Patents Represented by Attorney Alan M. Krubiner
  • Patent number: 4444761
    Abstract: Methods of controlling fecal output and of appetite control, and compositions therefor, employing a fiber-containing mixture of cellulose with CMC, are described.
    Type: Grant
    Filed: May 4, 1981
    Date of Patent: April 24, 1984
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Gene A. Spiller
  • Patent number: 4425339
    Abstract: A method for treating menopausal symptoms and a pharmaceutical package for effecting the method are disclosed. The method comprises a three phase sequence of estrogen and progestogen administration and an additional drug-free fourth phase during at least one menstrual cycle as follows:(a) as phase one, 0.2 mg to 1.5 mg of estrone, (or of other natural estrogen in an amount sufficient to result in an effect equivalent to the selected amount of estrone within the aforegiven range) for 4-9 days, followed by(b) as phase two, 0.2 mg to 1.5 mg of estrone, (or of other natural estrogen in an amount sufficient to result in an effect equivalent to the selected amount of estrone within the aforegiven range), plus 0.2 to 1.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: January 10, 1984
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Alan G. Pitchford
  • Patent number: 4423068
    Abstract: Compounds useful in treating cardiovascular disorders are the carboxylic acids depicted in formulas (1) and (2) ##STR1## as well as their pharmaceutically acceptable, non-toxic salts and esters, wherein:n is an integer from one to four;R.sub.1 is hydroxy;R.sub.2 is hydrogen; orR.sub.1 and R.sub.2 together are an oxo group;R.sub.3 is ##STR2## wherein A is --CH.sub.2 --CH.sub.2 --; trans-CH.dbd.CH--; --C.tbd.C--; andR.sub.4 is linear or branched alkyl of one to twelve carbons, cycloalkyl of three to eight carbons; phenyl optionally substituted with one or two identical substituents selected from the group consisting of lower alkyl, lower alkoxy, hydroxy, trifluoromethyl, and halo; or optionally substituted phenylalkyl.
    Type: Grant
    Filed: July 14, 1982
    Date of Patent: December 27, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Tsung-tee Li, Michael Marx
  • Patent number: 4410526
    Abstract: Compounds of the formula: ##STR1## and the pharmaceutically acceptable, non-toxic salts and esters (alkyl, 1-6C) thereof, wherein:X is O or S;R.sup.1 is selected from the group consisting of:(a) alkyl or cycloalkyl of 3-8 carbons, ##STR2## R.sup.2 is hydrogen or methyl; exhibit prostaglandin-like activity and are, thus, useful as platelet aggregation inhibitors.
    Type: Grant
    Filed: November 20, 1981
    Date of Patent: October 18, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Angel Guzman
  • Patent number: 4410534
    Abstract: Novel 3-substituted-5,6,7,8-tetrahydropyrrolo[1,2-a]pyridine-8-carboxylic acid and 3-substituted-6,7,8,9-tetrahydro[1,2-a]azepine-9-carboxylic acid compounds represented by the formula ##STR1## and the pharmaceutically acceptable, non-toxic esters and salts thereof, wherein R is hydrogen or a lower alkyl group containing from 1 to 4 carbon atoms, n is the integer selected from the integers 1 or 2 and Ar is a 6- or 5-member ring. These compounds are useful as anti-inflammatory, analgesic and antipyretic agents, platelet aggregation inhibitors, and as smooth muscle relaxants.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: October 18, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Joseph M. Muchowski, Arthur F. Kluge
  • Patent number: 4409325
    Abstract: .alpha.-substituted derivatives of valproic acid are provided for conjugation to antigenic compositions, particularly poly(amino acids), and enzymes. The antigenic conjugates are employed for the production of antibodies, which find particular use in immunoassays for the determination of valproate, while the enzyme conjugate finds use in a homogeneous enzyme immunoassay for the determination of valproate. The compounds are synthesized by alkylating valproate at the tertiary carbon atom by an aliphatic chain with a terminal double bond which is cleaved to provide an acid or aldehyde group.
    Type: Grant
    Filed: December 21, 1981
    Date of Patent: October 11, 1983
    Assignee: Syva Company
    Inventors: Danton K. Leung, Prithipal Singh
  • Patent number: 4405622
    Abstract: Novel [1-(1,4-benzodioxan-2-yl)-4-(4-aminopyrimidin-2-yl]piperazines having the general formula ##STR1## wherein: R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are independently selected from the group consisting of hydrogen and lower alkyl;X and Y are independently selected from the group consisting of hydrogen, lower alkyl, lower alkoxy or halogen; and n is either 0, 1 or 2 and the pharmaceutically acceptable acid addition salts thereof are useful as anti-depressants.
    Type: Grant
    Filed: October 16, 1980
    Date of Patent: September 20, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Arthur F. Kluge
  • Patent number: 4402967
    Abstract: Methods of and compositions for lowering intraocular pressure using compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 are each independently selected from the group consisting of hydrogen, lower alkyl, optionally substituted phenyl, and optionally substituted phenyl lower alkyl; or wherein R.sup.1 and R.sup.2 taken together form an optionally substituted benzo;R.sup.3 is hydrogen, alkyl, or optionally substituted phenyl lower alkyl;n is an integer equal to 0, 1 or 2; and the pharmaceutically acceptable acid addition salts thereof, are disclosed.
    Type: Grant
    Filed: April 23, 1981
    Date of Patent: September 6, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: L. David Waterbury
  • Patent number: 4400381
    Abstract: New compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein M is selected from the group consisting of hydrogen, morpholino, benzylamino, di-n-lower alkylamine, n-lower alkylamine, and aryl piperazino;Z.sub.1 and Z.sub.2 are each independently selected from the group consisting of CH.sub.2, CHOB and C.dbd.O, wherein B is selected from the group consisting of hydrogen and alkanoyl;Y is oxygen or sulfur;n is an integer from 0-4 but cannot be zero when Z.sub.1 is CHOB;m is an integer from 0-4 but cannot be zero when Z.sub.2 is CHOB, or when m is hydrogen;R.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, halogen, hydroxy, trifluoromethyl, alkyl or alkoxy; andR.sub.4 and R.sub.5 are each independently lower alkyl, with the proviso that both R.sub.4 and R.sub.5 cannot be methyl when M is hydrogen;are antihistamines and are therefore useful in the treatment of respiratory diseases including asthma, hay fever, allergies and the common cold.
    Type: Grant
    Filed: July 31, 1981
    Date of Patent: August 23, 1983
    Assignee: Laroche-Navarron, S.A.
    Inventors: Colette Favier, Henri Pinhas, Serge Beranger, Jean-Claude Pascal
  • Patent number: 4397862
    Abstract: Compounds of the formula:R'--CH.sub.2 --S--Awherein:R' is hydrogen, alkyl, --COOH or its pharmaceutically acceptable salts, --alkylene--COOH or its pharmaceutically acceptable salts, --alkylene-SO.sub.2 H or its pharmaceutically acceptable salts, --alkylene-SO.sub.3 H or its pharmaceutically acceptable salts, or --alkylene CH.sub.2 OH; andA is the acyl moiety of a pharmaceutically acceptable carboxylic acid, said acid having antiinflammatory properties;are gastrointestinal tract sparing drugs for antiinflammatory pharmaceuticals.
    Type: Grant
    Filed: October 13, 1981
    Date of Patent: August 9, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Edward Mroszczak, Richard Runkel
  • Patent number: 4390531
    Abstract: A method of contraception and a pharmaceutical package for effecting the method are disclosed. The method comprises a three phase sequence of estrogen/progestogen administration which is a daily sequence of unit dosages over a repeating cycle, which dosage sequence comprises, for one cycle:(a) administering, as phase one, about 20-40 .mu.g of ethinyl estradiol, (or of other estrogen in an amount sufficient to result in an equivalent effect) and about 0.3-0.8 mg of norethindrone (or of other progestogen in an amount sufficient to result in an equivalent effect) each day for 5-8 days, followed by;(b) administering, as phase two, the same dosage of estrogen and twice the dosage of progestogen each day as was administered each day in phase one, for 7-11 days, followed by;(c) administering, as phase three, the same dosage of estrogen and the same dosage of progestogen each day as was administered each day in phase one, for 3-7 days, followed by;(d) administering, as phase four, no therapeutically active dosage, i.
    Type: Grant
    Filed: August 10, 1981
    Date of Patent: June 28, 1983
    Assignee: Syntex Pharmaceuticals International Ltd.
    Inventor: Richard A. Edgren
  • Patent number: 4374837
    Abstract: New compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein Z.sub.1 and Z.sub.2 are each independently selected from the group consisting of CH.sub.2, CHOB and C.dbd.O, wherein B is selected from the group consisting of hydrogen and alkanoyl;Y is oxygen or sulfur;n is an integer from 0-4 but cannot be zero when Z.sub.1 is CHOB;m is an integer from 0-4 but cannot be zero when Z.sub.2 is CHOB; andR.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, halogen, hydroxy, trifluoromethyl, alkyl or alkoxy;are antihistamines and are therefore useful in the treatment of respiratory diseases including asthma, hay fever, allergies and the common cold.
    Type: Grant
    Filed: July 31, 1981
    Date of Patent: February 22, 1983
    Assignee: Laroche Navarron, S.A.
    Inventors: Colette Favier, Henri Pinhas, Serge Beranger, Jean-Claude Pascal
  • Patent number: 4374835
    Abstract: New compounds of the formula ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein Z.sub.1 and Z.sub.2 are each independently selected from the group consisting of CH.sub.2, CHOB and C.dbd.O, wherein B is selected from the group consisting of hydrogen and alkanoyl;Y is oxygen or sulfur;n is an integer from 0-4 but cannot be zero when Z.sub.1 is CHOB;m is an integer from 0-4 but cannot be zero when Z.sub.2 is CHOB; andR.sub.1, R.sub.2 and R.sub.3 are each independently hydrogen, halogen, hydroxy, trifluoromethyl, alkyl or alkoxy;are antihistamines and are therefore useful in the treatment of respiratory diseases including asthma, hay fever, allergies and the common cold.
    Type: Grant
    Filed: January 12, 1981
    Date of Patent: February 22, 1983
    Assignee: Laroche-Navarron, S.A.
    Inventors: Colette Favier, Henri Pinhas, Serge Beranger, Jean-Claude Pascal
  • Patent number: 4368186
    Abstract: A gel formulation, which is inherently spermicidal and which provides an efficient delivery system for spermicidal and other contraceptively effective compounds intravaginally is disclosed. Said formulation is useful in methods of intravaginal contraception.
    Type: Grant
    Filed: May 7, 1981
    Date of Patent: January 11, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Brian H. Vickery, Shabbir Anik, Richard E. Jones
  • Patent number: 4358603
    Abstract: Degradation of prostaglandins in anhydrous or aqueous pharmaceutically acceptable, water-miscible alcohol solutions is prevented by adding a stabilizing amount of a pharmaceutically acceptable acetal.
    Type: Grant
    Filed: April 16, 1981
    Date of Patent: November 9, 1982
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Cheng-Der Yu
  • Patent number: 4357322
    Abstract: Inflammation is prevented, reduced or inhibited by administering muramyl and desmethylmuramyl dipeptides of the general formula: ##STR1## wherein each of R.sup.1 through R.sup.5 can independently be hydrogen or a variety of substituted or unsubstituted acyl, alkyl, aryl, or arylalkyl substituents. Pharmaceutical compositions containing such compounds useful for reducing inflammation are described.
    Type: Grant
    Filed: July 29, 1980
    Date of Patent: November 2, 1982
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Wendell H. Rooks, II, Neil R. Ackerman, Albert J. Tomolonis
  • Patent number: 4355032
    Abstract: The compound 9-(1,3-dihydroxy-2-propoxymethyl)guanine and the pharmaceutically acceptable salts thereof are useful as antiviral agents.
    Type: Grant
    Filed: May 21, 1981
    Date of Patent: October 19, 1982
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Julien P. Verheyden, John C. Martin
  • Patent number: 4353922
    Abstract: Compounds of the formula ##STR1## wherein the serrated lines denote both endo and exo forms; R.sub.1 and R.sub.2 are the same or different and are C.sub.1 to C.sub.6 alkyl, C.sub.5 or C.sub.6 cycloalkyl, C.sub.5 or C.sub.6 cycloalkenyl, phenyl optionally substituted with C.sub.1 to C.sub.6 alkyl, C.sub.1 to C.sub.6 alkoxy or halo, or 5 or 6 membered heterocyclic aryl wherein the heteroatom is oxygen, nitrogen or sulfur; R.sub.3 is a C.sub.1 to C.sub.6 alkyl radical; R.sub.4 and X are optionally present, and when present R.sub.4 is a C.sub.1 to C.sub.6 alkyl radical or hydrogen and X is an inorganic or organic anion which forms a pharmaceutically acceptable salt. Methods for preparing these compounds are also disclosed. The compounds of the present invention are useful as anticholinergic agents.
    Type: Grant
    Filed: March 13, 1981
    Date of Patent: October 12, 1982
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Jurg R. Pfister
  • Patent number: 4353829
    Abstract: An improved process for 5-aroylation of 1,2-dihydro-3H-pyrrolo[1,2-a]pyrrole-1-carboxylic esters and nitriles and for subsequent hydrolysis thereof is disclosed. In the improved process, an aroyl morpholide is reacted with the pyrrolo pyrrole system and the resultant decomposed with base.
    Type: Grant
    Filed: November 21, 1980
    Date of Patent: October 12, 1982
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: T. C. Thurber, Derek Tegg
  • Patent number: RE31406
    Abstract: Contact lenses are fabricated from a copolymer of a polysiloxanylalkyl acrylic ester and an alkyl acrylic ester. The copolymer has increased oxygen permeability.
    Type: Grant
    Filed: December 11, 1980
    Date of Patent: October 4, 1983
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Norman G. Gaylord