3-Trifluoromethyl-4-nitro-5-arylpyrazoles are novel K ATP channel agonists

…, C Townsend, MC McKay, D Garrido, CM Terry…

Index: Peat, Andrew J.; Townsend, Claire; McKay, M. Craig; Garrido, Dulce; Terry, Christopher M.; Wilson, Jayme L. R.; Thomson, Stephen A. Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 3 p. 813 - 816

Full Text: HTML

Citation Number: 11

Abstract

This communication describes the discovery and synthesis of a series of 3-trifluoromethyl-4- nitro-5-arylpyrazoles as potent KATP channel agonists. The most potent compound reported is ca. 100-fold more potent than diazoxide and exhibits selectivity for the SUR1 KATP channel subtype. The 4-nitro substitutent on the pyrazole ring was required for activity, and limited SAR suggests that the de-protonated pyrazole maybe the active species.

Related Articles:

Haloacetylated enol ethers. 7. Synthesis of 3??aryl??5??trihalomethylisoxazoles and 3??aryl??5??hydroxy??5??trihalomethyl??4, 5??dihydroisoxazoles

[Martins, Marcos A. P.; Siqueira, Geonir M.; Bastos, Giovani P.; Bonacorso, Helio G.; Zanatta, Nilo Journal of Heterocyclic Chemistry, 1996 , vol. 33, # 6 p. 1619 - 1622]

Isoxazole anthelmintics

[Carr,J.B. et al. Journal of Medicinal Chemistry, 1977 , vol. 20, p. 934 - 939]

Synthesis of isomeric trifluoromethyl pyrazoles and isoxazoles

[Diab, Joseph; Laurent, Andre; Drean, Isabelle Le Journal of Fluorine Chemistry, 1997 , vol. 84, # 2 p. 145 - 147]

Convenient synthesis of fluoroalkyl-substituted heterocycles from 1-fluoroalkyl-2-iodoalkenes

[Guan, Hui-Ping; Tang, Xiao-Qing; Luo, Bing-Hao; Hu, Chang-Ming Synthesis, 1997 , # 12 p. 1489 - 1494]

More Articles...