Additional Nitrogen In Acid Moiety Patents (Class 560/159)
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Patent number: 5306314Abstract: Poly(alkylene ether) aminocarbamates having the formula: ##STR1## wherein A is a polyamine moiety having at least one basic nitrogen atom; R.sub.1 is a hydrocarbyl group having a sufficient number of carbon atoms to render the poly(vinyl ether) aminocarbamate soluble in hydrocarbons boiling in the gasoline or diesel fuel range; R.sub.2 is an alkylene group having 2 to about 8 carbon atoms; R.sub.3, R.sub.4, R.sub.5, R.sub.6, R.sub.7 and R.sub.8 are each independently hydrogen or a lower alkyl group having 1 to about 4 carbon atoms; R.sub.9 is an alkyl group having 1 to about 10 carbon atoms; m is 0 or 1; and n is an integer from 5 to 99.The poly(vinyl ether) aminocarbamates of formula I are useful as fuel additives for the prevention and control of engine deposits.Type: GrantFiled: April 1, 1993Date of Patent: April 26, 1994Assignee: Chevron Research and Technology CompanyInventor: Richard E. Cherpeck
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Patent number: 5286846Abstract: A new amino derivative, N.sup..alpha. -tert-butoxycarbonyl-N.sup..epsilon. -(N-bromoacetyl-.beta.-alanyl)-L-lysine (BBAL), has been synthesized as a reagent to be used in solid-phase peptide synthesis for introducing a side-chain bromoacetyl group at any desired position in a peptide sequence. The bromoacetyl group subsequently serves as a sulfhydryl-selective cross-linking function for the preparation of cyclic peptides, peptide conjugates and polymers. BBAL residues are stable to final HF deprotection/cleavage. BBAL peptides can be directly coupled to other molecules or surfaces which possess free sulfhydryl groups by forming stable thioether linkages. Peptides containing both BBAL and cysteine residues can be self-coupled to produce either cyclic molecules or linear peptide polymers. Such peptide derivatives are useful in preparing potential peptide immunogens, vaccines and therapeutics, and for substances such as peptides linked to polymers, plastics, enamels and ceramics.Type: GrantFiled: June 14, 1991Date of Patent: February 15, 1994Assignee: The Government of the United States of America as represented by the Dept. of Health and Human ServicesInventors: John K. Inman, Frank A. Robey
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Patent number: 5278148Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is hydrogen or methyl, R.sup.2 is ethyl, propyl, isopropyl, imidazol-2-yl, imidazol-4-yl, pyrazol-3-yl, thiazol-4-yl, thien-2-yl, ethoxycarbonyl, t-butylcarbonylmethyl, benzyloxycarbonylmethyl or t-butoxy, R.sup.3 is isobutyl, cyclohexylmethyl or benzyl, R.sup.4 is nitro, amino or a group of the formula --N(R.sup.5)(R.sup.6) and A is one of the groups ##STR2## wherein R.sup.5 and R.sup.6 is alkyl or alkoxyalkyl; or optionally substituted phenyl, phenylalkyl or phenylsulfonylalkyl among others with the proviso that A is not group (b) when R.sup.6 is alkanoyl, alkoxycarbonyl or arylalkoxycarbonyl, the dotted line can be an additional bond, R.sup.7 is phenyl or substituted phenyl and R.sup.8 is hydrogen or organocarbonylalkyl, with the proviso that R.sup.8 is not alkoxycarbonylamino or arylalkoxycarbonylamino when R.sup.7 is phenyl, benzyl or .alpha.Type: GrantFiled: March 27, 1990Date of Patent: January 11, 1994Assignee: Hoffmann-La Roche Inc.Inventors: Quirico Branca, Hans P. Marki, Werner Neidhart, Henri Ramuz, Wolfgang Wostl
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Patent number: 5274167Abstract: An optically active N-(meth)acryloyl amino acid amide of the formula ##STR1## in which R is hydrogen or methyl,R.sub.1 represents an optionally substituted alkyl, cycloalkyl, aralkyl, aryl or heteroaryl radical,R.sub.3 represents hydrogen or denotes together with R.sub.1 a tri- or tetramethylene group;X denotes oxygen or a NR.sub.4 -group wherein R.sub.4 represents hydrogen or alkyl or denotes together with R.sub.2 and the nitrogen atom a 5- to 7-membered ring which ring is optionally substituted by the group COO-alkyl (1-6 carbon atoms) or by one or two alkyl radicals (1-4 carbon atoms) andR.sub.2 denotes a strongly space-filling hydrocarbon radical.The amide is polymerized and optionally bound to a support such as silica, and can then be used for the chromatographic separation of racemic mixtures of pharmacologically active compounds.Type: GrantFiled: February 13, 1992Date of Patent: December 28, 1993Assignee: Bayer AktiengesellschaftInventors: Walter Lange, Bruno Bomer, Rolf Grosser, Dieter Arlt
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Patent number: 5252745Abstract: Antimicrobial compounds of the formula ##STR1## wherein R.sup.1 is selected from the group consisting of H, an amine protective group, and a moiety of the formula ##STR2## wherein R.sup.2, R.sup.5, and R.sup.6 are independently selected from H and an amine protective group;R.sup.3 and R.sup.4 are independently selected from H, lower alkyl, aryl, arylalkyl, CH.sub.2 OR, CH.sub.2 SR or CH(CH.sub.3)OR;R=H, propargyl lower alkyl, arylalkyl or aryl;wherein R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 can be joined to form a ring; and wherein when R.sup.1 and R.sup.2 or R.sup.5 and R.sup.6 are both H, the compound is either in free base form or in salt form.Type: GrantFiled: May 21, 1991Date of Patent: October 12, 1993Assignee: Rohm and Haas CompanyInventors: Margaret M. Bowers-Daines, Barry C. Lange
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Patent number: 5227401Abstract: Compounds characterized generally as ethynyl alanine amino diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 wherein X is selected from oxygen atom and methylene; wherein each of R.sub.1 and R.sub.9 is a group independently selected from hydrido, methyl, ethyl, n-propyl, isopropyl, benzyl, .beta.,.beta.,.beta.-trifluoroethyl, t-butyloxycarbonyl and methoxymethylcarbonyl, and wherein the nitrogen atom to which R.sub.1 and R.sub.9 are attached may be combined with oxygen to form an N-oxide; wherein R.sub.2 is selected from hydrido, methyl, ethyl and isopropyl; wherein R.sub.3 is selected from benzyl, cyclohexylmethyl, phenethyl, imidazolemethyl, pyridylmethyl and 2-pyridylethyl; wherein R.sub.5 is propargyl or a propargyl-containing moiety; wherein R.sub.7 is cyclohexylmethyl; wherein each of R.sub.4 and R.sub.6 is independently selected from hydrido and methyl; wherein R.Type: GrantFiled: October 29, 1991Date of Patent: July 13, 1993Assignee: G. D. Searle & Co.Inventors: Gunnar J. Hanson, John S. Baran
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Patent number: 5223535Abstract: Compounds characterized generally as propargyl glycine amino propargyl diol derivatives are useful as renin inhibitors for the treatment of hypertension. Compounds of particular interest are those of Formula I ##STR1## wherein A is selected from CO and SO.sub.2 wherein X is selected from oxygen atom and methylene; wherein each of R.sub.1 and R.sub.9 is a group independently selected from hydrido, methyl, ethyl, n-propyl, isopropyl, benzyl, .beta.,.beta.,.beta.-trifluoroethyl, t-butyloxycarbonyl and methoxymethylcarbonyl, and wherein the nitrogen atom to which R.sub.1 and R.sub.9 are attached may be combined with oxygen to form an N-oxide; wherein R.sub.2 is selected from hydrido, methyl, ethyl and isopropyl; wherein R.sub.3 is selected from benzyl, cyclohexylmethyl, phenethyl, imidazolemethyl, pyridylmethyl and 2-pyridylethyl; wherein each of R.sub.5 and R.sub.8 is independently propargyl or a propargyl-containing moiety; wherein R.sub.7 is cyclohexylmethyl; wherein each of R.sub.4 and R.sub.Type: GrantFiled: October 29, 1991Date of Patent: June 29, 1993Assignee: G. D. Searle & Co.Inventors: Gunnar J. Hanson, John S. Baran
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Patent number: 5214204Abstract: The present invention provides certain (substituted carbocyclic aryl)amidoalkyl-and (substituted heterocyclic aryl)amidoalkyl-N-Hydroxy urea compounds which inhibit lipoxygenase enzyme activity and are thus useful in the treatment of allergic and inflammatory disease states.Type: GrantFiled: July 19, 1991Date of Patent: May 25, 1993Assignee: Abbott LaboratoriesInventors: Joseph F. Dellaria, Dee W. Brooks, Jimmie L. Moore, Kevin J. Sallin
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Ethylenically unsaturated, florine-containing urethane derivatives and process for their preparation
Patent number: 5210274Abstract: Ethylenically unsaturated, fluorine-containing urethane derivatives (see Formula I) whose urethane group is substituted on its carboxyl radical by a fluorinated organic radical and on its nitrogen atom by an unfluorinated, ethylenically unsaturated organic radical. Their preparation can be carried out by reacting ethylenically unsaturated, unfluorinated isocyanates with fluorinated organic hydroxyl compounds in bulk in the absence of water or advantageously in inert organic solvents or in ethylenically unsaturated monomers capable of polymerization which behave inertly under the reaction conditions, it being possible to obtain the urethane derivatives directly in liquid or highly viscous or waxy or solid or crystalline form.Urethane derivatives prepared according to the invention are usually readily to very readily soluble in standard nonaqueous, nonpolar inert organic solvents or in various monomers capable of copolymerization.Type: GrantFiled: February 25, 1991Date of Patent: May 11, 1993Assignee: Hoechst AGInventor: Hans-Ullrich Huth -
Patent number: 5194660Abstract: Processes for producing carbamates comprise contacting a first reactant selected from primary amine components, secondary amine components, urea components and mixtures thereof; carbon monoxide; at least one organic hydroxyl component and at least one oxygen-containing oxidizing agent in the presence of a catalyst composition comprising at least one metal macrocyclic complex, preferably in the further presence of a halogen component.Type: GrantFiled: December 21, 1990Date of Patent: March 16, 1993Assignee: Union Carbide Chemicals & Plastics Technology CorporationInventors: Tak W. Leung, Bernard D. Dombek
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Patent number: 5185368Abstract: Compounds of the formula ##STR1## in which R is alkyl having up to 4 carbon atoms, n has an average value of at least 9, X is a radical of the formula --C(.dbd.O)--(NH--SO.sub.2).sub.m -- in which m is 0 or 1 and, if m is 1, the carbonyl group may be bonded to the oxygen atom or to the nitrogen atom, and each of the radicals A.sub.1, A.sub.2 and A.sub.3, independently of the others, is hydrogen or an acyl radical, and salts of salt-forming compounds of formula I, as well as metal complexes of compounds of formula I, in which A.sub.1, A.sub.2 and A.sub.3, are hydrogen can be used as metal chelators and as auxiliaries in diagnosis.Type: GrantFiled: July 20, 1988Date of Patent: February 9, 1993Assignee: Ciba-Geigy CorporationInventors: Heinrich Peter, Theophile Moerker
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Patent number: 5173105Abstract: An herbicide compound of the formula ##STR1## wherein R is halogen, C.sub.1 -C.sub.2 alkyl, C.sub.1 -C.sub.2 alkoxy, nitro; cyano; C.sub.1 -C.sub.2 haloalkyl, or R.sup.a SO.sub.n -- wherein n is 0 or 2 and R.sup.a is C.sub.1 -C.sub.2 alkyl;R.sup.1 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.2 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.1 and R.sup.2 together are alkylene having 2 to 5 carbon atoms;R.sup.3 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.4 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.3 and R.sup.4 together are oxo;R.sup.5 is hydrogen or C.sub.1 -C.sub.4 alkyl;R.sup.6 is hydrogen or C.sub.1 -C.sub.4 alkyl; orR.sup.5 and R.sup.6 together are alkylene having 2 to 5 carbon atoms;R.sup.7 and R.sup.8 independently are (1) hydrogen; (2) halogen; (3) C.sub.1 -C.sub.4 alkyl; (4) C.sub.1 -C.sub.4 alkoxy; (5) trifluoromethoxy; (6) cyano; (7) nitro; (8) C.sub.1 -C.sub.4 haloalkyl; (9) R.sup.b SO.sub.n -- wherein n is the integer 0, 1 or 2; and R.sup.b is (a) C.sub.1 -C.sub.4 alkyl; (b) C.sub.1 -C.sub.Type: GrantFiled: February 5, 1991Date of Patent: December 22, 1992Assignee: Imperial Chemical Industries PlcInventor: Christopher G. Knudsen
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Patent number: 5167670Abstract: The present invention is directed to novel poly(olefin)-polyamine-N-substituted polycarbamates, useful for preventing or reducing deposits in engines having the formula I ##STR1## wherein "n" is 2-8; R.sup.1 is a poly(olefin) chain having an average molecular weight of from about 500 to about 9900; R.sup.2 is an alkylene group containing 2 to 8 carbon atoms; R.sup.3 is independently a hydrogen atom, an alkyl group containing from 1 to 7 carbon atoms or --COOR.sup.5 with at least two of R.sup.4 being --COOR.sup.5 and wherein R.sup.5 is a hydrocarbyl or substituted hydrocarbyl group containing up to 20 carbon atoms.Type: GrantFiled: September 20, 1991Date of Patent: December 1, 1992Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
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Patent number: 5153358Abstract: A novel process for the preparation of .alpha.-alkylated .alpha.-amino acids and .alpha.-halogenated .alpha.-amino acids is disclosed. These .alpha.-alkylated .alpha.-amino acids and .alpha.-halogenated .alpha.-amino acids are useful as intermediates for the preparation of enzyme inhibitors (for example, renin inhibitors) and other peptides or amino acid derivatives or analogs.Type: GrantFiled: January 30, 1991Date of Patent: October 6, 1992Assignee: Abbott LaboratoriesInventor: Thomas M. Zydowsky
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Patent number: 5147960Abstract: The invention relates to heterofunctional diols of formula I and to polyurethane elastomers prepared therefrom.Type: GrantFiled: August 2, 1990Date of Patent: September 15, 1992Inventors: Uwe Keppeler, Michael Bobrich
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Patent number: 5145988Abstract: A process for producing a hydrazone derivative represented by the following formula at a high purity at a high yield by decomposing monochloroacetaldehyde trimer into monochloroacetaldehyde monomer and then reacting the monomer with an alkyl carbazate in an organic solvent:Cl--CH.sub.2 --CH.dbd.N--NH--COOR(R represents an alkyl group).Type: GrantFiled: July 22, 1991Date of Patent: September 8, 1992Assignee: Kureha Chemical Industry Co., Ltd.Inventors: Makoto Ishizuka, Takashi Wakasugi
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Patent number: 5138091Abstract: Cardioactive dihydropyridines of the formula ##STR1## in which Y is ##STR2## A is H or CH.sub.3, B is --NH, --NH--CO--, --NH--CS--, --NH--COO--, --NH--SO.sub.2 --or --NH--CO--NH-- or --NH--CS--NH--, andR.sup.13 and R.sup.14 each independently is H or an organic radical,and salts thereof. The Y can be hydrolyzed off. The other radicals on the dihydropyridine moiety can also be varied.Type: GrantFiled: November 9, 1990Date of Patent: August 11, 1992Assignee: Bayer AktiengesellschaftInventors: Jurgen Stoltefuss, Martin Bechem, Rainer Gross, Siegbert Hebisch, Matthias Schramm
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Patent number: 5118674Abstract: The invention relates to 3-(N-methyl-N-alkyl)-amino 2-methoxymethylene propan 1-ol derivatives of the formula ##STR1## wherein R stands for an alkyl chain, A stands for: ##STR2## and Y represents various quaternary ammonia, to a preparation process of said compounds and to therapeutic compositions containing the same.Type: GrantFiled: November 27, 1990Date of Patent: June 2, 1992Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
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Patent number: 5116992Abstract: The invention relates to glycerol derivatives of general formulae Ia, Ib and Ic ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, A and Y stand for various substituents, to a preparation process of said compounds and to therapeutical compositions containing the same.Type: GrantFiled: December 19, 1990Date of Patent: May 26, 1992Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
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Patent number: 5101059Abstract: This invention relates to compounds of the formula a compound of the formula ##STR1## wherein X is O, CR.sub.7 R.sub.8, S or NR.sub.9 wherein R.sub.7 and R.sub.8 are independently hydrogen, or lower alkyl, and R.sub.9 is lower alkyl;n is 0 or 1;R.sub.1 and R.sub.2 are independently hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, aryl, or nitro;R.sub.3 is hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, 9-fluorenylalkyl, cycloalkyl, aryl or aralkyl;R.sub.4 and R.sub.5 are independently hydrogen, lower alkyl, or aryl or one of R.sub.4 and R.sub.5 is 9-fluorenyl;R.sub.6 is H or COZ wherein Z is an amino acid, a peptide residue or a leaving group; andwith the provisos that when n is 0 and R.sub.3 is hydrogen, R.sub.1 and R.sub.2 are not hydrogen, halogen or nitro; that when n is 0 and R.sub.3 is lower alkyl, R.sub.1 and R.sub.2 are not hydrogen; and that when X is O or CR.sub.7 R.sub.8 wherein R.sub.7 and R.sub.8 are H, that R.sub.1, R.sub.2, R.sub.Type: GrantFiled: December 5, 1989Date of Patent: March 31, 1992Assignee: Research Corporation Technologies, Inc.Inventors: Louis A. Carpino, An-Chuu Wu
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Patent number: 5081284Abstract: A novel N-substituted peptidyl compound represented by the general formula (1): ##STR1## where R.sub.1 is a straight-chained or branched acyl group having 2-10 carbon atoms, a branched, cyclic or partly branched cyclic alkyloxycarbonyl group having 4-15 carbon atoms, a substituted or unsubstituted benzyloxycarbonyl group, a 2,2,2-trichloroethyloxycarbonyl group, a 2-(trimethylsilyl)ethyloxycarbonyl group, a p-toluensulfonyl group, an o-nitrophenylsulfenyl group, a diphenylphosphonothioyl group, a triphenylmethyl group, a 2-benzoyl-1-methylvinyl group or a 4-phenylbutyryl group; R.sub.2 is a hydrogen atom or when taken together with R.sub.1, may form a phthaloyl group; R.sub.3 is an isobutyl group, a n-butyl group or an isopropyl group; R.sub.4 is a butyl group, a benzyl group or a methylthioethyl group; and R.sub.5 is a hydrogen atom or a chloromethyl group, which inhibits the activity of cysteine proteinases.Type: GrantFiled: June 29, 1989Date of Patent: January 14, 1992Assignee: Suntory LimitedInventors: Naoki Higuchi, Masayuki Saitoh, Norio Iwasawa, Motoo Sumida, Hiroshi Shibata
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Patent number: 5059624Abstract: Guanidine derivatives of the following formulas (1) and (2): ##STR1## wherein: R.sup.1 is hydrogen or optionally substituted cinnamoyl,R.sup.2 is hydrogen, alkyl or alkenyl, with the proviso that R.sup.1 and R.sup.2 cannot be both hydrogen,n is an integer from 1 to 8, or: ##STR2## wherein R.sup.3 is truxinoyl or a truxilloyl each optionally substituted, andR.sup.2 and n are as defined above;pharmaceutical compositions containing such compounds and a process for their extraction and purification from plant material, in particular from Verbesina caracasana.Type: GrantFiled: February 24, 1989Date of Patent: October 22, 1991Assignee: Consiglio Nazionale Delle RicercheInventors: Giuliano D. Monache, Franco D. Monache, Marco Carmignani, Stella C. Bonnevaux, Romulo Espinal, Carlo De Luca, Bruno Botta
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Patent number: 5057610Abstract: Substituted amino carbamate derivatives corresponding to the formula ##STR1## are effective in stabilizing organic materials against oxidative, thermal and actinic degradation, said derivatives being particularly effective as color improvers and process stabilizers in organic materials containing phenolic antioxidants and/or metal salts of fatty acids and/or hindered amine light stabilizers and/or organic phosphorus compounds; and certain of said derivatives as new compounds.Type: GrantFiled: April 25, 1988Date of Patent: October 15, 1991Assignee: Ciba-Geigy CorporationInventors: Stephen D. Pastor, Edward T. Hessell, Ramanathan Ravichandran
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Patent number: 5055607Abstract: Long-chain aliphatic hydrocarbyl polyamino additives which comprise a long-chain aliphatic hydrocarbyl moiety, a polyamino moiety and an oxy-carbonyl connecting group which joins the aliphatic hydrocarbyl moiety and the polyamino moiety are useful as dispersants in fuel compositions and in lubricating oil compositions.Type: GrantFiled: September 9, 1988Date of Patent: October 8, 1991Assignee: Chevron Research CompanyInventor: Thomas F. Buckley, III
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Patent number: 5035743Abstract: New nucleophilic urethanes are described and claimed, which are the reaction product of a monoisocyanate, a diisocyanate or a polyisocyanate with a basic alkoxylated amine whose hydroxyl functionality has been adjusted to a value of 0.5 to 2 by etherification, esterification and/or reaction with a monoisocyanate. These compounds are particularly used, individually or as a mixture, as neutralizing nucleophilic compositions in desensitizing inks for the printing by dry or humid offset, typographic, or flexographic methods, destined to locally neutralize the electrophilic layer of a chemical pressure sensitive copying set. The disclosed compounds have a better neutralizing power which allows to reduce the weight per surface unit of the desensitizing printing by at least a third.Type: GrantFiled: February 15, 1989Date of Patent: July 30, 1991Assignee: SICPA Holding SAInventors: Albert Amon, Laszlo K. Boksanyi, Pierre Degott
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Patent number: 5030754Abstract: Hydroxy-terminated substituted diurea derivatives of hydroxy-terminated polyurea derivatives of secondary monoalkylamines and organic diisocyanates and hydroxy-terminated polyurea derivatives of secondary monalkylamines and prepolymers of organic diisocyanates with polyoxyalkylene polyols, such as hydroxy-terminated polyurea derivatives of secondary monoalkylamines and organic diisocyanates having the formula: ##STR1## wherein: R represents an aliphatic or an aromatic group containing from 6 to about 20 carbon atoms,R' represents H or an alkyl group containing 1 to 6 carbon atoms, andn is a positive integer having a value of 1 to 4.Type: GrantFiled: November 19, 1990Date of Patent: July 9, 1991Assignee: Texaco Chemical CompanyInventors: George P. Speranza, Jiang-Jen Lin
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Patent number: 5015753Abstract: Poly(alkylene carbonate) monoahls and polyahls useful as nonionic surfactants and having a poly(alkylene carbonate) backbone are prepared by reacting an oligomeric poly(alkylene carbonate) polyahl with a compound having mono- or difunctional active hydrogen moieties, such as alcohols, carboxylic acids, mercaptans, amides, primary or secondary amines, or substituted phenols, optionally in the presence of a catalyst, under transesterification conditions.Type: GrantFiled: November 13, 1989Date of Patent: May 14, 1991Assignee: The Dow Chemical CompanyInventor: Robert F. Harris
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Patent number: 5011976Abstract: An intermediate useful in the preparation of deferoxamine having Formula IX--Ph--CH.sub.2 --O--C(O)--NH--(CH.sub.2).sub.4 CH.dbd.NORwherein X is a C.sub.1 -C.sub.4 alkyl, --O(C.sub.1 -C.sub.4 alkyl), a halogen or hydrogen; R is X--Ph--CH.sub.2 -- or hydrogen. In one embodiment X and R are hydrogen. The intermediate has the advantage of being prepared in fewer and more efficient steps from readily available materials than conventional means for preparing deferoxamine.Type: GrantFiled: July 6, 1990Date of Patent: April 30, 1991Assignee: The Upjohn CompanyInventor: Peter G. M. Wuts
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Patent number: 5001148Abstract: Antihypercholesterolemic activity, due to competitive inhibition of HMG CoA reductase, has been found in compounds of the formula ##STR1## wherein: R.sup.1, R.sup.2 and R.sup.3 are independently selected from:(1) alkyl,(2) substituted alkyl in which one or more substituents are selected from(a) halogen,(b) hydroxyl,(c) alkoxy,(d) alkoxycarbonyl,(e) acyloxy,(f) cycloalkyl,(g) phenyl,(h) substituted phenyl in which one or more substituents are X or Y,(i) alkyl-S(O).sub.n,(j) cycloalkyl-S(O).sub.n,(k) phenyl-S(O).sub.n,(l) substituted phenyl-S(O).sub.n in which one or more substituents are X or Y, and(m) oxo,(3) alkoxy,(4) alkenyl,(5) cycloalkyl,(6) substituted cycloalkyl in which one or more substituents are selected from(a) alkyl,(b) substituted alkyl in which one or more substituents are selected from(i) halogen,(ii) hydroxy,(iii) alkoxy,(iv) alkoxycarbonyl(v) acyloxy(vi) phenyl(vii) substituted phenyl in which one or more substituents are X and Y,(viii) alkyl-S(O).sub.n,(ix) cycloalkyl-S(O).sub.Type: GrantFiled: June 7, 1989Date of Patent: March 19, 1991Assignee: E. R. Squibb & Sons, Inc.Inventors: Jeffrey O. Saunders, Eric M. Gordon
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Patent number: 4996201Abstract: 4-(N-Substituted amino)-2-butynyl-1-carbamates and thiocarbamates and derivatives thereof are described, as well as methods for the preparation and pharmaceutical compositions of same, which are useful as centrally acting muscarinic agents and are useful as analgesic agents for the treatment of pain, as sleep aids and as agents for treating the symptoms of senile dementia, Alzheimer's disease, Huntington's chorea, tardive dyskinesia, hyperkinesia, mania, or similar conditions of cerebral insufficiency characterized by decreased cerebral acetylcholine production or release.Type: GrantFiled: August 2, 1989Date of Patent: February 26, 1991Assignee: Warner-Lambert Co.Inventors: Stephen C. Bergmeier, Jeffrey A. Kester, Walter H. Moos, Haile Tecle, Anthony J. Thomas
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Patent number: 4987130Abstract: Substituted amino derivatives represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 each stand for an acyclic hydrocarbon residue or an alicyclic hydrocarbon residue; R.sup.3 and R.sup.4 each stand for hydrogen or a hydrocarbon residue optionally containing hetero-atom(s); A stands for a carbon chain having two or more carbon atoms optionally containing ether linkage or sulfide linkage, which may be substituted and which may per se form a ring; X.sup.1 and X.sup.2 each stand for oxygen atom or sulfur atom; and Y stands for amino group or an organic residue bonded through nitrogen atom, which may form a ring by combining with a carbon atom constituting A; and their salts have anti-arrhythmic activity and are useful for prevention and treatment of a variety of arrhythmias.Type: GrantFiled: December 22, 1989Date of Patent: January 22, 1991Assignee: Takeda Chemical Industries, Ltd.Inventors: Susumu Tsushima, Muneo Takatani, Minoru Hirata
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Patent number: 4980500Abstract: The present invention is directed to a process for the preparation of urethane-modified biuret polyisocyanates by the reaction of(a) 1,6-diisocyanatohexane with subequivalent quantities of(b) biuretizing agents based on water and/or organic compounds which react with isocyanate groups to form biuret groups,to form biurets followed by removal of the unreacted, excess 1,6-diisocyanatohexane and any volatile components present, characterized in that at any stage before removal of the excess 1,6-diisocyanate,(c) at least one diol containing ester groups and having an average molecular weight of about 350 to 950 is added to the reaction mixture in a quantity of about 1 to 50% by weight, based on the weight of the 1,6-diisocyanatohexane, the diol reacting with part of the isocyanate groups present to form urethane groups.The invention is also directed to the urethane-modified biuret polyisocyanates obtained by this process and their use as polyisocyanate components in two-component polyurethane lacquers.Type: GrantFiled: December 7, 1988Date of Patent: December 25, 1990Assignee: Bayer AktiengesellschaftInventors: Josef Pedain, Manfred Schonfelder, Manfred Schmidt
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Patent number: 4978759Abstract: The process described makes it possible to obtain optically pure 4-amino-3-hydroxycarboxylic acids by means of a series of stereoselective steps. The starting material is an alpha-amino acid in the L or D configuration, with which Meldrum's acid is reacted. The resulting pyrrolone derivative is reduced prior to opening of the pyrrolidine ring. The invention also relates to the new products obtained by the said process and to the pyrrolone derivatives obtained as intermediates.Type: GrantFiled: July 2, 1986Date of Patent: December 18, 1990Assignee: Sanofi, S.A. and Institut National de la Sante et de la Recherche MedicaleInventors: Patrick Jouin, Dino Nisato, Bertrand Castro
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Patent number: 4976679Abstract: The present invention relates to a process for producing a urethane and a carbonic acid ester which comprises reacting a primary amine, an organic compound containing a hydroxyl group(s), carbon monoxide and molecular oxygen with one another by using a catalyst comprising mainly copper.Type: GrantFiled: November 3, 1988Date of Patent: December 11, 1990Inventors: Takashi Okawa, Nobuo Isogai, Tomoji Tsuji
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Patent number: 4975096Abstract: Long chain aliphatic hydrocarbyl amine additives which comprise a long chain aliphatic hydrocarbyl component, an amine component and an oxy-alkylene hydroxy connecting group connecting the aliphatic hydrocarbyl component and amine component are useful as deposit control additives in fuel compositions and as dispersants in lubricating oil compositions.Type: GrantFiled: September 9, 1988Date of Patent: December 4, 1990Assignee: Chevron Research CompanyInventor: Thomas F. Buckley, III
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Patent number: 4954634Abstract: Described is a novel process for the introduction of an organic acyl radical selectively at the nitrogen atom of the amino group of desferrioxamine B or of a partially O-acylated derivative thereof. It comprises treating a derivative of desferrioxamine B, in which the amino nitrogen and the hydroxy oxygen of at least one of the hydroxamic acid groupings carries an organic silyl group, with an organic acylating agent and then removing the silyl groups present. The novel N- and O-silylated starting materials can be manufactured, preferably in situ, by reacting an appropriate derivative of desferrioxamine B that has at least one hydroxy group and the amino group in free form, with an organic silicon halide.Type: GrantFiled: July 20, 1988Date of Patent: September 4, 1990Assignee: Ciba-Geigy CorporationInventors: Peter Heinrich, Theophile Moerker
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Patent number: 4940768Abstract: A curing agent (A) for resins (B) which can be cured by means of isocyanates, which has an amine number of 20 to 150 mg of KOH/g and an OH number of not more than 20 mg of KOH/g and which contains per molecule at least two masked isocyanate groups which are reactive under the conditions of curing, obtained by reacting(a) an amine which contains at least one .beta.-hydroxylalkyl group per molecule and has an OH number of 100 to 1,200 mg of KOH/g and an amine number of 100 to 1,200 mg of KOH/g and which, if appropriate, also contains NHCO groups, if appropriate as a mixture with another OH-functional and/or NH-functional compound, with(b) a partly masked isocyanate, if appropriate as a mixture with an at least difunctional, OH-reactive and/or NH-reactive compound.These curing agents are readily dispersible in aqueous systems, if appropriate after neutralization, and frequently increase stability in aqueous paint formulations.Type: GrantFiled: March 21, 1989Date of Patent: July 10, 1990Assignee: Hoechst AGInventors: Michael Honel, Manfred Finke, Gerd Walz, Peter Ziegler
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Patent number: 4940811Abstract: N,O-acylates, derived from N-acylated carbamic acids, of desferrioxamine B of the formula ##STR1## in which B represents a carbamoyl radical of the partial formula --CO--NH--Alk--CO--O--R.sub.a.sup.1 (II) in which R.sub.a.sup.1 represents C.sub.1 -C.sub.4 -alkyl or C.sub.2 -C.sub.4 -alkyenyl and Alk represents C.sub.1 -C.sub.7 -alkylene that is optionally substituted by hydroxy, C.sub.1 -C.sub.4 -alkanoyloxy, amino, C.sub.1 -C.sub.4 -alkoxycarbonyl, carbamoyl, phenyl, hydroxyphenyl, methoxyphenyl or by indolyl, and each of the symbols A.sup.1, A.sup.2 and A.sup.3, independently of the others, represents hydrogen, an acyl radical Ac derived from a carboxylic acid, or an above-defined carbamoyl radical of the partial formula II, form strong iron(III) and aluminium complexes in living cells.Type: GrantFiled: November 30, 1987Date of Patent: July 10, 1990Assignee: Ciba-Geigy CorporationInventor: Heinrich Peter
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Patent number: 4933485Abstract: Disclosed are alkylphenyl poly(oxyalkylene) aminocarbamates having at least one basic nitrogen and an average molecular weight of about 800 to 6,000 and wherein the alkyl group contains at least 40 carbon atoms. Also disclosed are lubricating oil compositions and concentrates containing said alkylphenyl poly(oxyalkylene) aminocarbamates.Type: GrantFiled: October 23, 1987Date of Patent: June 12, 1990Assignee: Chevron Research CompanyInventor: Thomas F. Buckley, III
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Patent number: 4931465Abstract: Fungicidally active novel benzaldoxime carbamate derivatives of the formula ##STR1## in which X represents hydrogen or halogen,Y represents halogen or alkyl,Z represents hydrogen, halogen, alkyl, alkoxy or halogenoalkyl, andR represents alkyl, halogenoalkyl, cyanoalkyl, and also phenyl or phenylalkyl, both of which are optionally monosubstituted to polysubstituted by identical or different substituents, or represents tosyl, or cycloalkyl which is optionally monosubstituted to polysubstituted by identical or different substituents,with the exception of those compounds in which X represents 2-chloro, Y represents 6-chloro and Z represents 4-methyl. Many of the benzaldoxime intermediates therefor are also new.Type: GrantFiled: March 8, 1988Date of Patent: June 5, 1990Assignee: Bayer AktiengesellschaftInventors: Christa Fest, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler, Karl-Heinz Kuck
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Patent number: 4927965Abstract: Compounds having the formula: ##STR1## wherein R.sup.1 is --NH(C.dbd.O)OR.sup.5, --NH(C.dbd.NH)NH.sub.2 or --NH(C.dbd.N--NO.sub.2)HN.sub.2 ; R.sup.2 is hydrogen, C.sub.1-8 alkyl or C.sub.6-8 aryl; n is 2 to 6; and R.sup.5 is hydrogen,C.sub.1-8 alkyl, C.sub.6-8 aryl, or C.sub.7-8 alkaryl; are disclosed in addition to methods to employ such compounds to induce migration of endothelial cells into denuded areas of vessel lining and to treat malignant hypercalcemia.Type: GrantFiled: November 3, 1988Date of Patent: May 22, 1990Assignee: Merck & Co., Inc.Inventors: Gabriel F. Eilon, Wayne J. Thompson
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Patent number: 4921996Abstract: The present invention relates to isocyanto-acylurethanes corresponding to Formula I ##STR1## wherein R has a valency of m+n and is a hydrocarbon group,R' is a hydrocarbon group andm and n may be identical or different, and each have a value of 1 or 2.The present invention also relates to a process for preparation of these isocyanato-acylurethanes which comprises reacting isocyanato-carboxylic acid chlorides with carbamic acid esters. Finally, the present invention is directed to the use of these isocyanato-acylurethanes as intermediate products for the production of thermally cross-linkable synthetic resins or synthetic resin precursors and also as intermediate products for the preparation of cross-linking agents for synthetic resins.Type: GrantFiled: August 2, 1988Date of Patent: May 1, 1990Assignee: Bayer AktiengesellschaftInventors: Walter Schafer, Hanns P. Muller, Tillmann Hassel
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Patent number: 4914227Abstract: A process for preparing a 2-carbamoyloxyalkyl-1,4-dihydropyridine derivative represented by the general formula: ##STR1## which comprises: (a) reacting a 3-amino-3-carbamoyloxyalkylacrylic acid derivative represented by the general formula: ##STR2## with a benzylidene compound represented by the general formula: ##STR3## (b) reacting the 3-amino-3-carbamoyloxyalkylacrylic acid derivative of the general formula II with an aldehyde compound represented by the general formula: ##STR4## and a .beta.-keto-ester compound represented by the general formula:R.sup.4 --CO--CH.sub.2 --COOR.sup.2 (V)(c) reacting a 3-carbamoyloxyalkylpropiolic acid derivative represented by the general formula: ##STR5## with the benzylidene compound of the general formula III and ammonia or its salt; or(d) reacting the 3-carbamoyloxyalkylpropiolic acid derivative of the general formula VI with the aldehyde compound of the general formula IV, the .beta.-keto-ester compound of the general formula V and ammonia or its salt.Type: GrantFiled: May 16, 1986Date of Patent: April 3, 1990Assignee: Banyu Pharmaceutical Company, Ltd.Inventors: Tetsuji Miyano, Kunio Suzuki, Ryosuke Ushijima, Susumu Nakagawa
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Patent number: 4906659Abstract: A compound of the formula ##STR1## wherein R.sup.1 and R.sup.4 are independently amino or an organic residue bonded through nitrogen, R.sup.2 is hydrogen or alkyl which may be substituted, R.sup.3 is hydrogen or a protecting group and R5 is hydroxyl which may be substituted or amino which may be substituted or salts thereof; with the proviso that when R.sup.1 is amino, leucylamino, acetylamino or benzyloxycarbonylamino, R.sup.3 is hydrogen, methyl or 2-tettrahydropyranyl, R.sup.4 is amino, acetylamino or benzyloxycarbonylamino and R.sup.5 is hydroxyl which may be substituted or amino which may be substituted, R.sup.2 is alkyl which may be substituted, has antibacterial activities against drug-resistant bacteria and therefore can be useful as a chemotherapeutic drug for bacterial infections in mammals.Type: GrantFiled: December 7, 1987Date of Patent: March 6, 1990Assignee: Takeda Chemical Industries, Ltd.Inventors: Setsuo Harada, Hideo Ono, Hirotomo Masuya, Hideaki Natsugari
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Patent number: 4883907Abstract: The present invention relates to new carbazates of the formula (I) ##STR1## wherein A is C.sub.3 to C.sub.10 alkenyl, C.sub.2 to C.sub.10 haloalkyl, trifluoromethyl, phenyl-C.sub.1 to C.sub.3 alkyl, phenyl-C.sub.2 to C.sub.3 alkenyl, naphthyl-C.sub.1 to C.sub.3 alkyl, C.sub.3 to C.sub.7 cycloalkyl-C.sub.1 to C.sub.3 alkyl, furyl which can be nitro-substituted, diphenyl-hydroxymethyl or indazolyl which can be substituted by one or more C.sub.1 to C.sub.4 alkoxy groups; andR is C.sub.1 to C.sub.4 alkyl,and acid addition salts thereof, a process for the preparation thereof and feed additives comprising the same.The compounds of formula (I) may be used in animal husbandry due to their weight-gain increasing and fodder utilization improving effect.Type: GrantFiled: April 11, 1988Date of Patent: November 28, 1989Assignee: Egis GyogyszergyarInventors: Ildiko Ratz nee Simonek, Pal Benko, Edit Berenyi nee Foldermann, Karoly Magyar
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Patent number: 4881945Abstract: Disclosed is a fuel composition comprising a hydrocarbon boiling in the gasoline or diesel range and from about 30 to about 5,000 parts per million of a fuel soluble alkylphenyl poly(oxyalkylene) aminocarbamate having at least one basic nitrogen and an average molecular weight of about 800 to 6,000 and wherein the alkyl group contains at least 40 carbon atoms. The instant invention is based on the discovery that use of the unique hydrocarbyl gorup, i.e., an alkylphenyl group wherein the alkyl group contains at least 40 carbon atoms provides for improved lubricating oil compatibility.Type: GrantFiled: October 23, 1987Date of Patent: November 21, 1989Assignee: Chevron Research CompanyInventor: Thomas F. Buckley, III
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Patent number: 4877540Abstract: Methylolated and optionally etherified urethanes containing fluoroalkyl ligans with formaldehyde, with or witout subsequent etherification, and are in the form of their solutions or aqueous dispersions suitable for the treatment of textiles and leather.Type: GrantFiled: August 8, 1988Date of Patent: October 31, 1989Assignee: Cassella AktiengesellschaftInventors: Fritz Engelhardt, Karl Hintermeier, Manfred Muller, Norbert Munch, Hans Wagener
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Patent number: 4871740Abstract: A glycyrrhetic acid derivative of the formula ##STR1## wherein X and Y are hydrogen atom, respectively or X is oxygen atom together with Y, A.sub.1 is methylene or carbonyl radical, A.sub.2 is hydrogen atom, cyano, carbamoyl, carboxyl radical or alkoxycarbonyl group, m and n are an integer, respectively, R.sub.1 is a radical of ##STR2## in which R.sub.2 is an alkyl, alkenyl group, phenyl radical or a substituted phenyl radical, A.sub.3 is S, O or NH, and l is an integer, a process for the preparation of the derivatives, and use of the derivative as a pharmaceutical agent.Type: GrantFiled: November 24, 1987Date of Patent: October 3, 1989Assignee: Sanwa Kagaku Kenkyusho Co., Ltd.Inventors: Masayasu Kurono, Ryoichi Unno, Hiromoto Kimura, Mitsuru Oka, Keiko Hasegawa, Shinichi Ikeda, Noboru Kuboyama, Takashi Ito, Kiichi Sawai, Shunshuke Ito
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Patent number: 4870056Abstract: Acylated cyanamide compounds useful for ethanol deterrence of the formula RCONHCN, wherein R is a lipophilic acyl group or is derived from an (N-substituted)-alpha-aminoacyl group.Type: GrantFiled: October 21, 1987Date of Patent: September 26, 1989Assignee: Regents of the University of MinnesotaInventors: Herbert T. Nagasawa, Chul-Hoon Kwon
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Patent number: 4868326Abstract: N.sup.6 -Benzyloxycarbonyl-2,6-diaminopimelamic acid in L,L or D,D or racemic form is prepared by amidation of O.sup.1 -p-nitrobenzyl-N.sup.2 -benzyloxycarbonyl-2,6-diaminopimelic acid in L,L or D,D or racemic form.Type: GrantFiled: August 3, 1988Date of Patent: September 19, 1989Assignee: Rhone-Poulenc SanteInventors: Jean Bouchaudon, Daniel Farge, Claude James