Nilutamide EP Impurity C is a structurally related byproduct arising from the synthetic pathway of Nilutamide, characterized by a substituted phthalimide core with a trifluoromethyl group and a nitro-substituted aromatic ring. Its molecular architecture incorporates a conjugated diene system, an amide linkage, and three fluorine atoms integrated into the aromatic framework. The compound exhibits a unique combination of electron-withdrawing fluorine substituents and nitro functionality, which differentiates it from the parent drug by altering the regiochemistry of key synthetic intermediates. This impurity is formed via side-chain oxidation during phthalimide ring formation. This compound serves as an HPLC reference standard for quantifying Nilutamide EP Impurity C in pharmaceutical quality control.
On RequestCC1(C(=O)N(C(=O)O1)C2=CC(=C(C=C2)[N+](=O)[O-])C(F)(F)F)C
InChI=1S/C12H9F3N2O5/c1-11(2)9(18)16(10(19)22-11)6-3-4-8(17(20)21)7(5-6)12(13,14)15/h3-5H,1-2H3
MBNBTWQREMEDQI-UHFFFAOYSA-N