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Details

Stereochemistry EPIMERIC
Molecular Formula 2C20H25N3O4.2C4H6O5.H2O
Molecular Weight 1029.0506
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NEMONOXACIN MALATE HEMIHYDRATE

SMILES

O.OC(CC(O)=O)C(O)=O.OC(CC(O)=O)C(O)=O.COC1=C2N(C=C(C(O)=O)C(=O)C2=CC=C1N3C[C@@H](C)C[C@H](N)C3)C4CC4.COC5=C6N(C=C(C(O)=O)C(=O)C6=CC=C5N7C[C@@H](C)C[C@H](N)C7)C8CC8

InChI

InChIKey=XNVZOGKOFKLWFQ-ABLBMNRKSA-N
InChI=1S/2C20H25N3O4.2C4H6O5.H2O/c2*1-11-7-12(21)9-22(8-11)16-6-5-14-17(19(16)27-2)23(13-3-4-13)10-15(18(14)24)20(25)26;2*5-2(4(8)9)1-3(6)7;/h2*5-6,10-13H,3-4,7-9,21H2,1-2H3,(H,25,26);2*2,5H,1H2,(H,6,7)(H,8,9);1H2/t2*11-,12-;;;/m00.../s1

HIDE SMILES / InChI
Nemonoxacin is a non-fluorinated quinolone antibiotic in clinical development in an oral and intravenous formulation. It exhibits potent antibacterial activities against Gram-positive, Gram-negative, and atypical pathogens, especially methicillin-resistant Staphylococcus aureus. The molecule inhibits bacterial DNA synthesis by forming a ternary complex with a DNA molecule and gyrase and topoisomerase IV enzymes, thus blocking bacterial DNA supercoiling. Nemonoxacin is developed by TaiGen Biotechnology Company and has reached worldwide approval in 2014 and is marketed under the name Taigexyn®.

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative in vitro activities of the new quinolone nemonoxacin (TG-873870), gemifloxacin and other quinolones against clinical isolates of Mycobacterium tuberculosis.
2009 Aug
In vitro activity of nemonoxacin (TG-873870), a novel non-fluorinated quinolone, against clinical isolates of Staphylococcus aureus, enterococci and Streptococcus pneumoniae with various resistance phenotypes in Taiwan.
2009 Dec
Comparative in vitro activities of nemonoxacin, doripenem, tigecycline and 16 other antimicrobials against Nocardia brasiliensis, Nocardia asteroides and unusual Nocardia species.
2009 Jul
New antibiotics for antibiotic-resistant bacteria.
2009 May 28
Gateways to clinical trials.
2010 Jun
In vivo antibacterial activity of nemonoxacin, a novel non-fluorinated quinolone.
2010 Nov
In vitro activity of nemonoxacin, tigecycline, and other antimicrobial agents against Helicobacter pylori isolates in Taiwan, 1998-2007.
2010 Nov
Patents
Name Type Language
NEMONOXACIN MALATE HEMIHYDRATE
Common Name English
TAIGEXYN
Brand Name English
BUTANEDIOIC ACID, 2-HYDROXY-, COMPD. WITH 7-((3S,5S)-3-AMINO-5-METHYL-1-PIPERIDINYL)-1-CYCLOPROPYL-1,4-DIHYDRO-8-METHOXY-4-OXO-3-QUINOLINECARBOXYLIC ACID, HYDRATE (2:2:1)
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID10241765
Created by admin on Sat Dec 16 03:08:14 UTC 2023 , Edited by admin on Sat Dec 16 03:08:14 UTC 2023
PRIMARY
CAS
951313-26-1
Created by admin on Sat Dec 16 03:08:14 UTC 2023 , Edited by admin on Sat Dec 16 03:08:14 UTC 2023
PRIMARY
FDA UNII
Y97F3051FH
Created by admin on Sat Dec 16 03:08:14 UTC 2023 , Edited by admin on Sat Dec 16 03:08:14 UTC 2023
PRIMARY
PUBCHEM
71587894
Created by admin on Sat Dec 16 03:08:14 UTC 2023 , Edited by admin on Sat Dec 16 03:08:14 UTC 2023
PRIMARY