Pyrvinium is an anthelmintic effective for pinworms. Several forms of pyrvinium have been prepared with variable counter anions, such as [1 ] halides, tosylate, triflate and pamoate. [2 ] [3 ]
Pyrvinium salts can also inhibit the growth of cancer cells.
More specifically, the pamoate salt has been shown to have preferential toxicity for various cancer cell lines during glucose starvation. [4 ] [5 ]
Synthesis [ edit ]
One synthetic method is based on
Skraup synthesis and Paal-Knorr synthesis. More recently, an alternative convergent, synthetic strategy to pyrvinium triflate salts through [4 ] Friedländer synthesis was reported. [3 ]
References [ edit ]
^ Desai, A. S. (1962). "Single-dose treatment of oxyuriasis with pyrvinium embonate". British medical journal 2 (5319): 1583–1585. doi: 10.1136/bmj.2.5319.1583. PMC 1926864. PMID 14027194.
^ PubChem: Pyrvinium
^ a b An, Jing; Mao, Yongjun; Lin, Nan; Tian, Wang; Huang, Ziwei (2012). "New Synthesis of Pyrvinium That inhibits the β-Catenin/Tcf4 Pathway". Heterocycles 85 (5): 1179–1185. doi: 10.3987/COM-12-12446.
^ a b WO 2006078754, J. E. Macdonald, M. K. Hysell, D. Yu, H. Li, and F. Wong-Staal, "Novel Quinolinium Salts and Derivatives", published 2006-07-27
^ Esumi, H.; Lu, J.; Kurashima, Y.; Hanaoka, T. (2004). "Antitumor activity of pyrvinium pamoate, 6-(dimethylamino)-2-2-(2,5-dimethyl-1-phenyl-1H-pyrrol-3-yl)ethenyl-1-methyl-quinolinium pamoate salt, showing preferential cytotoxicity during glucose starvation". Cancer science 95 (8): 685–690. doi:10.1111/j.1349-7006.2004.tb03330.x (inactive 2014-08-12). PMID 15298733.