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Merck

N4382

Nalidixic acid sodium salt

DNA gyrase inhibitor, powder

Synonym(s):

1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid sodium salt

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About This Item

Empirical Formula (Hill Notation):
C12H11N2NaO3
CAS Number:
Molecular Weight:
254.22
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
222-159-7
MDL number:
Beilstein/REAXYS Number:
3580062

Product Name

Nalidixic acid sodium salt, powder

Quality Level

InChI key

ROKRAUFZFDQWLE-UHFFFAOYSA-M

InChI

1S/C12H12N2O3.Na/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);/q;+1/p-1

SMILES string

[Na+].CCN1C=C(C([O-])=O)C(=O)c2ccc(C)nc12

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

mode of action

DNA synthesis | interferes
enzyme | inhibits

originator

Sanofi Aventis

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Application

Nalidixicacid has been used to treat the bacterial cultures to study itsresistance on Salmonella enterica and SalmonellaTyphimurium.

Biochem/physiol Actions

Nalidixic acid sodium salt is an inhibitor of bacterial DNA polymerase (DNA gyrase) and avian myeloblastoma virus reverse transcriptase. Inhibits nucleic acid and protein synthesis in Saccharomyces cerevisiae.

Features and Benefits

This compound is a featured product for Apoptosis research. Click here to discover more featured Apoptosis products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

General description

Chemical structure: quinolone
Nalidixic acid is a quinolone and can block the activity of bacterial topoisomerase type II enzyme, thereby stopping bacterial replication. It is a potential antibacterial agent against Gram-negative bacteria than Gram-positive bacteria. Nalidixic acid has been studied in the management of urinary tract infections.

pictograms

Health hazardExclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves


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Nalidixic Acid
Acta Entomologica Silesiana, 154-175 (1979)
Daniel Hernandez-Patlan et al.
Frontiers in veterinary science, 6, 108-108 (2019-05-21)
Decreases in the use of antibiotics and anticoccidials in the poultry industry have risen the appearance of necrotic enteritis (NE). The purpose of this study was to evaluate the effect of a Bacillus direct-fed microbial (DFM) on growth performance, intestinal
Thu D M Pham et al.
MedChemComm, 10(10), 1719-1739 (2019-12-06)
The quinolone antibiotics arose in the early 1960s, with the first examples possessing a narrow-spectrum of activity with unfavorable pharmacokinetic properties. Over time, the development of new quinolone antibiotics has led to improved analogues with an expanded spectrum and high
Omar F Prado-Rebolledo et al.
Avian pathology : journal of the W.V.P.A, 46(1), 90-94 (2016-08-23)
Two experiments were conducted to evaluate the effect of a lactic acid bacteria-based probiotic (FloraMax-B11®) against Salmonella enterica serovar Enteritidis intestinal colonization and intestinal permeability in broiler chickens. Experiment 1 consisted of two independent trials. In each trial, day-old broiler
Margarita A Arreguin-Nava et al.
Animals : an open access journal from MDPI, 9(9) (2019-09-20)
The effect of Lactobacillus spp.-based probiotic candidates on Salmonella enterica serovar Enteritidis (SE) colonization was evaluated in two separate experiments. In each experiment, sixty-one day-of-hatch female turkey poults were obtained from a local hatchery. In both experiments, poults were challenged

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