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Key Documents

P0027

Sigma-Aldrich

Pyrvinium pamoate salt hydrate

≥98% (HPLC)

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C26H28N3 · 0.5 C23H14O6 · xH2O
Numero CAS:
Peso molecolare:
575.70 (anhydrous basis)
Codice UNSPSC:
51111800
ID PubChem:
NACRES:
NA.77

Livello qualitativo

Saggio

≥98% (HPLC)

Forma fisica

powder

Colore

red

Solubilità

DMSO: >10 mg/mL

Temperatura di conservazione

room temp

Stringa SMILE

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
FGNOZQNUEDSSTR-UHFFFAOYSA-L

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Applicazioni

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

Azioni biochim/fisiol

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.

Caratteristiche e vantaggi

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.

Pittogrammi

Health hazardExclamation mark

Avvertenze

Warning

Classi di pericolo

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Carc. 2 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable


Certificati d'analisi (COA)

Cerca il Certificati d'analisi (COA) digitando il numero di lotto/batch corrispondente. I numeri di lotto o di batch sono stampati sull'etichetta dei prodotti dopo la parola ‘Lotto’ o ‘Batch’.

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Birgitta A Wästberg et al.
Issues in mental health nursing, 40(5), 373-381 (2019-04-04)
The study aimed to explore participants' perceptions and experiences of the Culture and Health programme in Sweden for clients with long-term mental health disorders. A qualitative approach with interviews was applied. Grounded Theory guided the analysis and selection of informants.
Casein kinase 1alpha-dependent feedback loop controls autophagy in RAS-driven cancers
Cheong JK, et al.
The Journal of Clinical Investigation, 125(4), 1401-1418 (2015)
Pharmacologic inhibition of beta-catenin with pyrvinium inhibits murine and human models of wilms tumor
Polosukhina D, et al.
Oncology Research, 25(9), 1653-1664 (2017)
Ajay K Verma et al.
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Autonomic reflex ascertains cardiovascular homeostasis during standing. Impaired autonomic reflex could lead to dizziness and falls while standing; this is prevalent in stroke survivors. Pulse rate variability (PRV) has been utilized in the literature in lieu of heart rate variability
Stephanie A Henson et al.
Nature communications, 8, 14682-14682 (2017-03-08)
Climate change is expected to modify ecological responses in the ocean, with the potential for important effects on the ecosystem services provided to humankind. Here we address the question of how rapidly multiple drivers of marine ecosystem change develop in

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