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Merck
CN

32071

Supelco

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
EC Number:
213-574-4
MDL number:
MFCD00056863
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

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

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General description

Chemical structure: ß-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

Signal Word

Danger

Hazard Statements

H317,H334

Precautionary Statements

P261 - P280 - P342 + P311

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

Storage Class Code

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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M Shawn Riser et al.
The Annals of pharmacotherapy, 44(11), 1832-1835 (2010-10-21)
To report a case of methicillin-sensitive Staphylococcus aureus (MSSA) bacteremia with suspected MSSA meningitis treated with high-dose daptomycin assessed with concurrent serum and cerebrospinal fluid (CSF) concentrations. A 54-year-old male presented to the emergency department with generalized weakness and presumed
Steven N Leonard et al.
The Journal of antimicrobial chemotherapy, 68(3), 644-647 (2012-11-16)
Continued selective pressure from glycopeptide use has led to non-susceptible strains of Staphylococcus aureus, including vancomycin-intermediate S. aureus (VISA). Though relatively uncommon, VISA presents a particularly difficult clinical challenge when it arises. Pertinent to this investigation is the correlation between
Molly E Steed et al.
Antimicrobial agents and chemotherapy, 54(12), 5187-5192 (2010-10-06)
Reduced susceptibility to daptomycin has been reported in patients with infections due to methicillin-resistant Staphylococcus aureus (MRSA). Although infections with daptomycin-nonsusceptible (DNS) MRSA are infrequent, optimal therapy of these strains has not been determined. We investigated the killing effects of
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
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)
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