Pyrvinium

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Pyrvinium
Clinical data
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ATC code
Identifiers
  • 2-[(E)-2-(2,5-Dimethyl-1-phenylpyrrol-3-yl)ethenyl]-N,N,1-trimethylquinolin-1-ium-6-amine
JSmol)
  • CC1=CC(=C(N1C2=CC=CC=C2)C)/C=C/C3=[N+](C4=C(C=C3)C=C(C=C4)N(C)C)C
  • InChI=1S/C26H28N3/c1-19-17-21(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/h6-18H,1-5H3/q+1
  • Key:QMHSXPLYMTVAMK-UHFFFAOYSA-N

Pyrvinium (Viprynium) is an

pamoate.[2][3] Pyrvinium was identified as a potent Wnt inhibitor, acting through activation of Casein kinase CK1α.[4][5]

Pyrvinium salts can also inhibit the growth of cancer cells.[6] More specifically, the pamoate salt has been shown to have preferential toxicity for various cancer cell lines during glucose starvation.[7]

Synthesis

One synthetic method is based on

Paal-Knorr synthesis.[6] More recently, an alternative convergent, synthetic strategy to pyrvinium triflate salts through Friedländer synthesis was reported.[3]

References

  1. PMID 14027194
    .
  2. ^ "Pyrvinium". PubChem. U.S. National Library of Medicine.
  3. ^
    doi:10.3987/COM-12-12446 (inactive 2024-02-17).{{cite journal}}: CS1 maint: DOI inactive as of February 2024 (link
    )
  4. PMID 21170416
    .
  5. PMID 32824859
    .
  6. ^ a b WO 2006078754, Macdonald JE, Hysell MK, Yu D, Li H, Wong-Staal F, "Novel Quinolinium Salts and Derivatives", published 2006-07-27 
  7. PMID 15298733
    .
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