Mirabegron EP impurity C is a des-hydroxy derivative of Mirabegron, characterized by its 2-(2-aminothiazol-4-yl)acetamide core linked to a 4-(2-aminoethyl)phenyl substituent. Unlike the parent Mirabegron, this compound features a 2-phenylethylamino group in the side chain, specifically lacking the chiral hydroxyl functionality at the C-2 position of the phenylethyl moiety. It retains the primary amine on the thiazole ring, the acetamide linkage, and the secondary amine within the N-substituted phenylethylamine chain. This structural modification represents a reduction in oxidation state at the benzylic position. It serves as a critical reference standard for detecting and quantifying the corresponding des-hydroxy impurity in Mirabegron API and formulations.
On RequestNC=1SC=C(N1)CC(=O)NC1=CC=C(C=C1)CCNCCC1=CC=CC=C1
InChI=1S/C21H24N4OS/c22-21-25-19(15-27-21)14-20(26)24-18-8-6-17(7-9-18)11-13-23-12-10-16-4-2-1-3-5-16/h1-9,15,23H,10-14H2,(H2,22,25)(H,24,26)
SRMFYHUWWFFNPI-UHFFFAOYSA-N