Abstract: The invention concerns the novel amine 1-(2-chlorobenzyl)-1,2,3,6-tetrahydropyridine of the formula: ##STR1## and its pharmaceutically acceptable acid-addition salts, which have useful properties in inhibiting the aggregation of blood platelets, and are of application in the treatment or propyhylaxis of thrombosis or occlusive vascular disease. The invention also provides pharmaceutical compositions of, and analogy processes for the manufacture of the amine of formula I, or a salt thereof.
Type:
Grant
Filed:
February 7, 1980
Date of Patent:
May 12, 1981
Assignee:
Imperial Chemical Industries Limited
Inventors:
Malcolm Johnson, Stuart D. Mills, Paul J. Phillips
Abstract: (Dichloromethyl) substituted pyridines are prepared from (trichloromethyl) substituted pyridines by the reaction thereof under reductive dechlorination conditions with metallic iron or a ferrous iron compound and an acid.
Abstract: Novel m-trifluoromethylphenyl-piperidines of the formula ##STR1## wherein R is selected from the group consisting of hydrogen, branched or straight chain alkyl of 1 to 5 carbon atoms, alkenyl of 3 to 5 carbon atoms, alkynyl of 3 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms and their non-toxic, pharmaceutically acceptable acid addition salts having antidepressive, anorexigenic and antiparkinsonian activity and their preparation and novel intermediates formed therein.
Type:
Grant
Filed:
May 12, 1977
Date of Patent:
March 31, 1981
Assignee:
Roussel Uclaf
Inventors:
Lucien Nedelec, Jacques Guillaume, Claude Dumont
Abstract: Side-chain fluorination of 3-methylpyridine is carried out by reaction with hydrogen fluoride and chlorine in the liquid phase. The main products are 3-trifluoromethylpyridine, 3-chlorodifluoropyridine and 3-difluoromethylpyridine.
Abstract: Novel compounds of the formula ##STR1## wherein n is an integer of from 2 to 5, R is hydrogen, alkyl, alkoxy, halogen or trifluoromethyl, R.sub.1 is hydrogen, alkyl, alkoxy or halogen, X is carbonyl, hydroxymethylene or methylene, and Z is carbonyl or hydroxymethylene and their pharmaceutically acceptable acid addition salts are useful as antipsychotic agents having a low potential for extrapyramidal side effects. The novel compounds are prepared from novel intermediates of formula ##STR2## or their salts wherein R and X have the meanings defined above.
Abstract: A series of 4-(2-hydroxyethylthiomethyl)pyridines and related compounds, and their pharmaceutically acceptable acid addition salts, having antiinflammatory and immunoregulatory activity are disclosed. Preferred compounds include 4-(2-hydroxyethylthiomethyl)pyridine itself, as well as 4-(2-hydroxyphenylthiomethyl)pyridine, 4-(2-hydroxy-1-propylthiomethyl)pyridine, 4-(3-hydroxy-2-butylthiomethyl)pyridine, 4-(2-hydroxyethylthiomethyl)pyrimidine, the acetate esters corresponding to the above compounds, and 4-(2,3-dihydroxy-1-propylthiomethyl)pyridine.
Type:
Grant
Filed:
October 15, 1979
Date of Patent:
January 20, 1981
Assignee:
Pfizer Inc.
Inventors:
Joseph G. Lombardino, Charles A. Harbert
Abstract: Novel azacycloalkanes, azacycloalkenes and derivatives thereof and methods of preparing same are described. These compounds are useful as antidepressants, anticonvulsants, tranquilizers and analgetics.
Type:
Grant
Filed:
January 25, 1979
Date of Patent:
December 23, 1980
Assignee:
American Hoechst Corporation
Inventors:
Lawrence L. Martin, Helen H. Ong, Vernon B. Anderson, Charles A. Crichlow
Abstract: Compounds of the formula ##STR1## where Ar represents a radical selected from the group consisting of 2,6-dichlorophenyl, 2,5-dichlorophenyl, 2-chloro-6-methylphenyl, 2-chloro-4-methylphenyl, 2,6-dichloro-4-bromophenyl, 4-cyanophenyl, 2,5-dimethoxyphenyl, and 2-methyl-5-fluorophenyl, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
Type:
Grant
Filed:
July 16, 1979
Date of Patent:
December 16, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke
Abstract: The invention concerns the novel amine 1-(2-chlorobenzyl)-1,2,3,6-tetrahydropyridine of the formula: ##STR1## and its pharmaceutically acceptable acid-addition salts, which have useful properties in inhibiting the aggregation of blood platelets, and are of application in the treatment or prophylaxis of thrombosis or occlusive vascular disease. The invention also provides pharmaceutical compositions of, and analogy processes for the manufacture of the amine of formula I, or a salt thereof.
Type:
Grant
Filed:
April 2, 1979
Date of Patent:
September 30, 1980
Assignee:
Imperial Chemical Industries Limited
Inventors:
Malcolm Johnson, Stuart D. Mills, Paul J. Phillips
Abstract: 2-(Chloromethyl)pyridine is prepared by the reaction of 2-methylpyridine-N-oxide with phosgene (carbonyl chloride) in the presence of a solvent and an acid acceptor.
Abstract: Novel 3-phenyl-tetrahydropyridines of the formula ##STR1## wherein X is selected from the group consisting of hydrogen and chlorine and R is selected from the group consisting of hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl and alkynyl of 3 to 5 carbon atoms and phenyl alkyl of 1 to 3 alkyl carbon atoms with the proviso that X is not hydrogen when R is benzyl and their non-toxic, pharmaceutically acceptable acid addition salts having remarkable anorexigenic properties and inhibition of serontine collection both in vivo and in vitro and their preparation and novel intermediates.
Type:
Grant
Filed:
February 2, 1979
Date of Patent:
July 22, 1980
Assignee:
Roussel Uclaf
Inventors:
Lucien Nedelec, Jacques Guillaume, Claude Dumont
Abstract: Monochloromethylpyridines are produced by reacting 2- or 4-methylpyridine oxides with phosphoryl chloride in the presence of an organic base. One product, 2-chloromethylpyridine, is formed by reacting 2-picoline-N-oxide with phosphoryl chloride in the presence of triethylamine.
Abstract: Dichloromethylpyridine derivatives are prepared from hydrazino adducts of trichloromethylpyridine compounds by reacting said adducts with an aqueous alkaline solution in the presence of a refluxing carrier medium.
Abstract: Novel substituted imidazo [1,2-a] pyridine compounds are disclosed which have a high degree of anthelmintic activity. The compounds are substituted with a carbamate and a halogenated alkene group. Processes for the preparation of such compounds are also disclosed as well as compositions which use the described compounds as active ingredients for the treatment of helminthiasis.
Abstract: This invention relates to a new water-soluble, tetraphenyl substituted pyridinium salt compound and to a novel process of producing it. This compound finds use as a selective analytical reagent for certain large anions of low charge density.
Abstract: A process for arylating an olefinic compound by addition of an aryl group to a double bond of said olefinic compound consisting in diazotizing an arylamine in an aqueous acidic solution comprising a lower alkanoic acid to form a solution of an aryldiazonium salt and reacting said aryldiazonium salt solution with an olefinic compound in an organic solvent in the presence of a catalytically effective amount of a copper halide.The amount of alkanoic acid is about 15 to 37% by volume of the total solvents used. The alkanoic acid is preferably acetic acid and the copper halide cuprous chloride.
Type:
Grant
Filed:
May 10, 1977
Date of Patent:
March 20, 1979
Assignee:
S.A. P R B en Neerlandais PRB N.V.
Inventors:
Joseph R. Brepoels, Jean-Marie Vaneghem
Abstract: Disclosed herein are substituted diphenylmethyl picolinic acids, pharmaceutically acceptable salts, amides and esters thereof. The compounds disclosed are useful as topical anti-acne agents.