Cyano Bonded Directly To The Ring Patents (Class 558/431)
  • Patent number: 9670147
    Abstract: This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
    Type: Grant
    Filed: June 29, 2015
    Date of Patent: June 6, 2017
    Assignee: REATA PHARMACEUTICALS, INC.
    Inventors: Eric Anderson, Xin Jiang, Melean Visnick
  • Patent number: 9000188
    Abstract: The present invention features monocyclic cyanoenone compositions and methods for using the same in the treatment of diseases such as cancer, inflammatory diseases and neurodegenerative diseases.
    Type: Grant
    Filed: October 4, 2012
    Date of Patent: April 7, 2015
    Assignee: Trustees of Dartmouth College
    Inventors: Tadashi Honda, Emilie David, Dale Mierke
  • Patent number: 8980819
    Abstract: A compound and a fragrance composition containing the same are provided, wherein the compound has a citrus odor in addition to a muguet odor, which is useful as a fragrance, is stable in an aqueous vehicle, and can provide a bright muguet odor with good fragrance retention by being blended with another fragrance. Particularly, they are 4(3)-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbonitrile and a fragrance composition containing 4(3)-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbonitrile.
    Type: Grant
    Filed: April 14, 2014
    Date of Patent: March 17, 2015
    Assignee: Kao Corporation
    Inventors: Takashi Aoki, Takahiro Hirose, Shoichi Tahara
  • Publication number: 20140371468
    Abstract: The present invention relates to a novel process for the preparation of 1-H-pyrrolidine-2,4-dione derivatives and to novel intermediates and to a process for their preparation.
    Type: Application
    Filed: August 29, 2014
    Publication date: December 18, 2014
    Inventors: Reiner FISCHER, Thomas HIMMLER
  • Publication number: 20140349901
    Abstract: A compound and a fragrance composition containing the same are provided, wherein the compound has a citrus odor in addition to a muguet odor, which is useful as a fragrance, is stable in an aqueous vehicle, and can provide a bright muguet odor with good fragrance retention by being blended with another fragrance. Particularly, they are 4(3)-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbonitrile and a fragrance composition containing 4(3)-(4-hydroxy-4-methylpentyl)-3-cyclohexene-1-carbonitrile.
    Type: Application
    Filed: April 14, 2014
    Publication date: November 27, 2014
    Applicant: Kao Corporation
    Inventors: Takashi AOKI, Takahiro HIROSE, Shoichi TAHARA
  • Publication number: 20140186272
    Abstract: The present invention provides synthetic routes for preparing various isomers of cyclohexane-based coolants, such as menthyl esters and menthanecarboxamide derivatives, in particular those substituted at the amide nitrogen, for example with an aromatic ring or aryl moiety. Such structures have high cooling potency and long lasting sensory effect, which make them useful in a wide variety of consumer products. One synthetic route involves a copper catalyzed coupling of a primary menthanecarboxamide with an aryl halide, such reaction working best in the presence of potassium phosphate and water. Using this synthetic route, specific isomers can be prepared including the menthanecarboxamide isomer having the same configuration as l-menthol and new isomers such as a neoisomer having opposite stereochemistry at the carboxamide (C-1) position. The neoisomer unexpectedly has potent and long lasting cooling effect.
    Type: Application
    Filed: March 5, 2014
    Publication date: July 3, 2014
    Applicant: The Procter & Gamble Company
    Inventors: Kenneth Edward YELM, Gregory Mark BUNKE, John Christian HAUGHT
  • Publication number: 20140114085
    Abstract: The present invention refers to the preparation of 3-cyano-3,5,5-trimethylcyclohexanone (isophorone nitrile, abbreviation IPN) using a calcium alkoxide, particularly calcium ethoxide, as catalyst.
    Type: Application
    Filed: June 5, 2012
    Publication date: April 24, 2014
    Applicant: Evonik Degussa GmbH
    Inventors: Markus Schwarz, Andreas Merkel, Joerg-Joachim Nitz, Gerda Grund
  • Patent number: 8680316
    Abstract: The present invention relates to a novel process for the preparation of cis-1-ammonium-4-alkoxycyclohexanecarbonitrile salts and to novel intermediates or starting compounds which are passed through or used in the process according to the invention.
    Type: Grant
    Filed: December 19, 2011
    Date of Patent: March 25, 2014
    Assignee: Bayer CropScience AG
    Inventors: Frank Volz, Albert Schnatterer, Bernardus Kaptein, Anna Maria Cornelia Francisca Castelijns
  • Publication number: 20130331446
    Abstract: The invention relates to compounds of general formula I, (I), wherein R is wherein R is aryl substituted by R3; or R is (C3-Ci3)-cycloalkyl, (C3-Ci3)-cycloalkenyl or (C7-Ci3)-cycloalkynyl optionally substituted by R4; and pharmaceutically acceptable salts, hydrates, or solvates thereof, for use—alone or in combination with one or more other pharmaceutically active compounds—in therapy, for preventing, treating or ameliorating diseases or conditions responsive to stimulation of neutrophil oxidative burst, responsive to stimulation of keratinocyte IL-8 release or responsive to induction of necrosis.
    Type: Application
    Filed: December 22, 2011
    Publication date: December 12, 2013
    Applicant: LEO LABORATORIES LIMITED
    Inventors: Gunnar Grue-Sørensen, Xifu Liang, Thomas Högberg, Kristoffer Månsson, Per Vedsø
  • Publication number: 20130274480
    Abstract: The present invention features monocyclic cyanoenone compositions and methods for using the same in the treatment of diseases such as cancer, inflammatory diseases and neurodegenerative diseases.
    Type: Application
    Filed: October 4, 2012
    Publication date: October 17, 2013
    Inventors: Tadashi Honda, Emilie David, Dale Mierke
  • Patent number: 8394967
    Abstract: This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
    Type: Grant
    Filed: February 23, 2011
    Date of Patent: March 12, 2013
    Assignee: Reata Pharmaceuticals, Inc.
    Inventors: Xin Jiang, Xiaofeng Liu, Jack Greiner, Stephen S. Szucs, Melean Visnick
  • Publication number: 20120197035
    Abstract: The present invention relates to a novel process for the preparation of cis-1-ammonium-4-alkoxycyclohexanecarbonitrile salts and to novel intermediates or starting compounds which are passed through or used in the process according to the invention.
    Type: Application
    Filed: December 19, 2011
    Publication date: August 2, 2012
    Applicant: Bayer CropScience AG
    Inventors: Frank Volz, Albert Schnatterer, Bernardus Kaptein, Anna Maria Cornelia Francisca Castelijns
  • Publication number: 20120190865
    Abstract: The present invention relates to a novel process for the preparation of 1-H-pyrrolidine-2,4-dione derivatives and to novel intermediates and to a process for their preparation.
    Type: Application
    Filed: January 25, 2012
    Publication date: July 26, 2012
    Applicant: Bayer CropScience AG
    Inventors: Reiner FISCHER, Thomas HIMMLER
  • Patent number: 8124799
    Abstract: This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
    Type: Grant
    Filed: April 20, 2009
    Date of Patent: February 28, 2012
    Assignee: Reata Pharmaceuticals, Inc.
    Inventors: Eric Anderson, Xin Jiang, Melean Visnick
  • Publication number: 20110137065
    Abstract: Processes are provided for synthesizing substituted cyclohexane carbonitriles, particularly 1-(2-ethylbutyl)cyclohexane carbonitrile. Such processes comprise deprotonizing cyclohexane carbonitrile with chloro magnesium N,N-diisopropylamide and alkylating the deprotonated cyclohexane carbonitrile in the presence of 2-(ethylbutyl) bromide to produce 1-(2-ethylbutyl)cyclohexane carbonitrile.
    Type: Application
    Filed: April 28, 2009
    Publication date: June 9, 2011
    Inventors: Christophe Durvaux, Thierry Giard, Vincent L. Mutterer
  • Patent number: 7943778
    Abstract: This invention provides, but is not limited to, novel oleanolic acid derivatives having the formula: wherein the variables are defined herein. Also provided are pharmaceutical compositions, kits and articles of manufacture comprising such compounds, methods and intermediates useful for making the compounds, and methods of using the compounds and compositions.
    Type: Grant
    Filed: April 20, 2009
    Date of Patent: May 17, 2011
    Assignee: Reata Pharmaceuticals, Inc.
    Inventors: Xin Jiang, Xiaofeng Liu, Jack Greiner, Stephen S. Szucs, Melean Visnick
  • Patent number: 7914707
    Abstract: Disclosed is a compound represented by the following formula 1: wherein, each of R1˜R13 independently represents —H, —F, —Cl, —Br, —I, —OH, —SH, —COOH, —PO3H2, —NH2, —NO2, —O(CH2CH2O)nH (wherein, n is an integer of 1˜5), C1˜C12 alkyl group, C1˜C12 aminoalkyl group, C1˜C12 hydroxyalkyl group, C1˜C12 haloalkyl group, C2˜C12 alkenyl group, C1˜C12 alkoxy group, C1˜C12 alkylamino group, C1˜C12 dialkylamino group, C6˜C18 aryl group, C6˜C18 aminoaryl group, C6˜C18 hydroxyaryl group, C6˜C18 haloaryl group, C7˜C18 benzyl group, C7˜C18 aminobenzyl group, C7˜C18 hydroxybenzyl group, C7˜C18 halobenzyl group, or nitrile group (—CN); and at least one of R4˜R13 is nitrile group (—CN). A non-aqueous electrolyte comprising: (i) a lithium salt, (ii) a solvent, and (iii) a compound represented by formula 1; and a secondary battery comprising the non-aqueous electrolyte are also disclosed.
    Type: Grant
    Filed: December 29, 2009
    Date of Patent: March 29, 2011
    Assignee: LG Chem, Ltd.
    Inventors: Yu Sin Kim, Hyeong Jin Kim, Hye Yun Cha, Ho Chun Lee
  • Publication number: 20100191008
    Abstract: A method comprising providing a starting composition comprising a polyunsaturated fatty acid, a polyunsaturated fatty ester, a carboxylate salt of a polyunsaturated fatty acid, a polyunsaturated triglyceride, or a mixture thereof; self-metathesizing the starting composition or cross-metathesizing the starting composition with at least one short-chain olefin in the presence of a metathesis catalyst to form self-/cross-metathesis products comprising: cyclohexadiene; at least one olefin; and one or more acid-, ester-, or salt-functionalized alkene; and reacting cyclohexadiene to produce at least one cycloalkane or cycloalkane derivatives.
    Type: Application
    Filed: January 29, 2009
    Publication date: July 29, 2010
    Applicant: ENERGY & ENVIRONMENTAL RESEARCH CENTER FOUNDATION
    Inventor: Edwin S. Olson
  • Publication number: 20100029763
    Abstract: The present invention refers to new derivatives of the penta-1,4-dien-3-ones, as well as their processes of preparation. These compounds present strong antitumoral activity and promising antiparasitic action, behaving as almost atoxic by laboratory assays and also by hystopathologic studies. The present invention refers also to a pharmaceutical composition including the referred compounds, method of treatment for cancer and parasitic diseases.
    Type: Application
    Filed: July 6, 2007
    Publication date: February 4, 2010
    Inventors: Jose Agustin Quincoces Suarez, Durvanei Augusto Maria, Daniela Goncales Rando, Clizete Aparecida Sbravaate Martins, Paulo Celso Pardi, Pamela Oliveira De Souza
  • Patent number: 7547701
    Abstract: The present invention is directed to compounds that are inhibitors of cysteine proteases, in particular, cathepsins B, K, L, F, and S and are therefore useful in treating diseases mediated by these proteases. The present invention is directed to pharmaceutical compositions comprising these compounds and processes for preparing them.
    Type: Grant
    Filed: September 17, 2004
    Date of Patent: June 16, 2009
    Assignee: Virobay, Inc.
    Inventors: John O. Link, Craig J. Mossman, Soon H. Woo, Sheila M. Zipfel
  • Patent number: 7407959
    Abstract: This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.
    Type: Grant
    Filed: November 18, 2005
    Date of Patent: August 5, 2008
    Assignee: Merck Frosst Canada & Co.
    Inventors: Jacques Yves Gauthier, Chun Sing Li, Christophe Mellon
  • Publication number: 20080167488
    Abstract: The present invention relates to a process of preparing a compound of formula II, wherein R1, n, m and p are defined in the specification.
    Type: Application
    Filed: July 26, 2006
    Publication date: July 10, 2008
    Applicant: ASTRAZENECA AB
    Inventor: Maxime Tremblay
  • Publication number: 20080154035
    Abstract: The present invention relates to a coupling method between intramolecular carbon using the intramolecular cyclization reaction in situ of an allyl-indium compound derived from an allyl derivative containing an unsaturated hydrocarbon compound and indium, in presence of a transition metal compound catalyst. More particularly, the present invention relates to a coupling method between intramolecular carbon for preparing a cyclic compound having a vinyl group as a substituent by bonding a carbon in an allyl derivative containing an unsaturated hydrocarbon compound and a carbon in the unsaturated hydrocarbon compound via intramolecular cyclization reaction in situ of an allyl-indium compound as a coupling agent derived from the allyl derivative containing the unsaturated hydrocarbon and indium (In), in presence of a palladium catalyst.
    Type: Application
    Filed: July 17, 2007
    Publication date: June 26, 2008
    Applicant: PHIL HO LEE
    Inventors: Phil Ho LEE, Kooyeon LEE, Dong SEOMOON, Hyunseok KIM
  • Patent number: 7375134
    Abstract: This invention relates to a novel class of compounds which are cysteine protease inhibitors, including but not limited to, inhibitors of cathepsins K, L, S and B. These compounds are useful for treating diseases in which inhibition of bone resorption is indicated, such as osteoporosis.
    Type: Grant
    Filed: February 28, 2003
    Date of Patent: May 20, 2008
    Assignees: Axys Pharmaceuticals, Inc., Merck Frosst Canada & Co.
    Inventors: Christopher I. Bayly, Cameron Black, Serge Leger, Chun Sing Li, Dan McKay, Christophe Mellon, Jacques Yves Gauthier, Vouy-Linh Truong, Cheuk Lau, Michel Therien
  • Patent number: 6906216
    Abstract: The present invention comprises the simultaneous ring opening and concomitant N-substitution of various N-tosyl aziridines with different aliphatic and aromatic nitriles in presence of catalytic amount of metal triflates to afford different N-substituted ?-amino nitriles in excellent yields and selectivities.
    Type: Grant
    Filed: November 29, 2002
    Date of Patent: June 14, 2005
    Assignee: Council of Scientific and Industrial Research
    Inventors: Boyapati Manoranjan Choudary, Jeyalakshmi Kulandaivelu, Pravin R. Likhar, Lakshmi Kantam Mannepalli, Sreedhar Bojja, Bhanuprakash Kotamarthi, Sitha Sanyasi
  • Patent number: 6861391
    Abstract: Trifluoromethyl-substituted spirocyclic ketoenols of the formula (I) are provided wherein Het represents one of the groups and G, V, W, X, Y, and Z are as defined in the specification. Also provides are processes for the preparation of the compounds. The compounds of formula (I) find use as pesticides.
    Type: Grant
    Filed: September 19, 2000
    Date of Patent: March 1, 2005
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reiner Fischer, Alan Graff, Thomas Bretschneider, Christoph Erdelen, Mark Wilhelm Drewes, Dieter Feucht
  • Patent number: 6686495
    Abstract: A process for the preparation of mono-, bi- or poly-functional biaryls in the presence of a metal complex of the general formula IV as catalyst.
    Type: Grant
    Filed: October 16, 2001
    Date of Patent: February 3, 2004
    Assignee: OMG AG & Co KG
    Inventors: Matthias Beller, Mario Gómez-Andreu, Alexander Zapf, Ralf Karch, Ingo Kleinwächter, Oliver Briel
  • Patent number: 6538148
    Abstract: An improved process for the preparation of a cyclic amino acid by a novel synthesis is described where benzonitrile is treated with an alkali metal and an amine under Birch reduction conditions to generate in situ an anionic intermediate which is alkylated with an &agr;-haloacetic acid moiety which is subsequently converted to the desired product, as well as valuable intermediates used in the process.
    Type: Grant
    Filed: March 16, 2001
    Date of Patent: March 25, 2003
    Assignee: Warner-Lambert Company
    Inventors: Carl Francis Deering, Kenneth Earl Mennen, Robert Ramage
  • Publication number: 20020055521
    Abstract: The invention provides a compound of formula (I): 1
    Type: Application
    Filed: January 25, 2001
    Publication date: May 9, 2002
    Inventors: Alan P. Kozikowski, Gian Luca Araldi
  • Patent number: 6245932
    Abstract: A process for the cyanoethylation of substituted cycloaliphatic vicinal diamines which comprises reacting acrylonitrile and a diamine in the presence water as catalyst. Cyanoethylated methylcyclohexylamines are readily prepared in the presence of water.
    Type: Grant
    Filed: August 9, 2000
    Date of Patent: June 12, 2001
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Juan Jesus Burdeniuc, Gamina Ananda Vedage
  • Patent number: 5948933
    Abstract: New tropane analogs that bind to monoamine transporters are described, particularly, 8-aza, 8carbo and 8-oxo tropanes having 6- or 7-substituents. The compounds of the present invention can be racemic, pure R-enantiomers, or pure S-enantiomers. Certain preferred compounds of the present invention have a high selectivity for the DAT versus the SERT. Also described are pharmaceutical therapeutic compositions comprising the compounds formulated in a pharmaceutically acceptable carrier and a method for inhibiting 5-hydroxy-tryptamine reuptake of a monoamine transporter by contacting the monoamine transporter with a 5-hydroxytryptamine reuptake inhibiting amount of a compound of the present invention. Preferred monoamine transporters for the practice of the present invention include the dopamine transporter, the serotonin transporter and the norepinephrine transporter.
    Type: Grant
    Filed: July 11, 1997
    Date of Patent: September 7, 1999
    Assignees: Organix, Inc., President and Fellows of Harvard College
    Inventors: Peter C. Meltzer, Bertha K. Madras, Paul Blundell, Zhengming Chen
  • Patent number: 5853613
    Abstract: The present invention describes liquid crystal compounds which are suitable for use in liquid crystal devices including those which exploit the electroclinic effect.
    Type: Grant
    Filed: January 16, 1997
    Date of Patent: December 29, 1998
    Assignee: Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern Ireland
    Inventors: John William Goodby, Kenneth Johnson Toyne, Michael Hird, Stephen John Lock
  • Patent number: 5817603
    Abstract: Substituted cyclohexene-1,2-dicarboxylic acid derivatives I ##STR1## where R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are herein defined, or the agriculturally useful salts of Ia and Ib and intermediates for their preparation, which compounds are useful as herbicides and for the desiccation/defoliation of plants.
    Type: Grant
    Filed: February 11, 1997
    Date of Patent: October 6, 1998
    Assignee: BASF Aktiengesellschaft
    Inventors: Ralf Klintz, Elisabeth Heistracher, Peter Schaefer, Gerhard Hamprecht, Peter Plath, Uwe Kardorff, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
  • Patent number: 5763483
    Abstract: Novel carbocyclic compounds are described. The compounds generally comprise an acidic group, a basic group, a substituted amino or N-acyl and a group having an optionally hydroxylated alkane moiety. Pharmaceutical compositions comprising the inhibitors of the invention are also described. Methods of inhibiting neuraminidase in samples suspected of containing neuraminidase are also described. Antigenic materials, polymers, antibodies, conjugates of the compounds of the invention with labels, and assay methods for detecting neuraminidase activity are also described.
    Type: Grant
    Filed: December 27, 1996
    Date of Patent: June 9, 1998
    Assignee: Gilead Sciences, Inc.
    Inventors: Norbert W. Bischofberger, Choung U. Kim, Willard Lew, Hongtao Liu, Matthew A. Williams
  • Patent number: 5693845
    Abstract: Novel cyanocycloalkylacetic acids and esters as well as salts thereof and in particular 1-cyanocyclohexaneacetic acid and ethyl 1-cyanocyclohexaneacetate are described which are useful as intermediates in a process for the preparation of cyclic amino acids.
    Type: Grant
    Filed: March 6, 1992
    Date of Patent: December 2, 1997
    Assignee: Warner-Lambert Company
    Inventors: Rex Allen Jennings, Don Richard Johnson, Ronald Everett Seamans, James Robert Zeller
  • Patent number: 5616718
    Abstract: A compound having the formula: ##STR1## wherein W, X, Y, and Z are as defined in the specification is useful for making 2,4-diaminoquinazolines.
    Type: Grant
    Filed: April 20, 1995
    Date of Patent: April 1, 1997
    Assignee: FMC Corporation
    Inventors: Robert N. Henrie, II, Clinton J. Peake, Thomas G. Cullen, Walter H. Yeager, John W. Buser, James J. Fiordeliso, John A. Dixson
  • Patent number: 5552438
    Abstract: Novel compounds of Formula (I) ##STR1## where X.sub.4 is a substituted cyclohexane or cyclohexane group and the other radicals are defined herein. These compounds inhibit the production of Tumor Necrosis Factor and are useful in the treatment of disease states mediated or exacerbated by TNF production. The compounds of the present invention are also useful in the mediation or inhibition of enzymatic or catalytic activity of phosphodiesterase IV and are therefore useful in the treatment of disease states in need of mediation or inhibition thereof.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: September 3, 1996
    Assignee: SmithKline Beecham Corporation
    Inventor: Siegfried B. Christensen, IV
  • Patent number: 5516928
    Abstract: A process for the preparation of 3-cyano-3,5,5-trimethylcyclohexanone by the reaction of isophorone with hydrogen cyanide in the presence of quaternary ammonium catalysts at temperatures ranging from 80.degree. to 180.degree. C. and pressures ranging from 0.5 to 20 bar, in which the ammonium catalysts used are salts of the general formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 denote C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.8 cycloalkyl, aryl, C.sub.7 -C.sub.18 aralkyl or C.sub.2 -C.sub.18 hydroxyalkyl andX denotes HCO.sub.3 or ##STR2## with the proviso that R.sup.4 stands for C.sub.1 -C.sub.
    Type: Grant
    Filed: February 28, 1995
    Date of Patent: May 14, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Klaus Mundinger, Gerhard Laqua, Tom Witzel, Franz Merger
  • Patent number: 5491264
    Abstract: Isophorone diamine is prepared from isophorone nitrile by imination using a supported heteropoly acid catalyst to form the ketimine followed by the reduction of the ketimine to form the diamine.
    Type: Grant
    Filed: September 12, 1994
    Date of Patent: February 13, 1996
    Assignee: E. I. du Pont de Nemours and Company
    Inventors: Frank E. Herkes, Kostantinos Kourtakis
  • Patent number: 5449811
    Abstract: A new process for the production of 1-amino-1-methyl-3(4)-cyanocyclohexane (AMCC), an intermediate for the manufacture of 1-isocyanato-1-methyl-3(4)-isocyanatomethylcyclohexane. In this process, 4(5)-cyano-1-methylcyclohexene is reacted with excess hydrogen cyanide in the presence of aqueous sulfuric acid to form 1-formamido-1-methyl-3(4)-cyanocyclohexane which is then selectively hydrolyzed in an acidic medium to form AMCC.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: September 12, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Dieter Arlt
  • Patent number: 5319135
    Abstract: An improved process for the preparation of cyclic amino acids by a novel synthesis is described where a dinitrile derivative is converted in two steps to the desired products, as well as valuable intermediates used in the process.
    Type: Grant
    Filed: June 4, 1993
    Date of Patent: June 7, 1994
    Assignee: Warner-Lambert Company
    Inventors: Rex A. Jennings, Don R. Johnson, Ronald E. Seamans, James R. Zeller
  • 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: 5196583
    Abstract: The invention provides a novel class of propargyl compounds represented by the formula: ##STR1## wherein R is an C.sub.1 -C.sub.20 alkyl group, C.sub.1 -C.sub.20 alkylene group, C.sub.1 -C.sub.20 alkylene group interrupted by --NH-- group(s), C.sub.6 -C.sub.7 alicyclic group and an aromatic group; R.sub.1 comprises 1-100% --CH.sub.2 --C.tbd.CH group and 99-0% hydrogen atom and n is an integer of 1 to 4, and preparation thereof.These compounds are useful as coating material or sealer or rim-injection molding material.
    Type: Grant
    Filed: December 4, 1990
    Date of Patent: March 23, 1993
    Assignee: Nippon Paint Co., Ltd.
    Inventors: Mitsuo Yamada, Kei Aoki
  • Patent number: 5194658
    Abstract: 2-amino-3-methyl-1-naphthalenecarbonitriles of the formula: ##STR1## wherein R is alkyl of from 1 to 6 carbon atoms, halogen, cyano, or hydrogen are prepared by pyrolizing a by-product of a SAN or ABS manufacturing process of the formula: ##STR2## wherein R is alkyl of from 1 to 6 carbon atoms, halogen, cyano, or hydrogen.In another respect, this invention is a process for identifying aldehydes comprising: (a) contacting 2-amino-3-methyl-1-naphthalene-carbonitrile with aldehydes to form an UV-absorbing imine, and (b) analyzing the imine using conventional analytical techniques to identify the presence of the imines.
    Type: Grant
    Filed: March 20, 1992
    Date of Patent: March 16, 1993
    Assignee: The Dow Chemical Company
    Inventors: Edmund J. Stark, Duane B. Priddy
  • Patent number: 5180521
    Abstract: Optically active compounds of the formula I can be used as components of chiral tilted smectic liquid crystal phases.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: January 19, 1993
    Assignee: Merck Patent Gesellschaft mit beschraenkter Haftung
    Inventors: Rudolf Eidenschink, Reinhard Hopf, Eike Poetsch
  • Patent number: 5175170
    Abstract: Non-peptidyl compounds characterized generally as cycloalkyl/cycloalkylkyl-N-terminal amino hydroxy .beta.-amino acid derivatives are useful as renin inhibitors for treatment of hypertension. Compounds of particular interest of the formula ##STR1## wherein R.sub.1 is selected from cycloalkyl and cycloakylalkyl groups, wherein said cycloalkyl group contains three to about eight carbon atoms and the acyclic alkyl portion of said cycloakylalkyl group contains one to about eight carbon atoms; wherein each of R.sub.2 and R.sub.4 is independently selected from hydrido and methyl; wherein R.sub.3 is methyl or ethyl; wherein R.sub.5 is cyclohexylmethyl; wherein R.sub.6 is hydroxy; and wherein R.sub.7 is isobutyl or ethyl; or a pharmaceutically-acceptable salt thereof.
    Type: Grant
    Filed: July 29, 1991
    Date of Patent: December 29, 1992
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
  • Patent number: 5175336
    Abstract: The invention relates to new fluoromethylated polycyanobenzenes of the formula ##STR1## in which X represents hydrogen, fluorine or chlorine,m is 1 or 2 andn is (6-m),to a process for their preparation and to the salt-like alkali metal cyanide adducts of the fluoromethylated polycyanobenzenes formed as intermediates in this preparation process and to the use of the fluoromethylated polycyanobenzenes for the detection of anions.
    Type: Grant
    Filed: May 16, 1991
    Date of Patent: December 29, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunther Beck, Wolfgang von der Emden, Helmut Heitzer, Friedrich W. Krock, Ernst Kysela, Albrecht Marhold
  • Patent number: 5166444
    Abstract: The invention relates to bis(3-cyano-3,5,5-trimethylcyclohexylidene)-azine (=IPN-azine), a method of its preparation by reacting 1,3,3-trimethyl-5-oxocyclohexane carbonitrile (=IPN) with a source for hydrazine in a molar ratio of essentially 2 to 1 in the presence of a solvent and to a method for the further processing of the IPN-azine to 3-(aminomethyl)-3,5,5-trimethylcyclohexyl amine (isophorone diamine=IPDA) by means of a hydrogenating azine splitting with hydrogen in the presence of an organic solvent, ammonia and of a catalytic system from the series (a) of a cobalt- or nickel-containing Raney catalyst and of a cocatalyst from the series of salts of the elements aluminum, cobalt, nickel, yttrium, lanthanum, cerium, Ru, Rh, Pd, Ir and Pt or of carrier-supported noble metals from the series Ru, Rh, Pd, Ir, Pt or b) of a carrier-supported Ru-, Pd- or Pt catalyst at a pressure of 3 to 30 MPa and a temperature of 50.degree. to 150.degree. C.
    Type: Grant
    Filed: March 9, 1992
    Date of Patent: November 24, 1992
    Assignee: Degussa AG
    Inventors: Klaus Hutchmacher, Hermann Schmitt
  • 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