Patents Assigned to Sandoz Inc.
  • Patent number: 3997564
    Abstract: Disclosed are compounds of the class of 1-alkyl-4-phenyl and 4-(2-thienyl)-6,7-methylenedioxy-2(1H)-quinazolinones and quinazolinthiones, including the 3,4-dihydro derivatives thereof, useful as pharmaceutical agents, e.g. as anti-inflammatory agents. Such compounds, e.g. 1-isopropyl-4-phenyl-6,7-methylenedioxy-2(1H)-quinazolinones and 1-isopropyl-4-phenyl-6,7-methylenedioxy-2(1H)-quinazolinthiones, may be prepared by reacting the corresponding N-alkyl-N-(3,4-methylenedioxyphenyl)urea or thiourea with an aromatic aldehyde, e.g. benzaldehyde, in the presence of an acid at elevated temperatures to obtain the 3,4-dihydro-2(1H)-quinazolinones or 3,4-dihydro-2(1H)-quinazolinthiones which may then be oxidized to the corresponding 3,4-unsaturated compounds.
    Type: Grant
    Filed: September 11, 1974
    Date of Patent: December 14, 1976
    Assignee: Sandoz, Inc.
    Inventors: George A. Cooke, William J. Houlihan
  • Patent number: 3996371
    Abstract: The invention discloses optionally substituted 3-methylsulfinyl indazoles having pharmacological activity in animals and useful as sleep-inducing agents. The compounds may be prepared by diazotization of an optionally substituted .alpha.-methylsulfinyl-o-toluidine.
    Type: Grant
    Filed: November 17, 1975
    Date of Patent: December 7, 1976
    Assignee: Sandoz, Inc.
    Inventor: Thomas E. Jackson
  • Patent number: 3996286
    Abstract: Acyl substituted phenyl alkanoic acids, e.g. p-pivaloyl phenyl acetic acid, are prepared by hydrolyzing p-pivaloyl phenyl acetonitriles and are useful as hypolipidemic agents.
    Type: Grant
    Filed: September 18, 1975
    Date of Patent: December 7, 1976
    Assignee: Sandoz, Inc.
    Inventors: William J. Houlihan, Jeffrey Nadelson
  • Patent number: 3996227
    Abstract: Compounds of the formula I: ##SPC1##whereinR.degree. is lower alkyl,n is 0, 1 or 2,R is lower alkyl,R' is a radical of the formula ##SPC2##In which Y and Y' are the same or different and represent hydrogen, lower alkyl, lower alkoxy, halo of atomic weight of 19 to 36 or one of Y and Y' is trifluoromethyl while the other is hydrogen, or a radical of the formula ##SPC3##In which Y" is hydrogen, fluorine, chlorine or alkyl of 1 to 3 carbon atoms,Are prepared by cyclizing a compound of formula II ##SPC4##in which R, R', R.degree. and n are as defined above, with phosgene, or,Where R is not a tertiary alkyl group in which the tertiary carbon atom is directly attached to the ring nitrogen atom, with a C.sub.1 -C.sub.2 alkyl chlorocarbonate or 1,1'carbonyldiimidazole. The compounds of formula I possess pharmaceutical activity in animals.
    Type: Grant
    Filed: June 19, 1974
    Date of Patent: December 7, 1976
    Assignee: Sandoz, Inc.
    Inventor: William G. Salmond
  • Patent number: 3994915
    Abstract: Benzocycloheptaoxazolones are prepared by a multi-step process starting with a lower alkyl ester of a 3-oxo-5-phenylvaleric acid. The compounds are useful as anti-inflammatories and as intermediates in the preparation of pharmaceutically useful compounds.
    Type: Grant
    Filed: January 6, 1975
    Date of Patent: November 30, 1976
    Assignee: Sandoz, Inc.
    Inventor: William G. Salmond
  • Patent number: 3994961
    Abstract: 10-(2-substituted-aminoethyl)-10,11-dihydro-5-methylene-2 or 3 7 or 8-substituted or unsubstituted-5H-dibenzo[a,d]cycloheptenes e.g., 10-(2-dimethylaminoethyl)-10,11-dihydro-5-methylene-5H-dibenzo[a,d]cyclohe ptane, prepared by various methods including acid dehydration of the corresponding dibenzo[a,d]cycloheptene-5-ols. The compounds are useful as anti-depressants.
    Type: Grant
    Filed: February 13, 1974
    Date of Patent: November 30, 1976
    Assignee: Sandoz, Inc.
    Inventors: William J. Houlihan, Jeffrey Nadelson
  • Patent number: 3994918
    Abstract: The invention discloses compounds of the class of 5-substituted-5H-dibenzo[a,d]cycloheptenes which are 5-hydrazinoalkyl- or 5-aminoalkyl-5H-dibenzo[a,d]cyclohepten-5-ols, or their 10,11-dihydro derivatives. The compounds are pharmaceutically active and useful, for example, as anti-convulsants and tranquilizers. A key intermediate are compounds which are a spiro[5H-dibenzo[a,d]cyclohepten-5-oxazolin-2-one] which are subjected to alkaline hydrolysis to obtain the compounds of the invention.
    Type: Grant
    Filed: June 17, 1975
    Date of Patent: November 30, 1976
    Assignee: Sandoz, Inc.
    Inventor: Goetz E. Hardtmann
  • Patent number: 3994894
    Abstract: Anti-inflammatory and analgesic agents of the formula I: ##SPC1##whereinR.degree. is lower alkyl,N IS 0, 1 OR 2,R is lower alkyl, alkenyl, cycloalkyl, cycloalkylalkyl or phenyl,R' is a radical of the formula ##SPC2##In which Y and Y' are the same or different and represent hydrogen, lower alkyl, lower alkoxy, halo of atomic weight of 19 to 36 or one of Y and Y' is trifluoromethyl while the other is hydrogen, or a radical of the formula ##SPC3##In which Y" is hydrogen, fluorine, chlorine or alkyl of 1 to 3 carbon atoms,Are prepared by cyclizing a compound of formula II: ##SPC4##in which R, R', R" and n are as defined above, with, for example, phosgene.
    Type: Grant
    Filed: January 8, 1975
    Date of Patent: November 30, 1976
    Assignee: Sandoz, Inc.
    Inventor: William G. Salmond
  • Patent number: 3995048
    Abstract: Substituted isoxazolyl benzamides, e.g., o-(3-trifluoromethyl-5-isoxazolyl)-N-methylbenzamide, are prepared by cyclizing a corresponding 1-hydroxy-1-[(2-hydroxyimino)-3-trifluoropropyl]-2-alkyl phthalimidine with a strong acid and are useful as minor tranquilizers and sleep inducers.
    Type: Grant
    Filed: October 20, 1975
    Date of Patent: November 30, 1976
    Assignee: Sandoz, Inc.
    Inventor: Jeffrey Nadelson
  • Patent number: 3992396
    Abstract: 2-amino-5-(substituted or unsubstituted phenylalkyl)-thiadiazoles, e.g., 2-amino-5-(4-[phenylbutyl])-thiadiazole, prepared, e.g., by ring closure, of corresponding 1-(substituted or unsubstituted phenylalkanoyl)-thiosemicarbazide in a strong acid medium. The compounds are useful as minor tranquilizers and sedative hypnotics.
    Type: Grant
    Filed: November 29, 1974
    Date of Patent: November 16, 1976
    Assignee: Sandoz, Inc.
    Inventors: Marcel K. Eberle, Robert E. Manning
  • Patent number: 3991790
    Abstract: Disclosed herein is a patient ventilator apparatus having a pneumatic control system operable in three different modes wherein the apparatus assists the breathing of the patient, controls the patient's breathing in a timed manner, or operates in a combination assist/control mode according to certain predetermined conditions. Fluidic circuitry controls a valved bellows apparatus, which in turn supplies air to a patient subject to limitations of time, volume, and pressure, wherein the gas supplied to the bellows comprises an adjustable oxygen/air mixture. Fluidic timers are provided for use in the control mode of the circuitry, and identical fluidic circuitry combinations are provided for use in the assist mode to automatically trigger the ventilator apparatus into an inspiratory state according to the patient's breathing requirements and to trigger such apparatus into an exhalation state when a predetermined inspiratory pressure is attained.
    Type: Grant
    Filed: June 26, 1975
    Date of Patent: November 16, 1976
    Assignee: Sandoz, Inc.
    Inventor: George K. Russell
  • Patent number: 3992384
    Abstract: Substituted 1,2-dihydrobenz[f]isoquinolines, e.g., 4-(p-chlorophenyl)-1,2-dihydrobenz[f]isoquinoline, are prepared by cyclizing N-substituted-.alpha.-naphthylethylamines and are useful as non-estrogenic antifertility agents.
    Type: Grant
    Filed: December 20, 1974
    Date of Patent: November 16, 1976
    Assignee: Sandoz, Inc.
    Inventor: William J. Houlihan
  • Patent number: 3991102
    Abstract: 10-(2-substituted-aminoethyl)-10,11-dihydro-5-methyl-2 or 3, 7 or 8-substituted or unsubstituted-5H-dibenzo[a,d]cycloheptenes, e.g., 10-(2-dimethylaminoethyl)-10,11-dihydro-5-methyl-5H-dibenzo[a,d]cyclohepte ne, are prepared by hydrogenating a corresponding 10-(2-dimethyl-aminoethyl)-10,11-dihydro-5-methylene-2 or 3, 7 or 8-substituted or unsubstituted-5H-dibenzo[a,d]cycloheptenes and are useful as anti-depressants.
    Type: Grant
    Filed: April 22, 1974
    Date of Patent: November 9, 1976
    Assignee: Sandoz, Inc.
    Inventors: William J. Houlihan, Jeffrey Nadelson
  • Patent number: 3989704
    Abstract: 3-Substituted-4-aryl isoquinolines, e.g. 3-tertiary butyl-4-phenyl-1,2,3,4-tetrahydroisoquinoline, prepared from corresponding isoquinoline intermediates, are useful as anti-diabetic agents.
    Type: Grant
    Filed: January 21, 1975
    Date of Patent: November 2, 1976
    Assignee: Sandoz, Inc.
    Inventors: William J. Houlihan, Jeffrey Nadelson
  • Patent number: 3987059
    Abstract: Highly branched .alpha.-substituted indoles, e.g., 2-(1-methylcyclohexyl)-indole, are prepared by treating N-(.alpha.-branched carbonyl) toluidines with alkyl lithium.
    Type: Grant
    Filed: August 25, 1975
    Date of Patent: October 19, 1976
    Assignee: Sandoz, Inc.
    Inventor: William J. Houlihan
  • Patent number: 3987179
    Abstract: Substituted or unsubstituted isoxazolyl benzamides, e.g., o-(3-phenylisoxazol-5-yl)-N-methylbenzamide, are prepared by cyclizing a corresponding 1-hydroxy-1-[substituted or unsubstituted-.beta.-(hydroxyimino)phenethyl]-2-alkyl phthalimidine with a strong acid and are useful as minor tranquilizers, muscle relaxants, and sleep inducers.
    Type: Grant
    Filed: February 14, 1975
    Date of Patent: October 19, 1976
    Assignee: Sandoz, Inc.
    Inventor: Jeffrey Nadelson
  • Patent number: 3985883
    Abstract: The compounds are cyclic acetals of 4'-(.alpha.-hydroxy-.alpha.-pyridyl-p-tolyloxy)pivalophenones, and are useful as anti-obesity agents.
    Type: Grant
    Filed: March 28, 1975
    Date of Patent: October 12, 1976
    Assignee: Sandoz, Inc.
    Inventor: Faizulla G. Kathawala
  • Patent number: 3985799
    Abstract: 2,6-halo and trifluoromethyl-substituted-benzoic acids, e.g., 2,3,4,6-tetrafluorobenzoic acid or 2-chloro-6-trifluoromethylbenzoic acid, are prepared from substituted 2,4-halo and trifluoromethyl-substituted benzene compounds and are useful as plant growth regulators.
    Type: Grant
    Filed: August 20, 1973
    Date of Patent: October 12, 1976
    Assignee: Sandoz, Inc.
    Inventor: William J. Houlihan
  • Patent number: 3985729
    Abstract: Substituted 7,12-methano-dibenzazocines, e.g., 7,13-dihydro-6,12-dimethyl-7,12-methano-6H-dibenz[c,f]azocine, are prepared by cyclizing 3-benzylamino-alkyl-indan-1-ols and are useful as anti-inflammatory agents.
    Type: Grant
    Filed: December 23, 1974
    Date of Patent: October 12, 1976
    Assignee: Sandoz, Inc.
    Inventors: William H. Houlihan, Jeffrey Nadelson
  • Patent number: 3984556
    Abstract: The compounds are alkyl-substituted-tricyclic quinazolinones of the class of imidazo[2,1-b]quinazolin-5-ones and pyrimido[2,1-b]quinazolin-6-one, e.g., 2-methyl-2,3-dihydro-10-(4'-fluorobenzyl)-imidazo[2,1-b]quinazolin-5(10H)- one, useful, for example, as bronchodilator agents. Processes for preparation of said compounds include the reaction of a N-carboxy anthranilic anhydride (an isatoic anhydride) with an alkyl substituted cyclic pseudothiourea such as a 2-organomercapto-4,5-dihydroimidazole or a 2-organomercapto-3,4,5,6-tetrahydropyrimidine and the cyclization of a 2-(.omega.-hydroxy(branched)alkylamino)-4-quinazolone.
    Type: Grant
    Filed: May 19, 1975
    Date of Patent: October 5, 1976
    Assignee: Sandoz, Inc.
    Inventor: Goetz E. Hardtmann