Certain triazolyl benzhydrol compounds

Abstract

Abstract ARE PIPERIDINE, PYRROLIDINE, OR MORPHOLINE; WHEREIN R1 IS HYDROGEN, ACETYL, OR PROPIONYL: BUT ACETYL OR PROPIONYL ONLY WHEN R" AND R"'' ARE OTHER THAN HYDROGEN, AND WHEREIN R2, R3, R4, AND R5 ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF 1 TO 3 CARBON ATOMS, INCLUSIVE, HALOGEN, NITRO, CYANO, TRIFLUOROMETHYL, AMINO, AND ALKOXY, ALKYLTHIO, ALKYLSULFINYL, ALKYLSULFONYL, ALKANOYLAMINO, AND DIALKYLAMINO IN WHICH THE CARBON CHAIN MOIETIES ARE OF 1 TO 3 CARBON ATOMS, INCLUSIVE; AND THE PHARMACOLOGICALLY ACCEPTABLE ACID ADDITION SALTS THEREOF ARE PREPARED BY REDUCING A 2-(3,5-DISUBSTITUTED-4H-1,2,4TRIAZOL-4-YL)-BENZOPHENONE I TO OBTAIN THE CORRESPONDING 2-(3,5-DISUBSTITUTED-4H-1,2,4-TRIAZOL-4-YL)BENZHYDROL (II) OR BY REDUCING WITH BORANE A 4-(2-BENZOYLPHENYL)-5-SUBSTITUTED-4H-1,2,4-TRIAZOLE - 3 - CARBOXALDEHYDE 3-(O-ACYLOXIME) IV (OBTAINED BY ACYLATING THE CORRESPONDING OXIME (III) TO GIVE THE CORRESPONDING 2-(3-(AMINOMETHYL) - 5 - SUBSTITUTED-4H-1,2,4-TRIAZOL - 4 - YL)BENZHYDROL (V). THE NOVEL COMPOUNDS OF FORMULA VI ARE ACTIVE SEDATIVES. -N(-R")-R"'' IN WHICH R" AND R"'' ARE SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL DEFINED AS ABOVE, OR TOGHETHER -CH2-N(-R")-R"'' WHEREIN R IS SELECTED FROM THE GROUP CONSISTING OF HYDROGEN, ALKYL OF 1 TO 3 CARBON ATOMS, INCLUSIVE, CYCLOALKYL OF 3 TO 8 CARBON ATOMS, INCLUSIVE, PHENYL, BENZYL, -COOR'' IN WHICH R'' IS ALKYL DEFINED AS ABOVE, AND A HETEROCYCLIC AROMATIC RADICAL OF 5 AND 6 RING ATOMS CONTAINING FROM 1 TO 4 HETERO ATOM SELECTED FROM THE GROUP CONSISTING OF N, S, AND O; WHEREIN RO IS CH(-O-R1)-),R4,R5-BENZENE 1-(3-R,5-R0-4H-1,2,4-TRIAZOL-4-YL),2-((R2,R3-PHENYL)- COMPOUNDS OF THE FORMULA VI

Inventors

• 👤 M Gall
• 👤 J Hester

Bibliographic Details