Patents Assigned to Syntex (U.S.A.)
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Patent number: 3947472Abstract: 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: GrantFiled: July 29, 1974Date of Patent: March 30, 1976Assignee: Syntex CorporationInventors: John H. Fried, Ian T. Harrison
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Patent number: 3947479Abstract: A method for lowering elevated serum lipid concentrations comprising administering a composition containing, as the active ingredient, a 3.beta. -substituted-16.alpha.-cyanopreg-5-en-20-one wherein the substituent at the 3.beta.-position is selected from the group consisting of hydroxy, alkoxy having 1 to 6 carbon atoms, cycloalkoxy having 3 to 6 carbon atoms, acyloxy wherein the acyl moiety has 2 to 7 carbon atoms, tetrahydrofuran-2'-yloxy, tetrahydropyran-2'-yloxy, and 4'-alkoxytetrahydropyran-4'-yloxy where the alkoxy moiety has 1 to 6 carbon atoms. Representative active ingredients are 3.beta.-acetoxy-16.alpha.-cyanopreg-5-en-20-one and 3.beta.-cyclopentyloxy-16.alpha.-cyanopregn-5-en-20-one. These representative agents are also useful in the therapeutic method of protecting and regenerating damaged hepatic tissue.Type: GrantFiled: November 21, 1973Date of Patent: March 30, 1976Assignee: Syntex (U.S.A.) Inc.Inventor: Wendell H. Rooks, II
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Patent number: 3946031Abstract: 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-thiadiazole-[2,3-a]-benzimidazoles are useful as fungistatic and fungicidal agents.Type: GrantFiled: November 14, 1974Date of Patent: March 23, 1976Assignee: Syntex Inc.Inventor: Colin C. Beard
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Patent number: 3942641Abstract: This invention relates to a method of fertility control by use of novel cyclic progestogen-interrupted estrogen oral contraceptive regimens. Considering the first day of menstrual flow as day one of a 28 day medication administration cycle, a combined formulation of estrogen and progestogen substances is administered on the 3rd, 4th, 5th or 6th day of the cycle and every second or third day thereafter through, and including, the 23rd, 24th, 25th, 26th, 27th or 28th day of the cycle, and a formulation having only a progestogen substance as the active component is administered on the 4th, 5th, 6th, or 7th day of the cycle and every day thereafter on which a combination formulation is not administered, through, and including, the 22nd, 23rd, 24th, 25th, 26th, 27th or 28th day of the cycle.Type: GrantFiled: March 24, 1975Date of Patent: March 9, 1976Assignee: Syntex CorporationInventor: Eugene J. Segre
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Patent number: 3940407Abstract: Novel 4-[2,3 or 4(3-amino-2-hydroxypropoxy) phenyl]- and 5-[2,3 or 4(3-amino-2-hydroxypropoxy) phenyl]-1,2,3-thiadiazole derivatives which may be further substituted at the C-5 or C-4 position of the thiadiazole ring, respectively, by a lower alkyl, phenyl, trifluoromethyl, carboxy, alkoxycarbonyl, cyano or an aminocarbonyl group, and the pharmaceutically acceptable acid addition salts thereof and processes for the production of such compounds; 4-[4(3-t-butylamino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole and 5-[4(3-t-butylamino-2-hydroxypropoxy)phenyl]-1,2,3-thiadiazole are representative of the class. These compounds possess cardiovascular activity and are useful for the treatment of abnormal heart conditions in mammals.Type: GrantFiled: September 16, 1974Date of Patent: February 24, 1976Assignee: Syntex (U.S.A.) Inc.Inventors: Joseph M. Muchowski, John H. Fried
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Patent number: 3938516Abstract: An inhalation device having an elongate housing having one or more passageways for the passage of air therethrough. Each 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 for receiving or presenting a unit dose of powdered medicament for administration. During inhalation, the air stream passing over and directed into the powdered medicament holder entrains the powdered medicament which is then carried into the nose, throat or lungs of the user where beneficial or therapeutic action of the medicament occurs.Type: GrantFiled: January 13, 1975Date of Patent: February 17, 1976Assignee: Syntex Puerto Rico, Inc.Inventor: Stanley Mathes
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Patent number: 3936528Abstract: This application describes analgesic formulations including d 2-(6-methoxy-2-naphthyl)propionic acid, or a pharmaceutically acceptable salt or ester thereof, in combination with at least one central nervous system active analgesic compound. Analgesic activity of the combination is greater than that obtained with either of the components alone, thus demonstrating enhanced analgesia which can be obtained therewith.Type: GrantFiled: February 13, 1974Date of Patent: February 3, 1976Assignee: Syntex CorporationInventor: Martin Katz
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Patent number: 3935209Abstract: 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 a heterocyclic ring having 1-4 hetero atoms; and M is O, S, or ##EQU1## The R.sup.1 M-substitution is at the 5(6)-position. The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.Type: GrantFiled: February 11, 1974Date of Patent: January 27, 1976Assignee: Syntex (U.S.A.) Inc.Inventors: Colin C. Beard, John A. Edwards, John H. Fried
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Patent number: 3935184Abstract: A novel class of intermediates from which a variety of uronic acid nucleosides can be produced, said class being represented by the following formula: ##SPC1##WhereR.sub.1 and R.sub.2 are lower alkyl radicals having one to six carbon atoms, or phenyl radicals;R.sub.3 is a lower alkyl radical having one to four carbon atoms; and the wavy line at the 5' position indicates both the 5'-D-allo and 5'-L-talo epimers.A process for producing these intermediates is described. A process for converting these intermediates to uronic acid nucleosides having the following formula: ##SPC2##WhereB is a pyrimidine or purine base, is also described.Novel uronic acid nucleosides, having structures falling within the general formula given above, are identified.Type: GrantFiled: February 22, 1972Date of Patent: January 27, 1976Assignee: Syntex (U.S.A.) Inc.Inventors: Gordon H. Jones, John G. Moffatt, Michael D. Edge
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Patent number: 3935241Abstract: Novel 8R-antimeric and racemic 11.alpha.-methylsubstituted-prosta-5-cis, 13-trans-dienoic and prost-13-trans-enoic acids having oxygenated functions at the C-9 and C-15 positions of the molecule, as well as the 15-methyl or ethyl derivatives thereof and processes for making such compounds. Also encompassed are the pharmaceutically acceptable, non-toxic alkyl esters and salts of the carboxylic acid function of these novel compounds.Type: GrantFiled: May 10, 1974Date of Patent: January 27, 1976Assignee: Syntex (U.S.A.) Inc.Inventors: Joseph M. Muchowski, Angel Guzman
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Patent number: 3935273Abstract: 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: GrantFiled: April 25, 1974Date of Patent: January 27, 1976Assignee: Syntex CorporationInventors: John H. Fried, Ian T. Harrison
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Patent number: 3933791Abstract: Process for degrading the glycoside neriifolin and its acetate to the cardenolide digitoxigenin. Novel intermediates are also described.Type: GrantFiled: September 16, 1974Date of Patent: January 20, 1976Assignee: Syntex (U.S.A.) Inc.Inventors: Joseph M. Muchowski, Jose Iriarte
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Patent number: 3934013Abstract: This invention relates to a topical, anti-inflammatory, pharmaceutical composition which comprises (a) a pharmaceutically acceptable solvent, e.g. propylene glycol and water, and (b) at least two corticosteroids chosen from those represented by formulas A through K defined hereinafter, each corticosteroid dissolved in said solvent at a concentration equal to the saturation solubility for each steroid. Other suitable pharmaceutical formulation additives may be added to prepare the desired type of formulation, e.g. cream, ointment, lotion, or gel. The invention includes a process for preparing the compositions and a method for treating inflamed skin conditions using the novel compositions.Type: GrantFiled: February 21, 1975Date of Patent: January 20, 1976Assignee: Syntex (U.S.A.) Inc.Inventor: Boyd J. Poulsen
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Patent number: 3932635Abstract: This invention relates to a method of fertility control by use of novel cyclic progestogen-interrupted estrogen oral contraceptive regimens. Considering the first day of menstrual flow as day one of a 28 day medication administration cycle, a combined formulation of estrogen and progestogen substances is administered on the 3rd, 4th, 5th or 6th day of the cycle and every second or third day thereafter through, and including, the 23rd, 24th, 25th, 26th, 27th or 28th day of the cycle, and a formulation having only a progestogen substance as the active component is administered on the 4th, 5th, 6th, or 7th day of the cycle and every day thereafter on which a combination formulation is not administered, through, and including, the 22nd, 23rd, 24th, 25th, 26th, 27th or 28th day of the cycle.Type: GrantFiled: May 5, 1972Date of Patent: January 13, 1976Assignee: Syntex CorporationInventor: Eugene J. Segre
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Patent number: 3931282Abstract: Novel process for the preparation of 11.alpha.-hydroxymethyl derivatives of natural (8R-) and racemic 9-keto-15.alpha.-hydroxy- and 9,15.alpha.-dihydroxy-prosta-5-cis,13-trans-dienoic and prost-13-transenoic acids, and the novel 15-methyl and ethyl substituted derivatives thereof, as well as the esters of the primary and secondary hydroxy groups and the non-toxic, pharmaceutically acceptable salts of the novel compounds.Type: GrantFiled: February 21, 1974Date of Patent: January 6, 1976Assignee: Syntex (U.S.A.) Inc.Inventors: Joseph M. Muchowski, Angel Guzman
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Patent number: 3931297Abstract: 10.alpha.-Hydroxy-11-desoxy-prostaglandin analogs of the PGE.sub.1 and PGE.sub.2 and PGF.sub.1.sub..alpha. and PGF.sub.2.sub..alpha. series, the 11-dehydro derivatives thereof as well as the 9,10-ketals in the PGF series, and methods of preparing same, 9-keto-10.alpha.,15.alpha.-dihydroxyprosta-13-trans-enoic or 5-cis,13-trans-dienoic acid, 9.alpha.,10.alpha.,15.alpha.-trihydroxyprosta-11,13-trans-dienoic or 5-cis, 11,13-trans-trienoic acid and 9.alpha.,10.alpha.-isopropyli-denedioxy-15.alpha.-hydroxyprosta-13-trans-e noic or 5-cis,13-trans-dienoic acid are representative of the class. Also included are the corresponding pharmaceutically acceptable, non-toxic esters, ethers and salts. These compounds possess prostaglandin-like activity and thus are useful in the treatment of mammals, where prostaglandins are indicated.Type: GrantFiled: September 8, 1972Date of Patent: January 6, 1976Assignee: Syntex (U.S.A.) Inc.Inventor: Pierre Crabbe