Patents Examined by Richard L. Raymond
  • Patent number: 5654331
    Abstract: Diaromatic compounds, characterised in that they correspond to the following general formula: ##STR1## in which: R.sub.1 is --CH.sub.3, --CH.sub.2 OH, --COR.sub.8 or --CH.sub.2 OCOR.sub.9, R.sub.8 is H, OH, --OR.sub.10, --N(rr') or alkyl, R.sub.10 is alkyl, alkenyl, aryl or aralkyl, r and r' being H, alkyl, aryl, aralkyl, etc., r and r' together form a heterocycle, R.sub.9 is alkyl, alkenyl or a sugar residue, R.sub.2 and R.sub.3 are --OR.sub.11 or --OCOR.sub.11, R.sub.11 is H, alkyl, fluoroalkyl, aryl or aralkyl, R.sub.3 in addition being H, R.sub.4 is H, OH, alkyl, alkoxy, F, Cl or --CF.sub.3, R.sub.5 and R.sub.7 are H, OH, alkoxy, .alpha.-substituted alkyl or .alpha.,.alpha.'-disubstituted alkyl, etc., R.sub.6 is H, OH, alkyl, alkoxy, cycloalkyl, etc., R.sub.5 and R.sub.7 cannot simultaneously be OH or alkoxy and R.sub.4, R.sub.5, R.sub.6 and R.sub.7 cannot simultaneously be H, R.sub.5 and R.sub.6 or R.sub.6 and R.sub.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: August 5, 1997
    Assignee: Centre International De Recherches Dermatologiques Galderma (Cird Galderma)
    Inventor: Jean-Michel Bernardon
  • Patent number: 5654483
    Abstract: A process for producing an alkoxy-substituted tri-phenylamine comprising reacting an alkoxy-substituted cyclohexanone with a diphenylamine or an aniline, while forming said cyclohexanone in the same system from an alkoxy-substituted phenol by using said phenol as a hydrogen acceptor, in the presence of a hydrogen transfer catalyst and a catalytic amount of the alkoxy-substituted cyclohexanone corresponding to the alkoxy-substituted phenol used for the reaction, or after converting partially the alkoxy-substituted phenol to a catalytic amount of the alkoxy-substituted cyclohexanone under a hydrogen pressure in the presence of a hydrogen transfer catalyst, wherein a surface-supported catalyst is used as the hydrogen transfer catalyst.
    Type: Grant
    Filed: December 19, 1995
    Date of Patent: August 5, 1997
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Chiyuki Kikuchi, Hiroshi Naruse, Masaru Wada, Teruyuki Nagata
  • Patent number: 5654427
    Abstract: The invention features a method of treating a pathological condition of the prostate gland, e.g., benign prostatic hypertrophy or prostate cancer, in a mammal, said method comprising administering to said mammal a therapeutic amount of the indolocarbazole compound K-252a or a preferred derivative thereof. The invention also includes novel derivatives of K-252a.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: August 5, 1997
    Assignees: Kyowa Hakko Kogyo Co., Ltd., Cephalon, Inc.
    Inventors: Craig A. Dionne, Patricia C. Contreras, Chikara Murakata
  • Patent number: 5654314
    Abstract: The new compounds of formulaA--O--CO--Z (I)(wherein A and Z are defined as explained in the specification) can be prepared by conventional methods; they are suitable as active substances for pharmaceutical compositions.
    Type: Grant
    Filed: March 28, 1995
    Date of Patent: August 5, 1997
    Assignee: Boehringer Ingelheim KG
    Inventors: Rolf Banholzer, Rudolf Bauer, Richard Reichl
  • Patent number: 5654467
    Abstract: The invention relates to a process for the production of C-substituted diethylenetriamines of general formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have different meanings.
    Type: Grant
    Filed: October 12, 1995
    Date of Patent: August 5, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Orlin Petrov, Jean-Claude Hilscher, Klaus Nickisch, Heribert Schmitt-Willich, Heinz Gries, Bernd Raduchel, Johannes Platzek
  • Patent number: 5654482
    Abstract: An Ullmann condensation process for the preparation of triarylamines which comprises the reaction of an aniline and a halobenzene in the presence of a an organic solvent, an alkali metal hydroxide, a ligated copper catalyst and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120.degree. to about 135.degree. C.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: August 5, 1997
    Assignee: Xerox Corporation
    Inventor: H. Bruce Goodbrand
  • Patent number: 5654481
    Abstract: There is provided an amine compound represented by formula (1): ##STR1## wherein Ar.sub.1 represents a substituted or unsubstituted aryl group; Ar.sub.2 represents a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, a substituted or unsubstituted biphenylene group or a substituted or unsubstituted anthrylene group; R.sub.1 represents a hydrogen atom, a lower alkyl group or a lower alkoxy group; X represents a hydrogen atom, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group; and Y represents a substituted or unsubstituted aryl group, or a group represented by formula (2) or (3) described in the specification.
    Type: Grant
    Filed: October 31, 1995
    Date of Patent: August 5, 1997
    Assignee: Hodogaya Chemical Co., Ltd.
    Inventors: Mitsutoshi Anzai, Atsushi Takesue, Takanobu Watanabe, Chieko Inayoshi
  • Patent number: 5652271
    Abstract: Compounds of formula I ##STR1## and pharmaceutically acceptable salts thereof in which m is 0, 1 or 2; n is 2, 3, 4 or 5; X is carbonyl or a group of formula II ##STR2## in which R.sub.5 is H or alkyl; Y is an alkylene chain optionally substituted by one or more alkyl groups; Z is an alkylene chain containing 2 to 5 carbon atoms optionally substituted by one or more alkyl groups; R is phenyl optionally substituted by one or more halo substituents or R is naphthyl; and R.sub.1 and R.sub.2, which are the same or different, are H, alkyl, or arylalkyl, provided that when R.sub.1 is benzyl, R.sub.2 is H or methyl;have utility in the treatment of depression, anxiety, Parkinson's disease, obesity, cognitive disorders, seizures, neurological disorders such as epilepsy, and as neuroprotective agents to protect against conditions such as stroke.
    Type: Grant
    Filed: December 22, 1995
    Date of Patent: July 29, 1997
    Assignee: Knoll Aktiengesellschaft
    Inventors: Paul John Harris, David John Heal
  • Patent number: 5650425
    Abstract: The present disclosure relates to compounds of the general formulae: ##STR1## wherein DRUG is a steroid agonist or antagonist, a mixed agonist-antagonist, or a partial agonist, and to the use of such compounds as anti-inflammatory and anti-tumor agents.
    Type: Grant
    Filed: April 4, 1994
    Date of Patent: July 22, 1997
    Assignee: Pharmos Corporation
    Inventors: Anat Biegnon, Marcus Brewster
  • Patent number: 5648542
    Abstract: A process for the preparation of triarylamines which comprises the reaction of an aniline and a haloaromatic component in the presence of a ligand copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120.degree. C. to about 150.degree. C.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: July 15, 1997
    Assignee: Xerox Corporation
    Inventors: H. Bruce Goodbrand, Liqin Chen, Dale S. Renfer
  • Patent number: 5648520
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5648539
    Abstract: A process for the preparation of arylamines which comprises the reaction of methyldiphenylamine and diiodobiphenyl in the presence of a ligated copper catalyst, and wherein the ligand is selected from the group consisting of monodentate tertiary amines and bidentate tertiary amines, and which reaction is accomplished at a temperature of from about 120.degree. C. to about 150.degree. C.
    Type: Grant
    Filed: February 29, 1996
    Date of Patent: July 15, 1997
    Assignee: Xerox Corporation
    Inventor: H. Bruce Goodbrand
  • Patent number: 5648540
    Abstract: A method of making (R)-N-[1-(3-methoxyphenyl)ethyl]-3-(2-chlorobenzene)propanamine which involves reducing the appropriate amidyl or iminyl precursor with an appropriate reducing agent. The appropriate amidyl or iminyl precursor is made from a synthesis involving the use of (R)-3-methoxy-.alpha.-methylbenzylamine. A method of condensing a nitrile with a primary or secondary amine to form an imine involves the reaction of a nitrile with diisobutylaluminum hydride; and then reacting the resultant compound with a primary or secondary amine to form the imine. The process is especially useful for producing enantiomerically pure chiral imines, and, ultimately, amines. Typical such imines have the formula: ##STR1## wherein R, R.sub.1, R.sub.2 and R.sub.3 are independently selected from the group consisting of hydrogen, substituted or unsubstituted alkyl, aryl and aralkyl.
    Type: Grant
    Filed: May 22, 1995
    Date of Patent: July 15, 1997
    Assignee: NPS Pharmaceuticals, Inc.
    Inventors: Bradford C. VanWagenen, Steven R. Duff, William A. Nelson, Thomas E. D'Ambra
  • Patent number: 5648519
    Abstract: The invention relates to a process for the fractionation and purification of aromatic polyamine mixtures and to the use thereof.
    Type: Grant
    Filed: March 28, 1996
    Date of Patent: July 15, 1997
    Assignee: Bayer Aktiengesesellschaft
    Inventors: Hartmut Knofel, Michael Brockelt
  • Patent number: 5648541
    Abstract: A process for preparing an R enantiomer of a compound of the formula (I): ##STR1## wherein Ar is 3-methoxyphenyl, 3-chlorophenyl, or 1-naphthyl, and X is independently selected from the group consisting of H, F, Cl, Br, I, phenyl, CF.sub.3, CF.sub.2 H, CFH.sub.2, lower alkyl (e.g., Me), O-lower alkyl (e.g., OMe), OCH.sub.2 CF.sub.3, OH, CN, NO.sub.2, C(O)-lower alkyl (e.g., C(O)Me), C(O)O-lower alkyl (e.g., C(O)OMe), C(O)NH-lower alkyl (e.g., C(O)NH--Me), C(O)N-lower alkyl.sub.2 (e.g., C(O)NMe.sub.2), OC(O)-lower alkyl (e.g., OC(O)Me), and NH--C(O)-lower alkyl (e.g., NH--C(O)Me), where "lower alkyl" is selected from a group consisting of 1 to 6 carbon atoms, and m is an integer between 1 and 5, by asymmetrically and enantioselectively reducing an imine with a reducing agent/chiral auxiliary agent complex so as to produce an enantiomeric excess of R enantiomer of the compound of formula (I) over the S enantiomer of the compound of formula (I).
    Type: Grant
    Filed: September 28, 1995
    Date of Patent: July 15, 1997
    Assignee: NPS Pharmaceuticals, Inc.
    Inventors: Bradford C. VanWagenen, Robert M. Barmore
  • Patent number: 5648470
    Abstract: The present invention relates to a novel class of phenylboronic acid complexing reagents useful for the preparation of bioconjugates, and the method of making and using such reagents. In the present invention, in the place of prior art Avidin-Biotin and Digoxigenin-anti-Digoxigenin systems, phenylboronic acid complexing reagents are utilized in conjunction with phenylboronic acid reagents (many of which are known in the prior art) to facilitate chemical conjugation without the use of intermediary biological macromolecules. Reagents suitable for the modification of a bioactive species for the purpose of incorporating a phenylboronic acid complexing moiety for subsequent conjugation to a different bioactive species having pendant phenylboronic acid moieties are of General Formula I or General Formula II. ##STR1## wherein group X is selected from either H, OH, NH.sub.2, NHCH.sub.3, NHOH and NHOCH.sub.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 15, 1997
    Assignee: Prolinx, Inc.
    Inventor: Mark L. Stolowitz
  • Patent number: 5648365
    Abstract: Diarylalkyl piperidines of formula (1) ##STR1## reverse drug resistance in multi-drug resistant tumors. These compounds apparently function by inhibiting a p-glycoprotein pump which becomes activated in late stage tumor development and which is inherently present in tumors from certain origins.
    Type: Grant
    Filed: March 11, 1996
    Date of Patent: July 15, 1997
    Assignee: Merrell Pharmaceuticals Inc.
    Inventors: Sai P. Sunkara, Jules Freedman
  • Patent number: 5648502
    Abstract: 4-Chloro-2-thiophenecarboxylic acid is made by forming a compound of formula (Ia), disclosed herein, wherein R.sup.3 is (C.sub.1 -C.sub.6) alkyl, phenyl, or benzyl; converting the compound to a compound of formula (IVa), disclosed herein, and removing the silyl group R.sub.3 Si--. The product is useful as an intermediate in making pharmaceutical products.
    Type: Grant
    Filed: July 7, 1995
    Date of Patent: July 15, 1997
    Assignee: Pfizer Inc.
    Inventors: Laurence E. Burgess, Gary R. Schulte
  • Patent number: 5648538
    Abstract: A process for preparing diarylamines in high yield, in which diarylamines are prepared from arylamines in the presence of a solid acid catalyst. The solid acid catalyst with good stability and regeneration ability consists of H-type beta zeolite and active alumina, the ratio of SiO.sub.2 /Al.sub.2 O.sub.3 in the zeolite is 20.about.100, and the content of active alumina is 10%.about.70% (wt).
    Type: Grant
    Filed: June 29, 1995
    Date of Patent: July 15, 1997
    Assignees: Fushun Research Institute of Petroleum and Petrochemicals, China Petrochemical Corp.
    Inventors: Xiusen Liu, Huarong Zhu, Fubin Ai, Lizhi Song, Zhihui Lu, Xuewei Hou
  • Patent number: 5646278
    Abstract: There are provided substituted acid amide, arylhydrazone compounds (amidrazones) of formula I ##STR1## the use thereof for the control of insect and acarid pests and methods and compositions for the protection of crops from the damage and loss caused by said pests.
    Type: Grant
    Filed: April 28, 1995
    Date of Patent: July 8, 1997
    Assignee: American Cyanamid Company
    Inventors: Joseph Augustus Furch, David George Kuhn, David Allen Hunt