Abstract: The invention relates to a process for the production of new benzo[b]thiophenes of formula I ##SPC1##whereinPH is optionally substituted o-phenylene, one of the radicals R.sub.1 and R.sub.2 is hydrogen or lower alkyl, and the other of the radicals R.sub.1 and R.sub.2 is optionally C-substituted piperidyl which optionally carries hydroxy on the ring-C-atom bound to the benzo[b]thienyl radical, or which optionally contains a C-C-double bond emanating from this C-atom, and which optionally carries on the N-atom a hydrocarbon radical of aliphatic character, which radical is optionally substituted in a position higher than the 1-position, and of their acid addition salts.These new compounds possess valuable pharmacological properties. In particular they inhibit mono-amine oxidase and further inhibit the absorption of noradrenaline and serotonine in the brain. They are useful as active substances for pharmaceutical preparations for the treatment of mental depressions and psychoses.
Abstract: The new compound 4-amino-3-aminomethylpiperidine is manufactured by hydrogenating 4-amino-3-cyano-1,2,5,6-tetrahydropyridine under pressure and in the presence of ammonia and a hydrogenation catalyst. The 4-amino-3-cyano-1,2,5,6-tetrahydropyridine used as the starting substance can be obtained by cyclization of bis-cyanoethylenated ammonia. The new compound 4-amino-3-aminomethylpiperidine represents a valuable curing agent for epoxide resins, and advantageously 0.5 to 1.3 equivalents of nitrogen-bonded active hydrogen atoms of the 4-amino-3-aminomethylpiperidine are used per 1 equivalent of epoxide groups of the polyepoxide compound.
Abstract: N-Alkylated-8-aminated-2,6-methano-3-benzazocines, useful as strong analgesics, are prepared by one route comprising reduction of 8-nitro intermediates or by another route comprising Birch type reduction of 8-methoxy intermediates followed by dehydration-rearrangement of the oximes of the resulting 8-oxo intermediates.
Abstract: N-substituted-9-hydroxy-6,7-benzomorphans have been found to possess potent narcotic agonist and/or antagonist activity. In particular, the compound 2'-hydroxy-2-cyclobutylmethyl-5-allyl-9.beta.-hydroxy-9.alpha.-methyl-6,7- benzomorphan has been found to possess potent narcotic agonist and antagonist activity. These compounds are prepared by total synthesis and are not derived from opium alkaloids.
Type:
Grant
Filed:
July 9, 1974
Date of Patent:
June 29, 1976
Assignee:
Bristol-Myers Company
Inventors:
Ivo Monkovic, Michel Saucier, Yvon Lambert, Thomas Alfred Montzka
Abstract: A 3-phenoxypropylamine derivative of the formula: ##SPC1##Wherein Y is ##SPC2##(wherein R.sub.1 is a halogen atom or a trifluoromethyl group) or ##SPC3##(wherein R.sub.2 is a lower alkyl group) and its pharmaceutically acceptable salts which are useful as central nervous system depressing agents.
Abstract: Benzene ring substituted benzimidazole-2-carbamate derivatives represented by the formula: ##SPC1##Where R is a lower alkyl group having 1 to 4 carbon atoms; R.sup.1 is --SR.sup.5 or --OR.sup.5 ; and R.sup.5 is aryl. The R.sup.1 substitution is at the 5(6)-position.The compounds are useful as pesticides, particularly as anthelmintic and antifungal agents.
Type:
Grant
Filed:
November 21, 1973
Date of Patent:
June 22, 1976
Assignee:
Syntex (U.S.A.) Inc.
Inventors:
Colin C. Beard, John A. Edwards, John H. Fried
Abstract: Compounds of the formula v,2/12Wherein R.sub.1 is H, lower-alkyl, hydroxyalkyl, phenyl, aralkyl, or --(CH.sub.2) .sub.n --X wherein n is 0-4 and X is --COO-lower-alkyl, C.tbd.N or --COOH and R.sub.2 is H, lower-alkyl or aralkyl, produced by condensing a diamine of the formula ##SPC1##With a nitro compound of the formula R.sub.1 --CH.sub.2 --NO.sub.2 in the presence of formalin or paraformaldehyde, or with the R.sub.1 -- C(CH.sub.2 OH).sub.2 NO.sub.2 reaction product of the above nitro compound and formalin or paraformaldehyde, or with formalin or paraformaldehyde followed by reaction with the above nitro compound, and their acid addition salts, possess antimicrobial activity against both gram-positive and gram-negative bacteria and also against dermatophytes, yeasts and other fungi.
Type:
Grant
Filed:
September 20, 1974
Date of Patent:
June 22, 1976
Assignee:
Schering Aktiengesellschaft
Inventors:
Helmut Biere, Hermann Ulbrich, Hans-Joachim Kessler, Ulrich Redmann
Abstract: A process for preparing triacetonamine, characterized in that acetonine is reacted with acetone in the presence of at least 12.5 mol % based on acetonine of an acid catalyst under anhydrous conditions. Triacetonamine is used as an intermediate for light stabilizer for synthetic polymers.
Abstract: A compound having the formula: ##SPC1##Wherein R represents a hydrogen atom or a lower alkyl group, and X represents a halogen atom; or the acid-addition salt thereof having a distinctive neuroleptic activity.
Abstract: The invention provides indolo[2,3-a]quinolizine derivatives which are active as hypotensive and anti-histamine agents. The invention also provides a pharmaceutical composition comprising an indolo[2,3-a]quinolizine derivative together with a pharmaceutical carrier.
Type:
Grant
Filed:
May 17, 1974
Date of Patent:
June 8, 1976
Assignee:
John Wyeth & Brother Limited
Inventors:
John Leheup Archibald, John Lambert Jackson, Brian John Bushell
Abstract: Certain m-dioxane-5-methylamines are useful analgesic agents and intermediate 2-substituted-1,3-propanediols are useful in the preparation of such compounds.
Abstract: Novel substituted 1,3-dihydrospiro[isobenzofuran]s and methods of preparing the same are described. These compounds are useful as tranquilizers, analgetic agents and intermediates therefor.
Type:
Grant
Filed:
December 12, 1973
Date of Patent:
June 8, 1976
Assignee:
American Hoechst Corporation
Inventors:
Victor J. Bauer, Raymond W. Kosley, Jr.
Abstract: Compounds having the formula ##EQU1## WHEREIN Ar is phenyl optionally substituted by one or more halogens, alkyl having 1 to 4 carbons or alkoxy containing up to 4 carbons, and R.sub.1 and R.sub.2 each is alkyl having one to 4 carbons or ##EQU2## is piperidino, pyrrolidino, morpholino and hexamethyleneimino. The compounds are prepared by reacting the corresponding 2-chloromethyl benzimidazole with ##EQU3## The compounds possess analgesic, antihypertensive, gastric antisecretory, antiinflammatory, antibronchoconstrictive, anticholinergic, spasmolytic, sedative, antiulcerous, vasodilatatory, central nervous system stimulant, antiarythmic, diuretic and antihistaminic properties.
Type:
Grant
Filed:
June 20, 1974
Date of Patent:
June 8, 1976
Assignee:
Delalande S.A.
Inventors:
Claude P. Fauran, Jeannine A. Eberle, Guy M. Raynaud, Nicole A. M. Dorme
Abstract: Cardioactive bispidones and bispidines of the formula ##SPC1##Wherein R is =C=O or --CH.sub.2 -- and R' and R" are alkyl mono- or di-substituted by phenyl, made by a Mannich reaction from formaldehyde, piperidones of the formula ##SPC2##And amines of the formula R"--NH.sub.2.
Type:
Grant
Filed:
June 10, 1975
Date of Patent:
June 8, 1976
Assignee:
Knoll A.G. Chemische Fabriken
Inventors:
Fritz Binnig, Manfred Raschack, Hans-Joerg Treiber
Abstract: Ureas such as 1,3-bis(morpholinothio)-imidazolidinone are used to affect the vulcanization characteristics of sulfur vulcanizable polymers by increasing the state of vulcanization and improving scorch resistance and/or increasing the rate of vulcanization.
Abstract: .alpha.-(Cyclic tert. aminophenoxy)-alkanoic acids, e.g., those of the formula ##EQU1## AND FUNCTIONAL DERIVATIVES THEREOF ARE ANTI-INFLAMMATORY AND HYPOLIPIDEMIC AGENTS.
Abstract: 2,2,6,6-Tetramethyl-4-oxopiperidine is prepared from 2,2,4,4,6-pentamethyl-2,3,4,5-tetramethylpyrimidine (acetonine) by heating in the presence of acetone, diacetone alcohol or water. These regents may be used in excess or an organic solvent is added. The preferred modification is the heating of acetonine hydrate in an excess of acetone or in an acetone-methanol mixture to about 40.degree. to 65.degree.C for several hours. The use of diacetone alcohol permits higher reaction temperatures leading to shorter reaction times.
Type:
Grant
Filed:
June 21, 1974
Date of Patent:
June 1, 1976
Assignee:
Ciba-Geigy Corporation
Inventors:
Ivan Orban, Hanns Lind, Heimo Brunetti, Jean Rody
Abstract: The compounds are alkanesulfonic acid salts of decinine. These salts are water soluble. Decinine and the salts thereof have glucocorticoid-like water diuretic and anti-inflammatory activity.
Type:
Grant
Filed:
August 2, 1974
Date of Patent:
June 1, 1976
Assignee:
SmithKline Corporation
Inventors:
Dale W. Blackburn, Henry Cecil Caldwell
Abstract: N-Arylanilines, further substituted on nitrogen by aroyl, aralkanoyl or aralkyl groups, and wherein one of the aryl groups has a 3- or 4-(aminoalkoxy)substituent, having hypocholesteremic activity, are prepared by a series of O-alkylation, N-acylation or -alkylation, and reduction reactions starting from the appropriate hydroxydiarylamines or benzyl ethers thereof.