An internal standard for the quantification of nafcillin
Related Products
Technical Support & Resources

Visit our FAQ

Contact Us

Toll Free Phone (USA and Canada Only): (888) 526-5351
Direct Phone: (734) 975-3888

Request Technical Support

Technical Support Request

To streamline the process attach the appropriate questionnaire to your inquiry.

Download IHC QuestionnaireDownload WB Questionnaire

View Our Privacy Statement for details on how we use and protect your data. In addition, this site is protected by hCaptcha and its Privacy Policy and Terms of Service apply.

Nafcillin-d5 (sodium salt)

Item No. 33468

Technical Information
Formal Name
(2S,5R,6R)-6-(2-(ethoxy-d5)-1-naphthamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate, monosodium salt
CAS Number
1356354-25-0
Molecular Formula
C21H16D5N2O5S • Na
Formula Weight
Purity
≥99% deuterated forms (d1-d5)
A solid
DMSO: slightly solubleMethanol: slightly soluble
SMILES
[O-]C([C@@H]1N2[C@@](SC1(C)C)([H])[C@@H](C2=O)NC(C3=C(OC([2H])([2H])C([2H])([2H])[2H])C=CC4=C3C=CC=C4)=O)=O.[Na+]
InChi Code
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/i1D3,4D2;
InChi Key
AYAPZOUDXCDGIF-LYVUTDJTSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Recommended Products

Certificates of Analysis & Batch Specific Data

Provide batch numbers separated by commas to download or request available product inserts, QC sheets, certificates of analysis, data packs, and GC-MS data.

    Add

    Cayman Chemical
    Neutrophil Biology Wall Poster

    Explore how neutrophils shape the immune response in health and disease. This poster highlights neutrophil pathogen defense mechanisms, including phagocytosis, degranulation, and NETosis, as well as neutrophil roles in inflammation and NET-associated pathologies.

    DOWNLOAD NOW
    Product Description

    Nafcillin-d5 is intended for use as an internal standard for the quantification of nafcillin (Item No. 21008) by GC- or LC-MS. Nafcillin is a semisynthetic and penicillinase-resistant penicillin antibiotic.1 It is active against 20 clinical isolates of S. aureus with minimum bactericidal concentration (MBC) values ranging from 0.078 to 0.312 µg/ml. Nafcillin (100-800 mg/kg) reduces the number of kidney colony forming units (CFUs) in a mouse model of S. aureus infection.2 It also reduces the number of right atrial CFUs in a rabbit model of S. aureus-induced endocarditis.3 Formulations containing nafcillin have been used in the treatment of various bacterial infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tuazon, C.U., Lin, M.Y., and Sheagren, J.N. In vitro activity of rifampin alone and in combination with nafcillin and vancomycin against pathogenic strains of Staphylococcus aureus. Antimicrob. Agents Chemother. 13(5), 759-761 (1978).

    2. Yuchenco, J.A., Hopper, M.W., Vince, T.D., et alNafcillin and oxacillin: Comparative antistaphylococcal activity in mice. J. Antibiot. (Tokyo) 29(4), 460-465 (1976).

    3. Carrizosa, J., Kobasa, W.D., and Kaye, D. Effectiveness of nafcillin, methicillin, and cephalothin in experimental Staphylococcus aureus endocarditis. Antimicrob. Agents Chemother. 15(5), 735-737 (1979).