Norethindrone EP Impurity F is a 19-nor-17ฮฑ-pregnane derivative featuring a 3-keto group and a 17ฮฑ-pregnenolone skeleton, with a modified side chain containing a terminal cyclopropane ring. This impurity arises via retro-aldol cleavage of the parent norethindrone, resulting in a truncated C13โC20 fragment retaining the 17-keto functionality. It serves as a critical HPLC reference standard for quantifying process-related impurities in norethindrone synthesis.
On RequestCCOC1=CC2=CC[C@@H]3[C@@H]([C@H]2CC1)CC[C@]4([C@H]3CC[C@]4(C#C)O)C
InChI=1S/C22H30O2/c1-4-22(23)13-11-20-19-8-6-15-14-16(24-5-2)7-9-17(15)18(19)10-12-21(20,22)3/h1,6,14,17-20,23H,5,7-13H2,2-3H3/t17-,18+,19+,20-,21-,22-/m0/s1
QWUNBJUTBPRZJT-ZCPXKWAGSA-N