P0027

Pyrvinium pamoate salt hydrate

≥98% (HPLC)

• Sinónimos: 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
• Fórmula empírica (notación de Hill): C₂₆H₂₈N₃ · 0.5 C₂₃H₁₄O₆ · xH₂O
• Número de CAS: 3546-41-6
• Peso molecular: 575.70 (anhydrous basis)
• Código UNSPSC: 51111800
• ID de la sustancia en PubChem: 329819982
• NACRES: NA.77

Propiedades

• Ensayo: ≥98% (HPLC)
• Formulario: powder
• color: red
• solubilidad: DMSO: >10 mg/mL
• temp. de almacenamiento: room temp
• cadena SMILES: O.CN(C)c1ccc2[n+](C)c(\C=C\c3cc(C)n(c3C)-c4ccccc4)ccc2c1.CN(C)c5ccc6[n+](C)c(\C=C\c7cc(C)n(c7C)-c8ccccc8)ccc6c5.Oc9c(cc%10ccccc%10c9Cc%11c(O)c(cc%12ccccc%11%12)C([O-])=O)C([O-])=O
• 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
• Clave InChI: FGNOZQNUEDSSTR-UHFFFAOYSA-L

Descripción

Aplicación

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)[1] and human embryonic kidney (HEK293) cells.[2] It has also been used as an inhibitor of β-catenin in Wilms tumor[3]

Acciones bioquímicas o fisiológicas

Pyrvinium pamoate is a potent androgen receptor inhibitor.

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.

Características y beneficios

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.

Información de seguridad

• Pictogramas: GHS08,GHS07
• Palabra de señalización: Warning
• Frases de peligro: H302 + H312 + H332,H315,H319,H335,H351
• Consejos de prudencia: P280 - P301 + P312 - P302 + P352 + P312 - P304 + P340 + P312 - P305 + P351 + P338 - P308 + P313
• Clasificaciones de peligro: Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• Órganos de actuación: Respiratory system
• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable