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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2008 - Issue 2
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Original Articles

Synthesis of Metabolites and Related Substances of Rabeprazole, an Anti-Ulcerative Drug

Ganta Madhusudhan Reddy Research and Development, Integrated Product Development, Dr. Reddy's Laboratories Ltd, Bachupally, India; Institute of Science and Technology, J. N. T. University, Kukatpally, Hyderabad, India
,
Kaga Mukkanti Institute of Science and Technology, J. N. T. University, Kukatpally, Hyderabad, India
,
Boluggodu Vijaya Bhaskar Research and Development, Integrated Product Development, Dr. Reddy's Laboratories Ltd, Bachupally, India
&
Padi Pratap Reddy Research and Development, Integrated Product Development, Dr. Reddy's Laboratories Ltd, Bachupally, IndiaCorrespondence[email protected]
Pages 278-290 | Received 29 Apr 2008, Published online: 22 Dec 2008
 
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Abstract

Rabeprazole sodium (Aciphex®) is a gastric proton pump inhibitor used for the prevention and treatment of gastric acid–related diseases. During the synthesis of bulk drug of rabeprazole sodium, we have observed metabolites rabeprazole sulfide and rabeprazole sulfone and related substances rabeprazole-N-oxide, rabeprazole sulfone-N-oxide, N-aralkyl rabeprazole, chloro rabeprazole, and methoxy rabeprazole as impurities in the drug substance. The present work describes the synthesis and characterization of these compounds.

ACKNOWLEDGMENTS

The authors are grateful to colleagues of the Analytical Research Department of Integrated Product Development Operations, Discovery Research, and the management of Dr. Reddy's Laboratories Ltd. for providing necessary support.

Notes

DRL Communication No. IPDO-IPM-00022

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