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)

HIDE SMILES / InChI

Molecular Formula	C19H23F2N3O3
Molecular Weight	379.401
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

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
Determination of MICs of conventional and experimental drugs in liquid medium by the radiometric method against Mycobacterium avium complex.	1987	3428133
Activity of ciprofloxacin and other fluorinated quinolones against mycobacteria.	1987 Apr 27	3107379
In-vitro activity of six fluorinated quinolones against Mycobacterium tuberculosis.	1987 May	3112095
In-vitro activity of seventeen antimicrobial compounds against seven species of mycobacteria.	1988 Dec	3243734
Comparative in-vitro activities of ten fluoroquinolones and fusidic acid against Mycobacterium spp.	1990 Sep	2228828
In-vitro activities of quinolones against mycobacteria.	1993 Dec	8144420
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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:18:46 GMT 2023` Edited by `admin` on `Fri Dec 15 17:18:46 GMT 2023`
Record UNII	G6U51T1K77
Record Status	`Validated (UNII)`
Record Version

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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