Patent EP-0200942-A2 (EP)
Inventor: SHIOZAWA AKIRA
IPC: C07C49/83
Filed: 1986-04-09
Abstract: A new aminoketone derivative having a central muscle relaxant activity which is represented by the following general formula:
     wherein R 1  and
     are the groups defined as I, II or III below, one of R 2  and R 3  is a hydrogen atom and the other is a lower alkyl group; n is 0 when R 1  is I or II, and it is 0 or 1 when R 1  is III: I: R 1  is a group selected from the groups ① to ⑦ mentioned below and
     
     ① a group of the formula   ② a group of the formula
     (wherein R 5  is a fluorine atom, a bromine atom, a lower alkoxyl group, a lower alkyl group, hydroxyl group, CH 2 =CH-, a phenyl group or
         ③ a group of the formula
     (wherein R 6  is a halogen atom, a lower alkyl group,
     (wherein R 4  is a trihalogenomethyl group), CH 2 =CH- or phenyl group), (Continuation next page)   ④ a group of the formula
     (wherein both R 7  and R 8  each are halogen atoms, lower alkyl groups, lower alkoxyl groups or hydrogen atoms),   ⑤ a group of the formula
     (wherein R 9  and R 10  each are halogen atoms, lower alkyl groups or lower alkoxyl group, and R 10  is a substituent at the position 4 or 5 of the phenyl ring),   ⑥ a group of the formula
     (wherein R 9  is a lower alkoxyl group, a lower alkyl group or a halogen atom; R" is a substituent at the position 2 or 3 of the phenyl ring, and is a lower alkyl group, a lower alkoxyl group or a hydroxyl group; and R 12  is a substituent at the position 5 or 6 of the phenyl ring, and is a lower alkyl group or a halogen atom), and   ⑦ a group of the formula
     (wherein R 9  is a lower alkoxyl group, a lower alkyl group or a halogen atom; R 13  is a lower alkyl group, a lower alkoxyl group or a hydroxyl group; and R 14  is a lower alkyl group or a lower alkoxyl group, provided that R 14  is a lower alkoxyl group when R 9  is a lower alkoxyl group at the position 4 of the phenyl ring):   
     II: R' is a group selected from the groups ① or ② mentioned below and
     
     ① a group of the formula
     (wherein R 15  and R 16  each are lower alkyl groups or lower alkoxyl groups; and R" is a hydrogen atom or a lower alkoxyl group, provided that one of R 15  and R 16  is a lower alkoxyl group when R 17  is a lower alkoxyl group),   ② a group of the formula
     (wherein R' 6  and R 16  each are lower alkyl groups or lower alkoxyl groups and R 18  is a lower alkyl group, provided that R' 6  is a substituent at the position 3 or 4):   
     III: R 1  is a group selected from the groups ①,②,③ or ④ mentioned below and
     is a group of the formula
           ① a group of the formula
     (wherein R 20  is a hydrogen atom, a halogen atom,
     a lower alkyl group or a lower alkoxyl group),   a group of the formula
     (wherein R 21  is a halogen atom, a lower alkyl group or a lower alkoxyl group),   ③ a group of the formula
     (wherein R 22  is a lower alkoxyl group), and   ④ a group of the formula
     (wherein R 23  is a halogen atom or a lower alkyl group, R 24  and R 25  each are lower alkyl groups, and R 26  is a lower alkyl group or a lower alkoxyl group), its pharmaceuticatly acceptable salt and a process for manufacturing thereof.