Patents Examined by Frederick W. Pepper
-
Patent number: 4411841Abstract: Electrochemical fluorination of a thiophene-1,1-dioxide derivative of the formula ##STR1## produces the novel perfluorinated sulphonic acid fluoride of the formula ##STR2## in which X, Y and Z each independently is F, a perfluoroalkyl group having 1 to 8 C-atoms in which one or more CF.sub.2 groups may optionally be replaced by oxygen, the oxygen atoms being separated by at least one CF.sub.2 group, optionally perfluoroalkyl-substituted cycloperfluoroalkyl group having 5 to 12 C-atoms in which one or more CF.sub.2 groups may be replaced by oxygen, orX and Y together denote an optionally perfluoroalkyl-substituted cycloperfluoroalkyl group in which one or more CF.sub.2 groups may be replaced by oxygen,R.sub.f each independently is F or a perfluoroalkyl group having 1 to 3 C-atoms, andn and m each independently is 0 or 1.The products are useful as surface active agents.Type: GrantFiled: October 28, 1981Date of Patent: October 25, 1983Assignee: Bayer AktiengesellschaftInventor: Klaus Geisler
-
Patent number: 4410548Abstract: Propanolamine derivatives of the formula: ##STR1## wherein R.sup.2 is CH.sub.3 SO or CH.sub.3 SO.sub.2 ;R.sup.3 is hydrogen, methyl or methoxy; orR.sup.2 and R.sup.3 are together --S(O).sub.m (CH.sub.2).sub.4 --when S is attached at R.sup.2 or --(CH.sub.2).sub.n S(O).sub.m -- when S is attached at R.sup.3 (where m=1 or 2 and n=3 or 4);R.sup.4 is hydrogen or alkyl C.sub.1-4 ;Z is --(CH.sub.2).sub.2 -- or ##STR2## and their non-toxic salts. Processes for the preparation and pharmaceutical compositions thereof. The compounds exhibit both .beta.-adrenoreceptor antagonist activity and vasodilator activity and are indicated for use in the treatment of hypertension.Type: GrantFiled: June 26, 1981Date of Patent: October 18, 1983Assignee: Reckitt & Colman Products LimitedInventors: Andrew J. G. Baxter, Malcolm Myers
-
Patent number: 4409152Abstract: Phenylphosphonous dichloride is prepared by the continuous reaction of monochlorobenzene, phosphorus trichloride, and elemental phosphorus at elevated pressures and temperatures.Type: GrantFiled: September 30, 1981Date of Patent: October 11, 1983Assignee: Stauffer Chemical CompanyInventor: Lawrence F. Humphrey
-
Patent number: 4401663Abstract: A compound, or pharmaceutically acceptable salt thereof, having the formula: ##STR1## wherein X is ##STR2## wherein R is C.sub.3 -C.sub.12 alkyl or aralkyl, branched or unbranched, unsubstituted aryl, haloaryl, or C.sub.3 -C.sub.22 alkenyl, branched or unbranched; wherein R.sub.1 is H, OH or OCH.sub.3, and wherein R.sub.2 is OH or H, at least one of R.sub.1 and R.sub.2 being OH or OCH.sub.3. These sulfonamides have analgesic and anti-irritant activity when administered to humans and lower animals.Type: GrantFiled: March 23, 1982Date of Patent: August 30, 1983Assignee: The Procter & Gamble CompanyInventors: Brian L. Buckwalter, Thomas R. LaHann
-
Patent number: 4390710Abstract: Aromatic esters of carbamic acid derivatives, e.g., p-chlorophenyl-N-methyl carbamate, are prepared by reaction of the corresponding aromatic alcohol, e.g., p-chlorophenol, and monoisocyanate, e.g., methyl isocyanate, in the presence of a catalytic amount of a combination of a 4-aminopyridine catalyst, e.g., 4-dimethylaminopyridine, and pyridine or methyl substituted pyridines. The product is substantially pure, having less than 0.80 weight percent allophanate ester by-product, e.g., p-chlorophenyl-N,N'-dimethyl allophanate, and less than 0.50 weight percent unreacted aromatic alcohol, e.g., p-chlorophenol. The reaction is readily controlled and characterized by the substantial absence of reflux. The product can be retained in the liquid state at reaction temperature for extended periods of time without significantly increasing the level of allophanate ester by-product.Type: GrantFiled: October 19, 1981Date of Patent: June 28, 1983Assignee: PPG Industries, Inc.Inventor: James A. Manner
-
Patent number: 4387058Abstract: Novel phenyl and naphthyl esters of 2-(1-oxo-alkoxy)ethyl carbamic acids are prepared. The compounds are useful as pharmacological and agricultural agents.Type: GrantFiled: October 2, 1981Date of Patent: June 7, 1983Assignee: The Dow Chemical CompanyInventor: Chester E. Pawloski
-
Patent number: 4382142Abstract: A compound represented by the formula, ##STR1## wherein R.sub.1 represents a hydrogen atom, and R.sub.2 represents a lower alkyl group, an aryl group, an aralkyl group, a lower alkylthio lower alkyl group, a lower alkyl group substituted by a carboxyl or hydroxyl group, or a 3-indolymethyl group, or wherein R.sub.1 and R.sub.2 define in combination an alkylene group, or a pharmaceutically acceptable acid addition salt thereof, is an anti-tumor agent for leukemia and malignant tumors.Type: GrantFiled: November 3, 1980Date of Patent: May 3, 1983Assignee: Kowa Co., Ltd.Inventors: Kichitaro Takatori, Takashi Yamaguchi, Masahiko Nagakura
-
Patent number: 4381266Abstract: Anhydride compounds of the formula ##STR1## wherein A is an optionally substituted amino-phenyl or optionally substituted 3-indolyl radical, Hal represents halogen, Z represents hydrogen, alkyl of 1 to 4 carbon atoms or an optionally substituted phenyl radical and n is 1 to 4; these anhydrides are particularly useful as starting materials for the manufacture of halogenated 3-aryl-3-indolyl-phthalides or fluoran derivatives.Type: GrantFiled: December 22, 1980Date of Patent: April 26, 1983Assignee: Ciba-Geigy CorporationInventors: Robert Garner, Michael J. Whitehead
-
Patent number: 4379166Abstract: This invention relates to 5-(2-alkylamino-1-hydroxyethyl)salicylamides and 4-(2-alkylamino-1-hydroxyethyl)-2-(methylsulfinyl)phenols wherein the alkyl group is substituted by arylmethoxy, arylmethylthio, heteroarylmethoxy, or heteroarylmethylthio, pharmaceutical compositions thereof, and their use as cardiovascular agents.Type: GrantFiled: August 3, 1981Date of Patent: April 5, 1983Assignee: Schering CorporationInventors: Bernard R. Neustadt, Elijah H. Gold
-
Patent number: 4378371Abstract: Fungicidally active N-alkyl-carbamic acid 1,1,2-trimethyl-5-substituted-indan-4-yl esters of the formula ##STR1## in which R.sup.1 is an alkyl group,R.sup.2 is an alkyl or aralkyl group,R.sup.3 is a hydrogen atom, an alkyl group or a halogen atom, andR.sup.4 is a hydrogen atom, an alkyl group, a halogen atom, or an alkoxy or alkylmercapto group.Type: GrantFiled: January 2, 1981Date of Patent: March 29, 1983Assignee: Bayer AktiengesellschaftInventors: Horst Peuker, Detlef Grotkopp, Karlfried Wedemeyer, Wilhelm Brandes
-
Patent number: 4371546Abstract: Described are compounds of the formula ##STR1## wherein R is hydrogen, loweralkyl, aminomethyl or halo, R.sub.1 is hydroxy or NHX where X is H, loweralkyl, phenyl, substituted phenyl, acetyl, benzyl and substituted benzyl, and Y is hydrogen, loweralkyl or halo and may be the same or different, and pharmaceutically acceptable salts thereof.The compounds are effective as diuretic agents.Type: GrantFiled: October 9, 1981Date of Patent: February 1, 1983Assignee: Abbott LaboratoriesInventors: Jacob J. Plattner, Andre G. Pernet, Anthony K. Fung
-
Patent number: 4369145Abstract: Fluorobenzenesulfonyl fluorides are prepared by chlorine/fluorine exchange fluorinating a chlorobenzenesulfonyl fluoride with an alkali metal fluoride, in a aprotic polar solvent and at a temperature ranging from about 100.degree. C. to about 240.degree. C.Type: GrantFiled: December 16, 1980Date of Patent: January 18, 1983Assignee: Rhone-Poulenc IndustriesInventor: Gerard Soula
-
Patent number: 4365072Abstract: Biphenyl compounds of the formula ##STR1## wherein one of R.sup.1 and R.sup.2 is hydrogen and the other is --CHO and the cyclic moiety A is a -2,5-; 2,3; or 3,4-di-OR-1-phenyl moiety wherein R is hydrogen or a hydroxy-protecting group are disclosed. The compounds are useful as intermediates in preparing redox compounds containing a phenylhydroquinone or phenylcatechol moiety.Type: GrantFiled: October 22, 1981Date of Patent: December 21, 1982Assignee: Polaroid CorporationInventor: Avinash C. Mehta
-
Patent number: 4361703Abstract: N-acetyl-para-aminophenyl N'acetylaminothioalkanoates I are new analgesic compounds with greatly reduced hepatotoxic effects, when taken in overdose, relative to N-acetyl-para-aminophenol. They are prepared by reacting an N-acetylaminothioalkanoic acid IV with a reactive organic chloride V to form a mixed anhydride II and then reacting the latter with N-acetyl-para-aminophenol. The mixed anhydrides II are new and useful intermediates. Alternatively the derivatives I may be prepared by reacting the acid IV with bis-(4-nitrophenyl) sulfite to form a para-nitrophenyl N-acetylaminothioalkanoic acid ester VIII, reducing the latter to a para-aminophenyl-N-acetylaminothioalkanoate VII, and acetylating this product. The esters VII and VIII are new and useful intermediates. Both reactions may pass through S-blocked intermediates, which are also new. Pharmaceutical compositions containing the derivatives I are disclosed, and also analgesic methods using them.Type: GrantFiled: March 23, 1981Date of Patent: November 30, 1982Assignee: Sterling Drug Inc.Inventors: George Margetts, Roderic S. Andrews, Jean Legros
-
Patent number: 4361557Abstract: Described are D-(threo)-1-aryl-2-acylamido-3-fluoro-1-propanol esters and salts thereof, methods for their preparation, and methods for their use as antibacterial agents.Type: GrantFiled: August 10, 1981Date of Patent: November 30, 1982Assignee: Schering CorporationInventor: Tattanhalli L. Nagabhushan
-
Patent number: 4360479Abstract: This invention relates to a new process for the preparation of acyl cyanides of the general formulaR.sup.1 --CO--CN (I)wherein R.sup.1 is an optionally substituted alkyl radical up to 18 carbon atoms, an optionally substituted cycloalkyl radical with 3 to 12 carbon atoms, an optionally substituted aryl radical or an optionally substituted 5- or 6-membered heterocyclic radical, which can additionally also be fused with a benzene ring, which process comprises reacting a carboxylic acid anhydride of the formulaR.sup.1 --CO--O--CO--R.sup.1 (II)with an alpha-hydroxynitrile of the formula ##STR1## in which R.sup.2 and R.sup.3 are identical or different and represent a hydrogen atom, an optionally substituted alkyl radical with 1 to 18 carbon atoms, an optionally substituted cycloalkyl radical with 3 to 12 carbon atoms, an optionally substituted aryl radical or an optionally substituted 5- or 6-membered heterocyclic radical, which can additionally also be fused with a benzene ring.Type: GrantFiled: June 24, 1981Date of Patent: November 23, 1982Assignee: Bayer AktiengesellschaftInventors: Kurt Findeisen, Hans Kratzer, Manfred Lenthe
-
Patent number: 4353925Abstract: Novel substituted N-(p-aminophenyl)-N'-benzoylureas of the formula I ##STR1## wherein R.sub.1 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.3 -alkenyl, C.sub.3 -alkenyl substituted by a chlorine or bromine atom, or R.sub.1 is C.sub.3 -C.sub.6 -cycloalkyl, R.sub.2 and R.sub.3 are each hydrogen or halogen, R.sub.4 is methyl or halogen, R.sub.5 is hydrogen or halogen, and X is chlorine or bromine, the salts of these compounds, processes for producing these compounds, as well as compositions containing them, for use in combating pests, particularly for combating insects which infest plants and animals. The novel compounds are especially effective against larval stages and eggs of insects which damage plants by eating.Type: GrantFiled: July 9, 1981Date of Patent: October 12, 1982Assignee: Ciba-Geigy CorporationInventor: Josef Ehrenfreund
-
Patent number: 4349663Abstract: Bis(cyclic ureas) are disclosed which have the formula ##STR1## wherein R is ##STR2## and C.sub.n H.sub.2n is ethylene or 1,3-propylene each of which can be substituted by one or more inert substituents.These compounds are useful as masked diisocyanates which, on heating in the presence of a polyol and, optionally, a polyurethane catalyst, give rise to polyurethane resins. Accordingly, they are useful as a component of storage stable compositions which are convertible to polyurethanes upon heating. Such compositions are particularly useful as solvent-less coating compositions. The properties of the above compounds are distinguished in a number of respects from the known bis(cyclic ureas) in which C.sub.n H.sub.2n has 4 or more carbon atoms in the chain between the valencies. Illustratively, the above compounds are more stable on exposure to heat in the absence of catalysts but, in the presence of polyurethane catalysts, react with polyols at a significantly faster rate than the prior art compounds.Type: GrantFiled: November 10, 1980Date of Patent: September 14, 1982Assignee: The Upjohn CompanyInventors: Edward A. Barsa, Chung-Yuan Lin, Fred A. Stuber
-
Patent number: 4349471Abstract: A process for the simultaneous preparation of an aromatic sulphonic acid halide and an aromatic carboxylic acid halide or the corresponding carboxylic acid is disclosed wherein an aromatic sulphonic acid or acid anhydride is reacted with an aromatic trihalogenomethyl compound in the presence of a Bronsted acid or Lewis acid at a temperature of 20.degree. to 300.degree. C., if appropriate in the presence of a solvent. Generally, at least half an equivalent of aromatic trihalogenomethyl compound is employed per equivalent of sulphonic acid.Type: GrantFiled: January 22, 1981Date of Patent: September 14, 1982Assignee: Bayer AktiengesellschaftInventors: Heinz U. Blank, Erich Wolters, Norbert Langenfeld
-
Patent number: 4348525Abstract: [Hydroxy(organosulfonyloxy)iodo]arenes are synthesized in neutral organic solvents by the reaction of ring-substituted [hydroxy(organosulfonyloxy)iodo]benzenes with iodoarenes via ligand transfer. The produced compounds are reacted with (triorganosilyl) arenes or (trihalosilyl)arenes in neutral organic solvents to produce diaryliodonium salts. The diaryliodonium salt synthesis proceeds in regiospecific fashion, aryliodination occurring at the point of attachment of the silicon atom in the silylarenes.Type: GrantFiled: April 9, 1981Date of Patent: September 7, 1982Assignee: The University of AkronInventors: Gerald F. Koser, Richard H. Wettach