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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H26FN3O5.ClH
Molecular Weight 467.918
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALALEVONADIFLOXACIN HYDROCHLORIDE

SMILES

Cl.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=XWWJPQYPMLTWRH-FXMYHANSSA-N
InChI=1S/C22H26FN3O5.ClH/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;/h9-13H,3-8,24H2,1-2H3,(H,28,29);1H/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 ClH
Molecular Weight 36.461
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
Antibacterial susceptibility of a vancomycin-resistant Staphylococcus aureus strain isolated at the Hershey Medical Center.
2003 Nov
Antianaerobic activity of a novel fluoroquinolone, WCK 771, compared to those of nine other agents.
2004 Aug
Antistaphylococcal activity of WCK 771, a tricyclic fluoroquinolone, in animal infection models.
2004 Dec
In vitro activity of the new quinolone WCK 771 against staphylococci.
2004 Sep
Activity of the new quinolone WCK 771 against pneumococci.
2005 Jan
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
Simple liquid chromatography-tandem mass spectrometry method for determination of novel anti-methicillin-resistant Staphylococcus aureus fluoroquinolone WCK 771 in human serum.
2007 Feb 1
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 Fri Dec 15 17:34:48 GMT 2023
Edited
by admin
on Fri Dec 15 17:34:48 GMT 2023
Record UNII
0QZX09B73G
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ALALEVONADIFLOXACIN HYDROCHLORIDE
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, HYDROCHLORIDE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
24983857
Created by admin on Fri Dec 15 17:34:48 GMT 2023 , Edited by admin on Fri Dec 15 17:34:48 GMT 2023
PRIMARY
FDA UNII
0QZX09B73G
Created by admin on Fri Dec 15 17:34:48 GMT 2023 , Edited by admin on Fri Dec 15 17:34:48 GMT 2023
PRIMARY
CAS
396132-82-4
Created by admin on Fri Dec 15 17:34:48 GMT 2023 , Edited by admin on Fri Dec 15 17:34:48 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE