Abstract: Novel 4-pyridinamine derivatives having the formula ##STR1## [where R.sup.1 and R.sup.2 are aryl or heteroaryl (optionally linked together by a lower alkylene bridge) or one of R.sup.1 and R.sup.2 is aryl or heteroaryl and the other of R.sup.1 and R.sup.2 is lower alkyl or ar(lower)alkyl, R.sup.3 and R.sup.4 are each hydrogen or lower alkyl and n is 0 or 1] and their non-toxic acid addition salts are described. They show CNS activity and may be used as antidepressant drugs. Some also show stimulant activity.Novel intermediates having the formula ##STR2## are also described.
Abstract: Indole derivatives characterized by having a 1,3,4,9-tetrahydropyrano[3,4-b]indole or 1,3,4,9-tetrahydrothiopyrano[3,4-b]indole nucleus with a hydroxyalkanamine or lower alkoxyalkanamine substituent and a lower alkyl group at position 1 are disclosed. The nucleus is optionally further substituted at position 9 and on the aromatic ring. The derivatives are useful diuretic agents, and methods for their preparation and use are also disclosed.
Type:
Grant
Filed:
May 8, 1978
Date of Patent:
December 18, 1979
Assignee:
American Home Products Corp.
Inventors:
Andre A. Asselin, Leslie G. Humber, Gervais Dionne, Clara Revesz, Amedeo Failli
Abstract: The invention provides compounds of general formula I ##STR1## and pharmaceutically acceptable acid addition and quaternary ammonium salts thereof, wherein R represents hydrogen or lower alkyl, R.sup.1 represents hydrogen or lower alkyl, R.sup.2 represents hydrogen or lower alkyl, R.sup.3 represents hydrogen, halogen, lower alkoxy, hydroxy, or lower alkyl, R.sup.4 represents hydrogen, lower alkyl, cycloalkyl of 5 to 7 carbon atoms, thienyl, furyl, phenyl; phenyl mono- or disubstituted by halogen, lower alkyl, lower alkoxy, hydroxy or trifluoromethyl; or benzoyl, halobenzoyl, lower alkanoyl, cycloalkanoyl of 6 to 8 carbon atoms, or thienoyl, A represents an alkylene, mono- or diketo- or hydroxy-alkylene radical having from 1 to 5 carbon atoms and X is oxygen or sulphur.The compounds exhibit action on the cardiovascular system particularly hypotensive and/or anti-hypertensive activity.
Abstract: Compounds of formula I ##STR1## in which R.sup.1 is hydrogen, halogen, nitro, trifluoromethyl, lower alkyl or lower alkoxy; R.sup.2 is hydrogen or lower alkyl; R.sup.3 is hydroxy, 1H-tetrazol-5-yl or COOR.sup.4 wherein R.sup.4 is hydrogen or lower alkyl, and X is O, S, SO or SO.sub.2, are disclosed. The compounds of formula I are useful for treating allergic conditions. Methods for the preparation and use of the compounds are disclosed.
Abstract: 10b-Azafluoranthene derivatives characterized by having a 1,2,3,3a,5,6-hexahydro-4-oxa(or thia)-10b-azafluoranthene nucleus having an alkanamine substituent at position 3 or 3a are disclosed. The nucleus is optionally further substituted on the aromatic ring. The derivatives are useful antidepressant agents, and methods for their preparation and use are also disclosed.
Abstract: Derivatives of 4,5-dihydro-4-oxofuran-2-carboxylic acid characterized by having two substituents at position 5 and in addition being optionally further substituted at position 3 with a lower alkyl group, as well as esters therefor are disclosed. The foregoing compounds are useful hypolipidemic agents in a mammal. Novel methods for the preparation of these compounds also are disclosed.
Type:
Grant
Filed:
June 5, 1978
Date of Patent:
September 25, 1979
Assignee:
American Home Products Corporation
Inventors:
Ivo L. Jirkovsky, Dushan Dvornik, Mitchell N. Cayen
Abstract: A process for preparing 11-deoxyprostaglandin E.sub.1, E.sub.2 and E.sub.3 and analogs thereof is realized by treating an appropriate di(lower)alkyl 3-(optionally substituted)-2-formylcyclopropane-1,1-dicarboxylate with an ylid prepared from a Wittig reagent of formula (AlkO).sub.2 POCH.sub.2 CO--(c)-CH.sub.3 in which Alk is an alkyl containing one to three carbon atoms and (c) is either (CH.sub.2).sub.q wherein q is an integer from 1 to 6 or cis CH.sub.2 CH.dbd.CH(CH.sub.2).sub.r wherein r is an integer from 0 to 3 to obtain the corresponding compound of formula: ##STR1## in which R.sup.2 is hydrogen, lower alkyl or CH.sub.2 OR.sup.3 wherein R.sup.3 is lower alkanoyl, R.sup.4 is lower alkyl and (c) is as defined herein. The latter compound is reduced with an alkali metal borohydride to yield the corresponding alcohol derivative. Condensation of this alcohol derivative or preferably its corresponding tetrahydropyran-2-yl ether derivative with a triester of formula CH(COOR.sup.6).sub.2 --(a)-(CH.sub.
Type:
Grant
Filed:
January 27, 1978
Date of Patent:
July 17, 1979
Assignee:
Ayerst, McKenna and Harrison Limited
Inventors:
Nedumparambil A. Abraham, Jehan F. Bagli, Tibor Bogri
Abstract: A process for preparing the LH- and FSH-releasing hormone of the formula Ih-- pyr-- His-- Trp-- Ser-- Tyr-- Gly-- Leu-- Arg-- Pro-- Gly-- NH.sub.
Type:
Grant
Filed:
March 29, 1974
Date of Patent:
July 3, 1979
Assignee:
American Home Products Corporation
Inventors:
Hans U. Immer, Verner R. Nelson, Manfred K. Gotz
Abstract: The invention relates to new tetrahydroquinoline derivatives which are intermediates useful in the preparation of anti-ulcer agents. The new derivatives have formula (I) ##STR1## wherein M is sodium, potassium or lithium, R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are the same or different and represent hydrogen, or a lower alkyl, or a phenyl radical, and any of R.sup.4, R.sup.5 and R.sup.6 may be a gem-di-lower alkyl radical.
Type:
Grant
Filed:
February 18, 1975
Date of Patent:
July 3, 1979
Assignee:
John Wyeth & Brother Limited
Inventors:
Adrian C. W. Curran, Roger Crossley, David G. Hill
Abstract: A thixotropic oven cleaning composition, suitable for use in a pump spray, comprising water, 1 to 7% of an alkali selected from sodium hydroxide, potassium hydroxide and lithium hydroxide, a first thickener, a surfactant, a humectant, an organic solvent and a second thickener comprising a thixotropic emulsion of a copolymer of acrylic acid and ethylene, upon shaking, liquefies so that it can be pump sprayed onto soiled oven surfaces. The composition resolidifies upon contacting the oven surfaces and is removed therefrom after reacting with the soil.
Type:
Grant
Filed:
February 13, 1978
Date of Patent:
June 12, 1979
Assignee:
American Home Products Corporation
Inventors:
Susan E. Baturay, Daniel S. Dzury, William J. Lueschen
Abstract: Tropone derivatives substituted with an amino-, thio- or oxy-derivative of oxalic acid or acetic acid are disclosed. In addition, the tropone nucleus can be optionally further substituted. The foregoing compounds are useful for preventing or treating allergic conditions in a mammal. Methods for the preparation and use of the compounds are disclosed.
Abstract: Tropone derivatives substituted with an amino-, thio- or oxy-derivative of oxalic acid or acetic acid are disclosed. In addition, the tropone nucleus can be optionally further substituted. The foregoing compounds are useful for preventing or treating allergic conditions in a mammal. Methods for the preparation and use of the compounds are disclosed.
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: 4-Aryl-4-hydroxythiazolines can be obtained by treatment of aroylmethyl bromides with thiourea or a N-(lower alkyl)thiourea. The hydroxythiazolines are believed to have the formula ##STR1## where Ar is aryl and R is hydrogen or lower alkyl. The compounds are also capable of existing in open chain tautomeric form. The compounds show anti-ulcer activity in mammals.
Abstract: The invention provides a process for preparing indole derivatives in which a compound containing an indole ring linked to an acylamido piperidine ring by a carbonyl alkylene group between the nitrogen of the piperidine and the 3-position of the indole is reduced with alkali-metal borohydride in special solvents so that the carbonyl group is reduced to a CH.sub.2 group.
Abstract: The invention concerns novel guanidine derivatives of the general formula (I) ##STR1## or pharmaceutically acceptable acid addition salts thereof, where.circle.Nrepresents ##STR2## wherein R.sup.1 and R.sup.2 each represent hydrogen, lower alkyl, trifluoromethyl or halogen and R.sup.11 and R.sup.12 each represent hydrogen, lower alkyl, trifluoromethyl or halogen with the proviso that when one or both R.sup.11 or R.sup.12 groups represent halogen then R.sup.1 and R.sup.2 each represent lower alkyl, trifluoromethyl or halogen, R.sup.9 and R.sup.10 each represent hydrogen, lower alkyl or trifluoromethyl and R.sup.13 and R.sup.14 each represent hydrogen, lower alkyl, trifuoromethyl or halogen with the proviso that when one or both R.sup.13 and R.sup.14 groups represent halogen then R.sup.9 and R.sup.10 each represent lower alkyl or trifluoromethyl and R.sup.7 and R.sup.8 each represent hydrogen or lower alkyl and R.sup.3, R.sup.4, R.sup.5 and R.sup.6 each represent hydrogen or lower alkyl or R.sup.4 and R.sup.
Abstract: The invention relates to pharmaceutical compositions for use in treating ulcers or hypersecretion comprising a compound of formula I ##STR1## wherein R is hydrogen, alkyl of 1 to 6 carbon atoms, or COR.sup.3 where R.sup.3 is hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, alkynyl of 2 to 5 carbon atoms or cycloalkyl of 3 to 5 carbon atoms; R.sup.1 is hydrogen or alkyl of 1 to 6 carbon atoms, R.sup.2 is alkyl of 1 to 6 carbon atoms or phenyl optionally substituted by halogen, alkyl of 1 to 6 carbon atoms or alkoxy of 1 to 6 carbon atoms, and R.sup.3 is as defined above, and a pharmaceutically acceptable carrier.
Abstract: This invention relates to compounds having the general formula: ##STR1## WHEREIN W represents a phenyl or indolyl radical, either of which radicals may be unsubstituted or substituted by halogen, lower alkyl, lower alkoxy or hydroxy. A represents a lower alkylene radical, an oxo lower alkylene radical or a hydroxy lower alkylene radical; R represents a phenyl radical optionally substituted by halogen, lower alkyl, lower alkoxy or hydroxy, a cycloalkyl radical of 5 to 7 carbon atoms or a lower alkyl radical; R.sup.1 represents hydrogen or a lower alkyl radical or a pharmaceutically acceptable acid addition or quaternary ammonium salt thereof; which possess hypotensive activity.
Abstract: Tricyclic alkylamines, and their acid addition salts with pharmaceutically acceptable acids, are disclosed. The tricyclic ring system for these compounds is selected from the group consisting of 1,2,3,4-tetrahydrocyclopent[b]indole, 1,2,3,4-tetrahydrocarbazole and 5,6,7,8,9,10-hexahydrocyclohept[b]indole. The compounds are characterized further in that the ring system carbon atom bearing the alkylamine residue is carbon atom 3, 1 and 6 in the respective ring systems and in each case the said carbon atom also is substituted with a lower alkyl. The tricyclic alkylamines are useful antidepressant agents. Methods for their preparation and use are disclosed.
Type:
Grant
Filed:
April 12, 1976
Date of Patent:
December 5, 1978
Assignee:
Ayerst McKenna & Harrison Ltd.
Inventors:
Andre A. Asselin, Leslie G. Humber, Thomas A. Dobson
Abstract: 4-(p-Chlorophenyl)-2-phenyl-5-thiazoleacetic acid and its pharmaceutically acceptable salts are useful as topical anti-inflammatory agents. The compounds can be administered in association with a pharmaceutically acceptable topical carrier.