Dabigatran etexilate N-Oxide is an oxidized derivative of the anticoagulant prodrug Dabigatran etexilate, featuring an N-oxide functional group at the 4-position of the phthalimide ring. This structural modification introduces an oxygen atom in a trigonal pyramidal geometry on the nitrogen, altering the electronic properties of the aromatic core while retaining the butylphthalidyl and guanidine moieties critical for pharmacological activity. The compound arises as a synthetic byproduct during oxidative stress conditions or as a degradation byproduct under specific pH and temperature regimes. It serves as an HPLC reference standard for impurity profiling in Dabigatran etexilate synthesis.
On RequestCCCCCCOC(=O)NC(=N)C1=CC=C(C=C1)NCC2=NC3=C(N2C)C=CC(=C3)C(=O)N(CCC(=O)OCC)C4=CC=CC=[N+]4[O-]
InChI=1S/C34H41N7O6/c1-4-6-7-10-21-47-34(44)38-32(35)24-12-15-26(16-13-24)36-23-29-37-27-22-25(14-17-28(27)39(29)3)33(43)40(20-18-31(42)46-5-2)30-11-8-9-19-41(30)45/h8-9,11-17,19,22,36H,4-7,10,18,20-21,23H2,1-3H3,(H2,35,38,44)
ODWAOSMOSLZPGX-UHFFFAOYSA-N