Carbocyclic Ring Bonded Directly At 4-position Patents (Class 546/228)
  • Patent number: 9221819
    Abstract: The present application describes modulators of chemokine receptor activity of formula I or stereoisomers or pharmaceutically acceptable salts thereof. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and transplant rejection using modulators of formula (I) are disclosed.
    Type: Grant
    Filed: October 1, 2014
    Date of Patent: December 29, 2015
    Assignee: Bristol-Myers Squibb Company
    Inventors: T. G. Murali Dhar, John V. Duncia, Daniel S. Gardner, Weiwei Guo, John Hynes
  • Publication number: 20140275152
    Abstract: Provide herein are compounds and pharmaceutical compositions suitable as modulators of hemoglobin, methods and intermediates for their preparation, and methods for their use in treating disorders mediated by hemoglobin and disorders that would benefit from tissue and/or cellular oxygenation.
    Type: Application
    Filed: March 15, 2013
    Publication date: September 18, 2014
    Inventors: Brian W. Metcalf, Zhe Li
  • Publication number: 20140099651
    Abstract: The invention provides novel haptens and immunogens for the preparation of novel monoclonal antibodies, which detect the synthetic opioid meperidine and its active metabolite normeperidine. These antibodies enable methods and kits, which are useful in an immunoassay for therapeutic drug monitoring (TDM) and in extending the window of detection for cases of abuse and drug-facilitated sexual assault (DFSA).
    Type: Application
    Filed: October 8, 2013
    Publication date: April 10, 2014
    Inventors: Ivan McConnell, Elouard Benchikh, Philip Lowry, Peter Fitzgerald
  • Patent number: 8349923
    Abstract: The present invention relates to a novel method of flame retarding a polymeric substrate by adding a small but efficient amount of a synergistic mixture of at least one sterically hindered N-alkoxyamine (NOR), at least a metal salt of hypophosphorous (phosphinic) acid and at least one organo-halogen flame retardant. A further aspect of the invention is the flame retardant composition itself and together with a polymer. The present invention also relates to polymeric articles (e.g. moldings, films, fibers, etc.) that are stabilized against light, heat and oxygen and made flame retardant by incorporation of at least one sterically hindered N-alkoxy amine, at least a metal salt of hypophosphorous acid (phosphinic acid) and at least one organo-halogen flame retardant.
    Type: Grant
    Filed: December 12, 2008
    Date of Patent: January 8, 2013
    Assignee: BASF SE
    Inventor: Michael Roth
  • Publication number: 20120149900
    Abstract: Fluorinated compounds and methods of making fluorinated compounds are described herein.
    Type: Application
    Filed: January 8, 2010
    Publication date: June 14, 2012
    Inventors: Tobias Ritter, Laura Brass, Curtis Keith, Alan Watson, David J. Greenblatt
  • Patent number: 7935703
    Abstract: Compounds of Formula I or pharmaceutically acceptable salts or solvates thereof: wherein Ar1, Ar2, A, X, Y, m, n and R1, R2, R3, R4 and R5 are as described in the specification, processes for their preparation, pharmaceutical formulations comprising them and their use in therapy, particularly in the therapy of neurological and psychiatric disorders associated with glutamate dysfunction.
    Type: Grant
    Filed: January 5, 2007
    Date of Patent: May 3, 2011
    Assignee: AstraZeneca AB
    Inventors: Abdelmalik Slassi, Methvin Isaac, Jalaj Arora, Dean Brown
  • Patent number: 7875287
    Abstract: The present invention relates to Tc-labeled arylpiperazine derivatives for imaging serotonin receptor and, more particularly, to arylpiperazine derivatives coupled with MAMA-disulfide, N2S2 or dimethyl-N2S2 chelating ligand represented by the following chemical formula (1). New arylpiperazine derivatives according to the present invention have no problem of amide hydrolysis in metabolism and have a high affinity for serotonin receptors, and can be labeled with an optimum radionuclide of technetium, thereby being usefully applied for monitoring neurodegenerative diseases or neurological diseases of a mammal.
    Type: Grant
    Filed: November 10, 2005
    Date of Patent: January 25, 2011
    Assignee: Korea Atomic Energy Research Institute
    Inventors: Sang Hyun Park, Hue Jeong Kwon, Seung Ho Jang
  • Patent number: 7776884
    Abstract: The present application describes modulators of MCP-1 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of rheumatoid arthritis, multiple sclerosis, atherosclerosis, asthma, restinosis, organ transplantation, and cancer.
    Type: Grant
    Filed: February 10, 2006
    Date of Patent: August 17, 2010
    Assignee: Bristol-Myers Squibb Company
    Inventor: Robert J. Cherney
  • Publication number: 20100191475
    Abstract: Materials, methods and a computer system are provided which facilitate the identification and characterization of modulators of potassium ion channels, particularly the HERG channel.
    Type: Application
    Filed: March 4, 2010
    Publication date: July 29, 2010
    Inventors: Scott Perschke, Ming Liu
  • Patent number: 7601844
    Abstract: The present application describes substituted piperidinyl modulators of MIP-1? or CCR-1 or stereoisomers or pharmaceutically acceptable salts thereof. In addition, methods of treating and preventing inflammatory diseases such as asthma and allergic diseases, as well as autoimmune pathologies such as rheumatoid arthritis and transplant rejection using said modulators are disclosed.
    Type: Grant
    Filed: January 23, 2007
    Date of Patent: October 13, 2009
    Assignee: Bristol-Myers Squibb Company
    Inventors: Percy H. Carter, Cullen L. Cavallaro, John V. Duncia, Daniel S. Gardner, John Hynes, Rui-Qin Liu, Joseph B. Santella, Dharmpal S. Dodd
  • Publication number: 20090137585
    Abstract: N-Benzoyl arylsulfonamides having the formula are BCL-Xl inhibitors and are useful for promoting apoptosis. Also disclosed are BCL-Xl inhibiting compositions and methods of promoting apoptosis in a mammal.
    Type: Application
    Filed: February 3, 2009
    Publication date: May 28, 2009
    Applicant: ABBOTT LABORATORIES
    Inventors: David J. Augeri, Steven A. Baumeister, Milan Bruncko, Daniel A. Dickman, Hong Ding, Jurgen Dinges, Stephen W. Fesik, Philip J. Hajduk, Aaron R. Kunzer, William Mcclellan, David G. Nettesheim, Thorsten Oost, Andrew M. Petros, Saul H. Rosenberg, Wang Shen, Sheela A. Thomas, Xilu Wang, Michael D. Wendt
  • Patent number: 7410971
    Abstract: A compound represented by the following general formula (1) or (100), a salt thereof or a hydrate of the foregoing has excellent cell adhesion inhibitory action or cell infiltration inhibitory action, and is useful as a therapeutic or prophylactic agent for various inflammatory diseases and autoimmune diseases associated with adhesion and infiltration of leukocytes, such as inflammatory bowel disease (particularly ulcerative colitis or Crohn's disease), irritable bowel syndrome, rheumatoid arthritis, psoriasis, multiple sclerosis, asthma and atopic dermatitis. wherein R10 represents optionally substituted cycloalkyl, etc., R20-23 represent hydrogen, alkyl, alkoxy, etc., R30-32 represent hydrogen, alkyl, oxo, etc., and R40 represents optionally substituted alkyl, etc.
    Type: Grant
    Filed: December 24, 2004
    Date of Patent: August 12, 2008
    Assignee: Eisai R&D Management Co., Ltd.
    Inventors: Tetsuya Kawahara, Makoto Kotake, Naoki Yoneda, Shinsuke Hirota, Masayoshi Ohkuro
  • Patent number: 6998488
    Abstract: A novel process is provided for the preparation of 4-aryl piperidines, and the useful intermediates obtained therein. These compounds are intermediates for the synthesis of melanocortin-4 receptor (MC-4R), which are useful for the treatment of disorders such as obesity, diabetes, male sexual dysfunction, and female sexual dysfunction.
    Type: Grant
    Filed: March 8, 2004
    Date of Patent: February 14, 2006
    Assignee: Merck & Co., Inc.
    Inventors: Genevieve N. Boice, Karen M. Conrad, Edward G. Corley, Louis Matty, Jr., Jerry A. Murry, Cecile G. Savarin
  • Patent number: 6962998
    Abstract: Disclosed are a method for producing racemic piperidine derivatives by processing optically-active piperidine derivatives in a hydrogen atmosphere in the presence of a reducing catalyst; and a method for producing optically-active piperidine derivatives or their acid salts by optically resolving the racemic piperidine derivatives obtained in the former method.
    Type: Grant
    Filed: June 4, 2001
    Date of Patent: November 8, 2005
    Assignee: Toray Industries, Inc.
    Inventors: Toshihiro Fujino, Haruyo Sato
  • Patent number: 6858628
    Abstract: The invention provides compounds which are useful as inhibitors of metalloproteases, and which are effective in treating conditions characterized by excess activity of these enzymes. In particular, the present invention relates to a compound having a structure according to Formula (I). Also disclosed are compounds, pharmaceutical compositions and methods of treating diseases characterized by metalloprotease activity using these compounds or the pharmaceutical compositions containing them.
    Type: Grant
    Filed: December 3, 2002
    Date of Patent: February 22, 2005
    Assignee: The Proctor & Gamble Company
    Inventors: Michael George Natchus, Biswanath De, Stanislaw Pikul, Neil Gregory Almstead, Roger Gunnard Bookland, Yetunde Olabisi Taiwo, Menyan Cheng
  • Publication number: 20040249161
    Abstract: Compounds of formula (I), or pharmaceutically acceptable salts or solvates thereof, and their use as pharmaceuticals, particularly as p38 kinase inhibitors.
    Type: Application
    Filed: April 15, 2004
    Publication date: December 9, 2004
    Inventors: Richard Martyn Angell, Nicola Mary Aston, Paul Bamborough, Mark James Bamford, George Stuart Cockerill, Stephen Sean Flack, Dramane Ibrahim Laine, Ann Louise Walker
  • Patent number: 6784186
    Abstract: This invention relates to novel structural analogues and derivatives of compounds with general analgesic or related pharmacological activity. In particular the invention relates to derivatives of opioid compounds, particularly morphine and related compounds, in which an opioid compound is linked via the nitrogen at position 17 to a spacer group, which in turn is linked to a charged group, or a pharmaceutically acceptable salt thereof. In particularly preferred embodiments the opioid compound is morphine, codeine, or buprenorphine.
    Type: Grant
    Filed: November 20, 2000
    Date of Patent: August 31, 2004
    Inventors: Roy W. Jackson, Kamani R. Subasinghe, Alan L. A. Boura
  • Publication number: 20040072868
    Abstract: 1
    Type: Application
    Filed: March 18, 2003
    Publication date: April 15, 2004
    Inventors: Jon Loren Collins, Adam M. Fivush, Patrick Reed Maloney, Eugene L. Stewart, Timothy Mark Willson
  • Patent number: 6677454
    Abstract: Generally, the present invention is directed to central nervous system dopamine transporter-imaging agents and methods of use thereof. In certain embodiments, the present invention relates to radiolabeled piperidine derivatives for use as imaging agents in the diagnosis of Parkinson's disease. Another aspect of the present invention relates to piperidine monoamine transporter ligands, comprising a functional group capable of chelating a radionuclide, e.g., technetium, and methods of use thereof.
    Type: Grant
    Filed: January 28, 2003
    Date of Patent: January 13, 2004
    Assignee: Biostream Therapeutics, Inc.
    Inventors: John W. Babich, Miles P. Smith
  • Patent number: 6638950
    Abstract: The present application describes modulators of CCR3 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma and other allergic diseases.
    Type: Grant
    Filed: June 20, 2001
    Date of Patent: October 28, 2003
    Assignee: Bristol-Myers Squibb Pharma Company
    Inventors: John V. Duncia, Joseph B. Santella, Dean A. Wacker, Wenqing Yao, Changsheng Zheng
  • Publication number: 20030105078
    Abstract: The invention relates to novel diphenyl derivatives, to processes for their preparation and to their use in medicaments.
    Type: Application
    Filed: February 26, 2002
    Publication date: June 5, 2003
    Inventors: Helmut Haning, Michael Woltering, Gunter Schmidt, Christiane Faeste, Hilmar Bischoff, Axel Kretschmer, Verena Vohringer, Peter Ellinghaus
  • Patent number: 6525069
    Abstract: The present application describes modulators of CCR3 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma and other allergic diseases.
    Type: Grant
    Filed: June 21, 2000
    Date of Patent: February 25, 2003
    Assignee: Bristol-Myers Squibb Pharma Co.
    Inventors: Soo S. Ko, George V. Delucca, John V. Duncia, Ui Tae Kim, Dean A. Wacker, Changsheng Zheng
  • Patent number: 6476054
    Abstract: The present invention is directed to cyclic amines of the formula I: (wherein R1, R2, R3, m and n are defined herein) which are useful as modulators of chemokine receptor activity. In particular, these compounds are useful as modulators of the chemokine receptors CCR-1, CCR-2, CCR-2A, CCR-2B, CCR-3, CCR-4, CCR-5, CXCR-3, and/or CXCR-4.
    Type: Grant
    Filed: October 17, 2000
    Date of Patent: November 5, 2002
    Assignee: Merck & Co., Inc.
    Inventors: Charles G. Caldwell, Paul E. Finke, Malcolm Maccoss, Sander G. Mills, Bryan Oates, Dooseop Kim, Shankaran Kothandaraman, Liping Wang
  • Patent number: 6444686
    Abstract: The present application describes modulators of CCR3 of formula (I): or pharmaceutically acceptable salt forms thereof, useful for the prevention of asthma and other allergic diseases.
    Type: Grant
    Filed: December 17, 1999
    Date of Patent: September 3, 2002
    Assignee: Brsitol-Myers Squibb Pharma Company
    Inventors: Soo S. Ko, George V. DeLucca, John V. Duncia, Ui Tae Kim, Joseph B. Santella, III, Dean A. Wacker
  • Patent number: 6440996
    Abstract: The invention provides compounds of formula (I): X—L—X1  (I) wherein X and X1 are substituted piperidine, cyclohexane, or tetrahydropyran rings, and L is a linking group between X and X1; as well a pharmaceutical composition comprising a compound of formula I; intermediates and methods useful for preparing a compound of formula I; and therapeutic methods for treating drug addiction, Parkinson's disease, depression, or a disease wherein the administration of cocaine is indicated, comprising administering a compound of formula I or a pharmaceutically acceptable salt thereof to a mammal in need of such treatment.
    Type: Grant
    Filed: October 7, 1999
    Date of Patent: August 27, 2002
    Assignee: Georgetown University
    Inventors: Alan P. Kozikowski, Gian Luca Araldi, Amir P. Tamiz
  • Publication number: 20010034449
    Abstract: Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.
    Type: Application
    Filed: February 21, 2001
    Publication date: October 25, 2001
    Inventors: James P. Galbo, Gerald A. Capocci, Nancy N. Cliff, Robert E. Detlefsen, Michael P. DiFazio, Ramanathan Ravichandran, Peter Solera
  • Patent number: 6271377
    Abstract: Hindered amines substituted on the N-atom with an —O—E—OH moiety are particularly effective in stabilizing polyolefin and automotive coating compositions against the deleterious effects of oxidative, thermal and actinic radiation where the presence of the OH group on the compounds adds important properties not attainable by the use of normal —O—E moieties.
    Type: Grant
    Filed: February 25, 1999
    Date of Patent: August 7, 2001
    Assignee: Ciba Specialty Chemicals Corporation
    Inventors: James P. Galbo, Gerald A. Capocci, Nancy N. Cliff, Robert E. Detlefsen, Michael P. DiFazio, Ramanathan Ravichandran, Peter Solera
  • Patent number: 6172233
    Abstract: Compounds of structure (2) are prepared by reaction of an arecoline analogue of structure(4) with an organometallic compound containing an X-substituted phenyl group, such as a compound of structure (3). Suitably the compound of structure (3) is a Grignard reagent, where M is magnesium and Y is a halogen atom, or M may be a Group II metal and Y is a halogen atom or a second X-substituted phenyl group. When structure (3) is a Grignard reagent, the reaction is carried out either in a suitable non-ether solvent, typically a hydrocarbon or a non-reactive chlorinated hydrocarbon, or in a mixture of such a solvent with diethyl ether. Compounds of structure (2) are important intermediates in the preparation of inter alia paroxetine.
    Type: Grant
    Filed: January 15, 1998
    Date of Patent: January 9, 2001
    Assignee: SmithKline Beecham plc
    Inventor: Neal Ward
  • Patent number: 6020347
    Abstract: 4-Substituted-4-piperidinecarboxamides of Formula I are antagonists of VLA-4 and/or .alpha..sub.4 .beta..sub.7, and as such are useful in the inhibition or prevention of cell adhesion and cell-adhesion mediated pathologies. These compounds may be formulated into pharmaceutical compositions and are suitable for use in the treatment of asthma, allergies, inflammation, multiple sclerosis, and other inflammatory and autoimmune disorders.
    Type: Grant
    Filed: November 13, 1998
    Date of Patent: February 1, 2000
    Assignee: Merck & Co., Inc.
    Inventors: Stephen E. DeLaszlo, William K. Hagmann
  • Patent number: 5789422
    Abstract: Compounds represented by the structural formula ##STR1## or a pharmaceutically acceptable salt thereof are disclosed, wherein: A.sup.1 is --CH.sub.2 R.sup.6, --OR.sup.6, --N(R.sup.6)(R.sup.7), --S(O).sub.e R.sup.13, --(C(R.sup.6)(R.sup.7)).sub.1-6 --OR.sup.6, --(C(R.sup.6)(R.sup.7).sub.1-6 --N(R.sup.6)(R.sup.7) or --(C(R.sup.6) (R.sup.7)).sub.1-6 --S(O).sub.e R.sup.13 and A.sup.2 is H, or A.sup.1 and A.sup.2 together are .dbd.O, .dbd.C(R.sup.6)(R.sup.7), .dbd.NOR.sup.6 or .dbd.S;Q is phenyl, naphthyl, --SR.sup.6, --N(R.sup.6)(R.sup.7), --OR.sup.6 or heteroaryl;T is H, aryl, heterocycloalkyl, heteroaryl, cycloalkyl or bridged cycloalkyl;b is 0, 1 or 2;b.sub.1 is 1 or 2;X is a bond, --C(O)--, --O--, --NR.sup.6 --, --S(O).sub.e --, --N(R.sup.6)C(O)--, --C(O)N(R.sup.6)--, --OC(O)NR.sup.6 --, --OC(.dbd.S)NR.sup.6 --, --N(R.sup.6)C(.dbd.S)O--, --C(.dbd.NOR.sup.6)--, --S(O).sub.2 N(R.sup.6)--, --N(R.sup.6)S(O).sub.2 --, --N(R.sup.6)C(O)O-- or --OC(O)--;R.sup.6, R.sup.7, R.sup.8a, and R.sup.
    Type: Grant
    Filed: October 28, 1996
    Date of Patent: August 4, 1998
    Assignee: Schering Corporation
    Inventors: Gregory A. Reichard, Robert G. Aslanian
  • Patent number: 5756748
    Abstract: The present invention discloses a new and improved process for the preparation of sameridine and its pharmaceutically acceptable salt.
    Type: Grant
    Filed: March 7, 1996
    Date of Patent: May 26, 1998
    Assignee: Astra AB
    Inventors: Peter Jaksch, Rune Sandberg
  • Patent number: 5620993
    Abstract: This invention relates to certain novel compounds and derivatives thereof, their synthesis, and their use as selective alpha-1a adrenergic receptor antagonists. One application of these compounds is in the treatment of benign prostatic hyperplasia. These compounds are selective in their ability to relax smooth muscle tissue enriched in the alpha 1a receptor subtype without at the same time inducing orthostatic hypotension. One such tissue is found surrounding the urethral fining. Therefore, one utility of the instant compounds is to provide acute relief to males suffering from benign prostatic hyperplasia, by permitting less hindered urine flow. Another utility of the instant compounds is provided by combination with a human 5-alpha reductase inhibitory compound, such that both acute and chronic relief from the effects of benign prostatic hyperplasia are achieved.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: April 15, 1997
    Assignee: Merck & Co., Inc.
    Inventors: Michael A. Patane, Mark G. Bock, Roger M. Friedinger
  • Patent number: 5602151
    Abstract: The compounds of the formula: ##STR1## in which X is ##STR2## where R.sup.7 is hydrogen, alkyl, hydroxy, alkanoyloxy, hydroxyalkyl, hydroxycarbonyl, alkoxycarbonyl, phenyl or substituted phenyl, in which the substituent is alkyl, alkoxy, halo, nitro, cyano, haloalkyl, perhaloalkyl or dialkylaminoalkyl; R.sup.8 is hydrogen or alkyl or R.sup.7 and R.sup.8 taken together are polymethylene; R.sup.9 is hydrogen, alkyl, phenyl or substituted phenyl, in which the substituent is alkyl, alkoxy, halo, nitro, cyano or perhaloalkyl; R.sup.10 is hydrogen, alkyl or gemdialkyl; n is one of the integers 0, 1 or 2; and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are, independently, hydrogen, alkyl, alkoxy, halo, nitro, cyano or perhaloalkyl, alkoxycarbonyl or hydroxycarbonyl; and when X is --NR.sup.9 -- or R.sup.7 is an amino alkyl group, a pharmaceutically acceptable salt thereof; are useful as inhibitors of cholesterol ester hydrolase.
    Type: Grant
    Filed: December 15, 1995
    Date of Patent: February 11, 1997
    Assignee: American Home Products Corporation
    Inventors: Richard E. Mewshaw, Thomas J. Commons, Donald P. Strike
  • Patent number: 5545655
    Abstract: This invention relates to novel imidazole and triazole substituted oxathiolane compounds and compositions containing said compounds having fungicidal and plant growth regulant activity and methods for preparing same.
    Type: Grant
    Filed: November 23, 1994
    Date of Patent: August 13, 1996
    Assignees: Uniroyal Chemical Company, Inc., Uniroyal Chemical Ltd./Ltee
    Inventors: Barry T. Friedlander, Robert A. Davis, Allen R. Blem, David L. Walker
  • Patent number: 5350852
    Abstract: The invention relates to a process for making compounds of formula: ##STR1##
    Type: Grant
    Filed: August 13, 1993
    Date of Patent: September 27, 1994
    Assignee: Sanofi
    Inventors: Xavier Emonds-Alt, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
  • Patent number: 5268472
    Abstract: Nitrogen-containing heterocyclic (poly) peroxycarboxylic acid monopersulfates which have the formula: ##STR1## wherein the symbols have the following meanings: R represents a hydrogen atom or an alkyl, (hetero)cycloalkyl, (hetero)aryl, alkyl-aryl or arylalkyl group, wherein said groups are optionally substituted, or a carboxylic group or a peroxycarboxylic group, or any other substituents non-reactive in the presence of the peroxycarboxylic group;R.sup.1 represents an alkyl group > C.sub.5 ;n is a number selected from 0,1 and 2;m is a number selected from 1, 2 and 3;and the heterocyclic ring may be in its turn condensed with at least one further (hetero) aromatic or (hetero)cycloalkylic ring. The invention relates to a preparation process for, and to their use, as bleaching agents.
    Type: Grant
    Filed: October 5, 1992
    Date of Patent: December 7, 1993
    Assignee: Ausimont S.p.A.
    Inventors: Carlo Venturello, Claudio Cavallotti, Fiorella Achilli
  • Patent number: 5236921
    Abstract: The invention relates to compounds of formula: ##STR1## in which Y represents--either a group Cy--N in whichCy represents a phenyl, optionally substituted; a C.sub.3 -C.sub.7 cycloalkyl group; a pyrimidinyl group or a pyridyl group;or a group ##STR2## in which Ar represents a phenyl, optionally substituted, a pyridyl group; a thienyl group;x is zero or one;X represents a hydroxyl, a C.sub.1 -C.sub.4 alkoxy; a hydroxyalkyl; a C.sub.1 -C.sub.4 acyloxy; a phenacyloxy; a carboxyl; a C.sub.1 -C.sub.4 carbalkoxy; a cyano; an aminoalkylene; a group --N--(X.sub.1).sub.2 in which the groups X.sub.1 independently represent hydrogen, a C.sub.1 -C.sub.4 alkyl; a group ##STR3## in which Alk represents a C.sub.1 -C.sub.6 alkyl; a group ##STR4## in which the Alk.sub.1 is a C.sub.1 -C.sub.3 alkylene and Alk'.sub.1 is a C.sub.1 -C.sub.3 alkyl; a C.sub.1 -C.sub.4 acyl; a group --S--X.sub.2 in which X.sub.2 represents hydrogen or a C.sub.1 -C.sub.
    Type: Grant
    Filed: September 5, 1991
    Date of Patent: August 17, 1993
    Assignee: Sanofi
    Inventors: Xavier Emonds-Ai, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
  • Patent number: 4970022
    Abstract: Mustard oils of the formula IR--(A.sup.1 --Z.sup.1).sub.n --A.sup.2 --Z.sup.2 --A.sup.3 --NCSin which A.sup.1, A.sup.2, A.sup.3, R, Z.sup.1, Z.sup.2 and n have the meaning specified in claim 1 can be used as components of liquid-crystalline phases.
    Type: Grant
    Filed: August 19, 1987
    Date of Patent: November 13, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernhard Scheuble, Rudolf Eidenschink, Joachim Krause, Eike Poetsch, Andreas Wachtler
  • Patent number: 4908452
    Abstract: A facile and mild process for the preparation of nitriles from reagent sensitive primary carboxamides is described. The process utilizes a (carboxysulfamoyl)ammonium hydroxide compound as the dehydrating agent. It is useful for preparing nitriles which have present other groups which are sensitive to the more conventional methods of dehydration or to other methods of nitrile synthesis. Some novel nitriles prepared by the new method are also described.
    Type: Grant
    Filed: December 21, 1987
    Date of Patent: March 13, 1990
    Assignee: Merck & Co., Inc.
    Inventor: David A. Claremon
  • Patent number: 4537698
    Abstract: New piperidine derivatives ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl or alkoxy each of 1 to 10 C atoms, --Y--Z, F, Cl, Br or CN, and the radical R.sup.1 can also be H,Y is --CO--O--, --O--CO or a single bond,Z is --Q--R.sup.3 or alkyl having 1-10 C atoms,Q is 1,4-phenylene or 1,4-cyclohexylene,R.sup.3 is alkyl having 1-10 C atoms, F or CN, andA is 1,4-cyclohexylene or 1,3-dioxane-2,5-diyl, and their acid addition salts,can be used as components of dielectrics for electro-optical display elements.
    Type: Grant
    Filed: May 31, 1983
    Date of Patent: August 27, 1985
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Wolfgang Sucrow, Wolfgang Schatull, Peter Fuss
  • Patent number: 4435572
    Abstract: This invention relates to a process for the production of 4a-aryldecahydroisoquinolines where the aryl group is selected as 3-methoxy phenyl. These compounds are morphine analogs and show utility similar to the known morphine, codeine, and thebaine. In this process particular novelty is asserted for the production of a nipecotic ester ethyl 4-(3'-methoxyphenyl)-1-methyl piperidine-3-carboxylate. Furthermore, novelty is asserted for the step of conversion of the nipecotates through cyclization to cis- or trans-tert-butyl 1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline-7-carboxylat e, which may also be easily converted to the keto amide, trans-1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: March 6, 1984
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Henry Rapoport, Dwight D. Weller, Richard D. Cless
  • Patent number: 4369184
    Abstract: Novel 1-(cyclohexyl)-4-aryl-4-piperidinecarboxylic acid derivatives, bearing in the 4-position of the cyclohexyl ring a cyano group and an aryl moiety, said compounds displaying useful antihistaminic properties.
    Type: Grant
    Filed: September 29, 1980
    Date of Patent: January 18, 1983
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Raymond A. Stokbroekx, Marcel G. M. Luyckx, Joannes J. M. Willems
  • Patent number: 4346224
    Abstract: This invention relates to the production of 4a-aryldecahydroisoquinolines where the aryl group is selected as 3-methoxy phenyl and intermediates. These compounds are morphine analogs and show utility similar to the known morphine, codeine, and thebaine.
    Type: Grant
    Filed: January 14, 1981
    Date of Patent: August 24, 1982
    Assignee: The United States of America as represented by the Department of Health and Human Services
    Inventors: Henry Rapoport, Dwight D. Weller, Richard D. Gless
  • Patent number: 4230878
    Abstract: This disclosure describes 4-[(unsaturated or cyclopropylated alkyl)amino]benzoic acids and derivatives useful as hypolipidemic and antiatherosclerotic agents.
    Type: Grant
    Filed: March 8, 1978
    Date of Patent: October 28, 1980
    Assignee: American Cyanamid Company
    Inventor: Robert G. Shepherd
  • Patent number: 4198417
    Abstract: Novel phenoxyphenylpiperidines and methods of preparing same are described. These compounds are useful as analgetics, antidepressants, anticonvulsants and intermediates for preparing other pharmaceutically active compounds.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: April 15, 1980
    Assignee: American Hoechst Corporation
    Inventors: Helen H. Ong, James A. Profitt
  • Patent number: 4198418
    Abstract: Novel spiro[dibenz(b,f)oxepin-piperidine]s and methods of preparing same are described. These compounds are useful as analgetics, tranquilizers and anticonvulsants.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: April 15, 1980
    Assignee: American Hoechst Corporation
    Inventors: Helen H. Ong, James A. Profitt
  • Patent number: 4198419
    Abstract: Novel phenylthiophenylpiperidines and methods of preparing same are described. These compounds are useful as analgetics, antidepressants, anticonvulsants and intermediates for preparing other pharmaceutically active compounds.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: April 15, 1980
    Assignee: American Hoechst Corporation
    Inventors: Helen H. Ong, James A. Profitt
  • Patent number: 4198420
    Abstract: Novel spiro[dibenz(b,f)thiepin-piperidine]s and methods of preparing same are described. These compounds are useful as analgetics, tranquilizers and anticonvulsants.
    Type: Grant
    Filed: January 10, 1979
    Date of Patent: April 15, 1980
    Assignee: American Hoechst Corporation
    Inventors: Helen H. Ong, James A. Profitt
  • Patent number: 4145426
    Abstract: Compounds of the structure: ##STR1## where A is either ##STR2## where R.sub.1 to R.sub.4 are various substituents are active as antibacterials and antifungals.
    Type: Grant
    Filed: July 18, 1977
    Date of Patent: March 20, 1979
    Assignee: Merck & Co., Inc.
    Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel