Ex parte BONFILS et al. - Page 16




               Appeal No. 2001-2138                                                                                                
               Application No. 08/403,276                                                                                          


               establish a prima facie case of obviousness of the other enantiomer.  Where, as here,                               

               there is evidence of unpredictability (e.g., Crossley), and no evidence of common                                   
                                                           6                                                                       
               pharmaceutical or biological properties , the “presumed expectation” of similar properties                          
               due to the similar structures is not well-founded.                                                                  
                       Examination of the remaining cases cited by the examiner shows that words that                              

               might be interpreted as establishing a prima facie case of obviousness of a claimed                                 

               stereoisomer over the enantiomer disclosed in the prior art are either dicta because they                           

               were not necessary for the disposition of the case, or they were made within the context of                         
               the record before the court, and are thus of limited general applicability.                                         

                       In In re Adamson, 275 F.2d 952, 125 USPQ 233 (CCPA 1960) the court upheld an                                

               obviousness rejection of claims to “[a] laevo-isomer of a compound . . . substantially                              
               separated from the dextro-isomer” over references disclosing the racemate, i.e., a mixture                          
               of equal amounts of the enantiomers.  More specifically, the references disclosed                                   
               synthetically produced compounds of the same formula claimed.  A chemistry text taught                              
               that synthetically produced substances containing asymmetric carbon atoms responsible                               
               for optical activity are optically inactive due to the formation of equal amounts of the laevo-                     

               and dextro-isomers.  Adamson at 953, 125 USPQ at 234.  Adamson argued that the                                      

                       We stress the absence of evidence predicting pharmaceutical or biological properties of the6                                                                                                          
               compounds because it is only in interactions with other chiral molecules that the properties of one enantiomer      
               will differ from its mirror image:  all properties of the enantiomers that involve interactions only with achiral   
               molecules will be identical, by symmetry.                                                                           
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