ECENOFLOXACIN

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C19H21FN4O3
Molecular Weight	372.3934
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12CN(C[C@]1(C)C[C@@H]2N)C3=NC4=C(C=C3F)C(=O)C(=CN4C5CC5)C(O)=O

InChI

InChIKey=WNVIWAUAXKEKKF-PJFSTRORSA-N

InChI=1S/C19H21FN4O3/c1-19-5-14(21)12(19)7-23(8-19)17-13(20)4-10-15(25)11(18(26)27)6-24(9-2-3-9)16(10)22-17/h4,6,9,12,14H,2-3,5,7-8,21H2,1H3,(H,26,27)/t12-,14-,19-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C19H21FN4O3
Molecular Weight	372.3934
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9333049 | https://adisinsight.springer.com/drugs/800004010

Ecenofloxacin (CFC-222), a fluoroquinolone, is a broad-spectrum antibacterial compound acting as a ype II DNA topoisomerase inhibitor. It exerts antibacterial activities against gram-positive, gram-negative, and anaerobic organisms. Ecenofloxacin development as an antibacterial agent has been discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
In vitro and in vivo antibacterial activities of CFC-222, a novel broad spectrum fluoroquinolone.	1995	8549317
In vitro and in vivo antibacterial efficacies of CFC-222, a new fluoroquinolone.	1997 Oct	9333049

Sample Use Guides

In Vitro Use Guide

Ecenofloxacin (CFC-222) was more active than the other fluoroquinolones tested against gram-positive bacteria. CFC-222 was particularly active against Streptococcus pneumoniae (MIC at which 90% of isolates are inhibited [MIC90], 0.2 microg/ml), Staphylococcus aureus (MIC90, 0.2 microg/ml for ciprofloxacin-susceptible strains), and Enterococcus faecalis (MIC90, 0.39 microg/ml). Against Escherichia coli and other members of the family Enterobacteriaceae, CFC-222 was slightly less active than ciprofloxacin (MIC90s for E. coli, 0.1 and 0.025 microg/ml, respectively).

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:34:15 UTC 2023` Edited by `admin` on `Fri Dec 15 15:34:15 UTC 2023`
Record UNII	3613ZY362L
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ECENOFLOXACIN

Official Name

English

CFC-222

Code

English

CFC222

Code

English

ecenofloxacin [INN]

Common Name

English

(+)-7-((1R,5S,6S)-6-AMINO-1-METHYL-3-AZABICYCLO(3.2.0)HEPT-3-YL)-1-CYCLOPROPYL-6-FLUORO-1,4-DIHYDRO-4-OXO-1,8-NAPHTHYRIDINE-3-CARBOXYLIC ACID

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C795