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Merck
CN

32071

Nafcillin sodium salt

VETRANAL®, analytical standard

Synonym(s):

(2S,5R,6R)-6-{[(2-Ethoxy-1-naphthalenyl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid sodium salt, 6-(2-Ethoxy-1-naphthamido)penicillin sodium salt

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About This Item

Empirical Formula (Hill Notation):
C21H21N2NaO5S
CAS Number:
Molecular Weight:
436.46
MDL number:
UNSPSC Code:
41116107
EC Number:
213-574-4
NACRES:
NA.24
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grade

analytical standard

Quality Level

product line

VETRANAL®

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

[Na+].S1[C@H]2N([C@H](C1(C)C)C(=O)O)C(=O)[C@H]2\N=C(/[O-])\c3c4c(ccc3OCC)cccc4

InChI

1S/C21H22N2O5S.Na/c1-4-28-13-10-9-11-7-5-6-8-12(11)14(13)17(24)22-15-18(25)23-16(20(26)27)21(2,3)29-19(15)23;/h5-10,15-16,19H,4H2,1-3H3,(H,22,24)(H,26,27);/q;+1/p-1/t15-,16+,19-;/m1./s1

InChI key

AYAPZOUDXCDGIF-FRFVDRIFSA-M

General description

Nafcillin is a penicillin antibiotic used mostly in treating mastitis of cows.
Chemical structure: β-lactam

Application

Nafcillin sodium salt (NF-PC) has been used as working standard in HPLC analysis to determine β-lactam antibiotics from milk samples and in LC–MS–MS analysis to determine NF-PC in bovine tissues.
Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Health hazard

signalword

Danger

hcodes

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

涉药品监管产品

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Pierre Tattevin et al.
Research in microbiology, 160(3), 187-192 (2009-04-16)
Growth of fluoroquinolone (FQ)-susceptible methicillin-resistant Staphylococcus aureus (MRSA) in the presence of sub-MIC FQ has been shown to enhance methicillin resistance in traditional nosocomial MRSA isolates. We aimed to confirm this phenomenon in nine community-associated MRSA (CA-MRSA) clinical isolates, and
Kanokporn Mongkolrattanothai et al.
BMC infectious diseases, 9, 112-112 (2009-07-18)
The nation-wide concern over methicillin-resistant Staphylococcus aureus (MRSA) has prompted many clinicians to use vancomycin when approaching patients with suspected staphylococcal infections. We sought to characterize the epidemiology of community-onset S. aureus infections in hospitalized children to assist local clinicians
Craig B Whitman et al.
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists, 69(12), 1049-1053 (2012-05-31)
To report a case of acute interstitial nephritis (AIN) secondary to nafcillin. A 55-year-old Hispanic man (height, 63 in.; weight, 61.2 kg) with a history of deep vein thrombosis in the right lower extremity, hypertension, hyperlipidemia, and hepatitis C infection
Steven N Leonard
PloS one, 7(7), e42103-e42103 (2012-08-01)
Continued pressure from glycopeptide use has led to non-susceptible strains of Staphylococcus aureus including heterogeneously vancomycin-intermediate S. aureus (hVISA). Infections with hVISA are associated with poor patient outcomes, thus incentivizing novel treatments. Evidence suggests that vancomycin and anti-staphylococcal penicillin susceptibility
Marin L Schweizer et al.
BMC infectious diseases, 11, 279-279 (2011-10-21)
The high prevalence of methicillin-resistant S. aureus (MRSA) has led clinicians to select antibiotics that have coverage against MRSA, usually vancomycin, for empiric therapy for suspected staphylococcal infections. Clinicians often continue vancomycin started empirically even when methicillin-susceptible S. aureus (MSSA)

Global Trade Item Number

SKUGTIN
32071-100MG04061826702093

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