Pyrvinium (pamoate)

Pyrvinium is an anthelmintic and anticancer agent. 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). 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. 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 1alpha (CK1alpha). It inhibits Wnt signaling (EC50 = ~10 nM in a reporter assay) in a CK1alpha-dependent manner. Formulations containing pyrvinium were previously used in the treatment of pinworm infections.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: DMF: 1 mg/ml, DMSO: 1 mg/ml, DMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml. lambdamax: 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.