U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C21H26FN3O4
Molecular Weight 403.4472
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PREMAFLOXACIN

SMILES

[H][C@]1(CCN(C1)C2=C(OC)C3=C(C=C2F)C(=O)C(=CN3C4CC4)C(O)=O)[C@H](C)NC

InChI

InChIKey=SUQUWONDIBHQOZ-NWDGAFQWSA-N
InChI=1S/C21H26FN3O4/c1-11(23-2)12-6-7-24(9-12)18-16(22)8-14-17(20(18)29-3)25(13-4-5-13)10-15(19(14)26)21(27)28/h8,10-13,23H,4-7,9H2,1-3H3,(H,27,28)/t11-,12+/m0/s1

HIDE SMILES / InChI

Molecular Formula C21H26FN3O4
Molecular Weight 403.4472
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Premafloxacin is an 8-methoxy fluoroquinolone derivative patented by American pharmaceutical company Warner-Lambert Co. as an antibacterial agent. In preclinical studied. Premafloxacin was equivalent to ciprofloxacin, enrofloxacin, and danofloxacin in activity against the gram-negative bacilli but was much more active than the comparison antimicrobial agents (against the staphylococci, streptococci, and anaerobes. Premafloxacin acts as a topoisomerase IV inhibitor with enhanced activity against Staphylococcus aureus.

Approval Year

PubMed

PubMed

TitleDatePubMed
Characterization and interconversion of polymorphs of premafloxacin, a new quinolone antibiotic.
1997 Dec
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:42:41 UTC 2023
Edited
by admin
on Sat Dec 16 05:42:41 UTC 2023
Record UNII
UOM2HMO524
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PREMAFLOXACIN
INN   USAN  
USAN   INN  
Official Name English
REMAFLOXACIN
Common Name English
1-Cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(3R)-3-[(1S)-1-(methylamino)ethyl]-1-pyrrolidinyl]-4-oxo-3-quinolinecarboxylic acid
Systematic Name English
premafloxacin [INN]
Common Name English
U-95376
Code English
PREMAFLOXACIN [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C795
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
Code System Code Type Description
SMS_ID
100000081427
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
MESH
C105016
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
NCI_THESAURUS
C66464
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
EPA CompTox
DTXSID70162407
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
ChEMBL
CHEMBL2105374
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
PUBCHEM
71455
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
EVMPD
SUB10025MIG
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
CAS
143383-65-7
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
INN
7333
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
USAN
GG-29
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
FDA UNII
UOM2HMO524
Created by admin on Sat Dec 16 05:42:41 UTC 2023 , Edited by admin on Sat Dec 16 05:42:41 UTC 2023
PRIMARY
Related Record Type Details
TARGET ORGANISM->INHIBITOR
Related Record Type Details
ACTIVE MOIETY