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N4382

Sigma-Aldrich

Nalidixic acid sodium salt

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
Beilstein:
3580062
EC Number:
222-159-7
MDL number:
MFCD00064376
UNSPSC Code:
12352106
PubChem Substance ID:
24278589
NACRES:
NA.77

form

powder

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

originator

Sanofi Aventis

SMILES string

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

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

InChI key

ROKRAUFZFDQWLE-UHFFFAOYSA-M

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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.

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

Signal Word

Warning

Hazard Statements

H302,H351

Hazard Classifications

Acute Tox. 4 Oral - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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