Having -c(=x)-, Wherein X Is Chalcogen, Attached Indirectly To Ring Carbon Of The Five-membered Hetero Ring By An Acyclic Carbon Or Acyclic Carbon Chain (e.g., Indole-3-acetic Acid, Etc.) Patents (Class 548/494)
  • Patent number: 5330981
    Abstract: This application describes 3-arylalkyl esters of 4,5-dihydro-9,10-dioxo-2-anthracenecarboxylic acid and a process for making them. Also described is a method of using the compounds in the treatment of arthritis.
    Type: Grant
    Filed: December 30, 1992
    Date of Patent: July 19, 1994
    Assignee: Istituto Gentili S.p.A.
    Inventors: Sergio Rosini, Maurizio Mian
  • Patent number: 5326759
    Abstract: Novel 9-amino-7-(substituted amino)-6-demethyl-6-deoxytetracyclines having activity against a wide spectrum of organisms including organisms which are resistant to tetracyclines are disclosed. Also disclosed are intermediates and methods for making the novel compounds of the present invention.
    Type: Grant
    Filed: November 1, 1993
    Date of Patent: July 5, 1994
    Assignee: American Cyanamid Company
    Inventors: Joseph J. Hlavka, Phaik-Eng Sum, Yakov Gluzman, Ving J. Lee
  • Patent number: 5322951
    Abstract: An intermediate compound of Formula (V): ##STR1## wherein G is COQ.sub.1 and Q.sub.1 represents chloro, bromo, C.sub.1-4 alkoxy, PhO--, Cl.sub.5 C.sub.6 O--, Cl.sub.3 CO--, succinimidyloxy or imidazolyloxy; the remainder of the terms R.sub.1, R.sub.2, R.sub.3, R.sub.4, X and Y are defined in the specification. The intermediates of Formula V are useful for preparing 1-(2,3-dihydro-1-carboxamide final products wherein said final products possess 5-HT M-receptor antagonist activity.
    Type: Grant
    Filed: November 13, 1992
    Date of Patent: June 21, 1994
    Assignee: Beecham Group, p.l.c.
    Inventors: Francis D. King, Karen A. Joiner
  • Patent number: 5312928
    Abstract: A substantially pure compound of the formula: ##STR1## wherein each of R.sub.1 and R.sub.2, independently, is H, CH.sub.3, CF.sub.3, F, Cl, Br, I, OH, OCH.sub.3, OCF.sub.3, SH, SCH.sub.3, NH.sub.2, N.sub.3, NO.sub.2, CN, COOH, CONH.sub.2, CH.sub.2 CONH.sub.2, or SO.sub.2 NH.sub.2 ;R.sub.3 is H, CH.sub.3, COOH, CONH.sub.2, or COOR where R is C.sub.1-4 alkyl;each R.sub.4, independently, is H or C.sub.1-6 alkyl;X is CH.sub.2, CH.sub.2 CH.sub.2, CH.dbd.CH, or CH.sub.2 CH.sub.2 CH.sub.2 ; ##STR2## each Z, independently, is H, CH.sub.3, or Q where Q is a hydrophobic acyl, benzoyl, phenacetyl, benzyloxycarbonyl, alkoxycarbonyl, or N-methyl-dihydropyridine-3-carbonyl linked to N by an amide bond which is cleavable by an endogenous central nervous system enzyme;D is H or ##STR3## where R.sub.5 is H or C.sub.
    Type: Grant
    Filed: February 11, 1991
    Date of Patent: May 17, 1994
    Assignee: Cambridge Neuroscience
    Inventors: Stanley M. Goldin, Kazumi Kobayashi, Andrew G. Knapp, Lee Margolin, Subbarao Katragadda, Deborah Daly, Lain-Yen Hu, N. Laxma Reddy
  • Patent number: 5296519
    Abstract: Disclosed is a novel UV light absorbing compound which can preferably be employed in the art of colored molding plastics, resin films, heat-sensitive transfer materials, liquid crystal display materials, color photographs and the like, and method for producing thereof. The UV light absorbing compound is characterized by the general formula: ##STR1## wherein R.sup.1 represents linear or branched alkyl or aralkyl group, and R.sup.2 represents --CN or --COOR.sup.3, wherein R.sup.3 represents substituted or unsubstituted alkyl or aralkyl group.
    Type: Grant
    Filed: June 11, 1992
    Date of Patent: March 22, 1994
    Assignee: Orient Chemical Industries, Ltd.
    Inventor: Masahiro Otsuka
  • Patent number: 5292883
    Abstract: A compound of the formula ##STR1## wherein R.sup.1 is hydrogen, loweralkyl, phenyl, phenyl substituted by one or more loweralkyl, loweralkoxy, halogen, or trifluoromethyl groups, phenylloweralkyl or phenylloweralkyl in which the phenyl group is substituted by one or more loweralkyl, loweralkoxy, halogen, or trifluoromethyl groups; R.sup.2 is loweralkyl, furanylloweralkyl, thienylloweralkyl, pyrrolylloweralkyl, pyridinylloweralkyl, phenylloweralkyl, or phenylloweralkyl in which the phenyl group is substituted by one or more loweralkyl, loweralkoxy, halogen, or trifluoromethyl groups; X is hydrogen, loweralkyl, loweralkoxy, halogen, or trifluoromethyl; m is 0, 1 or 2; n is 1 or 2; an optical isomer thereof or a salt thereof.
    Type: Grant
    Filed: May 27, 1993
    Date of Patent: March 8, 1994
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventors: Lawrence L. Martin, Denise M. Flanagan, Joseph F. Payack
  • Patent number: 5290946
    Abstract: A process for synthesizing compounds of the formula ##STR1## utilizing, as intermediates, oxalyl chloride or bromide and compounds of the formulae R.sub.1 R.sub.2 N--CHO and CH.sub.2 .dbd.CH--O--R.sub.10 are processes for synthesizing compounds of the formula ##STR2## utilizing, as intermediates, compounds of Formula I wherein R.sub.1 is phenyl or substituted phenyl or intermediates in the synthesis of the compounds of formula I which intermediates have the formula ##STR3## wherein R.sub.1 is C.sub.1-3 alkyl, phenyl or phenyl substituted by 1 to 3 substituents each of which is independently C.sub.1-3 alkyl, C.sub.1-3 alkoxy, fluoro, chloro, bromo or nitro (maximum of two nitro groups),R.sub.2 is C.sub.1-3 alkyl,R.sub.10 is C.sub.1-6 alkyl,X.sup..crclbar. is chloride or bromide, andR.sub.3 -R.sub.6 are as defined in the specification.
    Type: Grant
    Filed: November 23, 1992
    Date of Patent: March 1, 1994
    Assignee: Sandoz Ltd.
    Inventors: George T. Lee, Prasad K. Kapa, Oljan Repic
  • Patent number: 5283251
    Abstract: Indole derivatives of the following formula: ##STR1## wherein R.sup.1 is carboxy(lower)alkyl or protected carboxy(lower)alkyl,R.sup.2 is hydrogen, lower alkyl or halogen,R.sup.3 and R.sup.4 are each hydrogen or lower alkyl,R.sup.5 is ar(lower)alkyl which may have suitable substituent(s), andA is carbonyl, sulfonyl or lower alkylene, or a pharmaceutically acceptable salt thereof, which are useful as a testosterone 5.alpha.-reductase inhibitor.
    Type: Grant
    Filed: October 8, 1992
    Date of Patent: February 1, 1994
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Satoshi Okada, Kozo Sawada, Natsuko Kayakiri, Yuki Saitoh, Hirokazu Tanaka, Masashi Hashimoto
  • Patent number: 5240956
    Abstract: 2-Heteroaromatic alkanoate esters which are useful as inhibitors of human leukocyate or neutrophil elastase.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: August 31, 1993
    Assignee: Cortech, Inc.
    Inventors: Gary P. Kirschenheuter, Raymond T. Cunningham, John C. Cheronis
  • Patent number: 5239083
    Abstract: The present invention provides Indole derivatives represented by the formula (I) ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 independently represent hydrogen or lower alkyl;R.sup.4 represents hydrogen, lower alkyl or cycloalkyl;R.sup.5 represents hydrogen, substituted or unsubstituted cycloalkyl, substituted or unsubstituted cycloalkenyl,--CHR.sup.7 R.sup.8 where R.sup.7 and R.sup.8 independently represent hydrogen, alkyl, alkenyl, alkynyl, substituted or unsubstituted cycloalkyl, --(CH.sub.2).sub.m OR.sup.9 (wherein m is an integer of 1-3 and R.sup.9 is lower alkyl), substituted or unsubstituted aryl, substituted or unsubstituted pyridyl, substituted or unsubstituted furyl, or substituted or unsubstituted thienyl], ##STR2## (wherein Y is CH.sub.2, O, S, CH.sub.2 --CH.sub.2, CH.dbd.CH, CH.sub.2 --O or CH.sub.2 --S); R.sup.
    Type: Grant
    Filed: March 10, 1992
    Date of Patent: August 24, 1993
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Toshiaki Kumazawa, Hitoshi Takami, Hiroyuki Obase, Nobuyuki Kishibayashi, Akio Ishii
  • Patent number: 5229413
    Abstract: Compositions containing certain indole-2-carboxylate compounds and derivatives are described as being therapeutically effective in treatment of CNS disorders resulting from neurotoxic damage or neurodegenerative diseases, particularly those CNS disorders resulting from ischemic events. Preferred compounds are of the formula ##STR1## wherein each of R.sup.5 and R.sup.6 is independently selected from hydrido, bromo, chloro and fluoro, and wherein each of R.sup.10 and R.sup.12 is independently selected from hydrido and lower alkyl, and pharmaceutically-acceptable salts thereof.
    Type: Grant
    Filed: February 3, 1992
    Date of Patent: July 20, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Nancy M. Gray, Brian K. Cheng, William F. Hood, Michael S. Dappen, Alex A. Cordi
  • Patent number: 5212320
    Abstract: Indole derivatives of the formula ##STR1## and pharmaceutical compositions thereof. They are useful for treating or preventing testosterone 5-alpha-reductase-mediated diseases, such as alopecia, acnes and prostatism.
    Type: Grant
    Filed: September 11, 1991
    Date of Patent: May 18, 1993
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Satoshi Okada, Kozo Sawada, Natsuko Kayakiri, Yuki Saitoh, Hirokazu Tanaka, Masashi Hashimoto
  • Patent number: 5210215
    Abstract: 3-indolepyruvic acid derivatives substituted on the benzene moiety show good antagonizing activity on excitatory aminoacids and on free radicals, for which reason they are therapeutic agents in cerebral and peripheral degenerative pathologies. Their method of production by passage through the corresponding substituted triptophane.
    Type: Grant
    Filed: September 18, 1990
    Date of Patent: May 11, 1993
    Assignee: Polifarma S.p.A.
    Inventors: Vincenzo Politi, Giovanna De Luca, Giovanni Di Stazio, Mario Materazzi
  • Patent number: 5206382
    Abstract: A compound having the formula: ##STR1## wherein R.sub.1 and R.sub.2 independently is selected from the group consisting of H, C.sub.3 -C.sub.12 straight or branched alkyl, aryl or lower alkyl-substituted aryl; or R.sub.1 and R.sub.2 may be joined to form a 4-to 6-membered saturated or unsaturated ring or a 4-to 6-membered saturated or unsaturated lower alkyl-substituted ring; R.sub.3 is H, C.sub.1 -C.sub.12 straight or branched alkyl, NO.sub.2, NH.sub.2, N.sub.3, CN, halogen, CO.sub.2 R, OR, or SR wherein R is H or lower alkyl; R.sub.4 is H, C.sub.1 -C.sub.12 straight or branched alkyl, NO.sub.2, NH.sub.2, N.sub.3, CN, halogen, CO.sub.2 R, OR, or SR wherein R is H or lower alkyl; A is nothing or a C.sub.1 -C.sub.5 alkylene to form a ring; Z is 0, NH, S or --CH.dbd.CH--; and n is an integer of 1-3; or a pharmaceutically acceptable salt thereof. The compounds are useful in compositions and methods for treating psychiatric and neurological disorders.
    Type: Grant
    Filed: June 27, 1991
    Date of Patent: April 27, 1993
    Assignee: Fidia Georgetown Institute for the Neurosciences
    Inventors: Erminio Costa, Alessandro Guidotti, Alan Kozikowski, Dawei Ma
  • Patent number: 5204337
    Abstract: Novel compounds for the inhibition of sex steroid activity for the treatment of both androgen-related and estrogen-related diseases include for example 15- and 16-halo substituted compounds such as: ##STR1## The compounds are characterized by an estrogenic nucleus substituted with a substituent of the formula --R.sup.1 [B--R.sup.2 --].sub.x L--G whereinat least one of L and G is a polar moiety distanced from a ring carbon of the estrogenic nucleus by a least three intervening atoms:x is an integer from 0-6;R.sup.1 and R.sup.2 are independently either absent or selected from the group consisting of straight- or branched-chain alkylene, straight- or branched-chain alkynylene, straight- or branched-chain alkenylene, phenylene, and fluoro-substituted analogs of the foregoing; andB is either absent or selected from the group consisting of --O--, --Se--, --SO--, --SO.sub.2 --, --NR.sup.3 --, --SiR.sup.3.sub.2, --CR.sup.3 OR.sup.3 --, NR.sup.3 CO--, NR.sup.3 CS--, --CONR.sup.3 --, CSNR.sup.
    Type: Grant
    Filed: July 21, 1992
    Date of Patent: April 20, 1993
    Assignee: Endorecherche Inc.
    Inventors: Fernand Labrie, Yves Merand
  • Patent number: 5190968
    Abstract: Compounds having the formula I: ##STR1## are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion, dysmenorrhea, and migraine.
    Type: Grant
    Filed: September 30, 1991
    Date of Patent: March 2, 1993
    Assignee: Merck Frosst Canada, Inc.
    Inventors: John W. Gillard, John H. Hutchinson
  • Patent number: 5189178
    Abstract: Compounds of the formulas ##STR1## wherein each R.sup.1 is independently H or alkyl (1-8C) and R.sup.2 is alkyl (1-8C) or wherein the proximal R.sup.1 and R.sup.2 taken together are --(CH.sub.2).sub.p -- wherein p=3-5;R.sup.3 is H or alkyl (1-4C);R.sup.4 is fused or conjugated unsubstituted or substituted bicycloaryl methylene;n is 0, 1 or 2;m is 0 or 1; andX is OR.sup.5 or NHR.sup.5, wherein R.sup.5 is H or substituted or unsubstituted alkyl (1-12C), aryl (6-12C), aryl alkyl (6-16C); orX is an amino acid residue or amide thereof; orX is the residue of a cyclic amine or heterocyclic amine;wherein R.sup.6 is H or lower alkyl (1-4C) and R.sup.7 is H, lower alkyl (1-4C) or an acyl group, and wherein --CONR.sup.3 -- is optionally in modified isosteric formare useful for treating conditions which are characterized by unwanted matrix metalloprotease activities.
    Type: Grant
    Filed: August 20, 1991
    Date of Patent: February 23, 1993
    Inventors: Richard E. Galardy, Damian Grobelny
  • Patent number: 5166170
    Abstract: There are disclosed various compounds depicted by the general formula, ##STR1## where the parameters X, Y, R.sub.1, R.sub.2, and R.sub.3 are as defined in the specification. These compounds are disclosed as topical antiinflammatory agents useful for the treatment of various skin disorders including exogenous dermatitis, endogenous dermatitis, dermatitis of unknown etiology and other cutaneous disorders with an inflammatory component.
    Type: Grant
    Filed: July 3, 1989
    Date of Patent: November 24, 1992
    Assignee: Hoechst-Roussel Pharmaceuticals Incorporated
    Inventors: John J. Tegeler, Eileen M. Gardenhire, Grover C. Helsley
  • Patent number: 5143536
    Abstract: A rooting composition is set forth comprising a water swellable gel containing auxin in an amount effective to stimulate root growth, the gel comprising a high molecular weight organic acid, ketone or ester or combinations thereof. Root formation of a cutting is stimulated by planting the cutting in the soil with the aformentioned rooting composition adhered to the portion of the cutting proximal where it was cut from a living plant. The auxins are maintained close to the cutting whereby they are highly effective and the gel serves as an artificial root to bring water and nutrients to the cutting as it develops its own root system.
    Type: Grant
    Filed: October 5, 1987
    Date of Patent: September 1, 1992
    Inventor: Walter H. Runkis
  • Patent number: 5132319
    Abstract: Compounds having the formula I: ##STR1## are inhibitors of leukotriene biosynthesis. These compounds are useful as anti-asthmatic, anti-allergic, anti-inflammatory, and cytoprotective agents. They are also useful in treating angina, cerebral spasm, glomerular nephritis, hepatitis, endotoxemia, uveitis and allograft rejection and in preventing the formation of atherosclerotic plaques.
    Type: Grant
    Filed: March 28, 1991
    Date of Patent: July 21, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Yves Girard, Pierre Hamel, Daniel Delorme, Rejean Fortin
  • Patent number: 5128482
    Abstract: The invention provides a process for the production of 3-(1-amino-1,3-dicarboxy-3-hydroxy-but-4-yl) indole and certain salts and internal condensation products thereof. An unsaturated indolyl ester is reacted with ethylchloro(hydroxyimino)acetate in the presence of triethylamine in an organic solvent to cause a 1,3-dipolar addition reaction to form a di-ester. The di-ester is saponified to form a di-acid which di-acid is then reduced to form either the product indole or a salt thereof.
    Type: Grant
    Filed: January 18, 1991
    Date of Patent: July 7, 1992
    Assignee: Technology Finance Corporation (Proprietary) Limited
    Inventors: Johan Olivier, Karl Bischofberger
  • Patent number: 5118853
    Abstract: Process for the synthesis of compounds of the formula ##STR1## comprising the steps of (i) reacting a compound of the formula ##STR2## with oxalyl chloride or oxalyl bromide to form the corresponding compound of the formula ##STR3## (ii) reacting said compound of the formula ##STR4## with a compound of the formula ##STR5## to form the corresponding compound of the formula ##STR6## (iii) hydrolyzing said compound of the formula ##STR7## to obtain the corresponding compound of the formula ##STR8## the use of the compounds of the formula ##STR9## for the synthesis of the compounds of the formula ##STR10## and the use of the intermediates of Formula VII for the direct synthesis of the compounds of Formula II,whereinR.sub.1 is C.sub.1-3 alkyl, phenyl or phenyl substituted by 1 to 3 substituents each of which is independently C.sub.1-3 alkyl, C.sub.1-3 alkoxy, fluoro, chloro, bromo or nitro (maximum of two nitro groups),R.sub.
    Type: Grant
    Filed: February 26, 1991
    Date of Patent: June 2, 1992
    Assignee: Sandoz Ltd.
    Inventors: George T. Lee, Oljan Repic
  • Patent number: 5118700
    Abstract: Indole derivative for leukotriene antagonists of the formula ##STR1## wherein groups A, B, D, E, F & G are as described in the specification.
    Type: Grant
    Filed: July 2, 1990
    Date of Patent: June 2, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: John E. Butler, Nigel J. Cuthbert
  • Patent number: 5114962
    Abstract: New amino acid esters, a process for their preparation, medicaments containing them, and the use thereof The invention relates to amino acid esters of the formula I ##STR1## in which n is 1 or 2, R, R.sup.1, R.sup.2 and R.sup.3 denote hydrogen or a defined radical, R.sup.4 together with R.sup.5 and the atoms carrying them form a heterocyclic ring system, to a process for their preparation, to agents containing them, and to the use thereof.
    Type: Grant
    Filed: June 19, 1990
    Date of Patent: May 19, 1992
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Wolfgang Ruger, Hansjorg Urbach, Reinhard Becker, Franz Hock
  • Patent number: 5106990
    Abstract: The present invention relates to a dye represented by formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6, which may be the same or different, each represents a C.sub.1 -C.sub.5 alkyl group or a C.sub.1 -C.sub.5 alkyl group having a substituent selected from the group consisting of a sulfonic group, carboxyl group and hydroxyl group, and Z.sup.1 and Z.sup.2 each represents a group of non-metallic atoms necessary for the formation of a benzo-condensed of naphtho-condensed ring, or a benzo-condensed or naphtho-condensed ring having a substituent selected from the group consisting of a sulfonic group, a carboxyl group, an hydroxyl group, a halogen atom, a cyano group, an amino group and a C.sub.1 -C.sub.5 alkyl group connected to the ring directly or through a divalent connection group, with a proviso that R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, Z.sup.1 and Z.sup.
    Type: Grant
    Filed: March 28, 1989
    Date of Patent: April 21, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventors: Shigeru Ohno, Yuji Mihara, Keiichi Adachi
  • Patent number: 5095031
    Abstract: Substituted indolyl compounds of the formula ##STR1## are potent inhibitors of the lipoxygenase enzymes and are useful as agents for the treatment of allergies and inflammatory disease states.
    Type: Grant
    Filed: August 20, 1990
    Date of Patent: March 10, 1992
    Assignee: Abbott Laboratories
    Inventors: Dee W. Brooks, George W. Carter, Joseph F. Dellaria, Robert G. Maki, Karen E. Rodriques
  • Patent number: 5081145
    Abstract: Indole-2-alkanoic acids are disclosed. The compounds act as prostaglandin and thromboxane antagonists and are useful in treating asthma, inflammation, diarrhea, hypertension, angina, platelet aggregation, cerebral spasm, premature labor, spontaneous abortion and dismenorrhea and as cytoprotective agents.
    Type: Grant
    Filed: February 1, 1990
    Date of Patent: January 14, 1992
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Yvan Guindon, John W. Gillard, Christiane Yoakim, Thomas R. Jones, Rejean Fortin
  • Patent number: 5070208
    Abstract: Optically active tryptophan is crystallized by a modification of a method of crystrallization of optically active tryptophan through neutralization by mixing an acidic or alkaline aqueous solution of optically active tryptophan, which is obtained by the removal of impurities from an acidic or alkaline aqueous solution of optically active tryptophan containing impurities which inhibit flocculation and crystallization of optically active tryptophan, with an alkali or an acid, by combining portions of an alkali or acid with portions of an acidic or alkaline aqueous solution of optically active tryptophan, from which the impurities have been removed, thereby neutralizing the aqueous solution containing optically active tryptophan such that the pH of the solution to be crystallized is kept in a range of 3 to 8, and simultaneously crystallizing optically active tryptophan as flocculated crystals.
    Type: Grant
    Filed: March 15, 1991
    Date of Patent: December 3, 1991
    Assignee: Ajinomoto Company, Inc.
    Inventors: Kenichi Yarita, Takahisa Tada, Ryuichiro Kasatani
  • Patent number: 5064853
    Abstract: All possible isomeric forms and mixtures thereof of compounds of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of indolyl, pyridyl, piperidinyl, quinolyl, thiazolyl and aryl of 6 to 14 carbon atoms and aralkyl of 7 to 18 carbon atoms with the latter two being unsubstituted or substituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 8 carbon atoms, dialkylamino with alkyls of 1 to 8 carbon atoms, --CF.sub.3, --CN and --NO.sub.2, R.sub.2 is selected from the group consisting of ##STR2## Ar' are selected from the group consisting of pyridyl, indolyl, thiazolyl and aryl of 6 to 14 carbon atoms with the latter and the phenyl ring of b) being substituted or substrituted with at least one member of the group consisting of halogen, alkyl and alkoxy of 1 to 8 carbon atoms, dialkylamino with alkyls of 1 to 8 carbon atoms, --CF.sub.3, --CN and --NO.sub.2 and R.sub.3 is hydrogen or R.sub.2 and R.sub.
    Type: Grant
    Filed: February 12, 1990
    Date of Patent: November 12, 1991
    Assignee: Roussel Uclaf
    Inventors: Jean-Claude Gasc, Daniel Humbert, Mario Vekens
  • Patent number: 5051442
    Abstract: The present invention is directed to a new class of 3-indolyl thioacetate derivatives which the NMDA antagonists.
    Type: Grant
    Filed: April 25, 1990
    Date of Patent: September 24, 1991
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Francesco G. Salituro, Bruce M. Baron
  • Patent number: 5049679
    Abstract: This invention provides a series of novel heterocyclic amides of formula I in which the group >X--Y--Z< is selected from >C.dbd.CH--N<, >C.dbd.N--N<, >N--(CH.sub.2)--N<, >CH--CH.sub.2 --N< and <N--N.dbd.C< and the other radicals have the meanings defined in the following specification.The compounds of formula I are leukotriene antagonists. The invention also provides pharmaceutically acceptable salts of the formula I compounds; pharmaceutical compositions containing the formula I compounds, or their salts, for use in the treatment of, for example, allergic or inflammatory diseases, or endotoxic or traumatic shock conditions; and processes for the manufacture of the formula I compounds, as well as intermediates for use in such manufacture.
    Type: Grant
    Filed: December 29, 1989
    Date of Patent: September 17, 1991
    Assignee: ICI Americas Inc.
    Inventor: Peter R. Bernstein
  • Patent number: 5047555
    Abstract: There are disclosed a 4-aminophenol derivative of the formula: ##STR1## (wherein R.sup.1 and R.sup.2 each represent a lower alkyl group, Y represents a single bonding arm, a lower alkylene group or a lower alkenylene group, R.sup.3 represents a thienyl group or pyrrolyl group which may be also substituted with a lower alkyl group; benzothienyl group, indolyl group; or a phenol group which is substituted with 1 to 2 groups selected from a lower alkoxy group and a lower alkanoyloxy group; or Y-R.sup.3 represents integrally an alkyl group with 6 to 9 carbon atoms; or a hydrocarbon group with 5 to 14 carbon atoms having 2 or 3 double bonds) or a pharmacologically acceptable salt thereof, and processes for preparing the same.
    Type: Grant
    Filed: December 4, 1989
    Date of Patent: September 10, 1991
    Assignee: Tanabe Seiyaku Co., Ltd.
    Inventors: Hirozumi Inoue, Kei Tsuzurahara, Katsuo Ikezawa, Tomofumi Uchida
  • Patent number: 5026909
    Abstract: A method according to the invention comprises mixing the starting biologically active organic compound, an inorganic vehicle and a catalyst in the form of a platinum-group metal, followed by reacting the resulting mixture with an isotope of hydrogen at a temperature of 373-523 K. and cooling the reaction mixture to a temperature of 288-303 K. and isolation of the desired product therefrom. The invention can be useful, for example, in medical and biological studies.
    Type: Grant
    Filed: March 22, 1989
    Date of Patent: June 25, 1991
    Inventors: Jury A. Zolotarev, Dmitry A. Zaitsev, Vadim J. Tatur, Nikolai F. Myasoedov
  • Patent number: 5017583
    Abstract: Compounds of the Formula I: ##STR1## and pharmaceutically acceptable salts thereof are leukotriene antagonists. These compounds inhibit SRS-A and leukotriene synthesis and are antagonists of SRS-A and are thus useful in the treatment of asthma, allergic disorders, inflammation, skin diseases and certain cardiovascular disorders.
    Type: Grant
    Filed: February 23, 1988
    Date of Patent: May 21, 1991
    Assignee: Merck Frosst Canada, Inc.
    Inventors: Robert N. Young, Joshua Rokach, Haydn R. Williams, Masatoshi Kakushima, Yvan Guindon
  • Patent number: 5015657
    Abstract: Inhibiting platelet aggregation and antagonizing thromboxane A.sub.2 with new 2-halogen-substituted N-indolyethyl-sulphonamides of the formula ##STR1## in which R.sup.1 represents hydrogen, halogen, trifluoromethyl, carboxyl or alkoxycarbonyl having up to 8 carbon atoms, orrepresents straight-chain or branched alkyl having up to 8 carbon atoms, or represents cycloalkyl having 3 to 8 carbon atoms, which is optionally substituted by carboxyl, halogen, alkoxy or alkoxycarbonyl having in each case up to 8 carbon atoms, cyano or hydroxyl, orrepresents a group of the formula --S(O).sub.n --R.sup.5,--NR.sup.6 R.sup.7 or --OR.sup.
    Type: Grant
    Filed: November 15, 1989
    Date of Patent: May 14, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Horst Boshagen, Elisabeth Perzborn, Volker-Bernd Fiedler
  • Patent number: 5013854
    Abstract: An improved process for preparing trialkylsilyl ester and acid halide derivatives of carboxylic acids is provided along with novel trialkylsilyl ester intermediates of 2-(2-furyl)-2-methoximinoacetic acid.
    Type: Grant
    Filed: February 2, 1989
    Date of Patent: May 7, 1991
    Assignee: Eli Lilly and Company
    Inventor: Charles A. Bunnell
  • Patent number: 5002963
    Abstract: The present invention is directed to 3-indolepyruvic acid derivatives, compositions and methods of treating central nervous system disturbances due to the presence of an excessive amount of excitatory amino acids.
    Type: Grant
    Filed: February 3, 1989
    Date of Patent: March 26, 1991
    Inventors: Giovanna De Luca, Giovanni Di Stazio, Andrea Margonelli, Mario Materazzi, Vincenzo Politi
  • Patent number: 4997845
    Abstract: .beta.-Alkylmelatonins are useful as ovulation inhibitors.
    Type: Grant
    Filed: May 10, 1990
    Date of Patent: March 5, 1991
    Assignee: Eli Lilly and Company
    Inventor: Michael E. Flaugh
  • Patent number: 4980096
    Abstract: Surfactants which are blocked against surfactant action (identified herein as "photolabile blocked surfactants") by a photolabile protective or masking group but which, on exposure to actinic radiation, become unblocked are provided. Coating compositions in which surfactant is formed on irradiation are provided by blending the photolabile blocked surfactant with polymeric film-forming materials.Compositions containing the photolabile blocked surfactants are useful when employed as protective coatings on various substrates or as the adhesive in a pressure sensitive adhesive tape. Although initially well adhering to a substrate, such compositions may be readily removed from the substrate following exposure of the same to suitable radiation which unblocks the surfactant to permit it to regain its surfactant activity.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: December 25, 1990
    Assignee: Minnesota Mining and Manufacturing Company
    Inventors: Gilbert L. Eian, John E. Trend
  • Patent number: 4923864
    Abstract: Simple amides and derivatives thereof useful for inhibiting the angiotensinogen-cleaving action of the enzyme renin.
    Type: Grant
    Filed: October 24, 1988
    Date of Patent: May 8, 1990
    Assignee: Pfizer Inc.
    Inventor: Robert L. Rosati
  • Patent number: 4918196
    Abstract: A process for optically isomerizing an optically active alpha-amino acid amide comprising heating a D-alpha-amino acid amide or an L-alpha-amino acid amide in the presence of a strongly basic compound; and a process for producing an L-alpha-amino acid, which comprises(1) subjecting a D,L-alpha-amino acid amide or a mixture of a major amount of a D-alpha-amino acid amide and a minor amount of an L-alpha-amino acid amide to the action of a microorganism having the ability to hydrolyze the L-alpha-amino acid to obtain a hydrolyzate containing the L-alpha-amino acid and D-alpha-amino acid,(2) separating the L-alpha-amino acid from the hydrolyzate and recovering the remaining D-alpha-amino acid amide.
    Type: Grant
    Filed: February 21, 1986
    Date of Patent: April 17, 1990
    Assignee: Mitsubishi Gas Chemical Company, Inc.
    Inventors: Masaharu Doya, Toshio Kondo, Hideo Igarashi, Takako Uchiyama
  • Patent number: 4898863
    Abstract: This invention provides a series of novel heterocyclic carboxamides of formula I in which the group --Y--Z< is selected from --C(Ra).dbd.C<, --N.dbd.C<, and --CH(Ra)--CH< and the other radicals have the meanings defined in the following specification.The compounds of formula I are leukotriene antagonists. The invention also provides pharmaceutically acceptable salts of the formula I compounds; pharmaceutical compositions containing the formula I compound, or their salts, for use in the treatment of, for example, allergic or inflammatory diseasxes, or endotoxic or traumatic shock conditions; and processes for the manufacture of the formula I compounds, as well as intermediates for use in such manufacture.
    Type: Grant
    Filed: April 15, 1987
    Date of Patent: February 6, 1990
    Assignee: ICI Americas Inc.
    Inventors: Frederick J. Brown, Ying K. Yee
  • Patent number: 4894386
    Abstract: This invention provides a series of novel heterocyclic aliphatic carboxamides of formula I in which the group >Z--Y--X< is selected from >C.dbd.CH--N<, >N--CH.dbd.C<, >C.dbd.N--N< and >N--N.dbd.C< and the other radicals have the meanings defined in the following specification. The compounds of formula I are leukotriene antagonists. The invention also provides pharmaceutically acceptable salts of the formula I compounds; pharmaceutical compositions containing the formula I compound, or their salts, for use in the treatment of, for example, allergic or inflammatory diseases, or endotoxic or traumatic shock conditions; and processes for the manufacture of the formula I compounds, as well as intermediates for use in such manufacture.
    Type: Grant
    Filed: October 11, 1988
    Date of Patent: January 16, 1990
    Assignee: ICI Americas Inc.
    Inventors: Frederick J. Brown, Victor G. Matassa
  • Patent number: 4855447
    Abstract: 2-Amino-3-aroyl-.gamma.-oxobenzenebutanoic acids and derivatives having the formula: ##STR1## wherein X is hydrogen, halogen, or loweralkyl; Y is hydrogen, halogen, loweralkyl, loweralkoxyl, nitro, or trifluoromethyl; n is 1 or 2; and R is hydrogen lower-alkyl, or a pharmaceutically acceptable cation, are disclosed having anti-inflammatory activity.
    Type: Grant
    Filed: August 8, 1988
    Date of Patent: August 8, 1989
    Assignee: A. H. Robins Company, Incorporated
    Inventor: David A. Walsh
  • Patent number: 4849443
    Abstract: A compound of the formula ##STR1## wherein A is the residue of a ACOOH pyrethrinoid acid, Z is selected from the group consisting of hydrogen, --CN, --C.tbd.CH, --CH.sub.3 and alkyl of 1 to 3 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, cycloalkyl, cycloalkenyl and cycloalkynyl of 3 to 8 carbon atoms, aryl of 6 to 14 carbon atoms and aralkyl of 7 to 18 carbon atoms and R.sub.2 is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 8 carbon atoms, alkenyl and alkynyl of 2 to 8 carbon atoms, cycloalkyl, cycloalkenyl and cycloalkynyl of 3 to 8 carbon atoms, aryl of 6 to 14 carbon atoms, aralkyl of 7 to 18 carbon atoms, --CN, --CF.sub.3, --NO.sub.2 and --COOAlK and AlK is alkyl of 1 to 18 carbon atoms having pesticidal activities.
    Type: Grant
    Filed: September 14, 1987
    Date of Patent: July 18, 1989
    Assignee: Roussel Uclaf
    Inventors: Jean Tessier, Jacques Demassey, Jean-Pierre Demoute
  • Patent number: 4843081
    Abstract: A and A' are each hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy or aryloxy;X is cyano, nitro, COOR, SR, SOR or SOOR;R is H, C.sub.1-6 alkyl or aryl;n n' and n" are each 0 to 4; andm, m' and m" are each 1 to 4, have calcium channel blocking activity.
    Type: Grant
    Filed: June 27, 1988
    Date of Patent: June 27, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: John R. Regan, Jeffrey N. Barton, John T. Suh, Jerry W. Skiles
  • Patent number: 4843091
    Abstract: An N-sulphonamidoethyl-indole of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl, alkoxy, alkylthio, halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, difluoromethoxy, aryl, arylthio, aralkyl, aralkoxy, aralkylthio, acyl or a group of the formula ##STR2## in which R.sup.5 and R.sup.6 are identical or different and denote hydrogen, alkyl, aryl, aralkyl or acyl, andR.sup.3 represents hydrogen, alkyl, aryl, pyridyl, thienyl or furyl, andR.sup.4 represents hydrogen, alkyl, alkoxy, alkylthio, halogen, trifluoromethyl, trifluoromethoxy, trifluoromethylthio, aryl, aryloxy, arylthio, aralkyl, aralkoxy, aralkylthio, acl or a group of the formula ##STR3## in which R.sup.7 and R.sup.8 are identical or different and denote hydrogen, alkyl, aryl, aralkyl or acyl,R.sup.5 represents hydrogen, ##STR4## or a pharmacologically acceptable salt of ##STR5## and R.sup.2 represents hydrogen, alkyl or aryl.The compounds were R.sup.
    Type: Grant
    Filed: June 5, 1987
    Date of Patent: June 27, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Ulrich Rosentreter, Horst Boshagen, Folker Lieb, Hermann Oediger, Volker-Bernd Fiedler, Elisabeth Perzborn, Friedel Seuter
  • Patent number: 4840963
    Abstract: Novel 2-sulfamoyl-1H-indoles and derivatives thereof are shown to be useful for the treatment of elevated intraocular pressure in pharmaceutical compositions designed for systemic or topical ophthalmic administration.
    Type: Grant
    Filed: December 7, 1984
    Date of Patent: June 20, 1989
    Assignee: Merck & Co., Inc.
    Inventors: Kenneth L. Shepard, Samuel L. Graham
  • Patent number: 4837235
    Abstract: This invention provides a series of novel keto sulfones of formula I ##STR1## in which the group .dbd.A-- is selected from .dbd.C(Ra)-- and .dbd.N-- and the other radicals have the meanings defined in the following specification.The compounds of formula I are leukotriene antagonists. The invention also provides pharmaceutically acceptable salts of the formula I compounds; pharmaceutical compositions containing the formula I compound, or their salts, for use in the treatment of, for example, allergic or inflammatory diseases, or endotoxic or traumatic shock conditions; and processes for the manufacture of the formula I compounds, as well as intermediates for use in such manufacture.
    Type: Grant
    Filed: October 16, 1986
    Date of Patent: June 6, 1989
    Assignee: ICI Americas Inc.
    Inventors: Peter R. Bernstein, Frederick J. Brown, Victor G. Matassa, Ying K. Yee
  • Patent number: 4831156
    Abstract: The disclosure relates to compounds of the formula ##STR1## and pharmaceutically acceptable addition salts thereof wherein X represents a substituted or unsubstituted alkylene chain containing 1 to 4 carbon atoms, wherein R.sub.5 is a lower alkyl group, wherein R.sub.6 is either hydrogen or methyl, R.sub.9 is hydrogen or lower alkyl, wherein Am is selected from the class consisting of amino, lower mono and dialkylamino, piperidino, piperazino, N-lower alkyl piperazino, pyrrolidino, and morpholino groups, wherein Y.sub.1 and Y.sub.2 are identical and are hydrogen, halogen, methyl or ethyl and n is an integer in the range of 1-5.
    Type: Grant
    Filed: September 30, 1987
    Date of Patent: May 16, 1989
    Assignee: The University of Tennessee Research Corp.
    Inventors: Thomas P. Kennedy, George W. Kabalka