Patents Examined by Robert C. Whittenbaugh
  • Patent number: 5264449
    Abstract: The present invention relates to new carbonyl 3R, 4R-ethyl-[(1-methyl-1H-imidazol-5-yl)methyl] -2-pyrrolidinone derivatives carrying a carboxyester-type lipophilic moiety on the pyrrolidinone nitrogen. More particularly, the present invention concerns new N-substituted carbonyl-3R,4R-ethyl-[(1-methyl-1H-imidazol-5-yl) methyl]-2-pyrrolidinone derivatives of the formula (I): ##STR1## wherein R is an optionally substituted hydrocarbon group, and pharmaceutically acceptable acid addition salts thereof.The new compounds of the formula (I) are potent ocular hypotensives that are valuable antiglaucoma agents. They are also targeted for use in the treatment of so-called dry eye.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: November 23, 1993
    Assignee: Allergan, Inc.
    Inventor: Pamela Albaugh
  • Patent number: 5234917
    Abstract: Angiotensin II receptor antagonists having the formula: ##STR1## which are useful in regulating hypertension and in the treatment of congestive heart failure, renal failure, and glaucoma pharmaceutical compositions including these antagonists, and methods of using these compounds to produce angiotensin II receptor antagonism in mammals.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: August 10, 1993
    Inventors: Joseph A. Finkelstein, Judith Hempel, Richard M. Keenan, James Samanen, Joseph Weinstock
  • Patent number: 5196440
    Abstract: The compounds of formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, and R.sub.4 have the meanings given in the specification, as described.The compounds of formula I are active as inhibitors of the enzyme HMG-CoA reductase and can be used in therapy as anti-hypercholesterolemics.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: March 23, 1993
    Assignee: Zambon Group S.p.A.
    Inventors: Giorgio Bertolini, Cesare Casagrande, Francesco Santangelo
  • Patent number: 5189058
    Abstract: The compounds of the present invention have the formula ##STR1## wherein each of X and Y is oxygen or sulfur, R is hydrogen or lower alkyl, and each of R.sub.1 and R.sub.2 is phenyl, substituted phenyl, naphthyl, substituted naphthyl, aralkyl, a hydrocarbon chain, a hetero group, or a heteroalkyl group, and the compounds are useful in treating atherosclerosis.
    Type: Grant
    Filed: April 9, 1991
    Date of Patent: February 23, 1993
    Assignee: Warner-Lambert Company
    Inventors: Helen T. Lee, Joseph A. Picard, Drago R. Sliskovic
  • Patent number: 5187285
    Abstract: 3,3'-Thiobis(2,5-dihydrothiophene-1,1-dioxides) on heating with a reactive Diels-Alder dienophile undergo a reaction producing thioethers having two six-membered alicyclic rings in the molecule, such as 4,4'-thiobis(3,6-dihydrophthalic acids) or the esters, anhydrides or imides thereof, and 4,4'-thiobis-(1,2,3,6-tetrahydrophthalic acids) or the esters, anhydrides or imides thereof. Both rings of the dihydrothiophene dioxides participate in the reaction, apparently by forming a tetraene structure which co-reacts with two equivalents of the dienophile to form an adduct in which each six-membered ring has one or two olefinic double bonds. During the course of the reaction, the thioether bridge remains intact. Some of the bis(alicyclic) thioethers are readily converted to the corresponding bis(aromatic)thioethers by use of known aromatization methods and systems. Various utilities for the products of the foregoing reactions are described.
    Type: Grant
    Filed: August 22, 1990
    Date of Patent: February 16, 1993
    Assignee: Ethyl Corporation
    Inventor: G. Patrick Stahly
  • Patent number: 5187197
    Abstract: Novel substituted phenyl-thioureas, -isothioureas and -carbodiimides of formula I ##STR1## in which R.sub.1 is C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 alkyl mono- or poly-substituted by halogen and/or by C.sub.1 -C.sub.6 alkoxy, C.sub.3 -C.sub.8 cycloalkyl, C.sub.3 -C.sub.8 cycloalkyl mono- or poly-substituted by C.sub.1 -C.sub.3 alkyl, or is C.sub.3 -C.sub.8 cycloalkyl-C.sub.1 C.sub.4 alkyl; each of R.sub.2 and R.sub.3 is C.sub.1 -C.sub.6 alkyl, C.sub.5 -C.sub.6 cycloalkyl or C.sub.5 -C.sub.6 cycloalkenyl; each of R.sub.4 and R.sub.5 is hydrogen or C.sub.1 -C.sub.4 alkyl; each R.sub.6 is halogen, C.sub.1 -C.sub.4 alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 haloalkyl, C.sub.1 C.sub.4 haloalkoxy or a --CH.dbd.CH, --CH.sub.2 or --CH.sub.2 bridge in the 2,3-or 3,4-position; n is 0, 1 or 2; Z is --NH--CS--NH--, --N.dbd.C(SR.sub.7) --NH--or --N.dbd.C.dbd.N--, and R.sub.7 is C.sub.1 -C.sub.10 alkyl or C.sub.3 -C.sub.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: February 16, 1993
    Assignee: Ciba-Geigy Corporation
    Inventor: Josef Ehrenfreund
  • Patent number: 5179105
    Abstract: A phenoxyacetic acid compound represented by the general formula I: ##STR1## wherein X is one member selected from the class consisting of hydrogen atom, halogen atoms, lower alkyl groups, trifluoromethyl group, alkoxy groups, hydroxy group, and cyano group, R.sup.1 is one member selected from the class consisting of hydrogen atom, methyl group, and ethyl group, n is an integer in the range of from 0 to 2, and Y is ##STR2## wherein R.sup.2 is hydrogen atom or n-propyl group and m is an integer in the range of from 1 to 5, or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: January 12, 1993
    Assignee: Terumo Kabushiki Kaisha
    Inventors: Azuma Igarashi, Sachiko Maeda, Yasuhiro Hirakawa, Katsuyoshi Sugisaki, Shinji Ozawa
  • Patent number: 5179121
    Abstract: Novel 4-chloro-4,4-difluorothiobutyric acid derivatives of the formula I ##STR1## in which R.sub.1 and R.sub.2 are, independently of one another, hydrogen, C.sub.1 -C.sub.4 alkyl or C.sub.1 -C.sub.4 halogenoalkyl and R.sub.3 is hydrogen or an organic radical can be employed as pest-control agents. Control of insects and arachnids is possible and preferable.
    Type: Grant
    Filed: August 15, 1991
    Date of Patent: January 12, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Maienfisch, Manfred Boger, Eginhard Steiner
  • Patent number: 5179125
    Abstract: Novel N-substituted mercaptopropanamide derivatives of the formula: ##STR1## wherein R.sub.1 is mercapto or a group convertible into mercapto when cleaved within the biobody, W is hydrogen atom, an alkyl or an aralkyl, R.sub.2 is an aryl which may optionally have substituent(s), a heterocyclic group which may optionally have substituent(s), or an alkyl which may optionally have substituent(s), X is a cycloalkylene, a cycloalkylidene, or a phenylene which may optionally have substituent(s) or may optionally be fused with other ring, and R.sub.3 is carboxyl or a group convertible into carboxyl when cleaved within the biobody, or a pharmaceutically acceptable salt thereof, and a solid solution of said N-substituted mercaptopropanamide derivative with an amino acid, which have excellent enkephalinase inhibitory activity and are useful for the treatment of mild to moderate pain, and a pharmaceutical composition containing said compounds as an active ingredient, and processes for preparing these compounds.
    Type: Grant
    Filed: April 4, 1990
    Date of Patent: January 12, 1993
    Assignee: Dainippon Pharmaceutical Co., Ltd.
    Inventors: Tetsutaro Mimura, Yasuhisa Nakamura, Junko Nishino, Tadahiro Sawayama, Takashi Sasagawa, Takashi Deguchi, Hideo Nakamura
  • Patent number: 5177090
    Abstract: The invention relates to the use of 2,5-substituted 1,3,4-thiadiazoles of the formula ##STR1## in which R.sup.1 stands for straight-chain or branched halogenoalkyl,R.sup.2 stands for straight-chain or branched alkyl andn stands for the numbers 1 or 2,as microbicides for protecting industrial materials.
    Type: Grant
    Filed: May 5, 1992
    Date of Patent: January 5, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Joachim Diehr, Karl-Heinz Kuck, Wilfried Paulus, Hans-Georg Schmitt
  • Patent number: 5166167
    Abstract: A compound of the formula ##STR1## wherein Ar is phenyl optionally substituted with at least one member of the group consisting of halogen, methylenedioxy, phenoxy, phenyl, --CF.sub.3 and alkyl, alkoxy and alkylthio of 1 to 6 carbon atoms, Z is selected from the group consisting of hydrogen, chlorine, --CF.sub.3 and alkyl, alkoxy and alkylthio of 1 to 6 carbon atoms, R.sub.1 and R.sub.2 are individually alkyl of 1 to 6 carbon atoms and the exocyclic double bond has (Z) or (E) configuration having fungicidal activity.
    Type: Grant
    Filed: March 16, 1992
    Date of Patent: November 24, 1992
    Assignee: Roussel Uclaf
    Inventors: Jean-Louis Brayer, Jean-Pierre Demoute, Gilles Mourioux
  • Patent number: 5166390
    Abstract: A compound of the formula ##STR1## wherein R.sub.1 is an organic radical having at least 2 carbon atoms;R.sub.2 is an organic radical; andA.dbd.CO,CH.sub.2, or CHR.sub.3 where R.sub.3 is unsubstituted or substituted alkyl; andZ.sub.1 and Z.sub.2 are independently selected from hydrogen, halogen, and (C.sub.1 -C.sub.4)alkyland use as a fungicide and biocide.
    Type: Grant
    Filed: January 5, 1990
    Date of Patent: November 24, 1992
    Assignee: Rohm and Haas Company
    Inventors: Barry Weinstein, Philip Robinson, Katherine E. Flynn, Cherylann Schieber
  • Patent number: 5166391
    Abstract: The present invention provides novel optically-active aliphatic .alpha.-halogen substituted carboxylic acid 4'-(4-alkoxybenzyloxy)biphenyl thioester compounds of the general formula: ##STR1## wherein R represents a n-alkyl radical having C.sub.8 to C.sub.15, carbon atoms, C* represents an asymmetric carbon atom, X represents a halogen atom and R' represents ##STR2## and process for the preparation thereof. The novel biphenyl thioester compounds provided according to the present invention are usable as a dopant or a base material for liquid crystal blending, thereby improving the properties of LCD.
    Type: Grant
    Filed: April 16, 1991
    Date of Patent: November 24, 1992
    Assignee: Samsung Electron Devices Co., Ltd.
    Inventors: Youngjae Chun, Junha Suh
  • Patent number: 5162534
    Abstract: A process for the preparation of 5-alkoxy-2-substituted thio-1,3-thiazoline derivatives of general formula (I) which can be used as herbicide, fungicide or insecticide and as useful intermediates in preparing their derivatives. ##STR1## wherein, R is hydrogen, C.sub.1 -C.sub.6 alkyl, allyl, 2-propynyl, benzyl, and 2-pyridylmethyl and R.sub.1 is methyl and ethyl.
    Type: Grant
    Filed: June 28, 1991
    Date of Patent: November 10, 1992
    Assignee: Korea Institute of Science and Technology
    Inventors: Kee-Jung Lee, Dae O. Choi, Jae U. Jeong, Ho K. Park
  • Patent number: 5162360
    Abstract: The present invention provides N-substituted aryl-N'-heterocyclic substituted ureas and thioureas of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen, fluorine, chlorine, bromine, alkyl, alkoxy, substituted or unsubstituted benzoyl, substituted or unsubstituted phenyl, amino, substituted amino, or a monocyclic heterocyclic, or a carboxy group; and Het is a substituted monocyclic heterocyclic group containing two hetero atoms selected from nitrogen, oxygen or sulfur; which are useful in treating hypercholesterolemia and atherosclerosis.
    Type: Grant
    Filed: June 24, 1991
    Date of Patent: November 10, 1992
    Assignee: Warner-Lambert Company
    Inventors: Mark W. Creswell, Andrew D. White
  • Patent number: 5162574
    Abstract: Bis(4-cyanatophenyl)-1,1-ethane, a low viscosity liquid, is useful in wet filament winding, resin transfer molding and pultrusion processes.
    Type: Grant
    Filed: September 13, 1990
    Date of Patent: November 10, 1992
    Assignee: Hi-Tek Polymers, Inc.
    Inventor: Wallace M. Craig, Jr.
  • Patent number: 5159072
    Abstract: A method of heating dichloromethane laden streams to prevent discharge into the environment by contacting the laden stream with N,N-dialkyldithiocarbamate salt in the presence of oxygen and water.
    Type: Grant
    Filed: October 5, 1990
    Date of Patent: October 27, 1992
    Assignee: Eastman Kodak Company
    Inventor: Arunas V. Kavaliunas
  • Patent number: 5157050
    Abstract: Sulfur-linked bis alkylthio alkylamino N-alkyl carbamate pesticides can be stabilized against thermal decomposition induced and accelerated by a variety of contaminants. Thermally stable wettable powder, dispersable granular and liquid formulations of these pesticides can be prepared.
    Type: Grant
    Filed: September 21, 1990
    Date of Patent: October 20, 1992
    Inventor: David L. Miles
  • Patent number: 5157125
    Abstract: 1S, 4S and 1R,4R-2-Alkyl-2,5-diazabicyclo[2.2.1]-heptanes useful as intermediates in the synthesis of certain antibacterial quinolones, are prepared respectively, from trans-4-hydroxy-L-proline and trans-4-hydroxy-D-proline via multistep procedures.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: October 20, 1992
    Assignee: Pfizer Inc.
    Inventors: Tamin F. Braish, Darrell E. Fox
  • Patent number: 5157142
    Abstract: A process is provided for preparing N-acyl-aminothiophenols, e.g., N-acetyl-para-aminothiophenol, or aminothiophenols, e.g., para-aminothiophenol, by reacting a hydroxy aromatic ketone, e.g., 4-hydroxyacetophenone (4-HAP), with hydroxylamine or a hydroxylamine salt, to form the oxime of the ketone, subjecting the oxime to a Beckmann rearrangement in the presence of a catalyst to form the N-acyl-hydroxy aromatic amine, e.g., N-acetyl-para-aminophenol (APAP), reacting the N-acyl-hydroxy aromatic amine with an N,N-di (organo) thiocarbamoyl halide, e.g., N,N-dimethylthiocarbamoyl chloride, to form an O-(N-acyl-aminoaryl)-N,N-di (organo) thiocarbamate, e.g., O-(N-acetyl-para-aminophenyl)-N,N-dimethylthiocarbamate, pyrolytically rearranging the O-(N-acyl-aminoaryl)-N,N-di (organo) thiocarbamate to form an S-(N-acyl-aminoaryl)-N,N-di (organo) thiocarbamate, e.g., S-(N-acetyl-para-aminophenyl)-N,N-dimethylthiocarbamate, and hydrolyzing the latter compound to obtain the N-acyl aminothiophenol or aminothiophenol.
    Type: Grant
    Filed: June 17, 1986
    Date of Patent: October 20, 1992
    Assignee: Hoechst Celanese Corporation
    Inventor: Kenneth G. Davenport