Cyano Bonded Directly To The Ring Patents (Class 558/431)
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Patent number: 9670147Abstract: 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: GrantFiled: June 29, 2015Date of Patent: June 6, 2017Assignee: REATA PHARMACEUTICALS, INC.Inventors: Eric Anderson, Xin Jiang, Melean Visnick
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Patent number: 9000188Abstract: 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: GrantFiled: October 4, 2012Date of Patent: April 7, 2015Assignee: Trustees of Dartmouth CollegeInventors: Tadashi Honda, Emilie David, Dale Mierke
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Patent number: 8980819Abstract: 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: GrantFiled: April 14, 2014Date of Patent: March 17, 2015Assignee: Kao CorporationInventors: Takashi Aoki, Takahiro Hirose, Shoichi Tahara
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Publication number: 20140371468Abstract: 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: ApplicationFiled: August 29, 2014Publication date: December 18, 2014Inventors: Reiner FISCHER, Thomas HIMMLER
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Publication number: 20140349901Abstract: 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: ApplicationFiled: April 14, 2014Publication date: November 27, 2014Applicant: Kao CorporationInventors: Takashi AOKI, Takahiro HIROSE, Shoichi TAHARA
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Publication number: 20140186272Abstract: 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: ApplicationFiled: March 5, 2014Publication date: July 3, 2014Applicant: The Procter & Gamble CompanyInventors: Kenneth Edward YELM, Gregory Mark BUNKE, John Christian HAUGHT
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Publication number: 20140114085Abstract: 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: ApplicationFiled: June 5, 2012Publication date: April 24, 2014Applicant: Evonik Degussa GmbHInventors: Markus Schwarz, Andreas Merkel, Joerg-Joachim Nitz, Gerda Grund
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Patent number: 8680316Abstract: 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: GrantFiled: December 19, 2011Date of Patent: March 25, 2014Assignee: Bayer CropScience AGInventors: Frank Volz, Albert Schnatterer, Bernardus Kaptein, Anna Maria Cornelia Francisca Castelijns
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Publication number: 20130331446Abstract: 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: ApplicationFiled: December 22, 2011Publication date: December 12, 2013Applicant: LEO LABORATORIES LIMITEDInventors: Gunnar Grue-Sørensen, Xifu Liang, Thomas Högberg, Kristoffer Månsson, Per Vedsø
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Publication number: 20130274480Abstract: 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: ApplicationFiled: October 4, 2012Publication date: October 17, 2013Inventors: Tadashi Honda, Emilie David, Dale Mierke
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Patent number: 8394967Abstract: 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: GrantFiled: February 23, 2011Date of Patent: March 12, 2013Assignee: Reata Pharmaceuticals, Inc.Inventors: Xin Jiang, Xiaofeng Liu, Jack Greiner, Stephen S. Szucs, Melean Visnick
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Publication number: 20120197035Abstract: 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: ApplicationFiled: December 19, 2011Publication date: August 2, 2012Applicant: Bayer CropScience AGInventors: Frank Volz, Albert Schnatterer, Bernardus Kaptein, Anna Maria Cornelia Francisca Castelijns
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Publication number: 20120190865Abstract: 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: ApplicationFiled: January 25, 2012Publication date: July 26, 2012Applicant: Bayer CropScience AGInventors: Reiner FISCHER, Thomas HIMMLER
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Patent number: 8124799Abstract: 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: GrantFiled: April 20, 2009Date of Patent: February 28, 2012Assignee: Reata Pharmaceuticals, Inc.Inventors: Eric Anderson, Xin Jiang, Melean Visnick
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Publication number: 20110137065Abstract: 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: ApplicationFiled: April 28, 2009Publication date: June 9, 2011Inventors: Christophe Durvaux, Thierry Giard, Vincent L. Mutterer
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Patent number: 7943778Abstract: 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: GrantFiled: April 20, 2009Date of Patent: May 17, 2011Assignee: Reata Pharmaceuticals, Inc.Inventors: Xin Jiang, Xiaofeng Liu, Jack Greiner, Stephen S. Szucs, Melean Visnick
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Patent number: 7914707Abstract: 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: GrantFiled: December 29, 2009Date of Patent: March 29, 2011Assignee: LG Chem, Ltd.Inventors: Yu Sin Kim, Hyeong Jin Kim, Hye Yun Cha, Ho Chun Lee
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Publication number: 20100191008Abstract: 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: ApplicationFiled: January 29, 2009Publication date: July 29, 2010Applicant: ENERGY & ENVIRONMENTAL RESEARCH CENTER FOUNDATIONInventor: Edwin S. Olson
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Publication number: 20100029763Abstract: 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: ApplicationFiled: July 6, 2007Publication date: February 4, 2010Inventors: Jose Agustin Quincoces Suarez, Durvanei Augusto Maria, Daniela Goncales Rando, Clizete Aparecida Sbravaate Martins, Paulo Celso Pardi, Pamela Oliveira De Souza
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Patent number: 7547701Abstract: 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: GrantFiled: September 17, 2004Date of Patent: June 16, 2009Assignee: Virobay, Inc.Inventors: John O. Link, Craig J. Mossman, Soon H. Woo, Sheila M. Zipfel
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Patent number: 7407959Abstract: 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: GrantFiled: November 18, 2005Date of Patent: August 5, 2008Assignee: Merck Frosst Canada & Co.Inventors: Jacques Yves Gauthier, Chun Sing Li, Christophe Mellon
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Publication number: 20080167488Abstract: 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: ApplicationFiled: July 26, 2006Publication date: July 10, 2008Applicant: ASTRAZENECA ABInventor: Maxime Tremblay
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Publication number: 20080154035Abstract: 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: ApplicationFiled: July 17, 2007Publication date: June 26, 2008Applicant: PHIL HO LEEInventors: Phil Ho LEE, Kooyeon LEE, Dong SEOMOON, Hyunseok KIM
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Patent number: 7375134Abstract: 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: GrantFiled: February 28, 2003Date of Patent: May 20, 2008Assignees: 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
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Patent number: 6906216Abstract: 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: GrantFiled: November 29, 2002Date of Patent: June 14, 2005Assignee: Council of Scientific and Industrial ResearchInventors: Boyapati Manoranjan Choudary, Jeyalakshmi Kulandaivelu, Pravin R. Likhar, Lakshmi Kantam Mannepalli, Sreedhar Bojja, Bhanuprakash Kotamarthi, Sitha Sanyasi
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Patent number: 6861391Abstract: 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: GrantFiled: September 19, 2000Date of Patent: March 1, 2005Assignee: Bayer AktiengesellschaftInventors: Reiner Fischer, Alan Graff, Thomas Bretschneider, Christoph Erdelen, Mark Wilhelm Drewes, Dieter Feucht
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Patent number: 6686495Abstract: 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: GrantFiled: October 16, 2001Date of Patent: February 3, 2004Assignee: OMG AG & Co KGInventors: Matthias Beller, Mario Gómez-Andreu, Alexander Zapf, Ralf Karch, Ingo Kleinwächter, Oliver Briel
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Patent number: 6538148Abstract: 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: GrantFiled: March 16, 2001Date of Patent: March 25, 2003Assignee: Warner-Lambert CompanyInventors: Carl Francis Deering, Kenneth Earl Mennen, Robert Ramage
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Publication number: 20020055521Abstract: The invention provides a compound of formula (I): 1Type: ApplicationFiled: January 25, 2001Publication date: May 9, 2002Inventors: Alan P. Kozikowski, Gian Luca Araldi
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Patent number: 6245932Abstract: 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: GrantFiled: August 9, 2000Date of Patent: June 12, 2001Assignee: Air Products and Chemicals, Inc.Inventors: Juan Jesus Burdeniuc, Gamina Ananda Vedage
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Patent number: 5948933Abstract: 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: GrantFiled: July 11, 1997Date of Patent: September 7, 1999Assignees: Organix, Inc., President and Fellows of Harvard CollegeInventors: Peter C. Meltzer, Bertha K. Madras, Paul Blundell, Zhengming Chen
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Patent number: 5853613Abstract: The present invention describes liquid crystal compounds which are suitable for use in liquid crystal devices including those which exploit the electroclinic effect.Type: GrantFiled: January 16, 1997Date of Patent: December 29, 1998Assignee: Secretary of State for Defence in Her Britannic Majesty's Government of the United Kingdom of Great Britain and Northern IrelandInventors: John William Goodby, Kenneth Johnson Toyne, Michael Hird, Stephen John Lock
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Patent number: 5817603Abstract: 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: GrantFiled: February 11, 1997Date of Patent: October 6, 1998Assignee: BASF AktiengesellschaftInventors: Ralf Klintz, Elisabeth Heistracher, Peter Schaefer, Gerhard Hamprecht, Peter Plath, Uwe Kardorff, Matthias Gerber, Karl-Otto Westphalen, Helmut Walter
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Patent number: 5763483Abstract: 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: GrantFiled: December 27, 1996Date of Patent: June 9, 1998Assignee: Gilead Sciences, Inc.Inventors: Norbert W. Bischofberger, Choung U. Kim, Willard Lew, Hongtao Liu, Matthew A. Williams
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Patent number: 5693845Abstract: 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: GrantFiled: March 6, 1992Date of Patent: December 2, 1997Assignee: Warner-Lambert CompanyInventors: Rex Allen Jennings, Don Richard Johnson, Ronald Everett Seamans, James Robert Zeller
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Patent number: 5616718Abstract: 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: GrantFiled: April 20, 1995Date of Patent: April 1, 1997Assignee: FMC CorporationInventors: Robert N. Henrie, II, Clinton J. Peake, Thomas G. Cullen, Walter H. Yeager, John W. Buser, James J. Fiordeliso, John A. Dixson
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Patent number: 5552438Abstract: 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: GrantFiled: September 29, 1994Date of Patent: September 3, 1996Assignee: SmithKline Beecham CorporationInventor: Siegfried B. Christensen, IV
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Patent number: 5516928Abstract: 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: GrantFiled: February 28, 1995Date of Patent: May 14, 1996Assignee: BASF AktiengesellschaftInventors: Klaus Mundinger, Gerhard Laqua, Tom Witzel, Franz Merger
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Patent number: 5491264Abstract: 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: GrantFiled: September 12, 1994Date of Patent: February 13, 1996Assignee: E. I. du Pont de Nemours and CompanyInventors: Frank E. Herkes, Kostantinos Kourtakis
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Patent number: 5449811Abstract: 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: GrantFiled: January 13, 1995Date of Patent: September 12, 1995Assignee: Bayer AktiengesellschaftInventor: Dieter Arlt
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Patent number: 5319135Abstract: 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: GrantFiled: June 4, 1993Date of Patent: June 7, 1994Assignee: Warner-Lambert CompanyInventors: Rex A. Jennings, Don R. Johnson, Ronald E. Seamans, James R. Zeller
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Patent number: 5241087Abstract: 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: GrantFiled: March 9, 1992Date of Patent: August 31, 1993Assignee: Bend Research, Inc.Inventor: Paul van Eikeren
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Patent number: 5232915Abstract: 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: GrantFiled: January 14, 1992Date of Patent: August 3, 1993Assignee: Schering AktiengesellschaftInventors: Eckhard Ottow, Gunter Neef, Rudolf Wiechert, Walter Elger, Sybille Beier, Karl-Heinrich Fritzemeier
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Patent number: 5196583Abstract: 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: GrantFiled: December 4, 1990Date of Patent: March 23, 1993Assignee: Nippon Paint Co., Ltd.Inventors: Mitsuo Yamada, Kei Aoki
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Patent number: 5194658Abstract: 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: GrantFiled: March 20, 1992Date of Patent: March 16, 1993Assignee: The Dow Chemical CompanyInventors: Edmund J. Stark, Duane B. Priddy
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Patent number: 5180521Abstract: Optically active compounds of the formula I can be used as components of chiral tilted smectic liquid crystal phases.Type: GrantFiled: July 2, 1990Date of Patent: January 19, 1993Assignee: Merck Patent Gesellschaft mit beschraenkter HaftungInventors: Rudolf Eidenschink, Reinhard Hopf, Eike Poetsch
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Patent number: 5175336Abstract: 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: GrantFiled: May 16, 1991Date of Patent: December 29, 1992Assignee: Bayer AktiengesellschaftInventors: Gunther Beck, Wolfgang von der Emden, Helmut Heitzer, Friedrich W. Krock, Ernst Kysela, Albrecht Marhold
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Patent number: 5175170Abstract: 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: GrantFiled: July 29, 1991Date of Patent: December 29, 1992Assignee: G. D. Searle & Co.Inventors: Gunnar J. Hanson, John S. Baran, Dave Weissing, Mark Russell
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Patent number: 5166444Abstract: 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: GrantFiled: March 9, 1992Date of Patent: November 24, 1992Assignee: Degussa AGInventors: Klaus Hutchmacher, Hermann Schmitt
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Patent number: RE35230Abstract: 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: GrantFiled: February 7, 1994Date of Patent: May 7, 1996Assignee: Bend Research, Inc.Inventor: Paul van Eikeren