Synthesis and structure-activity relationship studies of conformationally restricted, analogs of 2-chloro-4-trifluoromethylpyrimidine- 5-[N-(3',5'-bis(trifluoromethyl)phenyl)]carboxamide
2-Chloro-4-trifluoromethylpyrimidine-5-N[(3,5- bis(trifluoromethyl)phenyl] carboxamide (1) was identified as an inhibitor of AP-1 and NF-κB mediated transcriptional activation. In an effort to identify novel compounds that contain less number of trifluoromethyl groups with comparable potency as 1, several conformationally restricted analogs of I were synthesized in which the pyrimidine ring and the aniline ring were connected through a second 'bridge'. The 7-membered sulfur bridged analog was the most potent in this series, and comparable to 1 in activity.
Palanki, Moorthy S.S.,Erdman, Paul E.,Goldman, Mark E.,Suto, Carla,Suto, Mark J.
p. 19 - 29
(2007/10/03)
Synthesis, antiviral (HSV-1) and antimycotic activities of ethyl or methyl 2,4-disubstituted 5-pyrimidinecarboxylates, 2,4-disubstituted 5-pyrimidinecarboxylic acids and 2,4-disubstituted pyrimidines
The synthesis of ethyl or methyl 4-substituted or unsubstituted 2-methylthio-5-pyrimidinecarboxylates 3 a-i and 8 o mainly by reaction of ethyl or methyl 2-dimethylaminomethylene-3-oxoalkanoates with 2-methylisothiourea is described. Also some ethyl 2-sub