MERAFLOXACIN

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 Search

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)

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Description
Sources: https://adisinsight.springer.com/drugs/800000473 | https://www.ncbi.nlm.nih.gov/pubmed/3815456

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
In-vitro activity of seventeen antimicrobial compounds against seven species of mycobacteria.	1988 Dec	3243734
Anti-Mycobacterium avium activity of quinolones: in vitro activities.	1993 Sep	8239587
Prediction of quinolone activity against Mycobacterium avium by molecular topology and virtual computational screening.	2000 Oct	10991858

Patents

Name

Type

Language

MERAFLOXACIN

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