Patents Represented by Attorney Richard J. Hammond
  • Patent number: 5256390
    Abstract: A method of producing zeolite particles with reduced carbonate species so that the zeolite particles are ion exchangeable with biocidal metal ions.
    Type: Grant
    Filed: July 3, 1990
    Date of Patent: October 26, 1993
    Assignee: Ethyl Corporation
    Inventor: Patrick C. Hu
  • Patent number: 5256398
    Abstract: A method and composition of determining the viability of tissue in a region of an organism having a vascular circulatory system that supplies blood to said region is disclosed. The composition includes the combination of adenosine or an adenosine antagonist in combination with an A.sub.1 adenosine receptor which may be: ##STR1## wherein R.sub.1 is hydrogen or R.sub.2 ; R.sub.2 is selected from the group consisting of endo-2-norbornyl or cyclopentyl; R.sub.3 is selected from the group consisting of hydrogen, halogen, amine, carboxy, alkyl radicals having 1 to 10 carbon atoms, cycloalkyl radicals having from 3 to 8 ring carbon atoms, thio sulfonate, sulfonamide, sulfone, sulfoxamide, phenyl, alkyl-substituted amine, and cycloalkyl substituted amine; R.sub.4 is selected from the group consisting of benzyl, phenyl, alkyl groups comprising from 1 to 4 carbon atoms, wherein said alkyl group can be substituted with oxygen, for instance ethers and alcohols; and R.sub.
    Type: Grant
    Filed: January 30, 1992
    Date of Patent: October 26, 1993
    Assignee: Whitby Research, Inc.
    Inventors: Donald A. McAfee, Luiz Belardinelli
  • Patent number: 5256647
    Abstract: This invention provides compositions comprising a physiologically-active agent and a compound having the structural formula ##STR1## wherein X may represent sulfur or two hydrogen atoms; R' is H or a lower alkyl group having 1-4 carbon atoms; m is 2-6; n is 0-18 and R is --CH.sub.3, ##STR2## wherein R" is H or halogen, in an amount effective to enhance the penetration of the physiologically-active agent through the skin or other membrane of the body of an animal.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: October 26, 1993
    Assignee: Whitby Research, Inc.
    Inventors: Gevork Minaskanian, James V. Peck, Eric L. Nelson
  • Patent number: 5256661
    Abstract: Certain novel compounds having the structural formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H and OA; A is H or is selected from the group consisting of hydrocarbyl radicals, e.g. lower alkyl radicals, i.e. methyl, ethyl, propyl, etc., or ##STR2## wherein R.sub.5 is selected from the group consisting of hydrocarbyl radicals, e.g. alkyl and aromatic residues; n is 2 or 3; and R.sub.1 is selected from the group consisting of organic radicals having fused aromatic rings, that is, radicals comprising at least two rings that share a pair of carbon atoms or share a carbon and nitrogen atom are useful for inducing a dopaminergic response and reducing the intraocular pressure in a mammal.
    Type: Grant
    Filed: September 28, 1992
    Date of Patent: October 26, 1993
    Assignee: Whitby Research, Inc.
    Inventor: Alan S. Horn
  • Patent number: 5254720
    Abstract: A new process for preparing aryl substituted aliphatic carboxylic acids or then alkyl esters is provided. A 1-aryl substituted olefin is reacted with carbon monoxide in the presence of water or an alcohol at a temperature between about 25.degree. C. and about 200.degree. C. An excess of several moles of water or alcohol is preferred. An acid such as hydrochloric acid may also be added. As catalyst, a mixture of a palladium compound and a copper compound with at least one acid-stable ligand are present.
    Type: Grant
    Filed: December 28, 1992
    Date of Patent: October 19, 1993
    Assignee: Ethyl Corporation
    Inventor: Tse-Chong Wu
  • Patent number: 5254714
    Abstract: A process is disclosed for the enantioselective hydrogenation of olefins of the formula: ##STR1## where R is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl, Z is ##STR2## where R' is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl, --CN, C(NH)OR" where R" is C.sub.1 to C.sub.6 linear or branched alkyl, or --C(O)NH.sub.2 ; and Ar is phenyl or naphthyl unsubstituted or substituted with benzoyl or substituted benzoyl, C.sub.1 to C.sub.6 linear or branched alkyl, C.sub.1 to C.sub.6 linear or branched alkoxy, halo, or carboxylic acid or C.sub.1 to C.sub.6 linear or branched alkyl ester thereof, which comprises contacting said aromatic-substituted olefin with a catalytically effective amount of a ruthenium phosphite complex.
    Type: Grant
    Filed: October 10, 1991
    Date of Patent: October 19, 1993
    Assignee: Ethyl Corporation
    Inventor: Merrikh Ramezanian
  • Patent number: 5252345
    Abstract: A composition containing a zeolite and an acid suitable for use in increasing bone strength in an animal having a bone strength less than desired and/or for use in treating, preventing or delaying the onset of a bone disorder such as osteoporosis, osteochondrosis, or dyschondroplasia. A preferred zeolite is zeolite A. Preferred acids are illustrated by citric, fumaric and aspartic acids. The presence of such acids in the composition enhances the breakdown (i.e. decomposition) of the zeolite thereby making it more efficacious for increasing bone strength or combating bone disease. Preferably, the compositions contain from about 35 to about 65 weight percent of the acid; the remainder being the zeolite Such compositions can be admixed with other materials such as excipients used in the preparation of unit dosage forms.
    Type: Grant
    Filed: February 1, 1991
    Date of Patent: October 12, 1993
    Assignee: Ethyl Corporation
    Inventors: Patrick C. Hu, James S. Staton, Karl E. Wiegand
  • Patent number: 5250717
    Abstract: Isothiocyanates of the formula ##STR1## where R, R.sub.1, and R.sub.2 are the same or different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl and thioureas of the formula ##STR2## where R, R.sub.1, and R.sub.2 are defined above, are disclosed. Processes for their preparation are also disclosed.
    Type: Grant
    Filed: June 1, 1992
    Date of Patent: October 5, 1993
    Assignee: Ethyl Corporation
    Inventor: Gordon G. Knapp
  • Patent number: 5248813
    Abstract: A process for obtaining a substantially pure enantiomer of an aryl-substituted aliphatic carboxylic acid is described. The process utilizes first an enantiomerically enriched mixture the of aryl-substituted aliphatic carboxylic acid obtained from kinetic resolution, diastereomeric crystallization or asymmetric synthesis processes. This enriched mixture is reacted with a base producing a salt that has the following properties:(1) has at least one eutectic point;(2) a composition that is not at the eutectic point; and(3) a eutectic composition that is closer to the racemic composition than is the eutectic composition of said aryl-substituted carboxylic acid.Substantially pure, enantiomeric salt is separated, leaving a mother liquor comprising the solvent and aryl-substituted aliphatic carboxylic acid enriched in the other enantiomer.
    Type: Grant
    Filed: October 14, 1992
    Date of Patent: September 28, 1993
    Assignee: Ethyl Corporation
    Inventors: Thanikavelu Manimaran, G. Patrick Stahly, R. Carl Herndon, Jr.
  • Patent number: 5243119
    Abstract: A normal 1-alkene containing 3-8 carbons is dimerized in the presence of a supported alkali metal as a catalyst and about 10-100 mol %, based on the amount of alkali metal catalyst, of an oxide of sodium, potassium, rubidium, and/or cesium as a co-catalyst. In preferred embodiments of the invention, the alkene is propene, the alkali metal is potassium or a potassium alloy, and the co-catalyst is sodium oxide.
    Type: Grant
    Filed: November 29, 1990
    Date of Patent: September 7, 1993
    Assignee: Ethyl Corporation
    Inventor: R. Scott Smith
  • Patent number: 5235095
    Abstract: An improved process for the separation of enantiomers of a racemic mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process involves: (i) forming a salt solution comprising said racemic mixture of a C.sub.1 to C.sub.6 linear or branched aliphatic carboxylic acid and an organic or inorganic base; (ii) treating said salt solution with one-half molar equivalent of a chiral organic nitrogenous base having a base strength no stronger than said organic or inorganic base; and (iii) precipitating from the reaction solution formed in step (ii) the less soluble diastereomeric salt, the improvement being adding to the salt solution of step (ii) an inert organic or inorganic base that is soluble in the salt solution.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: August 10, 1993
    Assignee: Ethyl Corporation
    Inventors: Abbas Kadkhodayan, Deepak R. Patil, Azfar A. Choudhury
  • Patent number: 5235100
    Abstract: A process for the separation of a racemic mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process comprises:i) separating a racemic mixture of an aliphatic carboxylic acid or ester thereof having the formula: ##STR1## where R.sub.1 is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.2, R.sub.3 and R.sub.4 are different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; cycloalkyl; alkyl-substituted cycloalkyl; C.sub.6 to C.sub.14 aryl; C.sub.1 to C.sub.6 alkylthio; C.sub.2 to C.sub.8 cycloalkylthio; C.sub.6 to C.sub.10 arylthio; C.sub.6 to C.sub.10 arylcarbonyl; C.sub.4 to C.sub.8 cycloalkenyl; trifluoromethyl; halo; or C.sub.4 to C.sub.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: August 10, 1993
    Assignee: Ethyl Corporation
    Inventors: Azfar A. Choudhury, Abbas Kadkhodayan, Deepak R. Patil
  • Patent number: 5234945
    Abstract: This invention provides a method for treating the symptoms of obesity which comprises administering to a human or other mammal suffering from the symptoms of obesity an effective amount of a compound selected from the group consisting of the optically active compounds especially the (-) negative stereoisomers represented by the formula: ##STR1## wherein R.sub.1 R.sub.2,R.sub.3,R.sub.4,R.sub.5 and R.sub.6 are defined by the specification substituted or unsubstituted phenyls, pyridyl, hydroxyphenyl, ##STR2## X is oxygen or sulfur, Y is selected from the group consisting of hydroxy, nitro, cyano, azido, amino, acylamino, carboxyamido, trifluoromethyl, sulfate, sulfonamido, halogen, hydrocarbyl and hetero atom-substituted hydrocarbyl radicals, wherein said heteroatoms are selected from the group consisting of halogen, nitrogen, oxygen, sulfur and phosphorus and said hydrocarbyl radicals comprise from 1 to 12 carbon atoms, and a is an integer of from zero to 3,R.sub.2, R.sub.3 and R.sub.
    Type: Grant
    Filed: January 4, 1991
    Date of Patent: August 10, 1993
    Assignee: Whitby Research, Inc.
    Inventor: James D. Belluzzi
  • Patent number: 5234966
    Abstract: Polyimide foam of desired density is produced by adding to a polyimide precursor comprising carboxylic and diamine components at least one foam-enhancing polar, protic additive of the formula ROH, where R is hydrogen, or C.sub.1 to C.sub.12 linear or branched alkyl or cycloalkyl, unsubstituted or substituted with halo, aryl, alkoxy or hydroxy, and heating the resultant slurry to a temperature that does not exceed about 105.degree. C. to form a homogeneous melt. When heated to a higher temperature the melt foams and cures. The density of the foam is affected by the amount of foam-enhancing additive which is utilized.
    Type: Grant
    Filed: October 13, 1992
    Date of Patent: August 10, 1993
    Assignee: Ethyl Corporation
    Inventors: James R. Barringer, H. Eugene Broemmelsiek, Carroll W. Lanier, Raymond Lee
  • Patent number: 5235101
    Abstract: An improved process for the separation of enantiomers of a mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process involves adding an inert liquid to the reaction solution formed by: (i) forming a salt solution comprising said racemic mixture of a C.sub.1 to C.sub.6 linear or branched aliphatic carboxylic acid and an organic or inorganic base; (ii) treating said salt solution with less that equimolar equivalents of a chiral organic nitrogenous base; (iii) precipitating from the reaction solution formed in step (ii) the less soluble diastereomeric salt; (iv) addition of a countersolvent to the slurry formed in step (iii); (v) extracting the more soluble diastereomeric salt or the salt of carboxylic acid and the base added in step (i) into the countersolvent. The inert liquid and the countersolvent must be of sufficiently different density.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: August 10, 1993
    Assignee: Ethyl Corporation
    Inventors: Deepak R. Patil, Azfar A. Choudhury, Abbas Kadkhodayan
  • Patent number: 5234959
    Abstract: This invention relates to a method for administering systemically active agents including therapeutic agents through the skin or mucosal membranes of humans and animals and into the blood stream in a transdermal device or formulation comprising topically administering with said systemic agent an effective amount of a membrane penetration enhancer being a carboxylic acid derivative or a salt thereof represented in one embodiment by the general formula ##STR1## wherein W represents oxygen, sulfur, or two hydrogen radicals; wherein Z represents oxygen, sulfur, or --CH.sub.2 --;wherein R represents alkyl optionally substituted with one to three double or triple bonds, --SR'", --OR'", --NHR'", --CH.sub.3, or COOR.sub.1, and wherein R.sub.1 represents hydrogen or lower alkyl;wherein R'" represents alkyl, alkylthioalkyl, alkoxyalkyl, substituted aminoalkyl, optionally substituted with a phenyl, benzoyl or heterocyclic group;wherein R' represents hydrogen, alkyl, alkoxy, acyloxy, alkylthio, hydroxy, --(CH2).sub.
    Type: Grant
    Filed: November 13, 1990
    Date of Patent: August 10, 1993
    Assignee: Whitby Research, Inc.
    Inventors: Gevork Minaskanian, James V. Peck
  • Patent number: 5221765
    Abstract: A method for racemizing an optically active carboxylic acid, or ester thereof, of the formula: ##STR1## where R.sub.1 is hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl; R.sub.2, R.sub.3 and R.sub.4 are different and are hydrogen or C.sub.1 to C.sub.6 linear or branched alkyl, C.sub.1 to C.sub.6 linear or branched haloalkyl, aralkyl, cycloalkyl, alkyl substituted cycloalkyl, C.sub.6 to C.sub.10 aryl, C.sub.1 to C.sub.6 linear or branched alkoxy, C.sub.6 to C.sub.10 aryloxy, C.sub.1 to C.sub.6 alkylthio, C.sub.2 to C.sub.8 cycloalkylthio, C.sub.6 to C.sub.10 arylthio, C.sub.6 to C.sub.10 arylcarbonyl, C.sub.4 to C.sub.8 cycloalkenyl, trifluoromethyl, halo, C.sub.4 to C.sub.5 heteroaryl, C.sub.10 to C.sub.14 aryl, or biphenyl unsubstituted or substituted with methyl or halo, comprising heating said optically active carboxylic acid or ester thereof in the presence of water at a temperature of from about 75.degree. C. to about 200.degree. C.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: June 22, 1993
    Assignee: Ethyl Corporation
    Inventors: Deepak R. Patil, Azfar A. Choudhury, Abbas Kadkhodayan
  • Patent number: 5220053
    Abstract: An improved process for the separation of enantiomers of a racemic mixture of certain aliphatic carboxylic acids or esters thereof is disclosed. The process involves adding a mixture of the aliphatic carboxylic acid to the material formed by: (i) forming a solution comprising said racemic mixture of a C.sub.1 to C.sub.6 linear or branched aliphatic carboxylic acid and an organic or inorganic solvent; (ii) treating said solution with a chiral organic nitrogenous base; (iii) precipitating from the reaction solution formed in step (ii) a crystalline material comprised of the less soluble diastereomeric salt. The solution is admixed with the crystalline material for a time sufficient to cause an increase in the amount of the less soluble diastereomeric salt in the crystalline material.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: June 15, 1993
    Assignee: Ethyl Corporation
    Inventors: Azfar A. Choudhury, Abbas Kadkhodayan, Deepak R. Patil
  • Patent number: 5218113
    Abstract: This invention provides compositions comprising a physiologically-active agent and a compound having the structural formula ##STR1## wherein X may represent sulfur or two hydrogen atoms; R' is H or a lower alkyl group having 1-4 carbon atoms; m is 2-6; n is 0-18 and R is --CH.sub.3, ##STR2## wherein R'' is H or halogen, in an amount effective to enhance the penetration of the physiologically-active agent through the skin or other membrane of the body of an animal.
    Type: Grant
    Filed: August 16, 1991
    Date of Patent: June 8, 1993
    Assignee: Whitby Research, Inc.
    Inventors: Gevork Minaskanian, James V. Peck, Eric L. Nelson
  • Patent number: 5211931
    Abstract: The present invention provides a method of removing impurities from a stream of silane, SiH.sub.4. Most notably, the present invention provides a method of removing ethylene from a silane stream by converting the ethylene to ethylsilane in the presence of a molecular sieve and distilling the desired silane from the ethylsilane contaminant.
    Type: Grant
    Filed: March 27, 1992
    Date of Patent: May 18, 1993
    Assignee: Ethyl Corporation
    Inventors: Robert H. Allen, Douglas M. Richards