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: 4794189Abstract: N-succinimidyl haloacetyl aminobenzoates are formed by: (a) reacting an aminobenzoic acid with haloacetylhalide to form a haloacetylaminobenzoic acid; (b) optionally converting the haloacetylaminobenzoic acid from (a) to the ultimately desired halo intermediate compound; (c) reacting the compound from (b) with oxalyl halide to form the corresponding benzoyl compound; and (d) coupling the benzoyl compound from (c) with an N-hydroxysuccinimide to form the ultimately desired N-succinimidyl haloacetyl aminobenzoate.Type: GrantFiled: December 7, 1987Date of Patent: December 27, 1988Assignee: Akzo America Inc.Inventors: Andrea Leone-Bay, Peter E. Timony
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Patent number: 4792611Abstract: Cyclic N-hydroxyimide compounds derived from tartaric acid are provided which exhibit strong metal ion chelating ability, making them useful as detergent additives, in boiler water systems, as reaction intermediates, etc. A detergent composition containing N-hydroxyimide compounds as detergent additives is also disclosed.Type: GrantFiled: August 12, 1984Date of Patent: December 20, 1988Assignee: American Cyanamid CompanyInventor: Stephen F. Donovan
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Patent number: 4792556Abstract: 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: April 28, 1986Date of Patent: December 20, 1988Assignee: Syntex (U.S.A.) Inc.Inventors: D. V. K. Murthy, Michael C. Venuti, John M. Young
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Patent number: 4782164Abstract: The invention relates to a new process for preparing active esters or carboxylic 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 be 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: November 22, 1985Date of Patent: November 1, 1988Assignee: Societe Nationale des Poudres et ExplosifsInventors: Gerard Barcelo, Bertrand Castro, Mahmoud Jaouadi, Jean Martinez, Jean-Pierre Senet, Gerard Sennyey
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Patent number: 4757140Abstract: The invention relates to new coenzyme A and N-hydroxysuccinimidyl esters of all-trans- and 13-cis-retinoic acid and to methods for preparing the same. A new method for preparing all-trans-retinoic acid anhydride is also disclosed.Type: GrantFiled: June 2, 1986Date of Patent: July 12, 1988Assignee: Wisconsin Alumni Research FoundationInventors: Hector F. DeLuca, Andrzej Kutner, Heinrich K. Schnoes
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Patent number: 4745113Abstract: Compounds of the general formula ##STR1## in which each of A and B independently represents a halogen atom or an alkyl group; m is 0 or 1; Q represents a group of general formula ##STR2## in which R is as defined, or Q represents a group of general formula --CR.sup.2 R.sup.3 R.sub.4 in which R.sup.2, R.sup.3 and R.sup.4 are as defined; together with processes for the preparation of such compounds, pesticidal compositions containing them and their pesticidal use, and certain novel intermediates.Type: GrantFiled: September 10, 1986Date of Patent: May 17, 1988Assignee: E. I. Du Pont de Nemours and CompanyInventors: Martin Anderson, Anthony G. Brinnand
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Patent number: 4730050Abstract: A derivative of a fibrinolytic enzyme in which the catalytic site on the enzyme which is responsible for fibrinolytic activity is blocked by a human protein attached thereto by way of a reversible linking group.Type: GrantFiled: April 3, 1987Date of Patent: March 8, 1988Assignee: Beecham Group p.l.c.Inventor: Richard A. G. Smith
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Patent number: 4694020Abstract: Derivatives of 2-(substituted sulfamyl) 6-nitrobenzoic acids are disclosed, wherein at least one of the sulfamyl substituents is selected from amino-(lower alkyl), (lower alkyl)-amino-(lower alkyl), or di(lower alkyl)-amino-(lower alkyl), hydrogen, lower alkyl, hydroxy-(lower alkyl), allyl, or when taken together with the nitrogen of the sulfamyl moiety, form a heterocyclic ring. These compounds have activity in increasing the sensitivity of hypoxic tumor cells to therapeutic radiation. Also disclosed are methods of preparing such compounds and pharmaceutical compositions including such compounds.Type: GrantFiled: October 21, 1986Date of Patent: September 15, 1987Assignee: Merck & Co., Inc.Inventors: Edward L. Engelhardt, Walfred S. Saari
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Patent number: 4691026Abstract: A compound represented by the following formula: ##STR1## wherein R is a C.sub.3 -C.sub.24 olefinically unsaturated organic radical having functionality which renders the nitrogen atom electron deficient, the olefinic unsaturation functionality being polymerizable,R.sup.1 is hydrogen or a C.sub.1 -C.sub.4 alkyl radical, orR and R.sup.1 together with the nitrogen atom can form an olefinically unsaturated 5 to 7-member ring which has functionality that renders the nitrogen atom electron deficient and the olefinic unsaturation functionality is polymerizable,R.sup.2 and R.sup.3 are hydrogen, a C.sub.1 -C.sub.4 alkyl or acyl radical, orR.sup.2 and R.sup.3 together are a C.sub.2 -C.sub.4 alkylene group,R.sup.4 is hydrogen or a C.sub.1 -C.sub.4 alkyl, acyl, ester, amide or acid group, andn is an integer from 1 to 10, provided n is not 1 when R is (meth)acryloyl, R.sup.2 and R.sup.3 are methyl and R.sup.1 and R.sup.4 are hydrogen.Under acidic conditions the above compounds having R.sup.Type: GrantFiled: July 30, 1985Date of Patent: September 1, 1987Assignee: Air Products and Chemicals, Inc.Inventors: Robert K. Pinschmidt, Jr., Dale D. Dixon, William F. Burgoyne, Jr.
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Patent number: 4680338Abstract: A selective bifunctional sequential linker has the formulaY.dbd.C.dbd.N--Q--A--C(O)--Zwherein Q is a homoaromatic or heteroaromatic ring system; A is a single bond or an unsubstituted or substituted divalent C.sub.1-30 bridging group; Y is O or S; and Z is Cl, Br, I, N.sub.3, N-succinimidyloxy, imidazolyl, 1-benzotriazolyloxy, OAr where Ar is an electron-deficient activating aryl group, or OC(O)R where R is --A--Q--N.dbd.C.dbd.Y or C.sub.4-20 tertiary-alkyl. A method for activating an amine function towards reaction with a second amine involves reacting the amine with the foregoing linker. The resultant isocyanate or isothiocyanate derivative can then be reacted with a second amine to form a urea or thiourea conjugate.The linker is useful for producing conjugates of ligands with amine-containing polymers and/or proteins, especially for forming antibody conjugates with chelators, drugs, enzymes, detectable labels and the like.Type: GrantFiled: October 17, 1985Date of Patent: July 14, 1987Assignee: Immunomedics, Inc.Inventor: Boby M. Sundoro
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Patent number: 4672139Abstract: Benzoylurea compounds of the formula ##STR1## wherein the meaning of each of the symbols is described in the specification.Type: GrantFiled: July 21, 1986Date of Patent: June 9, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Martin Anderson
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Patent number: 4665185Abstract: Nitroxyls 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 and T is a divalent radical are prepared by the oxidation of the corresponding amine in an inert organic solvent with a hydroperoxide in the presence of a metal carbonyl, metal oxide or metal alkoxide catalyst in high yield and purity. The nitroxyls may be directly reduced to the corresponding hydroxylamines by catalytic hydrogenation. The nitroxyls are useful as polymerization inhibitors and the hydroxylamines as polymer stabilizers.Type: GrantFiled: November 20, 1985Date of Patent: May 12, 1987Assignee: Ciba-Geigy CorporationInventors: Roland A. E. Winter, Roger F. Malherbe
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Patent number: 4657904Abstract: Sulfur-containing bis-amino carbamate compounds exhibit outstanding acaricidal, nematocidal and insecticidal activity.Type: GrantFiled: May 19, 1986Date of Patent: April 14, 1987Assignee: Union Carbide CorporationInventor: Themistocles D. J. D'Silva
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Patent number: 4652582Abstract: Antiinflammatory 2-halo-4,5-diarylpyrroles are provided. These pyrroles have the formula: ##STR1## wherein Y.sub.1 is F, Cl, Br, or I;Y.sub.2 is H, Cl, or Br;R.sub.1 is H, CH.sub.3, C.sub.2 H.sub.5, acetyl, or ##STR2## where R.sub.4 is methyl, ethyl, t-butyl, or benzyl; R.sub.2 is pyridyl or ##STR3## R.sub.3 is pyridyl or ##STR4## X and X' are independently H, F, Cl, Br, OR.sub.5, or R.sub.5 S(O).sub.n where n is 0, 1 or 2 and R.sub.5 is C.sub.1 -C.sub.2 alkyl; provided that one of R.sub.2 or R.sub.3 must be ##STR5## or a pharmaceutically suitable salt thereof. Intermediates to the above pyrroles are provided where R.sub.1 in the above formula is replaced by R.sup.1 which is benzenesulfonyl or 4-toluenesulfonyl.Type: GrantFiled: January 9, 1985Date of Patent: March 24, 1987Assignee: E. I. Du Pont de Nemours and CompanyInventor: Wendell W. Wilkerson
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Patent number: 4645776Abstract: The new compound N-(dichlorofluoromethylthio)-3,4-dimethylmaleimide can be prepared by reacting 3,4-dimethylmaleimide with dichlorofluoromethanesulphenyl chloride in the presence of an acid-binding agent. N-(dichlorofluoromethylthio)-3,4-dimethylmaleimide is an active compound in microbicidal agents.Type: GrantFiled: April 9, 1985Date of Patent: February 24, 1987Assignee: Bayer AktiengesellschaftInventors: Engelbert Kuhle, Wilfried Paulus, Hermann Genth
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Patent number: 4632986Abstract: Thiocarbamylsulfenamides are readily recovered from solutions of the thiocarbamylsulfenamides by the addition of a dilute aqueous caustic solution, to flash off the solvent separating the thiocarbamylsulfenamide from the resulting water slurry and drying the thiocarbamylsulfenamide.Type: GrantFiled: July 29, 1985Date of Patent: December 30, 1986Assignee: The BFGoodrich CompanyInventors: Enrique G. Reynes, John O. Leising
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Patent number: 4628094Abstract: Tris(disubstituted amino)sulfonium perfluoroalkoxides and tris(disubstituted amino)sulfonium perfluoroalkylmercaptides and process for their preparation.Type: GrantFiled: June 8, 1984Date of Patent: December 9, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: William B. Farnham, William J. Middleton
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Patent number: 4623658Abstract: Pesticidal benzoylurea compounds of the formula: ##STR1## wherein R represents a moiety --C(O)OR.sup.1 or --NR.sup.2 R.sup.3, and the meanings of each of the other symbols is described in the specification.Type: GrantFiled: February 3, 1986Date of Patent: November 18, 1986Assignee: Shell Oil CompanyInventor: Martin Anderson
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Patent number: 4623733Abstract: Novel peptide B-52653 having the formula: ##STR1## which is produced by cultivating a microorganism belonging to the genus Streptomyces and being capable of producing B-52653 in a culture medium, whereby B-52653 is elaborated and accumulated in the cultured broth and is recovered.B-52653 is useful as a germicide or disinfectant, and a possibility of the present substance as an antifibrotic agent is suggested.Type: GrantFiled: July 10, 1984Date of Patent: November 18, 1986Assignee: Takeda Chemical Industries, Ltd.Inventors: Eiji Higashide, Satoshi Horii
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Patent number: 4607030Abstract: The invention relates to 2-aminomethylphenols of the formula I ##STR1## in which R.sup.1 and R.sup.2 represent hydrogen, alkyl, alkenyl, alkynyl, cycloalkyl or benzyl which is optionally substituted by alkyl, alkoxy or halogen, R.sup.3 and R.sup.5 denote hydrogen, halogen, alkyl or alkoxy, R.sup.4 denotes halogen, alkyl or cycloalkyl and R.sup.6 and R.sup.7 represents hydrogen or alkyl, it being possible for the radicals R.sup.1 and R.sup.2, R.sup.6 and R.sup.7 and/or two of the radicals R.sup.3, R.sup.4 and R.sup.5 to form an alkylene chain which is optionally substituted by methyl groups and which, in the case of the radicals R.sup.1, R.sup.2, R.sup.6 and R.sup.7, can also be interrupted by oxygen atoms, sulfur atoms and/or imino groups, and to physiologically acceptable salts thereof, a process for their preparation, and their use and to pharmaceutical formulations based on these compounds.Type: GrantFiled: July 3, 1985Date of Patent: August 19, 1986Assignee: Hoechst AktiengesellschaftInventors: Heinrich C. Englert, Dieter Mania, Roman Muschaweck, Max Hropot
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Patent number: 4602095Abstract: Novel 3-hydroxy-4-alkyloxphenyl heterocyclic aromatic carboxylate compounds particularly well suited as sweeteners in foodstuff.Type: GrantFiled: December 29, 1983Date of Patent: July 22, 1986Assignee: General Foods CorporationInventors: Paul R. Zanno, Ronald E. Barnett, Jed A. Riemer
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Patent number: 4600774Abstract: Cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides, amide derivatives thereof, a process for making the same, curable compositions containing cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides or amide derivatives thereof and cationically-sensitive monomers, and a process for using cyclic sulfoperfluoroaliphaticcarboxylic acid anhydrides or amide derivatives thereof as catalysts for the cure of cationically-sensitive monomers.Type: GrantFiled: June 13, 1985Date of Patent: July 15, 1986Assignee: Minnesota Mining and Manufacturing CompanyInventor: Robert J. Koshar
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Patent number: 4598161Abstract: Tris(dialkylamino)sulfonium bifluoride salts are obtained by hydrolysis, methanolysis, or pyrolysis of corresponding tris(dialkylamino)sulfonium difluorotrimethylsilicates, reaction of dialkylaminotrialkylsilanes with sulfur tetrafluoride, or reaction of bis(dialkylamino)sulfur difluorides with dialkylamines. These bifluoride salts, which have the general formula (R.sup.1 R.sup.2 N)(R.sup.3 R.sup.4 N)(R.sup.5 R.sup.6 N)S.sup..sym. HF.sub.2.sup..crclbar., are useful polymerization catalysts.Type: GrantFiled: April 4, 1983Date of Patent: July 1, 1986Assignee: E. I. Du Pont de Nemours and CompanyInventors: William B. Farnham, William J. Middleton, Dotsevi Y. Sogah
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Patent number: 4596819Abstract: Modified oxytocin-vasopressin di- or tri-peptides wherein an amide group is replaced by a group selected from ##STR1## --CH.sub.2 NH--, --CH.sub.2 O--, --CH.sub.2 S--, --CH.sub.2 SO--, --CH.sub.2 SO.sub.2 --, --CH.sub.2 CH.sub.2 -- and --CH.dbd.CH-- are described as well as methods for their manufacture, pharmaceutical compositions and methods for treatment, especially of cognitive disorders, depression, morphine dependency and parkinsonism by adjunctive therapy.Type: GrantFiled: January 23, 1984Date of Patent: June 24, 1986Assignee: Warner-Lambert CompanyInventors: Ernest D. Nicolaides, Francis J. Tinney, James S. Kaltenbronn, Dana E. DeJohn, Elizabeth A. Lunney, W. Howard Roark, Joseph T. Repine
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Patent number: 4596874Abstract: A nitrone is synthesized from a secondary amine by reacting a compound represented by the following general formula ##STR1## wherein R.sup.1 and R.sup.2 mean individually a hydrogen atom or an alkyl or aryl group and R.sup.3 denotes an alkyl or aryl group with a peroxide in the presence of a catalyst selected from the group consisting of tungsten compounds, molybdenum compounds, vanadium compounds, titanium compounds, palladium compounds, rhodium compounds, ruthenium compounds and nickel compounds. This process provides the nitrone by one-step oxidation of the secondary amine.Type: GrantFiled: March 8, 1984Date of Patent: June 24, 1986Assignee: The President of Osaka UniversityInventors: Shun-Ichi Murahashi, Hitoshi Mitsui
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Patent number: 4585769Abstract: The invention relates to new benzenesulfonyl-lactams, process for their preparation and their use as active substance in pharmaceutical compositions.Compounds according to the invention correspond to the general formula (I): ##STR1## in which: X can represent hydrogen,Y can represent the CF.sub.3 group,Z can represent chlorine,W can represent hydrogen,n is 1, 2 or 3,R.sub.1 can represent hydrogen,R.sub.2 can represent the OH group, provided that when n is 2 or 3, X or Z represents an alkoxy group from 1 to 4 carbon atoms or that Y represents the CF.sub.3 or NO.sub.2 group, and when n is 1, Y or W represents the CF.sub.3 group.These new compounds may be introduced as active substances, particularly in the treatment of disorders of the memory.Type: GrantFiled: October 18, 1984Date of Patent: April 29, 1986Assignee: DROPIC - Societe Civile de gestion de droits de propriete Industrielle CHOAYInventors: Pierre Roger, Patrick Choay, Jean-Paul Fournier
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Patent number: 4582855Abstract: Novel compounds of the general formula ##STR1## wherein Ar represents a substituted or unsubstituted aromatic or heterocyclic group; W represents alkylene of from 1 to about 10 carbon atoms; and B represents --NR.sub.2 COR.sub.1, --NR.sub.2 CONR.sub.1 R.sub.3, --NR.sub.2 SO.sub.2 R.sub.1, --NR.sub.2 SO.sub.2 NR.sub.1 R.sub.3, or --NR.sub.2 COOR.sub.1 wherein R.sub.1, R.sub.2 and R.sub.3 may be the same or different and may be hydrogen, alkyl, alkoxyalkyl, cycloalkyl, alkenyl, alkynyl, aryl, heteroaryl, or aralkyl, except that R.sub.1 is not hydrogen when B is --NR.sub.2 SO.sub.2 R.sub.1 or --NR.sub.2 COOR.sub.1, or R.sub.1 and R.sub.3 may together with N form a 5 to 7 momoered heterocyclic group; and the pharmaceutically acceptable salts thereof. These compounds exhibit .beta.-adrenergic blocking activity and are also useful in the treatment of glaucoma.Type: GrantFiled: November 12, 1981Date of Patent: April 15, 1986Assignee: American Hospital Supply CorporationInventors: Sheung T. Kam, William L. Matier
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Patent number: 4581429Abstract: The present invention relates generally to improved processes for free radical polymerization, particularly to improved processes in which it is possible to control the growth steps of the polymerization to produce relatively short chain length homopolymers and copolymers, including block and graft copolymers, and further relates to new initiators which find particular application in the improved processes. Such initiators have the general structure of Formula I ##STR1## wherein X represents a group having at least one carbon atom and is such that the free radical X.sup.. is capable of polymerizing the unsaturated monomer by free radical polymerization, and the radical functionality resides on the or one of the carbon atoms,R.sup.1, R.sup.2, R.sup.5 and R.sup.6 represent the same or different straight chain or branched substituted or unsubstituted alkyl groups of a chain length sufficient to provide steric hindrance and weakening of the O--X bond, andR.sup.3 and R.sup.Type: GrantFiled: July 11, 1984Date of Patent: April 8, 1986Assignee: Commonwealth Scientific and Industrial Research OrganizationInventors: David H. Solomon, Ezio Rizzardo, Paul Cacioli
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Patent number: 4565891Abstract: A process for the catalytic oxidation of nonaromatic tertiary amines to the respective amine oxides is disclosed. An aqueous solvent system containing the tertiary amine is formed with an initial pH about equal to or greater than the pKa of the tertiary amine. This aqueous system is contacted with gaseous molecular oxygen at an oxygen partial pressure of at least about 50 psi and a temperature of at least about 80.degree. C. in the presence of certain octacyanomolybdate or iron (III) salts. The resulting oxidation converts the tertiary amine to the respective amine oxide in good yield.Type: GrantFiled: July 19, 1984Date of Patent: January 21, 1986Assignee: The Procter & Gamble CompanyInventors: Paul E. Correa, Dennis P. Riley
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Patent number: 4537621Abstract: Diphenyl ethers of the formula ##STR1## where Z.sup.1, Z.sup.2, and Z.sup.3 and R have the meanings given in the description, are used for controlling undesirable plant growth.Type: GrantFiled: March 31, 1983Date of Patent: August 27, 1985Assignee: BASF AktiengesellschaftInventors: Adolf Parg, Hans Ziegler, Bruno Wuerzer
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Patent number: 4535184Abstract: Tris(disubstituted amino)sulfonium perfluorocarbanion salts and process for their preparation.Type: GrantFiled: June 8, 1984Date of Patent: August 13, 1985Assignee: E. I. Du Pont De Nemours and CompanyInventor: William J. Middleton
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Patent number: 4532339Abstract: A process for purifying an aminosulfenylcarbamate derivative represented by the formula (I) ##STR1## wherein Ar is ##STR2## and R.sup.1 and R.sup.2 are the same or different and are each C.sub.1-8 alkyl, C.sub.3-6 cycloalkyl, benzyl which is unsubstituted or substituted with halogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxy, phenyl which is unsubstituted or substituted with halogen, C.sub.1-3 alkyl or C.sub.1-3 alkoxy, --X--COOR.sup.3 or --Y--CN (in which X and Y are each straight-chain or branched-chain alkylene and R.sup.3 is C.sub.1-8 alkyl or C.sub.3-6 cycloalkyl), R.sup.1 and R.sup.2, when taken together, represent a 5- or 6-membered heterocyclic ring which may contain a sulphur or oxygen atom, the process comprising bringing a solution of the unreacted carbamate-containing aminosulfenylcarbamate derivative of the formula (I) in a water-insoluble organic solvent into contact with an aqueous alkali solution or a mixture of alkali, water and a water-soluble organic solvent.Type: GrantFiled: March 2, 1984Date of Patent: July 30, 1985Assignee: Otsuka Kagaku Yakuhin Kabushiki KaishaInventor: Hisashi Takao
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Patent number: 4521619Abstract: Benzylidene derivatives of the formula: ##STR1## wherein n represents an integer from 1 through 4, R represents an amino radical, a monoalkylamino group containing 1 through 4 carbon atoms in the alkyl radical, a dialkylamino group containing 1 through 4 carbon atoms in each alkyl radical, or when n represents 2, 3 or 4 a group ##STR2## in which m represents 4 or 5, or a group --OM in which M represents an alkali metal or alkaline earth metal, and X.sub.1 X.sub.2, X.sub.3 and X.sub.4 each represent a hydrogen atom, a halogen atom, or an alkyl radical containing 1 through 6 carbon atoms, are new therapeutically useful compounds. They possess antidepressant, anticonvulsant, anxiolytic, analgesic, anti-inflammatory, ulcer-inhibiting, gastric antisecretory and antihypertensive properties.Type: GrantFiled: November 17, 1983Date of Patent: June 4, 1985Assignee: SynthelaboInventor: Jean-Pierre Kaplan
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Patent number: 4501921Abstract: A stereo-selective preparation of novel sulfonated o-phenylenediamines carrying a trans-.alpha.-alkylidenebenzyl group at the 5-position, which are intermediates in the synthesis of antiviral benzimidazoles.Type: GrantFiled: November 18, 1982Date of Patent: February 26, 1985Assignee: Eli Lilly and CompanyInventors: Charles W. Ryan, Bruce A. Slomski
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Patent number: 4496491Abstract: Diisocyanates corresponding to the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 (an isocyanate-containing radical) are as defined herein are made by several processes. These diisocyanates may be made by phosgenating the diamine in which the diisocyanate is based. They may also be produced by treating the bis-urethane of the tertiary alcohol corresponding to the diisocyanate with phosgene. Such diisocyanates may also be made by treating a specific type of bis-urea with hydrogen chloride. The diisocyanates corresponding to the above-given formula are particularly useful in the production of polyurethanes having good flame-proof and mechanical properties.Type: GrantFiled: July 22, 1982Date of Patent: January 29, 1985Assignee: Bayer AktiengesellschaftInventors: Richard Kopp, Gerhard Grogler, Helmut Reiff, Dieter Dieterich
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Patent number: 4495353Abstract: The invention relates to a process for substituting for a halogen atom attached to the nuclear carbon atom of an aromatic ring, a substituent of the formula -O-R wherein R represents alkyl, alkenyl, alkynyl or benzyl, which process comprises reacting the halogen-substituted aromatic compound with an alcoholate of the formula M.sup.n+ [O--R].sub.n.sup..crclbar. wherein M is an alkali metal atom or alkaline earth metal atom, n is the valency of M, and R is as defined above, in the presence of an active catalyst mixture comprising (i) a formic acid ester of an organic alcohol having the formula R.sup.2 --O--CO--H wherein R.sup.2 is as defined for R above; and (ii) a cuprous salt; in a liquid medium which is a solvent for the catalyst mixture and in which the halogen-substituted aromatic compound is at least partially soluble, under substantially anhydrous conditions and a non-oxidizing atmosphere. The invention further relates to a catalyst used in the above process.Type: GrantFiled: June 13, 1983Date of Patent: January 22, 1985Assignee: Sterling Drug Inc.Inventor: Robert J. Bryant
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Patent number: 4487838Abstract: A crosslinking reagent consisting of a first functional group capable of forming a covalent derivative with a material of interest; a second functional group capable of forming an in situ bond to a neighboring material upon activation; a cleavable bond separating said first and second groups; and a radioactive marker to identify the neighboring material after cleavage of said bond, whereby in situ protein interactions can be studied.Type: GrantFiled: January 12, 1982Date of Patent: December 11, 1984Assignee: Massachusetts Institute of TechnologyInventors: Richard O. Hynes, Martin A. Schwartz
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Patent number: 4483986Abstract: A compound of the formula I ##STR1## and other compounds and process for preparing, which compounds are useful as intermediates.Type: GrantFiled: May 3, 1982Date of Patent: November 20, 1984Assignee: Eli Lilly and CompanyInventor: Samuel J. Dominianni
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Patent number: 4469874Abstract: Alkyl thiosalicylate prevulcanization inhibitors having a pleasant odor are described.Claimed compounds include those of the formula: ##STR1## in which X is an amide inhibitor moiety attached through the nitrogen atom derived from the group consisting of 2-benzimidazolinone, 2-imidazolidinone, 2-benzothiazolone, 2-thiazolone, phthalimide, succinimide, glutarimide, hexahydrophthalimide, maleimide, hydantoin, urea, napthalimide, oxamide, oxanilide, phenylcarbamic acid ester, formamide, formanilide, acetamide, benzamide, acetanilide, benzanilide, propionamide, butyramide, pivalamide, valeramide and hexanamide, R is alkyl of 1-8 carbon atoms, R' is alkyl of 1-8 carbon atoms, alkoxy of 1-8 carbon atoms, --CO.sub.2 --R, or halo, and n is 0, 1 or 2.Type: GrantFiled: February 12, 1981Date of Patent: September 4, 1984Assignee: Monsanto CompanyInventor: Otto W. Maender
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Patent number: 4466981Abstract: Psoriasis in mammals is relieved by topically administering naphthalenes of the formula: ##STR1## wherein: R.sup.1 and R.sup.2 are lower alkoxy or lower alkylthio;R.sup.3 is hydrogen, lower alkyl, lower alkoxy, optionally substituted phenyl, optionally substituted phenyl lower alkyl, optionally substituted phenyl lower alkoxy, amino, lower alkylamino, lower dialkylamino, halo, 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 n is 0, 1 or 2; andW is alkyl of one to seven carbon atoms.Type: GrantFiled: October 27, 1982Date of Patent: August 21, 1984Assignee: Syntex (U.S.A.) Inc.Inventors: Gordon H. Jones, Michael C. Venuti, Young, John M.
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Patent number: 4457930Abstract: 3-Iodopropargyl-sulphamides of the formula ##STR1## in which R represents hydrogen, alkyl, optionally substituted cycloalkyl, optionally substituted phenylalkyl, optionally substituted heterocyclylalkyl or optionally substituted phenyl, andR.sup.1 and R.sup.2 are identical or different and represent alkyl, orR.sup.1 and R.sup.2 represent an alkylene bridge which, together with the nitrogen atom at which they are located, form a ring which can be interrupted by further hetero atoms,which are microbicidally active.Type: GrantFiled: August 26, 1983Date of Patent: July 3, 1984Assignee: Bayer AktiengesellschaftInventors: Hans-Georg Schmitt, Wilfried Paulus, Hermann Genth, Wilhelm Brandes, Paul Reinecke, Hans Scheinpflug
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Patent number: 4418201Abstract: Nitrogen-containing heterocyclic compounds are prepared by the Lewis acid catalyzed cyclization of a diamino-substituted aliphatic compound of the formulaR.sub.2 N-(CR'.sub.2).sub.x+1 -NR".sub.2wherein R, R' and R" are specified substituents and x is an integer from 1 to 4.Type: GrantFiled: May 16, 1980Date of Patent: November 29, 1983Assignee: The Dow Chemical CompanyInventor: Billy M. Williams
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Patent number: 4383112Abstract: Chiral Schiff bases according to the general formula: ##STR1## and transition metal complexes thereof, wherein C.sup.* is an asymmetric carbon atom, R.sup.1 and R.sup.2, which may be the same or different are alkyl, aralkyl, aryl or alkaryl, R.sup.3 is hydrogen, alkyl, aralkyl, aryl or alkaryl, R.sup.4 and R.sup.5, which may be the same or different, are hydrogen or lower alkyl or, where n is 1, may with the cyclic ring to which CR.sup.4 R.sup.Type: GrantFiled: July 8, 1980Date of Patent: May 10, 1983Assignee: Imperial Chemical Industries LimitedInventors: Dale A. Laidler, David J. Milner
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Patent number: 4380656Abstract: Novel 2-vinyl- and 2-ethylcyclopropane carboxylates useful as pesticides, herbicides and chemical intermediates are provided. The products of this invention contain two gem carboxylate ##STR1## groups, which can be the same or different. The carboxylate groups will contain an aliphatic, cycloaliphatic, aromatic, heteroalkyl or heterocyclic moiety.Type: GrantFiled: July 27, 1981Date of Patent: April 19, 1983Assignee: Emery Industries, Inc.Inventor: Richard G. Fayter, Jr.
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Patent number: 4334004Abstract: This invention relates to 2-hydroxy-3-naphthoic acid amides of the general formula: ##STR1## wherein R.sub.1 is hydrogen, a substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl group, and R.sub.2 and R.sub.3 are identical or different and are hydrogen, a substituted or unsubstituted alkyl, cycloalkyl, aralkyl, or aryl group, or, together with the nitrogen atom to which they are attached, a substituted or unsubstituted heterocyclic group.Type: GrantFiled: March 16, 1979Date of Patent: June 8, 1982Assignee: Hoechst AktiengesellschaftInventor: Siegfried Scheler
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Patent number: 4329293Abstract: An improved process is disclosed for sulfenylating carbamates in the presence of a solvent and acid acceptor, in which the reaction between a carbamate and a sulfenyl halide is conducted in the presence of a catalytic amount of a complex of a lower alkylamine and sulfur dioxide. Several methods for preparing and utilizing the complex in the reaction are disclosed and exemplified.Type: GrantFiled: October 31, 1980Date of Patent: May 11, 1982Assignee: FMC CorporationInventors: John W. Ager, Maurice J. C. Harding, Charles E. Hatch, III