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Synthesis of long-chain amide analogs of the cannabinoid CB1 receptor antagonist N-(piperidinyl)-5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide (SR141716) with unique binding selectivities and pharmacological activities.
Thomas BF, Francisco ME, Seltzman HH, Thomas JB, Fix SE, Schulz AK, Gilliam AF, Pertwee RG, Stevenson LA. Thomas BF, et al. Among authors: gilliam af. Bioorg Med Chem. 2005 Sep 15;13(18):5463-74. doi: 10.1016/j.bmc.2005.06.005. Bioorg Med Chem. 2005. PMID: 15994087
Synthesis and structure-activity relationships of amide and hydrazide analogues of the cannabinoid CB(1) receptor antagonist N-(piperidinyl)- 5-(4-chlorophenyl)-1-(2,4-dichlorophenyl)-4-methyl-1H-pyrazole-3-carboxamide (SR141716).
Francisco ME, Seltzman HH, Gilliam AF, Mitchell RA, Rider SL, Pertwee RG, Stevenson LA, Thomas BF. Francisco ME, et al. Among authors: gilliam af. J Med Chem. 2002 Jun 20;45(13):2708-19. doi: 10.1021/jm010498v. J Med Chem. 2002. PMID: 12061874
The importance of hydrogen bonding and aromatic stacking to the affinity and efficacy of cannabinoid receptor CB2 antagonist, 5-(4-chloro-3-methylphenyl)-1-[(4-methylphenyl)methyl]-N-[(1S,2S,4R)-1,3,3-trimethylbicyclo[2.2.1]hept-2-yl]-1H-pyrazole-3-carboxamide (SR144528).
Kotsikorou E, Navas F 3rd, Roche MJ, Gilliam AF, Thomas BF, Seltzman HH, Kumar P, Song ZH, Hurst DP, Lynch DL, Reggio PH. Kotsikorou E, et al. Among authors: gilliam af. J Med Chem. 2013 Sep 12;56(17):6593-612. doi: 10.1021/jm400070u. Epub 2013 Aug 14. J Med Chem. 2013. PMID: 23855811 Free PMC article.
12 results