Nafcillin - CAS 147-52-4
Catalog number: 147-52-4
Category: Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C21H22N2O5S
Molecular Weight:
414.48
COA:
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Targets:
Antibacterial
Description:
Nafcillin, a semi-synthetic penicillin analogue, has been found to be an antibiotic that could be effective especially against Gram-positive bacteria.
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Purity:
98%
Appearance:
Powder
Synonyms:
Nafcillin; Naphcillin; Nafcilina; Nafcilline; Nafcillinum; Nallpen; (2S,5R,6R)-6-[(2-ethoxynaphthalene-1-carbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Storage:
Store in a cool and dry place and at 0 - 4 °C for short term (days to weeks) or -20 °C for long term (months to years).
MSDS:
Inquire
Quality Standard:
In-house standard
Quantity:
Milligram-Grams
Density:
1.42 g/cm3
InChIKey:
GPXLMGHLHQJAGZ-JTDSTZFVSA-N
InChI:
InChI=1S/C21H22N2O5S/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)/t15-,16+,19-/m1/s1
Canonical SMILES:
CCOC1=C(C2=CC=CC=C2C=C1)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)O
1.Oritavancin Combinations with β-Lactams against Multidrug-Resistant Staphylococcus aureus and Vancomycin-Resistant Enterococci.
Smith JR1, Yim J1, Raut A1, Rybak MJ2. Antimicrob Agents Chemother. 2016 Mar 25;60(4):2352-8. doi: 10.1128/AAC.03006-15. Print 2016 Apr.
Oritavancin possesses activity against vancomycin-resistant enterococci (VRE) and methicillin-resistantStaphylococcus aureus(MRSA).In vitrodata suggest synergy between beta-lactams (BLs) and vancomycin or daptomycin, agents similar to oritavancin. We evaluated the activities of BLs combined with oritavancin against MRSA and VRE. Oritavancin MICs were determined for 30 strains, 5 each of MRSA, daptomycin-nonsusceptible (DNS) MRSA, vancomycin-intermediate MRSA (VISA), heteroresistant VISA (hVISA), vancomycin-resistantEnterococcus faecalis, and vancomycin-resistantEnterococcus faecium Oritavancin MICs were determined in the presence of subinhibitory concentrations of BLs. Oritavancin combined with ceftaroline, cefazolin, or nafcillin was evaluated for lethal synergy against MRSA, and oritavancin combined with ceftaroline, ampicillin, or ertapenem was evaluated for lethal synergy against VRE in 24-h time-kill assays. Oritavancin at 0.5× the MIC was combined with BLs at 0.
2.Adverse events lead to drug discontinuation more commonly among patients who receive nafcillin compared to oxacillin.
Viehman JA1, Oleksiuk LM2, Sheridan KR1, Byers KE1, He P3, Falcione BA1, Shields RK4. Antimicrob Agents Chemother. 2016 Mar 14. pii: AAC.03122-15. [Epub ahead of print]
BACKGROUND: Nafcillin and oxacillin are used interchangeably in clinical practice, yet few studies have evaluated the safety between the two agents. Our objective was to compare the differential tolerability of nafcillin and oxacillin among hospitalized patients.
3.Analysis of 27 antibiotic residues in raw cow's milk and milk-based products--validation of Delvotest® T.
Bion C1, Beck Henzelin A1, Qu Y2, Pizzocri G3, Bolzoni G4, Buffoli E4. Food Addit Contam Part A Chem Anal Control Expo Risk Assess. 2016;33(1):54-9. doi: 10.1080/19440049.2015.1104731. Epub 2015 Nov 16.
Delvotest® T was evaluated for its capability at detecting residues of 27 antibiotics in raw cow's milk and in some dairy ingredients (skimmed and full-cream milk powders). The kit was used as a screening tool for the qualitative determination of antibiotics from different families in a single test. Results delivered by such a method are expressed as 'positive' or 'negative', referring to the claimed screening target concentration (STC). Validation was conducted according to the European Community Reference Laboratories' (CRLs) residues guidelines of 20 January 2010 and performed by two laboratories, one located in Europe and the other in Asia. Five criteria were evaluated including detection capability at STC, false-positive (FP) rate, false-negative (FN) rate, robustness and cross-reactivity using visual reading and Delvoscan®. STCs were set at or below the corresponding maximum residue limit (MRL), as fixed by European Regulation EC No.
4.Sternoclavicular Osteomyelitis in an Immunosuppressed Patient: A Case Report and Review of the Literature.
Khan K1, Wozniak SE1, Mehrabi E2, Giannone AL3, Dave M4. Am J Case Rep. 2015 Dec 28;16:908-11.
BACKGROUND Sternoclavicular osteomyelitis is a rare disease, with less than 250 cases identified in the past 50 years. We present a rare case of sternoclavicular osteomyelitis in an immunosuppressed patient that developed from a conservatively treated dislocation. CASE REPORT A 62-year-old white man with a history of metastatic renal cell carcinoma presented to the emergency department (ED) with a dislocated left sternoclavicular joint. He was managed conservatively and subsequently discharged. However, over subsequent days he began to experience pain, fever, chills, and night sweats. He presented to the ED again and imaging revealed osteomyelitis. In the operating room, the wound was aggressively debrided and a wound vac (vacuum-assisted closure) was placed. He was diagnosed with sternoclavicular osteomyelitis and placed on a 6-week course of intravenous Nafcillin. CONCLUSIONS Chemotherapy patients who sustain joint trauma normally associated with a low risk of infection should be monitored thoroughly, and the option to discontinue immunosuppressive therapy should be considered if signs of infection develop.
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Chemical Structure

CAS 147-52-4 Nafcillin

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