Patents Assigned to Beecham Group
  • Patent number: 4387051
    Abstract: The present invention provides the compounds of the formula (II): ##STR1## and pharmaceutically acceptable salts and esters thereof wherein R.sup.3 is a hydrogen atom, a group HO.sub.3 S-- or a group R.sup.5 CO wherein R.sup.5 is C.sub.1-6 alkyl, C.sub.2-6 alkenyl, aryl, aryl(C.sub.1-6)alkyl or aryloxy(C.sub.1-6)alkyl; and R.sup.4 is an organic group other than methyl bonded to the --CO--NH-- moiety via a carbon atom; with the proviso that when R.sup.3 is a hydrogen atom or a group R.sup.5 CO the stereochemical configuration at the .alpha.-carbon atom of the C-6 substituent is S, and with the further proviso that when R.sup.3 is a group HO.sub.3 S-- the hydrogen atoms at C-5 and C-6 are cis. Their use is described as are processes for their preparation. Compounds wherein the R.sup.4 CO-- moiety is replaced by a hydrogen atom are also prepared.
    Type: Grant
    Filed: October 28, 1980
    Date of Patent: June 7, 1983
    Assignee: Beecham Group Limited
    Inventors: David F. Corbett, Robert Southgate, Alfred J. Eglington
  • Patent number: 4386029
    Abstract: The present invention provides a process for the preparation of a compound of the formula (O): ##STR1## wherein R.degree. is SCH.sub.2 CH.sub.2 NH.sub.2 which process comprises the reaction of a cleavable ester of a compound of the formula (O) wherein R.degree. is H with an optionally protected compound XCH.sub.2 CH.sub.2 NH.sub.2 wherein X is a displaceable group.
    Type: Grant
    Filed: October 24, 1980
    Date of Patent: May 31, 1983
    Assignee: Beecham Group Limited
    Inventor: David F. Corbett
  • Patent number: 4385060
    Abstract: 6.beta.-[2-(2'-methylphenoxycarbonyl)-2-thien-3'-ylacetamido] penicillanic acid of formula (II): ##STR1## and pharmaceutically acceptable salts and in vivo hydrolyzable esters thereof, are active against Gram-positive and Gram-negative bacteria which makes them useful as therapeutic and prophylactic agents against bacterial infections in animals, including man and poultry. A process for the preparation and pharamceutical compositions comprising the penicillin, are also described.
    Type: Grant
    Filed: September 22, 1980
    Date of Patent: May 24, 1983
    Assignee: Beecham Group Limited
    Inventors: John P. Clayton, Martin Cole
  • Patent number: 4385063
    Abstract: A compound of formula (I): ##STR1## wherein: R is C.sub.1-4 alkyl;R.sub.1 is hydrogen or C.sub.1-4 alkyl;one of A and B is sulphur, and the other of A and B is carbon doubly bound to the carbon spacing A and B; andthe dotted line represents an optionally present double bond;and pro-drugs thereof; and pharmaceutically acceptable salts thereof;have useful anti-inflammatory and analgesic activity.
    Type: Grant
    Filed: March 5, 1981
    Date of Patent: May 24, 1983
    Assignee: Beecham Group Limited
    Inventors: Alexander C. Goudie, Robert W. Ward, Howard E. Rosenberg
  • Patent number: 4385066
    Abstract: Compounds of formula (II): ##STR1## or a pharmaceutically acceptable salt, lower alkyl or aralkyl ester or amide thereof, wherein R.sup.1 and R.sup.2, which may be the same or different, are each of a hydrogen atom or a methyl group, n is 1, 2 or 3, and Z is a C.sub.1-6 alkyl or C.sub.1-6 alkoxy group, or a halogen or hydrogen atom are useful in treating obesity and/or hyperglycaemia and/or inflammation in mammals.
    Type: Grant
    Filed: May 13, 1981
    Date of Patent: May 24, 1983
    Assignee: Beecham Group Limited
    Inventors: Anthony T. Ainsworth, David G. Smith
  • Patent number: 4383990
    Abstract: The compound of formula (I): ##STR1## wherein X is CFCl; and C.sub.1-6 alkanoyl esters and/or phosphate esters thereof, is active against herpes viruses.
    Type: Grant
    Filed: September 21, 1981
    Date of Patent: May 17, 1983
    Assignee: Beecham Group Limited
    Inventors: Paul L. Coe, Albert S. Jones, Stewart A. Noble, Richard T. Walker
  • Patent number: 4382959
    Abstract: 4-(6-Methoxy-2-naphthyl)-3-hydroxybutan-2-one and 4-(6-methoxy-2-naphthyl)buta-2,3-diol have good degrees of anti-inflammatory and analgesic activity coupled with an advantageous therapeutic ratio based on gastric irritancy and are non-oestrogenic. Their preparation and use are described.
    Type: Grant
    Filed: April 13, 1981
    Date of Patent: May 10, 1983
    Assignee: Beecham Group Limited
    Inventor: Alexander C. Goudie
  • Patent number: 4382958
    Abstract: A compound of formula (I): ##STR1## or a salt thereof; wherein R.sup.1 is hydrogen, methyl or ethyl; R.sup.2 is hydrogen, methyl or ethyl; R.sup.3 is hydrogen, fluorine, chlorine, bromine or trifluoromethyl; each of R.sup.4 and R.sup.5 is hydrogen, fluorine, chlorine, bromine, C.sub.1-6 alkyl or C.sub.1-6 alkoxy; n is 1 or 2; and X is C.sub.1-12 straight or branched alkylene, and salts thereof, are anti-obesity, hypoglycaemic, anti-inflammatory and platelet aggregation inhibiting agents.
    Type: Grant
    Filed: November 9, 1981
    Date of Patent: May 10, 1983
    Assignee: Beecham Group Limited
    Inventor: David M. Duckworth
  • Patent number: 4382084
    Abstract: The compounds of the formula (II): ##STR1## and salts and esters theereof wherein R.sub.1 is an inert organic group of up to 14 carbon atoms and R.sub.2 is an inert organic group of up to 16 carbon atoms, the group NR.sub.1 R.sub.2 containing up to 22 carbon atoms, are antibacterial agents able to enhance the effectiveness of penicillins and cephalosporins against certain .beta.-lactamase producing bacteria.
    Type: Grant
    Filed: March 10, 1980
    Date of Patent: May 3, 1983
    Assignee: Beecham Group Limited
    Inventors: Roger J. Ponsford, Thomas T. Howarth
  • Patent number: 4382094
    Abstract: A compound of the formula (I) and pharmaceutically acceptable salts thereof: ##STR1## wherein: Ar is phenyl, optionally substituted by one or more C.sub.1-4 alkyl, C.sub.1-4 alkoxy, halogen, cyano, nitro, hydroxy, CONH.sub.2, CO.sub.2 W wherein W is C.sub.1-6 alkyl or C.sub.1-4 alkylphenyl which phenyl may be substituted by one or more C.sub.1-4 alkyl, C.sub.1-4 alkoxy or halogen, NR.sub.1 R.sub.2 wherein R.sub.1 and R.sub.2 are selected from hydrogen or C.sub.1-6 alkyl, NHCO C.sub.1-6 alkyl or C.sub.1-6 alkylcarbonyloxy; phenyl disubstituted on adjacent carbon atoms by methylenedioxy; furyl or thienyl;the dotted lines represent an optionally present double bond; andX is CO or CR.sub.1 OH wherein R.sub.1 is hydrogen or C.sub.1-4 alkyl, having useful pharmacological activity, processes for their preparation and their use.
    Type: Grant
    Filed: July 29, 1981
    Date of Patent: May 3, 1983
    Assignee: Beecham Group Limited
    Inventors: Alexander C. Goudie, Josephine M. Cox
  • Patent number: 4380540
    Abstract: Analgesic tablets which comprise an analgesic Medicament and metoclopramide or an acid addition salt thereof, the weight ratio of analgesic to metoclopramide or acid addition salt thereof lying in the range of 50:1 to 250:1, and a process for their preparation.
    Type: Grant
    Filed: January 18, 1982
    Date of Patent: April 19, 1983
    Assignee: Beecham Group Limited
    Inventors: Robert H. Poyser, David H. Turner
  • Patent number: 4378360
    Abstract: Compounds of formula (I): ##STR1## wherein R is hydrogen, halogen, C.sub.1-4 alkyl or C.sub.1-4 alkoxy; R.sub.1 is hydrogen or C.sub.1-6 alkyl; and n is 1 to 6 and pharmaceutically acceptable salts thereof; pharmaceutical compositions containing them; a process for their preparation; and their use in treating allergy.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: March 29, 1983
    Assignee: Beecham Group Limited
    Inventors: Derek R. Buckle, Harry Smith, John M. Tedder
  • Patent number: 4374144
    Abstract: The present invention relates to the preparation of compounds of the formula: ##STR1## wherein CO.sub.2 R.sub.1 is a free, salted or esterified carboxyl group, n is 0 or 1, and R.sub.2 is hydrogen or an acyl group or a group of the sub-formula (a):R.sub.3 O.sub.3 S (a)wherein R.sub.3 is a salting ion or a methyl or ethyl group, with the proviso that when R.sub.2 is a group of the formula (a), the compound has cis stereochemistry about the .alpha.-lactam ring; which have been found to possess antibacterial and .alpha.-lactamase inhibitory activity.
    Type: Grant
    Filed: November 3, 1980
    Date of Patent: February 15, 1983
    Assignee: Beecham Group Limited
    Inventor: David F. Corbett
  • Patent number: 4374147
    Abstract: Compounds of formula (II): ##STR1## in which R represents a pharmaceutically acceptable ester-forming radical have antibacterial and antimycoplasmal activity. These compounds are produced by photo-oxidation of the corresponding 13-hydroxy compounds, optionally after having protected the glycol moiety.
    Type: Grant
    Filed: June 5, 1981
    Date of Patent: February 15, 1983
    Assignee: Beecham Group Limited
    Inventors: Kong Luk, Norman H. Rogers
  • Patent number: 4372962
    Abstract: The compounds of the formula (I): ##STR1## and pharmaceutically acceptable salts and in-vivo hydrolysable esters thereof wherein X is a sulphur atom or SO or SO.sub.2 group and R is a hydrogen atom or an alkyl group of 1 to 6 carbon atoms have been found to be .beta.-lactamase inhibitors and antibacterial agents. Their preparation and use is described.
    Type: Grant
    Filed: May 13, 1980
    Date of Patent: February 8, 1983
    Assignee: Beecham Group Limited
    Inventors: John S. Davies, Gerald Brooks
  • Patent number: 4372946
    Abstract: Compounds of the formula (I): ##STR1## and salts and esters thereof, wherein R.sub.1 is a hydrogen atom or a lower alkyl, aryl or aralkyl group, R.sub.2 and R.sub.3 are independently hydrogen, aryl, aralkyl, lower alkyl or substituted lower alkyl, or R.sub.3 is joined to R.sub.1 to form a 4-, 5-, or 6- membered ring or is joined to R.sub.2 to form a 5- or 6- membered ring with the proviso that when R.sub.2 is hydrogen, R.sub.1 is not hydrogen and R.sub.1 and R.sub.3 are not joined to form a group of the sub-formula (a) wherein R.sub.4 is a hydrogen atom or a NH.CO.R.sub.5 group wherein R.sub.5 is a lower alkyl, lower alkoxy lower alkyl, aryl, aralkyl, aryloxyalkyl; lower alkoxy or aryloxy group have .beta.-lactamase inhibitory and anti-bacterial properties.
    Type: Grant
    Filed: July 9, 1980
    Date of Patent: February 8, 1983
    Assignee: Beecham Group Limited
    Inventors: Thomas T. Howarth, Eric Hunt
  • Patent number: 4368334
    Abstract: A process for the isolation of a solid salt of p-hydroxymandelic acid, which process comprises reacting phenol with glyoxylic acid in the presence of sodium or potassium hydroxide, acidifying to a pH less than 3, extracting the resulting solution with a water-immiscible solvent to provide a solution of p-hydroxymandelic acid and precipitating the salt therefrom.
    Type: Grant
    Filed: April 9, 1981
    Date of Patent: January 11, 1983
    Assignee: Beecham Group Limited
    Inventor: John R. M. Dales
  • Patent number: 4367338
    Abstract: Compounds of formula (I) ##STR1## wherein: n is 1 to 5Y is --CH.sub.2 --CH.sub.2 or --CH.dbd.CH--;R.sub.1 is hydrogen or CO.sub.2 R.sub.1 represents an ester group in which the R.sub.1 moiety contains from 1-12 carbon atoms;R.sub.2 is hydrogen, C.sub.1-4 alkyl, or phenyl;R.sub.3 is hydroxy or protected hydroxy;R.sub.4 is hydrogen, C.sub.1-9 alkyl, C.sub.3-8 cycloalkyl, C.sub.3-8 cycloalkyl-C.sub.1-6 alkyl, phenyl, phenyl --C.sub.1-6 alkyl, naphthyl, naphthyl C.sub.1-6 alkyl, any of which phenyl moieties or naphthyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, hydroxy, C.sub.1-6 alkoxy, phenyl C.sub.1-6 alkoxy or nitro groups;R.sub.5 is hydrogen, C.sub.1-6 alkyl, C.sub.5-8 cycloalkyl, phenyl, phenyl-C.sub.1-6 alkyl or phenyl C.sub.3-6 cycloalkyl, any of which phenyl moieties may be substituted by one or more halogen, trifluoromethyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or nitro groups;orR.sub.2 and R.sub.4 taken with the carbon atom to which they are joined represent a C.
    Type: Grant
    Filed: December 8, 1977
    Date of Patent: January 4, 1983
    Assignee: Beecham Group Limited
    Inventors: David R. Adams, Alexander C. Goudie
  • Patent number: 4366163
    Abstract: Compounds of the formula (I) ##STR1## and salts and pro-drugs thereof, wherein: R.sub.1 is a hydrogen atom or a lower alkyl group;R.sub.2 is a hydrogen atom or a lower alkyl group;R.sub.3 is a hydrogen atom or a lower alkyl group;R.sub.4 is a hydrogen atom or an alkyl group;R.sub.5 is a lower alkyl or a substituted alkyl group;or R.sub.4 and R.sub.5 are joined so that together with the nitrogen atom to which they are attached they form a 5-, 6- or 7-membered ring optionally containing an oxygen or sulphur atom;R.sub.6 is an electron donating group;R.sub.7 is an electron withdrawing group; andthe NR.sub.4 R.sub.5 and OR.sub.3 moieties are trans having compositions containing them and processes for their preparation.
    Type: Grant
    Filed: September 12, 1980
    Date of Patent: December 28, 1982
    Assignee: Beecham Group Limited
    Inventors: John M. Evans, Graham A. Showell, Charles S. Fake
  • Patent number: 4366167
    Abstract: This invention provides the anti-bacterial compounds (III) and (IV): ##STR1## and salts and esters thereof wherein X is a --CH.sub.2 --CH.sub.2 -- or trans --CH.dbd.CH-- group and R is a group R.sup.1 or NH.R.sup.1 wherein R.sup.1 is an alkyl group of up to 6 carbon atoms, an alkenyl group of up to 6 carbon atoms, an aryl group, or an alkyl group of up to 6 carbon atoms substituted by an aryl or aryloxy group.The invention also provides processes for their preparation comprising a the acylation or carbamoylation of the corresponding 6-(1-hydroxyethyl) compounds.The invention further provides pharmaceutical compositions containing them.
    Type: Grant
    Filed: March 30, 1979
    Date of Patent: December 28, 1982
    Assignee: Beecham Group Limited
    Inventor: David F. Corbett