-BENZO(IJ)QUINOLIZIN-8-YL)-4-PIPERIDINYL ESTER, METHANESULFONATE (1:1)
Systematic Name English
Code System Code Type Description
CAS
948895-94-1
Created by admin on Sat Dec 16 08:35:16 GMT 2023 , Edited by admin on Sat Dec 16 08:35:16 GMT 2023
PRIMARY
FDA UNII
FGY89D136X
Created by admin on Sat Dec 16 08:35:16 GMT 2023 , Edited by admin on Sat Dec 16 08:35:16 GMT 2023
PRIMARY
PUBCHEM
16734913
Created by admin on Sat Dec 16 08:35:16 GMT 2023 , Edited by admin on Sat Dec 16 08:35:16 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE