Patents Represented by Attorney William B. Walker
  • Patent number: 3979458
    Abstract: Preparation of .alpha.,.beta.-unsaturated carbocyclic ketones by reacting an enol lactone with a carbanion generated by treatment of a methylphosphonate or a mono-substituted methylphosphonate with base.
    Type: Grant
    Filed: January 10, 1975
    Date of Patent: September 7, 1976
    Assignee: Syntex Corporation
    Inventor: John H. Fried
  • Patent number: 3979430
    Abstract: 2-(5H-dibenzo[a,d]cyclohepten-5-on-2-yl) acetic, propionic and butyric acids, and esters and salts thereof, are prepared by solvolysis of nitrile or amide intermediates, or of ketal-protected nitrile, amide, acid, ester or salt intermediates.
    Type: Grant
    Filed: September 8, 1975
    Date of Patent: September 7, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Peter H. Nelson, Karl G. Untch, James P. Dunn
  • Patent number: 3979404
    Abstract: Novel 2-substituted-1,2,4-thiadiazolo-[2,3-a]-imidazoles of the formula ##SPC1##And the pharmaceutically acceptable salts thereof; and process for their preparation. These 2-substituted-1,2,4-thiadiazolo-[2,3-a]-imidazoles are useful as fungistatic and fungicidal agents.
    Type: Grant
    Filed: January 10, 1975
    Date of Patent: September 7, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Colin C. Beard
  • Patent number: 3979414
    Abstract: Compositions containing and methods employing, as the essential ingredient, novel disubstituted xanthone carboxylic acid compounds which are useful in the treatment of allergic conditions. Methods for preparing these compounds and compositions and intermediates therein are also disclosed. 5-Isopropyl-7-acetylxanthone-2-carboxylic acid is illustrated as a representative compound.
    Type: Grant
    Filed: December 4, 1975
    Date of Patent: September 7, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Ian T. Harrison, John H. Fried
  • Patent number: 3978124
    Abstract: 2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.
    Type: Grant
    Filed: March 17, 1975
    Date of Patent: August 31, 1976
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian J. Harrison
  • Patent number: 3978116
    Abstract: 2-Naphthyl acetic acid derivatives and the corresponding amides, esters, hydroxamic acids and addition salts thereof, optionally substituted at the .alpha.-position on the acetic acid moiety and/or at position 6 and/or at positions 1, 4, 7 or 8 on the naphthyl ring and optionally saturated at positions 3 and 4, are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. A pharmaceutical method of effecting treatment of inflammation, pain, pyrexia and pruritus by the administration of naphthyl acetic acid derivatives. A pharmaceutical composition for use in the treatment of the above maladies comprising a naphthyl acetic acid derivative.
    Type: Grant
    Filed: March 17, 1975
    Date of Patent: August 31, 1976
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. Harrison
  • Patent number: 3976654
    Abstract: Novel 2-substituted-1,2,4-thiadiazolo-[2,3-a]-benzimidazoles of the formula ##SPC1##And the pharmaceutically acceptable salts thereof; and process for their preparation. These 2-substituted-1,2,4-thiadiazolo-[2,3-a]-benzimidazoles are useful as fungistatic and fungicidal agents.
    Type: Grant
    Filed: October 16, 1975
    Date of Patent: August 24, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Colin C. Beard
  • Patent number: 3975540
    Abstract: 2-Substituted-5-oxo-5H-dibenzo[a,d]cycloheptenes represented by the following formula: ##SPC1##Where one of R.sup.2 and R.sup.3 is hydrogen, and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene; and R' and R.sup.4 are alkoxy, or together R' and R.sup.4 are =O, =NOH, =NNHCONH.sub.2, or alkylenedioxy of the formula --O--CH.sub.2 --(CR.sup.5.sub.2).sub.n --CH.sub.2 --O-- where n.sub.5 is O--2, R.sup.5 is hydrogen or methyl when n is 1, and R.sup.5 is hydrogen when n is 2, or one of R' and R.sup.4 is --OH and the other is (SO.sub.3 Y) where Y is sodium or potassium. The compounds have anti-inflammatory, analgesic and anti-pyretic activities and, accordingly, are useful in the treatment of inflammation, pain and pyrexia.
    Type: Grant
    Filed: April 28, 1975
    Date of Patent: August 17, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Peter H. Nelson, Karl G. Untch
  • Patent number: 3975432
    Abstract: 2-(6-Methoxy-2-naphthyl)propionic acid is prepared by reacting di(6-methoxy-2-naphthyl)-zinc or 6-methoxy-2-naphthylzinc halide with a lower alkyl 2-halopropionate in a suitable solvent to form a lower alkyl 2-(6-methoxy-2-naphthyl)propionate and hydrolyzing the ester group thereof. The product has anti-inflammatory, analgesic and anti-pyretic activities.
    Type: Grant
    Filed: February 21, 1974
    Date of Patent: August 17, 1976
    Assignee: Syntex Corporation
    Inventor: Francisco Alvarez
  • Patent number: 3975427
    Abstract: (d1)-13-Substituted sulfinyl-prostaglandin-like [(d1)-2.alpha.-substituted-3.beta.-(1.alpha.-substituted sulfinyl-trans-2-alkenyl)-1-oxygenated cyclopentane and (d1)-2.alpha.-substituted-3.beta.-(1.alpha.-substituted sulfinyl-trans-2-alkenyl-4.alpha.-hydroxy-1-oxygenated cyclopentane]compounds exhibiting prostaglandin-like biological properties are prepared from known prostaglandins and prostaglandin-like compounds.
    Type: Grant
    Filed: June 5, 1974
    Date of Patent: August 17, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Karl G. Untch
  • Patent number: 3973566
    Abstract: An inhalation device having an elongate housing having an emptying chamber adjacent that end of housing which is adapted for insertion into the mouth or nose of a user. A plurality of passageways extending essentially perpendicular to the longitudinal axis of the housing intersect with the inner end of the emptying chamber. Adjacent that end of the emptying chamber closest to the passageways, the housing has means for receiving or presenting a unit dose of powdered medicament for administration. During inhalation, the powdered medicament is entrained in the air stream being inhaled and is carried into the nose, throat or lungs of the user where beneficial or therapeutic action of the medicament occurs.
    Type: Grant
    Filed: January 13, 1975
    Date of Patent: August 10, 1976
    Assignee: Syntex Puerto Rico Inc.
    Inventor: Stanley Mathes
  • Patent number: 3970685
    Abstract: (dl)-13-Substituted sulfinyl-prostaglandin-like [(dl)-2.alpha.-substituted-3.beta.-(1.alpha.-substituted sulfinyl-trans-2-alkenyl)-1-oxygenated cyclopentane and (dl)-2.alpha.-substituted -3.beta.-(1.alpha.-substituted sulfinyl-trans-2-alkenyl)-4-oxygenated-1-oxygenated cyclopentane] compounds exhibit prostaglandin-like biological properties and are also useful intermediates in the preparation of known prostaglandins.
    Type: Grant
    Filed: June 5, 1974
    Date of Patent: July 20, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Karl G. Untch, Gilbert J. Stork
  • Patent number: 3970684
    Abstract: Novel prostaglandin dehydro analogs of the PGA and PGB series and the 9-hydroxy-derivatives thereof, which possess a diethylenic unsaturation in the carboxylic acid chain and may be additionally substituted at C-4, C-6, C-9 and/or C-15 by a methyl, ethyl or propyl group, as well as the C-20-nor, bisnor or C-20 alkyl derivatives thereof, the alkyl group being of a straight chain and containing from 1 to 5 carbon atoms inclusive,, and processes for making same. 9-keto-15.alpha.-hydroxyprosta-4,5,10,13-trans-tetraenoic acid and 9-keto-15.alpha.-hydroxyprosta-4,5,8(12),13-trans-tetraenoic acid are representative of the class. Also included are the pharmaceutically acceptable, non toxic esters and salts of the carboxylic acid function and the pharmaceutically acceptable, non toxic esters and/or ethers of the secondary hydroxyl groups. These compounds possess prostaglandin-like activities and thus are useful in the treatment of mammals, where prostaglandins are indicated.
    Type: Grant
    Filed: July 15, 1974
    Date of Patent: July 20, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Pierre Crabbe, John H. Fried, Angel Guzman
  • Patent number: 3967585
    Abstract: This invention is a small, aquatic animal-collecting device which comprises a container for water being open at one end and closed at the other; a fluid inlet means to said container; a fluid conduit means positioned within and extending about the vertical length of the container and passing through the bottom of the container; a fluid outlet means positioned in the upper portion of the conduit; and a screening means positioned between the side walls of the container and the fluid outlet means so that the animals are retained in the container in sufficient water, while excess water passes through the screen and out the outlet means. This apparatus is particularly well suited for the process of collecting prawn larvae from a closed-loop aquaculture system.
    Type: Grant
    Filed: April 2, 1975
    Date of Patent: July 6, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: George Monaco
  • Patent number: 3966825
    Abstract: .beta.-Nitroethanethiol is prepared by reacting a carboxylic acid ester of .beta.-nitroethananol with trisodium thiophosphate and hydrolyzing the reasulting thiophosphate ester to form .beta.-nitroethanethiol.
    Type: Grant
    Filed: June 30, 1975
    Date of Patent: June 29, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Michael Marx
  • Patent number: 3966820
    Abstract: 2-Substituted-5-oxo-5H-dibenzo [a,d]cycloheptenes represented by the following formula: ##SPC1##Where one of R.sup.2 and R.sup.3 is hydrogen, and the other is hydrogen, methyl, or ethyl, or together R.sup.2 and R.sup.3 are methylene; the dotted line represents an optional, additional bond between the carbon atoms at the 10- and 11-positions; and the pharmaceutically acceptable esters and ethers thereof. The compounds have anti-inflammatory, analgesic, and antipyretic activities and, accordingly, are useful in the treatment of inflammation, pain and pyrexia.
    Type: Grant
    Filed: May 30, 1975
    Date of Patent: June 29, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Peter H. Nelson, Karl G. Untch
  • Patent number: 3965181
    Abstract: 5-(3-Substituted prop-cis-1-enyl)- and 5-(3-substituted prop-trans-1-enyl)- derivatives of 5H-dibenzo[a,d]cycloheptenes and 10,11-dihydro-5H-dibenzo[a,d]cycloheptenes and methods of making. The process of preparing the 5-(3-substituted prop-cis-1-enyl)- derivatives comprises hydrogenation of the appropriate 5-(3-substituted prop-1-ynyl)- derivatives in the presence of a noble metal catalyst. The 5-(3-substituted prop-trans-1-enyl)- derivatives can be prepared via treatment of the appropriate 5-(3-substituted prop-1-ynyl)- derivative with an alkali metal (e.g. sodium) in the presence of ammonia. Both the 5-(3-amino-cis- and 3-amino-substituted prop-trans-1-enyl)- derivatives exhibit antihistamine activity and are further useful in the treatment of, and/or palliation of, abnormal conditions occurring in mammals, related to the central nervous system. The remaining compounds have utility as intermediates for pharmacologically active compounds.
    Type: Grant
    Filed: May 1, 1975
    Date of Patent: June 22, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Michael Marx
  • Patent number: 3965113
    Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##SPC1##Where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is --SR.sup.5 or --OR.sup.5 ; and R.sup.5 is aryl. The R.sup.1 substitution is at the 5(6)-position.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.
    Type: Grant
    Filed: November 21, 1973
    Date of Patent: June 22, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Colin C. Beard, John A. Edwards, John H. Fried
  • Patent number: 3964483
    Abstract: An inhalation device having an elongate housing having one or more passageways for the passage of air therethrough. The passageway, of relatively small diameter, opens into an emptying chamber, of relatively greater diameter, adjacent that end of the housing which is adapted for insertion into the mouth or nose of a user. Adjacent that end of the emptying chamber closest to the passageway(s), the housing has means to hold a medicament-holding container so it is tilted toward the passageway (i.e., away from the output end of the housing). During inhalation, the powdered medicament in the container is entrained in the air stream being inhaled and is carried into the nose, throat, or lungs of the user where beneficial or therapeutic action of the medicament occurs.
    Type: Grant
    Filed: January 13, 1975
    Date of Patent: June 22, 1976
    Assignee: Syntex Puerto Rico, Inc.
    Inventor: Stanley Mathes
  • Patent number: 3965115
    Abstract: Compositions containing and methods employing, as the essential ingredient, novel disubstituted xanthone carboxylic acid compounds which are useful in the treatment of allergic conditions. Methods for preparing these compounds and compositions and intermediates therein are also disclosed. 5-Methyl-sulfinyl-7-isopropoxyxanthone-2-carboxylic acid and 5,7-di(methylsulfinyl)xanthone-2-carboxylic acid are illustrated as representative compounds.
    Type: Grant
    Filed: March 13, 1975
    Date of Patent: June 22, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Ian T. Harrison, John H. Fried