title: Application of LC-MS/MS for the identification of a polar impurity in mosapride, a gastroprokinetic drug.
abstract: In the impurity profile of mosapride a polar impurity (0.1%) was detected in HPLC with respect to mosapride. Based on the mass spectral data obtained by LC-MS/MS analysis this impurity structure was characterised as 4-amino-5-chloro-2-ethoxy-N-[[(4-benzyl)-2-morphinyl] methyl] benzamide. It is interesting to note that this impurity is potent analogue of mosapride, which will have much higher gastroprokinetic activity than metoclopramide. This impurity was synthesised from an unambiguous route and confirmed the structure by collecting various spectral data and the formation is discussed. To our knowledge this compound was not reported as process impurity elsewhere.
authors.affiliation: Discovery Research Division, Department of Analytical Research, Dr. Reddy's Laboratories Ltd., Bollaram Road, Miyapur, Hyderabad 500 050, India.
authors.forename: Y Ravindra
authors.initials: YR
authors.lastname: Kumar
authors.forename: J
authors.initials: J
authors.lastname: Moses Babu
authors.forename: M S P
authors.initials: MS
authors.lastname: Sarma
authors.forename: B
authors.initials: B
authors.lastname: Seshidhar
authors.forename: S Srinivasa
authors.initials: SS
authors.lastname: Reddy
authors.forename: G Sudarsan
authors.initials: GS
authors.lastname: Reddy
authors.forename: K
authors.initials: K
authors.lastname: Vyas
mesh_terms: D001549:Benzamides / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D004340:Drug Contamination; D008401:Gas Chromatography-Mass Spectrometry / Q000379:methods; D005765:Gastrointestinal Agents / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D009025:Morpholines / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics; D011355:Prodrugs / Q000032:analysis* / Q000737:chemistry / Q000493:pharmacokinetics
chemical_list: D001549:Benzamides; D005765:Gastrointestinal Agents; D009025:Morpholines; D011355:Prodrugs; C062720:mosapride