389-08-2.msds-cas.com

Name :Nalidixic acid
Cas No. :389-08-2
Synonyms:NOGRAM;NALIDIXIC ACID;NALADIXIC
ACID;1,4-DIHYDRO-1-ETHYL-7-METHYL-1,8-NAPHTHYRIDIN-4-O
NE-3-CARBOXYLIC
ACID;1,4-DIHYDRO-1-ETHYL-7-METHYL-4-OXO-1,8-NAPHTHYRI
DINE-3-CARBOXYLIC
ACID;1-ETHYL-1,4-DIHYDRO-7-METHYL-4-OXO-1,8-NAPHTHYRI
DINE-3-CARBOXYLIC
ACID;1-ETHYL-7-METHYL-1,8-NAPHTHYRIDINE-4-ONE-3-CARBO
XYLIC
ACID;1,8-Naphthyridine-3-carboxylicacid,1-ethyl-1,4-dihydro-7-m
ethyl-4-oxo-
Molecular Formula:C12H12N2O3
Molecular Weight:232.24
Wiki:
Nalidixic acid Systematic (IUPAC) name
1-Ethyl-7-methyl-4-oxo-[1,8]naphthyridine-3-carboxylic acid Clinical
data AHFS/Drugs.com Consumer Drug Information Pregnancy cat. B
U.S. Legal status Not FDA approved for clinical use in the United
States Routes Oral Pharmacokinetic data Protein binding 90%
Metabolism Partially Hepatic Half-life 6-7 hours, significantly longer in
renal impairment Identifiers CAS number 389-08-2Â Y ATC code J01
MB02 PubChem CID 4421 DrugBank DB00779 ChemSpider 4268Â Y
UNII 3B91HWA56MÂ Y KEGG D00183Â Y ChEBI CHEBI:100147Â Y
ChEMBL CHEMBL5Â Y Chemical data Formula C12H12N2O3Â Mol.
mass 232.235 g/mol SMILES
O=C\2c1c(nc(cc1)C)N(/C=C/2C(=O)O)CC InChI
InChI=1S/C12H12N2O3/c1-3-14-6-9(12(16)17)10(15)8-5-4-7(2)13-11
(8)14/h4-6H,3H2,1-2H3,(H,16,17)Â Y
Key:MHWLWQUZZRMNGJ-UHFFFAOYSA-NÂ Y Â YÂ (what is
this?)Â Â (verify) Nalidixic acid (tradenames Nevigramon, Neggram
, Wintomylon and WIN 18,320) is the first of the synthetic quinolone
antibiotics. In the technical sense, it is a naphthyridone, not a
quinolone: its ring structure is a 1,8-naphthyridine nucleus that
contains two nitrogen atoms, unlike quinoline, which has a single
nitrogen atom.[1] Synthetic quinolone antibiotics were discovered by
George Lesher and coworkers as a byproduct of chloroquine
manufacture in the 1960s.[1] Used clinically from 1967.[1] Nalidixic
acid is effective against both gram-positive and gram-negative
bacteria. In lower concentrations, it acts in a bacteriostatic manner;
that is, it inhibits growth and reproduction. In higher concentrations, it
is bactericidal, meaning that it kills bacteria instead of merely
inhibiting their growth. It has historically been used for treating urinary
tract infections, caused, for example, by Escherichia coli, Proteus,
Shigella, Enterobacter, and Klebsiella. It is no longer clinically used
for this indication in the USA as less toxic and more effective agents
are available. It is also a tool in studies as a regulation of bacterial
division. It selectively and reversibly blocks DNA replication in
susceptible bacteria. Nalidixic acid and related antibiotics inhibit a
subunit of DNA gyrase and topoisomerase IV and induce formation of
cleavage complexes.[2] It also inhibits the nicking-closing activity on
the subunit of DNA gyrase that releases the positive binding stress on
the supercoiled DNA. Get more Information about CAS No.
.

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