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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:
3374-05-8
Molecular Weight:
254.22
NACRES:
NA.77
PubChem Substance ID:
24278589
UNSPSC Code:
12352106
EC Number:
222-159-7
MDL number:
MFCD00064376
Beilstein/REAXYS Number:
3580062
Form:
powder
Quality level:
200

Key Documents

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Product Name

Nalidixic acid sodium salt, powder

Quality Level

200

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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General description

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.
Chemical structure: quinolone

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.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

hcodes

H302,H351

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

Substances Subject to be Indicated Names

ishl_indicated

Substances Subject to be Notified Names

ishl_notified

N4382-100G:4548174008096 + N4382-5G:4548174008126 + N4382-RSAMPLE: + N4382-25G:4548174008119 + N4382-BULK: + N4382-1G:4548174008102 + N4382-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
0000491339
0000491339
0000491346
0000491346
0000480610

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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
Michelle H Larsen et al.
Vaccine, 27(34), 4709-4717 (2009-06-09)
Tuberculosis (TB) remains a global health burden for which safe vaccines are needed. BCG has limitations as a TB vaccine so we have focused on live attenuated Mycobacterium tuberculosis mutants as vaccine candidates. Prior to human studies, however, it is
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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