Case 1:06-cv-00033-SLR
Document 179-2
Filed 01/30/2008
Page 1 of 1
APPENDIX A
Timeline of Takeda's Development of Lansoprazole Using Me-Too Approach
AG-1511 synthesized 7/83 Random Screening and NCE Approach by Takeda 1/82 AG-1414 (omeprazole) synthesized 5/83 AG-1598 synthesized 10/83 AG-1749 (lansoprazole) synthesized 5/84
1982
1983
1984
Substituents Used By Takeda During The Development of Lansoprazole Methyls and Fluorinated Methyls Ethyls Alkoxies, Fluoroalkoxies, and Alkoxy-Linked Substituents -CH3, -CH2CH3; -CF3 -CH2CH3 OCH3; OCH2; OCH2CH3; O(CH2)2CH3; O(CH2)3CH3; O(CH2)5CH3; O(CH2)7CH3; OC6H5; OCH2C6H5; OCH(CH3)2; OCH2C(CH3)3; OCH2CH(CH3)2; OCHCH; OCH2CCH; OCH2CHCH2; OCH2CF3; OCH2CF2CF3
Halogen
-F