Having -c(=x)-, Wherein X Is Chalcogen, Attached Indirectly To A Piperdine Ring By Nonionic Bonding Patents (Class 546/190)
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Patent number: 5504211Abstract: A polyalky-piperidinyl-containing .beta.-aminoacrylic ester derivative represented by the formula I ##STR1## is useful in stabilizing plastic and paints against light, oxygen and heat.Type: GrantFiled: May 31, 1994Date of Patent: April 2, 1996Assignee: BASF AktiengesellschaftInventors: Alexander Aumueller, Alfred Krause, Hubert Trauth
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Patent number: 5488119Abstract: Compounds of formulae I and II ##STR1## wherein D is H or --OR wherein R is phenyl and R.sub.1 to R.sub.4 are H or a substituent such as phenylthio, and one of the substituents R.sub.1, R.sub.2, R.sub.3 and R.sub.4 is a group of formula III--E-CR.sub.5 =C(R.sub.6).sub.2 (III)or R is substituted by a group of formula III, wherein E is a direct bond or --X-C(O)-- wherein X is a linking group, and R.sub.5 and R.sub.6 are each independently of the other H, halogen, C.sub.1 -C.sub.12 alkyl or C.sub.6 -C.sub.10 aryl, can be polymerised to homopolymers or copolymers. The monomers and polymers are reversible photochromic systems which can be used as color indicators, as photochemically modifiable color filters, or for the optical storage of information.Type: GrantFiled: October 12, 1993Date of Patent: January 30, 1996Assignee: Ciba-Geigy CorporationInventors: Evelyn Fischer-Reimann, Walter Fischer
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Patent number: 5476934Abstract: A nitrogen-containing perfluoroalkanoyl peroxide is provided which is represented by the formula: ##STR1## wherein Rf.sub.1 and Rf.sub.2 independently stand for an alkyl group of 1 to 5 carbon atoms, provided that Rf.sub.1 and Rf.sub.2 are joined to each other in one of the three patterns of union, 1) direct union, 2) union through the medium of an oxygen atom or 3) union through the medium of a nitrogen atom to form one of the three rings, i.e. five-membered ring, six-membered ring or seven-membered ring.Type: GrantFiled: August 23, 1994Date of Patent: December 19, 1995Assignee: Agency of Industrial Science & Technology, Ministry of International Trade & IndustryInventors: Haruhiko Fukaya, Takashi Abe, Eiji Hayashi, Yoshio Hayakawa
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Patent number: 5470980Abstract: The instant invention relates to novel hydrazine derivatives of formula III ##STR1## where R.sub.1 is hydrogen, oxyl, hydroxyl, alkyl, of 2 to 4 carbon atoms substituted by one hydroxyl group, allyl, benzyl, benzyl substituted by one of two alkyl of 1 to 4 carbon atoms or alkanoyl of 1 to 8 carbon atoms, and X is --O-- or --NR.sub.2 -- where R.sub.2 is hydrogen or alkyl. These compounds are useful as intermediates from which to prepare the corresponding azo compounds, which are useful for the stabilization of polymers, particularly unsaturated elastomers, by being grafted thereon.Type: GrantFiled: September 30, 1994Date of Patent: November 28, 1995Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Ambelal R. Patel
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Patent number: 5457204Abstract: Esters or phenol ethers of the formula I or II ##STR1## in which m and n are each an integer from the range from 1 to 6; A.sup.1 is an m-valent hydrocarbon radical having 1 to 30 carbon atoms; or an m-valent hydrocarbon radical having 2 to 30 carbon atoms, which contains the heteroatoms oxygen, nitrogen and/or sulfur and the free valencies of which are located on carbon atoms; and in which A.sup.1, in the case where m=2, additionally is a direct bond;A.sup.2 is an n-valent aromatic or araliphatic hydrocarbon radical having 6 to 30 carbon atoms; or an n-valent aromatic or araliphatic hydrocarbon radical having 5 to 30 carbon atoms, which contains the heteroatoms oxygen, nitrogen and/or sulfur and n free valencies of which are located on those carbon atoms which are a constituent of aromatic rings;R.sup.1 is hydrogen; a hydrocarbon or hydrocarbonoxy radical having 1 to 36 carbon atoms, which is unsubstituted or substituted by --CO--N(R.sup.3).sub.2 or interrupted by --CO--N(R.sup.3)-- or --N(R.sup.Type: GrantFiled: July 7, 1994Date of Patent: October 10, 1995Assignee: Ciba-Geigy CorporationInventor: Alfred Steinmann
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Patent number: 5449779Abstract: A process for preparing a compound of the formula (I) ##STR1## in which R.sub.1 is e.g. hydrogen, R.sub.2 is e.g. C.sub.2 -C.sub.12 alkylene and R.sub.3 is e.g. C.sub.1 -C.sub.18 alkyl;which process comprises reacting, in water, in the absence of an organic solvent, a compound of the formula (II)Cl--COOR.sub.3 (II)wherein R.sub.3 is as defined above with a compound of the formula (III) ##STR2## where R.sub.1 is e.g. as defined above and R.sub.2 ' is e.g. as defined above for R.sub.2, at a temperature of from 0.degree. to 60.degree. C., 1 to 1.5 mol of the compound of the formula (II) being used per mol --NH-- group in the compound of the formula (III); and neutralizing the hydrochloric acid formed with an inorganic base.Type: GrantFiled: May 11, 1994Date of Patent: September 12, 1995Assignee: Ciba-Geigy CorporationInventors: Primo Carrozza, Giovanni Da Roit, Valerio Borzatta
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Patent number: 5439958Abstract: The present invention relates to novel piperidine compounds of the formula (I) and to their use as light stabilizers, heat stabilizers and oxidation stabilizers for organic materials.The definitions of R.sub.1, R.sub.2 and R.sub.3 are given in the text.Type: GrantFiled: July 21, 1994Date of Patent: August 8, 1995Assignee: Ciba-Geigy CorporationInventors: Roberto Scrima, Graziano Zagnoni, Michael H. Ackerman, James P. Galbo, Roland A. E. Winter
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Patent number: 5416216Abstract: Novel piperidine compounds of the formula (I) ##STR1## in which R.sub.1 is e.g. hydrogen or methyl, n is e.g. 1 and A is e.g. --COR.sub.2 with R.sub.2 being C.sub.1 -C.sub.18 alkyl.The said compounds are effective as light stabilisers, heat stabilizers and oxidation stabilisers for organic materials.Type: GrantFiled: February 18, 1994Date of Patent: May 16, 1995Assignee: Ciba-Geigy CorporationInventors: Roberto Scrima, Graziano Zagnoni
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Patent number: 5413997Abstract: A triphenylmethane derivative represented by the following general formula: ##STR1## exhibits bone absorption inhibiting effects and is useful as a medicament for treating osteoporosis.Type: GrantFiled: January 21, 1993Date of Patent: May 9, 1995Assignee: Kyowa Hakko Kogyo Co., Ltd.Inventors: Iwao Kinoshita, Daisuke Machii, Yasuo Onoda, Haruki Takai, Nobuo Kosaka, Katsuichi Shuto, Katsushige Gomi, Makoto Morimoto, Akio Ishii
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Patent number: 5384108Abstract: Novel magnetic resonance imaging agents comprise complexes of paramagnetic ions with hydrazide derivatives of polyaminocarboxylic acid chelating agents. The complexes are represented by the formula of: ##STR1## wherein A is --CHR.sup.2 --CHR.sup.3 -- or ##STR2## M.sup.+Z is a paramagnetic ion of an element with an atomic number of 21-29, 42-44 58-70, and a valence, Z, of +2 or +3; R.sup.1 groups may be the same or different and are selected from the group consisting of --O.sup.- and ##STR3## The R.sup.4, R.sup.5 and R.sup.6 groups are as defined in the disclosure. These novel imaging agents are characterized by excellent NMR image-contrasting properties and by high solubilities in physiological solutions. A novel method of performing an NMR diagnostic procedure involves administering to a warm-blooded animal an effective amount of a complex as described above and then exposing the warm-blooded animal to an NMR imaging procedure, thereby imaging at least a portion of the body of the warm-blooded animal.Type: GrantFiled: April 24, 1989Date of Patent: January 24, 1995Assignee: Mallinckrodt Medical, Inc.Inventor: Raghavan Rajagopalan
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Patent number: 5380828Abstract: New azodicarboxylic acid derivatives of formula I ##STR1## where R.sub.1 is hydrogen, oxyl, hydroxyl, alkyl, allyl, benzyl, alkoxy or acyl, and X is --O-- or --NR-- where R is hydrogen or alkyl, are useful for the stabilization of polymers, particularly unsaturated elastomers, by being grafted thereon.Type: GrantFiled: April 7, 1994Date of Patent: January 10, 1995Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Ambelal R. Patel
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Patent number: 5380844Abstract: A nitrogen-containing perfluoroalkanoyl peroxide is provided which is represented by the formula: ##STR1## wherein Rf.sub.1 and Rf.sub.2 independently stand for an alkyl group of 1 to 5 carbon atoms, provided that Rf.sub.1 and Rf.sub.2 are joined to each other in one of the three patterns of union, 1) direct union, 2) union through the medium of an oxygen atom or 3) union through the medium of a nitrogen atom to form one of the three rings, i.e. five-membered ring, six-membered ring or seven-membered ring.Type: GrantFiled: April 22, 1994Date of Patent: January 10, 1995Assignee: Agency of Industrial Science & Technology, Ministry of International Trade & IndustryInventors: Haruhiko Fukaya, Takashi Abe, Eiji Hayashi, Yoshio Hayakawa
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Patent number: 5374724Abstract: A process for the preparation of a substituted acetic acid of the Formula (2): ##STR1## wherein --X--Z is an optionally substituted aromatic or heteroaromatic optionally substituted amino radical; by reacting a compound of the Formula (7):Z--Y--H Formula 7with glyoxylic acid. The compounds of Formula (2) are useful as intermediates in the preparation of polycyclic dyes.Type: GrantFiled: November 2, 1992Date of Patent: December 20, 1994Assignee: Zeneca, LimitedInventors: Nigel Hall, Nigel Hughes, Prakash Patel
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Patent number: 5348954Abstract: Heterocylic chelating agents and salts thereof of formula I: ##STR1## wherein X represents a bond, O or S, or a group CHR.sup.1 or NR.sup.3 ; R.sup.1 represents H, a group OR.sup.3 or NR.sup.3 R.sup.3, or an alkyl or alkoxyalkyl group optionally substituted by a hydroxyl group or by a group NR.sup.3 R.sup.3 or CON.sup.3 R.sup.3 ;each R.sup.2 represents H, or an alkyl or alkoxy group optionally substituted by a hydroxyl or alkoxy group;each R.sup.3 represents H, an optionally hydroxylated alkyl group or a group CH.sub.2 Y;Y represents a group COZ, CON(OH)R.sup.4, POZ.sub.2 or SO.sub.2 Z;Z represents a group OR.sup.4, NR.sup.4 R.sup.4 or ##STR2## where each R.sup.11 is H, a hydroxyl group or an optionally hydroxylated alkyl group, s is 0, 1 or 2, and W is CHR.sup.11, NR.sup.11 or an oxygen atom; andeach R.sup.4 represents H, or an optionally mono- or poly-hydroxylated alkyl, alkoxyalkyl or polyalkoxyalkyl group;with the provisos that where s is 0 then W is CHR.sup.11 and that where X represents a bond or CHR.Type: GrantFiled: July 24, 1991Date of Patent: September 20, 1994Assignee: Nycomed Imaging ASInventors: Torsten Almen, Arne Berg, Harald Dugstad, Jo Klaveness, Klaus D. Krautwurst, Pal Rongved
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Patent number: 5340822Abstract: The invention relates to polycyclic amine compounds of formula (I) ##STR1## where Y. m. Ar', n, p, Q, T, q and Z are defined herein. The invention also relates to methods of making the compounds of formula (I) and pharmaceutical compositions which contain the compounds of formula (I). The inventive compounds are useful as neurokinin receptor antagonists, and are useful for the treatment of any substance P-dependent and neurokinin-dependent pathological condition.Type: GrantFiled: May 4, 1992Date of Patent: August 23, 1994Assignee: Elf SanofiInventors: Xavier Emonds-Alt, Patrick Gueule, Vincenzo Proietto, Pierre Goulaouic, deceased, by Marie Bousquet, heir, by Catherine M. L. Goulaouic, heir
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Patent number: 5338853Abstract: N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazides contain a light stabilizing group, a heat stabilizing group and an amic acid hydrazide functionality in the same molecule. The amic acid hydrazide functionality in the compounds enhances the photooxidative stabilizing properties of the hindered amine groups and contributes thermal and oxidative stabilizing and metal complexing properties to the compounds. The novel compounds are excellent light stabilizers for polyolefins, have low volatility and are not readily lost from polymeric systems via volatilization, migration or extraction.Type: GrantFiled: November 18, 1991Date of Patent: August 16, 1994Assignee: Elf Atochem North America, Inc.Inventors: Ronald E. MacLeay, Harold C. Lange
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Patent number: 5317020Abstract: Aromatic amine derivatives of the general formula (I) ##STR1## or salts of the derivatives with mineral or organic acids are useful as neurokinin receptor antagonists.Type: GrantFiled: November 5, 1990Date of Patent: May 31, 1994Assignee: SanofiInventors: Xavier Emonds-Alt, Pierre Goulaouic, Vincenzo Proietto, Didier Van Broeck
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Patent number: 5306495Abstract: Compounds containing substituted piperidine groups, of the general formula (I) ##STR1## in which n is e.g. 1, 2 or 3, R.sub.1 is e.g. hydrogen or methyl, R.sub.2 is e.g. ethylene or trimethylene and if n is 1, A is e.g. hydrogen, --COOC.sub.18 H.sub.37 --n or --COC.sub.11 H.sub.23 --n, if n is 2, A is e.g. ##STR2## and if n is 3, A is e.g. ##STR3## are effective stabilizers for organic materials, especially synthetic polymers, which are subject to the action of light, heat and oxidation.Type: GrantFiled: March 2, 1992Date of Patent: April 26, 1994Assignee: Ciba-Geigy CorporationInventors: Giuseppe Cantatore, Graziano Vignali
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Patent number: 5300584Abstract: A low viscosity, diprimary amine-terminated reactive liquid polymer with low residual amine content, comprising the reaction product of a diprimary amine having the following formulaH.sub.2 N--R--NH.sub.2wherein --NH.sub.2 is a primary terminal amine group; andwherein R is(1) a C.sub.4 -C.sub.12 aliphatic chain having alkyl branches containing 2 to 4 carbons, wherein the positions of said alkyl branches within the C.sub.4 -C.sub.12 aliphatic chain are such that they impart relatively different rates of reactivity to the terminal primary amine groups; or(2) a carbon to carbon backbone containing at least one non-reactive heteroatom, comprising(a) a C.sub.2 -C.sub.20 aliphatic or cycloaliphatic moiety containing at least one tertiary amine; or(b) a polyoxyalkylene wherein the alkyl portion of said polyoxyalkylene contains 2 to 4 carbon atoms;and a functional-terminated reactive liquid polymer useful as an epoxy resin modifier employed with a curing agent.Type: GrantFiled: September 17, 1992Date of Patent: April 5, 1994Assignee: The B. F. Goodrich CompanyInventor: Julius Farkas
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Patent number: 5290495Abstract: A process for producing granules of a 2,2,6,6-tetramethylpiperidine-containing light stabilizer, which comprises mixing a 2,2,6,6-tetramethylpiperidine-containing light stabilizer having a melting point of not less than 60.degree. C. with a lubricant selected from the group consisting of water and an aqueous solution of an alcohol having 1 to 4 carbon atoms, and granulating the resultant mixture while pressure is applied thereto. The granular light stabilizer product has low dusting property and excellent free-flowing property.Type: GrantFiled: September 12, 1991Date of Patent: March 1, 1994Assignee: Sumitomo Chemical Company, LimitedInventors: Norimitsu Numadate, Isao Nakamae, Hiroki Yamamoto, Manji Sasaki
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Patent number: 5262538Abstract: Substituted 1-hydroxy-2,6-diaryl-4-acyloxypiperidines or 1-hydroxy-2,6-diaryl-4-acylaminopiperidines of formula I ##STR1## wherein n is 1-4, Ar.sub.1 and Ar.sub.2 are independently aryl or substituted aryl, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, alkyl, substituted alkyl, alkenyl, aryl or substituted aryl, X is --O-- or --NE--, E is hydrogen, alkyl or cycloalkyl and T is an n-valent aliphatic or aromatic hydrocarbon radical, are effective in stabilizing organic materials against the deleterious effects of oxygen, heat and actinic radiation.Type: GrantFiled: September 15, 1992Date of Patent: November 16, 1993Assignee: Ciba-Geigy CorporationInventors: Glen T. Cunkle, Ramanathan Ravichandran, Donald J. Sabrsula
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Patent number: 5260307Abstract: Compounds of the formula ##STR1## wherein L, M, R, T and X are set forth in the description, as well as hydrates or solvates thereof, which inhibit thrombin-induced platelet aggregation and clotting of fibrinogen in plasma, are described. The compounds of formula I are prepared by amidination or, depending on whether L is NH or O, by amide formation or esterification.Type: GrantFiled: June 24, 1991Date of Patent: November 9, 1993Assignee: Hofmann-La Roche Inc.Inventors: Jean Ackermann, David Banner, Klaus Gubernator, Paul Hadvary, Kurt Hilpert, Klaus Muller, Ludvik Labler, Gerard Schmid, Thomas B. Tschopp, Hans P. Wessel, Beat Wirz
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Patent number: 5250542Abstract: 3,4,4-trisubstitutedpiperidinyl-N-alkylcarboxylates and intermediates for their preparation are provided. These piperidine-N-alkylcarboxylates are useful as peripheral opioid antagonists.Type: GrantFiled: July 17, 1992Date of Patent: October 5, 1993Assignee: Eli Lilly and CompanyInventors: Buddy E. Cantrell, Dennis M. Zimmerman
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Patent number: 5214147Abstract: N-(2,2,6,6-tetraalkyl-4-piperidinyl)amide-hydrazides of dicarboxylic acids contain a light stabilizing group, a heat stabilizing group, and a reactive hydrazide functionality in the same molecule. The reactive stabilizers are prepared by reacting 4-amino-2,2,6,6-tetraalkylpiperidines with diesters (or mono ester acid chlorides) of dicarboxylic acids or dialkyl itaconates followed by hydrazinolysis of the ester group of the intermediate mono esteramide. The compounds are useful for introducing permanent heat and light stability to coreactive polymers or copolymers. They are also useful in the stabilization of inert polymeric systems against the degradative effects of heat and light when merely mixed with, rather than reacted with, the polymers for which stabilization is sought.Type: GrantFiled: December 6, 1991Date of Patent: May 25, 1993Assignee: Elf Atochem North America, Inc.Inventors: Robert T. Kazmierczak, Ronald E. MacLeay
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Patent number: 5210195Abstract: Polyoxyalkylene diamines react with excess acrylate to form diesters which react with 2,2',6,6'-tetramethyl-4-aminopiperidines to give a product of formula 1, useful as photostabilizer for photosensitive materials.Type: GrantFiled: November 8, 1991Date of Patent: May 11, 1993Assignee: Texaco Chemical Co.Inventors: Jiang-Jen Lin, George P. Speranza
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Patent number: 5185335Abstract: Piperidine derivatives of formula ##STR1## wherein A is a radical of formula ##STR2## wherein one or two hydrogen atoms in said radicals (a-1) to (a-3) may be replaced by a C.sub.1-6 alkyl radical;R.sup.1 is hydrogen or halo; R.sup.2 is hydrogen, amino, mono or di(C.sub.1-6 alkyl)amino or C.sub.1-6 alkylcarbonylamino; R.sup.3 is hydrogen or C.sub.1-6 alkyl; L is C.sub.3-6 cycloalkyl, C.sub.5-6 cycloalkanone, C.sub.3-6 alkenyl optionally substituted with aryl, or L is a radical of formula ##STR3## the N-oxide forms, addition salts and stereochemically isomeric forms thereof, said compounds having gastrointestinal motility stimulating properties. Pharmaceutical compositions containing these compounds as active ingredient, and a method of preparing said compounds and pharmaceutical compositions.Type: GrantFiled: February 4, 1991Date of Patent: February 9, 1993Assignee: Janssen Pharmaceutica N.V.Inventors: Georges H. P. Van Daele, Jean-Paul R. M. A. Bosmans, Michel A. J. De Cleyn
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Patent number: 5185448Abstract: Substituted 1-oxy-4-acyloxypiperidines or 1-oxy-4-acylaminopiperidines of formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, alkyl or substituted alkyl, R.sub.5 is hydrogen, alkyl, cycloalkyl, allyl or benzyl, X is --O-- or --NE--, E is hydrogen, alkyl or cycloalkyl, A is an n-valent aliphatic or aromatic hydrocarbon radical, and n is 1 to 4 are effective in providing melt flow stabilization to polymeric materials during processing.Type: GrantFiled: May 7, 1991Date of Patent: February 9, 1993Assignee: Ciba-Geigy CorporationInventors: Paul A. Odorisio, Sai P. Shum
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Patent number: 5180829Abstract: Substituted 1-hydroxy-2,6-diaryl-4-acyloxypiperidines or 1-hydroxy-2,6-diaryl-4-acylaminopiperidines of formula I ##STR1## wherein n is 1-4, Ar.sub.1 and Ar.sub.2 are independently aryl or substituted aryl, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently hydrogen, alkyl, substituted alkyl, alkenyl, aryl or substituted aryl, X is --O-- or --NE--, E is hydrogen, alkyl or cycloalkyl and T is n-valent aliphatic or aromatic hydrocarbon radical, are effective in stabilizing organic materials against the deleterious effects of oxygen, heat and actinic radiation.Type: GrantFiled: May 7, 1991Date of Patent: January 19, 1993Assignee: Ciba-Geigy CorporationInventors: Glen T. Cunkle, Ramanathan Ravichandran, Donald J. Sabrsula
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Patent number: 5162405Abstract: The present invention comprises novel single-functional and mixtures of multi-functional oligomeric performance additive compounds having one or more components of Structure A R1 ? ? ##STR1## (The definitions of R, Z1, Z2, Z3, A1, A2, A3 and y are given in the Summary Section), their uses and polymeric compounds and compositions containing them which have enhanced oxidative stabilities, enhanced ultraviolet (UV) and light stabilites and/or enhanced flame retardance. An example is the bis sulfonic acid bispotassium salt reaction product from an oligomeric caprolactone diol (TONE.RTM. 260), 2-sulfobenzoic acid anhydride and potassium carbonate, and use of this product, at levels up to about 3.0%, in a general purpose bisphenol A polycarbonate resin, to enhance the fire resistance or flame retardance of the polycarbonate resin.Type: GrantFiled: March 22, 1991Date of Patent: November 10, 1992Assignee: ELF Atochem North America, Inc.Inventors: Ronald E. MacLeay, Jose Sanchez, Daryl L. Stein
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Patent number: 5147876Abstract: 2,6-di-, 2,4,6-, 2,5,6-tri- or 2,4,5,6-tetra-substituted pyrimidines, and 2,6-di-substituted pyridines. These compounds are useful for treatment of neurological diseases.Type: GrantFiled: December 29, 1989Date of Patent: September 15, 1992Assignee: Mitsui Petrochemical Industries, Ltd.Inventors: Akira Mizuchi, Kazutoshi Horikomi, Tadayuki Sasaki, Akira Awaya, Ikuo Tomino, Mitsuyuki Takesue, Noriaki Kihara
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Patent number: 5145967Abstract: The present invention is directed to a method for preparing a 4-alkoxyalkyl-4-phenylaminopiperidine compound which comprises the steps of (a) reacting an N-substituted-4-piperidone compound with an aniline compound to form a Schiff base compound, (b) reacting the Schiff base compound with an anionic reagent having an anion stabilizing group to form an amine compound, and (c) reducing the amine compound in step (b) with a reducing agent to displace the anion stabilizing group.The anionic reagent in step (b) above has the general formula:X--CYM--Zwherein X is an anion stabilizing group, Y is hydrogen or lower-alkyl, Z is lower-alkoxy or phenylmethoxy, M is an alkali or alkaline earth metal, and C is a carbon atom.Type: GrantFiled: November 2, 1990Date of Patent: September 8, 1992Assignee: Anaquest, Inc.Inventors: Bor-Sheng Lin, H. Kenneth Spencer, Joseph W. Scheblein
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Patent number: 5101033Abstract: N-(2,2,6,6,-tetraalkyl-4-piperidinyl)amide-hydrazides of dicarboxylic acids contain a light stabilizing group, a heat stabilizing group, and a reactive hydrazide functionality in the same molecule. The reactive stabilizers are prepared by reacting 4-amino-2,2,6,6-tetraalkylpiperidines with diesters (or mono ester acid chlorides) of dicarboxylic acids or dialkyl itaconates followed by hydrazinolysis of the ester group of the intermediate mono esteramide. The compounds are useful for introducing permanent heat and light stability to coreactive polymers or copolymers. They are also useful in the stabilization of inert polymeric systems against the degradative effects of heat and light when merely mixed with, rather than reacted with, the polymers for which stabilization is sought.Type: GrantFiled: November 27, 1990Date of Patent: March 31, 1992Assignee: Atochem North America, Inc.Inventors: Robert T. Kazmierczak, Ronald E. MacLeay
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Patent number: 5089513Abstract: The invention concerns a thiazole of the formula I, ##STR1## wherein Ar.sup.1 is optionally substituted aryl of up to 10 carbon atoms;A is a direct link to X, or is (1-6C)alkylene, (3-6C)alkenylene, (3-6C)alkynylene or cyclo(3-6C)alkylene;X is oxy, thio, sulphinyl, sulphonyl or imino;Ar.sup.2 is optionally substituted phenylene, or a 6-membered heterocyclene moiety containing up to three nitrogen atoms;R.sup.1 is hydrogen, (1-6C)alkyl, (2-6C)alkenyl, (2-6C)alkynyl or substituted (1-4C)alkyl;R.sup.2 is hydrogen, (1-6C)alkyl, (3-6C)alkenyl, (3-6C)alkynyl, substituted (1-4C)alkyl or (2-6C)alkanoyl;Q is optionally substituted thiazolyl;or a pharmaceutically-acceptable salt thereof.The invention also concerns processes for the manufacture of a thiazole of the formula I, or a pharmaceutically-acceptable salt thereof, and pharmaceutical compositions containing said thiazole.Type: GrantFiled: July 11, 1989Date of Patent: February 18, 1992Assignees: ICI Pharma, Imperial Chemical Industries PLCInventors: Thomas G. C. Bird, Graham C. Crawley, Martin P. Edwards, Philip N. Edwards, Jean-Marc M. M. Girodeau, John F. Kingston
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Patent number: 5069812Abstract: A novel multifunctional bleach/builder precursor molecule is disclosed which is useful in various detergent compositions.Type: GrantFiled: December 10, 1990Date of Patent: December 3, 1991Assignee: Lever Brothers CompanyInventors: Robert W. R. Humphreys, Bijan Harirchian, Frans L. M. Smeets
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Patent number: 5059620Abstract: The present invention relates to new compounds of the formula ##STR1## wherein X is ##STR2## wherein R.sub.1 is hydrogen, lower alkyl, phenyl, benzyl, cinnamoyl, thiophene, furan, pyrrole, imidazole, pyrazole oxazole or thiazole; W is hydrogen or hydroxy; (Y).sub.A is positioned ortho to W and is an aminoloweralkyl having the formula --CH.sub.2 NR.sub.2 R.sub.3 where R.sub.2 and R.sub.3 are the same or different and may be lower alkyl or R.sub.2 and R.sub.3 may together with N form a pyrrolidine, piperidine or azepine ring, and A is 2; n and m are independently from 0 to 5; and R is straight or branched C.sub.1 -C.sub.10 alkyl, straight or branched C.sub.3 -C.sub.10 cycloalkyl, straight or branched C.sub.2 -C.sub.4 alkenyl or straight or branched C.sub.2 -C.sub.4 alkynyl, or a pharmaceutically acceptable salt thereof.These compounds are useful in the treatment of various cardiac arrhythmias.Type: GrantFiled: April 7, 1988Date of Patent: October 22, 1991Assignee: The Du Pont Merck Pharmaceutical CompanyInventors: David M. Stout, William L. Matier, Lawrence A. Black
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Patent number: 5055474Abstract: Novel 2,3-dihydro-1H-indene derivatives and salts thereof represented by the general formula (1), ##STR1## [wherein R.sup.1 and R.sup.2 are each a hydrogen atom, a lower alkyl group, a phenyl group which may have halogen atoms and/or alkyl groups as the substituents on the phenyl ring; R.sup.3 is a halogen atom or a lower alkyl group; R.sup.4 is a hydrogen atom, a halogen atom, a phenyl-lower alkyl group, a cycloalkyl-lower alkyl group or the like; R.sup.5 is a hydroxyimino group, an alkylamino group or a group of the formula --NHR.sup.8 (wherein R.sup.8 is a hydrogen atom, a halogen-substituted lower alkanoyl group or the like); R.sup.6 is a hydrogen atom or a phenyl group; and R.sup.7 is a hydrogen atom or a lower alkyl group].Type: GrantFiled: November 14, 1989Date of Patent: October 8, 1991Assignee: Otsuka Pharmaceutical Co., Ltd.Inventors: Yasuo Oshiro, Hiraki Ueda, Kazuyuki Nakagawa
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Patent number: 5051511Abstract: Compounds which contain peroxide linkages as well as a hindered amine light stabilizer moiety of low basicity function as free radical polymerization initiators and provide a polymer containing a hindered amine stabilizer chemically bonded to said polymer. The low basicity of the instant compounds prevents interaction with acid catalysts used in some polymerization systems.Type: GrantFiled: February 14, 1990Date of Patent: September 24, 1991Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, Roland A. E. Winter, Peter J. Schirmann
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Patent number: 5043372Abstract: N,N'-hydrocarbylenebis[N-(2,2,6,6-tetraalkyl-4-piperidinyl)amic acid hydrazides] and their derivatives are useful for stabilizing polymeric systems which are subject to degradation and/or discoloration upon exposure to heat and/or light. The novel compounds contain at least two hindered amine light stabilizing groups and two hydrazide or hydrazide derivative thermal oxidative stabilizing groups.The novel compounds are excellent light stabilizers for polyolefins, have low volatility and are not readily lost from polymeric systems via volatilization, migration or extraction.Type: GrantFiled: December 22, 1989Date of Patent: August 27, 1991Assignee: Atochem North America, Inc.Inventor: Ronald E. MacLeay
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Patent number: 5026749Abstract: The novel compounds of the formula (I) ##STR1## in which n is 1 or 2, R.sub.1 is hydrogen, O.multidot., OH, NO, CH.sub.2 CN, C.sub.1 -C.sub.8 -alkyl, allyl, benzyl, hydroxyalkyl, alkoxy, cycloalkoxy or acyl, R.sub.2 is alkyl, cycloalkyl, phenylalkyl, alkoxyalkyl, tetrahydrofurfuryl or a group of the formula (II) and A is a monovalent or divalent moiety, in which R.sub.1 is as defined above, and, if n=1, A is a group of the formula (III) in which each R.sub.9 independently is hydrogen or methyl, r is zero or 1 and are useful as light stabilizers, heat stabilizers and oxidation stabilizers for organic materials.Type: GrantFiled: May 14, 1990Date of Patent: June 25, 1991Assignee: Ciba-Geigy CorporationInventors: Giuseppe Cantatore, Valerio Borzatta, Franca Masina
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Patent number: 5021577Abstract: Polysubstituted N-hydrocarbyloxy hindered amines are effective light stabilizers in protecting organic substrates against the deleterious effects of actinic light.Type: GrantFiled: February 14, 1990Date of Patent: June 4, 1991Assignee: Ciba-Geigy CorporationInventor: James P. Galbo
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Patent number: 5021480Abstract: Compounds which contain azo linkages as well as a hindered amine light stabilizer moiety of low basicity function as free radical polymerization initiators and provide a polymer containing a hindered amine stabilizer chemically bonded to said polymer. The low basicity of the instant compounds prevents interaction with acid catalysts used in some polymerization systems.Type: GrantFiled: February 14, 1990Date of Patent: June 4, 1991Assignee: Ciba-Geigy CorporationInventor: Ramanathan Ravichandran
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Patent number: 5017702Abstract: Useful stabilizers for organic material, in particular plastics and paints, and metal ion deactivators are amides of the formula ##STR1## where R.sup.1 and R.sup.2 are singly methyl or together tetramethylene or pentamethylene, R.sup.3 is hydrogen, alkyl, alkoxycarbonyl, alkanoyl, benzyl, hydroxyethyl, cyanomethyl or aminomethyl, n is 1, 2 or 3 and--when n is 1--R.sup.4 is hydrogen and R.sup.5 is --CO--R.sup.6 is H, alkyl, cycloalkyl, aralkyl, phenoxyalkyl, aryl, a 5- or 6-membered heterocycle, alkoxy, aryloxy, cycloalkyloxy, phenylalkoxy, carbamoyl or --SO.sub.2 --R.sup.8 where R.sup.8 is alkyl or phenyl or ##STR2## is a phthalimide group or--when n is 2--R.sup.4 is H and R.sup.5 is --CO--Z--CO-- where Z is a chemical bond, C.sub.1 -C.sub.8 -alkylene, oxaalkylene, phenylene, cyclohexylene, biphenylene, biphenylene oxide, dioxyphenylene, diaminophenylene, diaminocyclohexylene, 1-.OMEGA.-diiminoalkylene or a 2-valent heterocycle or ##STR3## is a pyromellimide group or--when n is 3--R.sup.4 is H and R.sup.Type: GrantFiled: July 6, 1989Date of Patent: May 21, 1991Assignee: BASF AktiengesellschaftInventors: Alexander Aumueller, Peter Neumann, Hubert Trauth
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Patent number: 5015678Abstract: The Michael addition products of N-hydroxy hindered amines with alpha,beta-unsaturated carbonyl compounds including derivatives of esters, amids, imides and anhydrides are effective stabilizers for protecting organic polymers from the deleterious effects of actinic light.Type: GrantFiled: February 14, 1990Date of Patent: May 14, 1991Assignee: Ciba-Geigy CorporationInventors: Raymond Seltzer, James P. Galbo, Ramanathan Ravichandran
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Patent number: 4996215Abstract: A new piperidine compound is pharmacologically effective for treatment of the arrythmia and is defined by the formula: ##STR1## in which R.sup.1 is a lower alkyl or a tolyl, R.sup.2 is hydrogen, hydroxyl, a lower alkoxy or a lower alkyl, R.sup.3 is hydrogen, a lower alkyl, a lower alkenyl, a cycloalkyl or a cycloalkylalkyl, X is --CO--, --CH.sub.2 -- or --CHOH--, g is an integer of 1 to 3, h is an integer of 1 to 3, Y is hydrogen, a lower alkyl, a lower alkenyl, cyano, --CH.sub.2 COOR, R being hydrogen or a lower alkyl, a cycloalkyl, a cycloalkylalkyl, ##STR2## l being 1 or 2, --A--B, A being --(CH.sub.2).sub.Type: GrantFiled: September 15, 1989Date of Patent: February 26, 1991Assignee: Eisai Co., Ltd.Inventors: Hitoshi Oinuma, Motosuke Yamanaka, Kazutoshi Miyake, Tomonori Hoshiko, Norio Minami, Tadao Shoji, Yoshiharu Daiku, Kohei Sawada, Kenichi Nomoto
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Patent number: 4985583Abstract: New cyclohexane derivatives of the formula IR.sup.1 --A.sup.1 --Z.sup.1 --A.sup.2 --R.sup.2 IwhereinR.sup.1 and R.sup.2 are each H, an unsubstituted or substituted alkyl group with 1-15 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by at least one grouping from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C--, --CH.dbd.CH--, --S--, --SO-- and --SO.sub.2 --, F, Cl, Br, CN or R.sup.3 --(A.sup.3).sub.p --Z.sup.2 --,A.sup.1 is --A--, --A.sup.4 --Z.sup.3 --A-- or --A--Z.sup.3 --A.sup.4 --,A is a 1,4-cyclohexylene group which is substituted in the 1- and/or 4-position by unsubstituted or substituted alkyl or fluorinated alkyl with in each case 1-5 C atoms, it also being possible for one or two non-adjacent CH.sub.2 groups to be replaced by one grouping from the group comprising --O--, --CO--, --O--CO--, --CO--O--, --C.tbd.C--, --CH.dbd.CH--, --S--, --SO-- and --SO.sub.Type: GrantFiled: April 7, 1987Date of Patent: January 15, 1991Assignee: Merck Patent Gesellschaft mit beschrankter HaftungInventors: Rudolf Eidenschink, Joachim Krause, Andreas Wachtler, Reinhard Hittich, Bernhard Scheuble, Georg Weber, Hans-Adolf Kurmeier
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Patent number: 4983738Abstract: N-(2,2,6,6-tetraalkyl-4-piperidinyl)amide-hydrazides of dicarboxylic acids contain a light stabilizing group, a heat stabilizing group, and a reactive hydrazide functionality in the same molecule. The reactive stabilizers are prepared by reacting 4-amino-2,2,6,6-tetraalkylpiperidines with diesters (or mono ester acid chlorides) of dicarboxylic acids or dialkyl itaconates followed by hydrazinolysis of the ester group of the intermediate mono esteramide. The compounds are useful for introducing permanent heat and light stability to coreactive polymers or copolymers. They are also useful in the stabilization of inert polymeric systems against the degradative effects of heat and light when merely mixed with, rather than reacted with, the polymers for which stabilization is sought.Type: GrantFiled: February 13, 1989Date of Patent: January 8, 1991Assignee: Atochem North America, Inc.Inventors: Robert T. Kazmierczak, Ronald E. Mac Leay
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Patent number: 4983737Abstract: Ethylenically unsaturated compounds containing 1-hydroxycarbyloxy-2,2,6,6-tetramethylpiperidine moieties represent reactable stabilizers which may be homopolymerized or copolymerized with other ethylenically saturated monomers to form non-migrating, light stabilizers which are very effective in stabilizing polyolefins and other polymer substrates against the deleterious effects of actinic light.Type: GrantFiled: February 14, 1990Date of Patent: January 8, 1991Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Peter J. Schirmann, Andrew Mar
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Patent number: 4981969Abstract: Tetrahydropyridones which in one of their tautomeric forms conform to the general formula (I) ##STR1## where R.sup.1 and R.sup.2 are each independently of the other C.sub.1 -C.sub.12 -alkyl, which may be oxygen-interrupted, C.sub.5 -C.sub.6 -cycloalkyl or C.sub.7 -C.sub.12 -phenylalkyl where the phenyl is unsubstituted or monosubstituted, disubstituted or trisubstitued by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy, fluorine, chlorine or bromine, or ##STR2## is a from 5- to 12-membered cycloaliphatic ring which may be monosubstituted, disubstituted, trisubstituted or tetrasubstituted by C.sub.1 -C.sub.4 -alkyl, andR.sup.3 is hydrogen, substituted or unsubstituted alkyl or phenyl alkyl or alkanoyl, are effective stabilizers for plastics and coatings.Type: GrantFiled: November 30, 1989Date of Patent: January 1, 1991Assignee: BASF AktiengesellschaftInventors: Alexander Aumueller, Peter Neumann, Hubert Trauth
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Patent number: 4980349Abstract: The invention relates to new compounds corresponding to formula I: ##STR1## in which: W represents C=O, CH.sub.2 or CHOH,Z represents ##STR2## R.sub.1 and R.sub.2 represent especially Cl or F, R, R' and R" represent especially H,X represents especially CH.sub.2,Y represents especially COOH,u and v are two integers ranging from 0 to 10,p and q take the value 0 or 1,n and m are two integers ranging 0 to 10 andt is 0 or 1the total number of carbon atoms in the chain ##STR3## ranging from 2 to 20, and to their physiologically acceptable salts obtained with organic or inorganic acids.These compounds are useful for preparing medicinal products which have, especially, anti-inflammatory properties.Type: GrantFiled: November 12, 1987Date of Patent: December 25, 1990Assignee: SANOFIInventors: Pierre Roger, Jean-Paul Fournier, Alain Martin, Jean Choay
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Patent number: 4980476Abstract: Compound of the formula (I) ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are each alkyl or R.sup.1 and R.sup.2 or R.sup.3 and R.sup.4 are together tetra- or pentamethylene and R.sup.5 is hydrogen, alkanoyl, alkyl, cyanoalkyl, hydroxyalkyl, aminoalkyl or phenylalkyl, in which the phenyl nucleus may be substituted by C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or halogen, and the acid addition salts and hydrates of these compounds are useful stabilizers for organic materials, in particular plastics.Type: GrantFiled: November 20, 1989Date of Patent: December 25, 1990Assignee: BASF AktiengesellschaftInventors: Alexander Aumueller, Peter Neumann, Hubert Trauth