Abstract: This invention relates to a composition comprising a tramadol material and a nonsteroidal antiinflammatory drug, and its use. The compositions are pharmacologically useful in treating pain and tussive conditions. The compositions are also subject to less opioid side-effects such as abuse liability, tolerance, constipation and respiratory depression. Furthermore, where the components of the compositions are within certain ratios the pharmacological effects of the compositions are superadditive (synergistic).
Abstract: Compounds of the general formula I ##STR1## are disclosed as novel antipsychotic agents. Pharmaceutical compositions and methods of treating convulsions employing such compounds of formula I are also disclosed.
Type:
Grant
Filed:
September 10, 1993
Date of Patent:
September 12, 1995
Assignee:
McNeilab, Inc.
Inventors:
Cynthia A. Maryanoff, Allen B. Reitz, Malcolm K. Scott
Abstract: A system for applying a heat-shrinkable sleeve or label to a container such as a vial for pharmaceuticals includes a novel heat tunnel assembly. The heat tunnel assembly, in a preferred embodiment, includes a conveyor for moving the sleeved containers past a heat source. The conveyor has a plurality of rollers upon which the sleeved containers are supported and rotated. The rollers turn at a first rate during initial shrinkage of the sleeve, and at a second, slower, rate after the initial shrinkage has occurred to reduce distortion and unwanted displacement of the label during its application. The heat tunnel assembly also includes a system for withdrawing the heat source from the vicinity of the conveyor should unexpected circumstances arise.
Abstract: A process for producing chlorosulfate and sulfamate esters of 2,3:4,5-bis-O-(1-methylethylidene)-.beta.-D-fructopyranose and (1-methylcyclohexyl)methanol is disclosed. The process involves a two step procedure involving in the first step reacting of an alcohol with sulfuryl chloride in the presence of a tertiary or heterocyclic amine base in a solvent selected from the group consisting of toluene, t-butyl methyl ether or tetrahydrofuran to produce a chlorosulfate intermediate, which is preferably stabilized by an aqueous wash and/or treatment with a base, and in the second step reacting of the resulting intermediate with an amine in a solvent selected from the group consisting of t-butyl methyl ether, tetrahydrofuran and lower alkanol.
Type:
Grant
Filed:
August 12, 1993
Date of Patent:
February 7, 1995
Assignee:
McNeilab, Inc.
Inventors:
Cynthia A. Maryanoff, Lorraine Scott, Kirk L. Sorgi
Abstract: Sulfamate derivatives having the following formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, and R.sub.6 are as herein defined, have been found to exhibit anticonvulsant activity and are thus useful in the treatment of conditions such as epilepsy. Further, the present invention encompasses pharmaceutical compositions containing a compound of formula (I) as well as methods for their use and novel intermediates are disclosed.
Type:
Grant
Filed:
December 22, 1992
Date of Patent:
January 24, 1995
Assignee:
McNeilab, Inc.
Inventors:
Michael J. Costanzo, Bruce E. Maryanoff
Abstract: This invention relates to a composition comprising a tramadol material and acetaminophen, and its use. As used herein tramadol refers to various forms of tramadol. The compositions are pharmacologically useful in treating pain and tussive conditions. The compositions are also subject to less opioid side-effects such as abuse liability, tolerance, constipation and respiratory depression. Furthermore, where the components of the compositions are within certain ratios the pharmacological effects of the compositions are superadditive (synergistic).
Abstract: Compounds of the general formula I ##STR1## wherein A is N; Ar is aryl, substituted aryl or benzofuranyl, wherein the substituents are selected from C.sub.1 -C.sub.8 alkoxy; B is CO or CH.sub.2 and HET is selected from any of piperizine, piperidine, hexahydroazepine, morpholine, thiomorpholine or pyrrolidine, which may be substituted with one of more oxo groups are disclosed as novel antipsychotic agents. Pharmaceutical compositions and methods of treating convulsions employing such compounds of formula I are also disclosed.
Type:
Grant
Filed:
September 11, 1992
Date of Patent:
July 26, 1994
Assignee:
McNeilab, Inc.
Inventors:
Malcolm K. Scott, Allen B. Reitz, Frank J. Villani, Jr., C. Royce Rasmussen
Abstract: Compounds of the general formula I: ##STR1## are disclosed as potent antipsychotic agents. Novel methods of use and intermediates used to make the compounds of formula I are also disclosed.
Abstract: Compounds of the general formula I ##STR1## are disclosed as novel antipsychotic agents. Pharmaceutical compositions and methods of treating convulsions employing such compounds of formula I are also disclosed.
Type:
Grant
Filed:
September 11, 1992
Date of Patent:
May 24, 1994
Assignee:
McNeilab, Inc.
Inventors:
Malcolm K. Scott, Allen B. Reitz, Cynthia A. Maryanoff, Frank J. Villani, Jr.
Abstract: A capsule-like medicament, method for producing such medicaments and apparatus. Such medicaments are achieved by individually dipping and drying first one end, and then the other end, of each caplet to provide a coating which is another and easier to swallow than an uncoated caplet. The production of these capsule-like medicaments is readily facilitated by simple and inexpensive modifications which can be made to existing empty gelatin capsule making equipment.
Abstract: This invention relates to new heterocyclic derivatives of guanidine and more particularly to such derivatives which have hypoglycemic activity, their methods of use for treating hyperglycemia and novel intermediate compounds for their preparation.
Type:
Grant
Filed:
July 20, 1993
Date of Patent:
March 15, 1994
Assignee:
McNeilab, Inc.
Inventors:
Henry J. Breslin, Michael J. Kukla, Chris R. Rasmussen, Robert W. Tuman
Abstract: A process for converting 1,4- and 1,5-dicarbonyl sugars to pyrrolidine and piperidine amino sugars. Novel compounds resulting from this process are also described.
Type:
Grant
Filed:
September 17, 1990
Date of Patent:
March 1, 1994
Assignee:
McNeilab, Inc.
Inventors:
Allen B. Reitz, Ellen W. Baxter, Bruce E. Maryanoff
Abstract: This invention relates to new heterocyclic derivatives of guanidine and more particularly to such derivatives which have hypoglycemic activity, their methods of use for treating hyperglycemia and novel intermediate compounds for their preparation.
Type:
Grant
Filed:
July 28, 1992
Date of Patent:
December 7, 1993
Assignee:
McNeilab, Inc.
Inventors:
Henry J. Breslin, Michael J. Kukla, Chris R. Rasmussen, Robert W. Tuman
Abstract: The processes provide for the preparation of a [2S-(2.alpha., 3a.beta., 7a.beta.)]-octahydro-lH-indole-2-carboxylic ester from an ester precursor by a stereospecific hydrogenation at a pressure below about 400 psi. In addition, the processes provide for the preparation of [2S-(2.alpha.m 3a.beta., 7a.beta.)]-octahydro-lH-indole-2-carboxylic acid or a ester thereof by the hydrogenation of a (2S)-2-carboxyindoline acid precursor.
Type:
Grant
Filed:
March 27, 1991
Date of Patent:
November 2, 1993
Assignee:
McNeilab, Inc.
Inventors:
Cynthia A. Maryanoff, Cynthia L. Fedde, Robin C. Stanzione, Frank J. Villani, Jr.
Abstract: Compounds of the general formula (I): ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, n and p are as herein defined; exhibit anticonvulsant activity and are thus useful in the treatment of conditions such as epilepsy. Compounds of this class are also useful for the treatment of glaucoma, peptic ulcers, hypertension, congestive heart failure and other types of edema. Furthermore, pharmaceutical compositions containing a compound of formula (I) as well as methods for their use and novel intermediates are disclosed.
Type:
Grant
Filed:
April 28, 1992
Date of Patent:
September 7, 1993
Assignee:
McNeilab, Inc.
Inventors:
Michael J. Costanzo, Bruce E. Maryanoff
Abstract: This invention relates to a tramadol N-oxide material, enantiomers and compositions thereof and their use. The tramadol N-oxide material and compositions thereof are pharmacologically useful in treating pain, diarrhea and tussive conditions. The tramadol N-oxide is also subject to less side-effects as compared to pure opiate based compositions, such as abuse liability, tolerance, constipation and respiratory depression. Furthermore, the tramadol N-oxide material when administered orally exhibits analgesia for a longer duration than an equi-analgesic amount of tramadol.
Type:
Grant
Filed:
September 13, 1991
Date of Patent:
June 29, 1993
Assignee:
McNeilab, Inc.
Inventors:
Cynthia A. Maryanoff, Robert B. Raffa, Frank J. Villani
Abstract: A pharmaceutical sustained release homogeneous tablet or homogeneous tablet layer is formed by making a wet granulation using povidone (PVP) in alcohol as the granulating fluid which is mixed with a pharmaceutical active, ethylcellulose, a wicking agent, e.g. microcrystalline cellulose, an erosion promoter, e.g. pregelatinized starch, then drying and milling the granulation and blending with a dry powdered erosion promotor, wicking agent, lubricant, e.g. magnesium stearate and glidant, e.g. silicon dioxide, and compressing the resultant granulation, which upon administration results in a long-lasting slow and relatively regular incremental release of the pharmaceutical active, and multi-layered pharmaceutical active tablets comprising immediate release and/or sustained release layers.
Type:
Grant
Filed:
October 22, 1990
Date of Patent:
April 6, 1993
Assignee:
McNeilab, Inc.
Inventors:
Galen W. Radebaugh, Thomas N. Julian, Robert Glinecke
Abstract: Propylamines of the formula (I): ##STR1## and isomers thereof, particularly those enantiomers and racemates relative to the chiral carbon indicated by an asterisk (*). The propylamines can be used for the treatment of hypertension or angina in humans. A is pyrrolidine, piperidine or morpholine and B is an aromatic heterocycle, aromatic carbocycle or saturated carbocycle.