Nafcillin

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 318298

CAS#: 147-52-4

Description: Nafcillin sodium is a narrow-spectrum beta-lactam antibiotic of the penicillin class. As a beta-lactamase-resistant penicillin, it is used to treat infections caused by Gram-positive bacteria, in particular, species of staphylococci that are resistant to other penicillins.


Price and Availability

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Nafcillin is not in stock, but may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 318298
Name: Nafcillin
CAS#: 147-52-4
Chemical Formula: C21H22N2O5S
Exact Mass: 414.1249
Molecular Weight: 414.4748
Elemental Analysis: C, 60.85; H, 5.35; N, 6.76; O, 19.30; S, 7.74


Synonym: Nafcillin, Nallpen, Unipen

IUPAC/Chemical Name: (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

InChi Key: GPXLMGHLHQJAGZ-JTDSTZFVSA-N

InChi Code: 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

SMILES Code: O=C([C@@H](C(C)(C)S[C@]1([H])[C@@H]2NC(C3=C4C=CC=CC4=CC=C3OCC)=O)N1C2=O)O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO, not in water

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Kim KY, Frey RJ, Epplen K, Foruhari F. Interaction between warfarin and nafcillin: case report and review of the literature. Pharmacotherapy. 2007 Oct;27(10):1467-70. Review. PubMed PMID: 17896903.

2: Presti ME, Janney CG, Neuschwander-Tetri BA. Nafcillin-associated hepatotoxicity. Report of a case and review of the literature. Dig Dis Sci. 1996 Jan;41(1):180-4. Review. PubMed PMID: 8565754.

3: Lestico MR, Vick KE, Hetsko CM. Hepatic and renal dysfunction following nafcillin administration. Ann Pharmacother. 1992 Jul-Aug;26(7-8):985-90. Review. PubMed PMID: 1504413.

4: Taylor AT, Pritchard DC, Goldstein AO, Fletcher JL Jr. Continuation of warfarin-nafcillin interaction during dicloxacillin therapy. J Fam Pract. 1994 Aug;39(2):182-5. Review. PubMed PMID: 8057070.