Zavegepant Impurity Unknown C is a synthetically derived byproduct arising from an alternative oxidation pathway during the final stages of Zavegepant synthesis. It retains the core pyrazine-piperidine scaffold but features an exocyclic methylene group in lieu of the parent compound's carbonyl oxygen. This structural deviation results from a competing nucleophilic substitution event at the C-5 position of the bicyclic framework. Functions as a critical HPLC reference standard for quantifying process-related impurities in active pharmaceutical ingredient batches.
On RequestCC=1C=C(C=C2C=NNC12)C[C@H](C(=O)N1CCN(CC1)C1CCN(CC1)C)N1C(N[C@H](C1=O)CC=1C=C2C=NNC2=C(C1)C)=O
InChI=1S/C33H41N9O3/c1-20-12-22(14-24-18-34-37-29(20)24)16-27-31(43)42(33(45)36-27)28(17-23-13-21(2)30-25(15-23)19-35-38-30)32(44)41-10-8-40(9-11-41)26-4-6-39(3)7-5-26/h12-15,18-19,26-28H,4-11,16-17H2,1-3H3,(H,34,37)(H,35,38)(H,36,45)/t27-,28+/m0/s1
WHBVHWWIESWBDO-WUFINQPMSA-N