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
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.
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.
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
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.
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
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.
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.
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.
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.
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.
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
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.
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.
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.
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.
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.
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.
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
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.