Abstract: Novel syn isomers of 7-amino-thiazolyl-acetamido-3-acetoxymethyl-cephalosporanic acid derivatives of the formula ##STR1## wherein R.sub.1 is selected from the group consisting of --CN, --CONH.sub.2 and --COOR.sub.1 ', R.sub.1 ' is selected from the group consisting of alkyl of 1 to 3 carbon atoms, hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, A is selected from the group consisting of hydrogen, alkali metal, alkaline earth metal, ammonium, magnesium and a non-toxic, pharmaceutically acceptable organic amine, R' and R" are individually selected from the group consisting of hydrogen and alkyl of 1 to 3 carbon atoms with the ##STR2## group in the syn position with the proviso that when R.sub.1 is --COOR.sub.1 ' and R.sub.1 ' is hydrogen, A is hydrogen and when R.sub.1 is --COOR.sub.1 ' and R.sub.
Abstract: The invention relates to the use of thiazoles in the treatment of ulcers and/or hypersecretion in mammals. The invention also provides in a preferred aspect a pharmaceutical composition for use in the treatment of ulcers or hypersecretion comprising a compound of formula I ##STR1## where R.sup.1 is hydrogen, alkyl of 1-6 carbon atoms, or phenyl, R is hydrogen, n-alkyl of 1-4 carbon atoms (which may be substituted by chlorine), or cyclopropyl, R.sup.3 is hydrogen or COR.sup.4 where R.sup.4 is as defined for R and R and R.sup.4 may be the same or different and a pharmaceutically acceptable carrier.
Abstract: The present invention relates to new derivatives of 4-phenyl-2-thiazolyl oxamates having the formula: ##STR1## in which: X represents hydrogen, halogen, lower-alkyl, or lower-alkoxy.R is lower-alkyl or phenyllower-alkyl, e.g., benzyl.These compounds, which have inhibiting properties on the passive cutaneous anaphylactic reaction, are useful in the treatment of asthma. Pharmaceutical compositions thereof and method of treating therewith.
Type:
Grant
Filed:
June 14, 1979
Date of Patent:
January 20, 1981
Inventors:
Henri Cousse, Gilbert Mouzin, Jean-Pierre Tarayre, Silvano Casadio
Abstract: A class of amides disclosed to be useful as selective pre-emergent and post-emergent herbicides are those having the general structural formula ##STR1## in which R.sup.1 is hydrogen or methyl, R.sup.2 is ethyl, isopropyl, cyclopropyl, tert.butyl, methylamino, dimethylamino, ethylamino or methoxymethylamino, R.sup.3 is phenyl, 4-chlorophenyl, 3,4-dichlorophenyl, 4-methylphenyl or 4-methoxyphenyl, R.sup.4 is hydrogen or C.sub.1 to C.sub.3 lower alkyl, and R.sup.5 is hydrogen or methyl, with the further stipulation that either, but not both R.sup.4 and R.sup.5 may be hydrogen.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.2 is hydrogen, methyl or carboxyl; andA is pyridyl, benzodioxanyl or ##STR2## where R.sub.3, R.sub.4 and R.sub.5, which may be identical to or different from each other, are each hydrogen, hydroxyl, alkoxy, alkyl, halogen, carboxyalkyl or nitro, or one of R.sub.3, R.sub.4 or R.sub.5 is dialkylamino, carboxamido, morpholino, piperidino, hydroxy-piperidino, cyano or phenyl;non-toxic salts thereof formed with an inorganic base when R.sub.1 is hydrogen and/or R.sub.2 is carboxyl; and non-toxic addition salts thereof formed with an organic base when R.sub.1 is hydrogen. The compounds are useful as antiallergics.
Type:
Grant
Filed:
June 18, 1979
Date of Patent:
December 9, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Friedrich K. Hess, Patrick B. Stewart, James T. Oliver
Abstract: New compounds which are herbicide antagonists that are useful for protection of plants from various herbicides are members of the group having the general structural formulas: ##STR1## in which R is hydrogen or C.sub.1 to C.sub.4 alkyl, alkenyl or alkynyl, branched or straight chain, R.sup.1 is C.sub.1 to C.sub.3 alkyl, alkenyl or alkynyl, branched or straight chain, with the total number of carbon atoms in R and R.sup.1 being less than six, preferably less than four, on compounds with both R and R.sup.1 substituents. The novel plant protection agents may be applied both to seeds and to the soil.
Abstract: A class of amides disclosed to be useful as selective pre-emergent and post-emergent herbicides are those having the general structural formula ##STR1## in which R.sup.1 is hydrogen or methyl, R.sup.2 is ethyl, isopropyl, cyclopropyl, tert.butyl, methylamino, dimethylamino, ethylamino or methoxymethylamino, R.sup.3 is phenyl, 4-chlorophenyl, 3,4-dichlorophenyl, 4-methylphenyl or 4-methoxyphenyl, R.sup.4 is hydrogen or C.sub.1 to C.sub.3 lower alkyl, and R.sup.5 is hydrogen or methyl, with the further stipulation that either, but not both R.sup.4 and R.sup.5 may be hydrogen.
Abstract: The present invention concerns new derivatives of 4-phenyl 2-amino thiazole of the formula ##STR1## in which X represents a hydrogen atom, a halogen, a lower alkyl or an alkoxy,R is a hydrogen, a haloalkoxy, a substituted or unsubstituted aryl, a pyridyl, an aryloxy or a carboxy alkyl, having immunomodulating properties, useful in the treatment of rheumatoid arthritis and other ailments requiring immunotherapy.
Type:
Grant
Filed:
October 19, 1978
Date of Patent:
September 30, 1980
Assignee:
Pierre Fabre, S.A.
Inventors:
Jean-Pierre Tarayre, Henri Cousse, Gilbert Mouzin, Henri Lauressergues, Silvano Casadio
Abstract: The present invention relates to compounds of the formula ##STR1## wherein A together with the two carbon atoms to which it is attached forms the group ##STR2## and the broken line represents the double bond in group (a); R.sub.1 represents a lower alkyl group; R.sub.2 represents the residue of an aromatic heterocyclic ring containing from 1 to 4 hetero atoms, which may be substituted by one or two lower alkyl groups, or a phenyl group which may be substituted by halogen, hydroxy, lower alkyl, trifluoromethyl or lower alkoxy and R.sub.3 and R.sub.4 each represent a hydrogen atom or a lower alkyl group.Also provided are methods for their preparation. The thienothiazine derivatives provided by this invention have anti-flammatory, analgesic and anti-rheumatic activity.
Type:
Grant
Filed:
October 30, 1978
Date of Patent:
September 23, 1980
Assignee:
Hoffmann-La Roche Inc.
Inventors:
Otto Hromatka, Dieter Binder, Rudolf Pfister, Paul Zeller
Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo, R.sup.2, R.sup.3 and R.sup.4 are independently selected from hydrogen, alkyl of 1 to 6 carbon atoms, alkoxy of 1 to 6 carbon atoms, alkenyl of 1 to 6 carbon atoms, haloalkyl of 1 to 2 carbon atoms and 1 to 3 of the same or different halogens selected from fluoro, chloro, bromo or iodo, nitro, hydroxy, alkoxyalkyl of 2 to 6 carbon atoms, fluoro, bromo, chloro or iodo; R.sup.5 and R.sup.
Abstract: Novel cephem compounds of the formula; ##STR1## wherein R.sup.1 represents amino or hydroxyl group which may be protected, R.sup.2 represents amino or hydroxyl group or a group convertible into these groups, R.sup.3 represents hydrogen or methoxy group or a group convertible into methoxy group, R.sup.4 represents hydrogen or a residue of a nucleophilic compound and R.sup.8 represents hydrogen or a halogen, or a pharmaceutically acceptable salt or ester thereof, have strong antibiotic properties against a wide variety of microorganisms including gram-positive bacteria as well as gram-negative ones, especially by oral administration and can be used as therapeutic agent for various bacterial infections of animals including human beings.Also disclosed are novel thiazolylacetic acid compounds of the formula: ##STR2## wherein R.sup.1 represents amino, protected amino, hydroxyl or protected hydroxyl, R.sup.
Abstract: The invention relates to pharmaceutical compositions for use in treating ulcers or hypersecretion in mammals comprising a compound of formula Ia ##STR1## where Hal is a halogen atom, R.sup.1 is hydrogen or alkyl of 1-6 carbon atoms, R is hydrogen, alkyl of 1-5 carbon atoms (which may be substituted by two or more chlorine or bromine atoms), alkenyl of 2 to 5 carbon atoms, perfluoroalkyl of 1-5 carbon atoms, cycloalkyl of 3 to 5 carbon atoms, R.sup.3 is hydrogen, alkyl of 1-6 carbon atoms, or COR.sup.4 where R.sup.4 is as defined for R and R and R.sup.4 may be the same or different, and a pharmaceutically acceptable carrier.Methods of treatment of affected mammals and some novel compounds are also described.
Abstract: 2-(Substituted imino)thiazolidines and thiazolines are inhibitors of indoleamine-N-methyl transferase in vivo. They are prepared by alkylation or acylation of the free imino group.
Type:
Grant
Filed:
February 6, 1978
Date of Patent:
January 1, 1980
Assignee:
Merck & Co., Inc.
Inventors:
Clarence S. Rooney, Joshua Rokach, Edward J. Cragoe, Jr.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are each hydrogen, chlorine or fluorine; andR.sub.3 is --CH.sub.2 OH, --CH.sub.2 --O--COR.sub.4, --CH.sub.2 --O--CONHR.sub.5, --COOH, --COOCat, --COOR.sub.6, --CONR.sub.7 R.sub.8 or --CO--SR.sub.9 ;where Cat is one equivalent of an inorganic or organic cation;R.sub.4 is hydrogen or alkyl of 1 to 10 carbon atoms;R.sub.5 is alkyl of 1 to 4 carbon atoms, phenyl or halo-substituted phenyl;R.sub.6 is alkyl of 1 to 10 carbon atoms which may optionally have a chloro, hydroxyl, lower alkoxy, lower alkoxy-lower alkoxy, lower alkylthio, amino, mono-lower alkyl-amino, di-lower alkyl-amino, allyloxy or phenoxy substituent attached thereto; phenyl; benzyl; monochloro-benzyl; dichloro-benzyl; cyclohexyl; 1-ethynyl-cyclohexyl; lower alkenyl; lower alkynyl; --N.dbd.C(CH.sub.3).sub.2 ; 2--(2',4',5'-trichloro-phenoxy)-ethyl, 2-(2', 5'-dichloro-4'-bromo-phenoxy)-ethyl; or ##STR2## R.sub.
Type:
Grant
Filed:
July 28, 1977
Date of Patent:
October 2, 1979
Assignee:
Celamerck GmbH & Co. KG
Inventors:
Erich Schacht, Gunter Lauterbach, Werner Mehrhof, Jurgen Curtze, Gerbert Linden, Siegmund Lust, Klaus Thomas
Abstract: Ballasted 1-hydroxy-2-naphthamide couplers which are N-substituted with a thiazolyl group that is in turn substituted with a phenyl group are disclosed as well as compositions and photographic elements containing these couplers in coupler solvents. Preferred couplers are those of the formula ##STR1## wherein R is a coupling-off group and Ballast is a hydrophobic photographic ballasting group. The coupler solvent particles are comprised of a combination of a coupler solvent and the coupler capable of permitting the formation of a microcrystalline dye. Surprisingly these microcrystalline dyes exhibit a broadened absorption characteristic in the 750 to 850 nm region of the spectrum. Dye images having such absorption characteristics are particularly suited to forming integral infrared absorbing sound tracks in photographic elements, such as motion picture projection films.
Type:
Grant
Filed:
March 19, 1979
Date of Patent:
September 2, 1980
Assignee:
Eastman Kodak Company
Inventors:
Samuel J. Ciurca, Jr., Robert G. Cameron, Edward J. Walsh