Patents Assigned to Lilly Industries Limited
  • Patent number: 5792797
    Abstract: A pharmaceutical compound of the formula ##STR1## in which R is hydrogen, halo or F.sub.2 HCO--;or a salt, amide or ester thereof.
    Type: Grant
    Filed: February 25, 1997
    Date of Patent: August 11, 1998
    Assignee: Lilly Industries Limited
    Inventors: Peter Thaddeus Gallagher, William Martin Owton, Andrew Caerwyn Williams
  • Patent number: 5704360
    Abstract: The position of a bone in a body part e.g. a heel 15 is sensed by placing the foot 13 on a surface 12 and sensing pressure points between the underface 14 of the foot and the surface 12. The surface 12 is part of a xerographic device. The distances between pressure points are compared with stored data to obtain for example a measurement of bone condition using ultrasound transducers 19. The body part could be a hand (FIG. 1).
    Type: Grant
    Filed: August 28, 1996
    Date of Patent: January 6, 1998
    Assignee: Lilly Industries Limited
    Inventor: George Gary Coulter
  • Patent number: 5668172
    Abstract: A pharmaceutical compound of the formula ##STR1## in which R is hydrogen, halo or F.sub.2 HCO--; or a salt, amide or ester thereof, useful in the treatment of skeletal diseases.
    Type: Grant
    Filed: August 23, 1995
    Date of Patent: September 16, 1997
    Assignee: Lilly Industries Limited
    Inventors: Peter Thaddeus Gallagher, William Martin Owton, Andrew Caerwyn Williams
  • Patent number: 5663375
    Abstract: Pharmaceutical compounds of the formula ##STR1## in which n is 0, 1 or 2 and R.sup.1 is attached at any of the positions 7, 8, 9 or 10, and each R.sup.1 is halo, carboxy, trifluoromethyl, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, hydroxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkoxy, nitrogen-containing heterocyclyl, nitro, trifluoromethoxy, --COOR.sup.5 where R.sup.5 is an ester group, --COR.sup.6, --CONR.sup.6 R.sup.7 or --NR.sup.6 R.sup.7 where R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-4 alkyl;R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl;R.sup.3 is nitrile, carboxy, --COOR.sup.8 where R.sup.8 is an ester group, or --CONR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are each hydrogen or C.sub.1-4 alkyl; andR.sup.4 is --NR.sup.11 R.sup.12, --NR.sup.11 COR.sup.
    Type: Grant
    Filed: August 22, 1994
    Date of Patent: September 2, 1997
    Assignees: Eli Lilly and Company, Lilly Industries Limited
    Inventors: Michael Brunavs, Colin Peter Dell, Peter Thaddeus Gallagher, William Martin Owton, Colin William Smith
  • Patent number: 5637584
    Abstract: The invention provides a methylene chloride solvate of 2-methyl-4-(4-methyl-1-piperazinyl)-10H-thieno[2,3-b][1,5]benzodiazepine. The invention provides a method for using such solvate.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: June 10, 1997
    Assignees: Eli Lilly and Company, Lilly Industries Limited
    Inventor: Samuel D. Larsen
  • Patent number: 5631250
    Abstract: The invention provides lower alcohol solvates of 2-methyl-4-(4-methyl-1-piperazinyl)-10H-thieno[2,3-b][1,5]benzodiazepine (olanzapine) and a process for making such lower alcohol solyates of olanzapine. The invention provides a method for using such solyates of olanzapine to prepare substantially pure anhydrous Form I 2-methyl-thieno-benzodiazepine.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: May 20, 1997
    Assignees: Eli Lilly and Company, Lilly Industries Limited
    Inventors: Charles A. Bunnell, Terrence M. Hotten, Samuel D. Larsen, David E. Tupper
  • Patent number: 5627178
    Abstract: 2-Methyl-4-(4-methyl-1-piperazinyl)-10H-thieno-[2,3-b][1,5]benzodiazepine, or an acid salt thereof, has pharmaceutical properties, and is of particular use in the treatment of disorders of the central nervous system.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: May 6, 1997
    Assignee: Lilly Industries Limited
    Inventors: Jiban K. Chakrabarti, Terrence M. Hotten, David E. Tupper
  • Patent number: 5622987
    Abstract: Pharmaceutical compounds of the formula ##STR1## in which n is 0, 1 or 2 and R.sup.1 is attached at any of the positions 7, 8, 9 or 10, and each R.sup.1 is halo, carboxy, trifluoromethyl, hydroxy, C.sub.1 -4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, hydroxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkoxy, nitrogen-containing heterocyclyl, nitro, trifluoromethoxy, --COOR.sup.5 where R.sup.5 is an alkyl group, --COR.sup.6, --CONR.sup.6 R.sup.7 or --NR.sup.6 R.sup.7 where R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-4 alkyl;R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.2 is furanyl optionally substituted with C.sub.1-4 alkyl;R.sup.3 is nitrile, carboxy, --COOR.sup.8 where R.sup.8 is an alkyl group, or --CONR.sup.9 R.sup.10 where R.sup.9 and R.sup.10 are each hydrogen or C.sub.1-4 alkyl; andR.sup.4 is --NR.sup.11 R.sup.12, --NR.sup.11 COR.sup.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: April 22, 1997
    Assignees: Eli Lilly and Company, Lilly Industries Limited
    Inventors: Michael Brunavs, Colin P. Dell, Peter T. Gallagher, William M. Owton, Colin W. Smith
  • Patent number: 5605897
    Abstract: Olanzapine, or an acid salt thereof, has pharmaceutical properties, and is of particular use in the treatment of disorders of the central nervous system.
    Type: Grant
    Filed: February 13, 1995
    Date of Patent: February 25, 1997
    Assignees: Eli Lilly and Company, Lilly Industries Limited
    Inventors: Charles M. Beasley, Jr., Jiban K. Chakrabarti, Terrence M. Hotten, David E. Tupper
  • Patent number: 5580900
    Abstract: A compound of the formula: ##STR1## in which each R.sup.1 to R.sup.4 group is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkoxy-carbonyl, halo, hydroxy, nitro, cyano, trihalomethyl or optionally substituted phenyl, each R.sup.5 to R.sup.16 group is hydrogen or C.sub.1-4 alkyl, each Z', Z", Z'" and Z"" group is an alkylene radical, and X and Y are each --(CH.sub.2).sub.n -- or --(CH.sub.2).sub.m --A--(CH.sub.2).sub.p -- where A is --CH.dbd.CH--, optionally substituted phenylene or optionally substituted naphthalenyl, n is 2 to 10, and m and p are each 1 or 2, salts thereof, and intermediates for the production thereof.
    Type: Grant
    Filed: November 30, 1994
    Date of Patent: December 3, 1996
    Assignee: Lilly Industries Limited
    Inventors: Barry P. Clark, John R. Harris
  • Patent number: 5576325
    Abstract: The invention provides pharmaceutical compounds of the formula: ##STR1## in which A - - - B is CH.sub.2 --CH.sub.2 or CH.dbd.CH;X is a pyridine or benzene ring;when X is pyridine n is 0;when X is benzene n is 0, 1 or 2 and when A - - - B is CH.sub.2 --CH.sub.2, R.sup.1 is attached at any of the positions 7 to 10, and when A - - - B is CH.dbd.CH, R.sup.1 is attached at any of the positions 5 to 10;each R.sup.1 is halo, carboxy, trifluoromethyl, hydroxy, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, hydroxy-C.sub.1-4 alkyl, hydroxy-C.sub.1-4 alkoxy, nitrogen-containing heterocyclyl, nitro, trifluoromethoxy, --COOR.sup.5 where R.sup.5 is an alkyl group, --COR.sup.6, --CONR.sup.6 R.sup.7 or --NR.sup.6 R.sup.7 where R.sup.6 and R.sup.7 are each hydrogen or C.sub.1-4 alkyl;R.sup.2 is phenyl, naphthyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl, naphthyl and heteroaryl groups being optionally substituted, or R.sup.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: November 19, 1996
    Assignee: Lilly Industries Limited
    Inventor: Andrew C. Williams
  • Patent number: 5574158
    Abstract: A compound of the formula: ##STR1## in which each R.sup.1 to R.sup.4 group is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkoxy-carbonyl, halo, hydroxy, nitro, cyano, trihalomethyl or optionally substituted phenyl, each R.sup.5 to R.sup.16 group is hydrogen or C.sub.1-4 alkyl, each Z', Z", Z'" and Z"" group is an alkylene radical, and X and Y are each --(CH.sub.2).sub.n -- or --(CH.sub.2).sub.m --A--(CH.sub.2).sub.p -- where A is --CH.dbd.CH--, optionally substituted phenylene or optionally substituted naphthalenyl, n is 2 to 10, and m and p are each 1 or 2, salts thereof, and intermediates for the production thereof.
    Type: Grant
    Filed: February 20, 1996
    Date of Patent: November 12, 1996
    Assignee: Lilly Industries Limited
    Inventors: Barry P. Clark, John R. Harris
  • Patent number: 5514699
    Abstract: The invention provides pharmaceutical compounds of the formula: ##STR1## in which A - - - B is CH.sub.2 --CH.sub.2 or CH.dbd.CH;X is a pyridine or benzene ring;when X is pyridine n is 0;when X is benzene n is 0, 1 or 2 and when A - - - B is CH.sub.2 --CH.sub.2, R.sup.1 is attached at any of the positions 7 to 10, and when A - - - B is CH.dbd.CH, R.sup.1 is attached at any of the positions 5 to 10;and salts thereof.
    Type: Grant
    Filed: March 21, 1994
    Date of Patent: May 7, 1996
    Assignee: Lilly Industries Limited
    Inventor: Andrew C. Williams
  • Patent number: 5494670
    Abstract: In a method of treating ketosis in an animal during pregnancy or lactation, such as toxaemia of pregnancy or fat cow syndrome, the amount or activity of somatotropin in the blood is increased while administering glucose or a glucose precursor to the affected animal.
    Type: Grant
    Filed: July 21, 1993
    Date of Patent: February 27, 1996
    Assignee: Lilly Industries Limited
    Inventor: John D. I. Wilkinson
  • Patent number: 5484935
    Abstract: Pharmaceutical compounds of the formula ##STR1## in which R.sup.1 and R.sup.3 are each C.sub.1-4 alkyl or C.sub.1-4 alkyl-carbonyl, and R.sup.2 is carboxy, tetrazolyl, C.sub.1-4 alkyl-sulphonamido or --CR.sup.4 R.sup.5 CO.sub.2 H where R.sup.4 and R.sup.5 are each hydrogen or C.sub.1-4 alkyl; provided that when R.sup.1 and R.sup.3 are both methyl and when R.sup.1 and R.sup.3 are both methylcarbonyl, R.sup.2 is not carboxy; and salts and esters thereof.
    Type: Grant
    Filed: August 11, 1994
    Date of Patent: January 16, 1996
    Assignee: Lilly Industries Limited
    Inventors: Peter T. Gallagher, Terence A. Hicks, William M. Owton
  • Patent number: 5480873
    Abstract: Pharmaceutical compounds of the formula ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen, hydroxyl, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acyloxy, --O-glucoside, optionally substituted phenyl or optionally substituted phenyl-C.sub.1-4 alkoxy;R.sup.3 istetrazolyl, orand R.sup.4 and R.sup.5 are each hydrogen, hydroxy, acyloxy, nitro, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halo, optionally substituted phenyl, --SO.sub.3 H or --NR'R" where R' and R" are each hydrogen or C.sub.1-4 alkyl;provided that when R.sup.3 is --CR'R".CHR'"CO.sub.2 H or tetrazolyl, R.sup.1 and R.sup.2 are each hydroxyl, halo, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, acyloxy, --O-glucoside, optionally substituted phenyl or optionally substituted phenyl C.sub.1-4 alkoxy; andor a pharmaceutically acceptable salt or ester thereof.
    Type: Grant
    Filed: February 25, 1993
    Date of Patent: January 2, 1996
    Assignee: Lilly Industries Limited
    Inventors: Michael Brunavs, Colin P. Dell, David R. Dobson, Peter T. Gallagher, Terence A. Hicks, William M. Owton, Colin W. Smith
  • Patent number: 5434160
    Abstract: Pharmaceutical compound of the formula ##STR1## R.sup.1 is phenyl or heteroaryl selected from thienyl, pyridyl, benzothienyl, quinolinyl, benzofuranyl or benzimidazolyl, said phenyl and heteroaryl groups being optionally substituted, or R.sup.1 is furanyl optionally substituted with C.sub.1-4 alkyl;R.sup.2 is nitrile, carboxy, --COOR.sup.4 where R.sup.4 is an ester group, --CONR.sup.5 R.sup.6 where R.sup.5 and R.sup.6 are each hydrogen or C.sub.1-4 alkyl, or R.sup.7 SO.sub.2 -- where R.sup.7 is C.sub.1-4 alkyl or optionally substituted phenyl;R.sup.3 is --NR.sup.8 R.sup.9, --NHCOR.sup.8, --N(COR.sup.8).sub.2, --N.dbd.CHOR.sup.8 where R.sup.8 and R.sup.9 are each hydrogen or C.sub.1-4 alkyl, or --NHSO.sub.2 R.sup.10 where R.sup.10 is C.sub.1-4 alkyl or optionally substituted phenyl; or ##STR2## where X is C.sub.2-4 alkylene; and the group ##STR3## represents a pyridine ring fused to the benzopyran nucleus; and salts thereof.
    Type: Grant
    Filed: November 12, 1993
    Date of Patent: July 18, 1995
    Assignee: Lilly Industries Limited
    Inventors: Colin P. Dell, Andrew C. Williams
  • Patent number: 5428065
    Abstract: Pharmaceutical compounds of the formula: ##STR1## R.sup.1 to R.sup.8 are each hydrogen or C.sub.1-4 alkyl, m, n and p are each 0, 1, or 2, q is 0, 1, 2 or 3, X and Z are each C.sub.1-4 alkyl, C.sub.1-4 alkoxy, hydroxy, nitro, cyano, halo, trihalomethyl, carboxy, C.sub.1-4 alkoxy-carbonyl or phenyl, and in addition z, together with the phenyl ring to which it is attached, can be: ##STR2## Y is --O--, --S-- or --CH.sub.2 --, V is --(CH.sub.2).sub.r -- or --(CH.sub.2).sub.r S-- where r is 1 to 15, and W is hydrogen or optionally substituted phenyl; and salts thereof.
    Type: Grant
    Filed: September 27, 1994
    Date of Patent: June 27, 1995
    Assignee: Lilly Industries Limited
    Inventors: Barry P. Clark, Graham H. Timms
  • Patent number: 5410061
    Abstract: A compound having pharmaceutical activity, of the formula ##STR1## in which A is hydrogen or --(CR.sup.1 R.sup.2).sub.x R.sup.3 where x is 0 or 1 to 4, R.sup.1 and R.sup.2 are each hydrogen or C.sub.1-4 alkyl and R.sup.3 is --CN, --COOH, tetrazolyl or --CONHSO.sub.2 R.sup.4 where R.sup.4 is optionally substituted phenyl, and ##STR2## where R.sup.5 and R.sup.6 are each hydrogen, C.sub.1-4 alkyl or --(CR.sup.1 R.sup.2).sub.x R.sup.3 where x, R.sup.1, R.sup.2 and R.sup.3 are as defined above, and R.sup.7 is hydrogen, C.sub.1-4 alkyl or --(CR.sup.1 R.sup.2).sub.x R.sup.3 where x is 1 to 4, and R.sup.1, R.sup.2 and R.sup.3 are as defined above;provided that when A is hydrogen at least one of R.sup.5, R.sup.6 and R.sup.7is --(CR.sup.1 R.sup.2).sub.x R.sup.3, and provided that when ##STR3## A is --(CR.sup.1 R.sup.2).sub.x R.sup.3 and x is 1 to 4 then R.sup.3 is --CONHSO.sub.2 R.sup.4 ;and salts and esters thereof.
    Type: Grant
    Filed: October 16, 1992
    Date of Patent: April 25, 1995
    Assignee: Lilly Industries Limited
    Inventors: Jeremy Gilmore, John R. Harris
  • Patent number: 5389684
    Abstract: Pharmaceutical compounds of the formula: ##STR1## in which each R.sup.1 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen or nitro, and n is 0, 1, 2 or 3, R.sup.2 is hydrogen, C.sub.1-4 alkyl or C.sub.2-4 alkenyl, R.sup.3 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy, C.sub.1-4 alkylthio, halogen, nitro or --NR'R" where R' and R" are each hydrogen or C.sub.1-4 alkyl, R.sup.4 and R.sup.5 are each hydrogen, C.sub.1-4 alkyl, optionally substituted phenyl or C.sub.6-9 cycloalkyl optionally substituted by 1 to 4 C.sub.1-4 alkyl groups, R.sup.6 is optionally substituted phenyl, tetrahydronaphthyl, phthalimido, saccharinyl, glutaramido, C.sub.6-10 cycloalkyl optionally substituted with 1 to 4 C.sub.1-4 alkyl groups or a phenyl group, or C.sub.4-9 heterosubstituted cycloalkyl optionally substituted with 1-4 alkyl groups, x is 1, 2 or 3, y is 0 or 1 and z is 0, 1, 2 or 3; and salts thereof.
    Type: Grant
    Filed: August 17, 1993
    Date of Patent: February 14, 1995
    Assignee: Lilly Industries Limited
    Inventors: John Fairhurst, David E. Tupper