Nitrogen Attached Indirectly To The Hetero Ring By Nonionic Bonding Patents (Class 549/74)
  • Patent number: 5200423
    Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## wherein Q is oxygen, sulfur or nitrogen atom, and ##STR3## wherein Q is as above; Y is selected from the group consisting of ##STR4## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 is hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The main derivatives (I) are useful as fungicides.
    Type: Grant
    Filed: June 25, 1991
    Date of Patent: April 6, 1993
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
  • Patent number: 5196454
    Abstract: The invention relates to novel 2,5-diaminotetralines of the formula: ##STR1## wherein R1, R2, R3 and R4 are defined herein, processes for preparing them and their use in pharmaceutical compositions. The novel 2,5-diaminotetralines are useful in treating diseases caused by disorders of the dopaminergic systems.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: March 23, 1993
    Assignee: Boehringer Ingelheim KG
    Inventors: Matthias Grauert, Herbert Merz, Joachim Mierau, Gunter Schingnitz, Claus Schneider
  • Patent number: 5191090
    Abstract: An improved process for the synthesis of 2-(2'-thienyl)ethylamine from suitably functionalized derivatives of 2-(2'-thienyl)ethanol employing ammonia gas in the presence of a metal salt or liquid ammonia and alkyl ketone as a solvent. The 2-(2'-thienyl)ethylamine produced by this process is advantageously converted to ticlopidine.
    Type: Grant
    Filed: July 31, 1991
    Date of Patent: March 2, 1993
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Bradley S. DeHoff
  • Patent number: 5182348
    Abstract: Compounds of the formula (1) ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 have the meanings given in the description, and the other radicals have the following meanings:X, Y and Z denote identical or different divalent radicals --O--, --S--, --N(R.sup.9)-- or --C(R.sup.10).dbd.C(R.sup.11)--, with the proviso that at least one of the radicals, X, Y and Z is not a radical of the formula --C(R.sup.10).dbd.C(R.sup.11)--, and whereinR.sup.9 is a hydrogen atom, a branched or unbranched C.sub.1 - to C.sub.8 -alkyl radical or an optionally substituted phenyl radical, andR.sup.10 and R.sup.11 are, in each case, identical or different radicals which have one of the meanings of R.sup.1,R.sup.7 and R.sup.8 denote identical or different radicals, that is to say hydrogen atoms or C.sub.1 - to C.sub.6 -alkyl or phenyl radicals, andn, m and o denote identical or different integers with a value of from 1 to 10.
    Type: Grant
    Filed: August 19, 1991
    Date of Patent: January 26, 1993
    Assignee: Wacker-Chemie GmbH
    Inventors: Hermann Braeunling, Richard Becker, Georg Bloechl
  • Patent number: 5169973
    Abstract: Alpha-aminonitriles can be synthesized by the reaction, at ambient temperature without use of catalyst, of essentially stoichiometric amounts of amine, aldehyde (either monoaldehyde or dialdehyde) and trimethylsilyl cyanide.
    Type: Grant
    Filed: April 15, 1991
    Date of Patent: December 8, 1992
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: Harry W. Gibson, Jean-Pierre LeBlanc
  • Patent number: 5155232
    Abstract: An organic material for non-linear optics comprising:an electron donor group constituted by a heteroaromatic cycle;an electron attractor group selected from NO.sub.2 and CN; andan electron effect transmitter group selected from an aromatic system of the phenyl ring type, or a chain having n atoms of carbon including a double or a triple bond (n<4).
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: October 13, 1992
    Assignee: Alcatel N.V.
    Inventors: Jean-Francois Fauvarque, Victorien Ratovelomanana, Anny Jutand, Christian Amatore
  • Patent number: 5134123
    Abstract: The compounds of the formula ##STR1## wherein A, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are as set forth above, are described.The compounds of formula I have an inhibitory activity on the natural enzyme renin and can accordingly be used in the form of pharmaceutical preparations for the control or prevention of high blood pressure and cardiac insufficiency.
    Type: Grant
    Filed: March 3, 1989
    Date of Patent: July 28, 1992
    Assignee: Hoffman-La Roche Inc.
    Inventors: Quirico Branca, Werner Neidhart, Henri Ramuz, Heinz Stadler, Wolfgang Wostl
  • Patent number: 5118683
    Abstract: Compounds of the formula I ##STR1## wherein R.sup.5 represents C.sub.1 to C.sub.6 -alkyl or the group --(CH.sub.2).sub.n --Z--(CH.sub.2).sub.m --Ar;Z represents O, S or --CH.sub.2 --;n represents an integer of 1 to 8;m represents zero or an integer of 1 to 8;one of R.sup.1 and R.sup.2 represents the group ##STR2## and the other represents hydrogen or R.sup.7 CO--; R.sup.7 is C.sub.1 to C.sub.10 alkyl, C.sub.3 to C.sub.8 cycloalkyl, aryl, heteroaryl, --N(R.sup.9 R.sup.10), or R.sup.11 O--; R.sup.3, R.sup.4, R.sup.9, and R.sup.10 are each independently selected from hydrogen, C.sub.1 to C.sub.6 alkyl and Ar.sup.1 ; R.sup.6 and R.sup.11 are each independently C.sub.1 -C.sub.8 alkyl; Ar and Ar.sup.1 are each independently selected from the group consisting of phenyl or phenyl substituted by one or two substituents selected from the group consisting of R.sup.12, R.sup.13 O--; R.sup.14 S(O).sub.x --, R.sup.15 CO--, (R.sup.16 R.sup.17)NCO--, F, Cl, Br, I, NO.sub.2, CF.sub.3, CN, or phenyl; R.sup.12, R.sup.13, R.sup.
    Type: Grant
    Filed: June 13, 1990
    Date of Patent: June 2, 1992
    Assignee: Schering Corporation
    Inventors: David J. Blythin, Ho-Jane Shue
  • Patent number: 5110831
    Abstract: The present invention relates to vinylogous hydroxamic acids, processes for their manufacture, pharmaceutical preparations containing them, and their use in the treatment of various disorders.
    Type: Grant
    Filed: November 30, 1990
    Date of Patent: May 5, 1992
    Assignee: Du Pont Merck Pharmaceutical Company
    Inventors: Ronald L. Magolda, Stephen W. Wright
  • Patent number: 5103019
    Abstract: A novel process for obtaining an .alpha.-amino-nitrile of the formula ##STR1## by reacting a nitrile with a metallic reducing agent to form a metallic imine of the formula ##STR2## and reacting the latter with a cyaniding agent to obtain the corresponding .alpha.-amino-nitrile.
    Type: Grant
    Filed: May 2, 1990
    Date of Patent: April 7, 1992
    Assignee: Albert Rolland S.A.
    Inventors: Gerard Moinet, Thierry Imbert
  • Patent number: 5089639
    Abstract: N-Cycloalkylalkylamines of formula I: ##STR1## in which: R1 is phenyl which is optionally mono-, di- or trisubstituted by halogens or lower alkyl, haloalkyl or lower alkoxy radicals, or is an aromatic heterocyclic radical having 5 to 7 chain members, in which the hetero atom is nitrogen, oxygen or sulphur,R2 is lower alkyl,R3 is hydrogen or lower alkyl,m has the value of 1 or 2,R4 is cycloalkyl --CH(CH2)n, in which a carbon atom may carry a radical Rx, which is lower alkyl or phenyl; and in which n has the values from 2 to 5,R5 is phenyl, which can be mono-, di- or trisubstituted by halogens or by lower alkoxy radicals, andQ represents an ethylene-1,2-diyl group --CH.dbd.
    Type: Grant
    Filed: January 24, 1991
    Date of Patent: February 18, 1992
    Assignee: Jouveinal S.A.
    Inventors: Gilbert G. Aubard, Alain P. Calvet, Jean-Pierre Defaux, Claude J. Gouret, Agnes M. Grouhel, Henry L. Jacobelli, Jean-Louis Junien, Xavier B. Pascaud, Francois F. Roman, James P. Hudspeth, Yuan Lin
  • Patent number: 5086074
    Abstract: Compounds of the formula ##STR1## and pharmaceutically acceptable salt thereof, wherein R.sup.2 is selected from hydroxy and lower alkoxy, R.sup.5 is lower alkyl, and R.sup.11 and R.sup.12 are independently selected from hydrogen, halo, hydroxy, methoxy, and lower alkyl, are selective .alpha..sub.2 adrenergic receptor antagonists useful in the treatment of glaucoma.
    Type: Grant
    Filed: March 26, 1990
    Date of Patent: February 4, 1992
    Assignee: Abbott Laboratories
    Inventors: John F. DeBernardis, Robert E. Zelle, Fatima Z. Basha
  • Patent number: 5072046
    Abstract: This invention relates to a process for producing bis-[aminophenyl ketones] and the resulting compositions which are suitable for the preparation of engineering polymers, e.g., polyimides, polyurethanes and a host of other resinous materials. The bis-[aminophenyl ketones] are formed by reacting 2 moles of a nitrophenyl acid halide with an aromatic bridging composition having at least two hydrogen atoms of sufficient reactivity to undergo acylation reactions whereby nitrophenyl ketone groups are attached to the aromatic bridging group. The resulting bis-[nitrophenyl ketones] then are converted to the amine by hydrogenation or by double nucleophilic displacement with an aminophenol.The invention also relates to polyimides and polyamides prepared from such bis-[aminophenyl ketones].
    Type: Grant
    Filed: October 2, 1989
    Date of Patent: December 10, 1991
    Assignee: Air Products and Chemicals, Inc.
    Inventors: William F. Burogyne, Jr., Mark D. Conner, Michael E. Ford, Thomas A. Johnson
  • Patent number: 5070200
    Abstract: Described herein is a process for chlorinating a primary amine by reacting the amine with an aqueous hypochlorous acid solution containing at least 5% by weight of hypochlorous acid, the process being conducted in an organic solvent.
    Type: Grant
    Filed: April 2, 1990
    Date of Patent: December 3, 1991
    Assignee: Olin Corporation
    Inventor: Robert J. Raynor
  • Patent number: 5068360
    Abstract: An improved process for the synthesis of 2-(2'-thienyl)ethylamine from suitably functionalized derivatives of 2-(2'-thienyl)ethanol employing ammonia gas in the presence of a metal salt or liquid ammonia and alkyl ketone as a solvent. The 2-(2'-thienyl)ethylamine produced by this process is advantageously converted to ticlopidine.
    Type: Grant
    Filed: January 25, 1990
    Date of Patent: November 26, 1991
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Bradley S. DeHoff
  • Patent number: 5061704
    Abstract: 1. New thiophene compounds of the formula: ##STR1## in which: X represents hydrogen, halogen, C.sub.1 -C.sub.5 alkyl or alkoxy or dialkylamino;n represents 1 or 2;a represents an integer of from 2 to 6;b represents 2 or 3;c represents 1 or 2, and is such that b+c=4;R.sub.1 and R.sub.2 represent hydrogen or (C.sub.1 -C.sub.5)alkyl, or together with the carbon atom to which they are bonded form a hydrocarbon ring containing from 3 to 6 carbon atoms; andR and R' represent hydrogen or (C.sub.1 -C.sub.5)alkyl, or together with the nitrogen atom to which they are bonded form a pentagonal or hexagonal heterocycle optionally containing an oxygen atom or a second nitrogen atom which may itself be substituted; and their physiologically tolerable salts.The products of the invention can be used therapeutically especially in the treatment of pathologies that are characterized by a loss of bone tissue.2.
    Type: Grant
    Filed: November 23, 1990
    Date of Patent: October 29, 1991
    Assignee: Adir et Compagnie
    Inventors: Michel Wierzbicki, Frederic Sauveur, Jacqueline Bonnet, Martine Brisset, Charles Tordjman
  • Patent number: 5055471
    Abstract: This invention relates to derivatives of propanoic acid of the formula ##STR1## Useful as fungicides, insecticides and miticides, to processes for preparing them, to compositions containing them, and to methods of using them to combat fungi, especially fungal infections of plants, and to kill or control insects and mites.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: October 8, 1991
    Assignee: Imperial Chemical Industries PLC
    Inventors: Paul J. de Fraine, Anne Martin
  • Patent number: 5053430
    Abstract: Novel compounds having the general formula ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as defined herein. These compounds are useful in the treatment of schizophrenia.
    Type: Grant
    Filed: September 22, 1989
    Date of Patent: October 1, 1991
    Assignee: Boehringer Ingelheim KG
    Inventors: Matthias Grauert, Herbert Merz, Joachim Mierau, Gunter Schingnitz, Claus Schneider
  • Patent number: 5047570
    Abstract: 3-Amino-2-cyanoacrylonitrile derivatives of the formula ##STR1## where R is substituted C.sub.1 -C.sub.10 -alkyl, substituted or unsubstituted styryl, substituted or unsubstituted phenyl or aromatic heterocyclyl, are prepared by treating a nitrile in an inert organic diluent at from 0.degree. to +30.degree. C. with a substituted or unsubstituted C.sub.1 -C.sub.6 -alkanol in the presence of a hydrogen halide and reacting the resulting iminoester hydrohalide directly or after isolation with malodinitrile in an inert organic diluent at from 20.degree. to 100.degree. C. in the presence of a base.
    Type: Grant
    Filed: February 10, 1989
    Date of Patent: September 10, 1991
    Assignee: BASF Aktiengesellschaft
    Inventor: Ernst Schefczik
  • Patent number: 5030647
    Abstract: Novel thienylbenzylamine compounds of the formula ##STR1## wherein A and R.sub.1 -R.sub.5 are defined herein. These compounds are useful for the treatment of inflammation.
    Type: Grant
    Filed: February 9, 1990
    Date of Patent: July 9, 1991
    Assignee: Boehringer Ingelheim Pharmaceuticals, Inc.
    Inventors: Clara K. Miao, Karl G. Grozinger, Robert Rothlein, Ronald Faanes, Genus Possanza, John P. Devlin
  • Patent number: 5023343
    Abstract: There are here provided a novel tetraphenylthiophene derivative represented by the general formula ##STR1## wherein AM is a tertiary amino group, each of l, m and n is the integer 0 or 1 and l.gtoreq.m.gtoreq.n are useful as the charge-transporting material in an electrophotographic photoreceptor having an electrically conductive base and a photosensitive layer thereon containing a charge-transporting material and a charge-generating material, which preferably is an azo compound.
    Type: Grant
    Filed: July 16, 1990
    Date of Patent: June 11, 1991
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Eishi Tanaka, Tsutomu Nishizawa, Yasuyuki Yamada, Hisato Itoh, Akihiro Yamaguchi, Masakatsu Nakatsuka
  • Patent number: 5021413
    Abstract: Analgesic compounds are of the general formula (I): ##STR1## in which, R.sup.1 and R.sup.2 each represents hydrogen or C.sub.1 -C.sub.6 alkyl, or R.sup.1 and R.sup.2 together with the nitrogen atom to which they are attached form a heterocycle; E represents methylene, sulfur, oxygen or imino group optionally substituted with C.sub.1 -C.sub.6 alkyl or aralkyl; ring A is aryl or heteroaryl ring, optionally substituted; R.sup.3 is hydrogen or C.sub.1 -C.sub.6 alkyl and R.sup.4 is hydrogen or R.sup.3 and R.sup.4 together represent a group of formula (IV):--(CR.sup.a R.sup.a).sub.m --C(.dbd.Y)-- (IV)(wherein R.sup.a and R.sup.a is C.sub.1 -C.sub.6 alkyl or hydrogen, up to a maximum of 3 alkyl groups, m is 1, 2, or 3, and Y is two hydrogens or oxygen); provided that when E represents a methylene group, then R.sup.3 is a C.sub.1 -C.sub.6 alkyl group or R.sup.3 and R.sup.4 together represent a group of the formula (IV).
    Type: Grant
    Filed: August 22, 1989
    Date of Patent: June 4, 1991
    Assignee: Sankyo Company Limited
    Inventors: Atsusuke Terada, Yoshio Iizuka, Kazuyuki Wachi, Kenji Fujibayashi
  • Patent number: 5021458
    Abstract: Amine derivatives having the general formula (I): ##STR1## wherein X is selected from the group consisting of ##STR2## wherein Q is oxygen, sulfur or nitrogen atom, and ##STR3## wherein Q is as above; Y is selected from the group consisting of ##STR4## R.sup.1 is hydrogen atom or an alkyl group; R.sup.2 is hydrogen atom or an alkyl group; R.sup.3 is hydrogen atom, a halogen atom or an alkyl group; R.sup.4 is hydrogen atom, an alkyl group, a cycloalkyl group, a halogenated alkyl group or a halogen atom; R.sup.5 is hydrogen atom, an alkyl group, an alkoxy group, a halogen atom, nitro group or hydroxy group; R.sup.5 is attached to an arbitrary position of X, and R.sup.3 or R.sup.4 is attached to an arbitrary position of Y.The amine derivatives (I) are useful as fungicides.
    Type: Grant
    Filed: December 7, 1988
    Date of Patent: June 4, 1991
    Assignee: Kaken Pharmaceutical Co., Ltd.
    Inventors: Tetsuya Maeda, Toshiyuki Yamamoto, Mituo Takase, Kazuya Sasaki, Tadashi Arika, Mamoru Yokoo, Rieko Hashimoto, Kouji Amemiya, Sakae Koshikawa
  • Patent number: 5017723
    Abstract: Substituted ethylamines of the formula ##STR1## wherein R.sub.1 is phenyl optionally mono-, di- or trisubstituted by halogen, lower alkyl, lower haloalkyl or lower alkoxy, or is an aromatic heterocycle having 5 to 7 chains wherein the heteroatom is nitrogen, oxygen or sulfur,R.sub.2 is lower alkyl,R.sub.3 and R.sub.4, each independently, represent hydrogen, lower alkyl or lower alkenyl,R.sub.5 is phenyl optionally mono-, di- or trisubstituted by halogen or lower alkoxy or is an aromatic heterocycle having 5 to 7 chains wherein the heteroatom is nitrogen, oxygen or sulfur andQ represents a --CH.dbd.CH-- ethylene group or a 1,2-diyl ##STR2## propane group, their acid addition salts and their optically active forms. These substituted ethylamines have psycotropic properties and are useful as medicines.
    Type: Grant
    Filed: February 26, 1990
    Date of Patent: May 21, 1991
    Assignee: Jouveinal S.A.
    Inventors: Gilbert G. Aubard, Alain P. Calvet, Claude J. Gouret, Agnes M. Grouhel, Henry L. Jacobelli, Jean-Louis Junien, Xavier B. Pascaud, Francois J. Roman, Claude D. Soulard, James P. Hudspeth, Yuan Lin
  • Patent number: 4975452
    Abstract: Novel thromboxane receptor antagonists are disclosed, having the formula ##STR1## wherein: A is aryl, optionally substituted withhalogen,lower alkoxy,carboalkoxy,lower alkyl,alkylamino, orphenyl;X is --CH.sub.2 or --NH;R.sub.1 is COOH, COO-alkali metal (such as Na, K, or Li), COO-lower alkyl, CONHSO.sub.2 R.sub.2, or 5-tetrazolyl;R.sub.2 is lower alkyl or aryl;m is 0, 1, or 2; andp is 2, 3, 4 or 5.Also disclosed are novel intermediates of formula I compounds.
    Type: Grant
    Filed: June 2, 1989
    Date of Patent: December 4, 1990
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Philip M. Sher, Steven E. Hall
  • Patent number: 4946862
    Abstract: A thiophene derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are a lower alkyl group, Ring A is a substituted or unsubstituted phenyl group and p is an integer of 1 to 3, or a salt thereof and processes for preparing the same are disclosed. The thiophene derivative (I) is useful as the regulator of gastrointestinal tract motility.
    Type: Grant
    Filed: July 6, 1988
    Date of Patent: August 7, 1990
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Kimiaki Hayashi, Yasuhiko Ozaki, Kenji Yamada, Hideyuki Takenaga, Ichizo Inoue
  • Patent number: 4924008
    Abstract: The use of the compounds: ##STR1## where R is hydrogen, alkyl, alkoxy, hydroxy, alkanoyloxy, phenylalkoxy, halo or trifluoromethyl; R.sup.1 is alkyl, alkenyl or phenylalkyl; R.sup.2 is hydrogen, alkyl, phenylalkyl, alkenyl, alkynyl, thienylalkyl or furylalkyl; n is one of the integers 2, 3, 4, 5 or 6; or a pharmaceutically acceptable salt thereof, as NMDA antagonists in the treatment of convulsions and neurodegenerative disease states. The compounds in which R.sup.2 are heterocyclylalkylamines are novel and useful NMDA antagonists.
    Type: Grant
    Filed: May 4, 1989
    Date of Patent: May 8, 1990
    Assignee: American Home Products Corporation
    Inventors: Magid A. Abou-Gharbia, Ronald R. Notvest
  • Patent number: 4906756
    Abstract: An improved process for the reduction of 2-(2-nitrovinyl)thiophene to form 2-(2-thienyl)ethylamine employs a boron-containing reducing agent, preferably diborane. The 2-(2-thienyl)ethylamine produced by this process is advantageously converted to ticlopidine.
    Type: Grant
    Filed: May 10, 1988
    Date of Patent: March 6, 1990
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Eric Lodewijk, Hiralal N. Khatri
  • Patent number: 4902709
    Abstract: Novel antihypercholesterolemic compounds of structure (I) or (II), ##STR1## pharmaceutically acceptable salts, thereof and a novel process for preparing compounds of structure I, are disclosed.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: February 20, 1990
    Assignee: Merck & Co., Inc.
    Inventor: Gerald E. Stokker
  • Patent number: 4900539
    Abstract: Radiopharmaceuticals useful in brain imaging comprising radiohalogenated thienylethylamine derivatives. The compounds are 5-halo-thiophene-2-isopropyl amines able to cross the blood-brain barrier and be retained for a sufficient length of time to allow the evaluation or regional blood flow by radioimaging of the brain.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: February 13, 1990
    Assignee: The United States of America as represented by the United States Department of Energy
    Inventors: Mark M. Goodman, Furn F. Knapp, Jr.
  • Patent number: 4894389
    Abstract: The invention relates to novel aminoalkyl substituted heterocyclic sulfur compounds which are useful as antihypertensive agents.
    Type: Grant
    Filed: October 2, 1987
    Date of Patent: January 16, 1990
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Thomas M. Bargar, Robert J. Borersma, Lawrence C. Creemer
  • Patent number: 4889865
    Abstract: Mono, di and tri-esters of 1,8-dihydroxy-10-phenyl-9-anthrone or -9-anthranol have the formula ##STR1## wherein p is 0 or 1,(a) when p=0, t=1 and R.sub.2 represents hydrogen or --COR.sub.3,(b) when p=1, t=0 and R.sub.1 and R.sub.2 each independently represent hydrogen or --COR.sub.3,R.sub.3 represents linear or branched alkyl having 1-17 carbon atoms, cycloalkyl, phenyl or phenyl substituted by lower alkyl, lower alkoxy, halogen, a nitro function, --CF.sub.3 or a hydroxyl function, and mixtures of said esters. These esters are prepared by reacting 1,8-dihydroxy-10-phenyl-9-anthrone with an activated form of an acid. The esters are useful in human or veterinary medicine and in cosmetic compositions.
    Type: Grant
    Filed: February 21, 1989
    Date of Patent: December 26, 1989
    Assignee: Centre International de Recherches Dermatologiques C.I.R.D.
    Inventors: Braham Shroot, Gerard Lang, Jean Maignan, Serge Restle, Christopher Hensby, Michel Colin
  • Patent number: 4886885
    Abstract: A pharmaceutical compound of the formula: ##STR1## in which R.sup.1 is C.sub.7-20 alkyl, C.sub.7-20 alkenyl or C.sub.7-20 alkynyl, the alkyl, alkenyl or alkynyl group being optionally substituted by phenyl or substituted phenyl and the alkenyl and alkynyl groups containing 1 to 3 unsaturated bonds, R.sup.2 is (i) optionally substituted phenyl, (ii) C.sub.1-10 alkyl optionally substituted by one or more substituents selected from optionally protected hydroxyl, optionally protected carboxyl, nitrile, optionally protected tetrazolyl, --COR.sup.4 where R.sup.4 is C.sub.1-14 alkyl, C.sub.1-4 alkoxy, an optionally protected amino acid residue or --NR.sub.2.sup.5 where each R.sup.5 is hydrogen or C.sub.1-4 alkyl, and --NHR.sup.6 where R.sup.6 is hydrogen, a protecting group, an optionally protected amino acid residue, C.sub.1-4 alkyl or --COR.sup.7 where R.sup.7 is C.sub.1-4 alkyl or C.sub.1-4 alkoxy, or (iii) C.sub.1-10 alkyl substituted with a group selected from ##STR2## where each R.sup.8 is hydrogen or C.sub.
    Type: Grant
    Filed: October 26, 1988
    Date of Patent: December 12, 1989
    Assignee: Lilly Industries Limited
    Inventors: Stephen R. Baker, Alec Todd
  • Patent number: 4883884
    Abstract: Described is the tetrahydro-5-isopropyl-2-methyl-thiophene acetonitrile of our invention having the structure: ##STR1## and organoleptic uses thereof in augmenting or enhancing the aroma or taste of perfume compositions, colognes, perfumed articles, foodstuffs and chewing gums.
    Type: Grant
    Filed: November 18, 1988
    Date of Patent: November 28, 1989
    Assignee: International Flavors & Fragrances Inc.
    Inventors: Richard M. Boden, Joseph A. McGhie
  • Patent number: 4876362
    Abstract: The invention has as its subject a process for the preparation of thienylethylamines of the formulaR--NR--R'where R represents the group ##STR1## and R' represents hydrogen or a group identical to R, by catalytic hydrogenation of a compound of the formula ##STR2## synthesis intermediates.
    Type: Grant
    Filed: December 11, 1987
    Date of Patent: October 24, 1989
    Assignee: Sanofi
    Inventors: Joel Radisson, Emile Braye
  • Patent number: 4876351
    Abstract: A process for the separation of a mixture of syn and anti oxime isomers one from the other which comprises adsorbing said mixed oxime isomers onto a non-functional macroreticular adsorption resin, and eluting said resin to yield at least one eluate fraction containing one of said isomers while being substantially free of the other of said isomers.The application of this process to the separation of syn and anti isomers of cephalosporin compounds possessing an oxime grouping in a side-chain in the 7.beta.-position, and of acids corresponding to this 7.beta.-side chain, is described.
    Type: Grant
    Filed: October 30, 1987
    Date of Patent: October 24, 1989
    Assignee: Glaxo Group Limited
    Inventors: Colin Robinson, David T. Eastlick, Audrey J. Bownass
  • 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: 4874876
    Abstract: The present invention provides a process for the preparation of 2-(2-thienyl)-ethylamine and derivatives thereof having the general formula: ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen or taken together form a phenyl ring.
    Type: Grant
    Filed: November 2, 1988
    Date of Patent: October 17, 1989
    Assignee: Occidental Chemical Corporation
    Inventors: Neil J. O'Reilly, Henry C. Lin
  • Patent number: 4873344
    Abstract: The present invention relates to novel indene derivatives with the general formula I: ##STR1## wherein R.sup.1 is (a) a phenyl group optionally substituted with one or two groups selected from halogen, lower alkyl, lower alkoxy, lower alkylthio, lower alkylsulfonyl, dilower alkylamino, acylamino such as acetylamino, cyano, trifluoromethyl, trifluoromethoxy, pyrrole and dilower alkylpyrrole,(b) a polycyclic aromatic or heteroaromatic group, such as naphthalene or quinoline,(c) a heteroaromatic group such as thiophene, pyridine, and pyrrole, optionally substituted with one or more groups selected from halogen, lower alkyl, lower alkoxy, lower alkylthio, trifluoromethyl or trifluoromethoxy,R.sub.2 is selected from H, halogen, lower alkyl, benzyl, lower alkylthio, methoxy, lower alkylsulfonyl, dilower alkylsulfamoyl, acylamino such as acetylamino, benzylamino, dilower alkylamino, cyano, pyrrole, dilower alkylpyrrole, trifluoromethyl and trifluoromethoxy,R.sup.3 is CN, COOR.sup.4, --CON(R.sup.4).sub.2 or COR.sup.
    Type: Grant
    Filed: November 24, 1987
    Date of Patent: October 10, 1989
    Assignee: H. Lundbeck A/S
    Inventors: Klaus P. Bogeso, Michael B. Sommer
  • Patent number: 4873343
    Abstract: In the process according to the invention 2-thiophene acetonitrile is reacted with 2-chlorobenzylamine and hydrogen in the presence of a hydrogenation catalyst.The product obtained is a chemical intermediate useful in the pharmaceutical industry.
    Type: Grant
    Filed: November 23, 1988
    Date of Patent: October 10, 1989
    Assignee: Sanofi
    Inventor: Joel Radisson
  • Patent number: 4871761
    Abstract: Novel pesticides of the formula ##STR1## in which R.sup.1 represents in each case optionally substituted cycloalkyl, cycloalkenyl, tetrahydronaphthyl, decahydronaphthyl, phenyl, naphthyl or thienyl,R.sup.2 represents alkyl,R.sup.3 represents hydrogen alkyl, alkenyl, alkinyl, hydroxyalkyl, alkoxyalkyl, dialkoxyalkyl, hydroxyalkoxyalkyl, cyano or formyl, or in each case optionally substituted cycloaklyl, cycloalkenyl, cycloalkylalkyl, cycloalkenylalkyl, aralkyl, aryl, furanylmethyl or tetrahydrofuranylmethyl,R.sup.4 represents hydrogen or alkyl, andHet represents an optionally substituted heterocyclic ring of the formula ##STR2## and acid-addition salts thereof.
    Type: Grant
    Filed: March 18, 1988
    Date of Patent: October 3, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Detlef Wollweber, Stefan Dutzmann
  • Patent number: 4847288
    Abstract: The present invention relates to compounds which are allenyl amines, more specifically, .beta.-ethenylidene-(substituted)ethanamines, possessing antihypertensive activity. They are prepared by a noval reaction of a protected N,N-bis(trimethylsilyl)-4-methoxy-2-butynylamine compound with a metallo-organic compound, with subsequent removal of the silyl protecting groups to provide the desired compound.
    Type: Grant
    Filed: February 8, 1988
    Date of Patent: July 11, 1989
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: James R. McCarthy, Thomas M. Bargar, Charlotte L. Barney, Donald P. Matthews, Robert J. Broersma
  • Patent number: 4826829
    Abstract: Thiophene derivatives of the following formula are effective as acaricdies: ##STR1## wherein A is selected from -phenylthienyl and -phenyl optionally carrying one or more substitutents selected from -lower alkyl, -lower alkoxy, -phenoxy, -hydroxy, -halogen, -lower haloalkyl, -phenylcarbonyl, -lower alkyl carbonyloxy, -lower alkyl sulfonyl, -lower alkyl sulfonyloxy, -amino, -lowr alkyl carboxamido, and -lower haloalkyl carboxamido;R.sub.4 is selected from -hydrogen and -lower alkyl; andR.sub.5 is selected from -thienyl optionally carrying one or more substituents selected from -lower alkyl, -phenylethynyl, -lower alkylthio, -lower haloalkyl carbonyl, and lower alkyl sulfoxy; or -phenyl optionally carrying one or more substituents selected from -lower alkyl and -lower alkoxy.
    Type: Grant
    Filed: March 9, 1988
    Date of Patent: May 2, 1989
    Assignee: FMC Corporation
    Inventors: Susan E. Eurkart, Richard B. Phillips, David M. Roush
  • Patent number: 4810716
    Abstract: The present invention is novel diarylalkanoids having activity as lipoxygenase inhibitors, novel pharmaceutical compositions therefor, and novel methods of use in treating asthma, allergies, cardiovascular diseases, migraines, psoriasis and immunoinflammatory diseases for diarylalkanoids. The compounds of this invention are also useful as cytoprotective agents.
    Type: Grant
    Filed: March 3, 1987
    Date of Patent: March 7, 1989
    Assignee: Warner-Lambert Company
    Inventors: David T. Connor, Daniel L. Flynn
  • Patent number: 4797456
    Abstract: Water-soluble sulfonium salts are converted, without the elimination of odorous volatile by-products, to water-insoluble products useful as binders in coating formulations by heating a water-soluble cyclic sulfonium salt in which the sulfonium sulfur is bonded only to aliphatic carbons.
    Type: Grant
    Filed: December 9, 1982
    Date of Patent: January 10, 1989
    Assignee: The Dow Chemical Company
    Inventors: Ritchie A. Wessling, Donald L. Schmidt, Kiyoshi I. Aikawa
  • Patent number: 4788301
    Abstract: This invention relates to novel .beta.-methylenethiophenethanamines which are mechanism-based inhibitors of dopamine beta-hydroxylase useful as antihypertensive agents.
    Type: Grant
    Filed: June 15, 1987
    Date of Patent: November 29, 1988
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Thomas M. Bargar, Robert Broersma, Jr., James R. McCarthy
  • Patent number: 4777294
    Abstract: A compound of the formula: ##STR1## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms optionally substituted by hydroxyl, phenoxy, thienyl, furyl, pyridyl, cyclohexyl or an optionally substituted phenyl group, or a cyclic hydrocarbon group having 3 to 7 carbon atoms optionally substituted by hydroxyl, B is hydrogen or hydroxyl, and their production and use.These compounds exhibit excellent inhibitory activity against .alpha.-glucoside hydrolase, thus are useful for hyperglycemic symptoms and various disorders caused by hyperglycemia.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: October 11, 1988
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Satoshi Horii, Yukihiko Kameda, Hiroshi Fukase
  • 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: 4749712
    Abstract: 5-Alkyl-2,3-diarylthiophenes, such as 5-(1,1-dimethylethyl)-2,3-bis(4-methoxyphenyl)thiophene, 5-(1-methylpropyl)-2,3-bis(4-methoxyphenyl)thiophene and 5-cyclohexyl-2,3-bis(4-methoxyphenyl)thiophene, are useful in the treatment of inflammation and/or pain.
    Type: Grant
    Filed: December 5, 1984
    Date of Patent: June 7, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Stephen B. Haber
  • Patent number: 4743618
    Abstract: Novel compounds useful as dopamine receptor agonists for the treatment of various diseases of the central nervous system such as Parkinson's disease and related disorders having the structural formula ##STR1## where R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of H, and OA; A is selected from the group consisting of hydrocarbyl radicals; ##STR2## where X is S or O: and pharmaceutically acceptable salts thereof. Also disclosed is a method for inducing a dopaminergic response in a patient by adminstering a pharmacologically-effective amount of one of the foregoing compounds.
    Type: Grant
    Filed: July 28, 1986
    Date of Patent: May 10, 1988
    Assignee: Nelson Research & Development Co.
    Inventor: Alan S. Horn