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Merck
CN

97023

Nalidixic acid

analytical standard

Synonym(s):

1,4-Dihydro-1-ethyl-7-methyl-1,8-naphthyridin-4-one-3-carboxylic acid, 1-Ethyl-1,4-dihydro-7-methyl-4-oxo-1,8-naphthyridine-3-carboxylic acid

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About This Item

Empirical Formula (Hill Notation):
C12H12N2O3
CAS Number:
389-08-2
Molecular Weight:
232.24
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329770542
EC Number:
206-864-7
Beilstein/REAXYS Number:
750515
MDL number:
MFCD00006884

Key Documents

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Product Name

Nalidixic acid, analytical standard

InChI key

MHWLWQUZZRMNGJ-UHFFFAOYSA-N

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)

SMILES string

CCN1C=C(C(O)=O)C(=O)c2ccc(C)nc12

grade

analytical standard

assay

≥97.0% (TLC)
≥99.0% (T)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

227-229 °C (lit.)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Chemical structure: quinolone

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
BCCN2045
BCCL8817
BCCM2318
BCCG3822
BCCD8640

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George X Song-Zhao et al.
Mucosal immunology, 7(4), 763-774 (2013-11-28)
Polymorphisms in the intracellular pattern recognition receptor gene NLRP3 (NLR family, pyrin domain containing 3) have been associated with susceptibility to Crohn's disease, a type of inflammatory bowel disease. Following tissue damage or infection, NLRP3 triggers the formation of inflammasomes
Christopher M Parry
Transactions of the Royal Society of Tropical Medicine and Hygiene, 98(7), 413-422 (2004-05-13)
Multidrug-resistant (MDR) Salmonella Typhi (resistant to chloramphenicol, ampicillin, and trimethoprim-sulphamethoxazole) and isolates with reduced susceptibility to fluoroquinolones (indicated by resistance to nalidixic acid, NaR) have caused epidemics and become endemic in southern Viet Nam during the 1990s. Short courses of
Drug therapy reviews: nalidixic acid.
R Gleckman et al.
American journal of hospital pharmacy, 36(8), 1071-1076 (1979-08-01)
Fumie Adachi et al.
The Science of the total environment, 444, 508-514 (2013-01-08)
Fluoroquinolones (FQs) have been detected in aquatic environments in several countries. Long-term exposure to low levels of antimicrobial agents provides selective pressure, which might alter the sensitivity of bacteria to antimicrobial agents in the environment. Here, we examined FQ levels
Angella Dorsey-Oresto et al.
Cell reports, 3(2), 528-537 (2013-02-19)
Stress-mediated programmed cell death (PCD) in bacteria has recently attracted attention, largely because it raises novel possibilities for controlling pathogens. How PCD in bacteria is regulated to avoid population extinction due to transient, moderate stress remains a central question. Here
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