N-aryl-N-(1-substituted-3-alkoxy-4-piperidinyl)amides and pharmaceutical compositions and methods employing such compounds
First Claim
1. A compound having the formula:
- ##STR16## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
R is an aryl group selected from the group consisting of phenyl and substituted phenyl, wherein the substituents on the phenyl group are selected from the group consisting of halogen, lower-alkyl, lower alkoxy, and combinations thereof;
R1 is selected from the group consisting of lower-alkyl, lower-alkenyl, and lower-alkoxy lower alkyl, each alkyl group having from 1 to 6 carbon atoms;
R2 is thienyl lower-alkyl andR3 is selected from the group consisting of hydrogen, lower-alkyl and lower-alkyl aryl.
3 Assignments
0 Petitions
Accused Products
Abstract
This invention pertains to novel N-aryl-N-[N-substituted 3-alkoxy-4-piperidinyl]amides useful as analgesics, and methods of administering analgesia, which comprises the systemic administration to mammals of such compounds, and pharmaceutical compositions containing such compounds, wherein the novel compounds have the general formula: ##STR1## including optically active isomeric forms, cis/trans isomeric forms and the pharmaceutically acceptable acid addition salts therof, wherein:
R is an aryl group selected from the group consisting of phenyl and substituted phenyl, wherein the substituents on the phenyl group are independently selected from the group consisting of halogen, lower-alkyl, lower-alkoxy, and combinations thereof;
R1 is an alkyl group selected from the group consisting of lower-alkyl, lower-alkenyl, and lower-alkoxy lower-alkyl, each alkyl group having from 1 to 6 carbon atoms;
R2 is a member selected from the group consisting of phenyl lower-alkyl, thienyl lower-alkyl, pyrazolyl lower-alkyl, tetrazolyl lower-alkyl, 4,5-dihydro-5-oxo-1H-tetrazolyl lower-alkyl, 1,3-dihydro-1,3-dioxo-2H-isoindolyl lower-alkyl, and 2,3-dihydro-2-oxo-1H-benzimidazolyl lower-alkyl; and
R3 is a member selected from the group consisting of hydrogen, lower-alkyl and lower-alkyl aryl.
33 Citations
21 Claims
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1. A compound having the formula:
- ##STR16## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
R is an aryl group selected from the group consisting of phenyl and substituted phenyl, wherein the substituents on the phenyl group are selected from the group consisting of halogen, lower-alkyl, lower alkoxy, and combinations thereof; R1 is selected from the group consisting of lower-alkyl, lower-alkenyl, and lower-alkoxy lower alkyl, each alkyl group having from 1 to 6 carbon atoms; R2 is thienyl lower-alkyl and R3 is selected from the group consisting of hydrogen, lower-alkyl and lower-alkyl aryl. - View Dependent Claims (2, 3, 4, 5, 6, 7)
- ##STR16## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
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8. A narcotic analgesic composition comprising a non-toxic pharmaceutically acceptable carrier and an analgesically effective amount of a compound having the formula:
- ##STR17## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
R is an aryl group selected from the group consisting of phenyl and substituted phenyl, wherein the substituents on the phenyl group are selected from the group consisting of halogen, lower-alkyl, lower-alkoxy, and combinations thereof; R1 is selected from the group consisting of lower-alkyl, lower-alkenyl, and lower-alkoxy lower-alkyl, each alkyl group having from 1 to 6 carbon atoms; R2 is thienyl lower-alkyl; and R3 is selected from the group consisting of hydrogen, lower-alkyl and lower-alkyl aryl. - View Dependent Claims (9, 10, 11, 13, 14)
- ##STR17## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
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12. R2 is 2-(2-thienyl)ethyl.
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15. A method of producing analgesia in a mammal comprising administering to the mammal in need thereof an analgesically effective amount of a compound having the formula:
- ##STR18## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
R is an aryl group selected from the group consisting of phenyl and substituted phenyl, wherein the substituents on the phenyl group are selected from the group consisting of halogen, lower-alkyl, lower-alkoxy, and combinations thereof; R1 is selected from the group, consisting of lower-alkyl, lower-alkenyl, and lower-alkoxy lower-alkyl, each alkyl group having from 1 to 6 carbon atoms; R2 is thienyl lower-alkyl; and R3 is selected from the group consisting of hydrogen, lower-alkyl and lower-alkyl aryl. - View Dependent Claims (16, 17, 18, 19, 20, 21)
- ##STR18## an optically active isomeric form thereof, a, cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
Specification
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- Resources
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Current AssigneeOhmeda Pharmaceutical Products Division, Inc.
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Original AssigneeBOC, Inc.
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InventorsMoliterni, John, Lalinde, Nhora L., Spencer, H. Kenneth
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Primary Examiner(s)Rotman, Alan L.
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Assistant Examiner(s)Haley, Jacqueline
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Application NumberUS07/351,360Time in Patent Office648 DaysField of Search546/209, 546/213, 514/326US Class Current514/326CPC Class CodesC07D 211/58 attached in position 4C07D 401/06 linked by a carbon chain co...C07D 409/06 linked by a carbon chain co...
