Patents Represented by Attorney P. D. Matukaitis
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Patent number: 5106750Abstract: A process for irreversible regio- and stereoselective enzyme catalyzed acylation of alcohols using enol esters as acylating reagents is disclosed. The present invention permits the selective modification of hydroxyl group(s) of chiral and meso alcohols, including sugars, organometallics, and glycosides. The enol freed upon transesterification rapidly tautomerizes to the corresponding volatile aldehyde or ketone thereby preventing the reverse reaction from occurring.Type: GrantFiled: August 24, 1989Date of Patent: April 21, 1992Assignee: G. D. Searle & Co.Inventors: Chi-Huey Wong, Yi-Fong Wang, William J. Hennen, Kevin A. Babiak, John H. Dygos, John S. Ng
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Patent number: 4992461Abstract: A compound of the formula ##STR1## or a pharmaceutically acceptable salt thereof wherein n is 0 or 1; andAr is an aromatic amide moiety, which compound exhibits prokinetic activity and is a 5-HT3 antagonist.Type: GrantFiled: September 11, 1989Date of Patent: February 12, 1991Assignee: G. D. Searle & Co.Inventors: Daniel L. Zabrowski, Daniel L. Flynn
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Patent number: 4914108Abstract: This invention relates to novel 5-substituted [4,5-c]imidazopyridine derivatives useful in the treatment of diseases or disorders mediated by platelet-activating factor. This invention also relates to pharmaceutical compositions of such substituted imidazopyradines.Type: GrantFiled: March 14, 1988Date of Patent: April 3, 1990Assignee: G. D. Searle & Co.Inventors: Ish K. Khanna, Roger Nosal, Richard M. Weier
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Patent number: 4904820Abstract: This invention encompasses a process for preparing higher order cuprate complexes which contain a carbanion for the formation of carbon to carbon bonds in reactions such as 1,4-conjugate addition. The complex is formed by reacting a first cuprate cmoplex with a stannane such that the carbanion to be used to form carbon to carbon bonds is transferred from the stannane to the first cuprate complex to form a different higher order cuprate complex. This process permits the in situ preparation of a higher order cuprate complex having the carbanion desired to be used in a synthetic reaction. Higher order cuprate complexes prepared by this process are particularly useful for the efficient preparation of pharmacologically active prostaglandins.Type: GrantFiled: July 14, 1988Date of Patent: February 27, 1990Assignee: G. D. Searle & Co.Inventors: Arthur L. Campbell, James R. Behling
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Patent number: 4895869Abstract: This invention related to leukotriene B.sub.4 antagonists having the structure ##STR1## and the pharmaceutically acceptable addition salts thereof; wherein R.sup.1 is lower alkyl having 1-10 carbon atoms; or lower alkenyl or alkynyl having 2-10 carbon atoms; or lower alkadienyl having 3-10 carbon atoms; or lower alkadienyl or alkenynyl having 4-10 carbon atoms;wherein R.sup.2 and R.sup.3 are the same or different and represent hydrogen or lower alkyl having 1-6 carbon atoms;wherein X is CH.dbd.CH, S, or O;wherein Y is CH.dbd.CH or C.tbd.C;wherein Z is OR.sup.4 or NR.sup.5 R.sup.6, and wherein R.sup.4 represents H, lower alkyl having 1-6 carbon atoms, or a pharmaceutically acceptable cation, and wherein R.sup.5 and R.sup.6 act independently and represent H or lower alkyl having 1-6 carbon atoms, or R.sup.5 and R.sup.Type: GrantFiled: June 3, 1988Date of Patent: January 23, 1990Assignee: C. D. Searle & Co.Inventors: Stevan W. Djuric, Richard A. Haack, Julie M. Miyashiro
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Patent number: 4889871Abstract: This invention encompasses compounds of Formula 1 and the pharmaceutically acceptable salts thereof. ##STR1## wherein R.sup.1 represents alkyl having 2-6 carbon atoms;R.sup.2 represents methyl or ethyl;R.sup.3 represents alkyl having 1 to 5 carbon atoms;W represents (CH.sub.2).sub.x where x is 2 to 7, alkylene having 2 to 7 carbon atoms, alkenylene having 3 to 7 carbon atoms, alkynylene having 3 to 7 carbon atoms, or cyclopentyl;R.sup.4 represents hydrogen, alkyl having 2-5 carbon atoms, alkenyl having 2 to 5 carbon atoms, or alkynyl having 2 to 5 carbon atoms;Q represents oxygen or CH.sub.2 ;B represents CH.sub.2, C.dbd.O or CH--OH;R.sup.5 represents hydrogen, alkyl having 1 to 6 carbon atoms, or R.sup.5 and R.sup.6 together optionally represent a carbon to carbon bond; orR.sup.5 represents alkanoyl having 2 to 4 carbon atoms, carboxy, alkoxycarbonyl, or (CH.sub.2)y--CO.sub.2 R.sup.8 wherein y is 0 to 4 and R.sup.8 is hydrogen or alkyl having 1 to 6 carbon atoms; andA represents --Z--CO.sub.2 R.sup.Type: GrantFiled: May 12, 1988Date of Patent: December 26, 1989Assignee: G. D. Searle & Co.Inventors: Stevan W. Djuric, Robert L. Shone, Stella S. T. Yu
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Patent number: 4681970Abstract: The invention relates to compounds of the formula: ##STR1## which are useful cardiovascular agents.Type: GrantFiled: March 21, 1986Date of Patent: July 21, 1987Assignee: G. D. Searle & Co.Inventor: Chi-Dean Liang
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Patent number: 4681939Abstract: This invention relates to 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[(substituted phenylsulfinyl)alkanoyl]hydrazides and 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[(substituted phenylsulfonyl)alkanoyl]hydrazides that are useful as prostaglandin antagonists and analgesic agents. This invention also relates to 8-chlorodibenz[b,f][1,4]oxazepine-10(11H)-carboxylic acid, 2-[(substituted phenylthio)alkanoyl]hydrazides that are useful as intermediates in the preparation of the corresponding sulfinyl and sulfonyl compounds.Type: GrantFiled: November 14, 1986Date of Patent: July 21, 1987Assignee: G. D. Searle & Co.Inventor: Richard A. Mueller
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Patent number: 4639480Abstract: Disclosed are compositions of polyethylene terephthalate and certain N-substituted phthalimide plasticizers, particularly polyethylene terephthalate molding compositions additionally containing a reinforcing agent and a nucleating agent.Type: GrantFiled: May 17, 1985Date of Patent: January 27, 1987Assignee: Monsanto CompanyInventors: Gail H. Birum, Thomas C. Mathis, Richard D. Stolk
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Patent number: 4537828Abstract: In a polyvinyl butyral (PVB) sheet plasticized with a multiester of an alcohol having 2 to 4 hydroxyl groups and a C.sub.16 to C.sub.20 unsaturated fatty acid having a hydroxyl group attached to the acid molecule, which sheet does not craze polycarbonate or polyacrylate when in contact therewith, the addition of a synergistically effective amount of a monoester of a glycol and such C.sub.16 to C.sub.20 acid improves the low temperature penetration resistance and adhesion properties of such sheet without significant loss in its resistance to stress cracking polycarbonate or polyacrylate in a laminated glass assembly.Type: GrantFiled: August 12, 1983Date of Patent: August 27, 1985Assignee: Monsanto CompanyInventor: I. Luis Gomez
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Patent number: 4536562Abstract: Disclosed are liquid crystal copolyesters prepared from p-hydroxybenzoic acid, isophthalic and/or terephthalic acid, hydroquinone, and a mono-substituted hydroquinone wherein the substituent is selected from the group consisting of alkyls of 1 to 6 carbon atoms, phenyl and phenyl substituted with an alkyl of 1 to 6 carbon atoms, chloro, bromo, cyano, formyl, acetyl, and trifluoromethyl, wherein, when a specific amount of the hydroquinone is replaced by a specific substituted hydroquinone, the copolyester not only becomes more tractable but also unexpectedly more crystalline when compared to the unsubstituted copolyester.Type: GrantFiled: January 4, 1985Date of Patent: August 20, 1985Assignee: Monsanto CompanyInventor: Oliver D. Deex
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Patent number: 4444951Abstract: Molding compositions are prepared from blends of (A) thermoplastic polynorbornene nitrile polymers; (B) styrene/maleic anhydride polymers; (C) at least one of the polymers selected from the group consisting of ABS polymers, MBS polymers, and styrene/acrylonitrile polymers. Component B, the styrene/maleic anhydride polymer may optionally contain a termonomer such as methylmethacrylate or acrylonitrile and a rubber component.Type: GrantFiled: April 11, 1983Date of Patent: April 24, 1984Assignee: Monsanto CompanyInventor: Robert A. Mendelson
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Patent number: 4439571Abstract: The tendency to crosslink of polymer compositions comprising polymer units derived from acrylonitrile and maleic anhydride is controlled by the use of boron compounds selected from boron oxide, boron acids and esters of boron acids.Type: GrantFiled: September 24, 1981Date of Patent: March 27, 1984Assignee: Monsanto CompanyInventors: Daniel L. Dufour, Alva F. Harris, John B. Ott
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Patent number: 4438034Abstract: A method of preparing a lactam magnesium halide comprising the steps of:a. reactively admixing magnesium, hydrocarbon halide and lactam in the presence of cyclic ether solvent, wherein the halide is either chloride or bromide; andb. removing the cyclic ether and the hydrocarbon residue.Type: GrantFiled: January 10, 1983Date of Patent: March 20, 1984Assignee: Monsanto CompanyInventor: Albert Y. Garner
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Patent number: 4433086Abstract: The tendency of high temperatures to decompose polymer compositions comprising polymer units derived from maleic anhydride is controlled by the use of a tetrahalogenated aromatic dicarboxylic acid or anhydride thereof.Type: GrantFiled: December 18, 1981Date of Patent: February 21, 1984Assignee: Monsanto CompanyInventor: Alva F. Harris
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Patent number: 4424254Abstract: This invention relates to construction panels comprising metal-thermoplastic-metal laminates and a process for preparing same, said laminates possessing in combination critical service properties of low coefficient of linear thermal expansion, low inelastic ratio, and excellent flexural stiffness.Type: GrantFiled: July 12, 1982Date of Patent: January 3, 1984Assignee: Monsanto CompanyInventors: Ross M. Hedrick, James C. Woodbrey, James D. Gabbert, Floyd B. Erickson
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Patent number: 4397975Abstract: The tendency to crosslink of polymer compositions comprising polymer units derived from acrylonitrile and maleic anhydride is controlled by the use of a sulfur acid.Type: GrantFiled: November 25, 1981Date of Patent: August 9, 1983Assignee: Monsanto CompanyInventor: Alva F. Harris
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Patent number: 4387191Abstract: The tendency to crosslink of polymer compositions comprising polymer units derived from acrylonitrile and maleic anhydride is controlled by the use of an acid ester of a phosphorus acid.Type: GrantFiled: March 25, 1982Date of Patent: June 7, 1983Assignee: Monsanto CompanyInventors: Daniel L. Dufour, Alva F. Harris
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Patent number: 4350794Abstract: Polyamide molding and extrusion compositions prepared by melt-blending a polyamide resin and a polyamide reactive halogen functional elastomer. The invention includes a process for preparing the resin and the molded or extruded product.Type: GrantFiled: June 18, 1980Date of Patent: September 21, 1982Assignee: Monsanto CompanyInventor: Marlowe V. Moncur
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Patent number: 4346200Abstract: Polyamide compositions comprising:(a) at least one polyamide resin of number average molecular weight of at least 5000; and(b) at least one block polymer having(i) from about 30 to about 70 weight percent polyamide segments selected from ##STR1## wherein x is an integer equal to five or more and y is an integer equal to three or more;(ii) from about 70 to about 30 weight percent of segments having a molecular weight of at least 300 selected from the group consisting of segments of poly(ethylene oxide), poly(propylene oxide), polycaprolactone, polytetrahydrofuran, polybutadiene, polyisoprene, polyisobutylene, poly(C.sub.1 -C.sub.8 alkylene acrylate), poly(C.sub.1 -C.sub.4 dialkylene siloxane), poly(ethylene-co-propylene), poly(ethylene-co-carbon monoxide) and combinations thereof; said (ii) segments being connected to an (i) polyamide segment through groups selected from amide, ester, urea, carbamate and imide; and(iii) greater than 0.Type: GrantFiled: December 29, 1980Date of Patent: August 24, 1982Assignee: Monsanto CompanyInventor: James C. Woodbrey