Additional Ring Containing Patents (Class 546/192)
  • Patent number: 4506099
    Abstract: Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: March 19, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Baumeister, Dieter Reinehr, Eckehard Rosenegger
  • Patent number: 4496564
    Abstract: The invention relates to amide derivatives which are histamine H-2 antagonists and which inhibit gastric acid secretion. According to the invention there is provided a guanidine derivative of the formula I: ##STR1## in which R.sup.1 is a hydrogen or 1-10C alkyl, 3-8C cycloalkyl, 4-14C cycloalkylalkyl, 3-6C alkenyl, 3-6C alkynyl, 1-6C alkanoyl, 6-10C aryl, 7-11C aralkyl or 7-11C aroyl, the aryl, aralkyl and aroyl radical being optionally substituted; ring X is a heterocyclic ring as defined in the specification; A is phenylene or 5-7C cycloalkylene, or a 1-8C alkylene into which is optionally inserted one or two groups; D is O or S; and R.sup.2 and R.sup.3 are hydrogen or a variety of radicals described in the specification: and the pharmaceutically-acceptable acid-addition salts thereof. Manufacturing processes and pharmaceutical compositions are also described.
    Type: Grant
    Filed: March 1, 1982
    Date of Patent: January 29, 1985
    Assignees: ICI Americas Inc., Imperial Chemical Industries PLC
    Inventors: Tobias O. Yellin, David J. Gilman
  • Patent number: 4486429
    Abstract: Compounds of the formula I: ##STR1## in which R represents a hydrogen atom or an alkyl radical containing from 1 to 8 carbon atoms and R.sub.1 and R.sub.2, which may be identical or different independently represent a hydrogen atom, an alkyl radical containing from 1 to 4 carbon atoms, a --CONH.sub.2 radical, a --CO.sub.2 alk.sub.1 radical in which alk.sub.1 represents an alkyl radical containing from 2 to 8 carbon atoms, or an--SO.sub.2 alk.sub.2 radical in which alk.sub.2 represents an alkyl radical containing from 1 to 8 carbon atoms, or R.sub.1 and R.sub.2 together with the nitrogen atom form a heterocycle provided that R.sub.1 and R.sub.2 are not both hydrogen, as well as the alkali metal, alkaline earth metal, ammonium or amine salts of compounds of formula I in which R represents a hydrogen atom. These compounds are useful in treating hyperchlorhydria, gastric or gastroduodenal ulcers, gastritis, hiatal hernias and gastric or gastroduodenal ailments accompanied by gastric hyperacidity.
    Type: Grant
    Filed: October 20, 1982
    Date of Patent: December 4, 1984
    Assignee: Roussel Uclaf
    Inventors: Mario Bianchi, Fernando Barzaghi
  • Patent number: 4485258
    Abstract: (3-Aminopropoxy)bibenzyl derivatives are prepared and found useful as pharmaceutical agents, particularly as inhibitors of platelet aggregation.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: November 27, 1984
    Assignee: Mitsubishi Chemical Industries Limited
    Inventors: Ryoji Kikumoto, Harukazu Fukami, Hiroto Hara, Kunihiro Ninomiya, Mamoru Sugano
  • Patent number: 4482566
    Abstract: An aminoalkylbenzene derivative of the formula: ##STR1## [wherein A is oxygen or sulfur;Y is oxo, thioxo, or cyanoimino;a is an integer of 1 to 3;b is an integer of 0 to 3;c is an integer of 1 to 4;R.sup.1 is alkyl;R.sup.2 is hydrogen or alkyl; orR.sup.1 and R.sup.2 taken together represent pyrrolidinyl;R is hydrogen, cycloalkyl, trihaloalkyl, alkoxy, dialkylamino, aryl, aroyl, heterocyclic group, or a group of the formula: ##STR2## (wherein R.sup.3 is hydrogen, halogen, amino, alkyl, alkylamino, dialkylamino, alkylthio, or aryloxy;R.sup.4 is hydrogen, alkyl, alkenyl, aryl, or heterocyclic group; orR.sup.3 and R.sup.4 taken together represent alkylidene or aralkylidene);with the proviso that the above aryl, aroyl, and heterocyclic group can be substituted by 1 to 3 substituents] and its pharmaceutically acceptable acid addition salts being useful as histamine H.sub.2 blockers, especially peptic ulcer remedies, are provided via several routes.
    Type: Grant
    Filed: June 25, 1981
    Date of Patent: November 13, 1984
    Assignee: Teikoku Hormone Mfg. Co., Ltd.
    Inventors: Kentaro Hirai, Teruyuki Ishiba, Shigeru Matsutani, Itsuo Makino, Toshio Fujishita, Masami Doeteuchi, Koichi Otani
  • Patent number: 4478598
    Abstract: The amphoteric styrene derivatives correspond to the formula ##STR1## in which X is oxygen, sulfur, a direct bond, --SO.sub.2 N(R.sub.5 --, --CON(R.sub.5 -- or --COO--, Y.sub.1 and Y.sub.2 independently of one another are C.sub.1 -C.sub.4 -alkylene or hydroxypropylene, R.sub.1 and R.sub.2 independently of one another are C.sub.1 -C.sub.4 -alkyl or, together with the N atom, are a pyrrolidine, piperidine, hexamethyleneimine or morpholine ring, and R.sub.1, together with R.sub.5, is also a piperazine ring, R.sub.3 and R.sub.4 are hydrogen, C.sub.1-4 -alkyl, chlorine, C.sub.1-4 -alkoxy or C.sub.3-4 -alkenyl or together, in the o-position relative to one another, are a trimethylene or tetramethylene group, R.sub.5 is hydrogen, C.sub.1-4 -alkyl or cyanoethyl or, together with R.sub.1, is a piperazine ring, Q is --COO or --SO.sub.3 and n is the number 1 or 2, and can be prepared by reacting the corresponding amine compounds with a halide of the formula Hal--Y.sub.
    Type: Grant
    Filed: February 22, 1982
    Date of Patent: October 23, 1984
    Assignee: Ciba-Geigy Corporation
    Inventors: Hans R. Meyer, Max Morf
  • Patent number: 4472412
    Abstract: A fungicidal agent contains a phenylpropylammonium salt of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aryl or aralkyl, cycloalkyl, alkoxy, acyl or halogen, R.sup.4 is alkyl, alkenyl or alkoxy, R.sup.5 is alkyl, alkenyl, alkynyl or unsubstituted or substituted aralkyl, R.sup.6 and R.sup.7 are each hydrogen, alkyl, CH.sub.2 OH or OH, X is CH.sub.2, O, S, C.dbd.O, (CH.sub.2).sub.2 or CH.sub.2 CH--R.sup.8 where R.sup.8 is alkyl, m is 0, 1 or 2, n is 0 or 1 and Y.crclbar. is the anion of a non-phytotoxic acid, with the proviso that the bond represented by the broken line may be hydrogenated if m is 0 or 1, and is always hydrogenated if m is 2.
    Type: Grant
    Filed: August 24, 1982
    Date of Patent: September 18, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Buschmann, Bernd Zeeh, Ernst-Heinrich Pommer, Eberhard Ammermann
  • Patent number: 4464370
    Abstract: Cyclohexene derivatives of the formula I ##STR1## where R.sup.1 and R.sup.2 are hydrogen or tert.-butyl and N and X are members of a heterocyclic ring in which X is an alkylene chain of four, five or six members, one of which may be a hetero-atom, such as oxygen, and where the alkylene radicals are unsubstituted or substituted by alkyl or by --CH.sub.2 OH or its acetyl or propionyl derivative, and their salts are used in fungicides.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: August 7, 1984
    Assignee: BASF Aktiengesellschaft
    Inventors: Walter Gramlich, Walter Himmele, Christoph Martin, Ernst-Heinrich Pommer, Hardo Siegel
  • Patent number: 4460604
    Abstract: A class of 4-amine-4-arylcyclohexanones, their ketals, and acid addition salts have been synthesized and found to be useful for relieving pain in animals. Their analgesic activity appears to be of high order, and in addition some exhibit narcotic antagonist activity that is useful in modifying the cardiovascular, respiratory, and behavioral depression caused by other analgesics. Several show mixed analgesic and narcotic antagonist activity. Preferred compounds of the class are 4-(m-hydroxyphenyl)-4-dimethylaminocyclohexanone ethylene ketal, and 4-(m-hydroxyphenyl)-4-(n-butylmethylamino)cyclohexanone ethylene ketal as free bases and as their hydrochloride salts.Processes for synthesis and intermediates are described. Unit dosage forms and therapeutic treatments are disclosed.
    Type: Grant
    Filed: October 22, 1980
    Date of Patent: July 17, 1984
    Assignee: The Upjohn Company
    Inventor: Daniel Lednicer
  • Patent number: 4447368
    Abstract: Aromatic aminosulphonic acids which have a reduced content of discoloring by-products are obtained when aromatic amines are reacted with a sulphonating agent in a reaction medium at least some of which consists of tetramethylene sulphone.
    Type: Grant
    Filed: March 31, 1982
    Date of Patent: May 8, 1984
    Assignee: Siemens-Allis, Inc.
    Inventors: Herbert Emde, Heinz U. Blank, Peter Schnegg
  • Patent number: 4418201
    Abstract: Nitrogen-containing heterocyclic compounds are prepared by the Lewis acid catalyzed cyclization of a diamino-substituted aliphatic compound of the formulaR.sub.2 N-(CR'.sub.2).sub.x+1 -NR".sub.2wherein R, R' and R" are specified substituents and x is an integer from 1 to 4.
    Type: Grant
    Filed: May 16, 1980
    Date of Patent: November 29, 1983
    Assignee: The Dow Chemical Company
    Inventor: Billy M. Williams
  • Patent number: 4395410
    Abstract: Quaternary ammonium salts of certain phenylpropylamines and phenylbutylamines are useful antiarrhythmic drugs. A method for treating arrhythmia and prolonging the action potential of cardiac tissue is provided. Pharmaceutical formulations containing such quaternary ammonium salts are disclosed.
    Type: Grant
    Filed: June 15, 1981
    Date of Patent: July 26, 1983
    Assignee: Eli Lilly and Company
    Inventors: Bryan B. Molloy, Mitchell I. Steinberg
  • Patent number: 4384116
    Abstract: The invention relates to an improved process for the preparation of fungicidally active compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 individually are lower alkyl of from 1 to 4 carbons or halo-(lower alkyl) of from 1 to 4 carbons or R.sub.1 and R.sub.2 together with the carbon to which they are attached form a 3 to 7 membered cycloalkyl ring or lower alkyl-substituted cycloalkyl of from 4 to 9 carbons, R.sub.3, R.sub.4 and R.sub.5 individually are hydrogen or lower alkyl of from 1 to 4 carbons and X is methylene or oxygen, and salts of those compounds which are basic.The improved process comprises the reaction of a compound of the formula, ##STR2## wherein R.sub.3, R.sub.4, R.sub.5 and X have the significance given hereinabove, with a compound which forms a carbonium ion of the formula ##STR3## wherein R.sub.1 and R.sub.2 have the significance as given hereinabove.
    Type: Grant
    Filed: February 2, 1981
    Date of Patent: May 17, 1983
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Albert Pfiffner
  • Patent number: 4370335
    Abstract: 4-Diphenyl-1-[(oxo and oxo-related alkyl)imino]methyl-piperidine derivatives are disclosed which are useful for the inhibition of gastric acid secretion.
    Type: Grant
    Filed: February 2, 1982
    Date of Patent: January 25, 1983
    Assignee: McNeilab, Inc.
    Inventor: Malcolm K. Scott
  • Patent number: 4366277
    Abstract: Novel compounds having two bis (2,2,6,6-tetramethyl-4-piperidyl)-substituted nitrogen heterocyclic rings are provided which are useful as stabilizers for organic polymers. Organic polymer containing the novel compounds having two bis (2,2,6,6-tetramethyl-4-piperidyl)-substituted nitrogen heterocyclic ring compounds exhibit improved resistance to deterioration induced by light, by heat or by a combination of light and heat.
    Type: Grant
    Filed: December 4, 1981
    Date of Patent: December 28, 1982
    Assignee: Carstab Corporation
    Inventor: Kenneth R. Molt
  • Patent number: 4362728
    Abstract: Compounds useful for inhibiting gastric acid secretion and for the treatment of peptic ulcers caused or exacerbated by gastric acidity having the following formula (I): ##STR1## in which R.sup.1 and R.sup.2, are H, C.sub.1-10 alkyl, C.sub.3-8 cycloalkyl or cycloalkylalkyl in which the alkyl part is C.sub.1-6 and the cycloalkyl part is C.sub.3-8, each of the alkyl, cycloalkyl and cycloalkylalkyls being optionally substituted by one or more halogens selected from F, Cl and Br, provided that at least one of R.sup.1 and R.sup.2 is a halogen substituted alkyl, cycloalkyl or cycloalkylalkyl and provided that there is no halogen substituent on the carbon directly attached to the nitrogen; and X, m, Y, n and R.sup.3 are as described in the specification; and the pharmaceutically-acceptable acid-addition salts thereof.
    Type: Grant
    Filed: November 12, 1980
    Date of Patent: December 7, 1982
    Assignees: ICI Americas Inc., Imperial Chemical Industries Ltd.
    Inventors: Tobias O. Yellin, Philip N. Edwards, Michael S. Large
  • Patent number: 4349378
    Abstract: Sulphonanilides of formula ##STR1## and salts thereof, wherein R.sup.1 represents alkyl or certain other groups;R represents alkylene or alkenylene;A represents --COR.sup.12 or a carbonyl derivative or addition compound thereof, where R.sup.12 represents hydrogen, alkyl or certain other groups; andR.sup.2 -R.sup.6 represent hydrogen, alkyl, halogen or certain other groups;are pesticides and plant growth regulants, especially herbicides and fungicides.
    Type: Grant
    Filed: December 14, 1978
    Date of Patent: September 14, 1982
    Assignee: FBC Limited
    Inventors: Geoffrey R. Cliff, Russell G. Hunt, Albert Percival
  • Patent number: 4347252
    Abstract: The hitherto unknown phenylpropargylamine derivative 1-(3,5-bistrifluoromethylphenyl)-3-(4-tert-butylpiperidino)prop-1-yne, and acid addition salts thereof, have been found to be useful for killing warm-blooded vermin, especially rodents. Processes for the preparation of the new phenylpropargylamine derivative are described and so are suitable rodenticidal compositions.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: August 31, 1982
    Assignee: May & Baker Ltd.
    Inventors: Allan P. Leftwick, Edgar W. Parnell
  • Patent number: 4335124
    Abstract: The compounds are 4-phenyl-4-lower alkyl-substituted-3-buten-2-ones, and -2-halo-1,3-butadienes, e.g., 2-(p-biphenylyl)-2-penten-4-one, and are useful as pharmaceuticals.
    Type: Grant
    Filed: October 14, 1980
    Date of Patent: June 15, 1982
    Assignee: Sandoz, Inc.
    Inventor: Eugene E. Galantay
  • Patent number: 4328227
    Abstract: Compounds of general formula ##STR1## wherein R.sup.
    Type: Grant
    Filed: May 19, 1980
    Date of Patent: May 4, 1982
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Gebert Ulrich, Werner Thorwart, Jaromir Komarek, Carl Cartheuser, Kurt Popendiker, Heinz-Gunther Greve
  • Patent number: 4310429
    Abstract: Novel .alpha.-aminoacetamides are powerful stabilizers for organic materials subject to oxygen and heat degradation, and particularly for synthetic natural rubber and synthetic ester lubricants. A wide range of substituents on the amine and amide N atoms, and also on the saturated carbon atom, yields an array of stabilizers having a wide range of compatibility in compositions comprising various synthetic resinous compounds to be stabilized.Novel syntheses are provided utilizing at least one amine nucleophilic agent, a dichlorocarbene ion generating agent, and an alkoxide ion generating agent, which together in the presence of aqueous alkali and an onium salt, yield novel .alpha.-aminoacetamides in which a wide choice of substituents may be introduced. The nucleophilic agent may be a primary or secondary amine, or one of each. The dichlorocarbene ion generating agent is a haloform. The alkoxide ion generating agent may be a ketone, an aldehyde, or a cyanohydrin which reacts with the haloform. An .alpha.
    Type: Grant
    Filed: June 19, 1978
    Date of Patent: January 12, 1982
    Assignee: The B. F. Goodrich Company
    Inventor: John T. Lai
  • Patent number: 4309559
    Abstract: Sulphonanilides of formula ##STR1## and salts thereof, wherein R.sup.1 represents alkyl or certain other groups;R represents alkylene or alkenylene;A represents --COOH, --COO alkyl, --CSSH, CN or certain related groups; orR-A represents a group of formula ##STR2## where R.sup.14 represents hydrogen, alkyl or aryl, B represents oxygen or ##STR3## R.sup.15 represents hydrogen or alkyl, and n represents 0, 1 or 2; and R.sup.2 -R.sup.6 represent hydrogen; alkyl, halogen or certain other groups,are pesticides and plant growth regulants, especially herbicides and fungicides.
    Type: Grant
    Filed: December 14, 1978
    Date of Patent: January 5, 1982
    Assignee: FBC Limited
    Inventor: Geoffrey R. Cliff
  • Patent number: 4306097
    Abstract: Cycloalkanones, cycloalkanols and unsaturated analogs thereof, each of which has at the 3-position a 2-hydroxy-4-substituted phenyl group wherein the 4-position substituent is alkyl which can have an oxygen atom as part of the chain, or aralkyl which can have an oxygen atom as part of the alkyl chain, their use for pharmacological and medicinal purposes, intermediates therefor and processes for their preparation.
    Type: Grant
    Filed: September 8, 1980
    Date of Patent: December 15, 1981
    Assignee: Pfizer Inc.
    Inventors: Charles A. Harbert, Michael R. Johnson, Lawrence S. Melvin, Jr.
  • Patent number: 4297513
    Abstract: Benzophenone thioethers of the general formula I or Ia ##STR1## in which X is hydrogen, alkyl, alkoxy or --COO-alkyl and X.sub.1 is hydrogen, Cl, Br or --SR, R is an unbranched or branched alkyl radical having 1-20 C atoms, which is unsubstituted or substituted by --OH, --OR.sup.1, --O--C(O)--R.sup.2, --COOR.sup.3, --C(O)-phenyl. --CN, --SR.sup.1, --NH.sub.2, --NHR.sup.4, --NR.sup.4 R.sup.5 or phenyl, in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are monovalent hydrocarbon radicals, R.sub.a is an alkylene radical having 2-10 C atoms, which is unsubstituted or substituted by --OH. --OR.sup.1 or --O--C(O)--R.sup.2 and/or is interrupted by --O--, --NR.sup.4, --O--C(O)--R.sup.6 --C(O)--O--, --C(O)--O--R.sup.7 --O--C(O)-- or phenylene and R.sup.6 and R.sup.7 are divalent hydrocarbon radicals, can be prepared by reacting a mono- or di-halogenobenzophenone of the general formula II ##STR2## in which X.sub.2 is Cl or Br and X.sub.
    Type: Grant
    Filed: May 28, 1980
    Date of Patent: October 27, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Louis Felder, Rudolf Kirchmayr
  • Patent number: 4294772
    Abstract: Tin-containing oxime derivatives of the formula ##STR1## wherein n is 0, 1 or 2,m is 0 or 1,Ar is an optionally substituted phenyl radical or an optionally substituted naphthyl radical, or when m is 0, Ar may also be an ester group,X is hydrogen, --CN, halogen, lower alkyl, lower alkanoyl, --COOH, a carboxylic acid ester radical, a carbamoyl radical andR.sub.8, R.sub.9 and R.sub.10, each independently of the other, are alkyl, aryl, aralkyl or C.sub.3 -C.sub.7 cycloalkyl, are suitable for protecting cultivated plants from the phytotoxic action of aggressive agrochemicals, in particular herbicides preferred are compounds of the above formula in whichAr is alkylphenyl, alkoxyphenyl, halophenyl, naphthyl or amido,X is cyano or a carboxylic acid ester radical, andR.sub.8, R.sub.9 and R.sub.10 are the same and are C.sub.1 -C.sub.4 alkyl, benzyl or phenyl.
    Type: Grant
    Filed: August 20, 1979
    Date of Patent: October 13, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Henry Martin
  • Patent number: 4294841
    Abstract: A drug useful as antiarhythmic, antidepressant and anxiolytic containing as an active agent a compound of the formula ##STR1## wherein X and Y are the same or different and represent hydrogen or halogen atoms, or 1-4C alkyl groups, 1-4C alkoxy groups, 1-4C alkylthio groups, CF.sub.3, OH, NH.sub.2, 1-4C monoalkylamino or amino groups substituted by a 1-4C alkylsulfonyl group, a 1-5C alkylcarbonyl group or an aroyl group and A is a CO, CHOH or CH.sub.2 group, or a salt of said compound with a pharmaceutically acceptable acid, is disclosed together with methods for the preparation thereof and its use in human therapy.
    Type: Grant
    Filed: November 27, 1979
    Date of Patent: October 13, 1981
    Assignee: Pharmindustrie
    Inventors: Alain A. Champseix, Gerard R. Le Fur
  • Patent number: 4289882
    Abstract: This invention relates to the production of 4a-aryldecahydroisoquinolines where the aryl group is selected as 3-methoxy phenyl and intermediates. These compounds are morphine analogs and show utility similar to the known morphine, codeine, and thebaine.
    Type: Grant
    Filed: September 5, 1978
    Date of Patent: September 15, 1981
    Assignee: The United States of America as represented by the Department of Health & Human Services
    Inventors: Henry Rapoport, Dwight D. Weller, Richard D. Gless
  • Patent number: 4284635
    Abstract: 4-Phenylpiperidines bearing substituents at the 1,2,4 and 5-positions are potent analgesics. Pharmaceutical formulations containing such compounds and a method for effecting analgesia are provided.
    Type: Grant
    Filed: November 29, 1978
    Date of Patent: August 18, 1981
    Assignee: Eli Lilly and Company
    Inventor: Dennis M. Zimmerman
  • Patent number: 4283534
    Abstract: A process for the preparation of aralkylamines of the formula ##STR1## where R.sup.1 is hydrogen, an aliphatic hydrocarbon radical, a cycloaliphatic radical or alkoxy,R.sup.2, R.sup.3 and R.sup.4 are hydrogen or alkyl,X.sup.1, X.sup.2, X.sup.3 and X.sup.4 are hydrogen or alkyl,A is ##STR2## X.sup.5, X.sup.6, X.sup.7, X.sup.8, X.sup.9 and X.sup.10 are hydrogen or alkyl andn is 2, 3 or 4,by reacting a secondary amine with a carbonyl compound in the presence of hydrogen and of a hydrogenation catalyst which comprises palladium, mixed with zinc, cadmium, manganese and/or a rare earth metal oxide, on an inert carrier.
    Type: Grant
    Filed: March 14, 1980
    Date of Patent: August 11, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Norbert Goetz, Leopold Hupfer
  • Patent number: 4277471
    Abstract: Biphenylylalkylamines which have anti-arrhythmic activity have been prepared. Pharmaceutical formulations containing such compounds and a method of treating cardiac arrhythmias are provided.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: July 7, 1981
    Assignee: Eli Lilly and Company
    Inventors: William B. Lacefield, Richard L. Simon
  • Patent number: 4272536
    Abstract: A compound having the formula ##STR1## wherein a is 0 or 1, R.sub.1 is hydrogen or lower alkyl, A is lower alkylene or lower alkylidene, and R.sub.2 and R.sub.3, which can be the same or different, are hydrogen, lower alkyl, cycloalkyl, benzyl or substituted benzyl, or ##STR2## form a saturated heterocyclic ring, and pharmacologically acceptable acid addition salt thereof, exhibits anti-viral activity and is free from significant effect on the central nervous system.
    Type: Grant
    Filed: December 12, 1979
    Date of Patent: June 9, 1981
    Assignees: Kao Soap Co., Ltd., Sumitomo Chemical Industries Ltd.
    Inventors: Yoshiaki Inamoto, Motoyoshi Osugi, Eiji Kashihara
  • Patent number: 4264614
    Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, =CHNO.sub.2 or =NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: April 28, 1981
    Assignee: Glaxo Group Limited
    Inventors: John W. Clitherow, Barry J. Price, John Bradshaw
  • Patent number: 4264775
    Abstract: A simple process for the preparation of .beta.-aminostyrenes proceeds from anilines by successively diazotizing, reacting with a vinyl ester, and reacting with a secondary amine without purification of the intermediate products. The compounds are reactive enamines useful in organic synthesis.
    Type: Grant
    Filed: October 27, 1976
    Date of Patent: April 28, 1981
    Assignee: Eli Lilly and Company
    Inventor: William A. White
  • Patent number: 4263455
    Abstract: The invention relates to novel ortho-aminoacetophenones of the formula I ##STR1## and their tautomers, in which Z is hydrogen, halogen, lower alkyl, cycloalkyl, lower alkoxy, trifluoromethyl, nitro or substituted or unsubstituted sulphamoyl, m is 1 or 2, R is hydrogen, aryl or lower alkyl, R.sub.1 is hydrogen or lower alkyl, R.sub.2 is lower alkyl, cycloalkyl, aryl, cycloalkyl-lower alkyl, aryl-lower alkyl or substituted or unsubstituted pyridyl, R.sub.
    Type: Grant
    Filed: September 27, 1979
    Date of Patent: April 21, 1981
    Assignee: Ciba-Geigy Corporation
    Inventors: Pier G. Ferrini, Richard Goschke, Alfred Sallmann, Alberto Rossi
  • Patent number: 4261924
    Abstract: New 4-nitro-2-trichloromethylphenylsulfenamides having a fungicidal and bactericidal action, processes for their manufacture, fungicides containing these compounds as active ingredients, and a process for combating fungi with these compounds.
    Type: Grant
    Filed: September 25, 1979
    Date of Patent: April 14, 1981
    Assignee: BASF Aktiengesellschaft
    Inventors: Helmut Hagen, Ernst-Heinrich Pommer, Wolfgang Reuther, Hans Ziegler
  • Patent number: 4259337
    Abstract: Novel m-trifluoromethylphenyl-piperidines of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, branched or straight chain alkyl of 1 to 5 carbon atoms, alkenyl of 3 to 5 carbon atoms, alkynyl of 3 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive, anorexigenic and antiparkinsonian activity and their preparation and novel intermediates formed therein.
    Type: Grant
    Filed: May 12, 1977
    Date of Patent: March 31, 1981
    Assignee: Roussel Uclaf
    Inventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
  • Patent number: 4251655
    Abstract: Substituted N-iminomethylpiperidines are disclosed which are useful for the inhibition of gastric acid secretion.
    Type: Grant
    Filed: September 20, 1979
    Date of Patent: February 17, 1981
    Assignee: McNeilab, Inc.
    Inventors: Malcolm K. Scott, Chris R. Rasmussen
  • Patent number: 4242261
    Abstract: This invention provides an improved process for producing methylene-cycloamines as exemplified by 1-isopropyl-3-diphenylmethyleneacetidine: ##STR1## In accordance with the invention process, the above illustrated methyleneazetidine compound is synthesized by (1) reacting .alpha.,.alpha.-diphenyl-.alpha.-(1-isopropyl-3-azetidinyl) acetamide with bromine and alkali metal alkoxide under modified Hofmann Rearrangement conditions to form a carbamate intermediate, and (2) heating the carbamate intermediate in an acidic medium to yield the 1-isopropyl-3-diphenylmethyleneazetidine product.This illustrated 3-methyleneazetidine compound is characterized by a combination of pharmacological properties which are indicative of utility as a mood elevating therapeutic agent for relieving the symptoms of depression in humans.
    Type: Grant
    Filed: July 19, 1979
    Date of Patent: December 30, 1980
    Assignee: A. H. Robins Company, Inc.
    Inventor: Albert D. Cale, Jr.
  • Patent number: 4241071
    Abstract: Novel azacycloalkanes, azacycloalkenes and derivatives thereof and methods of preparing same are described. These compounds are useful as antidepressants, anticonvulsants, tranquilizers and analgetics.
    Type: Grant
    Filed: January 25, 1979
    Date of Patent: December 23, 1980
    Assignee: American Hoechst Corporation
    Inventors: Lawrence L. Martin, Helen H. Ong, Vernon B. Anderson, Charles A. Crichlow
  • Patent number: 4241058
    Abstract: Heterocyclic compounds characterized by the formula ##STR1## wherein R.sub.1, R.sub.3, R.sub.4, R.sub.5, R.sub.6, X and z are as hereinafter set forth, prepared, inter alia, by reacting a compound characterized by the formula ##STR2## with an amine characterized by the formula ##STR3## wherein R.sub.1, R.sub.3, R.sub.4, R.sub.5, R.sub.6, X and Y are as hereinafter set forth, are described. The end products are useful as fungicidal agents.
    Type: Grant
    Filed: November 18, 1977
    Date of Patent: December 23, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Albert Pfiffner
  • Patent number: 4238612
    Abstract: A process for the conversion of compounds of the formula: ##STR1## in which R is a hydrogen atom or a substituent and for which the carbon carrying the vinyl group has the rectus configuration, into the corresponding compounds of formula (I) for which the carbon carrying the vinyl group has the sinister configuration, and vice versa, which comprises subjecting a compound of formula (I) for which the carbon carrying the vinyl group has the rectus or sinister configuration, partially or entirely salified, to a heating at a temperature above 50.degree. C. in a protic solvent or a mixture of protic solvents in the presence or absence of formaldehyde, and isolating the compound of formula (I) for which the carbon carrying the vinyl group has the sinister or rectus configuration thus formed.
    Type: Grant
    Filed: March 21, 1979
    Date of Patent: December 9, 1980
    Assignee: Pharmindustrie
    Inventors: Jean-Jacques Barieux, Marie-Christine Dubroeucq, Francois Rocquet
  • Patent number: 4212822
    Abstract: In the preparation of an o-dialkylaminomethylphenol of the formula ##STR1## in which R.sup.1 and R.sup.2 each independently is alkyl with 1 to 6 carbon atoms, or R.sup.1 and R.sup.2 conjointly with the adjacent nitrogen atom, form a five-membered or six-membered ring, by reacting phenol, formaldehyde or paraformaldehyde and an amine of the formula ##STR2## the improvement which comprises carrying out the reaction in the presence of an organic liquid which is immiscible with water but which is a solvent for the phenol and amine employed as starting materials and the o-dialkylaminomethylphenol which is formed.
    Type: Grant
    Filed: December 30, 1976
    Date of Patent: July 15, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventor: Hermann Arold
  • Patent number: 4211551
    Abstract: Herbicidal compositions for selective weed control comprising 4-(4'-chlorobenzyl)-phenoxy acetic acid or a salt thereof and the novel salts of 4-(4'-chlorobenzyl)-phenoxy acetic acid.A method for selectively controlling weeds by applying to a crop area an effective amount of 4-(4'-chlorobenzyl)-phenoxy acetic acid or a salt of said acid.
    Type: Grant
    Filed: November 10, 1977
    Date of Patent: July 8, 1980
    Assignee: Siegfried AG
    Inventors: Kurt Thiele, Quazi Ahmed, Walter Scharen, Jacques Meyer
  • Patent number: 4204997
    Abstract: A process for the asymmetric synthesis of amines which comprises the amination of a conjugated diene having from 4 to about 20 carbon atoms in the presence of a catalyst system comprising a palladium compound and an optically active phosphine ligand containing at least two phosphorus atoms.
    Type: Grant
    Filed: March 19, 1979
    Date of Patent: May 27, 1980
    Assignee: Monsanto Company
    Inventors: Charles F. Hobbs, Dudley E. McMackins
  • Patent number: 4202894
    Abstract: Heterocyclic compounds characterized by the formula ##STR1## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, X and z are as hereinafter set forth,prepared, inter alia, by reacting a compound characterized by the formula ##STR2## with an amine characterized by the formula ##STR3## wherein R, R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, X and Y are as hereinafter set forth,are described. The end products are useful as fungicidal agents.
    Type: Grant
    Filed: November 18, 1977
    Date of Patent: May 13, 1980
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Albert Pfiffner
  • Patent number: 4199589
    Abstract: N-(2-aminocycloheptyl)-N-alkanoylanilides and their 2-N-oxides of the formula ##STR1## e.g., trans-3,4-dichloro-N-[2-(dimethylamino)cycloheptyl]acrylanilide, and their pharmacologically acceptable salts, have been found to possess potent Central Nervous System anti-depressant properties. Many of them are new.These compounds are promising anti-depressant drugs which are characterized by lower toxicity than imipramine, and long acting activity which may allow longer durations between administrations, e.g., once a day. Pharmaceutical compositions containing these compounds and a process for treating conditions of depression with these compositions are disclosed.
    Type: Grant
    Filed: February 6, 1979
    Date of Patent: April 22, 1980
    Inventor: Jacob Szmuszkovicz
  • Patent number: 4192873
    Abstract: The invention relates to novel ortho-aminoacetophenones of the formula I ##STR1## and their tautomers, in which Z is hydrogen, halogen, lower alkyl, cycloalkyl, lower alkoxy, trifluoromethyl, nitro or substituted or unsubstituted sulphamoyl, m is 1 or 2, R is hydrogen, aryl or lower alkyl, R.sub.1 is hydrogen or lower alkyl, R.sub.2 is lower alkyl, cycloalkyl, aryl, cycloalkyl-lower alkyl, aryl-lower alkyl or substituted or unsubstituted pyridyl, R.sub.
    Type: Grant
    Filed: October 28, 1977
    Date of Patent: March 11, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Pier G. Ferrini, Richard Goschke, Alfred Sallmann, Alberto Rossi
  • Patent number: 4189583
    Abstract: This invention relates to a process for the production of 4a-aryldecahydroisoquinolines where the aryl group is selected as 3-methoxy phenyl. These compounds are morphine analogs and show utility similar to the known morphine, codeine, and thebaine. In this process particular novelty is asserted for the production of a nipecotic ester ethyl 4-(3'-methoxyphenyl)-1-methyl piperidine-3-carboxylate. Furthermore, novelty is asserted for the step of conversion of the nipecotates through cyclization to cis- or trans-tert-butyl 1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline-7-carboxylat e, which may also be easily converted to the keto amide, trans-1,6-dioxo-4a-(3'-methoxyphenyl)-2-methyldecahydroisoquinoline.
    Type: Grant
    Filed: April 26, 1978
    Date of Patent: February 19, 1980
    Assignee: The United States of America as represented by the Department of Health, Education and Welfare
    Inventors: Henry Rapoport, Dwight D. Weller, Richard D. Gless
  • Patent number: 4188396
    Abstract: New 4-(phenyl)-piperidine compounds of the general formula I ##STR1## in which R.sub.1 represents hydrogen or lower alkyl, Ph represents a p-phenylene group optionally substituted by lower alkyl, lower alkoxy, nitro and/or halogen, and R.sub.2 represents lower alkyl, and pharmaceutically acceptable acid addition salts thereof are useful as antidepressant agents.
    Type: Grant
    Filed: January 6, 1978
    Date of Patent: February 12, 1980
    Assignee: Ciba-Geigy Corporation
    Inventors: Georges Haas, Alberto Rossi, Pier G. Ferrini, Oswald Schier
  • Patent number: 4179501
    Abstract: Cis- and trans-N-(2-aminocycloaliphatic)benzamide compounds of the formula ##STR1## e.g., N-methyl-N-[2-(N-pyrrolidinyl)cyclohexyl]-3,4-dichlorobenzamide, and their pharmaceutically acceptable salts, have been found to have potent analgesic activity, and compositions containing these compounds useful in pharmaceutical dosage unit form for alleviating pain in warm blooded animals, as well as methods for alleviating pain in animals with these compositions. Processes for preparing the compounds are also disclosed.
    Type: Grant
    Filed: May 10, 1978
    Date of Patent: December 18, 1979
    Assignee: The Upjohn Company
    Inventor: Jacob Szmuszkovicz