Three-membered Ring In Substituent Q Patents (Class 564/190)
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Patent number: 4358409Abstract: Styryl-cyclopropane derivatives of the formula ##STR1## in which R.sup.9 represents independently of one another when n=2, halogen, cyano, nitro, or an optionally halogen-substituted alkyl, alkoxy, alkylthio or alkylenedioxy radical,n represents zero, 1, 2, 3, 4 or 5,R.sup.10 represents hydrogen or halogenandY represents acetyl, cyano or carbamoyl, are produced by reacting a benzylphosphonic acid ester of the formula ##STR2## in which R.sup.4 each independently represents alkyl or phenyl or together represent alkylene, with a formylcyclopropane derivative of the formula ##STR3## or by reacting an .alpha.-hydroxyphosphonic acid ester of the formula ##STR4## with an olefinating agent of the formula ##STR5## in which Z' represents a phosphorus-containing radical ##STR6## wherein R.sup.5 and R.sup.6 are identical or different and individually represent alkyl, phenyl, alkoxy or pehnoxy or R.sup.5 and R.sup.6 together represent alkanedioxy,R.sup.Type: GrantFiled: April 16, 1980Date of Patent: November 9, 1982Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4356127Abstract: A process for the preparation of a 3-(2,2-dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid derivative of the formula ##STR1## in which Z is acetyl, cyano, carbamoyl, alkoxycarbonyl or --COOZ.sup.1, andZ.sup.1 is a radical customary in the alcohol part of pyrethroids,comprising reacting an .alpha.-hydroxy-phosphonic acid ester of the formula ##STR2## in which R each independently is alkyl or phenyl, or the two radicals R togehter are alkanediyl,with a dichloromethane derivative of the formula ##STR3## in which R.sup.1 and R.sup.2 each independently is alkyl, phenyl, alkoxy or phenoxy, or together are alkanedioxy,in the presence of a base and at a temperature between about -100.degree. and +100.degree. C.Type: GrantFiled: July 2, 1980Date of Patent: October 26, 1982Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4355045Abstract: The invention relates to topically anti-inflammatory 1-phenylethanolamine derivatives of the general formula I: ##STR1## or acid-addition salts thereof, to pharmaceutical compositions thereof, and to analogy processes for their manufacture. A representative compound is 1-(4-amino-3,5-dichlorophenyl)-2-[1,1-dimethyl-2-(2-phenylacetamido)ethyla mino]ethanol. The derivatives are useful in particular for the treatment of inflammatory diseases or conditions of the skin.Type: GrantFiled: August 3, 1978Date of Patent: October 19, 1982Assignee: Imperial Chemical Industries LimitedInventors: John Preston, Austin J. Reeve
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Patent number: 4350824Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen, or an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkyl, aralkenyl or aryl radical, orR.sup.1 and R.sup.2 together form an optionally branched and/or optionally benzo-fused hydrocarbon chain,comprising reacting a carbonyl compound of the formula ##STR2## with a trichloromethanephosphonic acid ester of the formula ##STR3## in which R.sup.3 each individually is an alkyl or phenyl radical, or the two radicals R.sup.3 together are alkanediyl,in the presence of at least an equimolar amount of a phosphorous acid triamide of the formulaP(NR.sup.4.sub.2).sub.3in whichR.sup.4 each independently is an alkyl radical, or the two radicals R.sup.4 together are alkanediyl.Advantageously,R.sup.1 is hydrogen,R.sup.2 a C.sub.2 to C.sub.Type: GrantFiled: February 23, 1981Date of Patent: September 21, 1982Assignee: Bayer AktiengesellschaftInventors: Hans-Jochem Riebel, Fritz Maurer, Uwe Priesnitz
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Patent number: 4342704Abstract: A process for the preparation of a 1,1-dichloroalkene of the formula ##STR1## in which R.sup.1 is hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, aralkyl or aryl radical, andR.sup.2 is an optionally substituted alkyl, alkenyl, alkynyl, aralkyl, aralkenyl or aryl radical, or cycloalkyl which is optionally substituted by halogen, alkyl, alkanoyl, carbamoyl, cyano or phenyl, orR.sup.1 and R.sup.2 together form a hydrocarbon chain which is optionally branched and/or optionally contains a fused benzene ring,comprising reacting an aldehyde or ketone of the formula ##STR2## with a dichloromethane-phosphonic acid ester of the formula ##STR3## in which R.sup.3 each independently is alkyl or phenyl or the two radicals R.sup.3 together are alkanediyl,in the presence of a base at a temperature between about -50.degree. and +50.degree. C.Type: GrantFiled: July 2, 1980Date of Patent: August 3, 1982Assignee: Bayer AktiengesellschaftInventors: Hellmut Hoffmann, Fritz Maurer, Uwe Priesnitz, Hans-Jochem Riebel
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Patent number: 4337268Abstract: N-Oximinoalkyl-anilides of the formula ##STR1## in which R.sup.1 represents hydrogen, alkyl or halogen,R.sup.2 represents hydrogen or alkyl,R.sup.3 represents hydrogen or alkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 represents hydrogen or alkyl,R.sup.6 represents hydrogen, alkyl, alkenyl, alkynyl, alkoxyalkyl, alkylthioalkyl or optionally substituted aralkyl andR.sup.7 represents furyl, tetrahydrofuryl, thiophenyl, or tetrahydrothiophenyl; isoxazolyl which is optionally substituted in alkyl; alkyl, alkenyl or alkynyl, in each case optionally substituted by cyano or thiocyano; dihalogenoalkyl or cycloalkyl; or the grouping --CH.sub.2 Az, --CH.sub.2 --OR.sup.8, --.sub.CH.sub.2 --SR.sup.8, --OR.sup.8, --SR.sup.8, --CH.sub.2 --OSO.sub.2 R.sup.8, --COOR.sup.8 or ##STR2## wherein R.sup.8 represents an optionally substituted alkyl, alkenyl, alkynyl or alkoxyalkyl radical andAz represents pyrazol-1-yl, 1,2,4-thiazol-1-yl or imidazol-1-yl,which possess fungicidal activity.Type: GrantFiled: May 15, 1980Date of Patent: June 29, 1982Assignee: Bayer AktiengesellschaftInventors: Jorg Stetter, Wilhelm Brandes
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Patent number: 4336062Abstract: Novel compounds having the formula ##STR1## in which X is (H).sub.2 or (CH.sub.3).sub.2 ; Y is oxygen or sulfur; R.sub.1 is alkyl, lower alkenyl, cyclopropyl, lower alkoxy, thio-lower alkyl or ##STR2## R.sub.2 and R.sub.3 are independently hydrogen, lower alkyl, lower alkenyl, or lower alkoxy and n is 0 or 1. The compounds have been found to possess herbicidal activity.Type: GrantFiled: May 16, 1978Date of Patent: June 22, 1982Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4330482Abstract: In the process for the production of a halogenoalkene of the formula ##STR1## in which R.sup.1 is an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, cycloalkenyl, aralkyl, aralkenyl or aryl radical or an optionally substituted heterocyclic radical,R.sup.2 represents a halogen atom, a cyano group, an optionally substituted alkyl, alkenyl, alkinyl, cycloalkyl, aralkenyl, aryl, alkylcarbonyl, arylcarbonyl, alkoxycarbonyl or aminocarbonyl radical or an optionally substituted heterocyclic radical, andX is a halogen atom,in which an .alpha.-hydroxy-phosphonic acid ester of the formula ##STR2## in which R.sup.3 each independently is an alkyl or phenyl radical, or the two radicals R.sup.3 together are an alkanediyl (alkylene) radical,is reacted with a phosphorus-containing olefinating agent of the formula ##STR3## in which Z.sup.1 is the phosphorus-containing radical ##STR4## R.sup.4 and R.sup.5 each independently is an alkyl, phenyl, alkoxy or phenoxy radical or together are an alkanedioxy radical, andR.Type: GrantFiled: December 18, 1980Date of Patent: May 18, 1982Assignee: Bayer AktiengesellschaftInventor: Hellmut Hoffmann
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Patent number: 4329363Abstract: The present application discloses a method of correcting an imbalance of immune homeostasis caused by cytostatic treatment or radiotherapy by administering to a patient in need of such treatment an effective amount of a novel substituted mercapto acid amide and pharmaceutical compositions containing such novel substituted mercapto acid amides.Type: GrantFiled: January 16, 1980Date of Patent: May 11, 1982Assignee: Merck & Co., Inc.Inventors: Conrad P. Dorn, Howard Jones
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Patent number: 4328168Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of a cyclic polyether compound and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.Type: GrantFiled: October 27, 1980Date of Patent: May 4, 1982Assignee: Emery Industries, Inc.Inventor: Richard G. Fayter, Jr.
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Patent number: 4328169Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yield. For the process an alkylating agent and activated methylene compound are reacted in the presence of an alkylene oxide derivative and alkali metal compound. Water can also be present and/or the reaction may be carried out in an inert organic diluent.Type: GrantFiled: October 27, 1980Date of Patent: May 4, 1982Assignee: Emery Industries, Inc.Inventor: Allen L. Hall
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Patent number: 4327111Abstract: Mammalian collagenase is inhibited by compounds having the formula ##STR1## or a salt thereof, wherein R.sub.1 is hydrogen, alkanoyl of 2 to 10 carbon atoms, or arylcarbonyl; ##STR2## wherein R.sub.4 is hydrogen, alkyl or aryl; R.sub.3 is alkyl of 3 to 8 carbon atoms, cycloalkyl of 3 to 7 carbon atoms, aryl or arylalkyl; andn is an integer of 1 to 20.Type: GrantFiled: July 14, 1980Date of Patent: April 27, 1982Assignee: E. R. Squibb & Sons, Inc.Inventors: Joseph E. Sundeen, Tamara Dejneka
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Patent number: 4313005Abstract: This invention relates to a process for reducing amidine formation during reduction of organonitriles. The process comprises including a boron compound in the reaction medium in sufficient amount to complex the amidine compound as it is formed.Type: GrantFiled: April 3, 1980Date of Patent: January 26, 1982Assignee: Air Products and Chemicals, Inc.Inventors: Michael E. Ford, Randall J. Daughenbaugh
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Patent number: 4311858Abstract: The disclosure herein relates to a new process for the preparation of N-(halomethyl) acylamides by reacting the corresponding N-(alkoxymethyl) acetamide with a hydrogen halide.Type: GrantFiled: December 1, 1980Date of Patent: January 19, 1982Assignee: Monsanto CompanyInventor: John P. Chupp
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Patent number: 4309433Abstract: An aminoalkylbenzene derivative of the formula: ##STR1## [wherein A is oxygen or sulfur;Y is oxo, thioxo, or cyanoimino;a is an integer of 1 to 3;b is an integer of 0 to 3;c is an integer of 1 to 4;R.sup.1 is alkyl;R.sup.2 is hydrogen or alkyl; orR.sup.1 and R.sup.2 taken together represent pyrrolidinyl;R is hydrogen, cycloalkyl, trihaloalkyl, alkoxy, dialkylamino, aryl, aroyl, heterocyclic group, or a group of the formula: ##STR2## (wherein R.sup.3 is hydrogen, halogen, amino, alkyl, alkylamino, dialkylamino, alkylthio, or aryloxy;R.sup.4 is hydrogen, alkyl, alkenyl, aryl, or heterocyclic group; orR.sup.3 and R.sup.4 taken together represent alkylidene or aralkylidene;with the proviso that the above aryl, aroyl, and heterocyclic group can be substituted by 1 to 3 substituents] and its pharmaceutically acceptable acid addition salts being useful as histamine H.sub.2 blockers, especially peptic ulcer remedies, are provided via several routes.Type: GrantFiled: June 30, 1980Date of Patent: January 5, 1982Assignee: Shionogi & Co., Ltd.Inventors: Kentaro Hirai, Teruyuki Ishiba, Shigeru Matsutani, Itsuo Makino, Toshio Fujishita, Masami Doteuchi, Koichi Otani
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Patent number: 4309424Abstract: Novel 4-phenyl-1,3-benzodiazepines, novel intermediates thereof, and methods of preparing same are described. These benzodiazepines are useful as antidepressants, analgetics and anticonvulsants.Type: GrantFiled: November 5, 1979Date of Patent: January 5, 1982Assignee: Hoechst-Roussel Pharmaceuticals IncorporatedInventors: Lawrence L. Martin, Manfred Worm, Charles A. Crichlow
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Patent number: 4301083Abstract: Polyoxyalkylene compounds having at least four oxyalkylene units and one or two terminal hydroxyl groups are etherified by reacting same with organic primary chlorides or bromides in the presence of an aqueous, at least 30% by weight solution of sodium or potassium hydroxide to produce the corresponding etherified polyoxyalkylene derivatives. The molar ratio of the organohalide to the hydroxyl group(s) of the polyoxyalkylene compound is at least 1.2, and the molar ratio of the alkali metal hydroxide to such hydroxyl group(s) is at least 1.Type: GrantFiled: January 2, 1980Date of Patent: November 17, 1981Assignee: Kuraray Co., Ltd.Inventors: Noriaki Yoshimura, Masuhiko Tamura
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Patent number: 4289770Abstract: New derivatives of 2-benzoyl-4-nitro anilides, their preparation and their use as medicaments.The new chemical derivatives of the invention have the general formula ##STR1## in which R represents a linear or branched alkyl group, an alkenyl group, a cycloalkyl group or a benzyl group,R.sub.1 represents a hydrogen atom, an alkyl group or a hydroxy alkyl group,R.sub.2 represents a hydroxy-alkyl, alkenyl or alkynyl group, possibly substituted one or more times by an alkyl radical, or a cycloalkyl group having three to six carbon atoms;R.sub.1 and R.sub.2 may furthermore form, with the nitrogen atom to which they are attached, a nitrogen heterocycle containing possibly a second heteroatom selected from among oxygen and nitrogen;under the condition, however, that when R.sub.2 represents a hydroxy-alkyl group R.sub.1 may not be a hydrogen atom.Use as hypnotic agents for the treatment of insomnia.Type: GrantFiled: June 13, 1980Date of Patent: September 15, 1981Assignee: Pierre Fabre S.A.Inventors: Henri Cousse, Gilbert Mouzin
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Patent number: 4288621Abstract: The present invention relates to halo-substituted 2,2 dimethylcyclopropaneamides, useful as intermediates for the preparation of imidates having pesticidal properties.Type: GrantFiled: June 2, 1980Date of Patent: September 8, 1981Assignee: Zoecon CorporationInventors: Gustave K. Kohn, Ted A. Baer
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Patent number: 4286106Abstract: The present invention relates to novel organic compounds, useful as antidepressant agents. Further provided are novel methods for the preparation of these compounds and pharmaceutical compositions and methods of use. Particular compounds comprising an aspect of the present invention are N-[.omega.-(dimethylamino)alkyl]-3',4'-dichloropropionanilides.Type: GrantFiled: July 30, 1979Date of Patent: August 25, 1981Assignee: The Upjohn CompanyInventors: Michael P. Kane, Jacob Szmuszkovicz
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Patent number: 4265658Abstract: Compounds having the formula ##STR1## in which X is hydrogen, chloro or bromo; R is hydrogen or lower alkanoyl; R.sub.1 is lower alkyl, cyclopropyl or NR.sub.3 R.sub.4 ; R.sub.2 is hydrogen or lower alkanoyl; and R.sub.3 and R.sub.4 are independently hydrogen or lower alkyl, are useful as herbicides, primarily for post-emergent application.Type: GrantFiled: September 20, 1978Date of Patent: May 5, 1981Assignee: Stauffer Chemical CompanyInventor: Raymond A. Felix
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Patent number: 4252739Abstract: This invention provides a convenient and commercially adaptable process for the preparation of vinylcyclopropane derivatives in high yields. The process involves reacting an alkylating agent and an activated methylene compound in the presence of an onium compound, an alkali metal compound and water, which while only necessary in trace amounts can be present in substantial quantities.Type: GrantFiled: August 20, 1979Date of Patent: February 24, 1981Assignee: Emery Industries, Inc.Inventors: Richard G. Fayter, Jr., John F. White, Eugene G. Harris
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Patent number: 4248893Abstract: Cyclopropanyl-group-bearing-amides, eg N-[1-(benzyl)-2-(phenyl)ethyl]-cis-2-octyl-cyclopropanoctanamide and N-(.alpha.-methyl-benzyl)-(cis)-2-octyl-cyclopropanoctanamide, are useful as pharmaceutical agents and are obtainable, eg by reacting a mixed anhydride of a cyclopropanyl-group bearing-long chain carboxylic acid with an appropriate amino compound.Type: GrantFiled: February 5, 1979Date of Patent: February 3, 1981Assignee: Sandoz, Inc.Inventors: Faizulla G. Kathawala, John G. Heider
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Patent number: 4233055Abstract: This invention comprises new compounds and a composition for influencing, in particular for inhibiting, plant growth, which contains as active compound at least one quaternary ammonioalkancarboxylic acid anilide of the formula I ##STR1## wherein each of R.sub.1 to R.sub.5 independently represents a hydrogen atom or any indentical or different substituent,each of R.sub.6 to R.sub.8 independently represents an identical or different radical selected from the group consisting of alkyl, substituted alkyl, cycloalkyl, alkenyl, alkynyl, while two alkyl group together with the nitrogen atom can also form a saturated heterocyclic ring or three groups together can form an unsaturated heterocyclic ring a "alkylene" represents a saturated or unsaturated hydrocarbon bridge of 1 to 3 carbon atoms andX represents the anion of a non-phytotoxic acid HX.Type: GrantFiled: December 11, 1978Date of Patent: November 11, 1980Assignee: Ciba-Geigy CorporationInventor: Henry Martin
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Patent number: RE30837Abstract: N-(2-aminocycloheptyl)N-alkanoylanilides and their 2-N-oxides of the formula ##STR1## e.g., trans-3,4-dichloro-N-[2-(allylamino)cycloheptyl]propionanilide, and their pharmacologically acceptable salts, have been found to possess potent Central Nervous System antidepressant properties. Many of them are new.These compounds are promising antidepressant drugs which are characterized by lower toxicity than imipramine, and long acting activity which may allow longer durations between administrations, e.g., once a day. Pharmaceutical compositions containing these compounds and a process for treating conditions of depression with these compositions are disclosed.Type: GrantFiled: September 24, 1980Date of Patent: December 29, 1981Assignee: The Upjohn CompanyInventor: Jacob Szmuszkovicz