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

Details

Stereochemistry RACEMIC
Molecular Formula C19H23F2N3O3
Molecular Weight 379.401
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MERAFLOXACIN

SMILES

CCNCC1CCN(C1)C2=C(F)C3=C(C=C2F)C(=O)C(=CN3CC)C(O)=O

InChI

InChIKey=BAYYCLWCHFVRLV-UHFFFAOYSA-N
InChI=1S/C19H23F2N3O3/c1-3-22-8-11-5-6-24(9-11)17-14(20)7-12-16(15(17)21)23(4-2)10-13(18(12)25)19(26)27/h7,10-11,22H,3-6,8-9H2,1-2H3,(H,26,27)

HIDE SMILES / InChI
Merafloxacin (CI 934) is a quinolone antibacterial. It is an inhibitor of Type II DNA topoisomerase. It demonstrated excellent activity against gram-positive organisms, including Corynebacterium sp. In addition, although the activity of merafloxacin against gram-negative bacilli was less than that reported for similar agents, it was comparable to that of aminoglycosidic aminocyclitol antibiotics. Merafloxacin development has been discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
Determination of MICs of conventional and experimental drugs in liquid medium by the radiometric method against Mycobacterium avium complex.
1987
Activity of ciprofloxacin and other fluorinated quinolones against mycobacteria.
1987 Apr 27
In-vitro activity of six fluorinated quinolones against Mycobacterium tuberculosis.
1987 May
Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.
1990 Sep
In-vitro activities of quinolones against mycobacteria.
1993 Dec
Anti-Mycobacterium avium activity of quinolones: in vitro activities.
1993 Sep
Prediction of quinolone activity against Mycobacterium avium by molecular topology and virtual computational screening.
2000 Oct
Patents
Name Type Language
MERAFLOXACIN
INN  
USAN   INN  
Official Name English
(±)-1-ETHYL-7-(3-((ETHYLAMINO)METHYL)-1-PYRROLIDINYL)-6,8-DIFLUORO-1,4-DIHYDRO-4-OXO-3-QUINOLINECARBOXYLIC ACID
Systematic Name English
MERAFLOXACIN [USAN]
Common Name English
CI-934
Code English
merafloxacin [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C795
Created by admin on Fri Dec 15 17:18:46 GMT 2023 , Edited by admin on Fri Dec 15 17:18:46 GMT 2023
Code System Code Type Description
USAN
EE-38
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PRIMARY
FDA UNII
G6U51T1K77
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SMS_ID
100000081688
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EVMPD
SUB08767MIG
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PUBCHEM
121833
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CAS
110013-21-3
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EPA CompTox
DTXSID40869517
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INN
7075
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ChEMBL
CHEMBL6209
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NCI_THESAURUS
C83932
Created by admin on Fri Dec 15 17:18:46 GMT 2023 , Edited by admin on Fri Dec 15 17:18:46 GMT 2023
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