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 said thereof, wherein;
R is 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-aloxy lower-alkyl, each alkyl group having form 1 to 6 carbon atoms;
R2 is substituted or unsubstituted phenyl lower-aklyl; and
R3 is selected from the group consisting of hydrogen, lower-alkyl and phenylmethyl.
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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 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 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.
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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 said thereof, wherein;
R is 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-aloxy lower-alkyl, each alkyl group having form 1 to 6 carbon atoms; R2 is substituted or unsubstituted phenyl lower-aklyl; and R3 is selected from the group consisting of hydrogen, lower-alkyl and phenylmethyl. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8)
- ##STR16## an optically active isomeric form thereof, a cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition said thereof, wherein;
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9. A narcotic analgesic composition comprising a non-toxic pharmaceutically acceptable carrier and an analgesically effective amount of a compound having the formula:
- ##STR17## optically active isomeric form thereof, a cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
R is 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 combination thereof; R1 is selected from the group consisting of lower-alkyl, lower-alkenyl, and lower-alkoxy lower-aklyl, each alkyl group having from 1 to 6 carbon atoms; R2 is substituted or unsubstituted phenyl lower-aklyl; and R3 is selected from the group consisting of hydrogen, lower-alkyl and phenylmethyl. - View Dependent Claims (10, 11, 12, 13, 14, 15, 16)
- ##STR17## optically active isomeric form thereof, a cis/trans isomeric form thereof or a pharmaceutically acceptable acid addition salt thereof, wherein;
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17. 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 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 substituted or unsubstituted phenyl lower-alkyl; and R3 is selected from the group consisting of hydrogen, lower-alkyl and phenylmethyl. - View Dependent Claims (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. (Baxter International Inc.)
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Original AssigneeAnaquest, Inc.
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InventorsMoliterni, John, Lalinde, Nhora L., Spencer, H. Kenneth
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Primary Examiner(s)Ivy, C. Warren
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Assistant Examiner(s)Chang, Celia
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Application NumberUS07/617,122Time in Patent Office496 DaysField of Search546/221, 546/209, 546/213, 546/216, 514/326, 514/327US Class Current514/327CPC 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...
