Oxygen Attached Indirectly To The Cyano Group By Nonionic Bonding Patents (Class 558/423)
  • Patent number: 6008401
    Abstract: A process is disclosed for producing an optical active alkoxybenzonitrile derivative in which process a benzonitrile derivative is subjected to condensation reaction with an optical active alcohol.A process is also disclosed for producing an optical active alkoxy benzoic acid derivative in which process a benzonitrile derivative is subjected to condensation reaction with an optical active alcohol and the reaction product thus derived is hydrolyzed.In these processes conversion of an optical active alcohol to tosylate or halide is not required and thus it is possible to produces producing an optical active alkoxybenzonitrile derivative and an optical active alkoxy benzoic acid derivative in a simple and inexpensive manner.
    Type: Grant
    Filed: February 19, 1998
    Date of Patent: December 28, 1999
    Assignee: Nippon Oil Co., Ltd.
    Inventors: Shin-ichi Komatsu, Akira Takagi, Yoshihiro Kobori
  • Patent number: 5998673
    Abstract: Pesticidal 1,4-diaryl-2-fluoro-2-butene compounds having the structural formula I ##STR1## and compositions and methods comprising those compounds for the control of insect and acarid pests.
    Type: Grant
    Filed: May 29, 1997
    Date of Patent: December 7, 1999
    Assignee: American Cyanamid Company
    Inventors: Keith D. Barnes, Yulin Hu
  • Patent number: 5984975
    Abstract: A method or composition for dyeing keratinous fibres using as an oxidation dye precursor a 3-substituted para-aminophenol of formula: ##STR1## where R.sub.1 represents alkyl, alkenyl, mono- or polyhydroxyalkyl, cyano, cyanoalkyl, halogenoalkyl, aminoalkyl or alkoxyalkyl and R.sub.2 represents hydrogen, alkyl or mono- or polyhydroxyalkyl, provided that when R.sub.2 is hydrogen R.sub.1 is not methyl or trifluoromethyl, and addition salts thereof with an acid.
    Type: Grant
    Filed: June 4, 1997
    Date of Patent: November 16, 1999
    Assignee: L'oreal
    Inventors: Alain Lagrange, Jean Jacques Vandenbosche, Jean Cotteret, Marie Pascale Audousset
  • Patent number: 5965766
    Abstract: Nucleophilic substitution reactions on halobenzenes or triflyl substituted benzenes are carried out in the presence of catalysts. In particular the present invention provides a process leading to optionally substituted hydroxybenzoic, alkanoyloxybenzoic, formyloxybenzoic and alkoxybenzoic acids and optionally substituted hydroxybenzonitriles and alkoxybenzonitriles from substituted 2,6-dihalobenzenes, 2-halo-6-triflylbenzene and 2,6-ditriflylbenzenes.
    Type: Grant
    Filed: February 2, 1998
    Date of Patent: October 12, 1999
    Assignee: Rohm and Haas Company
    Inventors: Joshua Anthony Chong, Fereydon Abdesaken, Charles Chao Wu
  • Patent number: 5952386
    Abstract: The present invention provides dihalopropene compounds of the general formula: ##STR1## wherein R.sub.1 is C.sub.1 -C.sub.10 alkyl or the like; L is C(.dbd.O)NH or the like; R.sub.2, R.sub.3 and R.sub.4 are independently halogen or the like; R.sub.5, R.sub.6 and R.sub.7 are independently hydrogen or the like; m is an integer of 0 to 4; n is an integer of 0 to 2; X is chlorine or the like; Y is oxygen or the like; and Z is oxygen or the like, which have excellent insecticidal activity so that they are satisfactorily effective for the control of noxious insects.
    Type: Grant
    Filed: September 24, 1997
    Date of Patent: September 14, 1999
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Sanshiro Matsuo, Taro Hirose, Keiichi Izumi, Masaya Suzuki, Noriyasu Sakamoto, Kazunori Tsushima, Shigeru Saito, Hirotaka Takano
  • Patent number: 5917079
    Abstract: Nucleophilic substitution reactions on halobenzenes are carried out in the presence of catalysts. In particular the present invention provides a process leading to optionally substituted hydroxybenzoic and alkoxybenzoic acids and optionally substituted hydroxybenzonitriles and alkoxybenzonitriles from substituted 2,6-dihalobenzenes.
    Type: Grant
    Filed: July 1, 1997
    Date of Patent: June 29, 1999
    Assignee: Rohm and Haas Company
    Inventors: Joshua Anthony Chong, Fereydon Abdesaken, Charles Chao Wu
  • Patent number: 5883283
    Abstract: The invention relates to a process for the preparation of substituted 3-amninobenzonitriles, which comprises reacting the appropriate substituted 3-aminochlorobenzene with a cyano-donating reagent, and to the compounds thereby produced. The compounds are intermediates, which after further reaction, produce 1,2,3-benzothiadiazole-derivatives having plant immunizing properties.
    Type: Grant
    Filed: August 1, 1997
    Date of Patent: March 16, 1999
    Assignee: Novartis Finance Corporation
    Inventors: Richard Breitschuh, Benoit Pugin, Adriano Indolese, Verena Gisin
  • Patent number: 5847166
    Abstract: A method for preparing an aryl ether compound is provided in which an alcohol is reacted with an aromatic compound in the presence of a base, and a transition metal catalyst selected from the group consisting of platinum and nickel to form an aryl ether. The aromatic compound comprises an activated substituent, X, said activated substituent being a moiety such that its conjugate acid HX has a pKa of less than 5.0. The catalyst is preferably a soluble palladium complex in the presence of supporting ligands.
    Type: Grant
    Filed: October 10, 1996
    Date of Patent: December 8, 1998
    Assignee: Massachusetts Institute of Technology
    Inventors: Stephen L. Buchwald, John P. Wolfe, Michael Palucki
  • Patent number: 5841001
    Abstract: The present invention provides an industrially advantageous process for the preparation of an optically active 2-halo-1-(substituted phenyl)ethanol useful as medicines, agricultural chemicals or as intermediates thereof; and a simple process for the preparation of an optically active substituted styrene oxide or 2-amino-1-(substituted phenyl)ethanol useful as medicines, agricultural chemicals or intermediates thereof. A 2-halo-1-(substituted phenyl)ethanol represented by the following general formula (I) is allowed to contact, in the presence of a carboxylic anhydride, with an enzyme stereoselectively catalyzing ester interchange to produce an optically active 2-halo-1-(substituted phenyl)ethanol: ##STR1## (wherein X represents a chlorine atom or a bromine atom, and R.sup.1, R.sup.2 and R.sup.3 may be the same or different and each represent a hydrogen atom, a halogen atom, a C.sub.1-5 alkyl group, a C.sub.1-5 haloalkyl group, a C.sub.
    Type: Grant
    Filed: February 28, 1997
    Date of Patent: November 24, 1998
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Ken Tanaka, Mari Yasuda, Makoto Ueda
  • Patent number: 5811029
    Abstract: Benzene derivatives of the formula I ##STR1## in which n is 1 to 7, Q is --CO or --(CH.sub.2).sub.r -- where r is 1 to 5, s is 0, 1 or 2, t is 0 or 1, where s+t.gtoreq.1, X is F, Cl, --CF.sub.3, --CN, --OCF.sub.3 or --OCHF.sub.2, and Y, L and Z are each, independently of one another, H or F.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: September 22, 1998
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Andreas Wachtler, Reinhard Hittich, Eike Poetsch, Herbert Plach, David Coates, Ulrich Finkenzeller, Thomas Geelhaar, Volker Reiffenrath, Bernhard Rieger
  • Patent number: 5750762
    Abstract: Cycolpentadiene derivative compounds, and an electrophotographic photoconductor comprising one cyclopentadiene derivative compound are disclosed. The cyclopentadiene derivative compounds are novel and useful for use in a photoconductive layer, and readily soluble in a binder resin. The electrophotographic photoconductor can be prepared by using a simple, effective production method. The electrophotographic photoconductor comprising one cyclopentadiene derivative compound provides a good light sensitivity and high durability.
    Type: Grant
    Filed: March 13, 1996
    Date of Patent: May 12, 1998
    Assignee: Ricoh Company, Ltd.
    Inventors: Megumi Kawahara, Ikuko Yamada, Masayuki Shoshi, Akio Kojima
  • Patent number: 5750761
    Abstract: A process for the preparation of compounds of the formula ##STR1## wherein the substituents X, Y and Z have the meaning given in the description, by reaction of compounds of the formula ##STR2## with a cyanide and an oxidizing agent other than Br.sub.2 in the presence of halides which offers industrial hygiene advantages and renders possible large-scale industrial access to dyestuff syntheses has been found.
    Type: Grant
    Filed: February 28, 1996
    Date of Patent: May 12, 1998
    Assignee: Bayer Aktiengesellschaft
    Inventors: Rainer Hamprecht, Claudia Muller
  • Patent number: 5705528
    Abstract: Novel farnesyl derivatives which are inhibitors of the prenylated protein thyltransferase enzyme, and useful as anti-cancer drugs, have the following formula: ##STR1## wherein R.sup.1 represents farnesyl, geranyl or geranyl-geranyl;Z represents C--R.sup.6 or N;R.sup.2 represents H, CN, the groups COOR.sup.7, SO.sub.3 R.sup.7, CONR.sup.7 R.sup.8 and SO.sub.2 NR.sup.7 R.sup.7, wherein R.sup.7 and R.sup.8 are each independently hydrogen, alkyl, alkenyl, and the groups COOM and SO.sub.3 M, wherein M is a cation;R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are each independently hydrogen, carboxyl, alkyl, alkenyl, aminoalkyl, nitroalkyl, nitro, halo, amino, mono- or di-alkylamino, mercapto, mercaptoalkyl, azido, or thiocyanato;X represents O, S, SO, SO.sub.2, NH or Se; and the quaternary ammonium salts and N-oxides of the compounds of formula I wherein Z is N.
    Type: Grant
    Filed: November 10, 1994
    Date of Patent: January 6, 1998
    Assignee: Ramot University Authority for Applied Research & Industrial Development
    Inventor: Yoel Kloog
  • Patent number: 5656619
    Abstract: Abstract of the Disclosure: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: August 12, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5639887
    Abstract: Compounds of the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4 and R.sub.5 are herein described, A is a straight or branched (C.sub.2 -C.sub.12)alkyl or a phenyl moiety and B is a moiety of the formula: ##STR2## The compounds are effective in potentiating the activity of chemotherapeutic anti-cancer agents by increasing the sensitivity of multi-drug resistant cells to such chemotherapeutic agents.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: June 17, 1997
    Assignee: American Cyanamid Company
    Inventors: Dennis Powell, Rolf Paul, William A. Hallett, Dan M. Berger, Minu D. Dutia
  • Patent number: 5597825
    Abstract: The invention relates to biphenyl derivatives of general formula ##STR1## wherein A to E and X are defined as in claim 1, the stereoisomers thereof, including their mixtures and the salts thereof, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, which have valuable properties, preferably aggregation-inhibiting effects, pharmaceutical compositions containing these compounds and processes for preparing them.
    Type: Grant
    Filed: May 16, 1994
    Date of Patent: January 28, 1997
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Frank Himmelsbach, Helmut Pieper, Volkhard Austel, G unter Linz, Thomas M uller, Wolfgang Eisert, Johannes Weisenberger
  • Patent number: 5545744
    Abstract: The invention relates to a process for preparing a substituted 2-amino-benz[cd]indole of the Formula I: ##STR1## The nitro group of a substituted 1-nitro-8-cyano-naphthalene compound is reduced to an amine group to form a substituted 1-amino-8-cyano-naphthalene compound, which is cyclized to form the substituted 2-amino-benz[cd]indole. The reduction and cyclization may be effected in a one-pot procedure using a reducing agent such as stannous chloride, which generates an acid that cyclizes the reduction product. The syntheses of the 1-nitro-8-cyano-naphthalene compound and its precursors are also described.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: August 13, 1996
    Assignee: Agouron Pharmaceuticals, Inc.
    Inventors: Michael D. Varney, Cindy L. Palmer, Judy G. Deal
  • Patent number: 5534531
    Abstract: New compounds having the general formula I ##STR1## wherein L may be H or D; Y may be CN or ##STR2## wherein A may be H, D, alkyl with 1-4 carbon atoms, OR wherein R is H or alkyl with 1-4 carbon atoms, or CR.sub.1 R.sub.2 R.sub.3 wherein R.sub.1, R.sub.2 and R.sub.3 are the same or different and are H or alkyl with 1-4 carbon atoms; Z is H, D, Y or alkyl with 1-4 C-atoms, halogen, nitro, amino, monoalkyl amino or dialkyl amino wherein the alkyl groups have 1-4 C atoms, or OR wherein R may be H or alkyl with 1-4 C-atoms, or CR.sub.4 R.sub.5 R.sub.6 wherein R.sub.4, R.sub.5 and R.sub.6 may be the same or different and may be H or F; X.sub.1 and X.sub.2 may be the same or different and may be OR, NR.sub.1 R.sub.2 or SR, wherein R, R.sub.1 and R.sub.2 may be the same or different and may be alkyl having 1-22 carbon atoms which may be branched or straight chained and/or may be further substituted; or X.sub.1 and X.sub.
    Type: Grant
    Filed: January 19, 1993
    Date of Patent: July 9, 1996
    Assignee: Norsk Hydro A.S.
    Inventors: Erik O. Pettersen, Rold O. Larsen, John M. Dornish, Bernt Boorretzen, Reidar Oftebro, Thomas Ramdahl
  • Patent number: 5527945
    Abstract: Diphenylheteroalkyl derivatives of the formula I ##STR1## where A and R.sup.1 -R.sup.6 have the meanings specified in the description, and the preparation thereof are described.The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: August 31, 1994
    Date of Patent: June 18, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5466435
    Abstract: Disclosed are contrast agents of the formula ##STR1## wherein Z is H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, alkoxycarbonyl, cyano, where the alkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R is C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl; each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy;(CR.sub.1 R.sub.2).sub.p --(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H or lower-alkyl, optionally substituted with halo;x is 1-4;n is 1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkyl;in an aqueous, pharmaceutically acceptable carrier comprising a cellulose derivative.
    Type: Grant
    Filed: April 4, 1994
    Date of Patent: November 14, 1995
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward J. Baker, Edward R Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef, John L. Toner, Robert W. Lee
  • Patent number: 5449810
    Abstract: A novel liquid crystal material having a carbon chain containing a conjugated diene as a terminal substituent of the molecule and exhibiting superior characteristics is provided, which is a diene derivative expressed by the formula (I) ##STR1## wherein R and R' each independently represent 1-5C alkyl; A and B each independently represent 1,4-cyclohexylene or 1,4-phenylene; n is 0 or 1; m is an integer of 0 to 2; X and X' each independently represent H atom or F atom when A is 1,4-phenylene or represent H atom when A is 1,4-cyclohexylene; Y is alkyl, halogen or CN, alkoxy, methyl group substituted by 1-3 halogen atoms or trihaloalkoxy when A is 1,4-phenylene, or represent alkyl, alkoxy, methyl group substituted by 1-3 halogen atoms or trihaloalkoxy when A is 1,4-cyclohexylene; and R and R' are not simultaneously alkyl chain of 4 or more carbon atoms.
    Type: Grant
    Filed: April 1, 1993
    Date of Patent: September 12, 1995
    Assignee: Chisso Corporation
    Inventors: Atsuko Fujita, Shuichi Matsui, Yuichi Onji, Makoto Ushioda, Yasuyuki Goto
  • Patent number: 5441544
    Abstract: A fuel additive having the formula: ##STR1## where A.sub.1 is a thioether, a sulfoxide, a sulfone, a sulfonic acid, a sulfonamide, a nitrile, a carboxylic acid or ester, or a carboxamide; R.sub.1 and R.sub.2 are independently hydrogen, hydroxy, lower alkyl, or lower alkoxy; R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl and each R.sub.3 and R.sub.4 is independently selected in each --O--CHR.sub.3 --CHR.sub.4 -- unit; R.sub.5 is hydrogen, alkyl having 1 to 100 carbon atoms, phenyl, aralkyl having 7 to 100 carbon atoms or alkaryl having 7 to 100 carbon atoms, or an acyl group of the formula: ##STR2## where R.sub.6 is alkyl having 1 to 30 carbon atoms, phenyl, aralkyl having 7 to 36 carbon atoms or alkaryl having 7 to 36 carbon atoms; n is an integer from 5 to 100; and x is an integer from 0 to 10.
    Type: Grant
    Filed: December 23, 1993
    Date of Patent: August 15, 1995
    Assignee: Chevron Chemical Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5442063
    Abstract: The present invention relates to a process for producing (E)-alkoxyiminoacetamide compounds useful as agricultural fungicides and a process for producing (E)-hydroxyiminoacetamide compounds useful as intermediates for producing them. The present invention also relates to an industrial process for producing (E)-methoxyiminoacetamide compounds useful as agricultural fungicides. This process is advantageous in terms of the cost, safety and the like.
    Type: Grant
    Filed: November 2, 1993
    Date of Patent: August 15, 1995
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Moriyasu Masui, Kuniyoshi Nishida
  • Patent number: 5439913
    Abstract: Competitive progesterone antagonists, including two novel steroids, viz., 11.beta.,19-[4-(cyanophenyl)-o-phenylene]-17.beta.-hydroxy-17.alpha.-(3-hy droxyprop-1(Z)-enyl)-4-androsten-3-one and 11.beta.,19-[4-(3-pyridinyl)-o-phenylene]-17.beta.-hydroxy-17.alpha.-(3-hy droxyprop-1(Z)-enyl)-4-androsten-3-one, inhibit formation of endometrial glands at below their ovulation inhibiting dose and the abortive dose, and thus achieve oral contraception in females without adversely affecting the menstrual cycle and without risk of aborting a previous implanted fertilized egg or a fetus.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: August 8, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Krzystof Chwalisz, Walter Elger, Karin Schmidt-Gollwitzer, Eckhard Ottow
  • Patent number: 5416235
    Abstract: A process for the preparation of aromatic compounds of the general formula I,Ar--X Iin which Ar represents an optionally substituted aryl group and X represents a group OH, Cl, Br or CN, by reaction of an aryl diazoniumsalt of the formula II,Ar--N.dbd.N.sup.+ Y.sup.- IIin which Ar is as defined above and Y represents a suitable counterion, with water, hydrogen chloride or a salt thereof, hydrogen bromide or a salt thereof, or a cyanide in the presence of a copper(I)salt, characterized in that the copper(I)salt is a copper(I)salt derived from an hydroxy carboxylic acid.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: May 16, 1995
    Assignee: Octel Chemicals Limited
    Inventors: Bruce C. Gilbert, Peter Hanson, Jason R. Jones, Allan W. Timms
  • Patent number: 5380719
    Abstract: Angiotensin II inhibition is exhibited by ##STR1## wherein: X is --CH.sub.2 -- or O;R is hydrogen, alkyl, aryl, cycloalkyl, aralkyl, or cycloalkylalkyl;R.sup.1 and R.sup.2 are each independently O or absent;R.sup.3 is hydrogen, alkyl, alkenyl, alkoxy, cycloalkyl, aryl, aralkyl, cycloalkylalkyl, halo, haloalkyl, or haloalkoxy;R.sup.4 is hydrogen, alkyl, alkenyl, alkoxy, aryl, cycloalkyl, aralkyl, cycloalkylalkyl, --R.sup.8 --OH, or --R.sup.8 CO.sub.2 R.sup.9 ;and the remaining symbols are as defined in the specification.
    Type: Grant
    Filed: April 28, 1992
    Date of Patent: January 10, 1995
    Assignee: E. R. Squibb & Sons, Inc.
    Inventor: Kyoung S. Kim
  • Patent number: 5354511
    Abstract: Compounds having non-linear optical activity of the general formula ##STR1## wherein D and A are electron donor and acceptor groups, respectively, R.sup.1 and R.sup.2 are aromatic bridging groups, X and Y are preferably groups capable of partaking in polymerization reactions are suitable for use in polymer-based light modulator devices.
    Type: Grant
    Filed: November 27, 1992
    Date of Patent: October 11, 1994
    Assignee: AlliedSignal Inc.
    Inventors: Chengjiu Wu, Jianhui Shan, Ajay Nahata
  • Patent number: 5348727
    Abstract: A compound of the formula: ##STR1## wherein Z.dbd.H, halo, C.sub.1 -C.sub.20 alkyl, cycloalkyl, lower alkoxy, alkoxycarbonyl, cyano, wherein thealkyl and cycloalkyl groups can be substituted with halogen or halo-lower-alkyl groups;R.dbd.C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl; each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p -(CR.sub.3 .dbd.CR.sub.4).sub.m Q, or (CR.sub.1 R.sub.2).sub.p --C.tbd.C-Q;R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently H, or lower-alkyl, optionally substituted with halo;x is 1-4;n is [1-5]1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, these compounds are useful as X-ray contrast agents or aryl-lower alkyl.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: September 20, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef
  • Patent number: 5321046
    Abstract: Disclosed herein are novel unsymmetrical dithiol ketals which are useful in the treatment or prevention of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis.
    Type: Grant
    Filed: October 27, 1992
    Date of Patent: June 14, 1994
    Assignee: Bristol-Myers Squibb Company
    Inventors: Sing-Yuen Sit, John J. Wright, Jeff A. Field
  • Patent number: 5321791
    Abstract: An organic material for non-linear optics, in which the structure of the molecule includes an electron donor group and an electron attractor group connected by means of an electron-transmitting group, the material being characterized by the fact that it satisfies the formula: ##STR1## where R is selected from (CH.sub.3).sub.2 N and CH.sub.3 O, with the first material being dimethylamino 4, cyano 4' biphenyl and the second being methoxy 4, cyano 4' biphenyl.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: June 14, 1994
    Assignee: Alcatel N.V.
    Inventors: Jean-Francois Fauvarque, Christian Amatore, Anny Jutand
  • Patent number: 5315024
    Abstract: A cyano-substituted compound containing an ether bond is described, which is represented by formula (I): ##STR1## wherein R represents a straight-chain alkyl group having from 1 to 5 carbon atoms; X represents a hydrogen atom or a fluorine atom; n represents an integer of 2 to 8; m represents 1 or 2; and the cyclohexane ring is arranged at a trans-configuration.
    Type: Grant
    Filed: February 4, 1993
    Date of Patent: May 24, 1994
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Haruyoshi Takatsu, Makoto Sasaki, Kiyofumi Takeuchi
  • Patent number: 5310538
    Abstract: R=C.sub.1 -C.sub.25 alkyl, cycloalkyl, ##STR2## or halo-lower-alkyl, each of which may be optionally substituted with halo, fluoro-lower-alkyl, aryl, lower-alkoxy, hydroxy, carboxy, lower-alkoxy carbonyl or lower-alkoxy-carbonyloxy, (CR.sub.1 R.sub.2).sub.p --(CR.sub.3 =CR.sub.4).sub.m Q ,or (CR.sub.1 R.sub.2).sub.p --C.tbd.C--Q;R.sub.1, R.sub.2 and R.sub.3 and R.sub.4 are independently H, or lower-alkyl, optionally substituted with halo;x is 1-4;n is 1-4;m is 1-15;p is 1-20; andQ is H, lower-alkyl, lower-alkenyl, lower-alkynyl, lower-alkylene, aryl, or aryl-lower alkylThese compounds are combined in a polymer for use as an X-ray contrast agent.
    Type: Grant
    Filed: March 11, 1993
    Date of Patent: May 10, 1994
    Assignee: Sterling Winthrop Inc.
    Inventors: Edward R. Bacon, Carl R. Illig, Thomas J. Caulfield, Brent D. Douty, Kurt A. Josef
  • Patent number: 5308869
    Abstract: N,N'-disubstituted-amidines, e.g., of the formula ##STR1## wherein R, R' and R" are substituted or unsubstituted hydrocarbon and/or heterocyclic groups.Methods are provided for the treatment or prophylaxis of anxiety in an animal, for treating psychosis, and for treating hypertension by administering an effective amount of an N,N'-disubstituted amidine which, preferably, has a high affinity for the sigma receptor.
    Type: Grant
    Filed: March 30, 1992
    Date of Patent: May 3, 1994
    Assignee: State of Oregon, acting by and through the Oregon State Board of Higher Education
    Inventors: John F. W. Keana, Eckard Weber
  • Patent number: 5283352
    Abstract: Catechol compounds of formula I ##STR1## where R.sub.1, R.sub.2, R.sub.3 and X are as described herein are effective Catechol-O-methyltransferase inhibitors.
    Type: Grant
    Filed: December 7, 1992
    Date of Patent: February 1, 1994
    Assignee: Orion-yhtyma Oy
    Inventors: Reijo J. Backstrom, Kalevi E. Heinola, Erkki J. Honkanen, Seppo K. Kaakkola, Pekka J. Kairisalo, Inge-Britt Y. Linden, Pekka I. Mannisto, Erkki A. O. Nissinen, Pentti Pohto, Aino K. Pippuri, Jarmo J. Pystynen
  • Patent number: 5256694
    Abstract: Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.
    Type: Grant
    Filed: May 22, 1992
    Date of Patent: October 26, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Hans-Heiner Wuest, Fritz-Frieder Frickel, Axel Nuerrenbach
  • Patent number: 5241087
    Abstract: A method of enantiomerically enriching chiral cyanohydrins is disclosed that involves selective cleavage of the unwanted enantiomer into its cleavage products HCN and the corresponding aldehyde or ketone by use of an enantioselective dehydrocyanation catalyst, coupled with simultaneous removal of at least one of the dehydrocyanation products.
    Type: Grant
    Filed: March 9, 1992
    Date of Patent: August 31, 1993
    Assignee: Bend Research, Inc.
    Inventor: Paul van Eikeren
  • Patent number: 5232915
    Abstract: 9.alpha.-Hydroxy-19,11.beta.-bridged steroids of general formula I ##STR1## are described. The more detailed meaning of A, B, R.sup.1, R.sup.2, G, Z, R.sup.4 --Y and R.sup.4' --Y' follows from the description. The steroids of general formula I have antigestagen and/or antiglucocorticoidal action and can be used for the production of pharmaceutical agents.
    Type: Grant
    Filed: January 14, 1992
    Date of Patent: August 3, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Eckhard Ottow, Gunter Neef, Rudolf Wiechert, Walter Elger, Sybille Beier, Karl-Heinrich Fritzemeier
  • Patent number: 5229507
    Abstract: Compounds of the formula I ##STR1## in which R is the group --OC.sub.m H.sub.2mn R.sub.1 and M is two H or is Cu or Ni, R.sub.1 is --OH, --Cl, --Br, C.sub.1 -C.sub.30 alkoxy or --OC(O)R.sub.2, m is an integer from 2 to 6 and n is a number from 1 to 20, and R.sub.2 is C.sub.1 -C.sub.20 alkyl, C.sub.2 -C.sub.20 alkenyl, cyclopentyl, cyclohexyl or C.sub.6 -C.sub.10 aryl or C.sub.6 -C.sub.10 arylmethyl which is unsubstituted or substituted by C.sub.1 -C.sub.18 alkyl.The compounds are dyes and IR absorbers and can be used for optical information storage systems employing diode lasers.
    Type: Grant
    Filed: November 16, 1990
    Date of Patent: July 20, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Marcus Baumann, Hanspeter Stricker, Walter Fischer, Jurgen Vogt, Jin Mizuguchi
  • Patent number: 5202055
    Abstract: A compound and a liquid crystal composition containing the compound are provided, which compound, when added to a nematic liquid crystal composition, increases the dielectric anisotropy value, lowers its threshold voltage and raises the ratios of elastic constants and hence makes steep the voltage-transmittance characteristic,which compound is an alkenyl ether compound expressed by the formula ##STR1## wherein R is a 2-8C alkyl group having a double bond at its end or a double bond of trans configuration at an optional position and n is 0 to 4.
    Type: Grant
    Filed: September 14, 1989
    Date of Patent: April 13, 1993
    Assignee: Chisso Corporation
    Inventors: Manabu Uchida, Kisei Kitano, Shinichi Sawada, Keiko Uchida
  • Patent number: 5198571
    Abstract: A region-specific monofunctionalization of a phenolic hydroxy onto a polyphenol for the preparation of a compound of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, --CN, formyl, carboxy, alkoxy carbonyl of up to 9 carbon atoms, aralkoxy carbonyl or up to 12 carbon atoms and halogen and R' is a hydroxy protective group comprising reacting a polyphenol of the formula ##STR2## wherein R has the above definition with a base to form the corresponding dianion, reacting the latter with a trialkyl borate of the formulaB(OAlk).sub.3wherein Alk is alkyl of 1 to 6 carbon atoms to form a compound of the formula ##STR3## reacting the latter with a reagent capable of introducing a hydroxy protective group and reacting the latter with a hydrolysis agent for the oxygen-boron bond to obtain the corresponding compound of Formula I.
    Type: Grant
    Filed: December 16, 1991
    Date of Patent: March 30, 1993
    Assignee: Roussel Uclaf
    Inventors: Jean-Louis Brayer, Daniel Calvo, Francois Ottello
  • Patent number: 5185370
    Abstract: Compound of formula ##STR1## wherein n is 0 or 1, R.sub.1 and R.sub.2 are independently methyl, ethyl or cyclopropyl and R is an optionally substituted phenyl or heteroaryl group or salt or ester thereof are useful in the treatment of inflammatory bowel disease.
    Type: Grant
    Filed: January 31, 1991
    Date of Patent: February 9, 1993
    Assignee: Orion-yhtyma Oy
    Inventors: Reijo J. Backstrom, Erkki J. Honkanen, Jarmo J. Pystynen, Anne M. Luiro, Paivi A. Aho, Inge-Britt Y. Linden, Erkki A. O. Nissinen, Pentti Pohto
  • Patent number: 5183828
    Abstract: Polyhydroxy-substituted benz, phenylacet and mandelamidines, amidates, amidoximes and hydroxyamidoximes--ribonucleotide reductase inhibitors, and free radical scavengers.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: February 2, 1993
    Inventors: Bartholomeus van't Riet, Howard L. Elford, Galen L. Wampler
  • Patent number: 5149872
    Abstract: A new process for preparing oxalyl- and oxamyl-hydrazides which comprises contacting oxamide or diacetyloxamide with the corresponding hydrazine derivative of formulaR.sub.1 R.sub.2 N--NHR.sub.3wherein R.sub.1 represents a hydrogen atom or an optionally substituted alkyl, cycloalkyl, aryl, or aryl-alkyl group, R.sub.2 is a hydrogen atom or an optionally substituted alkyl group, or R.sub.1 and R.sub.2 taken together with the adjacent nitrogen atom represent a saturated heterocyclic ring, and R.sub.3 is a hydrogen atom or an optionally substituted alkyl group.
    Type: Grant
    Filed: February 14, 1991
    Date of Patent: September 22, 1992
    Assignee: Enichem Anic S.p.A.
    Inventors: Giuseppe Messina, Loreno Lorenzoni, Paolo Calaresu, Giovanni M. Sechi
  • Patent number: 5149858
    Abstract: Phenolic compounds, notably admixtures of 2,4-dichlorophenol and 2,6-dichlorophenol, are selectively chlorinated at the ortho positions thereof, with gaseous chlorine and in a molten medium, in the presence of a selectivity-enhancing effective amount of an organic cation.
    Type: Grant
    Filed: July 18, 1988
    Date of Patent: September 22, 1992
    Assignee: Rhone-Poulenc Chimie
    Inventors: Jean-Roger Desmurs, Bernard Besson, Isabelle Jouve
  • Patent number: 5142092
    Abstract: Fluorine-containing acetophenones, optionally halogenated on the CH.sub.3 group, of the formula ##STR1## in which X represents hydrogen, chlorine or bromine and the radicals R.sub.1 to R.sub.5 have the following meaning,a) R.sub.1 and R.sub.4 denote fluorine, R.sub.2 and R.sub.5 denote chlorine and R.sub.3 denotes CF.sub.3, orb) R.sub.1, R.sub.3 and R.sub.4 denote fluorine and R.sub.2 and R.sub.5 denote hydrogen, orc) R.sub.1, R.sub.4 and R.sub.5 denote hydrogen, R.sub.2 denotes chlorine and R.sub.3 denotes CF.sub.3, ord) R.sub.1, R.sub.4 and R.sub.5 denote hydrogen, R.sub.2 denotes chlorine and R.sub.3 denotes OCF.sub.3, ore) R.sub.1, R.sub.4 and R.sub.5 denote hydrogen and R.sub.2 and R.sub.3 denote CF.sub.3, orf) R.sub.1 denotes chlorine, R.sub.2 denotes CF.sub.3 and R.sub.3, R.sub.4 and R.sub.5 denote hydrogen, org) R.sub.1 denotes chlorine, R.sub.2, R.sub.3 and R.sub.4 denote hydrogen and R.sub.5 denotes CF.sub.3, orh) R.sub.1 denotes chlorine, R.sub.2, R.sub.4 and R.sub.5 denote hydrogen and R.sub.
    Type: Grant
    Filed: July 30, 1991
    Date of Patent: August 25, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ernst Kysela, Bernd Baasner, Klaus Schaller
  • Patent number: 5132423
    Abstract: Reactions between a solid polar and a non-polar compound, especially nucleophilic aromatic substitution reactions between an alkali metal salt of a hydroxyaromatic compound or thio analog thereof and an activated halo- or nitro-substituted aromatic compound, are conducted in a non-polar organic solvent such as toluene or xylene, in the presence of a hexaalkylguanidinium or .alpha.,.omega.-bis(pentaalkylguanidinium)alkane salt, or a corresponding heterocyclic salt, as a phase transfer catalyst. The method is particularly useful for the preparation of bisimides from bisphenol A or 4,4'-biphenol salts and 4-nitro- or 4-halophthalimides.
    Type: Grant
    Filed: March 13, 1991
    Date of Patent: July 21, 1992
    Assignee: General Electric Company
    Inventors: Daniel J. Brunelle, Deborah A. Haitko, James P. Barren, Sunita Singh
  • Patent number: 5130454
    Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
  • Patent number: 5128479
    Abstract: Oxidized diphenylheteroalkanes of the formula I ##STR1## where R.sup.1 to R.sup.6 and A have the meanings specified in the description, and the preparation thereof are described. The substances are suitable for controlling diseases and as cosmetic agents.
    Type: Grant
    Filed: January 29, 1990
    Date of Patent: July 7, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernd Janssen, Hans-Heiner Wuest
  • Patent number: 5126371
    Abstract: Novel diarylacetylenes of the formula I ##STR1## where A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 have the meanings stated in the description, are useful for the treatment of disorders.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: June 30, 1992
    Assignee: BASF Akteingesellschaft
    Inventors: Hans-Heiner Wuest, Fritz-Frieder Frickel, Axel Nuerrenbach
  • Patent number: RE35230
    Abstract: A method of enantiomerically enriching chiral cyanohydrins is disclosed that involves selective cleavage of the unwanted enantiomer into its cleavage products HCN and the corresponding aldehyde or ketone by use of an enantioselective dehydrocyanation catalyst, coupled with simultaneous removal of at least one of the dehydrocyanation products.
    Type: Grant
    Filed: February 7, 1994
    Date of Patent: May 7, 1996
    Assignee: Bend Research, Inc.
    Inventor: Paul van Eikeren