The -c(=x)- Group And The Piperidine Ring Are Bonded Directly To The Same Chalcogen Patents (Class 546/222)
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Patent number: 4720494Abstract: This invention relates to novel chemical compounds, methods and compositions for inhibiting the production of human perspiration, especially axillary perspiration. More particularly, the practice of the invention comprises the topical application to the axiallary area or other perspiration-producing portion of the body of an anticholinergic eucatropine ester having reduced mydriatic activity and distributed in a suitable dermatologically acceptable carrier.Type: GrantFiled: November 5, 1984Date of Patent: January 19, 1988Assignee: The Gillette CompanyInventors: Carl Felger, Edith Shulman
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Patent number: 4683304Abstract: The invention relates to a process for preparing an acyl-lactam compound characterized in that the reaction product of a lactam with a dicarboxylic acid anhydride is reacted with a polyol at a temperature of 150.degree. C. at most. These acyl-lactam compounds are very suitable as activator in the preparation of nylon block copolymers, more specifically in the RIM or RRIM systems.Type: GrantFiled: December 13, 1985Date of Patent: July 28, 1987Assignee: Stamicarbon B.V.Inventors: Albert A. Van Geenen, Jozef J. M. Bongers
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Patent number: 4673701Abstract: Alkylidene bisphenol phosphites and phosphates having 2,2,6,6-tetramethyl piperidinyl groups are provided having the formula: ##STR1## wherein: R.sub.1 is alkyl having from one to about twelve carbon atoms;R.sub.2, R.sub.3 and R.sub.4 are each selected from the group consisting of hydrogen and alkyl having from one to about twelve carbon atoms;m is 0 or 1;n is 0 or 1;X is selected from the group consisting of ##STR2## wherein: R.sub.5 is selected from the group consisting of hydrogen, oxyl O.sup.2, alkyl having from one to about twelve carbon atoms; arylalkyl having from seven to about eighteen carbon atoms; 2,3-epoxypropyl, acyl having from one to about eight carbon atoms and ##STR3## in which R.sub.6 is selected from the group consisting of hydrogen, alkyl having from one to about twelve carbon atoms and phenyl, and Y.sub.1 is selected from the group consisting of hydrogen; acyl having from one to about twelve carbon atoms; and ##STR4## Z.sub.1 is selected from the group consisting of ##STR5## wherein R.Type: GrantFiled: December 28, 1984Date of Patent: June 16, 1987Assignee: Adeka Argus Chemical Co., Ltd.Inventors: Motonobu Minagawa, Yutaka Nakahara, Toshihiro Shibata, Ryozo Arata
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Patent number: 4673683Abstract: R.sup.2 and R.sup.3 are hydrogen or alkyl,R.sup.4 is hydrogen, alkyl, alkenyl, alkynyl, haloalkyl, haloalkenyl, unsubstituted or substituted aralkyl, COR.sup.5, CO.sub.2 R.sup.6 or CONR.sup.7 R.sup.8,R.sup.5 and R.sup.6 are alkyl, unsubstituted or substituted aryl or unsubstituted or substituted aralkyl,R.sup.7 and R.sup.8 are hydrogen, alkyl, unsubstituted or substituted aryl or unsubstituted or substituted aralkyl andn is 0, 1, 2 or 3,and its plant-tolerated acid addition salts, excluding the compounds where, simultaneously, R.sup.4 is hydrogen, acetyl or propionyl, n is 0 or 1 and R.sup.1, R.sup.2 and R.sup.3 are hydrogen, and fungicides containing the novel piperidines and salts.Type: GrantFiled: September 5, 1985Date of Patent: June 16, 1987Assignee: BASF AktiengesellschaftInventors: Ernst Buschmann, Ludwig Schuster, Norbert Goetz, Ernst-Heinrich Pommer, Eberhard Ammermann
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Patent number: 4584303Abstract: Compounds are disclosed of the formula ##STR1## optically active isomeric forms thereof, and/or pharmaceutically acceptable acid addition salts thereof, in which formula: R is defined in the disclosure.Type: GrantFiled: April 17, 1985Date of Patent: April 22, 1986Assignee: The BOC Group, Inc.Inventors: Bao-Shan Huang, Ross C. Terrell, Kirsten H. Deutsche, Linas V. Kudzma, Nhora L. Lalinde
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Patent number: 4558131Abstract: Compounds which contain in their molecule both a hydroquinone monoether or resorcinol monoether radical and a polyalkylpiperidine radical are effective stabilizers for photographic dyes and their intermediates. In particular, they act as stabilizers against damage by light.Type: GrantFiled: December 15, 1983Date of Patent: December 10, 1985Assignee: Ciba-Geigy AGInventors: David G. Leppard, Jean Rody
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Patent number: 4508724Abstract: Novel aryloxymethylpyrrolidinols and piperidinols are provided of the formula: ##STR1## wherein R.sup.1 is hydrogen, loweralkyl and phenylloweralkyl; R.sup.2 is hydrogen, loweralkyl and acyl; R.sup.3 is phenyl, naphthyl, 4-indanyl and 5-indanyl; m is 2 or 3 and n is 1 or 2; and the pharmaceutically acceptable salts thereof, having antiarrhythmic, antidepressant and antihypertensive activity.Type: GrantFiled: February 3, 1984Date of Patent: April 2, 1985Assignee: A. H. Robins Company, Inc.Inventors: Chandler R. Taylor, Jr., Harold F. Stauffer, Jr.
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Patent number: 4481315Abstract: Compounds which contain, in their molecule, at least one 2-(2'-hydroxyphenyl)-benztriazole group or one 2-hydroxybenzophenone group and at least one polyalkylpiperidine group are effective light stabilizers for organic materials, in particular for polymers. The use of the compounds as light stabilizers for lacquers is of particular importance.Type: GrantFiled: February 28, 1983Date of Patent: November 6, 1984Assignee: Ciba-Geigy CorporationInventors: Jean Rody, Mario Slongo
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Patent number: 4472412Abstract: A fungicidal agent contains a phenylpropylammonium salt of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, unsubstituted or substituted alkyl, unsubstituted or substituted aryl or aralkyl, cycloalkyl, alkoxy, acyl or halogen, R.sup.4 is alkyl, alkenyl or alkoxy, R.sup.5 is alkyl, alkenyl, alkynyl or unsubstituted or substituted aralkyl, R.sup.6 and R.sup.7 are each hydrogen, alkyl, CH.sub.2 OH or OH, X is CH.sub.2, O, S, C.dbd.O, (CH.sub.2).sub.2 or CH.sub.2 CH--R.sup.8 where R.sup.8 is alkyl, m is 0, 1 or 2, n is 0 or 1 and Y.crclbar. is the anion of a non-phytotoxic acid, with the proviso that the bond represented by the broken line may be hydrogenated if m is 0 or 1, and is always hydrogenated if m is 2.Type: GrantFiled: August 24, 1982Date of Patent: September 18, 1984Assignee: BASF AktiengesellschaftInventors: Ernst Buschmann, Bernd Zeeh, Ernst-Heinrich Pommer, Eberhard Ammermann
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Patent number: 4461898Abstract: Mixtures of esters of polyalkylpiperidine derivatives, of the formulae I and II ##STR1## in which the proportions of I to II are 95 to 70% by weight and 5 to 30% by weight, are obtained by reacting about 2 mols of a piperidine of the formula III ##STR2## with 0.9 to 1.3 mols of a diester of the formula IV ##STR3## in the melt at between 100.degree. and 145.degree. C., in the presence of an alkali metal amide as a catalyst.The mixtures of esters thus obtained are very suitable as light stabilizers for plastics.Type: GrantFiled: November 1, 1982Date of Patent: July 24, 1984Assignee: Ciba-Geigy CorporationInventors: Anton Meier, Eduard Troxler
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Patent number: 4448964Abstract: Compounds having coronary and vasodilator effects, a hypotensive effect, and useful as antianginal drugs and drugs for treating hypertension are represented by the following general formula: ##STR1## wherein R.sub.1 and R.sub.2 are the same or different groups and each represents a lower alkyl group, one of R.sub.3 and R.sub.4 represents a lower alkyl group and the other represents a group of the general formula: ##STR2## wherein R.sub.5 represents an aralkyl group or an acyl group and n represents 0 or an integer of 1-3; the pharmaceutically acceptable acid addition salts thereof are also effective therapeutic compounds.Type: GrantFiled: April 13, 1982Date of Patent: May 15, 1984Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Kenji Muto, Minoru Watanabe, Takao Hatta, Toru Sugaya, Yoshinori Takemoto, Nobuhiro Nakamizo
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Patent number: 4444928Abstract: Polymers or oligometic compounds of the general formula ##STR1## in which X, X.sup.a and X.sup.b are an ester, amide or cyano group, Y, Y.sup.a and Y.sup.b are --O-- or --NR.sup.10 --, R.sup.1, R.sup.1a and R.sup.1b are a group which contains a polyalkylpiperidine radical, and R.sup.1a can also be alkyl, and R.sup.3, R.sup.3a and R.sup.3b are alkylene, alkenylene, arylene-dialkylene, cycloalkylene-dialkylene or monooxa-alkylene or polyoxa-alkylene, can be prepared by the polycondensation of malonic acid esters or amides or cyanoacetic acid esters or amides with difunctional compounds, preferably dihalogen compounds, in the presence of bases. The products obtained have a molecular weight of 800 to 20,000 and are outstanding light stabilizers for organic polymers.Type: GrantFiled: August 4, 1982Date of Patent: April 24, 1984Assignee: Ciba-Geigy CorporationInventor: Friedrich Karrer
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Patent number: 4419472Abstract: The invention relates to ester mixtures of polyalkylpiperidine derivatives of the formulae I and II ##STR1## in which R.sub.1 is hydrogen or methyl, R.sub.2 is hydrogen, C.sub.1-12 alkyl, C.sub.3-8 alkenyl, C.sub.7-11 aralkyl, cyanomethyl or C.sub.2-4 acyl, R.sub.3 is C.sub.1-18 alkylene, C.sub.2-18 oxaalkylene, Chd 2-18 thiaalkylene, C.sub.2-18 azaalkylene or C.sub.2-8 alkenylene and R.sub.4 is C.sub.1-4 alkyl. These mixtures are suitable as stabilizers for plastics.Type: GrantFiled: November 16, 1981Date of Patent: December 6, 1983Assignee: Ciba-Geigy CorporationInventors: Godwin Berner, Manfred Rembold, Jean Rody
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Patent number: 4414219Abstract: Novel azacycloalkanes, azacycloalkenes and derivatives thereof and methods of preparing same are described. These compounds are useful as antidepressants, anticonvulsants, tranquilizers and analgetics.Type: GrantFiled: August 1, 1980Date of Patent: November 8, 1983Assignee: American Hoechst CorporationInventors: Lawrence L. Martin, Helen H. Ong, Vernon B. Anderson, Charles A. Crichlow
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Patent number: 4407993Abstract: N-(.beta.-aminoethyl)-3-hydroxy-1,1,6,6-tetramethyl-piperidine and certain of its N- and O-substituted derivatives are useful as light stabilizers for polymeric materials, particularly for thermoplastic polymers and automotive finishes. Preferred compounds include the N-, O-diacyl derivatives.Type: GrantFiled: March 15, 1982Date of Patent: October 4, 1983Assignee: Sandoz Ltd.Inventors: Hans Hinsken, Wolfgang Mueller, Hermann Schneider
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Patent number: 4366162Abstract: Aryl ethers of N-alkyl-piperdines having the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen including F, Cl and Br, a lower alkanoyl group (e.g. alkanoyl of up to five carbon atoms), an alkenyl group (having three to five carbon atoms) or phenoxy, R.sub.2 represents hydrogen, halogen including F, Cl and Br, --CN group, a lower alkoxy group (e.g. alkoxy of up to five carbon atoms), a lower alkanoyl group (e.g. alkanoyl of up to five carbon atoms), an alkenyloxy or alkynyloxy group (having three to five carbon atoms) or a lower alkoxycarbonyl group (e.g. alkoxycarbonyl of up to five carbon atoms), R.sub.3 and R.sub.4 independently represent hydrogen, halogen including F, Cl and Br, a --CF.sub.3 group, a lower alkyl group (e.g. alkyl of up to five carbon atoms) or a lower alkoxy group (e.g. alkoxy of up to five carbon atoms), R.sub.5 represents hydrogen or an acyl group with 2-19 carbon atoms and n=3 or 4, and pharmaceutically acceptable acid addition salts.Type: GrantFiled: October 25, 1978Date of Patent: December 28, 1982Assignee: AB FerrosanInventors: Anders K. K. Bjork, Aina L. Abramo, Bengt E. S. Kjellberg
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Patent number: 4344893Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.Type: GrantFiled: February 25, 1980Date of Patent: August 17, 1982Assignee: The Boots Company LimitedInventors: Leonard G. Copping, John C. Kerry, Thomas I. Watkins, Robert J. Willis, Bryan H. Palmer
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Patent number: 4344877Abstract: A 4-acyloxypiperidine of the formula I ##STR1## in which R.sub.1 denotes C.sub.1 -C.sub.30 -alkyl, C.sub.3 -C.sub.20 -alkenyl, C.sub.3 -C.sub.20 -alkynyl, C.sub.2 -C.sub.30 -cyanoalkyl, C.sub.2 -C.sub.30 -alkoxyalkyl, C.sub.7 -C.sub.20 -aralkyl, 2,3-epoxypropyl, an aliphatic, alicyclic, aromatic, araliphatic or heterocyclic acyl group with 1-20 C atoms or one of the groups --CH.sub.2 COOR.sub.4, --CH.sub.2 -CH(R.sub.5)--OR.sub.6, --COOR.sub.7 or --CONHR.sub.7, in which R.sub.4 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.6 -alkenyl, phenyl, C.sub.7 -C.sub.8 -aralkyl or cyclohexyl and R.sub.5 is hydrogen, methyl or phenyl and R.sub.6 denotes hydrogen or an aliphatic or aromatic, araliphatic or alicyclic acyl group with 1-18 C atoms, in which the aromatic part can optionally be substituted by chlorine, C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.8 -alkoxy and/or by hydroxyl, and R.sub.7 denotes C.sub.1 -C.sub.12 -alkyl, cyclohexyl, phenyl or benzyl, R.sub.2 is hydrogen or C.sub.1 -C.sub.8 -alkyl, R.sub.3 is C.sub.Type: GrantFiled: January 14, 1981Date of Patent: August 17, 1982Assignee: Ciba-Geigy CorporationInventors: Erwin Nikles, Friedrich Karrer
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Patent number: 4340533Abstract: 2,2,6,6-Tetramethylpiperidine derivatives of the formula: ##STR1## wherein m is 0, 1 or 2, R.sub.1 is hydrogen, methyl, ethyl, phenoxymethyl or phenyl and R.sub.2 is C1-C8 alkyl, are excellent stabilizers for synthetic polymers.Type: GrantFiled: September 29, 1980Date of Patent: July 20, 1982Assignee: Ciba-Geigy CorporationInventor: Jean Rody
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Patent number: 4331680Abstract: Novel compounds are described which are substituted benzophenone hydrazones. They have pesticidal activity, especially against insects and acarids, and pesticidal compositions and methods are described. Methods of making the compounds, and novel intermediates, are also described.Type: GrantFiled: August 25, 1980Date of Patent: May 25, 1982Assignee: The Boots CompanyInventors: David P. Giles, John C. Kerry, Antonin Kozlik, Bryan H. Palmer, Stephen W. Shutler, Robert J. Willis
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Patent number: 4289686Abstract: Compounds which contain, in their molecule, at least one 2-(2'-hydroxyphenyl)-benztriazole group or one 2-hydroxybenzophenone group and at least one polyalkylpiperidine group are effective light stabilizers for organic materials, in particular for polymers. The use of the compounds as light stabilizers for lacquers is of particular importance.Type: GrantFiled: September 17, 1979Date of Patent: September 15, 1981Assignee: Ciba-Geigy CorporationInventors: Jean Rody, Mario Slongo
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Patent number: 4275210Abstract: Compositions comprising certain 2-(substituted anilino)benzoxazoles, such as 2-[4-bromo-3-(trifluoromethyl)-anilino]benzoxazole, and methods for using same as immunosuppressive agents, antifertility agents, for the prophylaxis of Marek's disease in chickens and as herbicides.Type: GrantFiled: February 15, 1978Date of Patent: June 23, 1981Assignee: Eli Lilly and CompanyInventor: Charles J. Paget, Jr.
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Patent number: 4263202Abstract: Metal phenolates having at least one piperidinyl group sterically hindered on the nitrogen atom are suitable as additives for organic material.Type: GrantFiled: July 10, 1978Date of Patent: April 21, 1981Assignee: Ciba-Geigy CorporationInventors: Michael Rasberger, Samuel Evans, Paul Moser
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Patent number: 4260410Abstract: Novel N-haloacetylphenylamino carbonyl oximes represented by the formula ##STR1## wherein Ar is phenyl or substituted phenyl; R.sup.1 is halomethyl; R.sup.2 and R.sup.3 are each independently hydrogen, alkyl, phenyl, benzyl, substituted phenyl or benzyl, haloalkyl, cyanoalkyl, alkoxyalkyl, alkylthioalkyl or thiocyanoalkyl; R.sup.4 is hydrogen or alkyl; n is 0 or 1; m is 0 or 1; R is hydrogen, alkyl, alkenyl, alkynyl, alkylthioalkyl, haloalkyl, alkoxyalkyl, cyanoalkyl, phenyl, benzyl, substituted phenyl or benzyl, or R is acyl of the formula ##STR2## wherein R.sup.5 is hydrogen, alkyl, haloalkyl, alkoxyalkyl, alkylthioalkyl, alkoxy, alkylthio, acetonyl, or the group -NR'R" wherein R' and R" are independently hydrogen, alkyl or phenyl; with the proviso that R.sup.2 and R.sup.3 may be joined together to form a carbocyclic ring or a heterocyclic ring; or R and R.sup.2 may be joined together to form a heterocyclic ring; or R and R.sup.3 may be joined together to form a heterocyclic ring.Type: GrantFiled: February 23, 1979Date of Patent: April 7, 1981Assignee: Chevron Research CompanyInventors: William L. Schinski, David C. K. Chan, Irene C. Huang
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Patent number: 4259337Abstract: 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: GrantFiled: May 12, 1977Date of Patent: March 31, 1981Assignee: Roussel UclafInventors: Lucien Nedelec, Jacques Guillaume, Claude Dumont
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Patent number: 4258047Abstract: Pyrazole derivatives of the formula ##STR1## wherein R.sup.1 is H or Cl; R.sup.2 is 1-methyl-4-piperidyloxy-carbonyl, 2-(4-phenylpiperazino)-ethoxycarbonyl, benzoxazol-2-yl, benzthiazol-2-yl, tetrazol-5-yl or 3-R.sup.3 -4-R.sup.4 -thiazolidin-2-yl; R.sup.3 is H, alkanoyl of 1-7 carbon atoms or benzoyl; and R.sup.4 is H or COOH,or a physiologically acceptable salt thereof;possess valuable pharmacological activities.Type: GrantFiled: February 19, 1980Date of Patent: March 24, 1981Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Joachim Gante, Hans-Eckart Radunz, Dieter Orth, Klaus Minck, Albrecht Wild, Michael Klockow
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Patent number: 4248876Abstract: The invention concerns novel piperidine derivatives of the formula (I) ##STR1## and the pharmaceutically acceptable acid addition salts thereof, wherein R.sup.1 represents (lower)alkyl, R.sup.2 represents a phenyl group optionally substituted by one or more (lower)alkyl, (lower)alkoxy, halogen, amino, (lower)alkylamino, di(lower)alkylamino or trifluoromethyl substituents and X represents=O; ##STR2## [where R.sup.3 and R.sup.4 both represent hydrogen, both represent the same (lower)alkyl or one is hydrogen and the other is (lower)alkyl or R.sup.3 and R.sup.4 together represent an alkylene group such that the ##STR3## is a cyclic ketal group containing 2 or 3 carbon atoms]; or ##STR4## [where OR is hydroxy, etherified hydroxy or esterified hydroxy]. The compounds possess anti-depressant activity.Type: GrantFiled: January 3, 1978Date of Patent: February 3, 1981Assignee: John Wyeth & Brother Ltd.Inventor: Alan C. White
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Patent number: 4247694Abstract: The invention relates to metal salts of hydroxybenzoic acids which are complexed with a 4-amino-polyalkylpiperidine derivative or to mixed metal salts of a hydroxybenzoic acid and a polyalkylpiperidine carboxylic acid which may be complexed or not with an 4-amino-polyalkylpiperidine. The metal cation may be that of a di- or trivalent metal such as Ni, Co, Al, Zn or Ca. From hydroxybenzoic acids the 3,5-di-tert.butylbenzoic acid is preferred.These salts are valuable light stabilizers for plastics, especially for polyolefins, styrene polymers and polyamides or polyurethanes respectively. The salts show a strong tendency to retain water. For high compatibility with plastics a low water content is of importance.Type: GrantFiled: October 10, 1978Date of Patent: January 27, 1981Assignee: Ciba-Geigy CorporationInventor: Michael Rasberger
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Patent number: 4244963Abstract: 1-[2-(Alkyl and arylsulfonyl)-2-propenyl and propyl] substituted piperidines of the formula: ##STR1## where A is ##STR2## and R.sub.1 -R.sub.5 are various substituents, are useful as antimicrobial and anti-inflammatory agents.Type: GrantFiled: September 27, 1979Date of Patent: January 13, 1981Assignee: Merck & Co., Inc.Inventors: Nathaniel Grier, Richard A. Dybas, Bruce E. Witzel
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Patent number: 4226999Abstract: A compound of the formula I ##STR1## in which R.sub.2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R.sub.7 and R.sub.8 are hydrocarbon radicals, R.sub.9 is hydrogen or methyl, R.sub.14 is cyano, --CH.sub.2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R.sub.14 is also acyl or nitro, and, when n=1, R.sub.15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R.sub.14 and optionally substituted, or, when n=2, R.sub.15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.Type: GrantFiled: January 5, 1979Date of Patent: October 7, 1980Assignee: Ciba-Geigy CorporationInventors: Roger Malherbe, Michael Rasberger
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Patent number: 4223147Abstract: The invention relates to new methylol derivatives of 2,2,6,6-tetraalkylpiperidines, to their production and to their use as chemically attached stabilizers for polymers containing reactive OH- and NH-groups.Type: GrantFiled: September 19, 1977Date of Patent: September 16, 1980Assignee: Bayer AktiengesellschaftInventors: Harald Oertel, Paul Uhrhan, Reinhard Lantzsch, Ernst Roos, Hans Schroer, Dieter Arlt
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Patent number: 4219464Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or together lower alkylene,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl, alkyl substituted benzyl, or acyl,R.sub.4 is alkylene of 1 to 4 carbon atoms substituted with alkyl or alkenyl of 1 to 18 carbon atoms, alkenylene of 1 to 4 carbon atoms, cycloalkylene, cycloalkenylene, bicycloalkylene, bicycloalkenylene, or phenylene,M is hydrogen or a metal, andz has a value of from 1 to 4, and either (a) R.sub.5 is alkyl of 1 to 6 carbon atoms, R.sub.6 is alkyl of 1 to 6 carbon atoms, and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms, provided that R.sub.7 and R.sub.8 are not both hydrogen, or(b) R.sub.5 and R.sub.6 are together lower alkylene and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms,are good light stabilizers.Type: GrantFiled: May 30, 1978Date of Patent: August 26, 1980Assignee: Ciba-Geigy CorporationInventors: Chester E. Ramey, John J. Luzzi
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Patent number: 4205085Abstract: This disclosure describes novel 4-(polyfluoroalkylamino)phenyl compounds useful as hypolipidemic and antiatherosclerotic agents.Type: GrantFiled: March 9, 1978Date of Patent: May 27, 1980Assignee: American Cyanamid CompanyInventor: Robert G. Shepherd
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Patent number: 4197236Abstract: Compounds of the general formula I ##STR1## or their acid addition salts in which one of R.sub.1 and R.sub.3 is --OH and the other is hydrogen and R.sub.2 denotes C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.6 -C.sub.10 -aryl or C.sub.7 -C.sub.9 -aralkyl and R.sub.4 and R.sub.5 are hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, C.sub.6 -C.sub.10 -aryl or C.sub.7 -C.sub.9 -aralkyl and R.sub.6 denotes hydrogen, C.sub.1 -C.sub.12 -alkyl, C.sub.5 -C.sub.7 -cycloalkyl, phenyl or benzyl and R.sub.7 is hydrogen or C.sub.1 -C.sub.8 -alkyl and R.sub.8 is hydrogen, oxyl, C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.6 -alkenyl, C.sub.3 -C.sub.4 -alkinyl, C.sub.2 -C.sub.21 -alkoxyalkyl, C.sub.7 -C.sub.8 -aralkyl, 2,3-epoxypropyl, an aliphatic acyl group with 1-4 C atoms or one of the groups --CH.sub.2 COOR.sub.9, --CH.sub.2 --CH(R.sub.10)--OR.sub.11, --COOR.sub.12 or -- CONHR.sub.12, in which R.sub.9 is C.sub.1 -C.sub.12 -alkyl, C.sub.3 -C.sub.6 -alkenyl, phenyl, C.sub.7 -C.sub.Type: GrantFiled: August 7, 1978Date of Patent: April 8, 1980Assignee: Ciba-Geigy CorporationInventors: Siegfried Rosenberger, Samuel Evans
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Patent number: 4197241Abstract: The invention concerns novel 2-oxo-hexahydroazepine, -piperidine and -pyrrolidine derivatives of formula (I) and their aromatized derivatives of formula (II) ##STR1## where n is 2, 3 or 4, R is hydrogen, lower alkyl or aryl(lower)alkyl, R.sup.2 is hydrogen, lower alkyl or aryl(lower)alkyl and R.sup.3 is hydrogen, lower alkyl, aryl(lower)alkyl, lower alkenyl or lower alkynyl. The compounds are useful as intermediates for preparing 3,3-disubstituted -hexahydroazepine, -piperidine and -pyrrolidine compounds having pharmacological activity, particularly analgesic activity.Type: GrantFiled: November 15, 1978Date of Patent: April 8, 1980Assignee: John Wyeth & Brother LimitedInventors: John F. Cavalla, Alan C. White
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Patent number: 4191682Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or together lower alkylene,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl, alkyl substituted benzyl, or acyl,R.sub.4 is alkylene, alkyl-thio-alkyl or alkyl-oxo-alkyl,M is hydrogen or a metal, and z has a value of from 1 to 4, and either(a) R.sub.5 is alkyl of 1 to 6 carbon atoms, R.sub.6 is alkyl of 1 to 6 carbon atoms, and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms, provided that R.sub.7 and R.sub.8 are not both hydrogen, or(b) R.sub.5 and R.sub.6 are together lower alkylene and R.sub.7 and R.sub.8 are independently hydrogen or alkyl of 1 to 5 carbon atoms,are good light stabilizers. The carboxylic acids are prepared for example, from 2,3,6-trimethyl-2,6-diethylpiperidin-4-ol and sebacic acid to give 2,3,6-trimethyl-2,6-diethyl-4-piperidyl hydrogen sebacate.Type: GrantFiled: June 22, 1978Date of Patent: March 4, 1980Assignee: Ciba-Geigy CorporationInventors: Chester E. Ramey, John J. Luzzi
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Patent number: 4191829Abstract: Compounds having the formula ##STR1## wherein R.sub.1 and R.sub.2 are lower alkyl or cycloalkyl,R.sub.3 is hydrogen, alkyl, methoxyethyl, alkenyl, propargyl, benzyl or alkyl substituted benzyl,R.sub.4 is alkylene of 1 to 4 carbon atoms substituted with alkyl or alkenyl of 1 to 18 carbon atoms, alkenylene of 1 to 4 carbon atoms, cycloalkylene, cycloalkenylene, bicycloalkylene, bicycloalkenylene, or phenyllene,M is hydrogen or a metal, andz has a value of from 1 to 4,are good light stabilizers. The carboxylic acids are prepared for example, from 2,2,6,6-tetramethylpiperidin-4-ol and cyclohexane-1,2-dicarboxylic anhydride to give (O-mono (2,2,6,6-tetramethylpiperidin-4-ol)cyclohexane(1,2-dicarboxylate. The metal salts of the acids are readily prepared by reacting the acids or their salts with a reactive form of the metal or metal complex.Type: GrantFiled: April 25, 1978Date of Patent: March 4, 1980Assignee: Ciba-Geigy CorporationInventors: Chester E. Ramey, John J. Luzzi
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Patent number: 4174210Abstract: Novel N-haloacetylphenylamino carbonyl oximes represented by the formula ##STR1## wherein Ar is aryl, R.sup.1 is halomethyl, R.sup.2 is hydrogen, alkyl or aryl, R.sup.3 is hydrogen, alkyl or aryl, n is 0 or 1 and R is hydrogen, aryl, alkyl, alkenyl or alkynyl, with the proviso that R.sup.2 and R.sup.3 may be joined together to form a carbocyclic ring of 5 to 6 carbon atoms or a heterocyclic ring of one N, O or S hetero atom and 4 to 5 carbon atoms. The oxime compounds are useful as herbicides and plant growth regulators.Type: GrantFiled: March 31, 1978Date of Patent: November 13, 1979Assignee: Chevron Research CompanyInventors: William L. Schinski, Irene C. Huang, David C. K. Chan
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Patent number: 4166820Abstract: Selenium compounds, and a method of their preparation, are disclosed which have a structure that renders the compounds useful in immunoassays or in competitive protein binding assays wherein either radio-labeled selenium compounds or nonradioactive selenium compounds are used respectively, with radiologic or fluorometric analysis. One class of these compounds have the generalized structural formula of: ##STR1## wherein: X is hydrogen or oxo;R.sub.1 and R.sub.2, together, are ethylene, trimethylene, or 5,6-phenylene;R.sub.3 is alkylene of 1 to 6 carbons;R.sub.4 is alkyl or isoalkyl of 1 to 6 carbons, phenyl or benzyl; orR.sub.3 and R.sub.4 together are 1,2,3-propanetriyl;And n is 1 or 2. The compounds in the aforementioned structure are N-pyrrolidine derivatives wherein R.sub.1 and R.sub.2 together are ethylene; N-succinimdyl derivatives when R.sub.1 and R.sub.2 together are ethylene and the X groups are oxo groups; N-phthalimidyl derivatives when R.sub.1 and R.sub.Type: GrantFiled: August 4, 1977Date of Patent: September 4, 1979Inventor: Julian E. Spallholz
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Patent number: 4153803Abstract: Compounds possessing pharmaceutical activity as substances able to lower the level of fatty substances in the blood possess the following general formula: ##STR1## wherein R represents hydrogen, halogen, hydroxy or alkyl or alkoxy containing from 1 to 4 carbon atoms;A.sup.1 and A.sup.2 which can be the same or different are hydrogen or alkyl containing from 1 to 9 carbon atoms such that A.sup.1 and A.sup.Type: GrantFiled: March 1, 1977Date of Patent: May 8, 1979Assignee: Siegfried AktiengesellschaftInventors: Kurt Thiele, Quazi Ahmed, Rudolf Adrian, Ulrich Jahn
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Patent number: 4148784Abstract: A compound of the formula I ##STR1## in which R.sub.2 is an optionally substituted 4-piperidinyl bonded via oxy or imino, or an optionally substituted 2-(piperidino)-ethoxy, n is 1 or 2, R.sub.7 and R.sub.8 are hydrocarbon radicals, R.sub.9 is hydrogen or methyl, R.sub.14 is cyano, --CH.sub.2 OH, a hydroxymethyl which is C-substituted by an optionally substituted 4-piperidinyl bonded via oxy or imino, or by an optionally substituted 2-(piperidino)-ethoxy, or R.sub.14 is also acyl or nitro, and, when n=1, R.sub.15 is hydrogen, a substituted hydroxybenzyl, an optionally substituted hydrocarbon radical, an optionally substituted 4-piperidinyl, or alkylene which is optionally linked to R.sub.14 and optionally substituted, or, when n=2, R.sub.15 is a direct bond or an optionally interrupted hydrocarbon radical, and its salts as stabilizers for organic material.Type: GrantFiled: December 16, 1976Date of Patent: April 10, 1979Assignee: Ciba-Geigy CorporationInventors: Roger Malherbe, Michael Rasberger
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Patent number: 4145435Abstract: Cis- and trans-N-(2-aminocycloaliphatic)-2-arylacetamide derivative compounds of the formula ##STR1## e.g., N-?2-(N', N'-dimethylamino)cyclohexyl!-N-methyl-2-(4-bromophenyl)acetamide and trans-N-methyl-N-?2-(1-pyrrolidinyl)cyclohexyl!acetamide, 2-(3,4-dichlorophenyl) and their pharmaceutically acceptable salts, have been found to have potent analgesic activity, and the preferred compounds have in addition only low to moderate apparent physical dependence liability, compared to morphine and methadone. As analgesics they would be useful also as antitussives. Processes for preparation of these compounds are also disclosed. This invention also includes compositions containing these compounds useful in pharmaceutical dosage unit form for alleviating pain in humans and animals, as well as methods for alleviating pain in animals and humans with these compositions.Type: GrantFiled: November 12, 1976Date of Patent: March 20, 1979Assignee: The Upjohn CompanyInventor: Jacob Szmuszkovicz
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Patent number: 4141883Abstract: Polymers, both natural and synthetic, are stabilized against the deterioration resulting from heat and/or light by the incorporation of certain 2,2,6,6-tetra-substituted-4-piperidinol derivatives which additionally have an alkyl, alkenyl, alkynyl or aralkyl substituent at one or both of the 3- and 5- positions.Type: GrantFiled: July 8, 1977Date of Patent: February 27, 1979Assignees: Sankyo Company, Limited, Ciba-Geigy CorporationInventors: Nobuo Soma, Tomoyuki Kurumada, Heimo Brunetti, Jean Rody
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Patent number: RE31342Abstract: New 1- and 4-substituted piperidines are stabilizers for organic material. They are produced by reacting corresponding 1-substituted piperidinols with acid chlorides or corresponding 4-substituted piperidines with a compound introducing into the 1-positon a residue.Type: GrantFiled: September 1, 1978Date of Patent: August 9, 1983Assignee: Ciba-Geigy CorporationInventors: Brian Holt, Donald R. Randell
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Patent number: RE31343Abstract: New 1- and 4-substituted piperidines are stabilizers for organic material. They are produced by reacting corresponding 1-substituted piperidinols with acid chlorides or corresponding 4-substituted piperidines with a compound introducing into the 1-position a residue.Type: GrantFiled: September 1, 1978Date of Patent: August 9, 1983Assignee: Ciba-Geigy CorporationInventors: Brian Holt, Donald R. Randell