DETECTION AND ANALYSIS OF INTERMEDIATES FORMED DURING THE SYNTHESIS OF ERLOTINIB VIA QUINAZOLINE-THIONE ROUTE USING HPLC

REFERENCES

• Karunakara , C. ; Aparna , U. ; Chandregowda , V. ; Chandrasekara Reddy , G. Separation and Determination of Process-Related Impurities of Erlotinib Using Reverse-Phase HPLC with Photo Diode Array Detector . Anal Sci. 2012 , 28 ( 3 ), 305 – 308 .
   PubMedGoogle Scholar
• Chandregowda , V. ; Venkateswara Rao , G. ; Chandrasekara Reddy , G. Improved Synthesis of Gefitinib and Erlotinib Hydrochloride- Anticancer Agents . Synth. Commun. 2007 , 37 , 3409 – 3415 .
   Web of Science ®Google Scholar
• Dowell , J. ; Minna , J. D. ; Kirkpatrick , P. Erlotinib Hydrochloride . Nat. Rev Drug Discov. 2005 , 4 , 13 – 14 .
   PubMed Web of Science ®Google Scholar
• Moyer , J. D. ; Barbacci , E. G. ; Iwata , K. K. ; Arnold , L. ; Boman , B. ; Cunningham , A. ; DiOrio , C. ; Doty , J. ; Morin , M. J. ; Moyer , M. P. ; Neveu , M. ; Pollack , V. A. ; Pustilnik , L. R. ; Reynolds , M. M. ; Sloan , D. ; Theleman , A. ; Miller , P. Induction of Apoptosis and Cell Cycle Arrest by CP-358,774, an Inhibitor of Epidermal Growth Factor Receptor Tyrosine Kinase . Cancer Res. 1997 , 57 , 4838 – 4848 .
   PubMed Web of Science ®Google Scholar
• Pollack , V. A. ; Savage , D. M. ; Baker , D. A. ; Tsaparikos , K. E. ; Sloan , D. E. ; Moyer , J. D. ; Barbacci , E. G. ; Pustilnik , L. R. ; Smolarek , T. A. ; Davis , J. A. ; Vaidya , M. P. ; Arnold , L. D. ; Doty , J. L. ; Iwata , K. K. ; Morin , M. J. Inhibition of Epidermal Growth Factor Receptor-Associated Tyrosine Phosphorylation in Human Carcinomas with CP-358,774: Dynamics of Receptor Inhibition in situ and Antitumor Effects in Athymic Mice . J. Pharmacol. Exp. Ther. 1999 , 291 , 739 – 748 .
   PubMed Web of Science ®Google Scholar
• Knsel , P. ; Roseling , D. ; Jordis , U. Improved Synthesis of Substituted 6,7-Dihydroxy-4-quinazolineamines: Tandutinib, Erlotinib and Gefitinib . Molecules 2006 , 11 ( 4 ), 286 – 297 .
   PubMed Web of Science ®Google Scholar
• Chandregowda , V. ; Venkateswara Rao , G. ; Chandrasekara Reddy , G. One-Pot Conversion of 2-Nitrobenzonitriles to Quinazolin-4(3H)-ones and Synthesis of Gefitinib and Erlotinib Hydrochloride . Heterocycles 2007 , 71 , 39 – 48 .
   Web of Science ®Google Scholar
• Schnur , R. C. ; Arnold , L. D. US Patent 5747498, 1998 .
   Google Scholar
• Pan , J. ; Jiang , X. ; Chen , Y-L. Automatic Supported Liquid Extraction (SLE) Coupled with HILIC-MS/MS: An Application to Method Development and Validation of Erlotinib in Human Plasma. Pharmaceutics 2010, 2, 105–118.
   PubMedGoogle Scholar
• Chiadmi , F. ; Duprez , M. ; Schlatter , J.. ; Fontan , J. E. Validation of a Simple High-Performance Liquid Chromatography Analysis Method for the Determination of Erlotinib in Human Plasma . EJHP Sci. 2007 , 13 , 48 – 51 .
   Google Scholar
• Lepper , E. R. ; Swain , S. M. ; Tan , A. R. ; Figg , W. D. ; Sparreboom , A. Liquid-Chromatographic Determination of Erlotinib (OSI-774), an Epidermal Growth Factor Receptor Tyrosine Kinase Inhibitor . J. Chromatogr. B. 2003 , 796 , 181 – 188 .
   PubMed Web of Science ®Google Scholar
• Honeywell , R. ; Yarzadah , K. ; Giovannetti , E. ; Losekoot , N. ; Smit , E. F. ; Walraven , M. ; Lind , J. S. W. ; Tibaldi , C. ; Verheul , H. M. ; Peters , G. J. Simple and Selective Method for the Determination of Various Tyrosine Kinase Inhibitors used in the Clinical Setting by Liquid Chromatography Tandem Mass Spectrometry . J. Chromatogr. B. 2010 , 878 , 1059 – 1068 .
   PubMed Web of Science ®Google Scholar
• Zhao , M. ; He , P. ; Rudek , M. A. ; Hidalgo , M. ; Baker , S. D. Specific Method for Determination of OSI-774 and its Metabolite OSI-420 in Human Plasma by using Liquid Chromatography–Tandem Mass Spectrometry . J. Chromatogr. B. 2003 , 793 , 413 – 420 .
   PubMed Web of Science ®Google Scholar
• Pujeri , S. ; Khader , A. M. A. ; Seetharamappa , J. Validated Stability-Indicating Chromatographic Method for the Assay of Erlotinib Active Pharmaceutical Ingredient . Anal Lett. 2009 , 42 , 1855 – 1867 .
   Web of Science ®Google Scholar
• Signor , L. ; Varesio , E. ; Staack , R. F. ; Starke , V. ; Richter , W. F. ; Hopfgartner , G. Analysis of Erlotinib and its Metabolites in Rat Tissue Sections by MALDI Quadrupole Time-of-Flight Mass Spectrometry . J. Mass Spectrom. 2007 , 42 ( 7 ), 900 – 907 .
   PubMed Web of Science ®Google Scholar
• ICH. Topic Q2 (R1): Validation of Analytical Procedures: Text and Methodology, 1996. Available at http://www.ich.org/fileadmin/Public_Web_Site/ICH_Products/Guidelines/Quality/Q2_R1/Step4/Q2_ R1__Guideline.pdf
   Google Scholar