Degradation study of irbesartan: Isolation and structural elucidation of novel degradants

作者：Mutha V V S R N Anji Karun; Guduru Santhosh; Kaliyaperumal Muralidharan; Rumalla Chidananda Swamy^*; Maddi Srinivasa Rao; Korupolu Raghu Babu; Gajbhiye Susheela Bai

来源：Journal of Pharmaceutical and Biomedical Analysis, 2018, 157: 180-188.

DOI：10.1016/j.jpba.2018.05.009

• Irbesartan
• Degradation products
• HRMS
• NMR
• N-15 HSQC
• N-15 HMBC

To assess the stability of Irbesartan under stress conditions, and identify the degradation products, it was subjected to hydrolytic and oxidative stress, according to ICH guideline Q1A (R2). The drug showed degra-dation only in basic conditions, while it was stable to other stress conditions. Three degradation products were formed, which were separated on a C-8 column employing prep HPLC using gradient elution. The structures were established by extensive 1D and 2D NMR spectroscopic studies and mass spec-tra. The products were identified as (2'-(2H-tetrazol-5-yl)41,1'-biphenyl]-4-yl)methanamine (DP-1), N-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamide (DP-2) and N-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1-pentanamidocyclopentane-1-carboxamide (DP-3). One of the three, DP-1, was reported earlier. However, its structure has not been elucidated by NMR. The other two degradants are novel and are being reported here for the first time.

• 出版日期2018-8-5