Chalcogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/39)
  • Patent number: 5446069
    Abstract: Disclosed are compounds of formula ##STR1## wherein F represents: ##STR2## or a pharmaceutically acceptable salt. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflamation.
    Type: Grant
    Filed: March 29, 1993
    Date of Patent: August 29, 1995
    Assignee: Schering Corporation
    Inventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
  • Patent number: 5446173
    Abstract: The present invention provides a cyclic sulfide compound represented by a general formula (I) ##STR1## (where R.sup.1 represents --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --O--CH.sub.2 --, --CH.sub.2 --O--, or --CH.sub.2 --S--). Polymerizable compositions for manufacturing optical products with this compound as their main component can be readily molded into plastic lenses which give superhigh refractive indices and high Abbe numbers or those which give high refractive indices and high Abbe number with low sp.grs. in addition thereto. The castings obtained from said polymerizable compositions are useful as plastic lenses for glasses, manifesting optical uniformity and being excellent in processability, transparency, and thermal, impact and light resistance. Further these polymerizable resin compositions are usable preferably as such optical products as prisms, optical fibers, optical disc substrates, color filters, or infrared absorption filters.
    Type: Grant
    Filed: March 23, 1993
    Date of Patent: August 29, 1995
    Assignee: Daiso Co., Ltd.
    Inventors: Hiroyuki Kanesaki, Tetsuyuki Saika, Masafumi Mikami
  • Patent number: 5405968
    Abstract: Methine dyes with a polyketo group I ##STR1## where A is ##STR2## R.sup.1 is a 5- or 6-membered cycloaliphatic radical which contains one or two hetero atoms from the group --NR.sup.4 --, --O-- and --S-- and which may be fused to an isoaromatic or heteroaromatic group, R.sup.2 and R.sup.3 are identical or different C.sub.1 -C.sub.10 -alkyl groups or together one of the radicals R.sup.1, and m and n are identical or different integers from 0 to 3, are useful as drugs, for producing singlet oxygen, as sensitizers in electrophotographic layers and for photopolymerizations and as laser light sensitive dyes in optical recording media; also novel triketo- and tetraketomethine dyes.
    Type: Grant
    Filed: September 27, 1993
    Date of Patent: April 11, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Albert, Knut Kessel, Hans-Dieter Martin, Stefan Silber
  • Patent number: 5380920
    Abstract: A process for preparing R/S-.gamma.-lipoic acid of the formula I or R/S-.alpha.-lipoic acid of the formula II ##STR1## is disclosed.
    Type: Grant
    Filed: August 30, 1993
    Date of Patent: January 10, 1995
    Assignee: BASF Aktiengesellschaft
    Inventors: Joachim Paust, Peter Eckes, Wolfgang Siegel, Friedhelm Balkenhohl, Walter Dobler, Michael Hullmann
  • Patent number: 5319102
    Abstract: Heterocyclic-alkylene quinoxalinyloxyphenoxypropanoate compounds exhibit unexpectedly desirable selective herbicidal activity. Also disclosed are compositions comprising such compounds as well as a method of controlling the growth of undesirable plants employing such compounds.
    Type: Grant
    Filed: April 30, 1992
    Date of Patent: June 7, 1994
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Robert G. Davis, Allyn R. Bell, John A. Minatelli
  • Patent number: 5312913
    Abstract: An electrically conductive complex obtained by reacting a thia-and/or selenafulvalenyl group-containing compound as an electron donor with an electron acceptor, and having an electron donar/electron acceptor molar ratio of 1/0.1 to 1/10, the thia-and/or selenafulvalenyl group-containing compound having the formula (I), ##STR1## wherein each of X.sub.1, X.sub.2, X.sub.3, X.sub.4, X'.sub.1, X'.sub.2, X'.sub.3 and X'.sub.4 is independently S or Se, Y is an electron donating or electron accepting group having a size which is not so large as to prevent molecular overlapping, m is an integer of 0 to 4, each of Z.sub.1, Z.sub.2, Z'.sub.1 and Z'.sub.2 is independently a hydrogen atom, C.sub.n H.sub.2n+1 in which n is an integer of 1 to 5, or alternatively, a combination of Z.sub.1 with Z.sub.2 or Z'.sub.2 and is C.sub.n H.sub.2n in which n is an integer of 1 to 5, or X(C.sub.n H.sub.2n).sub.n' X in which X is S or Se and n' is an integer of 1 to 3, and each of R.sub.1, R.sub.2, R.sub.3, R'.sub.1, R'.sub.2 and R'.sub.
    Type: Grant
    Filed: September 29, 1992
    Date of Patent: May 17, 1994
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Makoto Mizutani, Kazushige Kawabata, Keiji Tanaka
  • Patent number: 5281722
    Abstract: The pure enantiomers of alpha-lipoic acid are obtained by formation of the diastereomeric salt pairs with the optical antipodes of alpha-methylbenzylamine in solution.
    Type: Grant
    Filed: November 12, 1992
    Date of Patent: January 25, 1994
    Assignee: Degussa AG
    Inventors: Gottfried Blaschke, Ursula Scheidemantel, Horst Bethge, Roland Moller, Thomas Beisswenger, Klaus Huthmacher
  • Patent number: 5268007
    Abstract: Dioxolanes, thio analogs thereof, and derivatives of these and methods of preparation are described. These materials are useful as additives in lubricants and fuels. Methods for reducing fuel consumption in internal combustion engines employing the lubricating compositions are described.
    Type: Grant
    Filed: October 3, 1991
    Date of Patent: December 7, 1993
    Assignee: The Lubrizol Corporation
    Inventor: Reed H. Walsh
  • Patent number: 5264455
    Abstract: X is hydrogen or --S(O).sub.m --R.sup.1 and Y is hydrogen or S(O).sub.n --R.sup.2, except that X and Y are not both hydrogen, or one of X and Y is --S--alkyl--SH and the other is hydrogen; ##STR2## and the remaining symbols are as defined in the specification.
    Type: Grant
    Filed: July 1, 1991
    Date of Patent: November 23, 1993
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Ravi K. Varma, Jeffrey O. Saunders, Sam T. Chao, Eric M. Gordon, Dinos P. Santafianos
  • Patent number: 5260310
    Abstract: Novel compounds of the formula ##STR1## wherein Q, R.sup.1 and R.sup.2 are described herein, are disclosed along with pharmaceutical compositions, methods of use, and process for producing compounds of formula I which starts from the corresponding .beta.-hydroxycarboxylic acids.
    Type: Grant
    Filed: August 12, 1992
    Date of Patent: November 9, 1993
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Romano Derungs, Hans P. Marki, Henri Stalder, Andre Szente
  • Patent number: 5227398
    Abstract: Hepatopathy improvers contain as an effective ingredient one or more of benzodioxole derivatives represented by the following formula: ##STR1## wherein A means a particular N- or S-containing group. Most of these benzodioxole derivatives are novel.
    Type: Grant
    Filed: November 26, 1991
    Date of Patent: July 13, 1993
    Assignee: Tsumura & Co.
    Inventors: Masayuki Kimura, Shouichi Nishida, Shigefumi Takeda, Kunio Hosaka
  • Patent number: 5225436
    Abstract: Certain aryl substituted naphthalene, benzoxepine, benzazepine and henzocycloheptene derivatives are disclosed. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflammation.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: July 6, 1993
    Assignee: Schering Corporation
    Inventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
  • Patent number: 5190573
    Abstract: Cyclohexenone oxime ethers ##STR1## where R.sup.1 is alkyl;A is substituted or unsubstituted alkylene or alkenylene, where methylene is replaced by an oxygen atom, a sulfur atom, a sulfoxyl group, a sulfonyl group or --NR.sup.a --,Z is phenyl or a 5- or 6-membered heteroaromatic structure;X is substituted or unsubstituted amino, nitro, cyano, halogen, alkyl, C.sub.1 -C.sub.4 -alkoxy, C.sub.1 -C.sub.4 -alkylthio, C.sub.1 -C.sub.4 -haloalkyl, C.sub.1 -C.sub.4 -haloalkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, substituted or unsubstituted benzyloxycarbony or phenyl;n is 0 to 3, or 1 to 5 where X is halogen;R.sup.
    Type: Grant
    Filed: May 8, 1991
    Date of Patent: March 2, 1993
    Assignee: BASF Aktiengesellschaft
    Inventors: Ulf Misslitz, Norbert Meyer, Juergen Kast, Norbert Goetz, Albrecht Harreus, Bruno Wuerzer, Helmut Walter, Karl-Otto Westphalen, Matthias Gerber
  • Patent number: 5175280
    Abstract: A thia- and/or selenafulvalenyl group-containing compound of the formula (I), ##STR1## wherein each of X.sub.1, X.sub.2, X.sub.3, X.sub.4, X'.sub.1, X'.sub.2, X'.sub.3 and X'.sub.4 is independently S or Se, Y is an electron donating or electron accepting group having a size which is not so large as to prevent molecular overlapping, m is an integer of 0 to 4, each of Z.sub.1, Z.sub.2, Z'.sub.1 and Z'.sub.2 is independently a hydrogen atom, C.sub.n H.sub.2n+1 in which n is an integer of 1 to 5, or alternatively, a combination of Z.sub.1 with Z.sub.2 and Z'.sub.1 with Z'.sub.2 is C.sub.n H.sub.2n in which n is an integer of 1 to 5, or X(C.sub.n H.sub.2n).sub.n', X in which X is S or Se and n' is an integer of 1 to 3, and each of R.sub.1, R.sub.2, R.sub.3, R'.sub.1, R'.sub.2 and R'.sub.3 is independently a hydrogen atom or C.sub.n H.sub.2n+1 in which n is an integer of 1 to 5. The compound has an electron donating nature and can be used to make electrically conductive complexes.
    Type: Grant
    Filed: June 17, 1991
    Date of Patent: December 29, 1992
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Makoto Mizutani, Kazushige Kawabata, Keiji Tanaka
  • Patent number: 5169960
    Abstract: The invention relates to a process for the production of E/Z mixtures of 2-(bicyclo[3.3.0]octan-3-ylidene)-acetic acid derivatives of Formula I, ##STR1## in which either the E or the Z portion predominates.
    Type: Grant
    Filed: September 12, 1991
    Date of Patent: December 8, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Hartmut Rehwinkel, Helmut Vorbruggen, Hans-Joachim Gais, Gerhard Schmiedl, Jorg Bund
  • Patent number: 5158950
    Abstract: 2-(1,3-Dithiol-2-ylidene)-2-[N-(substituted) carbamoly] acetate esters and salts thereof, having potent therapeutic or prophylactic effect for hepatic disorder, are provided. Processes for their preparation and intermediates in their preparation also are disclosed.
    Type: Grant
    Filed: May 23, 1990
    Date of Patent: October 27, 1992
    Assignee: Yuhan Corporation, Ltd.
    Inventors: Choong S. Kim, Jeong S. Chae, Young R. Choi, Jong W. Lee, Joung K. Yoo
  • Patent number: 5149820
    Abstract: Deuterated aromatic aldehydes of the formula: ##STR1## where Ar is substituted phenyl, and derivatives thereof represented by the formula: ##STR2## where Ar is substituted or unsubstituted phenyl, and X.sub.1 and X.sub.2 are substituted hetero atoms or together with the carbon to which they are attached form a heterocycle. These compounds are useful as anticancer and analgesic agents.
    Type: Grant
    Filed: August 21, 1989
    Date of Patent: September 22, 1992
    Assignee: Norsk Hydro A.S.
    Inventors: Bernt Borretzen, Rolf O. Larsen, Erik O. Pettersen, John M. Dornish, Reider Oftebro
  • Patent number: 5120348
    Abstract: Heterocyclic-alkylene quinoxalinyloxyphenoxypropanoate compounds having the following formula: ##STR1## wherein n, R.sup.1, R.sup.2 and R.sup.3 are as defined in the specification exhibit unexpectedly desirable selective herbicidal activity. Also disclosed are compositions comprising such compounds as well as a method of controlling the growth of undesirable plants employing such compounds.
    Type: Grant
    Filed: July 11, 1989
    Date of Patent: June 9, 1992
    Assignee: Uniroyal Chemical Company, Inc.
    Inventors: Robert G. Davis, Allyn R. Bell, John A. Minatelli
  • Patent number: 5103013
    Abstract: 2-(1,3-Dithietan-2-ylidene)-2-[N-(subsittuted)carbamoyl]acetate esters and 2-(1,3-dithiolan-2-ylidene)-2-[N-(substituted) carbamoyl]acetate esters, having potent therapeutic and prophylactic effect for hepatic disorders, are provided.
    Type: Grant
    Filed: October 23, 1989
    Date of Patent: April 7, 1992
    Assignee: Yuhan Corporation, Ltd.
    Inventors: Choong S. Kim, Jeong S. Chae, Ho Seong Yoo, Jong W. Lee, Jae G. Park, Jeong W. Lee
  • Patent number: 5098928
    Abstract: The ketenedithioacetal derivatives of formula (I) have a potent hypolipidemic and anti-arteriosclerotic effect and are useful for prophylaxis and treatment of arteriosclerosis or hyperlipidemia.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: March 24, 1992
    Assignee: Nihon Nohyaku Co., Ltd.
    Inventors: Masashi Nagamine, Kunikazu Hiraga, Atsushi Sakai, Matazaemon Uchida
  • Patent number: 5089629
    Abstract: A compound represented by formula (I): ##STR1## wherein wherein R represents a straight chain alkyl group having from 1 to 9 carbon atoms; ##STR2## represents ##STR3## X represents a hydrogen atom or a fluorine atom; and ##STR4## has a trans (equatorial-equatorial) configuration, is disclosed. The compound of formula (I) exhibits a nematic phase in the vicinity of room temperature or in a temperature range higher than room temperature and has a small optical anisotropy and a positive dielectric anisotropy and is, therefore, useful in preparing a liquid crystal display cell excellent in viewing-angle characteristics.
    Type: Grant
    Filed: August 13, 1990
    Date of Patent: February 18, 1992
    Assignee: Dainippon Ink and Chemicals, Inc.
    Inventors: Yasuyuki Tanaka, Haruyoshi Takatsu, Kiyohumi Takeuchi, Yuuji Tamura
  • Patent number: 5006548
    Abstract: Compounds of the general formula: ##STR1## wherein R.sup.1 is heterocyclic group other than pyridyl and which is unsubstituted or substituted with lower alkyl or lower alkoxycarbonyl, R.sup.2 is hydrogen, halogen, or nitro, and R.sup.3 is carboxy group or its functional derivative, with the proviso that when R.sup.1 is an unsubstituted furyl, or furyl mono- or polysubstituted with alkyl and R.sup.2 is hydrogen, then R.sup.3 is functional derivative of carboxy and, where applicable, pharmaceutically acceptable salts thereof are hyaluronidase inhibitors and useful as anti-allergic agent.
    Type: Grant
    Filed: August 7, 1989
    Date of Patent: April 9, 1991
    Assignee: Sawai Pharmaceutical Co., Ltd.
    Inventors: Toshio Satoh, Hitoshi Matsumoto, Hisao Kakegawa, Yoshiko Kato, Juichi Riku, Junji Yoshinaga, Yoshifumi Kanamoto
  • Patent number: 5001144
    Abstract: Disclosed are novel 3-hydroxy-3-methylglutaryl-coenzyme A reductase inhibitors useful as antihypercholesterolemic agents represented by the formula ##STR1## and the corresponding ring-opened hydroxy acids derived therefrom and pharmaceutically acceptable salts thereof.Phamaceutical compositions containing said compounds and method of inhibiting the biosynthesis of cholesterol therewith are also disclosed.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: March 19, 1991
    Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.
    Inventors: John R. Regan, Kent W. Neuenschwander
  • Patent number: 4987132
    Abstract: A saturated heterocyclic carboxamide derivative of the following general formula (I) and salts thereof which have platelet activating factor (PAF) antagonizing activity.
    Type: Grant
    Filed: August 16, 1988
    Date of Patent: January 22, 1991
    Assignee: Yamanouchi Pharmaceutical Co., Ltd.
    Inventors: Toshiyasu Mase, Hiromu Hara, Hitoshi Nagaoka, Takumi Takahashi, Takeshi Suzuki, Kenichi Tomioka, Toshimitsu Yamada
  • Patent number: 4982006
    Abstract: The present invention involves process for the preparation of compounds having the chemical structure: ##STR1## wherein Ar--H is an aromatic compound which is activated to an electrophilic attack, and wherein --Y is an aliphatic group having a labile moiety, especially where the labile moiety is a terminally unsaturated moiety: --C.tbd.CH, ##STR2## or aldehydes in the form of their acetals. The process comprises the step of reacting Ar--H and ##STR3## wherein --X is --Cl or --Br, and where the reaction step is carried out in a solvent medium at a temperature of from about -40.degree. C. to about -100.degree. C. using stannic chloride as a catalyst.
    Type: Grant
    Filed: May 1, 1989
    Date of Patent: January 1, 1991
    Assignee: Norwich Eaton Pharmaceuticals, Inc.
    Inventor: Thomas T. Hudec
  • Patent number: 4966732
    Abstract: 1,2-Dithiolane-3-pentanoic acid (D,L-thioctic acid) of the formula ##STR1## is prepared by a process comprising (a) reacting a 2-(3-alkylthiopropionyl)-cyclopentanone-1 of the formula ##STR2## where R is a C.sub.1 -C.sub.4 alkyl, phenyl or benzyl in aqueous alkaline solution at a temperature of about 20.degree. C. to about 90.degree. C. to form the corresponding carboxylic acid of formula VI ##STR3## (b) reacting the compound of formula VI with an alkyl mercaptan at a temperature between -20.degree. C. and 0.degree. C. to form the corresponding thioketal of formula VII ##STR4## (c) reacting the compound of formula VII with sodium in liquid ammonia at temperature temperture between -60.degree. C. and -10.degree. C.
    Type: Grant
    Filed: July 15, 1987
    Date of Patent: October 30, 1990
    Assignee: Degussa Aktiengesellschaft
    Inventors: Guenes Giray, Klaus Huthmacher, Axel Kleemann, Thomas Lied
  • Patent number: 4954523
    Abstract: A new diphenyl-methane derivative is useful to inhibit agglomeration of blood and is defined by the formula, including a diphenylethylene derivative and a benzophenone oxime ether derivative. ##STR1## in which R1 and R2 each are hydrogen, hydroxyl or a lower alkoxy, U is .dbd.CXY or .dbd.N--O--W,X is hydrogen, cyano or --COR6, R6 being hydroxyl or an amino, Y is --R10--COOR3, R3 being hydrogen or a lower alkoxy, R10 being an alkylene having 1 to 3 carbon atoms, straight or branched, --CO--NR4R5, R4 and R5 each being hydrogen, a lower alkyl or a lower aralalkyl, --CH2--NHSO3--C6H5 or --C(R8).dbd.NR7, R7 being a lower alkoxy or an aryl, R8 is --VR9, V being oxygen, sulfur or nitrogen, R9 being an alkyl or an aryl,W is --CH2--CO--CH2--COOR13, R13 being hydrogen or a lower alkyl, --CH2--C(.dbd.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: September 4, 1990
    Assignee: Eisai Co., Ltd.
    Inventors: Youji Yamagishi, Kozo Akasaka, Takeshi Suzuki, Mitsuaki Miyamoto, Kouji Nakamoto, Kazuo Okano, Shinya Abe, Hironori Ikuta, Kenji Hayashi, Hiroyuki Yoshimura, Tohru Fujimori, Koukichi Harada, Isao Yamatsu
  • Patent number: 4923891
    Abstract: This invention encompasses compounds of Formula I ##STR1## and the pharmaceutically acceptable salts and geometrical and optical isomers thereof wherein:X, Y, and Z are each independently O or S with S optionally oxidized to S=O;Alk is straight or branched chain alkylene or hydroxyalkylene containing 1-6 carbon atoms;R.sub.1 is hydrogen or lower alkyl;n is 0 to 5;R.sub.2 is hydrogen, lower alkyl, cycloalkyl, --(CH.sub.2).sub.n --CO.sub.2 R.sub.1, phenyl, phenyl substituted with halo, lower alkyl or lower alkoxy; andAr is 5,6,7,8-tetrahydro-1-naphthalenyl, phenyl, or phenyl substituted with lower alkyl, hydroxy, lower alkoxy, or lower alkanoyl.This invention is in the field of pharmaceutical agents which act as leukotriene D.sub.4 (LTD.sub.4) antagonists and includes embodiments which act as leukotriene B.sub.4 (LTD.sub.4) antagonists.
    Type: Grant
    Filed: September 9, 1988
    Date of Patent: May 8, 1990
    Assignee: G. D. Searle & Co.
    Inventors: James R. Deason, Michael A. Stealey, Richard M. Weier
  • Patent number: 4904276
    Abstract: New nitroaminophenols, the process for preparation thereof and their use in dyeing keratinous fibres, and new intermediate nitroaminobenzenes and their use in dyeing keratinous fibres.The invention relates to a nitroaminophenol of formula: ##STR1## in which Z denotes -CH.sub.2 W, W denoting H, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 hydroxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl, (C.sub.1 -C.sub.3), alkoxy(C.sub.1 -C.sub.6)alkyl or (C.sub.1 -C.sub.3)hydroxyalkoxy(C.sub.1 -C.sub.6)-alkyl and R denotes H, (C.sub.1 -C.sub.6)alkyl, C.sub.1 -C.sub.6 hy-droxyalkyl, C.sub.2 -C.sub.6 polyhydroxyalkyl or (C.sub.1 -C.sub.3)-alkoxy(C.sub.1 -C.sub.6)alkyl, and the process for preparation thereof, and the intermediate compound of formula: ##STR2## in which R' denotes C.sub.1 -C.sub.6 hydroxyalkyl, C.sup.2 -C.sub.6 polyhydroxyalkyl or (C.sub.1 -C.sub.3)alkoxy(C.sub.1 -C.sub.6)alkyl and the process for preparation thereof.
    Type: Grant
    Filed: April 21, 1988
    Date of Patent: February 27, 1990
    Assignee: L'Oreal
    Inventors: Alex Junino, Gerard Lang, Alain Genet
  • Patent number: 4885404
    Abstract: Disclosed is a process for the production of acids of the formula ##STR1## wherein R is 2-fluoro-4-(1,1'-biphenyl), 4-(2-methylpropyl)phenyl, 6-methoxy-2-napthyl, 3-benzophenyl, 4-(2-thienylcarbonyl)-phenyl or 7-chlorocarbazole-3-yl which comprises contacting an organometallic compound of the formula R--M--R.sub.
    Type: Grant
    Filed: March 6, 1987
    Date of Patent: December 5, 1989
    Assignee: The Upjohn Company
    Inventor: Peter G. M. Wuts
  • Patent number: 4874780
    Abstract: Deuterated aromatic aldehydes of the formula: ##STR1## where Ar is substituted phenyl, and derivatives thereof represented by the formula: ##STR2## where Ar is substituted or unsubstituted phenyl, and X.sub.1 and X.sub.2 are substituted hetero atoms or together with the carbon to which they are attached from a heterocycle. These compounds are useful as anticancer agents.
    Type: Grant
    Filed: March 11, 1987
    Date of Patent: October 17, 1989
    Assignee: Norsk Hydro a.s.
    Inventors: Bernt Borretzen, Rolf O. Larsen, Erik O. Pettersen, John M. Dornish, Rolf Oftebro
  • Patent number: 4870098
    Abstract: This invention encompasses compounds of Formula I ##STR1## and the pharmaceutically acceptable salts and geometrical and optical isomers thereof wherein:Alk is alkylene or hydroxyalkylene containing 1-6 carbon atoms;Ar is 5,6,7,8-tetrahydro-1-naphthalenyl or phenyl optionally substituted with one or more substituents selected from lower alkyl containing 1 to 6 carbon atoms, hydroxy, lower alkoxy containing 1 to 6 carbon atoms, or lower alkanoyl containing 1 to 6 carbon atoms;R is hydrogen and lower alkyl containing 1 to 6 carbon atoms;X, Y, and Z are each independently O or S with S optionally oxidized to S.dbd.O;m is an integer from 0 to 3;n is an integer from 0 to 5.The compounds are useful as anti-allergy agents and anti-inflammatory agents.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: September 26, 1989
    Assignee: G. D. Searle & Co.
    Inventors: Michael A. Stealey, Richard M. Weier
  • Patent number: 4849428
    Abstract: The present invention involves compounds having the structure: ##STR1## (a) --A-- is selected from the group consisting of ##STR2## (b) --Y is selected from certain low molecular weight moieties which terminate in specific functional groups: --C.tbd.CH, ##STR3## and aldehydes in the form of their acetals; pharmaceutical compositions comprising such compounds; and methods for treating inflammation by administering such compounds.
    Type: Grant
    Filed: November 23, 1987
    Date of Patent: July 18, 1989
    Assignee: The Procter & Gamble Company
    Inventors: Roy L. M. Dobson, Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
  • Patent number: 4822814
    Abstract: As new compound are provided alkyl 1,3-dithiol-2-ylidene-alkylsulfonylacetates which are useful as fungicidal agent and agent for therapeutically treating or preventing a liver disorder as well as agent for reducing the internal fat deposit or preventing excessive accumulation of the internal fat deposit in the body of animals, including humans. These new compounds have improved activities for these applications, as compared to known similar compounds.
    Type: Grant
    Filed: March 16, 1987
    Date of Patent: April 18, 1989
    Assignee: Hokko Chemical Industry Co., Ltd.
    Inventors: Hiroshi Ohyama, Satoshi Hobara, Kazuyuki Tsujimoto, Shouji Tanaka
  • Patent number: 4818765
    Abstract: The invention relates to the use of ketenethioacetals of the formula ##STR1## in which R.sub.1 represents aryl or heteroaryl, R.sub.2 represents hydrogen, an optionally substituted hydrocarbon radical, heteroaryl, an acyl radical, a group of the formula --S(O).sub.m --R.sub.a, wherein m is 0, 1, or 2 and R.sub.a is an optionally substituted hydrocarbon radical; or optionally functionally modified sulpho, A represents an optionally substituted bivalent aliphatic hydrocarbon radical and n is 0 or 1, and pharmaceutically acceptable salts of such compounds that contain a salt-forming group, for the treatment of liver diseases, respiratory tract diseases and vascular diseases pharmaceutical preparations containing compounds of the formula I and novel compounds of the formula I. The compounds have liver-protecting and immunomodulating properties.
    Type: Grant
    Filed: February 11, 1987
    Date of Patent: April 4, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Andrr J. Weith, Philippe M. Narbel
  • Patent number: 4808729
    Abstract: The invention encompasses compounds of Formula I ##STR1## and the pharmaceutically acceptable salts and geometrical and optical isomers thereof wherein:X, Y, and Z are each independently O or S with S optionally oxidized to S.dbd.O;Alk is alkylene or hydroxyalkylene containing 1-6 carbon atoms;R.sub.1 is hydrogen or lower alkyl;n is 0 to 5;R.sub.2 is hydrogen, lower alkyl, cycloalkyl, --(CH.sub.2).sub.n --CO.sub.2 R.sub.1, phenyl, phenyl substituted with halo, lower alkyl or lower alkoxy; andAr is 5,6,7,8-tetrahydro-1-naphthalenyl, phenyl, or phenyl substituted with lower alkyl, hydroxy, lower alkoxy, or lower alkanoyl. The compounds are useful as anti-allergy agents and anti-inflammatory agents.
    Type: Grant
    Filed: September 24, 1987
    Date of Patent: February 28, 1989
    Assignee: G. D. Searle & Co.
    Inventors: James R. Deason, Michael A. Stealey, Richard M. Weier
  • Patent number: 4772727
    Abstract: A multistage method for producing R-(+)-.alpha.-lipoic acid and S-(-)-.alpha.-lipoic acid (thioctic acid) by reacting a compound of formula II ##STR1## by means of enantioselective epoxidation to the epoxy alcohol of formula III, ##STR2## reduction to 1,3-diol-dihydroxynone-8-ene of formula IV, ##STR3## reaction with a substituted sulfonic acid chloride to 1,3-disulfoxynone-8-ene of formula V, ##STR4## oxidation with ruthenium tetroxide to 6,8-disulfoxyoctanoic acid of formula VI ##STR5## and subsequent reaction with sodium sulfide/sulfur.
    Type: Grant
    Filed: August 7, 1987
    Date of Patent: September 20, 1988
    Assignee: Degussa
    Inventors: Ian O. Sutherland, Philip C. B. Page, Christopher M. Rayner
  • Patent number: 4766222
    Abstract: A novel class of acyl-derivatives of carnitine is disclosed wherein the acyl radical is either the radical of unsaturated organic acids (typically, acrylic acid) or the radical of saturated organic acids substituted with tert-alkyl, cycloalkyl, cycloalkenyl, alkoxyl, heterocyclic and carboalkoxylradicals, or with aldehyde or hydroxy groups. These acyl-derivatives of carnitine are useful therapeutical agents in the treatment of cardiac disorders, hyperlipidaemias and hyperlipoproteinaemias.
    Type: Grant
    Filed: June 30, 1987
    Date of Patent: August 23, 1988
    Assignee: Sigma-Tau Industrie Farmacuetiche Riunite S.p.A.
    Inventors: Claudio Cavazza, Paolo De Witt, Maria O. Tinti
  • Patent number: 4761486
    Abstract: Cyclohexenone derivatives of the formula ##STR1## where R.sup.1, R.sup.2, A and X have the meanings given in the disclosure, a process for their manufacture, herbicidal and plant growth-regulating agents containing the novel active ingredients, and methods of combating unwanted plant growth and of regulating plant growth.
    Type: Grant
    Filed: January 14, 1987
    Date of Patent: August 2, 1988
    Assignee: BASF Aktiengesellschaft, Patentabteilung
    Inventors: Bernd Zeeh, Dieter Jahn, Michael Keil, Dieter Kolassa, Bruno Wuerzer, Norbert Meyer, Wilhelm Rademacher, Johann Jung
  • Patent number: 4737300
    Abstract: The invention relates to material containing aldosemarcaptals of the formula I ##STR1## wherein n can be an integer from 2 to 6, and wherein R.sup.1 and R.sup.2 are identical or different, and in each case are C.sub.1 -C.sub.18 -alkyl, which is unsubstituted, substituted or interrupted by --O-- or --S--, or are --(CH.sub.2).sub.r --CO--N(C.sub.1 -C.sub.17 -alkyl).sub.2, r being 1 or 2, or are phenyl, benzyl or --(CH.sub.2).sub.r --CO--O--R.sup.3, in which r can be 1 or 2 and R.sup.3 is an alkali metal or C.sub.1 -C.sub.14 -alkyl; also wherein R.sup.1 and R.sup.2 are --CH.sub.2 --CH(OH)--R.sup.4, in which R.sup.4 is hydrogen, or C.sub.1 -C.sub.16 -alkyl, unsubstituted or substituted by --OH, or --CH.sub.2 --Y--(C.sub.1 -C.sub.15 -alkyl), in which Y is --O-- or --S--; or wherein R.sup.1 and R.sup.2 together form --(CH.sub.2).sub.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: April 12, 1988
    Assignee: Ciba-Geigy Corporation
    Inventors: Hermann O. Wirth, Hans-Helmut Friedrich
  • Patent number: 4705867
    Abstract: 1,2-Dithiolane-3-pentanoic acid (D,L-thioctic acid) of the formula ##STR1## is prepared by a process comprising (a) reacting a 2-(3-alkylthiopropionyl)-cyclopentanone-1 of the formula ##STR2## where R is a C.sub.1 -C.sub.4 alkyl, phenyl or benzyl in aqueous alkaline solution at a temperature of about 20.degree. C. to about 90.degree. C. to form the corresponding carboxylic acid of formula VI ##STR3## (b) reacting the compound of formula VI with an alkyl mercaptan at a temperature between -20.degree. C. and 0.degree. C. to form the corresponding thioketal of formula VII ##STR4## (c) reacting the compound of formula VII with sodium in liquid ammonia at a temperature between -60.degree. C. and -10.degree. C.
    Type: Grant
    Filed: April 4, 1986
    Date of Patent: November 10, 1987
    Assignee: Degussa Aktiengesellschaft
    Inventors: Guenes Giray, Klaus Huthmacher, Axel Kleemann, Thomas Lied
  • Patent number: 4668799
    Abstract: A 1,3-dithiol-2-ylidene derivative of the formula: ##STR1## wherein each of R and R.sup.1 which may be the same or different, is a lower alkyl group, a lower alkenyl group, a cycloalkyl group, a lower alkoxyalkyl group, or a substituted or unsubstituted aryl, aralkyl or heterocyclic group, or R and R.sup.1 together form a substituted or unsubstituted ethylene or trimethylene group.
    Type: Grant
    Filed: May 30, 1985
    Date of Patent: May 26, 1987
    Assignee: Banyu Pharmaceutical Co., Ltd.
    Inventors: Junji Yoshizawa, Yoshimi Tsuchiya, Yukio Hirayama, Kaoru Shimada, Nobuyuki Mino, Kyoko Nakamichi, Ikuo Matsumoto
  • Patent number: 4666502
    Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.
    Type: Grant
    Filed: February 3, 1983
    Date of Patent: May 19, 1987
    Assignee: Sandoz Ltd.
    Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
  • Patent number: 4661636
    Abstract: Compounds of the formula I ##STR1## where R.sup.1 is hydrogen, lower alkyl, lower alkoxy, amino or dialkylamino; R.sup.2 and R.sup.3 are O-alkyl, N-dialkyl or S-alkyl, or R.sup.2 and R.sup.3 together represent --X--(CH.sub.2).sub.m --X, a carbonyl group or an imino group NR, and m is 2-6; where R.sup.4 is lower alkyl, cycloalkyl, alkenyl or dialkylamino, and where R.sup.5 is lower alkyl or cycloalkyl, and where n is 1 or 2, have excellent cytoprotective effects.They are prepared by reacting compounds II ##STR2## with formaldehyde or a reagent producing formaldehyde.
    Type: Grant
    Filed: September 7, 1984
    Date of Patent: April 28, 1987
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Heinrich C. Englert, Hans-Jochen Lang, Dieter Mania, Martin Bickel
  • Patent number: 4654073
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where A is tetrahydropyran-4-yl, 3-methyltetrahydropyran-4-yl, 1,4-dioxanyl, 5,5-dimethyl-1,3-dioxan-2-yl, 2,5-dimethyl-1,4-dioxan-3-yl, 2,6-dimethyl-1,4-dioxan-3-yl, 2-methyl-1,3-dithiolan-2-yl, 2,6-dimethyltetrahydrothiopyran-3-yl, 2-methyl-1,3-dithian-2-yl or unsubstituted or substituted 1,3-dioxepan-5-yl, R.sup.1 is hydrogen or methoxycarbonyl, R.sup.2 is alkyl and R.sup.3 is alkyl, alkenyl, haloalkenyl or propargyl, are used for controlling undesirable plant growth of grass species, especially in broadleaved crops and monocotyledon crops which do not belong to the grass family.
    Type: Grant
    Filed: October 31, 1984
    Date of Patent: March 31, 1987
    Assignee: Basf Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Michael Keil, Winfried Richarz, Hardo Siegel, Wolfgang Spiegler, Bruno Wuerzer
  • Patent number: 4617151
    Abstract: 2- or 2,3-substituted 5,6,11,12-tetraseleneotetracene or -tetrathiotetracene of the formula ##STR1## in which X is S or Se, R is alkoxy, hydroxyalkoxy, aryloxy, cycloalkoxy, aralkoxy, --OH, --NH.sub.2, --Cl, --Br or substituted amino and Y is hydrogen or --COR. The compounds can be bonded as side groups to polymers. The polymers and the compounds combine with electron acceptors to form charge transfer complexes which can be used as electrically conductive layers.
    Type: Grant
    Filed: March 15, 1985
    Date of Patent: October 14, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Carl W. Mayer, Vratislav Kvita, Josef Pfeifer
  • Patent number: 4612036
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where A is an unsubstituted or substituted, saturated or unsaturated 4-membered to 7-membered ring which contains 1 or 2 sulfinyl or sulfonyl groups, R.sup.1 is hydrogen, methoxycarbonyl, ethoxycarbonyl, methyl or cyano, R.sup.2 is alkyl and R.sup.3 is alkyl, alkenyl, haloalkenyl or propargyl, and salts of these compounds are used for controlling undesirable plant growth.
    Type: Grant
    Filed: July 2, 1985
    Date of Patent: September 16, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Michael Keil, Bruno Wuerzer
  • Patent number: 4603208
    Abstract: Novel polyprenyl compounds have the general formula: ##STR1## represents a cis-isoprene unit, n is an integer of 11-19, Z.sup.1 is --CH.sub.2 OH or a functional precursor thereof, and either one of R.sup.1 and R.sup.2 is a hydrogen atom and the other is --S(O).sub.m R.sup.3 in which m is an integer of 0 (zero), 1 or 2 and R.sup.3 is a phenyl, naphthyl, pyridyl or thiazolinyl group or such group substituted with at least one lower alkyl and/or halogen substituent. The topic novel polyprenyl compounds can be synthesized from derivatives of the polyprenol which is obtainable from leaves of Ginkgo biloba or Cedrus deodara, among others, by extraction, if necessary followed by hydrolytic treatment. The novel polyprenyl compounds can be converted to mammalian dolichols or precursors thereof by reductive elimination of the --S(O).sub.m R.sup.3 group.
    Type: Grant
    Filed: February 10, 1983
    Date of Patent: July 29, 1986
    Assignee: Kuraray Co., Ltd.
    Inventors: Takashi Onishi, Shigeaki Suzuki, Fumio Mori, Tetsuo Takigawa, Yoshiji Fujita, Masao Mizuno, Takashi Nishida
  • Patent number: 4600784
    Abstract: A process is disclosed for one-step preparation of substituted tetrathiafulvalenes by reaction of carbon disulfide with acetylenic compounds under pressures of at least about 1,000 atmospheres. Substituted tetrathiafulvalenes made by this process are particularly useful as precursors to very pure tetrathiafulvalene, a compound which can complex with tetracyano-p-quinodimethane to form a charge-transfer salt having very high electrical conductivity.
    Type: Grant
    Filed: December 27, 1985
    Date of Patent: July 15, 1986
    Assignee: Koppers Company, Inc.
    Inventors: Yoshiyuki Okamoto, Joseph E. Rice
  • Patent number: 4595769
    Abstract: Carbamate-sulfenyl-carbamoyl fluoride compounds are valuable insecticidal compositions and are also useful intermediates in the production of bis-carbamate compounds.
    Type: Grant
    Filed: April 20, 1984
    Date of Patent: June 17, 1986
    Assignee: Union Carbide Corporation
    Inventor: Themistocles D. J. D'Silva