PREMAFLOXACIN

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 Search

SMILES

CN[C@@H](C)[C@@H]1CCN(C1)C2=C(F)C=C3C(=O)C(=CN(C4CC4)C3=C2OC)C(O)=O

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/8818906 | https://www.ncbi.nlm.nih.gov/pubmed/8937972 | https://www.ncbi.nlm.nih.gov/pubmed/9145899 | https://www.ncbi.nlm.nih.gov/pubmed/9423158

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.

Originator

Approval Year

PubMed

Title	Date	PubMed
Characterization and interconversion of polymorphs of premafloxacin, a new quinolone antibiotic.	1997-12	9423158

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:32:25 GMT 2025` Edited by `admin` on `Mon Mar 31 21:32:25 GMT 2025`
Record UNII	UOM2HMO524
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PREMAFLOXACIN

Official Name

English

U-95376

Preferred 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

PREMAFLOXACIN [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C795