Patents Examined by James O. Thomas, Jr.
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Patent number: 4183944Abstract: Compounds of the formula: ##STR1## wherein R represents hydrogen or an alkyl radical, R.sub.1 represents a hydroxy, amino or alkoxy radical or an alkylamino or dialkylamino group, the various alkyl radicals and the alkoxy radical being optionally substituted by a dialkylamino group, the alkyl radicals of the said dialkylamino groups optionally being linked together to form a heterocyclyl radical with 5 or 6 atoms in the ring, and A represents the thieno[2,3-b]thien-2-yl or thieno[3,2-b]thien-2-yl radical, the A--CO-- grouping being attached to the 3- or 4-position of the phenyl ring, have been found to possess useful pharmacological properties and are particularly active as analgesics, antipyretics, agents for inhibiting platelet aggregation and as anti-inflammatory agents.Type: GrantFiled: June 13, 1978Date of Patent: January 15, 1980Assignee: Rhone Poulenc IndustriesInventors: Jean-Louis Fabre, Daniel Farge, Claude James
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Patent number: 4182906Abstract: A method for racemization of optically active 2,2-dimethyl-3-(1'-alkenyl)-cyclopropane-1-carboxylic acids of the formula: ##STR1## wherein R.sub.1 and R.sub.2 are each a hydrogen atom or an alkyl group having 1 to 4 carbon atoms or, when taken together with the carbon atom to which they are attached, represent a cycloalkylidene group having 4 to 6 carbon atoms, which comprises the step of contacting the corresponding acid halide with boron halide at a temperature of not more than 20.degree. C.Type: GrantFiled: May 19, 1977Date of Patent: January 8, 1980Assignee: Sumitomo Chemical Company, LimitedInventors: Gohu Suzukamo, Tsuneyuki Nagase
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Patent number: 4182904Abstract: A process has been invented for the racemization of optically active N-acylamino acids in aqueous solution which comprises treating said optically active N-acylamino acids with ketene.Type: GrantFiled: August 22, 1978Date of Patent: January 8, 1980Assignee: Dynamit Nobel AktiengesellschaftInventors: Giselher Franzmann, Hans-Leo Hulsmann
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Patent number: 4182877Abstract: Anthranilic acid derivatives exhibiting fungicidal properties and useful as synthesis intermediates have the formula: ##STR1## wherein R is selected from the group consisting of a hydrogen atom; a --COOR.sup.3 group and a --CH.sub.2 OH group; R.sup.1 and R.sup.2 are the same or different and selected from the group consisting of a hydrogen atom and alkyl and cycloalkyl groups (provided that R.sup.1 and R.sup.2 are not both hydrogen atoms), or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached, form a non-aromatic heterocyclic ring structure;R.sup.3 is selected from the group consisting of a hydrogen atom and an alkyl group;R.sup.4 is selected from the group consisting of a hydrogen atom, a halogen atom and a hydroxyl group;R.sup.6 is selected from the group consisting of a hydrogen atom and a halogen atom; andR.sup.5 is selected from the group consisting of a hydrogen atom, a halogen atom, and nitro, thiocyano and formyl groups.Type: GrantFiled: May 10, 1977Date of Patent: January 8, 1980Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: Roger L. N. Harris, John L. Huppatz, John N. Phillips, Barbara Witrzens
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Patent number: 4182899Abstract: The present application relates to the optical resolution into optical antipodes of compounds of the formula ##STR1## as well as to salts consisting of an optical isomer of a compound of the above formula and an optical isomer of 2-aminobutanol. The optically active compounds of the above formula are employed as starting materials for the production of semisynthetic antibiotics of the cephalosporin or penicillin type.Type: GrantFiled: August 7, 1978Date of Patent: January 8, 1980Assignee: Hoechst AktiengesellschaftInventors: Yung B. Chae, Dae W. Kim
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Patent number: 4182896Abstract: The present invention relates to certain indane derivatives of general formula ##STR1## in which: X represents a hydrogen or halogen atom; R.sub.1 and R.sub.2, which may be identical or different, each represents a hydrogen atom, an alkyl group containing 1 to 5 carbon atoms or a cycloalkyl group containing 3 to 7 carbon atoms; R.sub.3 represents a hydrogen atom or an alkyl group containing 1 to 5 carbon atoms; and Y represents --CH.sub.2 OH or a group of formula --COOR.sub.4 in which R.sub.4 represents a hydrogen atom, 1/v(M) where M is a metal of valency v, or a group of formula--(CH.sub.2).sub.n --NR.sub.5 R.sub.6wherein n is an integer of 1 to 5 and R.sub.5 and R.sub.6, which may be identical or different, each represents an alkyl group containing 1 to 5 carbon atoms, a cycloalkyl group containing 3 to 7 carbon atoms, an aryl group or an aralkyl group, or R.sub.5 and R.sub.Type: GrantFiled: April 15, 1977Date of Patent: January 8, 1980Assignee: Societe HexachimieInventor: Jean-Marie Teulon
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Patent number: 4182905Abstract: Organic compounds having a substituent represented by the formula ##STR1## wherein M is alkali metal or ammonium are useful complexing agents for metal and/or alkaline earth metal ions.Type: GrantFiled: September 2, 1977Date of Patent: January 8, 1980Assignee: Monsanto CompanyInventor: Kent P. Lannert
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Patent number: 4180513Abstract: There is described a method for the synthesis of Acid Blue Dye 104 (Color Index. No. 42735) wherein N-benzyl-N-ethyl-toluidinesulfonic acid is reacted with p-diethylaminobenzaldehyde to form leuco Acid Blue Dye 104 which is then isolated and purified with a solvent such as a lower alcohol to provide a very high purity product. The leuco dye is dissolved in a buffer solution of acetic acid and oxalic acid and oxidized by rapidly adding sodium dichromate solution. The Acid Blue Dye is collected and purified to obtain a final product of very high purity and optical transparency.Type: GrantFiled: July 17, 1978Date of Patent: December 25, 1979Assignee: Polaroid CorporationInventor: Yunn H. Chiang
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Patent number: 4180561Abstract: A hair pressing composition is provided comprising a base of petrolatum and lanolin having an effective amount of active ingredients comprising a mixture of weeping willow extract and an extract from mustard greens and corn. The petrolatum is preferably white petrolatum present in about 32 parts by volume and the lanolin is preferably anhydrous lanolin present in an amount of about 24 to about 32 parts by volume. Each of the active ingredients is preferably present from about 4 to about 8 parts by volume.Type: GrantFiled: January 21, 1977Date of Patent: December 25, 1979Inventor: William L. Vinson
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Patent number: 4179572Abstract: Trans-N-acyl-N-alkyl-1-amino-1,3-butadienes are prepared by contacting a conjugated azomethine with a strong base in an inert organic solvent at sub-zero temperature and thereafter acylating the resulting product. The trans-N-acyl-N-alkyl-1-amino-1,3-butadienes are useful as intermediates in the formation of substituted decahydro-quinolines, Pumiliotoxin C, and can also be used as the diene in Diels-Alder reactions or can be copolymerized with vinyl compounds.Type: GrantFiled: September 21, 1977Date of Patent: December 18, 1979Assignee: CHON CorporationInventor: Wolfgang Oppolzer
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Patent number: 4178455Abstract: In a process for preparing an aromatic urethane which comprises reacting an aromatic nitro compound, an organic compound containing at least one hydroxyl group, and carbon monoxide at elevated temperature and pressure in the presence of a catalytic system composed of a catalyst consisting of a platinum metal, a platinum metal compound, and/or a platinum metal compound-containing compound and a promoter consisting of a Lewis acid and/or a Lewis acid-containing compound, an organic primary amino compound, a urea compound, a biuret compound, an allophanate compound, or a mixture thereof is added to the reaction system whereby the reaction rate is increased and the yield of the desired product is enhanced. For example, 2,4-diethylcarbamatetoluene can be prepared in quantitatively high yield by reacting 2,4-dinitrotoluene, ethanol, carbon monoxide, and a small amount of aminonitrotoluene at elevated temperature and pressure in the presence of palladium chloride and ferrous chloride-pyridine complex.Type: GrantFiled: July 17, 1978Date of Patent: December 11, 1979Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Yutaka Hirai, Katsuharu Miyata, Makoto Aiga, Seiji Hasegawa
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Patent number: 4176194Abstract: The invention concerns novel diarylmethyleneamino-oxyalkanoic acid derivatives which possess useful analgesic properties in warm-blooded animals. In addition certain of the derivatives also possess useful anti-inflammatory properties. Accordingly, the invention embraces oxyalkanoic acids, and simple esters and amides and non-toxic salts thereof, of the general formula: ##STR1## together with pharmaceutical compositions thereof, for use in the treatment of painful inflammatory joint diseases. In addition, the invention provides as a further feature various analogy processes for the manufacture of compounds of formula I.A representative compound of the invention is di-(4-chlorophenyl)methyleneamino-oxyacetic acid which has both analgesic and anti-inflammatory properties.Type: GrantFiled: March 17, 1978Date of Patent: November 27, 1979Assignee: Imperial Chemical Industries LimitedInventor: Wilson S. Waring
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Patent number: 4176176Abstract: Hair shampoos and cleansers containing distinctly minor proportions of hydrophobic-lipophobic perfluorinated compounds.Type: GrantFiled: May 31, 1974Date of Patent: November 27, 1979Assignee: Alberto-Culver CompanyInventors: John A. Cella, August E. Fiebig, Jr.
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Patent number: 4176235Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.Type: GrantFiled: December 4, 1978Date of Patent: November 27, 1979Assignee: E. R. Squibb & Sons, Inc.Inventors: Miguel A. Ondetti, Frank L. Weisenborn
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Patent number: 4176196Abstract: Novel hypoglycemic agents comprising 3-hydroxy-3-arylcyclohexane-1-acetic acid, 3-arylcyclohexene-1-acetic acids and derivatives thereof are disclosed.Type: GrantFiled: November 4, 1977Date of Patent: November 27, 1979Assignee: Pfizer Inc.Inventor: Lawrence S. Melvin, Jr.
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Patent number: 4175544Abstract: A method for using iodo-aryl carbonates, such as for example, p-iodo-benzyl carbonates, p-iodo-sec-phenethyl carbonates, p-iodo-phenethyl carbonates, p-iodo-phenyl carbonates, 3-(p-iodophenyl)propyl carbonates, 3-(p-iodophenyl)butyl carbonates, 2-(p-iodobenzyl)butyl carbonates and 2-(p-iodobenzyl)-n-hexyl carbonates, to provide radiopaques for various radiography purposes in connection with such techniques as X-ray applications including myelography, salpingography, lymphography and bronchography. The method first comprises selecting a compound generally categorized as a carbonate and having the general formula ##STR1## wherein R represents an alkyl group having from 1 to 10 carbon atoms and R' represents an iodinated phenyl linked directly to the ester oxygen or through an alkyl chain consisting of 1 to 3 carbon atoms. An effective amount of a pharmaceutically acceptable carbonate, as defined herein, is then placed into the subject body cavity and the particular X-ray or other study performed of this area.Type: GrantFiled: June 28, 1978Date of Patent: November 27, 1979Assignee: Lafayette Pharmacal Inc.Inventor: Barry N. Newton
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Patent number: 4175205Abstract: Vitamin A alcohol and its lower alkanoic esters are prepared by desulphonation of corresponding sulphones with a solid potassium alcoholate of a primary or secondary lower alcohol at 10.degree. to 50.degree. C. in an anhydrous liquid hydrocarbon.Type: GrantFiled: July 25, 1977Date of Patent: November 20, 1979Assignee: Rhone-Poulenc IndustriesInventor: Jean-Pierre Decor
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Patent number: 4175209Abstract: A process, and intermediates for the preparation of 6,11-dihydro-11-oxodibenz[b,e]oxepin-2-acetic acid are described. The acid possesses antiinflammatory and analgesic activity.Type: GrantFiled: September 5, 1978Date of Patent: November 20, 1979Assignee: American Hoechst CorporationInventors: Arthur R. McFadden, Richard C. Allen, Thomas B. K. Lee
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Patent number: 4175200Abstract: N,N'-disubstituted sulfonyl hydrazine with the following structural formula are disclosed:R(SO.sub.2 NR.sup.1 NHR.sup.2).sub.nwherein the R.sup.1 and R.sup.2 groups are the same or different and are either --COOR.sup.3 or --CONHR.sup.4. These novel compounds are useful as high temperature blowing agents for gas-expandable polymers.Type: GrantFiled: April 21, 1977Date of Patent: November 20, 1979Assignee: Uniroyal, Inc.Inventors: Byron A. Hunter, Franklin H. Barrows
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Patent number: 4174455Abstract: Anthranilates of the formula ##STR1## wherein each R is hydrogen or ##STR2## each n is the number 2, 3 or 4, y is nought or 1 and X is an alkylene radical having 1 to 8 C atoms, meta- or para-phenylene or meta- or para-cyclohexylene, are obtained by reacting a hydroxyalkylated dicarboxylic acid diamide of the formula ##STR3## wherein each R is hydrogen or --CH.sub.2).sub.n OH and n, y and X are as defined above, with isatoic anhydride, preferably in the presence of an alkaline catalyst.The novel compounds are valuable chain extenders and crosslinking agents for the production of polyurethanes and polyurea resins and are also suitable as curing agents for epoxide resins.Type: GrantFiled: December 4, 1978Date of Patent: November 13, 1979Assignee: Ciba-Geigy CorporationInventors: Jurgen Habermeier, Roland Moser, Wolfgang Seiz