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US 6,664,271 B1Granted
Immunopotentiator agents
AssigneeEli Lilly and Company
InventorsLawrence Camillo Creemer, Janice Rhea Herring, Edward Deorsey McGruder
Life of this patent
Estimating the term…
Abstract
Novel compounds and methods for preparing same, immunopotentiating compositions, and a method for potentiating the immune system of a host animal. The method comprises administering to the animal an effective amount of an immunopotentiating compound of Formula I or Formula II, or a physiologically acceptable salt.
Claims17
An immune system stimulating compound selected from ethyl 1-phenylacetyl-3-piperidinecarboxylate;
- ethyl 1-(4-fluorobenzoyl)-3-piperidinecarboxylate;
- ethyl (2-thiophenecarbonyl)-3-piperidinecarboxylate;
- ethyl 1-(2-thiopheneacetyl) -3-piperidinecarboxylate;
- ethyl 1-(N-methylaminocarbonyl)-4-oxo-3-piperidinecarboxylate;
- ethyl 1-(4-fluorobenzoyl)-4-oxo-3-piperidinecarboxylate;
- n-butyl 1-benzoyl-3-piperidinecarboxylate;
- N-ethyl 1-benzoyl-3-piperidinecarboxamide;
- N-(n-octyl) 1-benzoyl-3-piperidinecarboxamide;
- N-ethyl 1-(2-thiopheneacetyl-3-piperidinecarboxamide;
- ethyl 1-(3-(2-thienyl)propionyl)-3-piperidinecarboxylate;
- 2-dimethylaminoethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxamide;
- 1-benzoyl-3-butyrylpiperidine;
- (S)-ethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxylate;
- ethyl 1-(2-thiopheneacetyl-6-methyl-3-piperidinecarboxylate;
- ethyl 1-benzyl-3-piperidinecarboxylate 1-methiodide;
- ethyl 1-(4-phenylbenzoyl)-3-piperidinecarboxylate;
- (S)-1-(2-thiopheneacetyl)-3-piperidine carboxylic acid;
- 8-[(methylamino)carbonyl]-3-oxo-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester;
- 1-(2-thiopheneacetyl-3-hydroxypiperidine;
- (S)-1-(2-thiopheneacetyl)-3-piperidinecarboxylic acid ammonium salt;
- ethyl 1-(1-phenylpropionyl)-3-piperidinecarboxylate;
- 1-(2-thiopheneacetyl)-3-(O-methanesulfonyl)piperidine;
- ethyl 1-(2-bromobenzoyl)-2-acetylpiperidinecarboxylate;
- 1-(2-thiopheneacetyl)-3-(O-propionyl)piperidine;
- (S)-ethyl 1-(N-benzylurea)-3-piperidinecarboxylate;
- (S)-ethyl 1-(N-methylurea)-3-piperidinecarboxylate;
- (S)-1-benzoyl-3-piperidinecarboxylic acid;
- (S)-methyl 1-benzoyl-3-piperidinecarboxylate;
- (S)-propyl 1-benzoyl-3-piperidinecarboxylate;
- (S)-ethyl 1-(2-thienylpropyl)-3-piperidinecarboxylate;
- ethyl 1-(2-thiopheneacetyl)-5-methyl-3-piperidinecarboxylate;
- (S)±ethyl 1-(2-phenylpropionyl)-3-piperidinecarboxylate;
- (S)-ethyl 1-(2-thiopheneacetyl)-3-hydroxymethylpiperidine;
- ethyl 1-(2-thiopheneacetyl)-4-methyl-3-piperidinecarboxylate;
- (S)-1-(2-thiopheneacetyl)-3-piperidinecarboxaldehyde;
- (S)-1-(2-thiopheneacetyl)-3-piperidinonitrile;
- (S)-ethyl 1-benzyl-3-piperidinecarboxylate 1-methiodide;
- (S)-N,N-dimethyl 1-benzyl-3-piperidinecarboxamide 1-methiodide or a physiologically acceptable salt of one of the foregoing.
35 more elements
An immunopotentiating composition comprising a physiologically acceptable carrier and an effective immune system stimulating amount of a compound selected from ethyl 1-phenylacetyl-3-piperidinecarboxylate;
- ethyl 1-(4-fluorobenzoyl)-3-piperidinecarboxylate;
- ethyl (2-thiophenecarbonyl)-3-piperidinecarboxylate;
- ethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxylate;
- ethyl 1-(N-methylaminocarbonyl)-4-oxo-3-piperidinecarboxylate;
- ethyl 1-(4-fluorobenzoyl)-4-oxo-3-piperidinecarboxylate;
- n-butyl 1-benzoyl-3-piperidinecarboxylate;
- N-ethyl 1-benzoyl-3-piperidinecarboxamide;
- N-(n-octyl) 1-benzoyl-3-piperidinecarboxamide;
- N-ethyl 1-(2-thiopheneacetyl-3-piperidinecarboxamide;
- ethyl 1-(3-(2-thienyl)propionyl)-3-piperidinecarboxylate;
- 2-dimethylaminoethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxamide;
- 1-benzoyl-3-butyrylpiperidine;
- (S)-ethyl 1-(2-thiopheneacetyl)-3-piperidinecarboxylate;
- ethyl 1-(2-thiopheneacetyl-6-methyl-3-piperidinecarboxylate;
- ethyl 1-benzyl-3-piperidinecarboxylate 1-methiodide;
- ethyl 1-(4-phenylbenzoyl)-3-piperidinecarboxylate;
- (S)-1-(2-thiopheneacetyl)-3-piperidine carboxylic acid;
- 8-[(methylamino)carbonyl]-3-oxo-8-azabicyclo[3.2.l]octane-2-carboxylic acid, methyl ester;
- 1-(2-thiopheneacetyl-3-hydroxypiperidine;
- (S)-1-(2-thiopheneacetyl)-3-piperidinecarboxylic acid ammonium salt;
- ethyl 1-(1-phenylpropionyl)-3-piperidinecarboxylate;
- 1-(2-thiopheneacetyl)-3-(O-methanesulfonyl)piperidine;
- ethyl 1-(2-bromobenzoyl)-2-acetylpiperidinecarboxylate;
- 1-(2-thiopheneacetyl)-3-(O-propionyl)piperidine;
- (S)-ethyl 1-(N-benzylurea)-3-piperidinecarboxylate;
- (S)-ethyl 1-(N-methylurea)-3-piperidinecarboxylate;
- (S)-1-benzoyl-3-piperidinecarboxylic acid;
- (S)-methyl 1-benzoyl-3-piperidinecarboxylate;
- (S)-propyl 1-benzoyl-3-piperidinecarboxylate;
- (S)-ethyl 1-(2-thienylpropyl)-3-piperidinecarboxylate;
- ethyl 1-(2-thiopheneacetyl)-5-methyl-3-piperidinecarboxylate;
- (S)±ethyl 1-(2-phenylpropionyl)-3-piperidinecarboxylate;
- (S)-ethyl 1-(2-thiopheneacetyl)-3-hydroxymethylpiperidine;
- ethyl 1-(2-thiopheneacetyl)-4-methyl-3-piperidinecarboxylate;
- (S)-1-(2-thiopheneacetyl)-3-piperidinecarboxaldehyde;
- (S)-1-(2-thiopheneacetyl)-3-piperidinonitrile;
- (S)-ethyl 1-benzyl-3-piperidinecarboxylate 1-methiodide;
- (S)-N,N-dimethyl 1-benzyl-3-piperidinecarboxamide 1-methiodide or a physiologically acceptable salt of one of the foregoing.
35 more elements
Dependencies are inferred from the claim text.