Title compds. [I; wherein A = (CH2)n, n is 0, 1, or 2; X = halo; Y = O or S; R1 = 2-hydroxyethyl, 2,3-dihydroxypropyl, etc.; R2 = CF3 or t-Bu] were prepd. as TRPV1 (transient receptor potential vanilloid 1) receptor antagonists, useful in the treatment of, e.g., inflammation. Thus, the invention compd. II was prepd. by substitution of 2-bromo-4-hydroxy-5-methoxy-N-acetyl benzylamine with 3-chloro-1,2-dihydroxypropane (84%) followed by deprotection in quant. yield and reaction with 4-trifluoromethylbenzyl isothiocyanate (58%) and gave a Ki value of 27 nM in the radioligand binding assay.
Preparation of O-substituted-dibenzyl (thio)urea derivatives as TRPV1 receptor antagonists.
BARALDI, Pier Giovanni;BOREA, Pier Andrea;FRUTTAROLO, Francesca;PAVANI, Maria Giovanna;TREVISANI, Marcello
2008
Abstract
Title compds. [I; wherein A = (CH2)n, n is 0, 1, or 2; X = halo; Y = O or S; R1 = 2-hydroxyethyl, 2,3-dihydroxypropyl, etc.; R2 = CF3 or t-Bu] were prepd. as TRPV1 (transient receptor potential vanilloid 1) receptor antagonists, useful in the treatment of, e.g., inflammation. Thus, the invention compd. II was prepd. by substitution of 2-bromo-4-hydroxy-5-methoxy-N-acetyl benzylamine with 3-chloro-1,2-dihydroxypropane (84%) followed by deprotection in quant. yield and reaction with 4-trifluoromethylbenzyl isothiocyanate (58%) and gave a Ki value of 27 nM in the radioligand binding assay.File in questo prodotto:
Non ci sono file associati a questo prodotto.
I documenti in SFERA sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
