- Synthesis of terfenadine
-
The synthesis of α-[4-(1,1-dimethylethyl)phenyl]-4-(hydroxydiphenylmethyl)-1-piperidinebut anol (terfenadine, RMI 9918, Triludan, Teldane, resp.) is described. A limited structure-activity analysis of the central nervous system-mediated side effects of this compound and related analogs is made relative to the antipsychotic agent, haloperidol. Modification of the piperidine 4-position substituents of haloperidol to give a 4-(α,α-diphenylmethyanol) moiety has conveyed histamine H1-antagonism to the antipsychotic agent, haloperidol. Structural changes of this fluorobutyrophenone have progressively reduced and finally eliminated centrally-mediated side effects. The result of this exercise is terfenadine, a preferred antihistamine, potent and selective in antagonizing histamine H1-receptor-mediated responses but lacking the usual side effect profile of known histamine H1-receptor antagonists.
- Carr,Meyer
-
p. 1157 - 1159
(2007/10/02)
-
- Compositions and methods for the treatment of the symptoms of histamine induced allergic reactions
-
Novel compounds useful as antihistamine agents, antiallergy agents, and bronchodilators are represented by the following formula SPC1 Wherein R represents hydrogen or hydroxy; R1 represents hydrogen; or R and R1 taken together form a
- -
-
-