Pyrvinium pamoate salt hydrate

• Catalog No.: P0027
• CAS Number: 3546-41-6(anhydrous)
• M. F.: C75H76N6O7
• M. W.: 1173.44194
• Purity: ≥98% (HPLC)

SYNONYMS

• IUPAC name: bis(2-[2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethyl]-6-(dimethylamino)-1-methylquinolin-1-ium) 4-[(3-carboxylato-2-hydroxynaphthalen-1-yl)methyl]-3-hydroxynaphthalene-2-carboxylate hydrate
• IUPAC Traditional name: bis(2-[2-(2,5-dimethyl-1-phenylpyrrol-3-yl)ethyl]-6-(dimethylamino)-1-methylquinolin-1-ium) pamoate(2-) hydrate
• Synonyms: 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; Altolat; NSC 223622; Vermitibier; Alnoxin; Pamovin; PP; Vipyrvinium embonate

DATABASE IDS

• CAS Number: 3546-41-6(anhydrous)

PROPERTIES

• Empirical Formula (Hill Notation): C26H28N3 · 0.5 C23H14O6 · xH2O
• Purity: ≥98% (HPLC)
• Apperance: red powder
• Solubility: DMSO: >10 mg/mL
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H312-H315-H319-H332-H335-H351
• European Hazard Symbols: Harmful (Xn)
• GHS Precautionary statements: P261-P280-P305 + P351 + P338
• Risk Statements: 20/21/22-36/37/38-40
• Safety Statements: 26-36
• Storage Temperature: room temp
• German water hazard class: 3

DETAILS

Description (English)

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.

Description (简体中文)

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.