Patents Assigned to Beecham Group
  • Patent number: 4413000
    Abstract: The present invention provides the compounds of the formula (II): ##STR1## and salts and esters thereof wherein R.sup.3 is a hydrogen atom or is an organic bonded via a carbon atom to the carbapenem ring, n is zero or one, X is a saturated or unsaturated hydrocarbon radical optionally substituted by bromo or chloro, and R.sup.4 is a C.sub.1-6 alkyl, C.sub.2-6 alkenyl, C.sub.1-10 aralkyl or aryl group, any of such groups R.sup.4 being optionally substituted. These compounds are useful as antibacterial agents.
    Type: Grant
    Filed: July 8, 1981
    Date of Patent: November 1, 1983
    Assignee: Beecham Group Limited
    Inventor: Alfred J. Eglington
  • Patent number: 4410533
    Abstract: The present invention provides a compound of the formula (I): ##STR1## or a pharmaceutically acceptable salt or in-vivo hydrolyzable ester thereof wherein R.sup.1 is a hydrogen atom, an .alpha.-sulphonato-oxyethyl group, an .alpha.-sulphonato-oxypropyl group or is a group CR.sup.3 R.sup.4 R.sup.5 wherein R.sup.3 is a hydrogen atom or a hydroxy group; R.sup.4 is a hydrogen atom or a C.sub.1-6 alkyl group; and R.sup.5 is a hydrogen atom or a C.sub.1-6 alkyl group, a benzyl group, a phenyl group or is joined to R.sup.4 to form together with the carbon atom to which they are joined a carbocyclic ring of 5 to 7 carbon atoms; R.sup.2 is a pyrimidinyl group substituted by one two or three groups selected from nitro, halo, amino or substituted amino, and in addition may be optionally substituted by one or two C.sub.1-6 alkyl groups as the degree of substitution permits; and x is zero or one.These compounds are antibacterial agents. Their preparation and use are described.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: October 18, 1983
    Assignee: Beecham Group p.l.c.
    Inventors: Roger J. Ponsford, Pamela Brown, Steven Coulton
  • Patent number: 4410535
    Abstract: Compounds of the formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: R.sub.1 is C.sub.1-6 alkyl;R.sub.2 is hydrogen or C.sub.1-7 acyl;R.sub.3 is C.sub.1-6 alkyl;R.sub.4 is a group CH.sub.2 R.sub.5 wherein R.sub.5 is hydrogen, C.sub.3-8 cycloalkyl or phenyl optionally substituted by one or two substituents selected from C.sub.1-6 alkyl, C.sub.1-4 alkoxy, trifluoromethyl and halogen, having useful anti-emetic activity.
    Type: Grant
    Filed: November 30, 1981
    Date of Patent: October 18, 1983
    Assignee: Beecham Group Limited
    Inventor: Eric A. Watts
  • Patent number: 4409207
    Abstract: The compound of the formula (I): ##STR1## and salts and esters thereof may be used as a .beta.-lactamase inhibitor to enhance the effectiveness of penicillins or cephalosporins.
    Type: Grant
    Filed: May 11, 1981
    Date of Patent: October 11, 1983
    Assignee: Beecham Group Limited
    Inventor: Brian C. Gasson
  • Patent number: 4409225
    Abstract: Compounds of formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: R.sub.1 is a C.sub.1-6 alkoxy group;R.sub.2 and R.sub.3 are the same or different and are hydrogen, halogen, CF.sub.3, C.sub.1-7 acyl, C.sub.1-7 acylamino, C.sub.1-6 alkyl-S(O).sub.n wherein n is 0, 1 or 2, nitro, or amino, aminocarbonyl or aminosulphonyl optionally substituted by one or two C.sub.1-6 alkyl groups;or R.sub.1 and R.sub.2 taken together are methylendioxy or ethylenedioxy in which case R.sub.3 is any one of the groups given for R.sub.1 and R.sub.2 above;R.sub.4 is hydrogen or C.sub.1-6 alkyl;R.sub.5 is hydrogen, C.sub.1-6 alkyl, phenyl or phenyl-C.sub.1-6 alkyl, either of which phenyl moieties may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.3 or halogen, and R.sub.6 is hydrogen; or R.sub.5 and R.sub.6 are attached to two adjacent carbon atoms and form together with these two carbon atoms a fused benzene ring, which benzene ring may be substituted by C.sub.1-6 alkyl, C.sub.1-6 alkoxy, CF.sub.
    Type: Grant
    Filed: March 16, 1981
    Date of Patent: October 11, 1983
    Assignee: Beecham Group Limited
    Inventor: Michael S. Hadley
  • Patent number: 4409216
    Abstract: A compound, with hypoglycaemic activity, having formula (II) or a pharmaceutically acceptable acid addition salt thereof: ##STR1## wherein X represents oxygen or sulphur;R.sup.1 R.sup.2 are the same or different and represent hydrogen, halogen, C.sub.1-6 alkyl, phenyl, benzyl,C.sub.3-6 cycloalkyl, carbo-C.sub.1-6 alkoxy or C.sub.1-6 carboxy or R.sup.1 and R.sup.2 represent the remaining members of a benzene ring;R.sup.3 represents hydrogen, C.sub.1-6 alkyl, phenyl or benzyl;R.sup.4 represents hydrogen or C.sub.1-6 alkyl;R.sup.5 represents C.sub.1-6 alkyl, phenyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl, and C.sub.1-6 alkoxy; or benzyl optionally substituted with up to 3 groups selected from halogen, C.sub.1-6 alkyl and C.sub.1-6 alkoxy; or R.sup.4 and R.sup.5 together represent the remaining members of a 5- or 6- membered ring optionally containing an oxygen, sulphur or additional nitrogen atom and being optionally substituted with C.sub.1-6 alkyl; andR.sup.
    Type: Grant
    Filed: April 11, 1980
    Date of Patent: October 11, 1983
    Assignee: Beecham Group Limited
    Inventor: Barrie C. C. Cantello
  • Patent number: 4407815
    Abstract: The present invention provides the compounds of the formula (II): ##STR1## and pharmaceutically acceptable salts and cleavable esters thereof wherein RCONH is an organic acylamino group and E is a carboxy group or pharmaceutically acceptable salt or ester thereof or is a cyano group. Their preparation is described as is their use in compositions containing them. Compounds wherein RCONH is replaced by an azido group are described as useful intermediates.
    Type: Grant
    Filed: February 10, 1981
    Date of Patent: October 4, 1983
    Assignee: Beecham Group Limited
    Inventors: Michael J. Pearson, Clive L. Branch
  • Patent number: 4405637
    Abstract: Compounds are described of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group; A.sub.1 is a hydrogen atom; and A.sub.2 is a group CR.sub.2 R.sub.3 R.sub.4 wherein R.sub.2 is a hydrogen atom or a hydroxyl group; R.sub.3 is a hydrogen atom or a lower alkyl group; and R.sub.4 is a hydrogen atom or a lower alkyl group, a benzyl group, a phenyl group or is joined to R.sub.3 to form part of a C.sub.5-7 carboxylic ring or is a group of the formula CH(OH)R.sub.5 or CHX wherein R.sub.5 is a hydrogen atom or lower alkyl group and X is an oxygen atom or a CR.sub.6 R.sub.7 group where R.sub.6 is a hydrogen atom or a lower alkyl, phenyl, CN, CO.sub.2 R.sub.8 where R.sub.8 is a lower alkyl, phenyl or benzyl group and R.sub.7 is a hydrogen atom or a lower alkyl group or is joined to R.sub.6 to form part of a C.sub.5-7 carbocyclic ring. These compounds have been found to possess antibacterial properties. The preparation of these compounds is described.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: September 20, 1983
    Assignee: Beecham Group Limited
    Inventors: Kay H. Dickinson nee Berryman, Terence C. Smale, Robert Southgate
  • Patent number: 4405620
    Abstract: Compounds of the formula (I), or pharmaceutically acceptable salts thereof ##STR1## wherein X is phenyl, optionally substituted by one halogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy; or pyridyl; R.sub.1 is hydrogen or C.sub.1-6 alkyl; and n is 1 to 6, pharmaceutical compositions containing them and a process for their preparation. These compounds are useful in the prophylaxis or treatment of diseases due to a histamine-mediated allergic response.
    Type: Grant
    Filed: January 19, 1981
    Date of Patent: September 20, 1983
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith
  • Patent number: 4401595
    Abstract: Compounds are provided of the formula (II): ##STR1## wherein R.sub.1 is a group such that CO.sub.2 R.sub.1 is an ester group and A.sub.1 is a hydrogen atom or a methyl group. These compounds possess antibacterial activity. The preparation of these compounds is described.
    Type: Grant
    Filed: October 19, 1981
    Date of Patent: August 30, 1983
    Assignee: Beecham Group Limited
    Inventors: Andrew J. G. Baxter, Patricia M. Roberts, Robert Southgate
  • Patent number: 4401674
    Abstract: The stability of an oil intramammary formulation containing a suspension of a moisture sensitive penicillin is improved by incorporation therein of molecular sieve powder.
    Type: Grant
    Filed: December 24, 1981
    Date of Patent: August 30, 1983
    Assignee: Beecham Group Limited
    Inventor: John S. Dowrick
  • Patent number: 4396627
    Abstract: Compounds having the formula: ##STR1## where R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, Y and X are as defined hereinbelow, are useful for the reduction of abnormally high blood glucose and lipid levels in the treatment of obesity or hyperglycaemia.
    Type: Grant
    Filed: March 15, 1982
    Date of Patent: August 2, 1983
    Assignee: Beecham Group Limited
    Inventors: Anthony T. Ainsworth, David G. Smith
  • Patent number: 4396626
    Abstract: Compounds of the formula (I): ##STR1## and pharmaceutically acceptable salts and pro-drugs thereof, wherein: Ar is a phenyl group optionally substituted by one or two moieties selected from halogen, C.sub.1-4 alkyl, methoxy, methylthio or trifluoromethyl, or a 2-thienyl group or N-methyl-2-pyrryl group optionally substituted by one or two C.sub.1-4 alkyl groups;R is hydrogen or methyl; andn is 0 or 1having useful anti-inflammatory and/or analgesic activity, pharmaceutical compositions containing them, and processes for their preparation.
    Type: Grant
    Filed: September 28, 1981
    Date of Patent: August 2, 1983
    Assignee: Beecham Group Limited
    Inventors: Robert W. Ward, Alexander C. Goudie
  • Patent number: 4394375
    Abstract: A compound of formula (I) or a pharmaceutically acceptable salt or in vivo hydrolysable ester thereof: ##STR1## wherein R is phenyl, 4-hydroxyphenyl, or a 5- or 6-membered heterocyclic ring containing up to three heteroatoms selected from oxygen, sulphur or nitrogen, optionally substituted with hydroxy, amino, halogen or C.sub.1-6 alkoxy;R.sup.1 represents hydrogen or C.sub.1-6 alkyl;R.sup.2 and R.sup.3 are the same or different and represent hydrogen, C.sub.1-6 alkyl, halogen, amino, hydroxy, or C.sub.1-6 alkoxy;X represents oxygen or sulphur; andA represents hydrogen, pyridyl, acetoxy, carbamoyloxy or a heterocyclicthio group;Their preparation and use is described.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: July 19, 1983
    Assignee: Beecham Group Limited
    Inventors: Peter H. Bentley, Kenneth D. Hardy, Peter H. Milner
  • Patent number: 4393079
    Abstract: Anti-inflammatory compositions are prepared which comprise a therapeutically effective amount of a compound of the formula ##STR1## wherein X is CO or CHOH; Y is CO; the dotted line represents a double bond which is present or absent; R.sub.1 is hydrogen or methyl; R.sub.2 is hydrogen, fluorine, chlorine, bromine, methyl, trifluoromethyl, methoxyl, hydroxyl, acetoxyl, nitro or amino; R.sub.3 is alkyl of 3 to 8 carbon atoms, cycloalkyl of 3 to 8 carbon atoms, alkenyl of 3 to 8 carbon atoms, cycloalkenyl of 5 to 8 carbon atoms or phenyl unsubstituted or substituted by 1 or 2 substituents selected from the group consisting of fluorine, chlorine, bromine, methyl, ethyl, methoxyl, ethoxyl, benzyloyl, hydroxyl, acetoxyl, trifluoromethyl, nitro, amino, acetyl, methylthiol, methylsulphonyl, methylamino and dimethylamino. Compounds of formula I above are also novel.
    Type: Grant
    Filed: December 15, 1976
    Date of Patent: July 12, 1983
    Assignee: Beecham Group Limited
    Inventors: William G. Cole, Alexander C. Goudie, Carl J. Rose
  • Patent number: 4391815
    Abstract: 2,2-Dimethyl-3,4-dihydro-2H-benzo[b]pyran-3-ols bearing an amino group in the 4-position and a cyano group in the benzo ring, their salts, esters and ethers, demonstrate excellent vasodilatory activity. The compounds, of which trans-2,2-dimethyl-4-isopropylamino-6-cyano-3,4-dihydro-2H-benzo[b]pyran-3 -ol is a representative embodiment, can be prepared from the corresponding 3,4-epoxy derivative upon treatment with an amine.
    Type: Grant
    Filed: October 17, 1980
    Date of Patent: July 5, 1983
    Assignee: Beecham Group Limited
    Inventor: John M. Evans
  • Patent number: 4389406
    Abstract: Compounds of formula (I) in the 1-form ##STR1## wherein R.sup.1 and R.sup.2 are the same or different and each is selected from hydrogen, optionally substituted (C.sub.1-7) alkyl, optionally substituted aryl and aromatic heterocyclyl and the dotted line is an optional direct bond, and acid addition salts thereof, are useful in treating worm infections in mammals. Compounds (I) are produced by forming the amide of m-aminotetramisole or by closing the dihydroimidazoline ring.
    Type: Grant
    Filed: May 15, 1981
    Date of Patent: June 21, 1983
    Assignee: Beecham Group Limited
    Inventors: Roderick J. Dorgan, Richard A. Webster
  • Patent number: 4389410
    Abstract: Compounds of formula (II): ##STR1## wherein R is C.sub.1-20 alkyl; C.sub.3-8 cycloalkyl; C.sub.3-20 alkenyl; aralkyl; cycloalkylalkyl; heterocyclyl or heterocyclylalkyl; each being substituted with formyl; ##STR2## have activity against human and veterinary bacteria and mycoplasma. They may be produced by conventional methods and are used in conventional formulations.
    Type: Grant
    Filed: July 21, 1981
    Date of Patent: June 21, 1983
    Assignee: Beecham Group Limited
    Inventors: Peter J. O'Hanlon, Norman H. Rogers
  • Patent number: 4388300
    Abstract: The compounds of the formula (II): ##STR1## wherein R.sub.3 and R.sub.4 are as defined in relation to formula (I) and R.sub.7 is a nitro, cyano, amino or aminomethyl group, are antibacterial agents and .beta.-lactamase inhibitors. Their use and a process for their preparation are described.
    Type: Grant
    Filed: December 10, 1980
    Date of Patent: June 14, 1983
    Assignee: Beecham Group Limited
    Inventor: John B. Harbridge
  • Patent number: RE31301
    Abstract: The stability of an oily intramammary formulation containing a suspension of a solid clavulanic acid salt is improved by incorporation therein of molecular sieve powder.
    Type: Grant
    Filed: February 3, 1982
    Date of Patent: July 5, 1983
    Assignee: Beecham Group p.l.c.
    Inventor: John S. Dowrick