Chalcogen Attached Directly To Ring Nitrogen Of The Five-membered Hetero Ring By Nonionic Bonding (e.g., Pyrrolidine-n-oxides, Etc.) Patents (Class 548/542)
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Patent number: 5162527Abstract: The invention concerns novel renin-inhibitory peptides which are useful for treating renin-associated hypertension, congestive heart failure, hyperaldosteronism and diseases caused by retroviruses including HTLV-I and -III. Processes for preparing the peptides, novel intermediates useful in the preparation thereof, compositions containing them, and methods of using them are included. Also included is a diagnostic method which uses the compounds to determine the presence of renin-associated hypertension, congestive heart failure, or hyperaldosteronism.Type: GrantFiled: March 27, 1991Date of Patent: November 10, 1992Assignee: Warner-Lambert CompanyInventors: Annette M. Doherty, Harriet W. Hamilton, John C. Hodges, Joseph T. Repine, Ila Sircar
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Patent number: 5157125Abstract: 1S, 4S and 1R,4R-2-Alkyl-2,5-diazabicyclo[2.2.1]-heptanes useful as intermediates in the synthesis of certain antibacterial quinolones, are prepared respectively, from trans-4-hydroxy-L-proline and trans-4-hydroxy-D-proline via multistep procedures.Type: GrantFiled: November 26, 1991Date of Patent: October 20, 1992Assignee: Pfizer Inc.Inventors: Tamin F. Braish, Darrell E. Fox
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Patent number: 5153225Abstract: For treatment of disorders of the central nervous system, the cardiovascular system or the intestinal tract, the new substituted basic 2-aminotetralins of the formula ##STR1## in which R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen, alkyl or acyl, andR.sup.3 represents quinuclidine or a group of the formula --(CH.sub.2).sub.a --R.sup.4, --CH.sub.2 --CH.dbd.CH--(CH.sub.2).sub.b --R.sup.4, --CH.sub.2 --C.tbd.C--(CH.sub.2).sub.b --R.sup.4, ##STR2## wherein a denotes a number from 1 to 10,b denotes a number 0, 1, 2, 3 or 4,c denotes a number 0, 1 or 2,d denotes a number 2 or 3, andx denotes oxygen, sulphur or NR.sup.5,and their salts.Type: GrantFiled: April 9, 1991Date of Patent: October 6, 1992Assignee: Bayer AktiengesellschaftInventors: Rudolf Schohe, Thomas Glaser, Jorg Traber, George S. Allen
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Patent number: 5128366Abstract: The compounds of the present invention inhibit HMG-CoA reductase, and subsequently suppress the synthesis of cholesterol. And they are useful in the treatment of hypercholesterolemia, hyperlipoproteinemia, and atherosclerosis. The compounds have the formula ##STR1## wherein R.sup.1, R.sup.2, and R.sup.3 each is independently hydrogen, optionally substituted lower alkyl, or optionally substituted aryl; R.sup.4 is lower alkyl, aralkyl, aryl, or heteroaryl, each of which is optionally substituted; X is vinylene or ethylene; Y is ##STR2## where R.sup.5 is hydrogen, lower alkyl, aryl, aralkyl, or a cation capable of forming a non-toxic pharmaceutically acceptable salt.Type: GrantFiled: May 30, 1991Date of Patent: July 7, 1992Assignee: Shinogi & Co., Ltd.Inventors: Kentaro Hirai, Teruyuki Ishiba, Haruo Koike, Masamichi Watanabe
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Patent number: 5122614Abstract: Poly(ethylene glycol)-N-succinimide carbonate and its preparation are disclosed. Polyethylene glycol (PEG) is converted into its N-succinimide carbonate derivative. This form of the polymer reacts readily with amino groups of proteins in aqueous buffers. The modified proteins have PEG-chains grafted onto the polypeptide backbone by means of stable, hydrolysis-resistant urethane (carbamate) linkages.Type: GrantFiled: April 19, 1990Date of Patent: June 16, 1992Assignee: Enzon, Inc.Inventor: Shmuel Zalipsky
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Patent number: 5120856Abstract: A compound of the general formula ##STR1## or a salt or complex thereof, in which X, Y and Z are all optionally substituted carbon atoms and R is hydrogen, optionally substituted hydrocarbyl or acyl or --COOR.sup.7 and R.sup.7 is hydrocarbyl has anti-microbial properties. Particular examples are compounds in which X is --CH.sub.2 -- or --C(CH.sub.3).sub.2 -- and Y and Z are both --CH.sub.2 -- or X is is --CH.sub.2 -- and Y and Z are carbon atoms of a benzene ring. The zinc complexes have useful properties.Type: GrantFiled: July 19, 1990Date of Patent: June 9, 1992Assignee: Imperial Chemical Industries PLCInventors: Mark R. James, Gordon A. Thomson
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Patent number: 5104641Abstract: Nitroxides useful as NMR contrast enhancing agents for organs are of the formula ##STR1## wherein in the above formulae, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are, g., CH.sub.3 ; R is --B--COO--M.sup.+ or --B--N(alkyl).sub.3 Hal.sup.-, wherein B is a divalent bond or alkylene of 1-8 carbon atoms, M is an ammonium or metal ion and Hal is a halogen atom; are also useful as NMR contrast enhancing agents on joints.Type: GrantFiled: February 26, 1990Date of Patent: April 14, 1992Assignee: M.R.I., Inc.Inventor: Gerald M. Rosen
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Patent number: 5103021Abstract: Carbonyl derivatives of acetaminophen are provided for use in homogeneous enzyme immunoassays for acetaminophen. The derivatives are conjugated to antigenic substances for the preparation of antisera specific to acetaminophen, and to enzymes for the preparation of enzyme conjugates which compete with acetaminophen for antibody binding sites in a typical assay.Type: GrantFiled: July 30, 1987Date of Patent: April 7, 1992Assignee: Syntex (U.S.A.) Inc.Inventor: Pyare Khanna
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Patent number: 5103007Abstract: Lipid derivatives represented by the formula: ##STR1## wherein R.sup.1 stands for an optionally substituted higher alkyl group, R.sup.2 stands for an optionally substituted lower alkyl group or an optionally substituted nitrogen-containing heterocyclic group, R.sup.3 stands for a tertiary amino group or a quaternary ammonium group, J stands for oxygen atom or S(O)t (where t deontes 0, 1 or 2), m and n respectively denotes 1 or 2, p denotes 0, 1 or 2, q and r respectively denote an integer of 2 to 5.and salts thereof have antitumor activities including differentiation-inducing activity and are useful as antitumor agents.Type: GrantFiled: October 27, 1989Date of Patent: April 7, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroaki Nomura, Hiroshi Akimoto, Keizo Inoue
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Patent number: 5102904Abstract: Novel N-oxygenated arylpyrrole compounds which are effective for the control of insects, acarids and nematodes are described. A method for the insecticidal, acaricidal and nematicidal use of said compounds and a method for the preparation of said compounds are presented.Type: GrantFiled: December 8, 1989Date of Patent: April 7, 1992Assignee: American Cyanamid CompanyInventor: Venkataraman Kameswaran
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Patent number: 5096918Abstract: The invention concerns pharmaceutially useful heterocyclic nitromethane compounds of the formula I: ##STR1## in which ring Q is a heterocycle of 4 to 7 ring atoms, the fragment completing the ring Q having 2 to 5 atoms, one of which is carbon, oxygen, sulphur or a group of the formula --NRa--, and the remainder are carbon; Ra is hydrogen, (1-6C)alkyl, (2-6C)alkanoyl, trifluoroacetyl, phenyl, benzoyl, or phenyl(1-4C)alkyl, the latter three optionally substituted; and R.sup.1 R.sup.2 and R.sup.3 are independently hydrogen, hydroxy, (1-6C)alkyl, (1-6C)alkoxy, phenyl, phenoxy or phenyl(1-4C)alkyl, the last three optionally substituted, or two of R.sup.1, R.sup.2 and R.sup.3 situated on adjacent ring carbon atoms and together with said carbon atoms form a benzene ring fused to ring Q, the benzene ring itself optionally substituted, provided that when the fragment completion ring Q is of 3 atoms then at least one of R.sup.1, R.sup.2 and R.sup.3 is hydrogen; and salts thereof.Type: GrantFiled: February 5, 1990Date of Patent: March 17, 1992Assignee: Imperial Chemical Industries PLCInventor: Keith B. Mallion
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Patent number: 5093040Abstract: Complex N-hydroxyimide compounds and carboxy hydroxamic acid-functional derivatives thereof are prepared from organic amines reacted with maleate esters and maleic anhydride. The compounds exhibit strong metal ion chelating properties and are useful as detergent additives to improve stain removal.Type: GrantFiled: August 12, 1987Date of Patent: March 3, 1992Assignee: American Cyanamid CompanyInventor: Stephen F. Donovan
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Patent number: 5086054Abstract: Novel arylcycloalkanepolyalkylamines useful as anti-psychotic, anti-ischemia, anti-stroke, anti-dementia and anti-convulsant agents. These arylcycloalkanepolyalkylamines are selective high-affinity ligands to the sigma binding-sites containing three basic units: arylcycloalkyl group, an amine group and an intermediate chain. Their preparation and use for treatment of psychoses, ischemia, stroke, dementia and convulsions are also disclosed.Type: GrantFiled: July 31, 1990Date of Patent: February 4, 1992Assignee: SRI InternationalInventor: Daniel W. Parish
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Patent number: 5082930Abstract: This invention relates to bifunctional coupling agents useful in forming conjugates with biologically useful molecules, such as antibodies. These conjugates can be complexed with radionuclide metal ions to provide materials useful for in vivo diagnostic and therapeutic applications.Type: GrantFiled: November 23, 1988Date of Patent: January 21, 1992Assignee: Mallinckrodt Medical, Inc.Inventors: Robert A. Nicolotti, Richard T. Dean
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Patent number: 5081245Abstract: A compound represented by the formula: ##STR1## wherein R represents a hydrogen atom or a lower alkyl group;R.sup.1 represents a higher alkyl group which may be substituted;R.sup.2 represents a hydrogen atom or a lower alkyl group, a lower alkanoyl group or a nitrogen-containing 5- to 7-membered heterocyclic group each of which may be substituted; X represents a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --wherein p represents an integer of 1 to 5, a divalent group represented by the formula:--O(CH.sub.2).sub.q --wherein q represents an integer of 3 to 8, or a divalent group represented by the formula:--(OCH.sub.2 CH.sub.2).sub.p --J--(CH.sub.2).sub.q --wherein J represents an oxygen atom or a group represented by the formula: --S(O).sub.Type: GrantFiled: August 18, 1989Date of Patent: January 14, 1992Assignee: Takeda Chemical Industries, Ltd.Inventors: Hiroaki Nomura, Hiroshi Akimoto, Eiko Imamiya, Keizo Inoue
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Patent number: 5066651Abstract: New pyrrolidone compounds of the formula: ##STR1## in which: R is OR", SR" or N (R.sub.3 R.sub.4)R' is optionally substituted alkyl or aryl, andthe carbon in the 5-position of the pyrrolidone ring, which is substituted by CH.sub.2 R has the R or S configuration.These new compounds and their physiologically tolerable salts may be used therapeutically especially in the treatment of asthenias, ischaemic syndromes and nervous disorders associated with normal or pathological ageing.Type: GrantFiled: May 17, 1990Date of Patent: November 19, 1991Assignee: Adir et CompagnieInventors: Gilbert Regnir, Alain Dhainaut, Jean Lepagnol, Jean Lepagnol
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Patent number: 5057504Abstract: Pesticidal bicyclo-octanes are of the formula ##STR1## where R is a substituted or unsubstituted aliphatic or aromatic group, R' and R.sup.3 are H or a substituted or unsubstituted aliphatic or aromatic group, R.sup.2 is a substituted or unsubstituted heterocyclic group containing at least one ring nitrogen and is preferably a 3- or 4- pyridyl group, Z is CH.sub.2 CH.sub.2, CH.sub.2 O--CH.sub.2 S or COCH.sub.2 or CH(OR.sup.5)CH.sub.2 where R.sup.5 is H, alkyl, acyl or carbamoyl at Y and Y' are O or S(O).sub.m where m is 0, 1 or 2.Various methods for their preparation are described.Type: GrantFiled: August 16, 1989Date of Patent: October 15, 1991Assignee: The Wellcome Foundation LimitedInventors: Malcolm H. Black, John A. Wyatt, John B. Weston, John P. Larkin, Ian H. Smith, David A. Pulman
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Patent number: 5045303Abstract: Haloaryl compounds are lithiated and thereafter metalated with one of the following organometallic groups: Sn(n-Bu).sub.3 or SnMe.sub.3. The resulting aryltin compound can be transmetalated in site-specific reaction with one of the following organometallic groups: HgX, Hg(OAc).sub.2, BX.sub.3, or BZ.sub.2, wherein X is Cl, Br, or I, and Z is alkyl or alkoxy. The metalated compounds are subsequently radiohalogenated via a demetalation reaction. A functional group suitable for conjugation to protein can be added subsequent of preferably prior to the radiohalogenation.Also compounds of the formula: R.sub.1 -Ar-R.sub.2, wherein R.sub.1 is either a radiohalogen or any one of the organometallic groups stated above, Ar is aromatic or heteroaromatic ring, and R.sub.2 is a short-chain substituent that does not activate the aromatic ring and that bears a functional group, or a precursor thereof, suitable for conjugation to protein under conditions that preserve the biological activity of the protein.Type: GrantFiled: November 23, 1987Date of Patent: September 3, 1991Assignee: NeoRx CorporationInventors: Daniel S. Wilbur, Alan R. Fritzberg
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Patent number: 5037822Abstract: The invention relates to the products of formula ##STR1## in which R represents the radical ##STR2## in which R.sub.1 at any position on the benzene ring represents a linear, branched or cyclic alkyl, alkenyl or alkynyl containing up to 8 carbon atoms, or the radical ##STR3## in which R.sub.2 and R.sub.3, which may be identical or different, represent a hydrogen atom or a linear alkyl, alkenyl or alkynyl containing up to 8 carbon atoms or form, together with the nitrogen atom to which they are attached, a carbonaceous heterocyclic radical optionally containing another hetero form, or the radical OR', R' representing hydrogen, a linear, branched or cyclic alkyl radical containing up to 8 carbon atoms or an aryl radical containing up to 14 carbon atoms, or the radical SR.sub.4 or S(O)R.sub.5, R.sub.4 and R.sub.5 representing a linear, branched or cyclic alkyl, alkenyl or alkynyl containing up to 8 carbon atoms, or R represents naphthyl optionally substituted with a radical R'.sub.1, R'.sub.Type: GrantFiled: February 21, 1990Date of Patent: August 6, 1991Assignee: Roussel-UclafInventors: Emilio Toja, Fernando Barzaghi, Giulio Galliani
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Patent number: 5036153Abstract: (R,R)-2,5-Diazabicyclo[ 2.2.1]heptanes are prepared from a compound of the formula ##STR1## wherein X and R.sub.2 are as defined herein, by heating with tosylchloride in pyridine, reacting the formed compound of the formula ##STR2## with a C.sub.1 -C.sub.6 alkylamine or ammonia, and reducing or hydrolyzing the formed compound of the formula ##STR3## wherein R.sub.1 is hydrogen or C.sub.1 -C.sub.6 alkyl.Type: GrantFiled: October 18, 1989Date of Patent: July 30, 1991Inventors: Tamim F. Braish, Darrell E. Fox
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Patent number: 5026857Abstract: For treatment of disorders of the central nervous system, the cardiovascular system or the intestinal tract, the new substituted basic 2-aminotetralins of the formula ##STR1## in which R.sup.1 represents hydrogen or alkyl,R.sup.2 represents hydrogen, alkyl or acyl, andR.sup.3 represents quinuclidine or a group of the formula --(CH.sub.2).sub.a --R.sup.4, --CH.sub.2 --CH.dbd.CH--(CH.sub.2).sub.b --R.sup.4, --CH.sub.2 C.tbd.C--(CH.sub.2).sub.b --R.sup.4, ##STR2## wherein a denotes a number from 1 to 10,b denotes a number 0, 1, 2, 3 or 4,c denotes a number 0, 1 or 2,d denotes a number 2 or 3, andx denotes oxygen, sulphur or NR.sup.5,and their salts.Type: GrantFiled: July 12, 1989Date of Patent: June 25, 1991Assignee: Bayer AktiengesellschaftInventors: Rudolf Schohe, Thomas Glaser, Jorg Traber, George S. Allen
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Patent number: 5017610Abstract: A derivative of general formula: ##STR1## wherein Y is --SO.sub.2 -- or ##STR2## (i) R.sup.1 and R.sup.2, which may be the same or different, each represent, (1) --H, (2) C1-16 alkyl or (3) the formula: --X-- .circle.A --(R.sup.4).sub.n wherein X is a single-bond, --SO.sub.2 --, C1-4 alkylene, C1-4 alkylene substituted by ##STR3## -- .circle.A -- is carbocyclic or heterocyclic ring, n is 1.about.5, R.sup.4 is (1) --H or C1-8 alkyl, (2) C1-14 alkoxy, (3) C1-6 alkylthio, (4) --OH, halogen, --NO.sub.2 or trihalomethyl, (5) the formula: --NR.sup.41 R.sup.42 wherein R.sup.41 and R.sup.42 each represents halogen or C1-4 alkyl, (6) tetrazole, (7) --SO.sub.3 H or --CH.sub.2 OH, (8) the formula: --SO.sub.2 NR.sup.41 R.sup.42 (9) the formula: --Z.sup.41 --COOR.sup.43 wherein Z.sup.41 is single-bond, C1-4 alkylene or C2-4 alkenylene, R.sup.43 is --H, C1-4 alkyl or benzyl, (10) the formula: --CONR.sup.41 R.sup.42 (11) the formula: --COO--Z.sup.42 --COOR.sup.43 wherein Z.sup.42 is C1-4 alkylene, R.sup.Type: GrantFiled: June 12, 1989Date of Patent: May 21, 1991Assignee: Ono Pharmaceutical Co., Ltd.Inventors: Katsuhiro Imaki, Yoshinobu Arai, Tadao Okegawa
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Patent number: 5001142Abstract: Compounds of the formula: ##STR1## pharmaceutical compositions containing the compounds and methods of using the compounds in the treatment of central cholinergic disfunction in a mammal are disclosed.Type: GrantFiled: July 19, 1989Date of Patent: March 19, 1991Assignee: American Cyanamid CompanyInventors: Eugene J. Trybulski, Richard H. Kramss
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Patent number: 4994612Abstract: Dihydropyridine derivatives of the formula ##STR1## wherein the symbols R and R.sup.1 to R.sup.6 have the significance given in claim 1, have a pronounced calcium-antagonist activity and can accordingly be used as medicaments, especially in the control or prevention of angina pectoris, ischemia, high blood pressure and/or migraine.Type: GrantFiled: April 11, 1989Date of Patent: February 19, 1991Assignee: Hoffmann-La Roche Inc.Inventors: Roland Jaunin, Henri Ramuz
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Patent number: 4990531Abstract: Compounds useful for the treatment of patients suffering from muscle spasms of the formula (I) ##STR1## in which R represents the radical ##STR2## in which R.sub.1, in any position on the phenyl nucleus, represents a linear, branched or cyclic alkyl, alkenyl or alkynyl, containing up to 8 carbon atoms, or the radical ##STR3## in which R.sub.2 and R.sub.3, identical or different each represents a hydrogen atom, a linear alkyl, alkenyl or alkynyl, containing up to 8 carbon atoms, or form together with the nitrogen atom to which they are joined, a heterocyclic radical optionally containing another heteroatom, or NO.sub.2, or OR', R' representing hydrogen, a linear, branched or cyclic alkyl containing up to 8 carbon atoms, or aryl containing up to 14 carbon atoms, or an SR.sub.4 or S(O)R.sub.5 radical, R.sub.4 and R.sub.5 representing a linear, branched or cyclic alkyl, alkenyl or alkynyl, containing up to 8 carbon atoms, or R represents naphthyl, optionally substituted by an R.sub.Type: GrantFiled: February 24, 1989Date of Patent: February 5, 1991Assignee: Roussel UclafInventors: Giulio Galliani, Fernando Barzaghi, Michel Fortin, Carlo Gorini, Emilio Toja
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Patent number: 4983770Abstract: Substituted hydroxylamine ester stabilizers corresponding to the formula ##STR1## wherein n is 0-2, X is a direct bond, --S-- or --CH.sub.2 S--, R.sub.1 and R.sub.2 are independently hydrogen, alkyl, cycloalkyl, aralkyl, R.sub.3 and R.sub.4 are independently alkyl, cycloalkyl or aralkyl, and R.sub.5 is hydrogen or the group ##STR2## are effective in stabilizing organic materials against oxidative, thermal and actinic degradation.Type: GrantFiled: October 12, 1989Date of Patent: January 8, 1991Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Stephen D. Pastor
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Patent number: 4971990Abstract: Phenoxyethylamine derivatives represented by the general formula (I): ##STR1## wherein R.sub.1 and R.sub.5 represent lower-alkyl, R.sub.2 and R.sub.3, which may be the same or different, each represents hydrogen or lower-alkyl, or ##STR2## represents a 5- or 6-membered ring system which may include nitrogen, oxygen or sulfur as a ring membered atom, R.sub.4 represents hydrogen or lower-alkyl, and n represents an integer selected from 1 to 3, their optical isomers and pharmacologically-acceptable acid addition salts, which exhibit excellent .alpha..sub.1 -blocking activity, a process for their preparation, pharmaceutical compositions thereof, and a method for the treatment of a subject afflicted with hypertension or dysuria by administrating such a compound, are all disclosed.Type: GrantFiled: January 24, 1989Date of Patent: November 20, 1990Assignee: Hokuriku Pharmaceutical Co., Ltd.Inventors: Yasuo Itoh, Hideo Kato, Eiichi Koshinaka, Nobuo Ogawa, Kazuya Mitani, Shunichiro Sakurai
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Patent number: 4966965Abstract: The invention relates to a new method for preparing all trans retinoyl CoA.Type: GrantFiled: March 23, 1989Date of Patent: October 30, 1990Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Andrzej Kutner, Heinrich K. Schnoes
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Patent number: 4946845Abstract: Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: ##STR1## wherein: R.sup.1 and R.sup.2 are the same and are lower alkoxy or optionally substituted phenoxy,R.sup.3 is lower alkyl, lower alkoxy, or halo and m is 0, 1 or 2 or R.sup.3 is optionally substituted phenyl, optionally substituted phenyl lower alkyl, optionally substituted phenyl lower alkoxy, amino, lower alkylamino, lower dialkylamino, cyano, or S(O).sub.n R wherein R is lower alkyl; optionally substituted phenyl; optionally substituted phenyl lower alkyl; or optionally substituted heterocyclic aryl of three to nine ring atoms containing one or two heteroatoms selected from the group consisting of nitrogen, oxygen and sulfur, and the pharmaceutically acceptable acid addition salts thereof; and m is 1 and n is 0, 1 or 2;at least one of X or Y is C(O)W and the other X or Y is different and is hydrogen, C(O)W or R.sup.Type: GrantFiled: November 25, 1988Date of Patent: August 7, 1990Assignee: Syntex (U.S.A.) Inc.Inventors: D. V. Krishna Murthy, Michael C. Venuti, John M. Young
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Patent number: 4925867Abstract: Compounds of formula (I) and pharmaceutically acceptable acid addition salts thereof: ##STR1## wherein R represents a hydrocarbon group, X represents oxygen or sulphur, and R and --NH.sub.2 are cis; are of use in the treatment and/or prevention of neurodegenerative disorders, and are also useful as anticonvulsant agents and muscle relaxants.Type: GrantFiled: September 29, 1989Date of Patent: May 15, 1990Assignee: Merck Sharp & Dohme Ltd.Inventors: Raymond Baker, Paul D. Leeson, Tamara Ludduwahetty, Brian J. Williams
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Patent number: 4921962Abstract: N-hydrocarbyloxy compounds of the formula ##STR1## where E.sub.1, E.sub.2, E.sub.3 and E.sub.4 are independently an organic radical so that the carbon atoms to which they are attached are each a quaternary carbon, R is a hydrocarbon radical and T is a divalent radical are prepared directly by the reaction of the corresponding amine or oxyl compound in a hydrocarbon organic solvent with a hydroperoxide in the presence of a metal carbonyl, metal oxide or metal alkoxide catalyst in high yield and purity. These compounds are useful as light stabilizers in diverse substrate systems.Type: GrantFiled: October 19, 1988Date of Patent: May 1, 1990Assignee: Ciba-Geigy CorporationInventors: James P. Galbo, Michael H. Ackerman
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Patent number: 4918194Abstract: The invention relates to a process for the synthesis of an N,N-dialkyl-hydroxylamine by reaction of the corresponding dialkylamine with H.sub.2 O.sub.2, said reaction being carried out in the presence of a catalyst based on titanium-silicalite.Type: GrantFiled: October 25, 1988Date of Patent: April 17, 1990Assignee: Montedipe S.p.A.Inventors: Paolo Roffia, Sergio Tonti, Alberto Cesana, Maria Angela Mantegazza, Mario Padovan
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Patent number: 4897414Abstract: Compounds useful in the treatment of patients suffering from intellectual or nervous asthenias, memory failures, senescence or mental strain of the formula (I) ##STR1## in which R' represents hydrogen, linear, branched or cyclic alkyl containing up to 8 carbon atoms, alkenyl containing from 2 to 8 carbon atoms, acyl containing from 1 to 6 carbon atoms or aralkyl containing from 7 to 15 carbon atoms and R represents aryl containing up to 14 carbon atoms, possibly substituted, or a mono- or polycyclic heterocyclic aromatic radical possibly substituted; also process and intermediates for their preparation, therapeutic compositions containing those compounds and method of use.Type: GrantFiled: June 27, 1988Date of Patent: January 30, 1990Assignee: Roussel UCAFInventors: Emilio Toja, Carlo Zirotti, Fernando Barzaghi, Giulio Galliani
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Patent number: 4891430Abstract: The invention relates to a new process for preparing active esters or carboyxlic acids, which consists in reacting a carboxylic acid, in the presence of an agent for binding hydrohalic acid, with a carbonate of formula: ##STR1## in which R.sup.1 denotes either a radical of formula ##STR2## in which R.sup.3 and R.sup.4, which may be identical or different, are not hydrogen atoms and denote organic radicals which may be substituted or unsubstituted and saturated or unsaturated, and may or may not be bound to a polymer, and which can be joined together to form a hetero-cyclic system with the nitrogen, atom,or a substituted or unsubstituted aryl radical which may or may not be bound to a polymer,R.sup.2 denotes a hydrogen atom, an aliphatic or cycloaliphatic radical which may be substituted or unsubstituted and saturated or unsaturated, or a substituted or unsubstituted aromatic radical,and X denotes a halogen atom.This process is especially useful for the synthesis of active esters of N-protected amino acids.Type: GrantFiled: September 13, 1988Date of Patent: January 2, 1990Assignee: Societe Internationale Des Poudres et ExplosifsInventors: Gerard Barcelo, Bertrand Castro, Mahmoud Jaouadi, Jean Martinez, Jean-Pierre Senet, Gerard Sennyey
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Patent number: 4888444Abstract: Substituted hydroxylamine ester stabilizers corresponding to the formula ##STR1## wherein n is 0-2, X is a direct bond, --S-- or --CH.sub.2 S--, R.sub.1 and R.sub.2 are independently hydrogen, alkyl, cycloalkyl, aralkyl, R.sub.3 and R.sub.4 are independently alkyl, cycloalkyl or aralkyl, and R.sub.5 is hydrogen or the group ##STR2## are effective in stabilizing organic materials against oxidative, thermal and actinic degradation.Type: GrantFiled: October 26, 1987Date of Patent: December 19, 1989Assignee: Ciba-Geigy CorporationInventors: Ramanathan Ravichandran, Stephen D. Pastor
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Patent number: 4885307Abstract: Compounds useful in the treatment of patients suffering from intellectual or nervous asthenias, memory failures, senescence or mental strain of the formula (I) ##STR1## in which R' represents hydrogen, a linear, branched or cyclic alkyl containing up to 8 carbon atoms, alkenyl containing from 2 to 8 carbon atoms, acyl containing from 1 to 6 carbon atoms or aralkyl containing from 7 to 15 carbon atoms and R represents aryl containing up to 14 carbon atoms, possibly substituted, or a mono- or polycyclic heterocyclic aromatic radical, possibly substituted; also thereapeutic compositions containing those compounds and method of use.Type: GrantFiled: June 13, 1988Date of Patent: December 5, 1989Assignee: Roussel UclafInventors: Emilio Toja, Carlo Gorini, Fernando Barzaghi, Giulio Galliani
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Patent number: 4885306Abstract: Compounds useful in the treatment of patients suffering from intellectual or nervous asthenias, memory failures, senescence or mental strain of the formula (I) ##STR1## in which R' and R.sub.2, being identical or different, represent hydrogen, a linear, branched or cyclic alkyl containing up to 8 carbon atoms, alkenyl containing from 2 to 8 carbon atoms, acyl containing from 1 to 6 carbon atoms or aralkyl containing from 7 to 15 carbon atoms, R.sub.1 represents a possibly substituted aryl containing up to 14 carbon atoms, or a possibly substituted mono- or polycyclic heterocyclic aromatic radical; also therapeutic compositions containing those compounds and method of use.Type: GrantFiled: June 2, 1988Date of Patent: December 5, 1989Assignee: Roussel UclafInventors: Emilio Toja, Carlo Gorini, Fernando Barzaghi, Giulio Galliani
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Patent number: 4883650Abstract: The novel N-hydroxysuccinimide ester of iodohippuric acid (IH-OSU), capable of forming a stable conjugate with a protein. The iodohippuric acid is preferably orthoiodohippuric acid (OIH) and radiolabeled. A protein compound useful as a radiolable comprises a stable conjugate of a protein and the N-hydroxysuccinimide ester of radiolabeled iodohippuric acid.Type: GrantFiled: April 13, 1988Date of Patent: November 28, 1989Assignee: ALbert Einstein College of Medicine - of Yeshiva UniversityInventors: Kuldeep K. Bhargava, Lakshman R. Chervu, M. Donald Blaufox
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Heterobifunctional linking agents derived from N-succinimido-dithio-alpha methyl-methylene-benzoates
Patent number: 4880935Abstract: The efficacy of immunotoxins having an antibody that recognizes a tumour associated antigen linked to a cytotoxin through a heterobifunctional agent of the disulphide type is improved by providing in the heterobifunctional agent a molecular grouping creating steric hindrance in relation to the disulphide link. This steric hindrance can be provided by a methyl substituted methylene group located in the heterobifunctional link adjacent to the disulphide bond.Type: GrantFiled: August 27, 1987Date of Patent: November 14, 1989Assignee: ICRF (Patents) LimitedInventor: Philip E. Thorpe -
Patent number: 4879389Abstract: New chiral phosphinopyrrolidine compounds of the general formula: ##STR1## wherein R.sup.1 is a hydrogen atom, --COR, --COOR, --CONHR or --SO.sub.2 --R where R is an alkyl or aryl group, R.sup.2 and R.sup.3 each represents independently an aryl group which may have a substituent or substituents, and R.sup.4 and R.sup.5 each represents independently an aliphatic or cycloaliphatic hydrocarbyl group which may have a substituent or substituents, as well as the use of these compounds as ligand for a metal complex catalyst for asymmetric synthesis of optically active compounds. The new chiral phosphinopyrrolidine compounds are useful ligands which attain both of high optical yield and high reaction efficiency in catalytic asymmetric reduction.Type: GrantFiled: June 25, 1987Date of Patent: November 7, 1989Inventor: Kazuo Achiwa
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Patent number: 4870188Abstract: Vinyl radiohalogenated small molecules as shown in formulas I and II: ##STR1## wherein *X is a radiohalogen, C.dbd.C is a double bonded set of sp.sup.2 hybridized carbon atoms, and substituents R.sub.1, R.sub.2, and Y are as defined below. R.sub.1 and R.sub.2 are substituents independently selected from among hydrogen; alkyl or substituted alkyl, provided that any sp.sup.2 or sp carbon atom substituted on the alkyl is separated from C.dbd.C by at least one fully substituted sp.sup.3 carbon atom; aryl or substituted aryl, provided that the aryl is bonded directly to C.dbd.C; heteroalkyl, provided, first, that no heteroatom of the heteroalkyl bonds directly to C.dbd.C and, second, that any sp.sup.2 or sp hybridized carbon bonded to a heteroatom of the heteroalkyl is not bonded directly to or otherwise conjugated with C.dbd.C and, third, that where a single sp.sup.3 carbon intervenes between C.dbd.C and an sp.sup.2 or sp carbon bonded to a heteroatom that intervening sp.sup.Type: GrantFiled: April 16, 1987Date of Patent: September 26, 1989Assignee: NeoRx CorporationInventors: Daniel S. Wilbur, Stephen W. Hadley
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Patent number: 4863717Abstract: Nitroxide contrast agents for MRI have a long useful life and can be administered in low concentration doses. Such agents include nitroxide-doped liposomes that encapsulate an oxidant and large molecules having surfaces covered with persistent nitroxide free radicals.Type: GrantFiled: November 10, 1986Date of Patent: September 5, 1989Assignee: The State of Oregon Acting by and Through the State Board of Higher Education on Behalf of the University of OregonInventor: John F. W. Keana
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Patent number: 4863953Abstract: The present invention provides R(+)-3-amino-1-hydroxypyrrolidin-2-one of formula I: ##STR1## or pharmaceutically acceptable acid addition salt thereof, which compound is useful as an anticonvulsant agent and in the treatment and/or prevention of neurodegenerative disorders.Type: GrantFiled: November 18, 1988Date of Patent: September 5, 1989Assignee: Merck & Co., Inc.Inventors: Paul D. Leeson, Brian J. Williams
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Patent number: 4861869Abstract: This invention relates to bifunctional coupling agents useful in forming conjugates with biologically useful molecules, such as antibodies. These conjugates can be complexed with radionuclide metal ions to provide materials useful for in vivo diagnostic and therapeutic applications.Type: GrantFiled: May 29, 1986Date of Patent: August 29, 1989Assignee: Mallinckrodt, Inc.Inventors: Robert A. Nicolotti, Richard T. Dean
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Patent number: 4841038Abstract: The invention relates to a new method for preparing all trans- and 13-cis retinoyl CoA.Type: GrantFiled: May 5, 1988Date of Patent: June 20, 1989Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Andrzej Kutner, Heinrich K. Schnoes
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Patent number: 4833160Abstract: 3-(3,5-di-tert-butyl-4-hydroxy-benzylidene)-2-pyrrolidone and N-substituted derivatives thereof are described. The substituent includes alkyl, alkoxy, alkynyl phenyl-alkylene, hydroxy-alkylene and amino-alkylene. They are effective as an anti-inflammatory, analgesic and antithermic agent, and they have a low toxicity.Type: GrantFiled: April 23, 1986Date of Patent: May 23, 1989Assignee: Eisai Co., Ltd.Inventors: Hironori Ikuta, Youji Yamagishi, Kozo Akasaka, Isao Yamatsu, Seiichi Kobayashi, Hiroshi Shirota, Kouichi Katayama
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Patent number: 4830786Abstract: Squaraine dyes and compositions of matter containing such dyes are disclosed. The squaraine dyes have an absorption maximum greater than 600 nanometers and are particulary useful in conjunction with a helium/neon (He/Ne) laser. Some of the squaraine dyes are hydrophilic and are therefore water soluble or water compatible and others of the squaraine dyes are lipophilic.Type: GrantFiled: February 27, 1986Date of Patent: May 16, 1989Assignee: Syntex (U.S.A.) Inc.Inventors: John Pease, Thomas L. Tarnowski, Donald Berger, Chiu C. Chang, Chun-Hua Chuang
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Patent number: 4831175Abstract: New polysubstituted diethylenetriaminepentaacetic acid chelates and protein conjugates of the same are described together with the methods of preparing such compounds. A method of delivering radiolabelled compound of the present invention to a target site while minimizing the distribution of the compound to non-targeted organs or tissues is also disclosed.Type: GrantFiled: September 5, 1986Date of Patent: May 16, 1989Assignee: The United States of America as represented by the Secretary of the Department of Health and Human ServicesInventors: Otto A. Gansow, Martin W. Brechbiel
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Patent number: 4822886Abstract: Cyclic N-hydroxyimide compounds are disclosed which show strong metal ion chelating properties and are useful as detergent additives. Detergent compositions containing the N-hydroxyimides improve the stain removing effectiveness of detergents and are biodegradable.Type: GrantFiled: August 12, 1987Date of Patent: April 18, 1989Assignee: American Cyanamid CompanyInventor: Stephen F. Donovan
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Patent number: 4810722Abstract: The therapeutic compounds useful in the treatment of patients suffering from intellectual or nervous asthenias, memory failures or old age and excessive intellectual fatigue having the formula (I): ##STR1## in which R.sub.1 represents an alkyl radical, linear or branched, containing up to 8 carbons atoms, an acyl radical containing from 1 to 6 carbon atoms or a cycloalkyl radical containing from 3 to 6 carbon atoms and R represents an aryl radical containing up to 14 carbon atoms, unsubstituted or substituted, or a mono- or polycyclic heterocyclic radical, unsubstituted or substituted. Also, therapeutic compositions containing the compound, method of preparing the compound and method of use.Type: GrantFiled: March 26, 1987Date of Patent: March 7, 1989Assignee: Roussel UclafInventors: Emilio Toja, Carlo Zirotti, Giulio Galliani, Fernando Barzaghi