The Six-membered Hetero Ring And Another Ring Bonded Directly To The Same Carbon Patents (Class 546/333)
  • Patent number: 4963573
    Abstract: Novel [[[(3-pyridinyl)methylen]amino]oxy]alkanoic acids and esters, compositions containing the same, and methods of treating clinical conditions related with the production of thromboxane A.sub.2, prostacyclin and/or prostaglandins D.sub.2, E.sub.2 and F.sub.2.alpha..
    Type: Grant
    Filed: May 23, 1989
    Date of Patent: October 16, 1990
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Eddy J. E. Freyne, Alfons H. M. Raeymaekers, Victor Sipido, Marc G. Venet
  • Patent number: 4929751
    Abstract: A vinyl tricarbonyl compound of the formula ##STR1## or its monohydrate of the formula ##STR2## wherein R.sub.1 is a hydrogen, halogen, unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, and cycloalkyl with 3 to 7 carbon atoms,R.sub.2 is hydrogen, halogen, unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, cycloalkyl with 3 to 7 carbon atoms, cyano, nitro, or a heterocyclic,R.sub.3 is hydrogen, halogen, unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, cycloalkyl with 3 to 7 carbon atoms, cyano, nitro, or a heterocyclic, andR.sub.4 is unsubstituted or substituted C.sub.1 to C.sub.30 alkyl, unsubstituted or substituted aryl, arylalkyl, cycloalkyl are 3 to 7 carbon atoms. Such vinyl tricarbonyl compound is effective against tumor cells.
    Type: Grant
    Filed: October 19, 1987
    Date of Patent: May 29, 1990
    Assignee: Yale University
    Inventors: Harry H. Wasserman, Natesan Murugesan, John H. Van Duzer
  • Patent number: 4918088
    Abstract: The invention relates to the use of compounds of formula I ##STR1## wherein A is a radical ##STR2## and tautomers thereof, for controlling noxious insects and pests of the order Acarina, and to compositions which contain these compounds. The compounds of formula I are particularly suitable for controlling noxious feeding and sucking insects.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: April 17, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Laurenz Gsell
  • Patent number: 4904790
    Abstract: Optically active compounds of the formula I ##STR1## in which R.sup.1 is C.sub.1 -C.sub.4 -alkyl, phenyl or benzyl, R.sup.2 is a radical of the formula II or IIa ##STR2## in which R.sup.3 is H or --CH.sub.3, or R.sup.1 and R.sup.2 together form a radical of the formula ##STR3## in which R.sup.2 has the meaning given above; and * represents predominantly R or predominantly S configuration.The compounds can be polymerized to give homopolymers or copolymers. The compounds and the polymers can be complexed with iridium(I) salts in the presence of a diene. The complexes are suitable as enantioselective catalysts.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: February 27, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Jurgen Kaschig
  • Patent number: 4895842
    Abstract: A phenylalanine derivative having the formula (I): ##STR1## where R.sup.1 and R.sup.2 are independently hydrogen provided that both R.sup.1 and R.sup.2 are not hydrogen at the same time;C.sub.1 -C.sub.8 alkyl which may be substituted with hydroxy, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, C.sub.1 -C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkoxy, carbamoyl, sulfamoyl, pyridyl, or phenyl which may further be substituted with nitro, C.sub.1 -C.sub.4 alkoxy, or halogen;C.sub.6 -C.sub.8 cycloalkyl which may be substituted with hydroxy, C.sub.1 -C.sub.4 alkoxy, hydroxylcarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, or C.sub.1 -C.sub.4 alkyl;phenyl which may be substituted with halogen, nitro, trifluoromethyl, C.sub.1 -C.sub.4 alkoxy C.sub.1 C.sub.4 alkylmercapto, C.sub.1 -C.sub.4 alkylcarbonyl, phenylcarbonyl, hydroxycarbonyl, C.sub.1 -C.sub.4 alkoxycarbonyl, carbamoyl, sulfamoyl, amidino, pyridylcarbonyl, or C.sub.1 -C.sub.6 alkyl which may further be substituted with C.sub.1 -C.sub.
    Type: Grant
    Filed: September 29, 1986
    Date of Patent: January 23, 1990
    Assignees: Shosuke Okamoto, Showa Denko Kabushiki Kaisha
    Inventors: Shosuke Okamoto, Yoshio Okada, Akiko Okunomiya, Taketoshi Naito, Yoshio Kimura, Morihiko Yamada, Norio Ohno, Yasuhiro Katsuura, Yumi Seki
  • Patent number: 4841059
    Abstract: Antibacterially active new 1,8-bridged 4-quinolone-3-carboxylic acid derivatives of the formula ##STR1## in which Y is carboxyl or a derivative thereofR.sup.1, R.sup.2, R.sup.3, R.sup.4, X.sup.1, X.sup.2 and X.sup.5 are H or various radicals,Z is O, NH, substituted NH, ##STR2## m and n are 0 or 1, andA, B, D, and E are CH or substituted C or up to three of them are N,and physiologically acceptable salts thereof. Novel intermediates are described as well as processes for making the intermediates and end products.
    Type: Grant
    Filed: October 15, 1987
    Date of Patent: June 20, 1989
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Schriewer, Klaus Grohe, Hans-Joachim Zeiler, Karl G. Metzger
  • Patent number: 4794197
    Abstract: All-cis-1,3,5-Triamino-2,4,6-trihydroxycyclohexane derivatives corresponding to the general formula I ##STR1## wherein the symbols R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 are identical or different and represent hydrogen atoms, alkyl groups or --CO-alkyl groups wherein the alkyl in the alkyl or --CO-alkyl group has 1 to 18 carbon atoms and the alkyl and --CO-alkyl groups may contain, independently of one another, one or more identical or different functional groups, and at least one of the groups R.sub.1 to R.sub.6 is one of the above mentioned unsubstituted or substituted alkyl groups or --CO-alkyl groups, and their salts with pharmacologically conventionally used inorganic or organic acids and their quaternary ammonium salts, processes for their preparation and their use, and pharmaceutical preparations containing these compounds.
    Type: Grant
    Filed: January 31, 1986
    Date of Patent: December 27, 1988
    Inventors: Walter Schneider, Isidor Erni, Hans K. Hegetschweiler
  • Patent number: 4786648
    Abstract: Certain O-substituted-1,2,5,6-tetrahydro-3- or 1,2,3,6-tetrahydro-4-pyridine oximes are useful as agents for treating pain or for treating the symptoms of senile cognitive decline.
    Type: Grant
    Filed: September 4, 1987
    Date of Patent: November 22, 1988
    Assignee: Warner-Lambert Company
    Inventors: Stephen C. Bergmeier, David A. Downs, Walter H. Moos, David W. Moreland, Haile Tecle
  • Patent number: 4767865
    Abstract: The present invention provides novel 3'-pyridinylalkenylindole-2-carboxylic acids and derivatives thereof of the formula I and II ##STR1## which are useful as thromboxane A.sub.2 (TXA.sub.2) synthetase inhibitors and as such represent potent pharmacological agents.
    Type: Grant
    Filed: June 29, 1987
    Date of Patent: August 30, 1988
    Assignee: The Upjohn Company
    Inventors: Roy A. Johnson, Chiu-Hong Lin
  • Patent number: 4746671
    Abstract: Novel [[[(3-pyridinyl)methylen]amino]oxy]alkanoic acids and esters, compositions containing the same, and methods of treating clinical conditions related with the production of thromboxane A.sub.2, prostacyclin and/or prostaglandins D.sub.2, E.sub.2 and F.sub.2.alpha..
    Type: Grant
    Filed: July 23, 1986
    Date of Patent: May 24, 1988
    Assignee: Janssen Pharmaceutica N.V.
    Inventors: Eddy J. E. Freyne, Alfons H. M. Raeymaekers, Victor Sipido, Marc G. Venet
  • Patent number: 4734406
    Abstract: Compounds of the formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and Y have the indicated meanings, their physiologically tolerated acid addition salts, and a process for the preparation of these compounds, are described. The compounds inhibit thromboxane synthetase and can thus be used as medicaments.
    Type: Grant
    Filed: March 11, 1986
    Date of Patent: March 29, 1988
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hans-Hermann Lau, Wilhelm Bartmann, Gerhard Beck, Gunther Wess
  • Patent number: 4710508
    Abstract: Certain O-substituted 1-(1,2,3,6-tetrahydro-1-methyl-3-pyridinyl)ketone oximes and O-substituted 1-(1,2,3,6-tetrahydro-4-pyridinyl)ketone oximes are useful as analgesic agents or agents for the treatment or amelioration of the symptoms of cerebral insufficiency characterized by decreased central acetylcholine production or release.Pharmaceutical compositions containing the compounds and methods of using the compositions in a pharmaceutical method are also disclosed.
    Type: Grant
    Filed: December 8, 1986
    Date of Patent: December 1, 1987
    Assignee: Warner-Lambert Company
    Inventors: Stephen C. Bergmeier, David A. Downs, Walter H. Moos, David W. Moreland, Haile Tecle
  • Patent number: 4690933
    Abstract: The invention provides compounds of the formula (I) ##STR1## or salts, esters, or amides or other protected forms thereof; wherein R.sub.1 is a C.sub.1-7 bivalent aliphatic hydrocarbon group or a single bond;R.sub.2 and R.sub.3 are the same or different and are each hydrogen, C.sub.1-4 alkyl or taken together with the nitrogen comprise a nitrogen-containing heterocyclic ring having four to six ring members;X is --N.dbd. or --CH.dbd.;A and B each represent hydrogen atoms or --CA--CB-- represents --C.dbd.C--; and D is an acidic group other than a carboxylic acid group.Also provided are pharmaceutical compositions of compounds of the formula (I), methods for the preparation of the compounds and intermediates in their preparation.The compounds of the formula (I) have antihistamic activity.
    Type: Grant
    Filed: July 27, 1984
    Date of Patent: September 1, 1987
    Assignee: Burroughs Wellcome Co.
    Inventors: Geoffrey G. Coker, John W. A. Findlay
  • Patent number: 4684661
    Abstract: The invention relates to novel homopropargylamines of formula I ##STR1## wherein n is 2 or 3,R.sub.1 is a group of formula IIa, IIb or IIc ##STR2## in which R.sub.6 and R.sub.7 independently are H, halogen, CF.sub.3, lower alkyl or lower alkoxy,s is a number of 3 to 5,X is O, S, OCH.sub.2, SCH.sub.2, CH.sub.2 or NR.sub.8, andR.sub.8 is H or lower alkyl,R.sub.2 is H or lower alkyl, eitherR.sub.3 and R.sub.4, independently, are H or lower alkyl, orR.sub.3 and R.sub.4 together are (CH.sub.2).sub.u, in which u is a number of 3 to 5, andR.sub.5 is H, alkenyl or is a group selected from alkyl, trialkylsilyl, dialkylphenylsilyl, phenyl, phenylalkyl and cycloalkyl, in which alkyl, phenyl and cycloalkyl groups or moieties are unsubstituted or substituted by OH, lower alkyl, lower alkoxy, phenyl or halogen,in free base form or acid addition salt form thereof, their preparation, their chemotherapeutical and agricultural use and to compositions comprising such novel compounds and suitable for such use.
    Type: Grant
    Filed: November 20, 1985
    Date of Patent: August 4, 1987
    Assignee: Sandoz Ltd.
    Inventor: Anton Stuetz
  • Patent number: 4678790
    Abstract: Novel pyridine, pyrazine and pyrimidine derivatives of the formula ##STR1## wherein R, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are as hereinafter set forth, and acid addition salts thereof, processes for their preparation, fungicidal compositions containing these compounds as the active ingredient as well as the use of such compounds or compositions for the control of fungi in agriculture and in horticulture are disclosed.
    Type: Grant
    Filed: October 1, 1984
    Date of Patent: July 7, 1987
    Assignee: Hoffman-La Roche Inc.
    Inventors: Franz Dorn, Albert Pfiffner, Beat Zehnder
  • Patent number: 4675328
    Abstract: Polycyclic salts of the formulaA-XN+CH.sub.2 --(Y).sub.n --(CH.sub.2).sub.p --(Z).sub.q --L--(T).sub.r --M IwhereinA.sup.- is the anion of a strong organic or inorganic acid;XN.sup.+ is pyridinium, pyrimidinium, thiazolium or imidazolium substituted by R.sup.1, R.sup.2 and R.sup.3 ;n, q and r individually are the integer 1 or 0 and p is an integer from 1 to 15;Y is CH.sub.2, C(H,OH) or C(O):Z is O, S, CH.sub.2, C(O), NQ.sup.1, SO.sub.2, C(O)O, OC(O), C(O)N(Q.sup.1) or N(Q.sup.1)C(O);L is p-phenylene substituted by R.sup.4 ; andM is phenyl substituted by R.sup.5 and R.sup.6,T has one of the meanings given above, for Z or is C(CH.sub.3).sub.2, C.sub.2 H.sub.4, C(Q.sup.2).dbd.C(Q.sup.3), C.tbd.C, CH.sub.2 C(O), C(O)CH.sub.2, CH.sub.2 O or OCH.sub.2,R.sup.1 is a group Ar, Ar-C.sub.1-4 -alkyl, ArO or ArC(O),Ar is phenyl substituted by R.sup.7, R.sup.8 and R.sup.9 ;R.sup.2 and R.sup.3 individually are H, C.sub.1-4 -alkyl, C.sub.1-4 -alkoxy or C.sub.6 H.sub.
    Type: Grant
    Filed: January 15, 1986
    Date of Patent: June 23, 1987
    Assignee: Hoffmann-LaRoche Inc.
    Inventors: Jean-Marie Cassal, Albrecht Edenhofer, Henri Ramuz
  • Patent number: 4657918
    Abstract: This disclosure describes compounds of Formula I. ##STR1## (including their pharmaceutically acceptable salts and esters) which have potent antihistamine activity which are substantially free from sedative effects.
    Type: Grant
    Filed: September 25, 1985
    Date of Patent: April 14, 1987
    Assignee: Burroughs Wellcome Co.
    Inventors: John W. A. Findlay, Geoffrey G. Coker
  • Patent number: 4647668
    Abstract: Disopyramide immunogens, antibodies prepared therefrom, labeled conjugates, synthetic intermediates, and the use of such antibodies and labeled conjugates in immunoassays for determining disopyramide. The immunogens comprise disopyramide coupled by an ether linkage at a selected singular position on its phenyl ring to an immunogenic carrier material. Likewise, the labeled conjugates and synthetic intermediates are phenyl ether derivatives of disopyramide or precursors thereof. The antibody and labeled conjugates are particularly useful in homogeneous nonradioisotopic immunoassays for measuring disopyramide in biological fluids such as serum.
    Type: Grant
    Filed: May 20, 1985
    Date of Patent: March 3, 1987
    Assignee: Miles Laboratories, Inc.
    Inventors: Robert T. Buckler, Stephan G. Thompson
  • Patent number: 4645771
    Abstract: The disclosure concerns novel 1-benzyl-1,2,3,6-tetrahydropyridine derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen or a (1-4C)-alkyl radical, and benzene ring A bears one or two substituents selected from combinations of halogeno, (1-4C)-alkyl, (1-4C)-alkoxy, hydroxy, nitro, cyano, carboxamido, carboxyl, [(1-4C)-alkoxy]carbonyl, hydroxymethylene, amino, (1-4C)-alkanoylamino, (1-4C)-alkylsulphonamido, [(1-4C)-alkoxy]carbonyloxy, (1-4C)-alkanoyloxy and optionally substituted benzoyloxy radicals, and their pharmaceutically acceptable salts; pharmaceutical compositions thereof; analogy processes for their manufacture; and methods of medical treatment employing such derivatives.The compounds of formula I are inhibitors of the aggregation of blood platelets and are of application in the treatment or prophylaxis of thrombosis or occlusive vascular disease.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: February 24, 1987
    Assignee: Imperial Chemical Industries PLC
    Inventor: Stuart D. Mills
  • Patent number: 4623381
    Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3, A and X have the meanings given in the description, and their use for controlling undesirable plant growth.
    Type: Grant
    Filed: August 10, 1983
    Date of Patent: November 18, 1986
    Assignee: BASF Aktiengesellschaft
    Inventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Michael Keil, Bruno Wuerzer
  • Patent number: 4621094
    Abstract: This disclosure describes compounds of formula I. ##STR1## wherein X is Cl or Br (including their pharmaceutically acceptable salts and esters) which have potent antihistamine activity and which are substantially free from sedative effects.
    Type: Grant
    Filed: December 19, 1984
    Date of Patent: November 4, 1986
    Inventors: John W. A. Findlay, Geoffrey G. Coker
  • Patent number: 4590200
    Abstract: A novel series of carboxy-substituted naphthalenes and carboxy-substituted benzo-fused heterocycles, such as carboxy-substituted derivatives of indole, benzofuran and benzothiophene, has been prepared, including their pharmaceutically acceptable salts. These particular compounds are useful in therapy for the treatment of thrombosis, ischaemic heart disease, stroke, transient ischaemic attack, migraine, peripheral vascular disease, the vascular complications of diabetes and endotoxic shock. Preferred member compounds include 2-(1-imidazolylmethyl)-3-methylbenzo[b]thiophene-5-carboxylic acid and 3-methyl-2-(3-pyridylmethyl)benzo[b]thiophene-5-carboxylic acid, respectively. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: October 22, 1984
    Date of Patent: May 20, 1986
    Assignee: Pfizer Inc.
    Inventors: Peter E. Cross, Roger P. Dickinson
  • Patent number: 4564621
    Abstract: New .alpha.-aryl-.alpha.-pyridylalkanoic acid derivatives of the formula: ##STR1## wherein R.sup.1 is cyano or carbamoyl,R.sup.2 is hydrogen or halogen,R.sup.3 is hydrogen or lower alkyl,one of R.sup.4 and R.sup.5 is hydrogen and another is lower alkyl,R.sup.6 is hydrogen or lower alkyl, andR.sup.7 is lower alkyl, orR.sup.6 and R.sup.7 are taken together to form an N-containing saturated heterocyclic group with the adjacent nitrogen atom, in which the heterocyclic group may be substituted with lower alkyl or optionally protected hydroxy(lower)alkyl,provided that R.sup.2 is halogen or R.sup.3 is lower alkyl, when R.sup.1 is cyano and R.sup.6 and R.sup.7 are each lower alkyl, and salts thereof, and processes for preparation thereof and pharmaceutical composition comprising the same.These derivatives and salts thereof are useful as antiulcer agents and spasmolytic agents.
    Type: Grant
    Filed: September 23, 1983
    Date of Patent: January 14, 1986
    Assignee: Fujisawa Pharmaceutical Co., Ltd.
    Inventors: Ikuo Ueda, Masanobu Nagano, Atsushi Akahane
  • Patent number: 4563446
    Abstract: Novel compounds of the formula: ##STR1## wherein R.sup.2 is an aromatic or heterocyclic group, which may optionally be substituted, R.sup.2 is a methyl group, a hydroxymethyl group, a nitroxymethyl group, a formyl group, a nitrogen-containing five-membered ring-methyl group, an acetal-methyl group, a trialkylsilyloxymethyl group, an alkyl- or aryl-sulfonyloxymethyl group, an alkyl- or aryl-sulfonylaminocarbonyloxymethyl group, an acyloxymethyl group, an alkoxycarbonyloxymethyl group, a halogenomethyl group, an alkoxymethyl group, an aryloxymethyl group, a cyano group, a carbamoyl group which may optionally be substituted, a carbamoyloxymethyl group which may optionally be substituted, a thiocarbamoyloxymethyl group which may optionally be substituted, and an alkoxycarbonyl group, n is an integer of 1 to 20, and ##STR2## provided that n is an integer of 9 to 20 when ##STR3## and, at the same time, R.sup.
    Type: Grant
    Filed: July 19, 1984
    Date of Patent: January 7, 1986
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Shinji Terao, Kohei Nishikawa
  • Patent number: 4552960
    Abstract: N,N-Disubstituted heterocyclic amines are useful as fungicides.
    Type: Grant
    Filed: April 2, 1984
    Date of Patent: November 12, 1985
    Assignee: Eli Lilly and Company
    Inventors: Eriks V. Krumkalns, David L. Smiley
  • Patent number: 4526973
    Abstract: Certain 1-(substituted amino)-2-(amino or substituted amino)cyclobutene-3,4-diones of the general formula ##STR1## are potent histamine H.sub.2 -antagonists useful in the treatment of peptic ulcers. A preferred compound, 1-amino-2-[3-(3-piperidinomethylphenoxy)propylamino]cyclobutene-3,4-dione, is prepared by treating an intermediate, 1-methoxy-2-[3-(3-piperidinomethylphenoxy)propylamino]cyclobutene-3,4-dion e, with ammonia.
    Type: Grant
    Filed: June 9, 1982
    Date of Patent: July 2, 1985
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4522943
    Abstract: Compounds of the formula ##STR1## wherein R.sup.12 is a leaving group, Z is S, O or CH.sub.2 and A is a phenyl, furyl, thienyl or pyridyl ring substituted by a ##STR2## moiety, in which R.sup.8 and R.sup.9 are various substituents or, when taken together with the nitrogen, may be a specified heterocyclic ring, are intermediates in the preparation of histamine H.sub.2 -antagonist anti-ulcer agents of the formula ##STR3## in which R.sup.1 and R.sup.2 are any of several specified substituents.
    Type: Grant
    Filed: April 21, 1982
    Date of Patent: June 11, 1985
    Assignee: Bristol-Myers Company
    Inventors: Aldo A. Algieri, Ronnie R. Crenshaw
  • Patent number: 4514406
    Abstract: A compound of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are, same or different, each a hydrogen atom, a C.sub.1 -C.sub.3 alkyl group optionally substituted with halogen, an alkoxyalkyl or alkylthioalkyl group of the formula: R.sub.7 --Z--(CH.sub.2).sub.q --, a C.sub.2 -C.sub.3 alkenyl group, a C.sub.2 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.2 alkoxy group, a C.sub.1 -C.sub.2 alkylthio group, a phenyl group, a pyridyl group, a furyl group or a thienyl group, or R.sub.1 and R.sub.2 may be combined together to form a saturated or unsaturated 5- or 6-membered ring having 0 to 2 oxygen or sulfur atom(s) within the ring, R.sub.3 and R.sub.4 are, same or different, each a hydrogen atom or a methyl group, R.sub.5 is a methyl group or a halogen atom, R.sub.6 is a C.sub.1 -C.sub.4 alkyl group, a methoxy group, a halogen atom, a trifluoromethyl group or a nitro group, R.sub.
    Type: Grant
    Filed: February 16, 1983
    Date of Patent: April 30, 1985
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Tadashi Ohsumi, Makoto Hatakoshi, Hirosi Kisida
  • Patent number: 4509970
    Abstract: Novel substituted phenylphosphinyloxy- and phenylphosphinylthio-iminocarboxylates, synthesis thereof, intermediates therefor, and the use of said novel compounds for the control of weeds.
    Type: Grant
    Filed: December 17, 1981
    Date of Patent: April 9, 1985
    Assignee: Zoecon Corporation
    Inventor: Shy-Fuh Lee
  • Patent number: 4496572
    Abstract: A novel series of carboxy-substituted naphthalenes and carboxy-substituted benzo-fused heterocycles, such as carboxy-substituted derivatives of indole, benzofuran and benzothiophene, has been prepared, including their pharmaceutically acceptable salts. These particular compounds are useful in therapy for the treatment of thrombosis, ischaemic heart disease, stroke, transient ischaemic attack, migraine, peripheral vascular disease, the vascular complications of diabetes and endotoxic shock. Preferred member compounds include 2-(1-imidazolylmethyl)-3-methylbenzo[b]thiophene-5-carboxylic acid and 3-methyl-2-(3-pyridylmethyl)benzo[b]thiophene-5-carboxylic acid, respectively. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: January 29, 1985
    Assignee: Pfizer Inc.
    Inventors: Peter E. Cross, Roger P. Dickinson
  • Patent number: 4486428
    Abstract: Bicyclic fused benzenoid compounds of the formula ##STR1## and pharmaceutically acceptable cationic and acid addition salts thereof, where M is O, CH.sub.2 or NR.sub.6 ; R.sub.6 is hydrogen, formyl, carbobenzyloxy or certain carboalkoxyalkyl, alkanoyl, alkyl, aralkyl or aralkylcarbonyl groups;A' is:(1) A where one of A and B is hydrogen such that when A is hydrogen, B is C(R.sub.2 R.sub.3)(CH.sub.2).sub.f Q and f is 1 or 2; when B is hydrogen, A is C(R.sub.2 R.sub.3)(CH.sub.2).sub.f Q and f is 0 or 1, when taken together A and OR.sub.1 form a lactone or certain derivatives thereof;(2) A' is ##STR2## (3) A' is Q.sub.3 ; Q is CO.sub.2 R.sub.7, COR.sub.8, C(OH)R.sub.8 R.sub.9, CN, CONR.sub.12 R.sub.13, CH.sub.2 NR.sub.12 R.sub.13, CH.sub.2 NHCOR.sub.14, CH.sub.2 NHSO.sub.2 R.sub.17 or 5-tetrazoyl;Q.sub.3 is ##STR3## 5-tetrazolyl, CH.sub.2 CONHCOR.sub.7, COOH or certain ester, amide, carboximido or sulfonimido derivatives thereof, CONHOH, CONHCONH.sub.2, or COCH.sub.2 Q.sub.4 where Q.sub.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: December 4, 1984
    Assignee: Pfizer Inc.
    Inventors: James F. Eggler, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4477453
    Abstract: The present invention relates to oxime ethers of the general formula I ##STR1## R.sub.2 being a pyridyl radical. The invention also relates to processes for the preparation of oxime ethers of general formula I.The compounds according to the invention may be used as medicaments particularly for their spasmolytic and anti-histamine action.
    Type: Grant
    Filed: September 24, 1982
    Date of Patent: October 16, 1984
    Assignee: Univablot
    Inventors: Jacques N. Astoin, Francis Lepage, Jean-Pierre M. J. Fromantin
  • Patent number: 4464300
    Abstract: There are presented benzazepines of the formula ##STR1## wherein either R.sup.1 is hydrogen, lower alkyl, 4-pyridyl or the group --(CH.sub.2).sub.n --NR.sup.6 R.sup.7 and R.sup.2 and R.sup.3 together are an additional bond or R.sup.1 and R.sup.2 together are the oxo group and R.sup.3 is hydrogen or lower alkyl, R.sup.4 is phenyl, o-halophenyl or 2-pyridyl, R.sup.5 is halogen or nitro and either R.sup.6 is hydrogen or lower alkyl and R.sup.7 is hydrogen, lower alkyl, lower alkenyl or lower alkynyl or R.sup.6 and R.sup.7 together with the nitrogen atom are 4-(lower alkyl)-1-piperazinyl or 4-morpholinyl and n is the number 0 or 1, and their pharmaceutically acceptable acid additions salts.The compounds possess interesting psychotropic properties, i.e., pronounced anxiolytic properties have been established in the case of certain representative members of this class of substance.
    Type: Grant
    Filed: July 15, 1982
    Date of Patent: August 7, 1984
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Rene Borer, Max Gerecke, Emilio Kyburz
  • Patent number: 4438136
    Abstract: Novel bicyclo [2,2,1] heptanes and hept-2-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by a grouping --C(R).dbd.N--NHCO--(NH).sub.a --R' in which R is hydrogen, an aliphatic hydrocarbon residue, an aromatic residue or an aliphatic hydrocarbon residue substituted by an aromatic residue, a is 0 or 1 and R' is an aliphatic hydrocarbon residue, an aromatic residue, or an aliphatic hydrocarbon residue substituted directly or through an oxygen or sulphur atom by an aromatic residue. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.
    Type: Grant
    Filed: September 17, 1982
    Date of Patent: March 20, 1984
    Assignee: National Research Development Corporation
    Inventors: Robert L. Jones, Norman H. Wilson
  • Patent number: 4418065
    Abstract: Compounds of the formula ##STR1## wherein R is H or CH.sub.3, n is 1 or 2 and X is F, Cl, Br, I bound in an optional position to the phenyl group, provided that when X is Br it is bound in a position other than the 4 position, processes for their preparation and phrmaceutical preparations, methods of treatment employing such compounds. The compounds are useful for therapeutic treatment of various kinds of depressive conditions.
    Type: Grant
    Filed: July 16, 1981
    Date of Patent: November 29, 1983
    Assignee: Astra Lakemedel Aktiebolag
    Inventors: Thomas Hogberg, Tomas de Paulis, Svante B. Ross, Carl B. J. Ulff
  • Patent number: 4390437
    Abstract: This invention relates to improved hydrocarbon lubricating oil compositions. More particularly this invention relates to hydrocarbon oil compositions which possess improved oxidation inhibition properties through the presence of a new additive functioning as an antioxidant or as an antioxidant catalyst which acts as a chain terminating species for oxidation reactions.
    Type: Grant
    Filed: July 20, 1979
    Date of Patent: June 28, 1983
    Assignee: Standard Oil Company (Indiana)
    Inventors: Richard J. Lee, Lynn M. R. Murphy
  • Patent number: 4356177
    Abstract: The present invention relates to new pyridine derivatives of formula: ##STR1## wherein R.sub.1 is an alkyl or an alicyclic group, R.sub.2 and R.sub.3 are alkyls or alicyclic groups or form an heterocycle with the atom of nitrogen to which they are bonded; the invention also relates to a process for the preparation of said derivatives and the medicines containing at least one of the said derivatives.
    Type: Grant
    Filed: October 7, 1980
    Date of Patent: October 26, 1982
    Assignee: C.M. Industries
    Inventors: Henri Demarne, Claude Bernhart, Jacqueline Lansen
  • Patent number: 4355177
    Abstract: Novel substituted 11-amino-undeca-4,8-dienal and 11-amino-undecanal aldehyde-derivatives of the formulae Ia ##STR1## in which R.sub.1 to R.sub.6, Y and m are as defined in patent claim 1, and processes for their preparation are described. The compounds of the formulae Ia and Ib can be catalytically hydrogenated to novel 1,11-diaminoundecanes, which, in turn, can be used, for example, for the preparation of polycondensation products, in particular transparent polyamides, or as curing agents for epoxide resins.
    Type: Grant
    Filed: January 30, 1981
    Date of Patent: October 19, 1982
    Assignee: Ciba-Geigy Corporation
    Inventors: Dieter Reinehr, Josef Pfeifer
  • Patent number: 4317828
    Abstract: The pyridine derivatives of the general formula: ##STR1## [wherein A represents an alkylene group containing from 1 to 5 carbon atoms unsubstituted or substituted by a hydroxy group, B represents a single bond, or an oxygen or sulphur atom, or an alkylene group containing from 1 to 5 carbon atoms, D represents a single bond, or an alkylene group containing from 1 to 5 carbon atoms, E represents a grouping of the formula: ##STR2## (in which R.sup.6 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms), Z represents a single bond, or an ethynylene group, or a grouping of the formula: ##STR3## in which R.sup.2 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms, R.sup.3 represents a hydrogen, bromine or chlorine atom, or an alkyl group containing from 1 to 4 carbon atoms, the symbol represents a single or double bond, the carbon atom attached to R.sup.2 binds to B, and the carbon atom attached to R.sup.3 binds to D, R.sup.
    Type: Grant
    Filed: February 12, 1981
    Date of Patent: March 2, 1982
    Assignees: Ono Pharmaceutical Co., Ltd., Kissei Pharmaceutical Co., Ltd.
    Inventors: Tadao Tanouchi, Masanori Kawamura, Masaki Hayashi
  • Patent number: 4302591
    Abstract: Iminobenzyl dihydropyridines of the formula ##STR1## wherein, each R is alkyl, alkenyl, alkynyl, cycloalkyl, aryl, aralkyl, sulfonamido, halogen, alkoxy, alkenyloxy, alkynyloxy, cyano, hydroxy, acyloxy, nitro, amino, alkylmercapto, alkylamino, alkanoylamino, carbalkoxyamino, carboxy, methanesulfonyl, carbalkoxy or trifluoromethyl;each R.sub.4 is lower alkoxy;each R.sub.2 is lower alkyl;and R.sub.3 is alkyl, alkenyl, alkynyl, cycloalkyl, heterocyclic or ##STR2## wherein R is as previously defined; have anti-hypertensive activity.
    Type: Grant
    Filed: September 2, 1980
    Date of Patent: November 24, 1981
    Assignee: USV Pharmaceutical Corporation
    Inventors: James R. Shroff, Bernard Loev
  • Patent number: 4297359
    Abstract: Pharmaceutical compositions having anti-ulcer activity, containing as an active ingredient a compound of the formula (I): ##STR1## wherein Het is a pyridinyl group, Ar is a phenyl or a 5- or 6-membered monocyclic heteroaromatic group, and R is an alkyl, alkenyl, alkynyl, cyanoalkyl, carbamidoalkyl or aminoalkyl group, or an N-oxide thereof.
    Type: Grant
    Filed: July 11, 1979
    Date of Patent: October 27, 1981
    Assignee: ACF Chemiefarma NV
    Inventor: Jacob A. van Zorge
  • Patent number: 4288553
    Abstract: Novel carboxyalkylated disopyramides (NORPACE.RTM.) are provided as precursors for conjugating proteins, either antigenic for the preparation of antibodies or enzymatic for the preparation of enzyme conjugates, which antibodies and enzyme conjugates find use as reagents in immunoassays. The combination of antibodies and enzyme conjugates provide for sensitive, accurate, rapid assays for disopyramide without interference from closely analogous compounds, such as methadone or disopyramides metabolites.
    Type: Grant
    Filed: February 11, 1980
    Date of Patent: September 8, 1981
    Assignee: Syva Company
    Inventors: Prithipal Singh, Pyare L. Khanna, Floyd W. Colvin
  • Patent number: 4271296
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of a desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: June 2, 1981
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4271295
    Abstract: Useful intermediates for preparing a 1-dethia-1-oxacephalosporin and represented by the following formula: ##STR1## (wherein R is a monovalent group resulting from the elimination of the carbonyl function of an acyl group derived from a carboxylic or carbonic acid;COB is carboxy or protected carboxy; andX is hydrogen or a nucleophilic group)are prepared from the corresponding penicillin 1-oxides of the following formula: ##STR2## (wherein R, COB, and X are as defined above) by heating, if required in the presence of a desulfurizing reagent, or by exchanging the X group with another one under the condition of an appropriate nucleophilic substitution.
    Type: Grant
    Filed: January 14, 1980
    Date of Patent: June 2, 1981
    Assignee: Shionogi & Co., Ltd.
    Inventors: Teruji Tsuji, Mitsuru Yoshioka, Shoichiro Uyeo, Yoshio Hamashima, Ikuo Kikkawa, Wataru Nagata
  • Patent number: 4271170
    Abstract: The pyridine derivatives of the general formula: ##STR1## [wherein A represents an alkylene group containing from 1 to 5 carbon atoms unsubstituted or substituted by a hydroxy group, B represents a single bond, or an oxygen or sulphur atom, or an alkylene group containing from 1 to 5 carbon atoms, D represents a single bond, or an alkylene group containing from 1 to 5 carbon atoms, R represents a grouping of the formula: ##STR2## (in which R.sup.6 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms), Z represents a single bond, or an ethynylene group, or a grouping of the formula: ##STR3## in which R.sup.2 represents a hydrogen atom, or an alkyl group containing from 1 to 4 carbon atoms, R.sup.3 represents a hydrogen, bromine or chlorine atom, or an alkyl group containing from 1 to 4 carbom atoms; the symbol represents a single or double bond, the carbon atom attached to R.sup.2 binds to B, and the carbon atom attached to R.sup.3 binds to D, R.sup.
    Type: Grant
    Filed: December 20, 1979
    Date of Patent: June 2, 1981
    Assignees: Ono Pharmaceutical Co., Ltd.,, Kissei Pharmaceutical Co., Ltd.
    Inventors: Tadao Tanouchi, Masanori Kawamura, Masaki Hayashi
  • Patent number: 4269981
    Abstract: Pyridyl esters and thiolesters of amino acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.
    Type: Grant
    Filed: June 12, 1980
    Date of Patent: May 26, 1981
    Assignee: Zoecon Corporation
    Inventor: Clive A. Henrick
  • Patent number: 4245096
    Abstract: Bis-(2,4-dinitrophenyl)-methylpyridinium compounds useful as a pH indicator or for the detection of ammonia having the formula: ##STR1## wherein one of R.sub.1 and R.sub.2 is a bis-(2,4-dinitrophenyl)-methyl radical and the other is a lower alkyl radical;R.sub.2 can also be hydrogen atom or trifluoromethyl;R.sub.3 and R.sub.4 are hydrogen or, together with the carbon atoms to which they are attached, represent a benzene ring; andX.sup..crclbar. is an appropriate acid anionor said compounds are betaines.
    Type: Grant
    Filed: April 30, 1979
    Date of Patent: January 13, 1981
    Assignee: Boehringer Mannheim GmbH
    Inventors: Anselm Rothe, Werner Guthlein, Walter Rittersdorf, Wolfgang Werner
  • Patent number: 4223033
    Abstract: Pyridyl esters and thiolesters of naphthyl acids, intermediates therefor, synthesis thereof and the use of said esters and thiolesters and compositions for the control of pests.
    Type: Grant
    Filed: August 24, 1979
    Date of Patent: September 16, 1980
    Assignee: Zoecon Corporation
    Inventor: Clive A. Henrick
  • Patent number: 4186202
    Abstract: A compound having the formula ##STR1## processes for preparing such a compound, intermediates used in the preparation thereof, and pharmaceutical compositions and a method for the treatment of depression and relief of anxiety employing the same.
    Type: Grant
    Filed: March 2, 1977
    Date of Patent: January 29, 1980
    Assignee: Astra Lakemedel Aktiebolag
    Inventors: Per A. E. Carlsson, Bernt S. E. Carnmalm, Vante B. Ross, Carl B. J. Ulff