Abstract: 1,2,3-triazoles and 1,2,4-triazoles having an N-substituted acylamino substituent are prepared by alkylating N-unsubstituted acylamino triazoles or acylating N-substituted amino triazoles. The N-substituted acylamino triazoles are useful as anti-allergy drugs. Pharmaceutical formulations containing acylamino triazoles and a method of treating allergic conditions utilizing such compounds are provided.
Type:
Grant
Filed:
June 1, 1976
Date of Patent:
May 16, 1978
Assignee:
Lilly Industries Limited
Inventors:
Roger Garrick Harrison, William Boffey Jamieson, William James Ross, John Christopher Saunders
Abstract: This invention relates to compounds having the formula: ##STR1## in which: Ar represents a phenyl, pyridyl, isoxazolyl, oxazolyl or pyrazolyl radical which may be mono- or poly-substituted with halogen atoms, hydroxy radicals, C.sub.1-4 alkyl radicals or C.sub.1-4 alkoxy radicals,R represents a hydrogen atom, a C.sub.1-4 alkyl radical, a C.sub.2-4 alkenyl radical, a C.sub.2-4 alkynyl radical, a hydroxy-C.sub.1-4 alkyl radical, a mono- or di-C.sub.1-4 alkyl-amino-C.sub.1-4 alkyl radical or a phenyl radical,R.sub.1 and R.sub.2, when taken separately, represent each a hydrogen atom or a C.sub.1-4 alkyl radical or, when taken together with the nitrogen atom to which they are attached, form a saturated or unsaturated 5- or 6-membered heterocyclic radical which may optionally contain, as second heteroatom, an oxygen or nitrogen atom and which may carry a C.sub.1-4 alkyl radical; and their therapeutically acceptable acid addition salts.
Abstract: Methanodibenzocycloheptapyrroles, such as 2-cyclopentylmethyl-2,3,8,12b-tetrahydro-1H-3a, 8-methanodibenzo[3,4:6,7]cyclohepta[1,2-c]pyrrole, useful as tranquilizers and analgesics.
Abstract: The compound of the formula (II): ##STR1## and its pharmaceutically acceptable salts and esters may be produced by ozonolysis of clavulanic acid and its derivatives. The compound has antibacterial and .beta.-lactamase inhibiting activity.
Abstract: The racemic mixtures dl-6-(4-carbo lower alkoxybutyl)-4H-6H-thieno[3,4-d]furoxan are novel. The dl mixtures are prepared by reacting the lower alkyl ester of dl-7-thia-6-nitromethyl-9-nitrononenoic acid with phosphorus oxychloride and a tertiary amine catalyst.
Abstract: Crude preparations of 2-phenyl-5-benzoxazolylalkanoic acids are purified by forming the ammonium salt thereof in an organic solvent and thermally reconverting the separated ammonium salt to the acid. Gaseous ammonia is a by-product.
Abstract: A 5-methyl-isoxazole-4-carboxylic acid anilide is prepared by heating an acetoacetic acid anilide with an orthoformic acid ester and a carboxylic acid anhydride, isolating the resulting 2-alkoxymethylene-acetoacetic acid anilide and then treating it with hydroxylamine in an organic solvent. The compounds of the invention have anti-inflammatory and analgetic activity.
Abstract: Compounds of the formula ##STR1## wherein R is hydrogen, alkyl of 1 to 12 carbon atoms, mono- or di-halo(alkyl of 1 to 12 carbon atoms), phenoxy (alkyl of 1 to 12 carbon atoms), lower alkyl-phenoxy(alkyl of 1 to 12 carbon atoms), halo-phenoxy (alkyl of 1 to 12 carbon atoms), phenyl(alkyl of 1 to 12 carbon atoms), halo-phenyl(alkyl of 1 to 12 carbon atoms), lower alkyl-phenyl(alkyl of 1 to 12 carbon atoms), lower alkoxy-phenyl(alkyl of 1 to 12 carbon atoms), lower alkenyl, phenyl-lower alkenyl, phenyl, halo-phenyl, nitro-phenyl, lower alkoxy, furyl or cycloalkyl, andY is nitrogen or .dbd.CH--;the compounds are useful as fungicides.
Type:
Grant
Filed:
July 26, 1976
Date of Patent:
May 2, 1978
Assignee:
Celamerck GmbH & Co., KG
Inventors:
Jurgen Curtze, Klaus Thomas, Walter Ost, Christo Assenov Drandarewski
Abstract: 3-Substituted-4-(5, 6, or 7)-(2-hydroxy-3-substituted aminopropoxy)-1,2-benzisoxazoles synthesized from 3-substituted-4 (5, 6, or 7)-(2,3-epoxypropoxy)-1,2-benzisoxazoles with a primary amine showing .beta.-blocking activity with low toxicity.
Abstract: A process for the production of 3-hydrazino-4-amino-5-mercapto-1,2,4-triazole wherein hydrazinium-dithiocarbazinate is heated at moderately elevated temperature, e.g. about 50.degree. C. to 85.degree. C. and under reduced pressure, e.g. about 50 to 500 mm. Hg, with at least a 3.times. molar amount of hydrazine hydrate.
Abstract: Derivatives of 2H, 3H-benzimidazo (1,2-b) oxazole have the property of inhibiting the beta-lactamase produced by many germs resistant to penicillins and cephalosporins, and may be used in mixture with these antibiotics to increase their activity.
Abstract: Plant fungicidal compounds of formula: ##STR1## wherein R.sub.4 is hydrogen, C.sub.1-6 alkyl, alkenyl or alkynyl having up to 4 carbon atoms, phenyl or optionally ring-substituted benzyl or .alpha.-(C.sub.1-4 alkyl)-benzyl, R.sub.5 is hydroxy, C.sub.1-6 alkyl or alkoxy, amino, hydrazino, (C.sub.1-6 alkyl) amino, benzylamino, benzyloxy, cycloalkoxy, cycloalkyl, optionally ring-substituted phenylamino or optionally substituted phenyloxy, Z is C = O or a derivative thereof, or a salt of such a compound.
Type:
Grant
Filed:
August 26, 1976
Date of Patent:
March 14, 1978
Assignee:
Imperial Chemical Industries Limited
Inventors:
Sugavanam Balasubramanyan, Margaret Claire Shephard
Abstract: Compounds of the formula: ##STR1## wherein X is oxygen or sulphur, R is hydrogen or an inert organic group of up to 18 carbon atoms, and A is a group such that CO.sub.2 A represents a carboxylic acid group or a salt or ester thereof useful for their antibacterial activity and may be combined with a penicillin or cephalosporin to produce pharmaceutical compositions having enhanced antibacterial properties.
Type:
Grant
Filed:
October 6, 1976
Date of Patent:
March 14, 1978
Assignee:
Beecham Group Limited
Inventors:
John Barry Harbridge, Thomas Trefor Howarth
Abstract: 3-(.beta.-aminoethylidene)-6-(.alpha.-hydroxyethyl)-7-oxo-4-oxaazabicyclo[3 .2.0]heptane-2-carboxylic acid having the structural formula: ##STR1## and the pharmaceutically acceptable salt, ester and amide derivatives thereof are disclosed to be useful as antibiotics. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
April 12, 1976
Date of Patent:
March 7, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Robert B. Morin, Edward Walton
Abstract: 3-(.beta.-aminoethylidene)-7-oxo-4-oxaazabicyclo [3.2.0]heptane-2-carboxylic acid and derivatives thereof having the structural formula: ##STR1## and the pharmaceutically acceptable salt, ester and amide derivatives thereof are disclosed to be useful as antibiotics. Also disclosed are processes for the preparation of such compounds; pharmaceutical compositions comprising such compounds; and methods of treatment comprising administering such compounds and compositions when an antibiotic effect is indicated.
Type:
Grant
Filed:
April 12, 1976
Date of Patent:
March 7, 1978
Assignee:
Merck & Co., Inc.
Inventors:
Burton G. Christensen, Robert B. Morin, Edward Walton
Abstract: Compounds of the formula ##STR1## in which R is H, .[.Cl, F, CH.sub.3 or CF.sub.3 .]. .Iadd.m-F, p-F, o-F, p-Cl, p-CH.sub.3, m-CH.sub.3 or m-CF.sub.3 .Iaddend.. The compounds are prepared by cyclizing with ethyl carbonate, a compound of the formula ##STR2## The compounds have anti-depressive, myorelaxing, tranquilizing, sedative, analgesic, anti-convulsive, anti-pyretic, anti-inflammatory and uricosuric activities.
Type:
Grant
Filed:
June 4, 1976
Date of Patent:
April 11, 1978
Assignee:
Delalande S. A.
Inventors:
Claude P. Fauran, Guy M. Raynaud, Rene A. Oliver, Colette A. Douzon
Abstract: The invention provides novel 5- and 6-benzoxazolyl alkanoic acids, optionally substituted in the 2-position, and derivatives thereof which possess anti-inflammatory, anti-pyretic and analgesic activity. Also provided is a process for preparing such compounds by cyclizing an appropriately substituted o-aminophenol and, if necessary, converting the resultant benzoxazole to the desired compound.
Type:
Grant
Filed:
February 1, 1977
Date of Patent:
April 11, 1978
Assignee:
Lilly Industries Limited
Inventors:
Delme Evans, David William Dunwell, Terence Alan Hicks