An anthelmintic and anticancer agent
Technical Support & Resources

Information provided in the product description is from published literature. Due to the nature of scientific experimentation, your results (e.g., selectivity and effective concentrations) or specific application for this product may differ. If you have questions about how this product fits your application, please contact our technical support staff.

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.

Pyrvinium (pamoate)

Item No. 31546

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4,4′-methylenebis[3-hydroxy-2-naphthalenecarboxylate] 6-(dimethylamino)-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-1-methyl-quinolinium
CAS Number
3546-41-6
Synonyms
  • NSC 223622
Molecular Formula
C26H28N3 • 1/2C23H14O6
Formula Weight
575.7
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 1 mg/mlDMSO: 1 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
236, 357, 506 nm
SMILES
C[N+]1=C2C=CC(N(C)C)=CC2=CC=C1/C=C/C3=C(C)N(C4=CC=CC=C4)C(C)=C3.O=C(C5=CC6=C(C(CC7=C8C(C=CC=C8)=CC(C([O-])=O)=C7O)=C5O)C=CC=C6)[O-].C[N+]9=C%10C=CC(N(C)C)=CC%10=CC=C9/C=C/C%11=C(C)N(C%12=CC=CC=C%12)C(C)=C%11
InChi Code
InChI=1S/2C26H28N3.C23H16O6/c2*1-19-17-21(20(2)29(19)24-9-7-6-8-10-24)11-13-23-14-12-22-18-25(27(3)4)15-16-26(22)28(23)5;24-20-16(14-7-3-1-5-12(14)9-18(20)22(26)27)11-17-15-8-4-2-6-13(15)10-19(21(17)25)23(28)29/h2*6-18H,1-5H3;1-10,24-25H,11H2,(H,26,27)(H,28,29)/q2*+1;/p-2
InChi Key
OOPDAHSJBRZRPH-UHFFFAOYSA-L
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.

Download most recent Certificate of Analysis for this product

    50 mg

    $129

    Add

    100 mg

    $245

    Add

    250 mg

    $351

    Add

    500 mg

    $445

    Add
    Cayman Chemical
    Visit Our Cancer Resource Center
    Find Tools & Resources to Study the Hallmarks of Cancer
    • Cancer cell signaling & regulation
    • Cancer metabolism
    • Tumor microenvironment
    EXPLORE NOW
    Product Description

    Pyrvinium is an anthelmintic and anticancer agent.1,2 Dietary administration of pyrvinium reduces worm burden in mouse models of N. dubius, S. obvelata, or A. tetraptera infection (EC50s = 292, 4, and 17 ppm, respectively) but is lethal to mice at higher concentrations (LC50 = 600 ppm).1 Pyrvinium (1 μg/ml) induces cytotoxicity in PANC-1 cells cultured in glucose-deficient medium but not serum- or amino acid-deficient medium or complete medium.2 It reduces tumor growth in a PANC-1 mouse xenograft model when administered at a dose of 100 μg/mouse per day. Pyrvinium (10 nM) also binds to and activates casein kinase 1α (CK1α).3 It inhibits Wnt signaling (EC50 = ~10 nM in a reporter assay) in a CK1α-dependent manner. Formulations containing pyrvinium were previously used in the treatment of pinworm infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Brody, G.L., and Elward, T.E. Comparative activity of 29 known anthelmintics under standardized drug-diet and gavage medication regimens against four helminth species in mice. J. Parasitol. 57(5), 1068-1077 (1971).

    2. Esumi, H., Lu, J., Kurashima, Y., et al. Antitumor activity of pyrvinium pamoate, 6-(dimethylamino)-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-1-methyl-quinolinium pamoate salt, showing preferential cytotoxicity during glucose starvation. Cancer Sci. 95(8), 685-690 (2004).

    3. Van Acker, H.H., Capsomidis, A., Smits, E.L., et al. CD56 in the immune system: More than a marker for cytotoxicity? Front. Immunol. 8, 892 (2017).