Patents Assigned to Syntex (U.S.A.)
  • 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: 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
  • 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: 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: 3963752
    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-Methylsulfinyl-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 15, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Ian T. Harrison, John H. Fried
  • Patent number: 3963753
    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 15, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Ian T. Harrison, John H. Fried
  • Patent number: 3962437
    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; and R.sup.1 is a fused, bicyclic heterocyclic ring moiety. The R.sup.1 S-substitution is at the 5(6)-position.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.
    Type: Grant
    Filed: April 7, 1975
    Date of Patent: June 8, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Colin C. Beard
  • Patent number: 3962422
    Abstract: Method for immunizing nursing piglets against transmissible gastroenteritis (TGE) virus by administering to the pregnant sow an effective amount of a vaccine containing attenuated TGE virus and permitting the nursing piglets to suckle the sow. The vaccine is administered twice, (a) intramuscularly at from about 63 days to about 21 days pre-farrowing and (b) intranasally at from about 21 days to about 7 days pre-farrowing, with the proviso that at least 14 days and not more than 42 days elapse between the intranasal and intramuscular inoculations.
    Type: Grant
    Filed: February 18, 1975
    Date of Patent: June 8, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: John B. Parks
  • Patent number: 3960936
    Abstract: 2-(2'-Naphthyl) acetaldehyde derivatives optionally substituted at the 2 position and/or positions C-1',4',5',7' or 8'; and/or position C-6' or positions C-5' and 7' exhibit anti-inflammatory, analgesic, antipyretic and anti-pruritic activity.
    Type: Grant
    Filed: April 25, 1974
    Date of Patent: June 1, 1976
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. Harrison
  • Patent number: 3960957
    Abstract: New compounds, 2-(6'-methoxynaphth-2'-yl)propylene oxide, 2-(6'-methoxynaphth-2'-yl)propionaldoxime, 2-hydroxy-2-(6'-methoxynaphth-2'-yl)-propionitrile, 2-(6'methoxynaphth-2'-yl)acrylonitrile, 2-(6'-methoxynaphth-2'-yl)acrylic acid, the corresponding 5'-halo compounds and 2-(5'-halo-6'-methoxynaphth-2'-yl)propionaldehyde are useful intermediates in producing 2-(6'-methoxynaphth-2'-yl)propionic acid and the corresponding 5'-halo acids from 6-methoxy-2-acetylnaphthalene and the corresponding 5-halo compounds. The 2-propionic acids are anti-inflammatory, analgesic, anti-pyretic and anti-pruritic agents. The 2-propionaldehydes, obtained from the 2-acetyl compounds by way of the 2-propylene oxide, can be converted directly to the 2-propionic acids by way of the 2-propionaldoximes and the 2-propionitriles or more directly by Jones oxidation.
    Type: Grant
    Filed: January 10, 1975
    Date of Patent: June 1, 1976
    Assignee: Syntex Corporation
    Inventor: Francisco Sanchez Alvarez
  • Patent number: 3958012
    Abstract: The d 2-(6-substituted-2-naphthyl)propanals of this invention are prepared by oxidizing the corresponding 2-(6-substituted-2-naphthyl)-1-propanols or by reducing d 2-(6-substituted-2-naphthyl)propionic acids, the 6-substituent being a methyl, ethyl, isopropyl, cyclopropyl, trifluoromethyl, vinyl, ethynyl, fluoro, chloro, methoxy, methoxymethyloxy, difluoromethoxy, methylthio, methoxymethylthio or difluoromethylthio group. The products have anti-inflammatory, analgesic and antipyretic activities.
    Type: Grant
    Filed: March 27, 1975
    Date of Patent: May 18, 1976
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. Harrison
  • Patent number: 3957017
    Abstract: This invention is drawn to the use of an open-cell, polyurethane foam to remove dissolved contaminants from water in an aquaculture system. The foam is made by suitably reacting a hydroxylated ether with a diisocyanate. The foam filter is particularly useful in a water purification system which is a combination of a biological filter, a protein skimmer, and the polyurethane foam filter and such a combination forms the basis of a closed-loop aquaculture system. A process for removing dissolved contaminants in an aquaculture system is disclosed along with a process for growing aquatic animals in a system using the polyurethane foam filter.
    Type: Grant
    Filed: November 4, 1974
    Date of Patent: May 18, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Garibaldi M. Carmignani, James C. McCarty, George Monaco
  • Patent number: 3956349
    Abstract: 3-enol ethers of 11.beta.-hydroxy-.DELTA..sup.4 -pregnene-3-ones are prepared by reacting triethylorthoacetate with an 11.beta.-hydroxy-.DELTA..sup.4 -pregnene-3-one in a solvent which is at least 40% by weight or more ethanol and 60% by weight or less of a compatible oxygenated hydrocarbon liquid in the presence of an acid catalyst. This reaction forms a basis of a process for forming 6-halo-derivatives, particularly 6-chloro-.DELTA..sup.1,4,6 -pregnatrien -11.beta.,17.alpha.,21-triol-3,20-dione.
    Type: Grant
    Filed: February 18, 1975
    Date of Patent: May 11, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Pasquale G. Gallegra
  • Patent number: 3953470
    Abstract: Prostaglandin analogs of the PGF.sub.2.sub..alpha., PGE.sub.2, PGF.sub.1.sub..alpha. and PGE.sub.1 series substituted at C-10.alpha. by a hydroxyl group, the derivatives of the PGF.sub.1.sub..alpha. and PGE.sub.1 series further substituted at C-5,6 by a methylene or dihalomethylene group, and the 10,11-ketals thereof and methods of preparing such compounds. 9.alpha.,15.alpha.-Dihydroxy-10.alpha.,11.alpha.-isopropylidenedioxyprosta -5,13-dienoic acid, 9-keto-10.alpha.,11.alpha.-isopropylidenedioxy-15.alpha.-hydroxyprosta-5,1 3-dienoic acid and 5,6-methylene-9.alpha.,15.alpha.-dihydroxy-10.alpha.,11.alpha.-isopropylid enedioxyprost-13-enoic acid are representative of the class. Also included are the corresponding esters, ethers, pharmaceutically acceptable salts and amides. These compounds possess prostaglandin-like activity and thus are useful in the treatment of mammals, where prostaglandins are indicated.
    Type: Grant
    Filed: July 11, 1974
    Date of Patent: April 27, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Pierre Crabbe, Angel Guzman
  • Patent number: 3951618
    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-Methylthio-7-isopropoxyxanthone-2-carboxylic acid and 5,7-di-(methylthio)xanthone-2-carboxylic acid are illustrated as representative compounds.
    Type: Grant
    Filed: January 20, 1975
    Date of Patent: April 20, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Ian T. Harrison, John H. Fried
  • Patent number: 3950547
    Abstract: Dietary compositions containing peptides and/or amino acids, lipids and carbohydrates, aqueous emulsions of the dietary composition, and methods of preparing such compositions and emulsions. The aqueous emulsions are characterized by improved stability, and correspondingly improved palatability, which is afforded by the use of high amylose starch in the composition. The dietary compositions are consumed in their aqueous emulsion form.
    Type: Grant
    Filed: August 26, 1974
    Date of Patent: April 13, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Percie L. Lamar, III, Robert M. Marks, Andrew Piggott
  • Patent number: 3949084
    Abstract: Compositions containing and methods employing, as the essential ingredient, novel substituted 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. 6-Acetylxanthone-2-carboxylic acid is illustrated as a representative compound.
    Type: Grant
    Filed: January 23, 1975
    Date of Patent: April 6, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Jurg R. Pfister, Ian T. Harrison, John H. Fried
  • Patent number: RE28819
    Abstract: A pharmaceutical preparation having a minor amount of a medicament, a major amount of a dialkylated mono- or poly-alkylene glycol vehicle therefor, and a minor amount of one or more antioxidants for the dialkylated glycol vehicle.
    Type: Grant
    Filed: April 16, 1975
    Date of Patent: May 18, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Geoffrey F. Thompson