Abstract: The invention provides compounds of general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof, in whichY and Z, which may be the same or different, each represent oxygen, sulphur, =CHNO.sub.2 or =NR.sub.3 where R.sub.3 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl;p has a value from 2 to 12;R.sub.1 represents ##STR2## in which R.sub.4 and R.sub.5 which may be the same or different, each represent hydrogen, lower alkyl, cycloalkyl, lower alkenyl, aralkyl or lower alkyl interrupted by an oxygen atom or a group >N-R.sub.6 in which R.sub.6 represents hydrogen or lower alkyl, or R.sub.4 and R.sub.5 together with the nitrogen atom to which they are attached form a 5 to 7-membered saturated heterocyclic ring which may contain an additional oxygen atom or the group >NR.sub.
Type:
Grant
Filed:
November 16, 1979
Date of Patent:
April 28, 1981
Assignee:
Glaxo Group Limited
Inventors:
John W. Clitherow, Barry J. Price, John Bradshaw
Abstract: A process for the preparation of 3-substituted thiophenes which involves cyclization of a novel intermediate, avoids the use of previously employed expensive starting materials. The thiophenes are useful for the preparation of penicillins and cephalosporins.The process is for the preparation of a thiophene of formula (I): ##STR1## where R.sup.1 represents a carboxylic acid group, or an ester or amide thereof or a nitrile group; R.sup.2 represents a group suitable for use as an .alpha.-substituent in the side-chain of a penicillin or cephalosporin; which comprises treating a compound of formula (II): ##STR2## wherein X represents halogen or optionally functionalized hydroxyl, Y represents halogen, hydroxyl, or alkoxy; with a source of nucleophilic sulphur under basic conditions.
Type:
Grant
Filed:
July 21, 1978
Date of Patent:
February 24, 1981
Assignee:
Beecham Group Limited
Inventors:
Angela W. Guest, Andrew W. Taylor, Robert Ramage
Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.
Type:
Grant
Filed:
August 20, 1979
Date of Patent:
February 24, 1981
Assignee:
Emery Industries, Inc.
Inventors:
Richard G. Fayter, Jr., John F. White, Eugene G. Harris
Abstract: Compounds of the general formula ##STR1## and physiologically acceptable salts, hydrates and bioprecursors thereof are disclosed, in whichR.sub.1 and R.sub.2, which may be the same or different, represent hydrogen, lower alkyl, cycloalkyl, aralkyl or lower alkenyl groups, which alkyl groups may be interrupted by an oxygen atom or a group ##STR2## in which R.sub.4 represents hydrogen or lower alkyl; or R.sub.1 and R.sub.2 may, together with the nitrogen atom to which they are attached form a heterocyclic ring which may contain other hetero functions selected from --O-- and ##STR3## R.sub.3 represents hydrogen, lower alkyl, lower alkenyl or alkoxyalkyl; X represents --O--, --S-- or --CH.sub.2 --;Y represents .dbd.S, .dbd.O, .dbd.NR.sub.5 or .dbd.CHR.sub.6 ;in which R.sub.5 is hydrogen, nitro, cyano, lower alkyl, aryl, alkylsulphonyl or arylsulphonyl and R.sub.6 represents nitro, alkylsulphonyl or arylsulphonyl;m is an integer from 2 to 4 inclusive;n is 1 or 2 or, when X is S or CH.sub.
Type:
Grant
Filed:
May 5, 1978
Date of Patent:
December 16, 1980
Assignee:
Allen & Hanburys Limited
Inventors:
Barry J. Price, John W. Clitherow, Michael D. Dowle, Roger Hayes, John Bradshaw
Abstract: Novel 9-substituted or unsubstituted thienyl-3,7-dimethyl-nona-2,4,6,8-tetraene derivatives, useful as antitumor agents as well as processes for their preparation and novel intermediates are disclosed.
Abstract: This invention provides new compounds of formula I, ##STR1## wherein R.sub.1 is hydrogen, chlorine or lower alkyl,R.sub.2 is lower alkyl,R.sub.3 is lower alkyl, each ofA and B is hydrogen, orA and B together form a bond,useful as luteinizing hormone secretion inhibitors, e.g. for the treatment of prostate hypertorphy.
Abstract: A series of organic diamine base compounds derived from either an aromatic, alicyclic or heterocyclic ring and possessing, for the most part, an intervening methylene group between the ring and the aforesaid basic moiety have been prepared, including their pharmaceutically acceptable acid addition salts as well as oral pharmaceutical compositions containing same. These particular compounds are found to be useful in therapy as oral hypoglycemic agents. Preferred member compounds include 1,1'-[1,2-phenylenebis(methylene)]bispiperidine, 2,3-dihydro-2-[2-(1-piperidinomethyl)phenylmethyl]-1H-isoindole and 2,3-dihydro-2-[2-(4-morpholinomethyl)phenylmethyl]-1H-isoindole. Alternate methods of preparation are provided and the two principal synthetic routes leading to these compounds are described in some detail.
Abstract: Compounds of the general formula I ##STR1## wherein n represents 0, 1 or 2, A represents oxygen or sulphur, Z represents oxygen or hydroxyimino, X represents hydrogen, or halogen, the dotted lines represent bonds which may be unsaturated or saturated, R.sub.1 and R.sub.2 each represent hydrogen or alkyl, and R.sub.3 represents hydrogen, halogen or methyl, and R.sub.4 represents a hydrogen atom, or R.sub.3 and R.sub.4 together with the two carbon atoms to which they are attached represent benzene, and their pharmaceutically acceptable salts are useful in therapy, in particular as uricosuric agents or as diuretic and uricosuric agents.
Type:
Grant
Filed:
March 24, 1978
Date of Patent:
March 25, 1980
Assignee:
Albert Rolland S.A.
Inventors:
Jacqueline S. Laforest, nee Boutillier du Retail, Sylviane S. J. Mignonac, nee Mondon, Germaine Thuillier, nee Nachmias, Pierre A. R. Bessin
Abstract: Cis- and trans-N-(2-aminocycloaliphatic)benzamide compounds of the formula ##STR1## e.g., N-methyl-N-[2-(N-pyrrolidinyl)cyclohexyl]-3,4-dichlorobenzamide, and their pharmaceutically acceptable salts, have been found to have potent analgesic activity, and compositions containing these compounds useful in pharmaceutical dosage unit form for alleviating pain in warm blooded animals, as well as methods for alleviating pain in animals with these compositions. Processes for preparing the compounds are also disclosed.
Abstract: This disclosure describes new compounds and compositions of matter useful as anti-inflammatory agents and as inhibitors of the progressive joint deterioration characteristic of arthritic disease and the methods of meliorating inflammation and of inhibiting joint deterioration in mammals therewith, the active ingredients of said compositions of matter being .beta.-oxo-3-thiophenepropionitrile, .beta.-amino-2-thiopheneacrylonitrile, and/or .beta.-amino-3-thiopheneacrylonitrile.
Abstract: Substituted thiophenes of the following formula, some of which are new compounds, are useful in controlling certain pests, particularly mites: ##STR1## wherein A, Y and Z are various substituents such as phenyl and substituted phenyl.
Type:
Grant
Filed:
October 11, 1977
Date of Patent:
November 13, 1979
Assignee:
Uniroyal, Inc.
Inventors:
Douglas I. Relyea, Winchester L. Hubbard, Robert E. Grahame, Jr.