Synthesis and reactions of some new substituted pyridine and pyrimidine derivatives as analgesic, anticonvulsant and antiparkinsonian agents.
Author: Amr Ael G, Sayed HH, Abdulla MM.
Source:
Archiv der Pharmazie: An International Journal Pharmaceutical and Medicinal Chemistry, 338(9), 433-440.
A series of substituted pyridine and pyrimidine derivatives were synthesized as
analgesic, anti convulsant, and antiparkinsonian agents by using compounds 1, 2,
and 9 as starting materials. Pyr idino-imide derivative 3 was prepared by
condensation of 1 with tetrachlorophthalic anhydride and compounds 4 and 5 were
also obtained by reaction of compound 1 with 1,2,4,5-benzene-tetra carboxylic
dianhydride and 1,4,5,8-naphthalenetetracarboxylic dianhydride, respectively.
Similarly, compound 2 was reacted with previous anhydrides to afford the
corresponding imide 6 and bis-imide derivatives 7 and 8, respectively.
Bis-arylmethylene derivatives 9 were treated with hydrogen peroxide to afford the
corresponding bis-oxiranocycloalkanone derivatives 10, which condensed with
thiourea to give the corresponding thioxopyrimidine derivatives 11. Treatment of
compound 11 with chloroacetic acid in the presence of anhydrous sodium acetate
afforded the corresponding thiazolopyrim idine derivative 12 which condensed with
aromatic aldehydes in acetic acid/acetic anhydride to give arylmethylene
derivative 13. Also, compounds 13 could be prepared by reaction of compounds 11
with chloroacetic acid, aromatic aldehydes, and sodium acetate in a mixture of
acetic acid and acetic anhydride. The pharmacological screening showed that many
of these obtained compounds have good analgesic, anticonvulsant, and
antiparkinsonian activities comparable to Valdecoxib, Carbamazepine, and
Benzatropine as reference drugs.