Nitrogen Bonded Directly To Ring Carbon Of The Oxazole Ring Patents (Class 548/245)
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Patent number: 4818273Abstract: Novel substituted triazolo[1,5-a]pyrimidine-2-sulfonamides, e.g., 5,7-dimethyl-N-(2,6-dichlorophenyl)-1,2,4-triazolo[1,5-a]pyrimidine-2-sulf onamide and their agriculturally acceptable salts are prepared. These compounds and compositions containing them are useful for the control of unwanted vegetation. Novel substituted triazolo[1,5-a]pyrimidine-2-sulfonyl chlorides and substituted anilines and their use as intermediates are also described.Type: GrantFiled: December 10, 1986Date of Patent: April 4, 1989Assignee: The Dow Chemical CompanyInventors: William A. Kleschick, Robert J. Ehr, Mark J. Costales, Ben C. Gerwick, III, Richard W. Meikle, deceased, William T. Monte, Pearson, Norman R.
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Patent number: 4801718Abstract: N-Aryl benzamides wherein the aryl group is a nitrogen containing heterocycle are useful as selective herbicidal agents. Compositions containing the novel benzamides and a herbicidal method of selective weed control are disclosed.Type: GrantFiled: December 5, 1985Date of Patent: January 31, 1989Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
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Patent number: 4800200Abstract: Novel 4,8-dihydro-8-arylisoxazolo[4,3-e][1,4]oxazepin-5(6H)-ones and methods for treating hypertension utilizing compounds or compositions thereof are disclosed.Type: GrantFiled: December 21, 1987Date of Patent: January 24, 1989Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: John J. Tegeler, Kirk D. Shoger
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Patent number: 4798893Abstract: A method for the synthesis of the 2-propanone (I) is described starting from alkoxide (II) through the lactone (IV). ##STR1## Excellent control of the location of the substitution on the phenyl ring is achieved and the reaction proceeds in high yield.Type: GrantFiled: September 21, 1987Date of Patent: January 17, 1989Assignee: McNeilab, Inc.Inventors: David A. Cherry, Cynthia A. Maryanoff, John E. Mills, Roy A. Olofson, James D. Rodgers
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Patent number: 4797492Abstract: A novel compound useful as an intermediate for synthesizing pesticides and medicines of the formula: ##STR1## in which: R is alkyl having plural florines; R.sup.1 is hydrogen, alkyl, halogen or optionally substituted phenyl; and R.sup.2 is hydrogen or alkyl, or a salt thereof.Type: GrantFiled: October 22, 1986Date of Patent: January 10, 1989Assignee: Shionogi & Co., Ltd.Inventors: Shinzaburo Sumimoto, Ichiro Ishizuka, Hiroyuki Kai, Shiro Ueda, Akira Takase
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Patent number: 4791131Abstract: Certain new 2-oxindole-3-carboxamide compounds having an acyl substituent at the 1-position are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic and anti-inflammatory agents in mammalian subjects. In particular, the compounds of the invention are useful for acute administration for ameliorating or eliminating pain in human subjects recovering from surgery or trauma, and also for chronic administration for alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis, in human subjects.Type: GrantFiled: December 31, 1987Date of Patent: December 13, 1988Assignee: Pfizer Inc.Inventor: Saul B. Kadin
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Patent number: 4791129Abstract: 1,3,-Dicarboxamidooxindoles as antiinflammatory agents prepared by reaction of the 1-carbamoyloxindole with an isocyanate or by aminolysis of the corresponding alkyl 1-carbamoyloxindole-3-carboxylate.Type: GrantFiled: November 9, 1987Date of Patent: December 13, 1988Assignee: Pfizer Inc.Inventor: Saul B. Kadin
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Patent number: 4756744Abstract: The invention relates to certain 3-isoxazolyl-2-imidazolidinone derivatives, namely 3-[5- or 3-substituted-3- or 5-isoxazolyl]-1-substituted-4-substituted amino-2-imidazolidinones and the uses thereof for preemergence or postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: June 24, 1985Date of Patent: July 12, 1988Assignee: PPG Industries, Inc.Inventor: James A. Schwindeman
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Patent number: 4740231Abstract: 1-Aryl-5-alkoximinoalkylamino-pyrazoles of the formula ##STR1## in which R represents cyano or nitro, or represents an optionally substituted heterocyclic radical,R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen or alkyl, or represents optionally substituted aryl,R.sup.3 represents hydrogen, alkyl or alkenyl, or represents in each case optionally substituted aralkyl or aryl andAr represents optionally substituted phenyl or pyridyl,are active as herbicides and plant growth regulants. Compounds of the formula ##STR2## in which R" has the same definition as R other than cyano, are also active and useful as intermediates as well.Type: GrantFiled: May 22, 1986Date of Patent: April 26, 1988Assignee: Bayer AktiengesellschaftInventors: Reinhold Gehring, Otto Schallner, Jorg Stetter, Hans-Joachim Santel, Robert R. Schmidt, Klaus Lurssen
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Patent number: 4739083Abstract: A new process for preparing a pyrone-3-carboxamide compound of the formula (IV): ##STR1## wherein R.sub.1 is aryl or heterocyclic group optionally substituted, R.sub.2 is alkyl, aralkyl or like group, comprising reacting a compound of the formula (I) or (I'): ##STR2## wherein R.sub.3 is dialkylamino group and n is 0 to 6, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II): ##STR3## wherein R.sub.4 and R.sub.5 are hydrogen atom, alkyl or like group, or reacting a compound of the formula (III): ##STR4## wherein R.sub.6 is alkyl, aryl or like group, and R.sub.1 and R.sub.2 are as above,with a compound of the formula (II) or diketene in the presence of a tertiary organic base.Type: GrantFiled: January 2, 1986Date of Patent: April 19, 1988Assignee: Daicel Chemical Industries Ltd.Inventors: Yoichiro Ueda, Yukihisa Goto, Kazuhisa Masamoto
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Patent number: 4730004Abstract: Certain new 2-oxindole-3-carboxamide compounds having an acyl substituent at the 1-position are inhibitors of the cyclooxygenase (CO) and lipoxygenase (LO) enzymes, and are useful as analgesic and anti-inflammatory agents in mammalian subjects. In particular, the compounds of the invention are useful for acute administration for ameliorating or eliminating pain in human subjects recovering from surgery or trauma, and also for chronic administration for alleviating the symptoms of chronic diseases, such as rheumatoid arthritis and osteoarthritis, in human subjects.Type: GrantFiled: February 2, 1987Date of Patent: March 8, 1988Assignee: Pfizer Inc.Inventor: Saul B. Kadin
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Patent number: 4725616Abstract: 1,3-Dicarboxamidooxindoles as antiinflammatory agents prepared by reaction of the 1-carbamoyloxindole with an isocyanate or by aminolysis of the corresponding alkyl 1-carbamoyloxindole-3-carboxylate.Type: GrantFiled: January 20, 1987Date of Patent: February 16, 1988Assignee: Pfizer Inc.Inventor: Saul B. Kadin
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Patent number: 4716233Abstract: Novel dihydroisoxazole compounds are disclosed having activity against parasitic worms and showing little or no toxicity to the host animal. These compounds are 3-chloro-4-dialkylaminophthaloylamino-4,5-dihydroisoxazoles and 3-dialkylamino-4-dialkylaminophthaloylamino-4,5-dihydroisoxazoles. A process for making these compounds and a method of administering them to infested animals is also disclosed.Type: GrantFiled: February 28, 1986Date of Patent: December 29, 1987Assignee: International Minerals & Chemical Corp.Inventors: Jing-Jong Lu, Herbert L. Wehrmeister
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Patent number: 4707180Abstract: The invention relates to certain 3-isoxazolyl-2-imidazolidinone derivatives, namely 3-[5- or 3-substituted-3- or -5-isoxazolyl]-1-substituted-4- or 5-substituted amino-2-imidazolidinones and the use thereof for preemergence or postemergence control of noxious plants, i.e., weeds.Type: GrantFiled: June 14, 1985Date of Patent: November 17, 1987Assignee: PPG Industries, Inc.Inventor: James A. Schwindeman
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Patent number: 4695567Abstract: The present invention provided pyrrolobenzimidazoles or tautomer thereof, of the general formula: ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl or C.sub.3 -C.sub.7 cycloalkyl;R.sub.2 is hydrogen, cyano, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, or a carbonyl group substituted by hydroxyl, C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkyoxy, amino, C.sub.1 -C.sub.6 alkylamino, C.sub.2 -C.sub.12 dialkylamino or hydrazino, orR.sub.2 and R.sub.1 together with the carbon to which they are attached form a C.sub.3 -C.sub.8 spirocycloalkyl ring, or R.sub.1 and R.sub.2 together form C.sub.3 -C.sub.7 alkylidene or C.sub.3 -C.sub.7 cycloalkylkidene,X is a valency bond, C.sub.1 -C.sub.Type: GrantFiled: January 17, 1986Date of Patent: September 22, 1987Assignee: Boehringer Mannheim GmbHInventors: Alfred Mertens, Jens-Peter Holck, Herbert Berger, Bernd Muller-Beckmann, Klaus Strein, Egon Roesch
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Patent number: 4694016Abstract: Novel phthalamide compounds are disclosed having activity against a broad spectrum of parasitic worms and showing no toxicity to the host animal. These compounds are N-(3-chloro-4,5-dihydroisoxazol-4-yl)-N'-(substituted)phthalamides. A process for making these compounds and a method of administering them to animals are also disclosed.Type: GrantFiled: October 18, 1985Date of Patent: September 15, 1987Assignee: International Minerals & Chemical Corp.Inventors: Jing-Jong Lu, Herbert L. Wehrmeister
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Patent number: 4689071Abstract: This invention relates to certain 3-isoxazolyl-2-imidazolidinone derivatives, namely 3-[5- or 3-substituted -3- or -5-isoxazolyl]-1-,4- or 5-substituted-2-imidazolidinones and the use thereof for preemergence or post-emergence control of noxious plants, i.e., weeds.Type: GrantFiled: May 2, 1986Date of Patent: August 25, 1987Assignee: PPG Industries, Inc.Inventors: Muppala S. Raju, Jerome M. Lavanish
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Patent number: 4687857Abstract: Novel alkyl .beta.-oxo-benzenepropanoates of the formula ##STR1## wherein X is in the 5-,6-,7- or 8-position and is selected from the group consisting of hydrogen, halogen, alkyl of 1 to 5 carbon atoms, alkoxy of 1 to 4 carbon atoms, CF.sub.3 --, CF.sub.3 S-- and CF.sub.3 O--, R.sub.1 ' is selected from the group consisting of hydrogen and alkyl of 1 to 4 carbon atoms, R.sub.2 ' is selected from the group consisting of hydrogen, thiazolyl, 4,5-dihydrothiazolyl, pyridinyl, oxazolyl, isoxazolyl, imidazolyl, pyrimidyl, tetrazolyl, thienyl, benzothiazolyl and phenyl optionally substituted with at least one member of the group consisting of halogen, alkoxy of 1 to 4 carbon atoms, hydroxy, phenyl, CF.sub.3 --, NO.sub.2 -- alkyl of 1 to 4 carbon atoms and alkyl of 1 to 4 carbon atoms substituted with amino, alkylamino or dialkylamino with alkyls of 1 to 3 carbon atoms or R.sub.1 ' and R.sub.Type: GrantFiled: October 12, 1984Date of Patent: August 18, 1987Assignee: Roussel UclafInventors: Francois Clemence, Odile Le Martret
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Patent number: 4670448Abstract: The invention provides compounds of the general formula (I) ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in which the substituents are defined in the detailed description.The compounds show pharmaceutical activity as selective histamine H.sub.2 -antagonists.Type: GrantFiled: February 10, 1983Date of Patent: June 2, 1987Assignee: Glaxo Group LimitedInventors: John W. Clitherow, John Bradshaw, John W. M. Mackinnon, Duncan B. Judd, David E. Bays, Roger Hayes, Andrew Pearce
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Patent number: 4666502Abstract: The invention provides 5-membered heteroaromatic compounds of formula IArN(Y)COCH.sub.2 Cl Iwherein Ar is a 5-membered heteroaromatic group comprising 1 or 2 heteroatoms selected from O, S and N and linked by a ring C-atom to the N-atom of the N(Y)COCH.sub.2 Cl group to which it is bound, whereby where Ar is pyrazolyl, said N(Y)COCH.sub.2 Cl group is in the 4-position,and Y is as specified in the description,the use of these compounds as herbicides, compositions for facilitating such use and the preparation of the chloroacetamides.Type: GrantFiled: February 3, 1983Date of Patent: May 19, 1987Assignee: Sandoz Ltd.Inventors: Karl Seckinger, Fred Kuhnen, Karlheinz Milzner
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Patent number: 4663341Abstract: This invention relates to N-aryl-3-aryl-4,5-dihydro-1H-pyrazole-1-carboxamide compounds which are useful as pesticides, compositions containing those compounds, methods of controlling pests and processes for preparing these compounds.Type: GrantFiled: January 11, 1985Date of Patent: May 5, 1987Assignee: Rohm and Haas CompanyInventor: Richard M. Jacobson
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Patent number: 4659836Abstract: Imidazolidinone imines are provided as well as a process for preparing same including corresponding imidazolidinone amines which compounds are useful as herbicides.Type: GrantFiled: August 5, 1986Date of Patent: April 21, 1987Assignee: PPG Industries, Inc.Inventor: James A. Schwindeman
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Patent number: 4593024Abstract: Novel dihydroisoxazole compounds are disclosed having activity against parasitic worms and showing little or no toxicity to the host animal. These compounds are 3-chloro-4-dialkylaminophthaloylamino-4,5-dihydroisoxazoles and 3-dialkylamino-4-dialkylaminophthaloylamino-4,5-dihydroisoxazoles. A process for making these compounds and a method of administering them to infested animals is also disclosed.Type: GrantFiled: August 15, 1985Date of Patent: June 3, 1986Assignee: International Minerals & Chemical Corp.Inventors: Jing-jong Lu, Herbert L. Wehrmeister
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Patent number: 4588817Abstract: Novel antibacterially-active esters of antibiotic nodusmicin. Activity is demonstrated against Staphylococcus aureus, Streptococcus pyogenes, and Sarcina lutea. Thus, these esters can be used in various known environments, using well-known procedures, to eradicate or control susceptible microbes.Type: GrantFiled: June 4, 1984Date of Patent: May 13, 1986Assignee: The Upjohn CompanyInventors: Barney J. Magerlein, Howard A. Whaley
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Patent number: 4576956Abstract: New (2-propynylamino)isoxazole and (3-iodo-2-propynylamino)isoxazole derivatives having anti-microbial activity which are used as active ingredients in anti-microbial compositions for medical use, for agricultural use and also for veterinary use.Type: GrantFiled: September 9, 1983Date of Patent: March 18, 1986Assignee: Shionogi & Co., Ltd.Inventors: Yasuo Makisumi, Akira Murabayashi, Katsuya Tawara, Yoshihachi Watanabe, Toshio Takahashi, Takao Konishi
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Patent number: 4544753Abstract: This invention relates to substituted 8-phenylisoxazolo[4,3-e][1,4]diazepin-5-ones of the formula ##STR1## wherein R is lower alkyl; R.sub.1 is hydrogen, amino alkyl, propargyl and lower alkyl; X is oxygen and sulfur; and Y is halogen, trifluoromethyl, lower alkyl, lower alkoxy and hydrogen. The compounds of this invention display useful anxiolytic and anticonvulsant activities.Type: GrantFiled: January 14, 1985Date of Patent: October 1, 1985Assignee: Hoechst-Roussel Pharmaceuticals IncorporatedInventors: John J. Tegeler, Craig J. Diamond
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Patent number: 4529435Abstract: This invention concerns certain 3-(3- or 5-substituted-5- or -3-yl)-1-substituted-1-(2,2-substituted)ureas having herbicidal activity, and their use to control weeds.Type: GrantFiled: April 19, 1982Date of Patent: July 16, 1985Assignee: PPG Industries, Inc.Inventor: Jerome M. Lavanish
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Patent number: 4525477Abstract: 2,3-Unsaturated nitrogen-containing heterocyclic compounds with a 3-nitro group and a 2-heterocyclyl alkylamino group. The alkyl group of 2-position substituents is preferably interrupted by sulfur or oxygen. The compounds of the invention are preferably dihydropyrroles or tetrahydropyrridines or pyrimidines. The compounds of the invention are histamine H.sub.2 -receptor antagonists.Type: GrantFiled: April 25, 1983Date of Patent: June 25, 1985Assignee: Smith Kline & French Laboratories LimitedInventors: Michael L. Roantree, Rodney C. Young
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Patent number: 4514571Abstract: A process for the preparation of a urea derivative having the formula: ##STR1## in which A represents a straight- or branched-chain alkyl group having 1-20 carbon atoms, an aryl group, or a heterocyclic group, and each of R.sup.1 and R.sup.2 represents hydrogen, a straight- or branched-chain alkyl group having 1-20 carbon atoms, an alicyclic group, or an aryl groups, which comprises:reacting sodium salt of an N-halogenamide with a quaternary ammonium salt to obtain its addition salt and then,reacting said addition salt with an amine derivative in the absence or presence of an organic solvent.Type: GrantFiled: May 19, 1983Date of Patent: April 30, 1985Assignee: UBE Industries, Ltd.Inventors: Mamoru Nakai, Fumio Iwata, Teruhiko Inoue
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Patent number: 4514410Abstract: This invention relates to substituted 8-phenylisoxazolo[4,3-e][1,4]diazepin-5-ones of the formula ##STR1## wherein R is lower alkyl; R.sub.1 is hydrogen, amino alkyl, propargyl and lower alkyl; X is oxygen and sulfur; and Y is halogen, trifluoromethyl, lower alkyl, lower alkoxy and hydrogen. The compounds of this invention display useful anxiolytic and anticonvulsant activites.Type: GrantFiled: May 31, 1984Date of Patent: April 30, 1985Assignee: Hoechst-Roussel Pharmaceuticals Inc.Inventors: John J. Tegeler, Craig J. Diamond
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Patent number: 4500343Abstract: 1-Heterocyclic-2-pyrrolidinone analogs, and intermediates thereof, as aquatic and terrestrial herbicides and aquatic algicides. The compounds and intermediates can also be used together with one or more herbicides to provide useful terrestrial herbicidal combinations.Type: GrantFiled: September 30, 1982Date of Patent: February 19, 1985Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
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Patent number: 4482563Abstract: 3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 - receptor antagonists. The 2- position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with alkyl group interrupted by sulfur or oxygen. The 4- and 5- positions of the pyrrole ring can also be substituted.Type: GrantFiled: June 27, 1983Date of Patent: November 13, 1984Assignee: Smith Kline & French Laboratories LimitedInventors: Michael L. Roantree, Rodney C. Young
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Patent number: 4471123Abstract: Herbicidal isoxazolyl imidazolidinones are prepared by reaction of an isoxazolyl-allylurea with ozone and reduction.Type: GrantFiled: April 29, 1983Date of Patent: September 11, 1984Assignee: Eli Lilly and CompanyInventors: David L. Varie, John C. Lechleiter
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Patent number: 4455264Abstract: Acyl cyanides of the formula ##STR1## in which R represents an optionally substituted alkyl group having 1 to 8 carbon atoms, an optionally substituted cycloalkyl group having 3 to 12 carbon atoms or an optionally substituted aryl group, or an optionally substituted 5-membered or 6-membered heterocyclic radical which additionally can be fused to a benzene ring,are obtained in high yields by reacting carboxylic acid anhydrides of the formula R--CO--O--CO--R (II) with trimethylsilyl cyanide, (CH.sub.3).sub.3 Si--CN (III), if appropriate in the presence of a catalyst and, if appropriate, in the presence of a diluent, at a temperature between 50.degree. and 250.degree. C. The acyl cyanides can be used as intermediate products, for example, for the preparation of certain herbicidally active compounds of the triazinone series.Type: GrantFiled: October 22, 1982Date of Patent: June 19, 1984Assignee: Bayer AktiengesellschaftInventors: Kurt Findeisen, Eckart Kranz
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Patent number: 4440775Abstract: The compounds are novel N-substituted-N'-heterocyclic alkylthioureas, guanidines and 1-nitro-2,2-diaminoethylene compounds which are histamine H.sub.2 -antagonists.Type: GrantFiled: June 18, 1982Date of Patent: April 3, 1984Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Charon R. Ganellin, Geoffrey R. Owen, Rodney C. Young
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Patent number: 4430336Abstract: N-Substituted 2-methylnaphthylamides of the general formula ##STR1## where R.sup.1 is ##STR2## R.sup.3 being hydrogen or alkoxy, or R.sup.1 is ##STR3## R.sup.4 and R.sup.5 being unsubstituted or substituted alkyl, or R.sup.4 and R.sup.5 together forming a heterocyclic ring which contains two oxygen atoms and is unsubstituted or substituted by alkyl or aryl,R.sup.2 is alkyl which is unsubstituted or substituted by halogen, alkoxy, imidazolyl, pyrazolyl or oxo (.dbd.O), or is alkenyl, alkynyl, cycloalkenyl or alkoxy, or substituted or unsubstituted phenyl, or substituted or unsubstituted hetaryl andX is hydrogen, methyl or halogen, fungicides containing these compounds, and processes for the preparation of the compounds.Type: GrantFiled: November 18, 1980Date of Patent: February 7, 1984Assignee: BASF AktiengesellschaftInventors: Costin Rentzea, Bernd Zeeh, Ernst-Heinrich Pommer
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Patent number: 4416683Abstract: N-Aryl benzamides wherein the aryl group is a nitrogen containing heterocycle are useful as selective herbicidal agents. Compositions containing the novel benzamides and a herbicidal method of selective weed control are disclosed.Type: GrantFiled: September 14, 1981Date of Patent: November 22, 1983Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
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Patent number: 4407808Abstract: 3-Nitro-2-substituted aminopyrroles are histamine H.sub.2 -receptor antagonists. The 2- position substituent is a fully-unsaturated heterocyclyl alkyl group preferably with alkyl group interrupted by sulfur or oxygen. The 4- and 5- positions of the pyrrole ring can also be substituted.Type: GrantFiled: January 28, 1982Date of Patent: October 4, 1983Assignee: Smith Kline & French Laboratories LimitedInventors: Michael L. Roantree, Rodney C. Young
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Patent number: 4387231Abstract: Process for the production of 4,6-diamino-5-cyano-3-aryl-isoxazole [5,4-b] pyridines having the formula: ##STR1## wherein (a) R.sup.1 and R.sup.2 are --H or (b) R.sup.1 is --Cl and R.sup.2 is --H, or (c) R.sup.1 is --CH.sub.3 and R.sup.2 is --H or (d) R.sup.1 is --NO.sub.2 and R.sup.2 is --H, or (e) R.sup.1 is --H and R.sup.2 is --NO.sub.2. 2-Amino-1-propane-1,1,3-tricarbonitrile having the formula: ##STR2## is reacted with a benzohydroxamino acid chloride having the formula: ##STR3## wherein R.sup.1 and R.sup.2 have the same meaning as above, in the presence of a strong base in at least a molar quantity.Type: GrantFiled: November 18, 1981Date of Patent: June 7, 1983Assignee: Lonza Ltd.Inventors: Hans Junek, Burkhard Thierrichter
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Patent number: 4386099Abstract: This invention relates to imidazolylphenyl amidines, the preparation thereof, and pharmaceutical compositions containing them. More particularly, this invention relates to compounds of the general formula ##STR1## in which R, R.sub.1, R.sub.3, which may be the same or different, each represent a hydrogen atom or a lower alkyl group, and R.sub.2 represents a linear or branched alkyl, alkenyl, or alkynyl group, a cyano group, a hydroxyl group, a substituted or unsubstituted cycloalkyl or cycloaliphatic alkyl group, a bicyclic group, an aralkyl or aryl group optionally substituted by halogen, methyl, methoxy, or methylenedioxy groups, or a substituted or unsubstituted heterocyclylalkyl or heterocyclic group which may also contain a further hetero atom, or a non-toxic, pharmacologically acceptable acid addition salt thereof. These compounds are useful in treating disorders of the gastrointestinal tract.Type: GrantFiled: November 19, 1981Date of Patent: May 31, 1983Assignee: Istituto de Angeli S.p.A.Inventors: Enzo Cereda, Arturo Donetti, Piero del Soldato, Mario Bergamaschi
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Patent number: 4382932Abstract: Broad spectrum cephalosporin antibiotics represented by the formula ##STR1## wherein R is a 3-aminoisoxazol-5-yl, 2-aminooxazol-4-yl, or a 5-amino-1,2,4-oxadiazol-3-yl group; R.sub.1 is isoquinolinium or substituted isoquinolinium; and R' is C.sub.1 -C.sub.4 alkyl, an N-substituted carbamoyl group, or a carboxy-substituted alkyl or cycloalkyl group; and the pharmaceutically acceptable non-toxic salts thereof; are prepared by the reaction of a 3-iodomethyl cephalosporin, having the above 2-(amino-substituted heterocyclic)-2-oximinoacetyl side chain, with isoquinoline or a substituted isoquinoline. Pharmaceutical formulations of the antibiotics and a method for treating bacterial infections with the antibiotics are provided.Type: GrantFiled: September 8, 1981Date of Patent: May 10, 1983Assignee: Eli Lilly and CompanyInventors: William H. W. Lunn, William J. Wheeler
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Patent number: 4382929Abstract: The invention provides compounds of the general formula (I) ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in which one of R.sub.1 and R.sub.2 represents hydrogen, halogen or a C.sub.1-4 alkyl group which may be optionally substituted by hydroxy or C.sub.1-4 alkoxy, and the other represents the group R.sub.4 R.sub.5 NAlk-- in which R.sub.4 represents hydrogen, C.sub.1-10 alkyl, cycloalkyl, alkenyl, alkynyl, aralkyl, heteroaralkyl, trifluoroalkyl, or alkyl substituted by hydroxy, alkoxy, amino, alkylamino, dialkylamino or cycloalkyl, and R.sub.5 represents hydrogen or a C.sub.1-4 alkyl group or R.sub.4 and R.sub.5 may, together with the nitrogen atom to which they are attached, form a 5 to 10 membered ring which may be saturated or may contain at least one double bond, may be unsubstituted or may be substituted by one or more C.sub.Type: GrantFiled: October 23, 1980Date of Patent: May 10, 1983Assignee: Glaxo Group LimitedInventors: John Bradshaw, Duncan B. Judd, Barry J. Price, John W. Clitherow
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Patent number: 4382931Abstract: Broad spectrum cephalosporin antibiotics represented by the formula ##STR1## are provided. In the formula, R represents a 2-aminooxazol-4-yl, 5-amino-1,2,4-oxadiazol-3-yl, or 5-aminoisoxazol-3-yl heterocyclic group; R' is hydrogen, C.sub.1 -C.sub.4 alkyl, a carboxy-substituted alkyl or cycloalkyl group or a C.sub.1 -C.sub.4 alkyl ester or carboxy-protecting ester derivative thereof; or an N-substituted carbamoyl group; and R.sub.1 and R.sub.2 are independently hydrogen or a substituent group, eg. halo, hydroxy, amino, carbamoyl, alkyl, or trifluoromethyl. The antibiotics are useful in a method for treating bacterial infections and can be formulated into pharmaceutical formulations for such use.Type: GrantFiled: September 8, 1981Date of Patent: May 10, 1983Assignee: Eli Lilly and CompanyInventors: William H. W. Lunn, William J. Wheeler
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Patent number: 4375472Abstract: Amidinosulphonic acid derivatives carrying an unsaturated nitrogen heterocycle-containing substituent, representative of which are N-methyl-N'[2-(5-methyl-4-imidazolylmethylthio)- ethyl] amidinosulphonic acid and N-methyl-N'-[2-(3-chloropyrid-2-ylmethylthio) ethyl] amidinosulphonic acid, are histamine H.sub.2 -receptor antagonists.Type: GrantFiled: November 24, 1980Date of Patent: March 1, 1983Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Rodney C. Young, Zev Tashma
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Patent number: 4372963Abstract: Bisamidines carrying one unsaturated nitrogen heterocyclo-containing substituent, representative of which i; 1-[N'-(2-(5-methyl-4-imidazolyl)methylthio)ethyl)guanidino]-8-[N'-methylgu anidino]octane, are histamine H.sub.2 -antagonists.Type: GrantFiled: March 27, 1981Date of Patent: February 8, 1983Assignee: Smith Kline & French Laboratories LimitedInventors: Graham J. Durant, Peter D. Miles
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Patent number: 4336264Abstract: The present invention is directed to 1-(benzoyl)-3-(isoxazolyl or benzisoxazolyl)urea or thiourea compounds useful as insecticides.Type: GrantFiled: June 19, 1980Date of Patent: June 22, 1982Assignee: Eli Lilly and CompanyInventor: David I. Wickiser
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Patent number: 4328169Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of an alkylene oxide derivative and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.Type: GrantFiled: October 27, 1980Date of Patent: May 4, 1982Assignee: Emery Industries, Inc.Inventor: Allen L. Hall
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Patent number: 4322429Abstract: The present invention is directed to isoxazolyl and benzisoxazolyl benzamide compounds useful as insecticides.Type: GrantFiled: September 16, 1980Date of Patent: March 30, 1982Assignee: Eli Lilly and CompanyInventor: Kenneth W. Burow, Jr.
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Patent number: 4315931Abstract: Unsubstituted or substituted 5-phenyl- and 5-benzyl-4-amino-pyrimidine-2-imidoacid esters, their preparation, drugs containing these compounds, and their use in infectious diseases.Type: GrantFiled: July 3, 1978Date of Patent: February 16, 1982Assignee: BASF AktiengesellschaftInventors: Peter Scharwaechter, Klaus Gutsche, Wilhelm Kohlmann, Gerd Kroemer, deceased, by Norma Kroemer, legal representative, by Helmut Kroemer, legal representative, by Maria M. Kroemer, legal representative
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Patent number: 4297490Abstract: The present invention concerns compounds of formula ##STR1## wherein X is O, S or NH; n is 1 or 2 and A is a 5-membered heterocyclic ring, wherein the bicyclic system may be substituted.The compounds are useful as myotonolytic and anti-hypertensive agents.Type: GrantFiled: February 22, 1979Date of Patent: October 27, 1981Assignee: Sandoz Ltd.Inventor: Peter Neumann