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Pyrvinium pamoate salt hydrate

SIGMA/P0027 - ≥98% (HPLC)

Synonym: 6-(Dimethylamino)-2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl]-1-methyl-4,4′-methylenebis[3-hydroxy-2-naphthalenecarboxylate] (2:1)-quinolinium; Alnoxin; Altolat; NSC 223622; PP; Pamovin; Vermitibier; Vipyrvinium embonate

CAS Number: 3546-41-6 (anhydrous)
Empirical Formula (Hill Notation): C26H28N3 · 0.5 C23H14O6 · xH2O
Molecular Weight: 575.70 (anhydrous basis)
Linear Formula: C26H28N3 · 0.5 C23H14O6 · xH2O
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-P0027-10MG 10 mg
$153.00
1/EA
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45-P0027-50MG 50 mg
$573.00
1/EA
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assay ≥98% (HPLC)
color red
form powder
InChI 1S/2C26H28N3.C23H16O6.H2O/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);1H2/q2*+1;;/p-2
InChI key FGNOZQNUEDSSTR-UHFFFAOYSA-L
Quality Level 100 
SMILES string O.CN(C)c1ccc2[n+](C)c(C=Cc3cc(C)n(c3C)-c4ccccc4)ccc2c1.CN(C)c5ccc6[n+](C)c(C=Cc7cc(C)n(c7C)-c8ccccc8)ccc6c5.Oc9c(cc%10ccccc%10c9Cc%11c(O)c(cc%12ccccc%11%12)C([O-])=O)C([O-])=O
solubility DMSO: >10 mg/mL
storage temp. room temp
Application: Pyrvinium pamoate salt hydrate has been used as an activator of casein kinase 1α (CK1α) in terminal blast phase of chronic myeloid leukemia (BP-CML) and human embryonic kidney (HEK293) cells. It has also been used as an inhibitor of β-catenin in Wilms tumor
Biochem/physiol Actions: Pyrvinium pamoate is a potent androgen receptor inhibitor.
Biochem/physiol Actions: Pyrvinium pamoate is a potent androgen receptor inhibitor. Androgen receptors (ARs) are nuclear hormone receptors/transcription factors that reside in the cytoplasm and activated by testosterone and dihydrotestosterone. AR inhibitors have potential therapeutic benefit in prostate cancer; competitive inhibitors and chemical castration methods have been discovered, but both therapies have undesirable side effects and/or resistance potential. A screen for non-competitive inhibitors was performed, resulting in the discovery of pyrvinium as an AR inhibitor. In comparison to competitive inhibitors, this compound does not bind to the ligand-binding domain of AR or block DNA occupancy by AR, but it inhibits AR-dependent gene expression via a distinct signaling mechanism. It is more potent than classical competitive AR antagonists and exhibits synergy with other AR inhibitors.
Features and Benefits: This compound is featured on the Nuclear Receptors (Steroids)  page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here .
Packaging: 10, 50 mg in glass bottle
Purity ≥98% (HPLC)
Storage Temp. room temp
UNSPSC 51111800

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