Open AccessDegradation Studies of Tadalafil: Identification, Isolation and Structure Characterization of Stress Degradation Product using LC-MS, Mass Mediated Prep-HPLC, NMR, HRMS
Author(s) -
S.S.K. Chakravarthy Kotha,
Raju Doddipalla,
Himabindu Gandham,
Chidananda Swamy Rumalla,
Muralidharan Kaliyaperumal,
Srinivas Manchineni
Publication year - 2021
Publication title -
asian journal of chemistry/asian journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.145
H-Index - 34
eISSN - 0975-427X
pISSN - 0970-7077
DOI - 10.14233/ajchem.2021.23115
Subject(s) - chemistry , tadalafil , formic acid , chromatography , high performance liquid chromatography , degradation (telecommunications) , acetonitrile , mass spectrometry , medicine , telecommunications , computer science , sildenafil
The degradation behaviour of tadalafil performed under different stress conditions according toInternational Conference on Harmonization guidelines (ICH) was studied. A novel degradation product(DP) of tadalafil was observed only in acidic condition. An isolated degradation product[(R)-3-((1H-indol-3-yl)methyl)-4-(benzo[d][1,3]dioxole-5-carbonyl)-1-methylpiperazine-2,5-dione)]was identified by UPLC-MS technique and its structure was confirmed by high resolution massspectrometry (HRMS) and nuclear magnetic resonance (NMR) studies. Acquity BEH C18 (50 mm ×2.1 mm, 1.7 μm) column was used in LC-MS, gradient run was performed with mobile phases 0.05%formic acid in acetonitrile and 0.05% formic acid in water, flow rate was 0.6 mL/min. The sample wasdiluted with acetonitrile and water.