Carbonyl, Cyano, Nitro, Nitroso, Halogen, Or Sulfur Attached Directly To The Sulfonamide Nitrogen Or To An Amino Nitrogen In A Substituent E By Nonionic Bonding Patents (Class 564/91)
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Patent number: 4430345Abstract: Novel bicyclo [2,2,1] heptanes and hept-2Z-enes are substituted at the 5-position by a 6-carboxyhex-2-enyl group or a modification thereof, and at the 6-position by an aldoxime or ketoxime group which is O-substituted by 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. Such compounds may be prepared by the action of an oximating agent on an intermediate which is substituted at the 6-position by an aldehydic or ketonic carbonyl group. The compounds are of value for use in pharmaceutical compositions particularly in the context of the inhibition of thromboxane activity.Type: GrantFiled: September 30, 1982Date of Patent: February 7, 1984Assignee: National Research Development CorporationInventors: Robert L. Jones, Norman H. Wilson
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Patent number: 4427685Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: a is 1 to 3;b is 0 to 2;c is 2 to 4;d is 1 to 5;X is sulphur, oxygen or --CH.sub.2 --;Y is oxygen, sulphur, NR.sub.4 or CHR.sub.5 wherein R.sub.4 is hydrogen, C.sub.1-4 alkyl, NO.sub.2 or CN, C.sub.1-4 alkylsulphonyl or phenylsulphonyl optionally substituted in the phenyl moiety by one or two substituents selected from C.sub.1-4 alkyl, C.sub.1-4 alkoxy, fluorine, chlorine or bromine, and R.sub.5 is NO.sub.2, C.sub.1-4 alkylsulphonyl or optionally substituted phenylsulphonyl as defined for R.sub.4 ;R.sub.1 and R.sub.2 are independently hydrogen, C.sub.1-4 alkyl, or C.sub.3-6 cycloalkyl; or R.sub.1 and R.sub.2 taken together with the nitrogen to which they are attached represent a pyrrolidino or piperidino ring;R.sub.6 and R.sub.7 are independently hydrogen or C.sub.Type: GrantFiled: February 3, 1982Date of Patent: January 24, 1984Assignee: Beecham Group P.L.C.Inventor: Geoffrey Stemp
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Patent number: 4424377Abstract: This invention relates to a novel class of N-(heterocyclicaminocarbonyl)-o-alkoxymethylbenzene sulfonamide herbicides.Type: GrantFiled: May 14, 1982Date of Patent: January 3, 1984Assignee: E. I. Du Pont de Nemours & Co.Inventor: Gregory W. Schwing
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Patent number: 4420632Abstract: The present specification provides novel analogs of carbacyclin (CBA.sub.2), 6a-carba-prostacyclin (6a-carba-PGI.sub.2), which have pronounced prostacyclin-like pharmacological activity, e.g., as platelet antiaggregatory agents. Specifically the novel chemical analogs of CBA.sub.2 are those substituted by fluoro (C-5), alkyl (C-9), interphenylene (C-5), and methano (C-6a,9). Further provided are benzindene analogs of CBA.sub.2 and substituted forms thereof, i.e., 9-deoxy-2',9-methano (or 2',9-metheno)-3-oxa-4,5,6-trinor-3,7-(1',3'-interphenylene)-PGF.sub.1 compounds. Also provided are a variety of novel chemical intermediates, e.g., substituted bicyclo[3.3.0]octane intermediates, and chemical process utilizing such intermediates which are useful in the preparation of the novel CBA.sub.2 analogs.Type: GrantFiled: December 22, 1980Date of Patent: December 13, 1983Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
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Patent number: 4413013Abstract: Novel pesticidal N-[[[arylformimidoyl]methylamino]thio]-N-substituted sulfonamides are disclosed with novel compositions thereof and methods for their use in controlling invertebrate arthropod pests, particularly insects, mites, and ticks.Type: GrantFiled: December 14, 1981Date of Patent: November 1, 1983Assignee: The Upjohn CompanyInventor: Victor L. Rizzo
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Patent number: 4359467Abstract: Prostanoic acid derivatives of the formula ##STR1## wherein R.sub.1 is an acid, ester, amide or hydroxyalkylene group; R.sub.2 and R.sub.3 are H or alkyl; R.sub.4 and R.sub.5 are both CH.sub.3 or one is Cl and the other is CH.sub.3 ; A is CH.sub.2 CH.sub.2 or --CH.dbd.CH; B is CH.sub.2 CH.sub.2, trans- ##STR2## W is free or functionally modified hydroxyalkylene or carbonyl; Z is free or functionally modified hydroxymethylene or carbonyl; X Y is either ##STR3## or, when Z is free or functionally modified hydroxymethylene, ##STR4## or, when Z is free or functionally modified carbonyl, --CH.dbd.CH--, R.sub.12 being H, CH.sub.3, CN or free or functionally modified hydroxy; and physiologically acceptable salts thereof when R.sub.1 is an acid group, possess pharmacological activity, including abortion triggering activity.Type: GrantFiled: April 22, 1981Date of Patent: November 16, 1982Assignee: Schering AktiengesellschaftInventors: Helmut Vorbruggen, Norbert Schwarz, Olaf Loge, Walter Elger
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Patent number: 4352760Abstract: The present invention provides novel substituted heptadeca-5,9- and 5,10-dienoic acid and similar fatty acid compounds which are derivatives of certain prostaglandins and are potent thromboxane A.sub.2 inhibitors. By virtue of this pharmacological property, they represent useful pharmacological agents for a wide variety of purposes.Type: GrantFiled: December 29, 1980Date of Patent: October 5, 1982Assignee: The Upjohn CompanyInventor: Kirk M. Maxey
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Patent number: 4347380Abstract: Described herein are herbicidal compositions comprised of a thiocarbamate or haloacetanilide herbicide and an antidotally effective amount of an N-acylsulfonamide compound corresponding to the formula ##STR1## in which R is selected from the group consisting of hydrogen, methyl, chloro, acetamido, and 1-4 carbon alkoxyamido;R.sub.1 is selected from the group consisting of hydrogen, allyl, and metal ion;R.sub.2 is selected from the group consisting of 1-10 carbon alkyl, 1-4 carbon haloalkyl, 2-4 carbon alkenyl, 2-4 carbon haloalkenyl, acetonyl, 1-6 carbon alkoxy, 1-4 carbon alkoxycarbonyl, 1-4 carbon alkylthioalkyl, alkoxyalkyl, O,O-dialkylphosphorodithioylalkyl, phenyl, halophenyl, halophenylthioalkyl, cyclohexanedione, and dimethyl barbituric acid; orR.sub.1 and R.sub.2 together with the carbonyl group to which R.sub.2 is attached are selected from the group consisting of succinimide, substituted succinimide, phthalimide, and substituted phthalimide.Type: GrantFiled: November 21, 1980Date of Patent: August 31, 1982Assignee: Stauffer Chemical CompanyInventor: Ferenc M. Pallos
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Patent number: 4338457Abstract: The present invention relates to novel compositions of matter and novel processes for preparing these compositions of matter. Moreover, there are provided novel methods by which certain of these novel compositions of matter are employed for pharmacologically useful purposes.Type: GrantFiled: February 28, 1980Date of Patent: July 6, 1982Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
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Patent number: 4324730Abstract: Prostaglandin and prostacyclin compounds which are fluorine substituted in any one or more of the following positions, 4,4; 7,7; 10,10; and 5.Type: GrantFiled: October 8, 1980Date of Patent: April 13, 1982Assignee: The University of ChicagoInventor: Josef Fried
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Patent number: 4318921Abstract: Novel 1-aryloxy-3-amidoamidoalkylamino-2-propanol derivatives, processes for their manufacture, pharmaceutical compositions containing them and methods of using them in the treatment of heart diseases. Representative of the compounds disclosed is 1-(o-cyanophenoxy)-3-.beta.-(benzamidoacetamido)ethylaminopropan-2-ol.Type: GrantFiled: November 30, 1979Date of Patent: March 9, 1982Assignee: Imperial Chemical Industries LimitedInventor: Leslie H. Smith
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Patent number: 4317819Abstract: 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, .dbd.CHNO.sub.2 or .dbd.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: GrantFiled: December 5, 1980Date of Patent: March 2, 1982Assignee: Glaxo Group LimitedInventors: John W. Clitherow, Barry J. Price, John Bradshaw, Michael Martin-Smith
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Patent number: 4316910Abstract: Substituted 2-carbamoyloximino-butanes of the formula ##STR1## in which R is alkyl or alkylthioalkyl,R.sup.1 is alkyl, alkoxyalkyl, alkenyl or alkynyl,R.sup.2 is hydrogen, alkyl or --SR.sup.3,R.sup.3 is alkyl, halogenoalkyl, optionally substituted phenyl, alkoxycarbonyl, --N(CH.sub.3)R.sup.4, or a radical identical to that to which --SR.sup.3 is bonded,R.sup.4 is alkyl, alkoxycarbonyl or optionally substituted phenylsulphonyl,X is hydrogen or halogen,Y is hydrogen or halogen,Z is halogen, andn is 0, 1 or 2,which possess arthropodicidal activity.Type: GrantFiled: August 11, 1980Date of Patent: February 23, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Bernhard Homeyer, Ingeborg Hammann, Hans-Ludwig Elbe
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Patent number: 4309425Abstract: Sulfonamides, such as N-[N-(2-chloro-5-(trifluoromethyl)phenyl]-N-[2,4-dinitro-6-(trifluoromethy l)phenyl]aminothio]-N,4-dimethylbenzenesulfonamide, are useful for control of arthropod pests of plants and animals and fungus disease of plants.Type: GrantFiled: April 11, 1980Date of Patent: January 5, 1982Assignee: E. I. Du Pont de Nemours and CompanyInventor: Jiin-Duey Cheng
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Patent number: 4289904Abstract: The present invention provides novel 19-hydroxy-6a-carba-PGI.sub.2 sulfonylamides which are useful for pharmacological purposes, e.g., anti-asthmatic indications.Type: GrantFiled: March 3, 1980Date of Patent: September 15, 1981Assignee: The Upjohn CompanyInventor: John C. Sih
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Patent number: 4283416Abstract: Fungi, mites and mite eggs are killed by applying thereto sulfonamides of the formula ##STR1## wherein R and R.sup.1 individually are alkyl, cycloalkyl, aryl, carbamylalkyl, or alkoxycarbonylalkyl and R.sup.2 is haloalkyl, with the proviso that one R or R.sup.1 group is carbamylalkyl or alkoxycarbonylalkyl.Type: GrantFiled: February 19, 1980Date of Patent: August 11, 1981Assignee: Chevron Research CompanyInventor: David C. K. Chan
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Patent number: 4281150Abstract: The present invention provides novel 19-hydroxy-19-methyl-6a-carba-PGI.sub.1 sulfonylamides which are useful for pharmacological purposes, e.g., anti-asthmatic indications.Type: GrantFiled: March 3, 1980Date of Patent: July 28, 1981Assignee: The Upjohn CompanyInventor: John C. Sih
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Patent number: 4281011Abstract: N-methyl-N-(benzene sulfonic acid methylamide-N'-sulfenyl)-carbamic acid esters of the formula ##STR1## in which X is halogen, C.sub.1 -C.sub.6 alkyl or hydrogen, andR is a phenyl, naphthyl, benzodioxolanyl or indanyl radical optionally carrying at least one alkyl, alkenyl, alkynyl, alkoxy, alkenoxy, alkynoxy, alkylmercapto, alkenylmercapto, alkynylmercapto, dialkylamino, trihalogenemethyl, halogeno, nitro, nitrile, cycloalkyl, formamidino, dioxanyl or dioxolanyl radical; or an oxime radical of the formula ##STR2## in which R.sup.1 and R.sup.2 each individually is alkyl, alkoxy, alkylthio or alkoxycarbonyl, the alkyl moieties of R.sup.1 and R.sup.2 optionally being linked to one another,which possess insecticidal and acaricidal properties.Type: GrantFiled: January 27, 1976Date of Patent: July 28, 1981Assignee: Bayer AktiengesellschaftInventors: Peter Siegle, Engelbert Kuhle, Ingeborg Hammann, Wolfgang Behrenz
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Patent number: 4276436Abstract: The present invention provides novel 19-keto-PG sulfonylamides, which are useful for a variety of pharmacological purposes, e.g., antiasthmatic indications.Type: GrantFiled: March 20, 1980Date of Patent: June 30, 1981Assignee: The Upjohn CompanyInventor: John C. Sih
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Patent number: 4267352Abstract: The present invention provides novel 19-hydroxy-19-methyl-6-oxo-PGF.sub.1 sulfonylamides which are useful for pharmacological purposes, e.g., anti-asthmatic indications.Type: GrantFiled: March 3, 1980Date of Patent: May 12, 1981Assignee: The Upjohn CompanyInventor: John C. Sih
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Patent number: 4266078Abstract: Described herein are herbicidal compositions comprised of a thiocarbamate or haloacetanilide herbicide and an antidotally effective amount of an N-acylsulfonamide compound corresponding to the formula ##STR1## in which R is selected from the group consisting of hydrogen, methyl, chloro, acetamido, and 1-4 carbon alkoxyamido;R.sub.1 is selected from the group consisting of hydrogen, allyl, and metal ion;R.sub.2 is selected from the group consisting of 1-10 carbon alkyl, 1-4 carbon haloalkyl, 2-4 carbon alkenyl, 2-4 carbon haloalkenyl, acetonyl, 1-6 carbon alkoxy, 1-4 carbon alkoxycarbonyl, 1-4 carbon alkylthioalkyl, alkoxyalkyl, O,O-dialkylphosphorodithioylalkyl, phenyl, halophenyl, halophenylthioalkyl, cyclohexanedione, and dimethyl barbituric acid; orR.sub.1 and R.sub.2 together with the carbonyl group to which R.sub.2 is attached are selected from the group consisting of succinimide, substituted succinimide, phthalimide, and substituted phthalimide.Type: GrantFiled: April 20, 1979Date of Patent: May 5, 1981Assignee: Stauffer Chemical CompanyInventor: Ferenc M. Pallos
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Patent number: 4265825Abstract: N-(haloalkyl)sulfonamides represented by the formula ##STR1## wherein R.sub.1 is a C.sub.1 -C.sub.20 aryl, alkaryl, aralkyl or alkyl group; R.sub.2, R.sub.3 and R.sub.4 are each independently hydrogen or methyl groups; n is the integer 0 or 1 and X is a chloro, bromo or iodo group, are prepared by reacting an N-(haloalkyl)sulfonyl imide with a C.sub.1 -C.sub.6 alkanol.Type: GrantFiled: September 17, 1979Date of Patent: May 5, 1981Assignee: The Dow Chemical CompanyInventors: Peter W. Owen, Zita K. Harmon, Donald A. Tomalia
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Patent number: 4264522Abstract: The present invention provides novel 19-hydroxy-PG amides methods for their preparation and pharmacological use for the induction of prostaglandin-like effect.Type: GrantFiled: October 26, 1979Date of Patent: April 28, 1981Assignee: The Upjohn CompanyInventor: John C. Sih
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Patent number: 4258058Abstract: Phenoxyalkylcarboxylic acid compounds of the formula ##STR1## wherein R is hydrogen or lower alkylR.sub.1 is alkyl or aryl, aralkyl or aralkenyl radical, the aryl moiety of which can be substituted one or more times by halogen, hydroxyl, trifluoromethyl or lower alkyl, alkoxy or acylR.sub.2 and R.sub.3 are individually selected from hydrogen or lower alkyl, andn is 0, 1, 2 or 3and the physiologically acceptable salts, esters and amides thereof; are outstandingly effective in inhibiting thrombocyte aggregation.Type: GrantFiled: February 26, 1979Date of Patent: March 24, 1981Assignee: Boehringer Mannheim GmbHInventors: Ernst-Christian Witte, Hans P. Wolff, Max Thiel, Karlheinz Stegmeier, Egon Roesch
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Patent number: 4257970Abstract: Novel N-(haloalkyl)sulfonyl imides represented by the formula ##STR1## are prepared by the reaction of a 2-alkyl- or 2-aryl-oxazoline or oxazine with an arylene or alkane sulfonyl halide. In the formula for the novel sulfonyl imide, R.sub.1 and R.sub.2 are each independently C.sub.1 -C.sub.20 aryl, alkaryl or alkyl groups; R.sub.3, R.sub.4 and R.sub.5 are each hydrogen or methyl groups; n is the integer 0 or 1 and X is a chloro, bromo or iodo group. These novel sulfonyl imides are particularly useful in the preparation of N-(2-chloroethyl)- and N-(3-chloropropyl)sulfonamides.Type: GrantFiled: September 17, 1979Date of Patent: March 24, 1981Assignee: The Dow Chemical CompanyInventor: Donald A. Tomalia
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Patent number: 4252978Abstract: The present invention provides novel 19-hydroxy-6-oxo-PGF.sub.1 sulfonylamides which are useful for pharmacological purposes, e.g., anti-asthmatic indications.Type: GrantFiled: March 3, 1980Date of Patent: February 24, 1981Assignee: The Upjohn CompanyInventor: John C. Sih
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Patent number: 4246283Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is methyl or ethyl, R.sub.2 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.6 -cycloalkyl or cyclopropylmethyl, R.sub.3 is C.sub.1 -C.sub.4 -alkyl or phenyl optionally mono-, or di- or trisubstituted by halogen and/or methyl and either (i) X.sub.1 is methyl, chlorine, bromine or hydrogen and X.sub.2 is methyl or (ii) X.sub.1 is methyl, chlorine or bromine and X.sub.2 is hydrogen exhibit valuable pesticidal, in particular acaricidal and insecticidal, properties.Type: GrantFiled: June 1, 1977Date of Patent: January 20, 1981Assignee: Ciba-Geigy CorporationInventors: Manfred Boger, Jozef Drabek
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Patent number: 4244887Abstract: Substituted novel .omega.-pentanorprostaglandins and various novel intermediates and reagents used in their preparation.Type: GrantFiled: August 20, 1979Date of Patent: January 13, 1981Assignee: Pfizer Inc.Inventors: Jasjit S. Bindra, Michael R. Johnson
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Patent number: 4243609Abstract: The present invention relates to certain ring-fluorinated 4-(hexadecyl-amino) N-substituted benzamide compounds as hypolipidemic and antiatherosclerotic agents together with their pharmacologically acceptable acid-addition and cationic salts. The amino functions of the benzamide groups are selected from the groups consisting of loweralkanesulfonylamino, phenylsulfonylamino, loweralkanoylamino, benzoylamino and carboxyalkylamino.Type: GrantFiled: February 2, 1978Date of Patent: January 6, 1981Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4242273Abstract: This disclosure describes 4-(monoalkylamino)benzoic acid amides and imidates useful as hypolipidemic and antiatherosclerotic agents.Type: GrantFiled: October 12, 1978Date of Patent: December 30, 1980Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4242267Abstract: A novel process for the preparation of xanthane-2-carboxylic acids of the formula ##STR1## wherein R is selected from the group consisting of hydrogen and alkyl of 1 to 9 carbon atoms and R.sub.1 is alkyl of 1 to 5 carbon atoms which possess an antiallergic activity and are particularly useful for treating asthma and asthmatic form bronchitisis of allergic origin.Type: GrantFiled: February 4, 1980Date of Patent: December 30, 1980Assignee: Roussel UclafInventors: Alan C. Barnes, Peter D. Kennewell
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Patent number: T100403Abstract: Hypolipidemic and anti-atherosclerotic 2- or 3-(monosubstituted-amino) phenyl compounds of the formulae: ##STR1## wherein R.sub.1 is a saturated or unsaturated hydrocarbon radical of 8-19 carbon atoms which may be branched or unbranched and which may contain one or more radicals selected from the group consisting of saturated or unsaturated cycloalkyl, substituted or unsubstituted aryl and substituted or unsubstituted heteroaryl; J is ##STR2## wherein Z is inter alia hydrogen, loweralkyl, hydroxy, loweralkoxy and loweralkoxyalkoxy, or J is carboxyloweralkyl, carboxyloweralkenyl, carboxyloweralkynyl, carboalkoxyloweralkyl, carboalkoxyloweralkenyl or carboalkoxyloweralkynyl.Type: GrantFiled: October 17, 1979Date of Patent: March 3, 1981Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd