Additional Nitrogen In Acid Moiety Patents (Class 560/159)
  • Patent number: 5306314
    Abstract: 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: Grant
    Filed: April 1, 1993
    Date of Patent: April 26, 1994
    Assignee: Chevron Research and Technology Company
    Inventor: Richard E. Cherpeck
  • Patent number: 5286846
    Abstract: 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: Grant
    Filed: June 14, 1991
    Date of Patent: February 15, 1994
    Assignee: The Government of the United States of America as represented by the Dept. of Health and Human Services
    Inventors: John K. Inman, Frank A. Robey
  • Patent number: 5278148
    Abstract: 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: Grant
    Filed: March 27, 1990
    Date of Patent: January 11, 1994
    Assignee: Hoffmann-La Roche Inc.
    Inventors: Quirico Branca, Hans P. Marki, Werner Neidhart, Henri Ramuz, Wolfgang Wostl
  • Patent number: 5274167
    Abstract: 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: Grant
    Filed: February 13, 1992
    Date of Patent: December 28, 1993
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Lange, Bruno Bomer, Rolf Grosser, Dieter Arlt
  • Patent number: 5252745
    Abstract: 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: Grant
    Filed: May 21, 1991
    Date of Patent: October 12, 1993
    Assignee: Rohm and Haas Company
    Inventors: Margaret M. Bowers-Daines, Barry C. Lange
  • Patent number: 5227401
    Abstract: 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: Grant
    Filed: October 29, 1991
    Date of Patent: July 13, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 5223535
    Abstract: 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: Grant
    Filed: October 29, 1991
    Date of Patent: June 29, 1993
    Assignee: G. D. Searle & Co.
    Inventors: Gunnar J. Hanson, John S. Baran
  • Patent number: 5214204
    Abstract: 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: Grant
    Filed: July 19, 1991
    Date of Patent: May 25, 1993
    Assignee: Abbott Laboratories
    Inventors: Joseph F. Dellaria, Dee W. Brooks, Jimmie L. Moore, Kevin J. Sallin
  • Patent number: 5210274
    Abstract: 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: Grant
    Filed: February 25, 1991
    Date of Patent: May 11, 1993
    Assignee: Hoechst AG
    Inventor: Hans-Ullrich Huth
  • Patent number: 5194660
    Abstract: 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: Grant
    Filed: December 21, 1990
    Date of Patent: March 16, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Tak W. Leung, Bernard D. Dombek
  • Patent number: 5185368
    Abstract: 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: Grant
    Filed: July 20, 1988
    Date of Patent: February 9, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Heinrich Peter, Theophile Moerker
  • Patent number: 5173105
    Abstract: 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: Grant
    Filed: February 5, 1991
    Date of Patent: December 22, 1992
    Assignee: Imperial Chemical Industries Plc
    Inventor: Christopher G. Knudsen
  • Patent number: 5167670
    Abstract: 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: Grant
    Filed: September 20, 1991
    Date of Patent: December 1, 1992
    Assignee: Shell Oil Company
    Inventor: Thomas H. Johnson
  • Patent number: 5153358
    Abstract: 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: Grant
    Filed: January 30, 1991
    Date of Patent: October 6, 1992
    Assignee: Abbott Laboratories
    Inventor: Thomas M. Zydowsky
  • Patent number: 5147960
    Abstract: The invention relates to heterofunctional diols of formula I and to polyurethane elastomers prepared therefrom.
    Type: Grant
    Filed: August 2, 1990
    Date of Patent: September 15, 1992
    Inventors: Uwe Keppeler, Michael Bobrich
  • Patent number: 5145988
    Abstract: 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: Grant
    Filed: July 22, 1991
    Date of Patent: September 8, 1992
    Assignee: Kureha Chemical Industry Co., Ltd.
    Inventors: Makoto Ishizuka, Takashi Wakasugi
  • Patent number: 5138091
    Abstract: 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: Grant
    Filed: November 9, 1990
    Date of Patent: August 11, 1992
    Assignee: Bayer Aktiengesellschaft
    Inventors: Jurgen Stoltefuss, Martin Bechem, Rainer Gross, Siegbert Hebisch, Matthias Schramm
  • Patent number: 5118674
    Abstract: 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: Grant
    Filed: November 27, 1990
    Date of Patent: June 2, 1992
    Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)
    Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
  • Patent number: 5116992
    Abstract: 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: Grant
    Filed: December 19, 1990
    Date of Patent: May 26, 1992
    Assignee: Societe de Conseils de Recherches et d'Applications Scientifiques (S.C.R.A.S.)
    Inventors: Pierre Braquet, Colette Broquet, Benedicte Vandamme, Paola Principe-Nicolas
  • Patent number: 5101059
    Abstract: 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: Grant
    Filed: December 5, 1989
    Date of Patent: March 31, 1992
    Assignee: Research Corporation Technologies, Inc.
    Inventors: Louis A. Carpino, An-Chuu Wu
  • Patent number: 5081284
    Abstract: 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: Grant
    Filed: June 29, 1989
    Date of Patent: January 14, 1992
    Assignee: Suntory Limited
    Inventors: Naoki Higuchi, Masayuki Saitoh, Norio Iwasawa, Motoo Sumida, Hiroshi Shibata
  • Patent number: 5059624
    Abstract: 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: Grant
    Filed: February 24, 1989
    Date of Patent: October 22, 1991
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Giuliano D. Monache, Franco D. Monache, Marco Carmignani, Stella C. Bonnevaux, Romulo Espinal, Carlo De Luca, Bruno Botta
  • Patent number: 5057610
    Abstract: 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: Grant
    Filed: April 25, 1988
    Date of Patent: October 15, 1991
    Assignee: Ciba-Geigy Corporation
    Inventors: Stephen D. Pastor, Edward T. Hessell, Ramanathan Ravichandran
  • Patent number: 5055607
    Abstract: 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: Grant
    Filed: September 9, 1988
    Date of Patent: October 8, 1991
    Assignee: Chevron Research Company
    Inventor: Thomas F. Buckley, III
  • Patent number: 5035743
    Abstract: 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: Grant
    Filed: February 15, 1989
    Date of Patent: July 30, 1991
    Assignee: SICPA Holding SA
    Inventors: Albert Amon, Laszlo K. Boksanyi, Pierre Degott
  • Patent number: 5030754
    Abstract: 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: Grant
    Filed: November 19, 1990
    Date of Patent: July 9, 1991
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 5015753
    Abstract: 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: Grant
    Filed: November 13, 1989
    Date of Patent: May 14, 1991
    Assignee: The Dow Chemical Company
    Inventor: Robert F. Harris
  • Patent number: 5011976
    Abstract: 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: Grant
    Filed: July 6, 1990
    Date of Patent: April 30, 1991
    Assignee: The Upjohn Company
    Inventor: Peter G. M. Wuts
  • Patent number: 5001148
    Abstract: 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: Grant
    Filed: June 7, 1989
    Date of Patent: March 19, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Jeffrey O. Saunders, Eric M. Gordon
  • Patent number: 4996201
    Abstract: 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: Grant
    Filed: August 2, 1989
    Date of Patent: February 26, 1991
    Assignee: Warner-Lambert Co.
    Inventors: Stephen C. Bergmeier, Jeffrey A. Kester, Walter H. Moos, Haile Tecle, Anthony J. Thomas
  • Patent number: 4987130
    Abstract: 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: Grant
    Filed: December 22, 1989
    Date of Patent: January 22, 1991
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Susumu Tsushima, Muneo Takatani, Minoru Hirata
  • Patent number: 4980500
    Abstract: 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: Grant
    Filed: December 7, 1988
    Date of Patent: December 25, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Josef Pedain, Manfred Schonfelder, Manfred Schmidt
  • Patent number: 4978759
    Abstract: 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: Grant
    Filed: July 2, 1986
    Date of Patent: December 18, 1990
    Assignee: Sanofi, S.A. and Institut National de la Sante et de la Recherche Medicale
    Inventors: Patrick Jouin, Dino Nisato, Bertrand Castro
  • Patent number: 4976679
    Abstract: 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: Grant
    Filed: November 3, 1988
    Date of Patent: December 11, 1990
    Inventors: Takashi Okawa, Nobuo Isogai, Tomoji Tsuji
  • Patent number: 4975096
    Abstract: 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: Grant
    Filed: September 9, 1988
    Date of Patent: December 4, 1990
    Assignee: Chevron Research Company
    Inventor: Thomas F. Buckley, III
  • Patent number: 4954634
    Abstract: 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: Grant
    Filed: July 20, 1988
    Date of Patent: September 4, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter Heinrich, Theophile Moerker
  • Patent number: 4940768
    Abstract: 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: Grant
    Filed: March 21, 1989
    Date of Patent: July 10, 1990
    Assignee: Hoechst AG
    Inventors: Michael Honel, Manfred Finke, Gerd Walz, Peter Ziegler
  • Patent number: 4940811
    Abstract: 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: Grant
    Filed: November 30, 1987
    Date of Patent: July 10, 1990
    Assignee: Ciba-Geigy Corporation
    Inventor: Heinrich Peter
  • Patent number: 4933485
    Abstract: 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: Grant
    Filed: October 23, 1987
    Date of Patent: June 12, 1990
    Assignee: Chevron Research Company
    Inventor: Thomas F. Buckley, III
  • Patent number: 4931465
    Abstract: 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: Grant
    Filed: March 8, 1988
    Date of Patent: June 5, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Christa Fest, Wilhelm Brandes, Stefan Dutzmann, Gerd Hanssler, Karl-Heinz Kuck
  • Patent number: 4927965
    Abstract: 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: Grant
    Filed: November 3, 1988
    Date of Patent: May 22, 1990
    Assignee: Merck & Co., Inc.
    Inventors: Gabriel F. Eilon, Wayne J. Thompson
  • Patent number: 4921996
    Abstract: 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: Grant
    Filed: August 2, 1988
    Date of Patent: May 1, 1990
    Assignee: Bayer Aktiengesellschaft
    Inventors: Walter Schafer, Hanns P. Muller, Tillmann Hassel
  • Patent number: 4914227
    Abstract: 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: Grant
    Filed: May 16, 1986
    Date of Patent: April 3, 1990
    Assignee: Banyu Pharmaceutical Company, Ltd.
    Inventors: Tetsuji Miyano, Kunio Suzuki, Ryosuke Ushijima, Susumu Nakagawa
  • Patent number: 4906659
    Abstract: 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: Grant
    Filed: December 7, 1987
    Date of Patent: March 6, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Setsuo Harada, Hideo Ono, Hirotomo Masuya, Hideaki Natsugari
  • Patent number: 4883907
    Abstract: 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: Grant
    Filed: April 11, 1988
    Date of Patent: November 28, 1989
    Assignee: Egis Gyogyszergyar
    Inventors: Ildiko Ratz nee Simonek, Pal Benko, Edit Berenyi nee Foldermann, Karoly Magyar
  • Patent number: 4881945
    Abstract: 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: Grant
    Filed: October 23, 1987
    Date of Patent: November 21, 1989
    Assignee: Chevron Research Company
    Inventor: Thomas F. Buckley, III
  • Patent number: 4877540
    Abstract: 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: Grant
    Filed: August 8, 1988
    Date of Patent: October 31, 1989
    Assignee: Cassella Aktiengesellschaft
    Inventors: Fritz Engelhardt, Karl Hintermeier, Manfred Muller, Norbert Munch, Hans Wagener
  • Patent number: 4871740
    Abstract: 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: Grant
    Filed: November 24, 1987
    Date of Patent: October 3, 1989
    Assignee: 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
  • Patent number: 4870056
    Abstract: 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: Grant
    Filed: October 21, 1987
    Date of Patent: September 26, 1989
    Assignee: Regents of the University of Minnesota
    Inventors: Herbert T. Nagasawa, Chul-Hoon Kwon
  • Patent number: 4868326
    Abstract: 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: Grant
    Filed: August 3, 1988
    Date of Patent: September 19, 1989
    Assignee: Rhone-Poulenc Sante
    Inventors: Jean Bouchaudon, Daniel Farge, Claude James