Verfahren zur Herstellung neuer 1-Cycloalkenylpiperidine
Novel 1-cycloalkenyl-piperidines of the general formula <FORM:1078890/C2/1> wherein R1 represents a hydrogen, chlorine or bromine atom, R2 represents a hydrogen atom or an a - or b -methyl group, R3 represents a m- or p-hydroxy or a m- or p-methoxy group, R4 represents a methyl, ethyl, propyl,...
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Main Authors | , , , |
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Format | Patent |
Language | German |
Published |
31.05.1969
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Edition | 1 |
Subjects | |
Online Access | Get full text |
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Summary: | Novel 1-cycloalkenyl-piperidines of the general formula <FORM:1078890/C2/1> wherein R1 represents a hydrogen, chlorine or bromine atom, R2 represents a hydrogen atom or an a - or b -methyl group, R3 represents a m- or p-hydroxy or a m- or p-methoxy group, R4 represents a methyl, ethyl, propyl, methoxy, ethoxy or propoxy group and n represents an integer from 1 to 4, and non-toxic acid addition salts thereof are prepared by reacting together a secondary piperidine and an alkylating agent of the corresponding formulae <FORM:1078890/C2/2> AND <FORM:1078890/C2/3> wherein Z represents a halogen atom, preferably bromine, or an O-tosyl group, and optionally converting to a non-toxic acid addition salt. Where a secondary piperidine in which R3 represents a m- or p-hydroxy group is used, the compound of the first general formula thus obtained can optionally be methylated to form a further compound of the first general formula wherein R3 represents a m- or p-methoxy group. Similarly, compounds of the first general formula in which R3 represents a m- or p-methoxy group can be demethylated to form corresponding compounds in which R3 represents a m- or p-hydroxy group.ALSO:Pharmaceutical compositions contain novel 1-cycloalkenyl-piperidines of the general formula <FORM:1078890/A5-A6/1> wherein R1 represents a hydrogen, chlorine or bromine atom, R2 represents a hydrogen atom or an a - or b -methyl group, R3 represents a m- or p-hydroxy or a m- or p-methoxy group R4 represents a methyl, ethyl, propyl, methoxy, ethoxy or propoxy group and n represents an integer from 1 to 4, and non-toxic acid addition salts thereof, which have a marked analgesic activity can be used as non-habit forming analgesics. The compositions may be used in conjunction with a habit-forming analgesic, such as morphine, pethidine or ketobemidone and/or a pharmaceutical carrier, and may be presented in a form suitable for oral, rectal or parenteral administration. |
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Bibliography: | Application Number: CH19660008488 |