Patents Assigned to SANDOZ
  • Patent number: 4055566
    Abstract: Anti-inflammatory agents of the formula: ##STR1## wherein R is lower alkyl, lower alkenyl, lower alkynyl, benzyl, alkyl or halo-substituted benzyl or cycloalkylalkyl, X is CH or N, R' is hydrogen, halo, lower alkyl or lower alkoxy when X is CH and hydrogen and alkyl when X is N, and R" is hydrogen or lower alkyl.
    Type: Grant
    Filed: December 17, 1976
    Date of Patent: October 25, 1977
    Assignee: Sandoz, Inc.
    Inventors: Goetz E. Hardtmann, Gary M. Coppola
  • Patent number: 4055649
    Abstract: Compounds of the formula ##STR1## wherein R is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms,R' is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms,R.sub.1 is primary or secondary alkyl of 1 to 5 carbon atoms, andR.sub.2 is hydrogen, chloro or bromo,And the pharmaceutically acceptable acid addition salts thereof, are useful as anti-obesity and anti-diabetic agents. The compounds wherein R and R' are tertiary alkyl of 4 to 7 carbon atoms and R.sub.2 is hydrogen are synthesized from ketenimines and amidines, all of the compounds wherein R.sub.2 is hydrogen are synthesized by reduction of the corresponding 3-cyanopyridines, and the compounds wherein R.sub.2 is chloro or bromo are synthesized from the corresponding compounds wherein R.sub.2 is hydrogen and an N-halosuccinimide.
    Type: Grant
    Filed: February 5, 1976
    Date of Patent: October 25, 1977
    Assignee: Sandoz, Inc.
    Inventors: William R. Simpson, Robert J. Strohschein
  • Patent number: 4055556
    Abstract: Compounds free of sulfo groups having the formula ##STR1## IN WHICH N IS 0, 1 OR 2, R.sub.1 signifies halogen, substituted or unsubstituted alkyl, cycloalkyl, alkoxy or cycloalkoxy, trifluoromethyl or nitro, the R.sub.1 's being the same or different when n is 2,R.sub.2 signifies carboxyl, aminocarbonyl, alkylaminocarbonyl, cycloalkylaminocarbonyl, dialkylaminocarbonyl, phenylaminocarbonyl, alkoxycarbonyl, cycloalkoxycarbonyl, phenoxycarbonyl, or cyano, any alkyl, alkoxy, cycloalkyl, cycloalkoxy, phenyl or phenoxy moiety being unsubstituted or substituted,K signifies a coupling component radical, and m is 1 or 2,Are useful as pigments for paints, inks, varnishes, plastics, printing pastes and paper and disperse dyes for synthetic and semisynthetic fibers such as linear aromatic polyesters, cellulose acetates and synthetic polyamides.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: October 25, 1977
    Assignee: Sandoz Ltd.
    Inventor: Max Aeberli
  • Patent number: 4055646
    Abstract: This invention provides novel 5-nitrothiazolo-2-imidazoles which are useful as chemotherapeutical agents.
    Type: Grant
    Filed: February 6, 1976
    Date of Patent: October 25, 1977
    Assignee: Sandoz Ltd.
    Inventors: Gerd Ascher, Hellmuth Reinshagen
  • Patent number: 4054653
    Abstract: Substituted pyrido[3,4-e]oxazine diones, e.g., 6-methyl-4,7-diphenyl-2H-pyrido[3,4-e]-1,3-oxazine-2,5-dione are useful as minor tranquilizers, sleep inducers and muscle relaxants.
    Type: Grant
    Filed: June 1, 1976
    Date of Patent: October 18, 1977
    Assignee: Sandoz, Inc.
    Inventor: Jeffrey Nadelson
  • Patent number: 4054665
    Abstract: 2-amino-5-(substituted or unsubstituted phenylalkyl)-1,3,4-thiadiazoles, e.g., 2-amino-5-(3-trifluoromethylbenzyl)-1,3,4-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 sleep inducers.
    Type: Grant
    Filed: March 10, 1976
    Date of Patent: October 18, 1977
    Assignee: Sandoz, Inc.
    Inventors: Marcel K. Eberle, Robert E. Manning
  • Patent number: 4053600
    Abstract: The invention discloses 5-substituted-1,2,4-triazolo[4,3-c]quinazolines and 1,2,4-triazolo[1,5-c]quinazolines having pharmacological activity in animals and useful, for example, as hypotensive and anti-inflammatory agents. The compounds may be prepared, for example, by reacting a 5-halo-1,2,4-triazolo-quinazoline with a compound representing the function to be introduced at the 5-position. The 5-halo-1,2,4-triazolo[4,3-c]quinazolines also have pharmacological activity, e.g., hypotensive and anti-inflammatory activity, and may be prepared by reacting a 4-hydrazino-quinazoline with trimethoxy methane. The 5-halo-1,2,4-triazolo[1,5-c]quinazolines also have hypotensive and anti-inflammatory activity and are prepared from the corresponding 1,2,4-triazolo-[1,5-c]quinazolin-5(1H)-one using phosphorus oxychloride, the quinazolin-5(1H)-one being in turn prepared from the 5-halo-1,2,4-triazolo[4,3-c]quinazoline.
    Type: Grant
    Filed: June 25, 1975
    Date of Patent: October 11, 1977
    Assignee: Sandoz, Inc.
    Inventors: Goetz E. Hardtmann, Faizulla G. Kathawala
  • Patent number: 4053617
    Abstract: This invention provides a new myotonolytic use of 2,1,3-benzothiadiazole derivatives and novel pharmaceutical compositions for such use.
    Type: Grant
    Filed: July 26, 1976
    Date of Patent: October 11, 1977
    Assignee: Sandoz Ltd.
    Inventors: Erwin Eichenberger, Peter Neumann
  • Patent number: 4052510
    Abstract: Compounds of the formula ##STR1## wherein R is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms,R' is secondary alkyl of 3 to 7 carbon atoms or tertiary alkyl of 4 to 7 carbon atoms,R.sub.1 is alkyl of 1 to 4 carbon atoms,R.sub.2 is hydrogen, chloro or bromo, andR.sub.3 is hydrogen, --CO--R.sub.4 or cyano,Wherein R.sub.4 is alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 3 carbon atoms, ##STR2## OR AMINO, WHEREIN EACH X is independently alkyl of 1 to 3 carbon atoms, alkoxy of 1 to 3 carbon atoms or halo or two X's on adjacent carbon atoms together are methylenedioxy, with the proviso that the ortho positions of the phenyl ring are free of halo substituents, andn is 0, 1, 2 or 3,And the pharmaceutically acceptable acid addition salts thereof,Are useful as anti-obesity and anti-diabetic agents. The compounds wherein R.sub.2 is hydrogen and R.sub.3 is alkylcarbonyl, benzoyl or substituted benzoyl are synthesized from ketoketenimines and amidines while those wherein R.sub.
    Type: Grant
    Filed: April 5, 1976
    Date of Patent: October 4, 1977
    Assignee: Sandoz, Inc.
    Inventors: William R. Simpson, Robert J. Strohschein
  • Patent number: 4052412
    Abstract: This invention provides new compounds of formula I, ##STR1## wherein R.sub.1 is hydrogen, halogen of atomic number from 9 to 35 or lower alkyl,R.sub.2 is hydrogen or lower alkyl, each ofR.sub.3 and R.sub.4 is hydrogen, orR.sub.3 and R.sub.4 together are oxygen,n is 2, 3 or 4, andA is ethylene or vinylene,Useful as antiphlogistics and anti-arthritics.
    Type: Grant
    Filed: April 2, 1976
    Date of Patent: October 4, 1977
    Assignee: Sandoz Ltd.
    Inventor: Jean-Michel Bastian
  • Patent number: 4051121
    Abstract: Disclosed are pigments of the formula I, ##STR1## in which the X's, R.sub.1 and R.sub.2, independently, signify a fluorine, chlorine or bromine atom. They are useful, for example, for the pigmentation of synthetic polymers in the mass, in emulsion paints, printing inks and viscose and cellulose acetate spinning solutions and for dyeing paper in the stock.
    Type: Grant
    Filed: November 11, 1975
    Date of Patent: September 27, 1977
    Assignee: Sandoz Ltd.
    Inventors: Boris Tcherkinsky, Hans Wasem
  • Patent number: 4051261
    Abstract: 1-(p-alkanoylphenyl) alkanols, e.g., 1-(p-acetophenyl)-2,2-dimethylpropanol, are prepared from p-alkanoylphenyl Grignard reagents and alkyl and aryl aldehydes or acyl or aroyl halides and are useful as hypolipidemic and anti-diabetic agents.
    Type: Grant
    Filed: August 26, 1975
    Date of Patent: September 27, 1977
    Assignee: Sandoz, Inc.
    Inventors: Paul L. Anderson, Jeffrey Nadelson
  • Patent number: 4051120
    Abstract: Disclosed are compounds of the formula, ##STR1## wherein R.sub.1 signifies hydrogen, alkyl, unsubstituted phenyl or phenyl substituted by up to three substituents selected from chlorine, bromine and cyano, provided a maximum of one cyano is borne thereby,R.sub.2 signifies alkyl or alkoxy,R.sub.3 signifies hydrogen, alkyl or alkoxy,R.sub.4 signifies alkyl or allyl,R.sub.5 signifies alkyl or .beta.-alkoxyethyl, and alkylene is of 2 to 4 carbon atoms, there being at least 2 carbon atoms in the chain,Their production and use as disperse dyes, particularly for linear aromatic polyester, cellulose 21/2 acetate, cellulose triacetate and synthetic polyamide substrates. The obtained dyeings possess satisfactory fastness to light, thermofixation, sublimation, pleating, water, washing, perspiration, solvents, lubricants, rubbing, cross-dyeing, ozone, gas fumes and chlorine and resistance to various permanent-press processes, soil release finishing and reduction.
    Type: Grant
    Filed: September 15, 1975
    Date of Patent: September 27, 1977
    Assignee: Sandoz Ltd.
    Inventor: Ruedi Altermatt
  • Patent number: 4051116
    Abstract: Complexes of the formula ##STR1## wherein R.sub.1 is hydrocarbyl or substituted hydrocarbyl, EACH OF R.sub.2 and R.sub.3 is independently hydrogen, lower alkyl or substituted lower alkyl,Each of X.sub.1 and X.sub.2 is independently halo, nitro, alkyl, substituted alkyl, alkoxy or substituted alkoxy,M.sup.+ is a cation, e.g., lithium, sodium, potassium or ammonium, andm is 0 or 1,n is 0 or 1, andp is 0 or 1,With the proviso that the sum of m, n and p is 1, and derivatives thereof wherein Ring A is substituted. These complexes are good dyes for nautral and synthetic polyamide fibers (e.g., wool, silk and Nylon) as well as for leather and light metals (e.g., aluminum)... The shades of the dyeings range from olive to yellowish-green to khaki-brown. The dyeings have notable fastness to light, wet treatments, rubbing and pressing and stability to alkalis and acids and satisfactory dischargeability. The dyes build-up on polyamides from neutral medium.
    Type: Grant
    Filed: December 17, 1974
    Date of Patent: September 27, 1977
    Assignee: Sandoz Ltd.
    Inventor: Jacky Dore
  • Patent number: 4049817
    Abstract: The invention provides synergistic compositions comprising a benzisothiazolinone derivative and a 2-nitrofuryl or 2-nitrothienyl derivative. The compositions are useful as antimicrobial agents.
    Type: Grant
    Filed: April 7, 1976
    Date of Patent: September 20, 1977
    Assignee: Sandoz Ltd.
    Inventors: Georg Laber, Eberhard Schutze
  • Patent number: 4049641
    Abstract: Compounds of the formula ##STR1## wherein A is 1,4-naphthylene, substituted 1,4-naphthylene, 1,4-(5,6,7,8-tetrahydronaphthylene) or substituted 1,4-(5,6,7,8-tetrahydronaphthylene),Wherein each substituent of substituted 1,4-naphthylene and substituted 1,4-(5,6,7,8-tetrahydronaphthylene) is independently lower alkyl, lower alkoxy or halo,D is sulfophenyl or substituted sulfophenyl wherein each substituent is independently lower alkyl, lower alkoxy, nitro or halo,EachR is independently lower alkyl, andn is 0 to 2,And mixtures thereof,Are useful for dyeing and printing natural polyamides such as wool and silk, synthetic polyamides such as nylon, polyacrylonitrile, acrylonitrile copolymers and polyvinyl alcohol on which they build-up well. The dyeings are fast to light and wet treatments.
    Type: Grant
    Filed: December 18, 1975
    Date of Patent: September 20, 1977
    Assignee: Sandoz Ltd.
    Inventor: Martin Studer
  • Patent number: 4049813
    Abstract: This disclosure describes novel compounds of the formula ##STR1## where R.sub.1 is straight chain lower alkyl, andR.sub.2 and R.sub.3 independently represent hydrogen or lower alkyl or together with N represent ##STR2## where X is CH.sub.2, O or N--CH.sub.3, andR.sub.4 is hydrogen, halo having an atomic weight of about 19 to 36 or lower alkoxyWhich are useful as hypolipidemic agents.
    Type: Grant
    Filed: July 15, 1976
    Date of Patent: September 20, 1977
    Assignee: Sandoz, Inc.
    Inventor: Jeffrey Nadelson
  • Patent number: 4049642
    Abstract: Compounds of the formula, ##STR1## in which R.sub.1 and R.sub.3, which may be the same or different, each signifies hydrogen, hydroxyl, chlorine, bromine, alkyl(C.sub.1-4), alkoxy(C.sub.1-4), alkyl(C.sub.1-4)-carbonyl, alkoxy(C.sub.1-4)-carbonyl, alkyl(C.sub.1-4)-carbonylamino or alkoxy(C.sub.1-4)-carbonylamino,R.sub.2 signifies hydrogen; alkyl(C.sub.1-4)-carbonyl; alkoxy(C.sub.1-4)-carbonyl; benzoyl; unsubstituted alkyl(C.sub.1-4); or alkyl(C.sub.1-4) monosubstituted by alkoxy(C.sub.1-4), phenoxy, benzyloxy, halo or hydroxy,R.sub.4 signifies nitro or cyano, andR.sub.5 signifies chlorine or bromine, their production and use as disperse dyes for substrates comprising high molecular weight hydrophobic polymers such as polyesters, cellulose acetates and synthetic polyamides. The dyeings exhibit good fastness to light, heat treatments, wet treatments, solvents, lubricants, rubbing, cross-dyeing, ozone, flue gas and chlorine.
    Type: Grant
    Filed: July 12, 1976
    Date of Patent: September 20, 1977
    Assignee: Sandoz Ltd.
    Inventors: Wolfgang Groebke, Klaus Korte
  • Patent number: 4048151
    Abstract: Disclosed are basic dyes free from sulphonic acid groups of the formula ##STR1## in which F.sup.+ signifies a cationic group-containing residue of a dye such as an azo, styryl, azomethine, methine, anthraquinone, nitro or triphenylmethyl dye,x signifies 1, 2 or 3,y signifies 1, 2, 3 or 4,A.sup.+ signifies an anion, andQ signifies an optionally substituted biphenylyl, dibenzofuranyl, carbazolyl, dibenzothiophenyl, dibenzothiophendioxydyl, dibenzothiophenmonoxydyl, fluorenyl or fluorenonyl radical, andR.sub.1 signifies hydrogen, phenyl, cycloalkyl, unsubstituted C.sub.1-4 alkyl or C.sub.1-4 alkyl substituted by halogen, C.sub.1-4 alkoxy or phenoxy.These dyes are useful for dyeing and printing polyacrylonitrile and poly-asymmetrical dicyanoethylene and copolymers thereof as well as modified polyesters and polyamides containing acid groups. The dyes build-up well and exhibit good pH stability and stability to boiling.
    Type: Grant
    Filed: July 30, 1973
    Date of Patent: September 13, 1977
    Assignee: Sandoz Ltd.
    Inventor: Beat Henzi
  • Patent number: 4048153
    Abstract: Water-soluble azo dyes of the formula ##STR1## in which R.sub.1 signifies an aromatic or heterocyclic radical which may be substituted,R.sub.2 has one of the significances of 1 or is the radical of a coupling component, for example, a radical of a coupling component bearing an active methylene group,And the molecule contains 1 or 2 sulfo groups,And the ring A may be further substituted,And processes for their synthesis. These dyes are useful for the dyeing and printing of a variety of organic materials including natural and synthetic polyamide fibers, e.g., wool, and paper. The obtained dyeings and prints exhibit good fastness to light and wet treatments as well as to gas fumes and rubbing, and dyeings obtained in combination with blue dyes, for example blue cationic anthraquinone dyes, exhibit good resistance to catalytic fading.
    Type: Grant
    Filed: November 29, 1974
    Date of Patent: September 13, 1977
    Assignee: Sandoz Ltd.
    Inventor: Daniel Van Assche