On April 20, 2017, Aiguade Bosch, Jose; Connolly, Stephen; Eastwood, Paul Robert; Roberts, Richard Spurring; Sevilla Gomez, Sara; Caturla Javaloyes, Juan Francisco published a patent.Formula: C6H6N4O The title of the patent was Bicyclic heterocycle derivatives as TRPA1 antagonists and their preparation. And the patent contained the following:
The invention relates to bicyclic heterocyclic derivatives of I, to the process for preparing such compounds and to their use in the treatment of pruritus, pain, inflammatory dermatol. diseases, respiratory disorders, gastrointestinal inflammatory disorders, and urinary tract disorders susceptible to amelioration by TRPA1 channel inhibition or antagonism. A compound of formula I wherein G1 is C and N; G2, G3 and G5 are independently N, NRb, CRb and CRc; G4 is absent, N, NRb, CRb and CRc; G6, G7, and G8 are independently N and CRb; G9 and G10 are independently N and NRb; dashed bond is single bond and double bond; L is a bond, CH2, O, S, NRb; m is 0 and 1; Ra is halo, CN, C1-4 haloalkyl, etc; Rb is H and (un)branched C1-4 alkyl group; Rc is H, CN, (un)branched C1-4, etc; and pharmaceutically acceptable salts thereof are claimed. Compound II was prepared from the cross-coupling of 3-[(6-bromo-1H-imidazo[4,5-b]pyrazin-2-yl)methyl]-5-methylimidazo[5,1-f][1,2,4]triazin-4(3H)-one with (4-chlorophenyl)boronic acid. From the assay, it was determined that compound II exhibited an IC50 value in the range of 100 nM – 1000 nM. The experimental process involved the reaction of 1-Methyl-1H-pyrazolo[4,3-d]pyrimidin-7-ol(cas: 314021-93-7).Formula: C6H6N4O
The Article related to bicyclic heterocycle preparation trpa1 antagonist, Heterocyclic Compounds (More Than One Hetero Atom): Triazines and other aspects.Formula: C6H6N4O
Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics