The Hetero Ring Is Unsubstituted Or Alkyl Substituted Only Patents (Class 540/612)
  • Publication number: 20140349986
    Abstract: The invention relates to substituted aminoindanes and analogs thereof of formula I and the pharmaceutical use thereof. Medicaments which comprise compounds of this type are suitable for the prevention or treatment of diverse disorders such as, for example, of respiratory disorders, cystic fibrosis disorders, acute or chronic renal disorders or bowel disorders.
    Type: Application
    Filed: July 24, 2014
    Publication date: November 27, 2014
    Applicant: SANOFI
    Inventors: Nils Rackelmann, Laurent Bialy, Heinrich Englert, Klaus Wirth, Petra Arndt, John Weston, Uwe Heinelt, Markus Follmann
  • Patent number: 8710217
    Abstract: A method is described for producing lactamates by reacting alcoholates with lactams, wherein a reaction mixture comprising at least one alcoholate and at least one lactam is subjected to thin film evaporation.
    Type: Grant
    Filed: February 5, 2009
    Date of Patent: April 29, 2014
    Assignee: Rhein Chemie Rheinau GmbH
    Inventors: Wilhelm Laufer, Hans Kasper, Stefan Schattner, Klaus Allgoewer, Bernd Kray, Michael Wuehr
  • Patent number: 8686134
    Abstract: The invention relates to an ionic liquid composition and a method for preparing the ionic liquid. The ionic liquid comprises a cation containing the Formula I, as herein disclosed, and wherein: n is 2, R1 is selected from the group consisting of: H, C1-C12 alkyl, aryl or together with R2 may form a heterocyclic ring, and R2 is selected from the group consisting of: H, C1-C12 alkyl, aryl or together with R1 may form a heterocyclic ring, and R3 is selected from the group consisting of hydrogen and C1-C12 alkyl, and wherein R1 and R2 are not simultaneously selected from hydrogen.
    Type: Grant
    Filed: July 20, 2011
    Date of Patent: April 1, 2014
    Assignee: Invista North America S.A R.L.
    Inventors: Stewart Forsyth, Kenneth Richard Seddon, Keith Whiston
  • Publication number: 20140081019
    Abstract: The present invention relates to a process for deuteration of amines in the alpha and/or beta position of the N-atom by using a deuterium source and a Ruthenium(II) based catalyst.
    Type: Application
    Filed: May 21, 2012
    Publication date: March 20, 2014
    Applicant: SANOFI
    Inventors: Jens Atzrodt, Volker Derdau, Wolfgang Holla, Matthias Beller, Lorenz Neubert, Dirk Michalik
  • Publication number: 20120135968
    Abstract: The present invention is directed to a compound represented by Structural Formula (I): or a pharmaceutically acceptable salt thereof. The variables for Structural Formula I are defined herein. Also described is a pharmaceutical composition comprising the compound of Structural Formula I and its therapeutic use.
    Type: Application
    Filed: May 7, 2010
    Publication date: May 31, 2012
    Inventors: Chi-Li Chen, Roger B. Clark, Yonghong Deng, Minsheng He, Louis Plamondon, Cuixiang Sun, Xiao-Yi Xiao, Magnus Rönn
  • Patent number: 8088917
    Abstract: The invention relates to an ionic liquid composition and a method for preparing the ionic liquid. The ionic liquid comprises a cation containing the Formula I, as herein disclosed, and wherein: n is 2, R1 is selected from the group consisting of: H, C1-C12 alkyl, aryl or together with R2 may form a heterocyclic ring, and R2 is selected from the group consisting of: H, C1-C12 alkyl, aryl or together with R1 may form a heterocyclic ring, and R3 is selected from the group consisting of hydrogen and C1-C12 alkyl, and wherein R1 and R2 are not simultaneously selected from hydrogen.
    Type: Grant
    Filed: May 29, 2008
    Date of Patent: January 3, 2012
    Assignee: Invista North America S.A R.L.
    Inventors: Stewart Forsyth, Kenneth R. Seddon, Keith Whiston, Sudhir Aki
  • Publication number: 20100291299
    Abstract: Cyclopentadienyl and Indenyl barium/strontium metal precursors and Lewis base adducts thereof are described. Such precursors have utility for forming Ba- and/or Sr-containing films on substrates, in the manufacture of microelectronic devices or structures.
    Type: Application
    Filed: August 3, 2008
    Publication date: November 18, 2010
    Applicant: ADVANCED TECHNOLOGY MATERIALS, INC.
    Inventors: Thomas M. Cameron, Chongying Xu
  • Publication number: 20100282081
    Abstract: An absorbent liquid according to the present invention is an absorbent liquid for absorbing CO2 or H2S or both from gas, in which the absorbent liquid includes an alkanolamine as a first compound component, and a second component including a nitrogen-containing compound having in a molecule thereof two members or more selected from a primary nitrogen, a secondary nitrogen, and a tertiary nitrogen or a nitrogen-containing compound having in a molecule thereof all of primary, secondary, and tertiary nitrogens. The absorbent liquid has an excellent absorption capacity performance and an excellent absorption reaction heat performance, as compared to an aqueous solution containing solely an alkanolamine and a nitrogen-containing compound in the same concentration in terms of wt %, and can recover CO2 or H2S or both from gas with smaller energy.
    Type: Application
    Filed: June 11, 2010
    Publication date: November 11, 2010
    Inventors: Ryuji YOSHIYAMA, Masazumi Tanoura, Noriko Watari, Shuuji Fujii, Yukihiko Inoue, Mitsuru Sakano, Tarou Ichihara, Masaki Iijima, Tomio Mimura, Yasuyuki Yagi, Kouki Ogura
  • Patent number: 7700585
    Abstract: Compounds of formula (I) as defined herein: are useful for treating behavioral disorders associated with dementia, psychoses, in particular schizophrenia (deficient form and productive form) and acute or chronic extrapyramidal symptoms induced by neuroleptics; for the treatment of various forms of anxiety, panic attacks, phobias, and compulsive obsessive disorders; for treating various forms of depression, including psychotic depression; for treating disorders caused by alcohol abuse or weaning from alcohol, sexual behavior disorders, eating disorders and for treating migraine.
    Type: Grant
    Filed: April 30, 2007
    Date of Patent: April 20, 2010
    Assignee: sanofi-aventis
    Inventors: Gihad Dargazanli, Genevieve Estenne-Bouhtou, Florence Medaisko, Nathalie Rakotoarisoa
  • Patent number: 7468119
    Abstract: The invention relates to the field of separation by distillation of 6-aminocapronitrile (ACN) and hexamethylenediamine (HMD) from a mixture containing ACN, HMD, tetrahydrozaepine (THA), adiponitrile (ADN) and low boilers (LB). A method for producing a distillate stream comprising HMD is disclosed, which is suitable for the production of Nylon-6,6. The tails stream from the distillation of the mixture can be further distilled to produce a distillate containing ACN and THA, which is particularly suitable for use in the production of caprolactam and Nylon-6 from the caprolactam. Process conditions of the method of the invention disfavor the production of 2-cyanocyclopentylideneirnine (CPI).
    Type: Grant
    Filed: September 10, 2004
    Date of Patent: December 23, 2008
    Assignee: Invista North America S.A.R.L.
    Inventor: John Joseph Ostermaier
  • Patent number: 7368443
    Abstract: The present invention is directed to 2,6-disubstituted piperidine and piperazine analogs having the following general formula: which are used to treat diseases of the central nervous system, drug abuse, and withdrawal therefrom as well as treating eating disorders.
    Type: Grant
    Filed: March 31, 2004
    Date of Patent: May 6, 2008
    Assignee: University of Kentucky Research Foundation
    Inventors: Peter A. Crooks, Linda Dwoskin, Marlon D. Jones, Dennis Keith Miller, Seth Davin Norholm, Guangrong Zheng, Sairam Krishamurthy
  • Patent number: 7226917
    Abstract: Compounds of formula (I) as defined herein: are useful for treating behavioral disorders associated with dementia, psychoses, in particular schizophrenia (deficient form and productive form) and acute or chronic extrapyramidal symptoms induced by neuroleptics; for the treatment of various forms of anxiety, panic attacks, phobias, and compulsive obsessive disorders; for treating various forms of depression, including psychotic depression; for treating disorders caused by alcohol abuse or weaning from alcohol, sexual behavior disorders, eating disorders and for treating migraine.
    Type: Grant
    Filed: April 17, 2006
    Date of Patent: June 5, 2007
    Assignee: Sanofi-Aventis
    Inventors: Gihad Dargazanli, Genevieve Estenne-Bouhtou, Florence Medaisko, Nathalie Rakotoarisoa
  • Patent number: 7208632
    Abstract: The invention relates to the field of separation by distillation of 6-aminocapronitrile (ACN) and hexamethylenediamine (HMD) from a mixture comprising ACN, HMD, tetrahydroazepine (THA), adiponitrile (ADN) and low boilers (LB). Also disclosed is a method for producing a distillate stream comprising HMD; a side draw stream comprising ACN, THA and low levels of dimers of ACN and HMD; and a tails stream comprising ACN, THA and substantially higher levels of dimers of ACN and HMD than found in the side draw stream. The side draw stream is particularly suitable for use in the production of caprolactam since the low levels of dimers of ACN and HMD do not greatly affect the catalyst life in the caprolactam production process. The tails stream can be further distilled to produce a tails distillate stream comprising ACN and THA, which can be recycled back to the first distillation column, further increasing recovery of ACN from the feed stream.
    Type: Grant
    Filed: September 10, 2004
    Date of Patent: April 24, 2007
    Assignee: Invista North America S.A R.L.
    Inventor: John Joseph Ostermaier
  • Patent number: 7147757
    Abstract: The invention relates to a method for separating by distillation a portion or the entirety of an azeptine derivative (III), which is selected from the group consisting of aminohexylidene imine, tetrahydroazepine, hexylhexahydroazepine and of aminohexylhexahydroazepine, out of a mixture (II) containing an azepine derivative (III) and an amine (I). The inventive method is characterized in that the distillation is carried out with a maximum bottom temperature of 150° C.
    Type: Grant
    Filed: March 6, 2001
    Date of Patent: December 12, 2006
    Assignee: Basf Aktiengesellschaft
    Inventors: Hermann Luyken, Frank Ohlbach
  • Patent number: 7022845
    Abstract: A process for the monomethylation of nitrogenous heterocycles having at least one nitrogen atom bonded to a hydrogen atom by reacting the nitrogenous heterocycle with dimethyl carbonate at a temperature of between 100° and 200° C. and a pressure of between 0.93×105 Pa and 1.07×105 Pa while methanol produced during the reaction is distilled off as it is formed.
    Type: Grant
    Filed: July 31, 2003
    Date of Patent: April 4, 2006
    Assignee: Group SNPE
    Inventors: Elisabeth Borredon, Berhard Chabaud, Antoine Gaset, Sophie Thiebaud-Roux, Samedy Ouk
  • Patent number: 6943177
    Abstract: Cis-2,6-disubstituted piperdine analogs, or lobeline analogs, having the general formula: are used to treat diseases of the central nervous system, drug abuse and withdrawal therefrom as well as to treating eating disorders.
    Type: Grant
    Filed: August 30, 2002
    Date of Patent: September 13, 2005
    Assignee: University of Kentucky Research Foundation
    Inventors: Linda P. Dwoskin, Peter A. Crooks, Marlon D. Jones
  • Patent number: 6887994
    Abstract: A C-nitroso compound having a molecular weight ranging from about 225 to about 1,000 (from about 225 to about 600 for oral administration) on a monomeric basis wherein a nitroso group is attached to a tertiary carbon, which is obtained by nitrosylation of a carbon acid having a pKa less than about 25, is useful as an NO donor. In another case, the C-nitroso compound contains the moiety —C—N(O)X— where X is S, O or NR. One embodiment is directed to COX-2 inhibitors where a tertiary carbon atom and/or an oxygen atom and/or a sulfur atom is nitrosylated.
    Type: Grant
    Filed: January 17, 2003
    Date of Patent: May 3, 2005
    Assignee: Duke University
    Inventors: Jonathan S. Stamler, Eric J. Toone
  • Patent number: 6887865
    Abstract: N-Heterocyclic derivatives of the formula (I): are described herein, as well as other N-heterocycles, as inhibitors of nitric oxide synthase. Pharmaceutical compositions containing these compounds, methods of using these compounds as inhibitors of nitric oxide synthase and processes for synthesizing these compounds are also described herein.
    Type: Grant
    Filed: April 12, 2002
    Date of Patent: May 3, 2005
    Assignees: Berlex Laboratories, Inc., Pharmacopeia Drug Discovery, Inc.
    Inventors: Damian O. Arnaiz, John J. Baldwin, David D. Davey, James J. Devlin, Roland Ellwood Dolle, III, Shawn David Erickson, Kirk McMillan, Michael M. Morrissey, Michael H. J. Ohlmeyer, Gonghua Pan, Vidyadhar Madhav Paradkar, John Parkinson, Gary B. Phillips, Bin Ye, Zuchun Zhao
  • Patent number: 6803462
    Abstract: This invention discloses a rubbery polymer which is comprised of repeat units that are derived from (1) at least one conjugated diolefin monomer, and (2) at least one functionalized monomer having of the structural formula: wherein R represents an alkyl group containing from 1 to about 10 carbon atoms or a hydrogen atom, and wherein R1 and R2 can be the same or different and represent hydrogen atoms or a moiety selected from the group consisting of wherein R3 groups can be the same or different and represent alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, allyl groups, and alkyloxy groups of the structural formula —(CH2)y—O—(CH2)z—CH3, wherein Z represents a nitrogen containing heterocyclic compound, wherein R4 represents a member selected from the group consisting of alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, and allyl groups, and wherein n, x, y and z represents integers from 1 to about 10, with the
    Type: Grant
    Filed: June 30, 2003
    Date of Patent: October 12, 2004
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Stephan Rodewald, Steven Kristofer Henning, Brian Earl Burkhart
  • Publication number: 20040122224
    Abstract: This invention discloses a process for synthesizing an amine functionalized monomer that comprises (1) reacting a secondary amine with a 2,3-dihalopropene to produce a vinyl halide containing secondary amine having a structural formula selected from the group consisting of 1
    Type: Application
    Filed: December 9, 2003
    Publication date: June 24, 2004
    Applicant: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wein-Liang Hsu, Jin-Ping Zhou, Chad Aaron Jasiunas, Corey Stanton Yon
  • Patent number: 6753447
    Abstract: This invention discloses a process for synthesizing an amine functionalized monomer that comprises (1) reacting a secondary amine with a 2,3-dihalopropene to produce a vinyl halide containing secondary amine having a structural formula selected from the group consisting of wherein R and R′ can be the same or different and represent allyl, alkoxyl or alkyl groups containing from 1 to about 10 carbon atoms, and wherein X represents a halogen atom, and wherein m represents an integer from 4 to about 10, and wherein X represents a halogen atom; and (2) reacting the vinyl halide containing secondary amine with a vinyl magnesium halide to produce the monomer having a structural formula wherein R and R′ can be the same or different and represent alkyl, allyl or alkoxyl groups containing from 1 to about 10 carbon atoms, and wherein m represents an integer from about 4 to about 10.
    Type: Grant
    Filed: February 20, 2003
    Date of Patent: June 22, 2004
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu, Naoya Ogata
  • Publication number: 20040044202
    Abstract: This invention discloses a process for synthesizing an amine functionalized monomer that comprises (1) reacting a secondary amine with a 2,3-dihalopropene to produce a vinyl halide containing secondary amine having a structural formula selected from the group consisting of 1
    Type: Application
    Filed: February 20, 2003
    Publication date: March 4, 2004
    Inventors: Adel Farhan Halasa, Wen-Liang Hsu, Naoya Ogata
  • Patent number: 6670471
    Abstract: This invention discloses a rubbery polymer which is comprised of repeat units that are derived from (1) at least one conjugated diolefin monomer, and (2) at least one functionalized monomer having of the structural formula: wherein R represents an alkyl group containing from 1 to about 10 carbon atoms or a hydrogen atom, and wherein R1 and R2 can be the same or different and represent hydrogen atoms or a moiety selected from the group consisting of wherein R3 groups can be the same or different and represent alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, allyl groups, and alkyloxy groups of the structural formula —(CH2)y—O—(CH2)z—CH3, wherein Z represents a nitrogen containing heterocyclic compound, wherein R4 represents a member selected from the group, consisting of alkyl groups containing from 1 to about 10 carbon atoms, aryl groups, and allyl groups, and wherein n, x, y and z represents integers from 1 to about 10, with the
    Type: Grant
    Filed: February 4, 2003
    Date of Patent: December 30, 2003
    Assignee: The Goodyear Tire & Rubber Company
    Inventors: Stephan Rodewald, Steven Kristofer Henning, Brian Earl Burkhart
  • Patent number: 6528647
    Abstract: Disclosed is a process for selectively producing aliphatic cyclic amines which comprises reacting a dihydric alcohol characterized by four to six carbons, preferably 1,5-pentane diol, with excess ammonia in presence of ZSM-5 catalyst modified with group of elements nickel, copper or cobalt-containing, at a temperature of at least 250° C., wherein said catalyst incorporates at least one metal.
    Type: Grant
    Filed: March 27, 2001
    Date of Patent: March 4, 2003
    Assignee: Council of Scientific and Industrial Research
    Inventors: Shivanand Janardan Kulkarni, Kondapuram Vijaya Raghavan, Radha Rani Vippagunta, Srinivas Nagabandi
  • Patent number: 6495543
    Abstract: The invention relates to compounds of formula (I): wherein: G1 represents an alkylene chain as defined in the description, A represents R2 and R3 represent hydrogen, alkyl, alkoxy or hydroxy or together form oxo, R4 and R5 represent hydrogen or together form aryl, R1 is as defined in the description. and medicinal products containing the same which are useful in treating or preventing melatoninergic disorders.
    Type: Grant
    Filed: October 12, 2000
    Date of Patent: December 17, 2002
    Assignee: Les Laboratoires Servier
    Inventors: Gérald Guillaumet, Marie-Claude Viaud, Hervé Van De Poel, Philippe Delagrange, Caroline Bennejean, Pierre Renard
  • Publication number: 20020183517
    Abstract: Disclosed is a process for selectively producing aliphatic cyclic amines which comprises reacting a dihydric alcohol characterized by four to six carbons, preferably 1,5-pentane diol, with excess ammonia in presence of ZSM-5 catalyst modified with group of elements nickel, copper or cobalt-containing, at a temperature of at least 250° C., wherein said catalyst incorporates at least one metal.
    Type: Application
    Filed: March 27, 2001
    Publication date: December 5, 2002
    Applicant: COUNCIL OF SCIENTIFIC & INDUSTRIAL RESEARCH
    Inventors: Shivanand Janardan Kulkarni, Kondapuram Vijaya Raghavan, Radha Rani Vippagunta, Srinivas Nagabandi
  • Patent number: 6482944
    Abstract: Processes for the preparation of haloalkylamines and tertiary aminoalkylorganometallic compounds are disclosed. The haloalkylamines can be prepared by direct reaction of an amine with an &agr;, &ohgr;-dihaloalkane or an &agr;, &ohgr;-dihaloalkene. Tertiary aminoalkylorganometallic compounds can be prepared by reacting selected tertiary haloalkylamines with an alkali metal at a temperature greater than 45° C. in hydrocarbon solvents.
    Type: Grant
    Filed: March 27, 2001
    Date of Patent: November 19, 2002
    Assignee: FMC Corporation
    Inventors: James Anthony Schwindeman, Randy W. Hall, Sonia S. Stryker
  • Patent number: 6451817
    Abstract: This invention relates to the fields of pharmaceutical and organic chemistry and provides novel 1-benzyl-naphthyls which are &agr;-substituted with ether, thioether, amino, hydrazino, cyano or halo that are useful for the treatment of the various medical indications associated with post-menopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus and cervix. The present invention further relates to intermediate compounds and processes useful for preparing the pharmaceutically active compounds of the present invention, and pharmaceutical compositions.
    Type: Grant
    Filed: September 29, 1995
    Date of Patent: September 17, 2002
    Assignee: Eli Lilly and Company
    Inventor: Brian S. Muehl
  • Patent number: 6444662
    Abstract: Described are salts of hyperforin and adhyperforin of formula I [A−]m[B]p+  (I) wherein m is an integer from 1 to 3, p is equal to m and gives the total number of positive charges of the residue [B], [A−] is an anion of formula II with n=0 or 1 and [B]p+ is an ion of an alkali metal or an ammonium ion of a salt-forming nitrogen base of formula III wherein R1 through R4 have a variety of meanings including hydrogen, alkyl, cycloalkyl and similar groups which in turn may be substituted with one or more substituents. The salts serve inter alia for enriching or purifying hyperforin and adhyperforin from St. John's Wort extracts. Pharmaceutical preparations containing the salts are used for treating Alzheimer's Disease.
    Type: Grant
    Filed: August 11, 2000
    Date of Patent: September 3, 2002
    Assignee: Willmar Schwabe GmbH & Co.
    Inventors: Shyam Sunder Chatterjee, Clemens Erdelmeier, Klaus Klessing, Dieter Marme, Christoph Schächtele
  • Patent number: 6417365
    Abstract: In a process for recovering medicinal substances or active substances from preparations, their initial products or waste, a flat-shaped starting material in the form of a film with adhesive and an active substance-containing material is provided with one edge length of from 0.1 to 5 cm and a second edge length of 50 cm. A starting material having an active substance is placed in an aqueous extraction liquor. The extraction liquor then takes effect until the active substance is dissolved in the aqueous extraction liquor forming an active substance-containing solution. The active substance is isolated from the active substance-containing solution be means of precipitation.
    Type: Grant
    Filed: June 26, 2000
    Date of Patent: July 9, 2002
    Assignee: LTS Lohmann Therapie-Systeme AG
    Inventors: Hans-Werner Wolf, Thomas Hille
  • Patent number: 6417353
    Abstract: Amines are prepared by reacting aldehydes or ketones at elevated temperature under elevated pressure with nitrogen compounds selected from the group of ammonia, primary and secondary amines, and with hydrogen in the presence of a catalyst containing copper, wherein the catalytically active mass of the catalyst contains, before the reduction with hydrogen, 20 to 85% by weight of oxygen-containing compounds of zirconium, calculated as ZrO2, 1 to 30% by weight of oxygen-containing compounds of copper, calculated as CuO, 14 to 70% by weight of oxygen-containing compounds of nickel, calculated as NiO, 0 to 5% by weight of oxygen-containing compounds of molybdenum, calculated as MoO3, and 0 to 10% by weight of oxygen-containing compounds of aluminum, calculated as Al2O3.
    Type: Grant
    Filed: March 7, 2000
    Date of Patent: July 9, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Frank Funke, Joachim Wulff-Döring, Gerhard Schulz, Wolfgang Siegel, Andreas Kramer, Johann-Peter Melder, Arthur Höhn, Philipp Buskens, Wolfgang Reif, Jan Nouwen
  • Patent number: 6391892
    Abstract: The present invention provides a compound of formula I wherein R1 is H, OH, halo, OCO(C1-C6 alkyl), OCO(aryl), OSO2(C4-C6 alkyl), OCOO(C1-C6 alkyl), OCOO(aryl), OCONH(C1-C6 alkyl), or OCON(C1-C6 alkyl)2; R2 is aryl, C1-C6 alkyl, C3-C6 cycloalkyl, or 4-cyclohexanol; R3 is O(CH2)2 or O(CH2)3; R4 and R5 are optionally CO(CH2)2CH3, CO(CH2)3CH3, C1-C6 alkyl, or R4 and R5 combine to form, with the nitrogen to which they are attached, piperidine, morpholine, pyrrolidine, 3-methylpyrrolidine, 3,3-dimethylpyrrolidine, 3,4-dimethylpyrrolidine, azepine, or pipecoline; and pharmaceutically acceptable salts thereof. The invention further provides pharmaceutical compositions containing compounds of formula I and methods of use for the compounds of formula I.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: May 21, 2002
    Assignee: Eli Lilly and Company
    Inventors: Henry U. Bryant, Jeffrey A. Dodge
  • Patent number: 6384053
    Abstract: This invention relates to the fields of pharmaceutical and organic chemistry and provides novel 1-benzyl-naphthyls which are &agr;-substituted with ether, thioether amino, cyano or halo that are useful for the treatment of the various medical indications associated with post-menopausal syndrome, as well as estrogen dependent diseases including cancer of the breast, uterus and cervix. The present invention further relates to intermediate compounds and processes useful for preparing the pharmaceutically active compounds of the present invention, and pharmaceutical compositions.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: May 7, 2002
    Assignee: Eli Lilly and Company
    Inventor: Brian S. Muehl
  • Patent number: 6362333
    Abstract: A cyclic lactam and a cyclic amine are coproduced by coreacting an aliphatic alpha, omega-diamine and an aliphatic alpha, omega-aminonitrile with water in the gas phase in the presence of a heterogeneous catalyst.
    Type: Grant
    Filed: March 12, 2001
    Date of Patent: March 26, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Merger, Rolf Fischer, Andreas Ansmann
  • Patent number: 6362332
    Abstract: A cyclic lactam and a cyclic amine are coproduced by reacting an aliphatic alpha, omega-diamine with water in the gas phase in the presence of a heterogeneous catalyst.
    Type: Grant
    Filed: March 12, 2001
    Date of Patent: March 26, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Martin Merger, Rolf Fischer, Andreas Ansmann
  • Patent number: 6348630
    Abstract: The level of an unsaturated cyclic imine (I) of the formula (I) where R1 is alkenyl having 3, 4, 5, 6, 7, 8, 9, 10, 11 carbon atoms belonging to the ring system, in a mixture comprising hexamethylenediamine and an imine (I) is reduced by electrochemical conversion of an imine (I) in a mixture comprising hexamethylenediamine and an imine (I) in the presence of solvated protons into a saturated cyclic amine of the formula (II)
    Type: Grant
    Filed: January 2, 2001
    Date of Patent: February 19, 2002
    Assignee: BASF Aktiengesellschaft
    Inventors: Claudia Merk, Peter Bassler, Rolf Fischer, Guido Voit, Hermann Luyken
  • Patent number: 6300497
    Abstract: A process for distillative removal of part or all of an azepine derivative (III) selected from the group consisting of aminohexylideneimine, tetrahydroazepine, hexylhexahydroazepine and aminohexylhexahydroazepine from a mixture (II) comprising an azepine derivative (III) and an amine (I) comprises conducting the distillation with an overhead temperature of from 160 to 250° C.
    Type: Grant
    Filed: September 7, 2000
    Date of Patent: October 9, 2001
    Inventors: Alwin Rehfinger, Hermann Luyken
  • Patent number: 6165230
    Abstract: A 1,4-diazacycloheptane derivative and an oxidative hair colorant containing the derivative as a primary intermediate is presented. The 1,4-diazacycloheptane derivative is of the formula: ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 independently of one another represent hydrogen, a C.sub.1-4 alkyl or hydroxyalkyl group or a C.sub.2-4, dihydroxyalkyl group, X and Y independently of one another represent hydrogen, chlorine, fluorine, a C.sub.1-4 alkyl, hydroxyalkyl, aminoakyl or alkoxy group, a C.sub.2-4 dihydroxyalkyl group or an allyl group and R.sup.5 and R.sup.6 independently of one another represent hydrogen or a C.sub.1-4 alkyl group. Natural color tones can be obtained in keratin fibers with oxidative hair colorants containing the 1,4-diazacycloheptane derivative, without the use of additional primary intermediates.
    Type: Grant
    Filed: August 25, 1999
    Date of Patent: December 26, 2000
    Assignee: Henkel Kommanditgesellschaft auf Aktien
    Inventors: David Rose, Horst Hoeffkes, Bernd Meinigke
  • Patent number: 6140321
    Abstract: Donepezil hydrochloride, 1-benzyl-4-[(5,6-dimethoxy-1-indanon)-2-yl]methylpiperidine hydrochloride, is provided here in the form of four polymorphs which are stable against heat and humidity in the pharmaceutical use. They can be industrially produced. They are specified by peaks in X-ray powder diffraction pattern and absorption peaks in infrared absorption spectra in potassium bromide.
    Type: Grant
    Filed: December 30, 1996
    Date of Patent: October 31, 2000
    Assignee: Eisai Co., Ltd.
    Inventors: Akio Imai, Hideaki Watanabe, Takashi Kajima, Yasushi Ishihama, Akiyo Ohtsuka, Tomohide Tanaka
  • Patent number: 5998441
    Abstract: A method for alleviating the symptoms of post-menopausal syndrome comprising administering to a woman in need thereof an effective amount of a compound of formula I ##STR1## wherein R.sup.1a is --H or --OR.sup.7a in which R.sup.7a is --H or a hydroxy protecting group;R.sup.2a is --H, halo, or --OR.sup.8a in which R.sup.8a is --H or a hydroxy protecting group;R.sup.3 is 1-piperidinyl, 1-pyrrolidino, methyl-1-pyrrolidinyl, dimethyl-1-pyrrolidino, 4-morpholino, dimethylamino, diethylamino, diisopropylamino, or 1-hexamethyleneimino;n is 2 or 3; andZ is --O--or --S--;or a pharmaceutically acceptable salt thereof, and further comprising administering to said woman an effective amount of estrogen.
    Type: Grant
    Filed: November 3, 1995
    Date of Patent: December 7, 1999
    Assignee: Eli Lilly and Company
    Inventor: Alan David Palkowitz
  • Patent number: 5985864
    Abstract: Donepezil hydrochloride, 1-benzyl-4-[(5,6-dimethoxy-1-indanon)-2-yl]methylpiperidine hydrochloride, is provided here in the form of four polymorphs which are stable against heat and humidity in the pharmaceutical use. They can be industrially produced. They are specified by peaks in X-ray powder diffraction pattern and absorption peaks in infrared absorption spectra in potassium bromide.
    Type: Grant
    Filed: June 6, 1997
    Date of Patent: November 16, 1999
    Assignee: Eisai Co., Ltd.
    Inventors: Akio Imai, Hideaki Watanabe, Takashi Kajima, Yasushi Ishihama, Akiyo Ohtsuka, Tomohide Tanaka, Yukio Narabu
  • Patent number: 5912343
    Abstract: A compound comprising at least one cyclic amine, having an organolithium side-chain, defined according to formula (I) ##STR1## wherein Z is a lithium atom (Li); R.sub.1 is selected from the group consisting of organic groups containing from 1 to about 12 carbon atoms and a bridging bond; each R.sub.2 is independently selected from the group consisting of hydrogen, organic groups containing from 1 to about 12 carbon atoms, and a bridging bond; each R.sub.3 is independently selected from the group consisting of hydrogen and organic groups containing from 1 to about 12 carbon atoms; a is an integer from 4 to about 16; and b is an integer from 0 to about 12; and optionally including a bridge, formed by the selection of two of said bridging bonds, the bridge having 0 to about 6 carbon atoms between the bridging ring members.
    Type: Grant
    Filed: December 31, 1996
    Date of Patent: June 15, 1999
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, William L. Hergenrother, Michael L. Kerns
  • Patent number: 5885984
    Abstract: Aminocyclohexylester compounds, including thioesters, are disclosed. The compounds of the present invention may be incorporated in compositions and kits. The present invention also discloses a variety of in vitro and in vivo uses for the compounds and compositions, including the blockade of ion channels and the treatment of arrhythmias.
    Type: Grant
    Filed: February 27, 1997
    Date of Patent: March 23, 1999
    Assignee: University of British Columbia
    Inventors: Bernard A. MacLeod, Michael J. A. Walker, Richard A. Wall
  • Patent number: 5869652
    Abstract: In a process for reprocessing devices for the transdermal application of active substances or their process waste, active substance-containing components are brought into solution and the active substances are recovered therefrom.
    Type: Grant
    Filed: January 2, 1998
    Date of Patent: February 9, 1999
    Assignee: LTS Lohmann Therapie-Systeme GmbH
    Inventors: Bodo Asmussen, Hans-Rainer Hoffmann, Walter Muller
  • Patent number: 5792820
    Abstract: An organolithium compound according to the present invention containing a cyclic amino group, has the general formula: ##STR1## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and the lithium, Li, is bonded directly to a carbon atom of R.sub.2. A method of preparing an organolithium compound containing a cyclic amino group, comprising reacting a cyclic amino organo halide having the general formula ##STR2## where R.sub.1 and R.sub.2 are as above, and X is bromine or chlorine bonded directly to a carbon atom of R.sub.2, with a lithium reactant selected from lithium metal or an organolithium compound.
    Type: Grant
    Filed: February 23, 1996
    Date of Patent: August 11, 1998
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr., John R. Schreffler
  • Patent number: 5637583
    Abstract: Aminocyclohexylester compounds, including thioesters, are disclosed. The compounds of the present invention may be incorporated in compositions and kits. The present invention also discloses a variety of in vitro and in vivo uses for the compounds and compositions, including the blockade of ion channels and the treatment of arrhythmias.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: June 10, 1997
    Assignee: University of British Columbia
    Inventors: Bernard A. MacLeod, Michael J. A. Walker, Richard A. Wall
  • Patent number: 5610227
    Abstract: The present invention provides anionic polymerization initiators, comprising lithium amino magnesiate complexes, resulting in diene polymer and copolymer elastomers. The invention initiators have stable living ends at high polymerization temperatures and produce polymers containing a high level of tertiary amine functionality. Such polymers exhibit an increased efficiency in coupling termination reactions, and elastomers and products prepared from such polymers exhibit reduced hysteresis properties. Methods are also provided for preparing the initiators, the polymers and the elastomers.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 11, 1997
    Assignee: Bridgestone/Firestone, Inc.
    Inventors: Thomas A. Antkowiak, James E. Hall
  • Patent number: 5521309
    Abstract: An anionic polymerization initiator includes the C-lithio reaction product of an organolithium compound and a tertiary-amino allyllithium or a tertiary-amino xylyllithium. When used in an anionic polymerization, a functional group from the initiator is incorporated onto the head of the growing polymer and a lithium atom is incorporated at the "living" end of the polymer chain prior to quenching. The initiator may be used to polymerize a monomer(s) including diolefin monomers, monovinyl aromatic monomers and trienes, and the living ends of the polymers are effectively maintained even at temperatures of up to 300.degree. F. and higher. Such polymers exhibit an increased efficiency in coupling termination reactions, and products prepared from such polymers exhibit improved hysteresis characteristics. Products such as tires and the like can be prepared from such polymers and from vulcanizable elastomer compositions employing the polymers.
    Type: Grant
    Filed: December 23, 1994
    Date of Patent: May 28, 1996
    Assignee: Bridgestone Corporation
    Inventors: Thomas A. Antkowiak, James E. Hall, David F. Lawson, John R. Schreffler, Mark L. Stayer, Jr.
  • Patent number: 5496940
    Abstract: An organolithium compound according to the present invention containing a cyclic amino group, has the general formula: ##STR1## wherein R.sub.1 is a divalent alkylene, an oxy- or amino-alkylene, or substituted alkylene having from 6 to about 20 carbon atoms; R.sub.2 is a linear-, branched-, or cyclo-alkylene having from about 2 to about 20 carbon atoms; and the lithium, Li, is bonded directly to a carbon atom of R.sub.2. A method of preparing an organolithium compound containing a cyclic amino group, comprising reacting a cyclic amino organo halide having the general formula ##STR2## where R.sub.1 and R.sub.2 are as above, and X is bromine or chlorine bonded directly to a carbon atom of R.sub.2, with a lithium reactant selected from lithium metal or an organolithium compound.
    Type: Grant
    Filed: February 1, 1995
    Date of Patent: March 5, 1996
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr., John R. Schreffler
  • Patent number: 5491230
    Abstract: An anionic polymerization initiator includes a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A method of preparing an anionic polymerization initiator includes reacting an excess of a cyclic secondary amine with a conjugated diene to form an adduct; and, reacting the adduct with an organolithium compound. A method of preparing a polymer includes forming a solution of one or more anionically polymerizable monomers in a hydrocarbon solvent; and, polymerizing the monomer with an anionic polymerization initiator comprising a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene. A functionalized polymer includes the termination product of a living polymer having the general formula AYLi, wherein A is a functional group derived from an anionic polymerization initiator; and, Y is a divalent polymer radical; wherein the anionic polymerization initiator is a carbon-lithio salt of the adduct of a cyclic secondary amine with a conjugated diene.
    Type: Grant
    Filed: December 29, 1993
    Date of Patent: February 13, 1996
    Assignee: Bridgestone Corporation
    Inventors: David F. Lawson, Thomas A. Antkowiak, James E. Hall, Mark L. Stayer, Jr.