Patents Represented by Attorney Joseph I. Hirsch
  • Patent number: 4002640
    Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##STR1## where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is -SOR.sup.2, -SO.sub.2 R.sup.2, -SCN, -SR.sup.5, -OR.sup.5 or M'(CH.sub.2).sub.n MR.sup.7 where M and M' are independently O, S, ##STR2## R.sup.7 is lower alkyl having 1 to 4 carbon atoms, or aryl, and n is 1-4; R.sup.2 is lower alkyl having from 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or aralkyl or aryl; and R.sup.5 is lower alkenyl, lower alkynyl, or aralkyl. 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 3, 1975
    Date of Patent: January 11, 1977
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Colin C. Beard, John A. Edwards, John H. Fried
  • Patent number: 4001301
    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, antipyretic 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: January 4, 1977
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. Harrison
  • Patent number: 4001407
    Abstract: 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: Grant
    Filed: November 5, 1975
    Date of Patent: January 4, 1977
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Wendell H. Rooks, II
  • Patent number: 4001593
    Abstract: An axial tomographic scanner having means for supporting a plurality of cables leading to the X-ray source including a yoke upon which the X-ray source is mounted, first bracket means mounted on the yoke adjacent the X-ray source for restraining cable movement, second bracket means mounted on the yoke remote from the X-ray source for restraining cable movement, and means disposed between the first and second bracket means for maintaining the cables passing therethrough in a gradual arc while preventing undue flexing of the cables and undesirable movement of the cables into interfering position with other components of the axial tomographic scanner.
    Type: Grant
    Filed: October 20, 1975
    Date of Patent: January 4, 1977
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: James C. Wing, Jack V. White
  • Patent number: 3998966
    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: December 21, 1976
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. Harrison
  • Patent number: 3994968
    Abstract: New compounds, 2-(6'-methoxynaphth-2'-yl)-propylene oxide, 2-(6'-methoxynaphth-2'-yl)proppionaldoxime, 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-priopionitriles or more directly by Jones oxidation.
    Type: Grant
    Filed: January 12, 1976
    Date of Patent: November 30, 1976
    Assignee: Syntex Corporation
    Inventor: Francisco Sanchez Alvarez
  • Patent number: 3995158
    Abstract: Means for supporting an object, or a portion thereof, during radiographic analysis comprising a hollow reservoir adapted to receive and hold a constant volume of fluid material within the interior thereof, said reservoir having a pouch-like flexible member forming all or a portion of one wall thereof, said pouch-like flexible member being adapted to receive and support the object undergoing analysis during radiographic exposure thereof, a second flexible member forming all or a portion of a second wall thereof, and means operatively connected to said second flexible member for moving said second flexible member so as to cause a corresponding movement of said pouch-like flexible member. During use, the second flexible member is moved in such a manner as to cause an enlargement of the pouch-like deformation of the pouch-like flexible member.
    Type: Grant
    Filed: October 15, 1975
    Date of Patent: November 30, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Samuel Thomas Workman
  • Patent number: 3993769
    Abstract: This application relates to 1,5(6)-disubstituted benzimidazole-2-carbamate derivatives represented by the following formula: ##SPC1##Where R is lower alkyl having 1 to 4 carbon atoms; R.sup.1 is --SOR.sup.2, --SR.sup.5, --OR.sup.5 or M'(CH.sub.2).sub.n MR.sup.7 ; R.sup.2 is lower alkyl having from 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or aralkyl or aryl; R.sup.5 is lower alkenyl, lower alkynyl or aralkyl; R.sup.7 is lower alkyl having 1 to 4 carbon atoms or aryl;M and M' are independently ##EQU1## n is 1-4; AND R.sup.8 is lower alkyl having 1 to 12 carbon atoms optionally substituted with a --COOR group where R is lower alkyl having 1 to 4 carbon atoms, aryl or aralkyl. 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: August 18, 1975
    Date of Patent: November 23, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Colin C. Beard, John A. Edwards, John H. Fried
  • Patent number: 3993768
    Abstract: This application describes further species embraced by the following generic formula: ##SPC1##Where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is --SOR.sup.2, --SO.sub.2 R.sup.2, --SCN, --SR.sup.5, --OR.sup.5 or M'(CH.sub.2).sub.n MR.sup.7 where M and M' are independently ##EQU1## R.sup.7 is lower alkyl having 1 to 4 carbon atoms or aryl, and n is 1-4; R.sup.2 is lower alkyl having from 1 to 6 carbon atoms, cycloalkyl having 3 to 7 carbon atoms, lower alkenyl or lower alkynyl having 3 to 6 carbon atoms, or aralkyl or aryl; R.sup.5 is lower alkenyl, lower alkynyl, or aralkyl; and the R.sup.1 substitution is at the 5(6)-position. The above compounds can also be substituted at the 1-position.
    Type: Grant
    Filed: August 13, 1975
    Date of Patent: November 23, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Colin C. Beard, John A. Edwards, John H. Fried
  • Patent number: 3992541
    Abstract: 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: Grant
    Filed: August 4, 1975
    Date of Patent: November 16, 1976
    Assignee: Syntex Corporation
    Inventor: Martin Katz
  • Patent number: 3992630
    Abstract: Means for supporting an object, or a portion thereof, during radiographic analysis comprising a hollow reservoir adapted to receive and hold a constant volume of fluid material within the interior thereof, said reservoir having a pouch-like flexible member forming all or a portion of one wall thereof, said pouch-like flexible member being adapted to receive and support the object undergoing analysis during radiographic exposure thereof, a second flexible member forming all or a portion of a second wall thereof, and means operatively connected to said second flexible member for moving said second flexible member so as to cause a corresponding movement of said pouch-like flexible member. During use, the second flexible member is moved in such a manner as to cause an enlargement of the pouch-like deformation of the pouch-like flexible member.
    Type: Grant
    Filed: October 15, 1975
    Date of Patent: November 16, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: Josef E. Kercso
  • Patent number: 3988365
    Abstract: Resolution of mixtures of d and 1,2-(6-methoxy-2-napthyl)propionic acid with cinchonidine to yield the d-isomer is conducted by using, in combination with the cinchonidine, an inorganic base having a basicity, pKa, greater than 8 and forming a salt of 2-(6-methoxy-2-napthyl)propionic acid more soluble than the solubility of the corresponding cinchonidine salts. After the cinchonidine salt product is cleaved by treatment with a strong base at about room temperature in methanol, the methanolic solution is mixed with sufficient water to precipitate the cinchonidine in a form which is easy to filter. After removal of the precipitated cinchonidine, acidification yields a product enriched in d 2-(6-methoxy-2-napthyl)propionic acid.
    Type: Grant
    Filed: January 13, 1975
    Date of Patent: October 26, 1976
    Assignee: Syntex Corporation
    Inventor: Pasquale Gallegra
  • Patent number: 3987198
    Abstract: A method of lowering the free fatty acid content in sebum on the skin surface by topically applying a member of a certain class of fatty acid amides to the affected skin area. Oleic acid diethanolamide is illustrated as a representative of the useful class. After cleansing, rinsing and drying the skin area to be treated, the fatty acid amide formulation is applied thereto and left thereon for beneficial action to occur.
    Type: Grant
    Filed: January 17, 1975
    Date of Patent: October 19, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventor: John M. Young
  • Patent number: 3980699
    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: August 5, 1974
    Date of Patent: September 14, 1976
    Assignee: Syntex Corporation
    Inventors: John H. Fried, Ian T. 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: 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: 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: 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: 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: 3969412
    Abstract: The novel 16,17-secoestra-4,9(10)-diene, 16,17-secoestra-4,9(10),11-triene, 16,17-secogona-4,9(10)-diene and 16,17-secogona-4,9(10)-triene compounds and the 14.beta.-isomers thereof useful as antiandrogenic agents, and methods for their preparation.
    Type: Grant
    Filed: November 22, 1974
    Date of Patent: July 13, 1976
    Assignee: Syntex (U.S.A.) Inc.
    Inventors: Pierre Crabbe, John A. Edwards, John H. Fried