Patents Assigned to Beecham Group p.l.c.
  • Patent number: 5189047
    Abstract: The present invention is directed to compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein Y, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 , a and b are as defined in the Specification, having pharmacological activity, to a process for their preparation, and to their use as pharmaceuticals.
    Type: Grant
    Filed: July 20, 1990
    Date of Patent: February 23, 1993
    Assignee: Beecham Group p.l.c.
    Inventors: Michael S. Hadley, Graham E. Jones
  • Patent number: 5175288
    Abstract: A process for preparing pharmaceutically active compounds of formula (A): ##STR1## wherein X is hydrogen, hydroxy, chloro, C.sub.1-6 alkoxy or phenyl C.sub.1-6 alkoxy; and R.sub.a and R.sub.b are hydrogen, or acyl or phosphate derivatives thereof, which process comprises the preparation of an intermediate of formula (I): ##STR2## wherein R.sub.1 is C.sub.1-6 alkyl, or phenyl C.sub.1-6 alkyl in which the phenyl group is optionally substituted; R.sub.2 is hydrogen, hydroxy, chlorine, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or amino; and R.sub.3 is halogen, C.sub.1-6 alkylthio, C.sub.1-6 alkylsulphonyl, azido, an amino group or a protected amino group, via the reaction of a compound of formula (II): ##STR3## wherein R.sub.2 and R.sub.3 are as defined for formula (I) with: (a) a compound of formula (III): ##STR4## wherein R.sub.4 and R.sub.5 are independently hydrogen, C.sub.1-6 alkyl, or phenyl, or R.sub.4 and R.sub.5 together are C.sub.
    Type: Grant
    Filed: April 9, 1990
    Date of Patent: December 29, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Trevor J. Grinter, Graham R. Geen, Martin J. Parratt
  • Patent number: 5174995
    Abstract: A topical composition containing a dissolved drug or the like (e.g. hydrocortisone acetate) preferably in saturated solution, and a solubilizer (e.g. propylene glycol), and preferably water and an antinucleant, is applied to a water-wetted area of the body, such as the hair or scalp, such that, on mixing with the body water, the resultant drug concentration exceeds the saturated drug solubility in the initially formed resultant mixture, thus giving a supersaturated drug composition.
    Type: Grant
    Filed: December 10, 1987
    Date of Patent: December 29, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Adrian F. Davis
  • Patent number: 5166357
    Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## in which one of X and Y represents hydrogen and the other represents Z, where Z is a group ##STR2## in which Q represents a 3-membered divalent residue completing a 5-membered aromatic ring and comprises one heteroatom selected from oxygen, nitrogen and sulphur or two heteroatoms selected from sulphur and nitrogen, any amino nitrogen being optionally substituted by a C.sub.1-2 alkyl, and at least one ring carbon atom being substituted by a group R.sub.1 ; or a group ##STR3## in which A.sub.1, A.sub.2 and A.sub.3 complete a 5-membered aromatic ring and A.sub.1 is oxygen or sulphur, A.sub.2 is CR.sub.2 and A.sub.3 is nitrogen or CH, or A.sub.2 is oxygen or sulphur, A.sub.1 is CH and A.sub.3 is CR.sub.2 ; and R.sub.1 and R.sub.2 are selected from, halogen, CN, OR.sub.4, SR.sub.4, N(R.sub.4).sub.2, NHCOR.sub.4, NHCOOCH.sub.3, NHCOOC.sub.2 H.sub.5, NHOR.sub.4 NHNH.sub.2, NO.sub.2, COR.sub.4, COR.sub.5, C.sub.2-4 alkenyl, C.sub.
    Type: Grant
    Filed: October 10, 1989
    Date of Patent: November 24, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Barry S. Orlek, Richard E. Faulkner
  • Patent number: 5162375
    Abstract: A method for the treatment and/or prophylaxis of disorders associated with neuronal degeneration resulting from ischaemic events, in mammals, such as humans, which comprises administering to the mammal in need of such treatment an effective amount of a 5-HT1.sub.A agonist.
    Type: Grant
    Filed: February 28, 1991
    Date of Patent: November 10, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Charles D. Nicholson, Johannes Jukna
  • Patent number: 5159076
    Abstract: Compounds of formula (II): ##STR1## wherein R.sub.4 ' is R.sub.4 whereinR.sub.4 is hydrogen, hydroxy, amino or OR.sub.5 whereinR.sub.5 is C.sub.1-6 alkyl, phenyl or phenyl C.sub.1-2 alkyl either of which phenyl moieties may be substituted by one or two halo, C.sub.1-4 alkyl or C.sub.1-4 alkoxy groups;or R.sub.4 ' is a group or atom convertible to R.sub.4 ; andR.sub.x is amino or protected amino;which are useful intermediates in the preparation of purine derivatives having antiviral activity.
    Type: Grant
    Filed: January 2, 1990
    Date of Patent: October 27, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Paul G. Wyatt
  • Patent number: 5158946
    Abstract: .beta.-Lactam compounds of the formula (I) including pharmaceutically acceptable salts and in vivo hydrolysable esters, processes for their preparation and their use as antibiotics: ##STR1## wherein R.sup.1 is hydrogen, methoxy or formamido;R.sup.2 is an acyl group, in particular that of an antibacterially active cephalosporin;R.sup.3 is hydrogen or a readily removable carboxy protecting group (such as a pharmaceutically acceptable in-vivo hydrolysable ester group);R.sup.4 is a .gamma.- or .delta.-lactone ring optionally containing one or (where applicable) two endocyclic double bonds, which ring is optionally substituted at any carbon atom by alkyl, dialkylamino, alkoxy, hydroxy, halogen or aryl, which in the case of more than one substituent may be the same or different, or is optionally di-substituted at two adjacent carbon atoms, which are available for substitution, to form an aromatic fused bicyclic system; x and y are independently 0 or 1; X is S, SO, SO.sub.2, O or CH.sub.2 ; and Y is O or S.
    Type: Grant
    Filed: September 14, 1990
    Date of Patent: October 27, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Brian C. Gasson, Jeremy D. Hinks
  • Patent number: 5157160
    Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## in which Z is a heterocyclic group ##STR2## in which Q represents a 3-membered divalent residue completing a 5-membered aromatic ring and comprises one or two heteroatoms selected from oxygen, nitrogen and sulphur, or three nitrogen atoms, any amino nitrogen being substituted by a C.sub.1-2 alkyl, cyclopropyl or propargyl group, and any ring carbon atom being optionally substituted by a group R.sub.1 ; or a group ##STR3## in which A.sub.1, A.sub.2 and A.sub.3 complete a 5-membered aromatic ring and A.sub.1 is oxygen or sulphur, one of A.sub.2 and A.sub.3 is CR.sub.2 and the other is nitrogen or CR.sub.3, or A.sub.2 is oxygen or sulphur, one of A.sub.1 and A.sub.3 is CR.sub.2 and the other is CR.sub.3 ; and R.sub.1, R.sub.2 and R.sub.3 are independently selected from hydrogen, halogen, CN, OR.sub.4, SR.sub.4, N(R.sub.4).sub.2, NHCOR.sub.4, NHCOOCH.sub.3, NHCOOC.sub.2 H.sub.5, NHOR.sub.4, NHNH.sub.2, NO.sub.2, COR.sub.4, COR.sub.
    Type: Grant
    Filed: June 17, 1991
    Date of Patent: October 20, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Paul A. Wyman
  • Patent number: 5153210
    Abstract: A compound of the general formula (I): ##STR1## or a pharmaceutically acceptable ester thereof; or a pharmaceutically acceptable salt thereof, wherein,R.sup.o represents a substituted or unsubstituted aryl group or a substituted or unsubstituted benzofuranyl group,X represents a bond or --O--CH.sub.2 --,R.sup.1 represents a hydrogen atom or a moiety ##STR2## wherein R.sup.o and X are as defined above; R.sup.2 and R.sup.3 independently represent a hydrogen atom or an alkyl group,n represents an integer 1 or 2,Y represents a bond or a moiety --CH.sub.2 --O--, moiety A represents an aryl group,R.sup.4 represents a linking group, andR.sup.5 represents a substituted or unsubstituted, monocyclic or fused ring heterocyclic group, having up to four heteroatoms in each ring selected from, oxygen, nitrogen and sulphur; provided that R.sup.
    Type: Grant
    Filed: December 13, 1989
    Date of Patent: October 6, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Anthony T. Ainsworth, David G. Smith
  • Patent number: 5147866
    Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## wherein a and b together form an --O-- or --CH.sub.2 -- linkage or a bond;either Y is N and R.sub.2 is hydrogen; orY is C-R.sub.1whereineither one of R.sub.1 and R.sub.2 is hydrogen and the other is nitro, cyano, halo, --CF.sub.3, C.sub.2 F.sub.5, formyl aldoxime, CF.sub.3 O, NO.sub.2 --CH.dbd.CH--, NC--CH.dbd.CH--; a group R.sub.x X-- wherein R.sub.x is C.sub.1-6 alkyl, aryl or heteroaryl either of which may be optionally substituted by one, two or three of C.sub.1-4 alkyl, C.sub.1-4 alkoxy, nitro, halo, CF.sub.3 and cyano; and X is C.dbd.O, O.C.dbd.O, C.dbd.O.O, CHOH, SO, SO.sub.2, O.SO, O.SO.sub.2, CONH, O.CONH, C.dbd.S, O.C.dbd.S, C.dbd.S.O, CH.SH, SONH, SO.sub.2 NH, O.SONH, O.SO.sub.2 NH, CO--CH.dbd.CH, C.dbd.NHOH, C.dbd.NNH.sub.2 ; or a group R.sub.y R.sub.z NZ-- wherein R.sub.y and R.sub.z are independently hydrogen or C.sub.1-6 alkyl and Z is C.dbd.O, SO or SO.sub.2 ; or a group (R.sub.w O).sub.2 P(O)W wherein R.sub.
    Type: Grant
    Filed: October 29, 1990
    Date of Patent: September 15, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Geoffrey Stemp, Gordon Burrell
  • Patent number: 5141933
    Abstract: A method for the treatment and/or prophylaxis of hyperglycaemia in human or non-human mammals which comprises administering to the mammal in need of such treatment and/or prophylaxis an effective non-toxic amount of: a compound of formula (I): ##STR1## or a pharmaceutically acceptable acid additon salt thereof, wherein each of R.sup.1 and R.sup.2, which may be the same or different, represents a hydrogen or haolgen atom, or an alkyl or alkoxy group containing 1 to 4 carbon atoms, X represents an oxygen or sulphur atom, an imino group, an acylimino group containing 2 to 4 carbon atoms in the acyl group, or a methylene group, each of n and m, which may be the same or different, represents the number 1, 2 or 3, and p represents the number 2 or 3.
    Type: Grant
    Filed: September 26, 1990
    Date of Patent: August 25, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Michael A. Cawthorne
  • Patent number: 5138057
    Abstract: A process for the preparation of a compound of formula (I) ##STR1## which process comprises reacting a compound of formula (II): ##STR2## wherein the amino group is optionally protected, with a side chain intermediate of formula (III): ##STR3## wherein Q is a leaving group, R.sub.x and R.sub.y are protected hydroxymethyl or acyloxymethyl, or group(s) convertible to hydroxymethyl or acyloxymethyl; and R.sub.z is hydrogen or a group convertible thereto; and thereafter converting the 6- and 8- chloro substituents to hydrogen by means of reduction; converting R.sub.x and R.sub.y when other than hydroxymethyl or acyloxymethyl, to hydroxymethyl or acyloxymethyl, optionally converting R.sub.x /R.sub.y hydroxymethyl to acyloxymethyl or vice versa, deprotecting the 2-amino group where necessary and converting R.sub.z, (when other than hydrogen) to hydrogen; and optionally forming a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: September 19, 1989
    Date of Patent: August 11, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Graham R. Geen, John C. Hanson
  • Patent number: 5134131
    Abstract: Pig mange mite infestations are controlled or eradicated by application of a pour-on formulation containing phosmet. A suitable regime is to apply about 20 mg/kg of phosmet to sows shortly before farrowing and to boars at six monthly intervals.
    Type: Grant
    Filed: June 12, 1989
    Date of Patent: July 28, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Guy H. Yeoman
  • Patent number: 5132466
    Abstract: A process for the preparation of a compound of formula (I): ##STR1## in which X and Y are identical and represent halogen, or X is halogen and Y is hydrogen, which comprises halogenating 2-methyl-6-methoxynaphthalene, of formula (II): ##STR2## in the presence of a free radical initiator.
    Type: Grant
    Filed: April 22, 1991
    Date of Patent: July 21, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: John R. M. Dales, Sidney E. Callander
  • Patent number: 5132316
    Abstract: A compound of formula (I) or a pharmaceutically acceptable salt thereof: ##STR1## in which X represents R.sub.1 OOC-- in which R.sub.1 is C.sub.1-4 alkyl, C.sub.2-4 alkenyl or C.sub.2-4 alkynyl; R.sub.2 O-- in which R.sub.2 is C.sub.1-2 alkyl, C.sub.1 -2 alkylcarbonyl or aminocarbonyl optionally substituted by one or two methyl groups;a group ##STR2## in which Y represents a 3-membered divalent residue completing a 5-membered aromatic ring and comprises one or two heteroatoms selected from oxygen, nitrogen and sulphur, any amino nitrogen optionally substituted by a C.sub.1-2 alkyl group, Y being optionally C-substituted by a methyl group; ora group ##STR3## in which A.sub.1 is oxygen or sulphur, one of A.sub.2 and A.sub.3 is CR.sub.3 and the other is nitrogen or CR.sub.4 where R.sub.3 and R.sub.4 are independently selected from hydrogen and methyl; and each of p and q independently represents an integer of 2 to 4.
    Type: Grant
    Filed: September 21, 1990
    Date of Patent: July 21, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Michael S. Hadley, Paul A. Wyman, Barry S. Orlek
  • Patent number: 5132317
    Abstract: A compound of formula (I): ##STR1## or a tautomeric form thereof and/or a pharmaceutically acceptable salt thereof, and/or a pharmaceutically acceptable solvate thereof, wherein:A.sup.1 represents a substituted or unsubstituted aryl group;A.sup.2 represents a benzene ring having in total up to five substituents;X represents O, S or NR.sup.1 wherein R.sup.1 represents a hydrogen atom, an alkyl group, an acyl group, an aralkyl group, wherein the aryl moiety may be substituted or unsubstituted, or a substituted or unsubstituted aryl group;Y represents O or S;R.sup.2 represents hydrogen;R.sup.3 represents hydrogen or an alkyl, aralkyl or aryl group or R.sup.2 together with R.sup.3 represents a bond; andn represents an integer in the range of from 2 to 6; a process for preparing such a compound, a pharmaceutical composition comprising such a compound and the use of such compound and composition in medicine.
    Type: Grant
    Filed: August 23, 1990
    Date of Patent: July 21, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Barrie C. C. Cantello, Peter T. Duff
  • Patent number: 5126335
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts and in-vivo hydrolysable esters thereof: ##STR1## wherein X is hydrogen or a group NHR.sup.1, wherein R.sup.1 is hydrogen or an amino protecting group, and R is an optionally substituted 5-membered or 6-membered saturated heterocyclic group containing 1 or 2 heteroatoms selected from oxygen, sulphur or nitrogen, are useful in the treatment of bacterial infections in humans and animals.
    Type: Grant
    Filed: March 21, 1990
    Date of Patent: June 30, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Roger J. Ponsford, Andrew V. Stachulski
  • Patent number: 5126460
    Abstract: A process for the preparation of a pure (3S,4R)-isomer of a compound of formula (A): ##STR1## wherein the substituents are herein defined in which the pyrrolidonyl or piperidonyl ring is formed by cyclizing an appropriate precursor dihydrobenzopyranol compound that has already been resolved to the (3S,4R)-configuration, or a mixture in which the (3S,4R)-configuration predominates with respect to the (3S,4R)-configuration.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: June 30, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Erol A. Faruk
  • Patent number: 5124322
    Abstract: Novel compounds of formula (I), salts, solvates and hydrates thereof: ##STR1## in which: R.sub.1 and R.sub.2 are independently hydrogen; alkyl; alkoxy; halogen; or CF.sub.3 ;R.sub.3 is hydrogen; acyl, such as ##STR2## where Z is optionally substituted aryl; or a group R--S-- where R is an organic residue such that the group R--S-- provides an in vivo-cleavable disulphide bond;R.sub.4 is C.sub.3-6 alkyl;R.sub.5 is hydrogen; alkyl; --CH.sub.2 --R.sub.10 where R.sub.10 is optionally substituted phenyl or heteroaryl; or a group ##STR3## where R.sub.11 is hydrogen; alkyl; or --CH.sub.2 --Ph is optionally substituted phenyl; and R.sub.12 is hydrogen or alkyl; andR.sub.6 is hydrogen; alkyl; or a group ##STR4## where R.sub.13 is hydrogen; or alkyl; and R.sub.14 is hydroxy; alkoxy; or --NR.sub.7a R.sub.8 where each of R.sub.7a and R.sub.8 is hydrogen or alkyl, or R.sub.7a and R.sub.
    Type: Grant
    Filed: June 19, 1989
    Date of Patent: June 23, 1992
    Assignee: Beecham Group p.l.c.
    Inventor: Ian Hughes
  • Patent number: 5116960
    Abstract: Compounds of formula (I) or salts thereof: ##STR1## wherein: each R.sub.1 is independently hydrogen or a silyl protecting group; R.sub.2 is a carboxylic acid or derivative thereof; a ketone or aldehyde function; hydroxymethyl in which the hydroxyl function is optionally silylated, or substituted by hydroxy C.sub.1-4 alkyl, alkoxy C.sub.1-4 alkyl, alkoxycarbonyl C.sub.1-4 alkyl, hydroxycarbonyl C.sub.1-4 alkyl, alkyl, alkanoyl, or optionally substituted aryl or aroyl; one of X and Y is hydrogen, and the other is a sugar residue; hydroxy; optionally substituted C.sub.1-6 alkoxy or C.sub.3-8 cycloalkoxy; alkanoyloxy; thioalkanoyloxy; sulphonyloxy; halogen; or optionally substituted aryloxy, aralkyloxy or aroyloxy; or X and Y together with the carbon atom to which they are bonded are a carbonyl group or derivative thereof, are provided; their use as chemical intermediates and in the treatment of fungal infections is described.
    Type: Grant
    Filed: June 9, 1989
    Date of Patent: May 26, 1992
    Assignee: Beecham Group p.l.c.
    Inventors: Michael J. Driver, David T. MacPherson, William S. MacLachlan