Patents Examined by James O. Thomas, Jr.
  • Patent number: 4183944
    Abstract: 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: Grant
    Filed: June 13, 1978
    Date of Patent: January 15, 1980
    Assignee: Rhone Poulenc Industries
    Inventors: Jean-Louis Fabre, Daniel Farge, Claude James
  • Patent number: 4182906
    Abstract: 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: Grant
    Filed: May 19, 1977
    Date of Patent: January 8, 1980
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Gohu Suzukamo, Tsuneyuki Nagase
  • Patent number: 4182904
    Abstract: 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: Grant
    Filed: August 22, 1978
    Date of Patent: January 8, 1980
    Assignee: Dynamit Nobel Aktiengesellschaft
    Inventors: Giselher Franzmann, Hans-Leo Hulsmann
  • Patent number: 4182877
    Abstract: 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: Grant
    Filed: May 10, 1977
    Date of Patent: January 8, 1980
    Assignee: Commonwealth Scientific and Industrial Research Organization
    Inventors: Roger L. N. Harris, John L. Huppatz, John N. Phillips, Barbara Witrzens
  • Patent number: 4182899
    Abstract: 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: Grant
    Filed: August 7, 1978
    Date of Patent: January 8, 1980
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Yung B. Chae, Dae W. Kim
  • Patent number: 4182896
    Abstract: 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: Grant
    Filed: April 15, 1977
    Date of Patent: January 8, 1980
    Assignee: Societe Hexachimie
    Inventor: Jean-Marie Teulon
  • Patent number: 4182905
    Abstract: 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: Grant
    Filed: September 2, 1977
    Date of Patent: January 8, 1980
    Assignee: Monsanto Company
    Inventor: Kent P. Lannert
  • Patent number: 4180513
    Abstract: 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: Grant
    Filed: July 17, 1978
    Date of Patent: December 25, 1979
    Assignee: Polaroid Corporation
    Inventor: Yunn H. Chiang
  • Patent number: 4180561
    Abstract: 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: Grant
    Filed: January 21, 1977
    Date of Patent: December 25, 1979
    Inventor: William L. Vinson
  • Patent number: 4179572
    Abstract: 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: Grant
    Filed: September 21, 1977
    Date of Patent: December 18, 1979
    Assignee: CHON Corporation
    Inventor: Wolfgang Oppolzer
  • Patent number: 4178455
    Abstract: 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: Grant
    Filed: July 17, 1978
    Date of Patent: December 11, 1979
    Assignee: Mitsui Toatsu Chemicals, Incorporated
    Inventors: Yutaka Hirai, Katsuharu Miyata, Makoto Aiga, Seiji Hasegawa
  • Patent number: 4176194
    Abstract: 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: Grant
    Filed: March 17, 1978
    Date of Patent: November 27, 1979
    Assignee: Imperial Chemical Industries Limited
    Inventor: Wilson S. Waring
  • Patent number: 4176176
    Abstract: Hair shampoos and cleansers containing distinctly minor proportions of hydrophobic-lipophobic perfluorinated compounds.
    Type: Grant
    Filed: May 31, 1974
    Date of Patent: November 27, 1979
    Assignee: Alberto-Culver Company
    Inventors: John A. Cella, August E. Fiebig, Jr.
  • Patent number: 4176235
    Abstract: New substituted acyl derivatives of amino acids which have the general formula ##STR1## are useful as angiotensin converting enzyme inhibitors.
    Type: Grant
    Filed: December 4, 1978
    Date of Patent: November 27, 1979
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Miguel A. Ondetti, Frank L. Weisenborn
  • Patent number: 4176196
    Abstract: Novel hypoglycemic agents comprising 3-hydroxy-3-arylcyclohexane-1-acetic acid, 3-arylcyclohexene-1-acetic acids and derivatives thereof are disclosed.
    Type: Grant
    Filed: November 4, 1977
    Date of Patent: November 27, 1979
    Assignee: Pfizer Inc.
    Inventor: Lawrence S. Melvin, Jr.
  • Patent number: 4175544
    Abstract: 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: Grant
    Filed: June 28, 1978
    Date of Patent: November 27, 1979
    Assignee: Lafayette Pharmacal Inc.
    Inventor: Barry N. Newton
  • Patent number: 4175205
    Abstract: 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: Grant
    Filed: July 25, 1977
    Date of Patent: November 20, 1979
    Assignee: Rhone-Poulenc Industries
    Inventor: Jean-Pierre Decor
  • Patent number: 4175209
    Abstract: 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: Grant
    Filed: September 5, 1978
    Date of Patent: November 20, 1979
    Assignee: American Hoechst Corporation
    Inventors: Arthur R. McFadden, Richard C. Allen, Thomas B. K. Lee
  • Patent number: 4175200
    Abstract: 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: Grant
    Filed: April 21, 1977
    Date of Patent: November 20, 1979
    Assignee: Uniroyal, Inc.
    Inventors: Byron A. Hunter, Franklin H. Barrows
  • Patent number: 4174455
    Abstract: 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: Grant
    Filed: December 4, 1978
    Date of Patent: November 13, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Jurgen Habermeier, Roland Moser, Wolfgang Seiz