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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:
985-16-0
Molecular Weight:
436.46
MDL number:
MFCD00056863
UNSPSC Code:
41116107
EC Number:
213-574-4
NACRES:
NA.24

Key Documents

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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 key

AYAPZOUDXCDGIF-FRFVDRIFSA-M

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

grade

analytical standard

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

Quality Level

100

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Related Categories

General description

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

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
GHS08

signalword

Danger

hcodes

H317,H334

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
This item has

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Certificates of Analysis (COA)

Lot/Batch Number
BCCK5973
BCCF5669
BCCD2816
BCCC5791
BCBV6202

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Mohan Pammi et al.
Pediatric research, 70(6), 578-583 (2011-08-23)
Biofilm infections are frequently caused by Staphylococcus epidermidis, are resistant to antimicrobial agents, and adversely affect patient outcomes. We evaluated farnesol (FSL), the Candida quorum-sensing molecule, on S. epidermidis biofilms, in vitro and in vivo. We evaluated ED50, ED75, and
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
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
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
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
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