Benzyl Amines Having Hydroxy Or Ether Oxygen Bonded Directly To The Benzene Ring (h Of -oh May Be Replaced By A Substituted Or Unsubstituted Ammonium Ion Or A Group Ia Or Iia Light Metal) Patents (Class 564/389)
  • Patent number: 5200561
    Abstract: Disclosed is a process for producing an optically active amine represented by the formula (IV) ##STR1## wherein R.sub.7 and R.sub.8 each denote an alkyl group, aryl group or aralkyl group, providing that they do not denote the same group at the same time, and * indicates an asymmetric carbon atom, which comprises reacting an asymmetric reducing agent obtained from (1) an optically active amine derivative represented by the formula (I) ##STR2## wherein R.sub.1 denotes an alkyl group, aryl group or aralkyl group; R.sub.2 denotes a hydrogen atom, alkyl group or aralkyl group; R.sub.3 denotes an aryl group or a substituent represented by the formula (II) ##STR3## wherein R.sub.4 and R.sub.5 each denote a hydrogen atom, aryl group or aralkyl group, and * is as defined above, (2) a metal borohydride and (3) sulfuric acid, with either the syn-isomer or the anti-isomer of an oxime derivative represented by the formula (III) or with a mixture rich in either one of the two isomers ##STR4## wherein R.sub.
    Type: Grant
    Filed: October 7, 1991
    Date of Patent: April 6, 1993
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Naoto Konya, Yukio Yoneyoshi, Yoji Sakito, Shinji Nishii, Gohfu Suzukamo, Hiroko Sakane
  • Patent number: 5196454
    Abstract: The invention relates to novel 2,5-diaminotetralines of the formula: ##STR1## wherein R1, R2, R3 and R4 are defined herein, processes for preparing them and their use in pharmaceutical compositions. The novel 2,5-diaminotetralines are useful in treating diseases caused by disorders of the dopaminergic systems.
    Type: Grant
    Filed: June 15, 1990
    Date of Patent: March 23, 1993
    Assignee: Boehringer Ingelheim KG
    Inventors: Matthias Grauert, Herbert Merz, Joachim Mierau, Gunter Schingnitz, Claus Schneider
  • Patent number: 5153235
    Abstract: The present invention relates to a process for the production of elastic, compact or cellular moldings based on elastomers containing N-benzylurea groups in bound form, by reactinga) one or more organic and/or modified organic polyisocyanates withb) N-benzylpolyoxyalkylene-polyamines or mixtures of N-benzylpolyoxyalkylene-polyamines and polyoxyalkylene-polyamines containing from 2 to 4 primary amino groups andc) one or more alkyl-substituted aromatic polyamines having a molecular weight of up to 500,in the presence or absence ofd) catalystsand, if desired,e) blowing agents,f) auxiliaries and/org) additives,and to the N-benzylpolyoxyalkylene-polyamines and mixtures of N-benzylpolyoxyalkylene-polyamines and polyoxyalkylene-polyamines containing from 2 to 4 primary amino groups which can be used for this purpose, and to the elastomers prepared.
    Type: Grant
    Filed: January 24, 1992
    Date of Patent: October 6, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Johannes Becker, Guenther Matzke, Hans U. Schmidt, Willibald Schoenleben
  • Patent number: 5142052
    Abstract: Aryl- and heterocyclic-methanamines are prepared by reacting a hydroxy-aryl carbinol or a heterocyclic carbinol with a primary or a secondary amine in the presence of a cationic effect reagent.
    Type: Grant
    Filed: October 21, 1988
    Date of Patent: August 25, 1992
    Assignee: Laboratoires Syntex
    Inventors: Serge Beranger, Bruno Francois
  • Patent number: 5130454
    Abstract: Polytetrahydrofuran derivatives of the general formula ##STR1## where n is from 2 to 70, X is the bridge member --NH-- or --O-- and R.sup.1 and R.sup.4 are each hydrogen or various radicals.
    Type: Grant
    Filed: December 19, 1990
    Date of Patent: July 14, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Eckhard Hickmann, Ulrich Koehler, Hardo Siegel
  • Patent number: 5117061
    Abstract: Novel anilines of the 2,6-dialkyl-4-dialkylaminomethylaniline type are prepared by reacting a secondary amine and an aldehyde with a primary aniline reactant having a free para position and substituents in both ortho positions in the presence of an acid catalyst, the amounts of amine and acid employed being at least equimolar with respect to the amount of aldehyde, and the reaction being conducted by adding the primary aniline reactant to a preformed mixture of the secondary amine, aldehyde, and acid.
    Type: Grant
    Filed: May 12, 1986
    Date of Patent: May 26, 1992
    Assignee: Ethyl Corporation
    Inventor: Kju H. Shin
  • Patent number: 5057624
    Abstract: New process for the synthesis of the N-methyl-3,4-dimetoxyphenylethylamine of formula ##STR1## intermediate in the synthesis of the drug internationally known as verapamil. The process starts from the 3,4-dimethoxybenzaldehyde which, by means of a Darzens condensation, gives an epoxyester that, by alkaline hydrolysis and subsequent decarboxylation, gives the 3,4-dimethoxyphenylacetaldehyde. This aldehyde gives the amine of formula I by reaction with monomethylamine followed by reduction with sodium borohydride.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: October 15, 1991
    Assignee: ALFA Wassermann S.p.A.
    Inventors: Vincenzo Cannata, Giancarlo Tamerlani, Graziano Zagnoni
  • Patent number: 5057623
    Abstract: An organic fluorine compound represented by the general formulaR.sub.f -(X).sub.h -R-Mwherein R.sub.f is a group selected from the following (a) and (b); ##STR1## X denotes a linking group selected from --O--, --S--, and --COO--, h denotes 0 or 1, R is a hydrocarbon chain comprising a phenylene group having an alkylene group with a total carbon number of 10 or more, or the derivative thereof, or an aliphatic alkylene group of a carbon number of 10 or more, and M is a group selected from --OH, --COOH, --SH, and --CONH.sub.2.The organic fluorine compound of the present invention greatly improves the dispersibility of magnetic powders in magnetic coating materials, has also an excellent rust prevention effect on metallic magnetic powders, and exhibits a marked dispersing effect even on fluorocarbon resin fine powders, which can be difficultly dispersed with conventional dispersing agents.
    Type: Grant
    Filed: October 13, 1989
    Date of Patent: October 15, 1991
    Assignee: Matsushita Electric Industrial Co., Ltd.
    Inventors: Yoshiaki Kai, Takashi Suzuki
  • Patent number: 5051409
    Abstract: 2-Aminodecalin derivatives of the formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are H or methyl,A is H, OH, O-alkylcarbonyl, O-benzoyl or O-CH.sub.3,R.sup.4 is H, cyclopropyl, alkyl, alkenyl, or alkynyl,R.sup.5 is alkyl, alkenyl or alkynyl which is substituted or unsubstituted,cycloalkyl or cycloalkenyl whic is substituted or unsubstituted, substituted phenylalkyl, substituted cycloalkyl-alkyl, substituted 5-membered heterocyclic ring, bicycloalkyl-alkyl orR.sup.4 and R.sup.5, together with the nitrogen atom, are a substituted or unsubstituted, saturated or unsaturated piperidine radical,their plant-tolerated salts and N-oxides, and fungicides containing these compounds.
    Type: Grant
    Filed: November 1, 1989
    Date of Patent: September 24, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Zipplies, Bernhard Zipperer, Hubert Sauter, Norbert Goetz, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5032616
    Abstract: 4-trans-substituted cyclohexylamine derivatives of the formula ##STR1## where R.sup.1 is the group CR.sup.5 R.sup.6 R.sup.7, in which R.sup.5, R.sup.6 and R.sup.7 are hydrogen, unsubstituted or substituted alkyl, alkoxy, alkylthio or cycloalkyl, with the proviso that not more than one of the substituents R.sup.5, R.sup.6 and R.sup.7 may by hydrogen, or in which R.sup.6 and R.sup.7 together with the included carbon atom form a three-membered to six-membered carbocyclic aliphatic ring,R.sup.2 and R.sup.3 are hydrogen, alkyl, alkenyl or alkynyl or cycloalkyl or cycloalkenyl, which in turn may be substituted, with the proviso that the sum of the carbon atoms and hetero atoms (O, S and halogen) of R.sup.2 and R.sup.3 together is not less than 8,R.sup.4 is hydrogen, alkyl, cycloalkyl or alkoxy, and m is 1 to 4, and the bond is a single or a double bond,salts thereof, and their use as fungicides.
    Type: Grant
    Filed: August 28, 1987
    Date of Patent: July 16, 1991
    Inventors: Hubert Sauter, Matthias Zipplies, Norbert Goetz, Eberhard Ammermann, Ernst-Heinrich Pommer
  • Patent number: 5019598
    Abstract: o-Aminomethylphenols of the formula ##STR1## where R.sup.1, R.sup.3 and R.sup.4 are hydrogen, fluorine, chlorine, bromine, alkyl, alkoxy or dimethylamino, R.sup.2 is hydrogen, chlorine, bromine, alkyl, alkenyl, alkoxyalkyl, cyclohexyl or phenyl, or R.sup.1 and R.sub.2, R.sup.2 and R.sup.3 or R.sup.3 and R.sup.4 form a carbocyclic, saturated or unsaturated five-membered or six-membered ring, and R is alkyl, and salts thereof, and fungicides containing these compounds.
    Type: Grant
    Filed: June 15, 1989
    Date of Patent: May 28, 1991
    Assignee: BASF Aktiengesellschaft
    Inventors: Costin Rentzea, Eberhard Ammermann, Gisela Lorenz
  • Patent number: 5017723
    Abstract: Substituted ethylamines of the formula ##STR1## wherein R.sub.1 is phenyl optionally mono-, di- or trisubstituted by halogen, lower alkyl, lower haloalkyl or lower alkoxy, or is an aromatic heterocycle having 5 to 7 chains wherein the heteroatom is nitrogen, oxygen or sulfur,R.sub.2 is lower alkyl,R.sub.3 and R.sub.4, each independently, represent hydrogen, lower alkyl or lower alkenyl,R.sub.5 is phenyl optionally mono-, di- or trisubstituted by halogen or lower alkoxy or is an aromatic heterocycle having 5 to 7 chains wherein the heteroatom is nitrogen, oxygen or sulfur andQ represents a --CH.dbd.CH-- ethylene group or a 1,2-diyl ##STR2## propane group, their acid addition salts and their optically active forms. These substituted ethylamines have psycotropic properties and are useful as medicines.
    Type: Grant
    Filed: February 26, 1990
    Date of Patent: May 21, 1991
    Assignee: Jouveinal S.A.
    Inventors: Gilbert G. Aubard, Alain P. Calvet, Claude J. Gouret, Agnes M. Grouhel, Henry L. Jacobelli, Jean-Louis Junien, Xavier B. Pascaud, Francois J. Roman, Claude D. Soulard, James P. Hudspeth, Yuan Lin
  • Patent number: 5006563
    Abstract: This invention relates to alkylamino and alkyl amino alkyl diarylketones of the formula ##STR1## where Ar is aryl of the formula ##STR2## where V is hydrogen, halogen, loweralkyl, loweralkoxy, CF.sub.3, No.sub.2 and u is an integer of 1 to 3; X and Y are independently CH.sub.2 --, --CH.sub.2 -- or --CHF--; Z and W are independently --CH.sub.2 --, --O--, --CHOH--, or --CHF--; m, n, p, q and t are integers which are independently 0 or 1; R.sub.1 is H or loweralkyl; R.sub.2 and R.sub.3 are loweralkyl; and the pharmaceutically acceptable acid addition salts thereof and where applicable the geometric and optical isomers and racemic mixtures thereof. The compounds of this invention display utility as analgesic agents and as agents for alleviating various memory dysfunctions, characterized by a decreased cholinergic function, such as Alzheimer's disease.
    Type: Grant
    Filed: July 31, 1990
    Date of Patent: April 9, 1991
    Assignee: Hoechst-Roussel Pharmaceuticals Inc.
    Inventors: R. Richard L. Hamer, Brian Freed, Richard C. Allen
  • Patent number: 5001251
    Abstract: An optically active amine compound and a method for preparing same are provided which compound has the structure ##STR1## in the form of its R-(+) enantiomer or S-(-) enantiomer, wherein R and R.sup.1 are independently H, lower alkyl or halogen, R.sup.2 is H or lower alkyl and R.sup.3 is lower alkyl, the optically active amine is useful in the optical resolution of DL-3-acylthio-2-methylpropanoic acid wherein acyl is acetyl or benzoyl. The optically active D-(+)-3-acylthio-2-methylpropanoic acids are used as intermediated for preparing antihypertensive agents, such as captopril.
    Type: Grant
    Filed: January 15, 1988
    Date of Patent: March 19, 1991
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Patrick A. MacManus, Peter Walsh, Adrian J. Kilbane
  • Patent number: 4990669
    Abstract: The invention relates to new optically active .alpha.-amino aldehydes of the formulae ##STR1## in which R.sub.1 represents an optionally substituted alkyl, alkenyl, aralkyl or aryl radical, andR.sub.2 and R.sub.3, independently of one another, denote an optionally substituted alkyl, alkenyl, cycloalkyl or aralkyl group, together form an optionally substituted phenylene-(1,2)-bis-methylene radical, or R.sub.2 is an optionally substituted, alkyl, cycloalkyl or aralkyl radical, and R.sub.3 forms together with R.sub.1 a 1,3-propylene radical.a process for the preparation thereof, and the use thereof for the stereoselective preparation of optically active .beta.-amino alcohols.
    Type: Grant
    Filed: March 23, 1988
    Date of Patent: February 5, 1991
    Assignee: Bayer Aktiengesellschaft
    Inventors: Manfred T. Reetz, Mark W. Drewes
  • Patent number: 4952732
    Abstract: Products useful as surfactants, corrosion inhibitors, water repellent agents, paint adhesion promoters, etc. are prepared by reacting formaldehyde and a phenol with an alkyl amine containing internal propoxy or propoxy/ethoxy groups to thereby provide a corresponding Mannich condensate having a desired utility. The Mannich condensates may also be reacted with an alkylene oxide feed stock containing ethylene oxide or propylene oxide or 1,2-butylene oxide or a mixture thereof under conventional alkoxylation conditions to thereby provide a corresponding alkoxylated Mannich condensate having a utility which may be the same as or different from the utility of the initial Mannich condensate.
    Type: Grant
    Filed: June 15, 1984
    Date of Patent: August 28, 1990
    Assignee: Texaco Inc.
    Inventors: George P. Speranza, Robert A. Grigsby, Jr., Ernest L. Yeakey
  • Patent number: 4915875
    Abstract: Paramethyl-substituted hindered phenols are selectively oxidized by contacting with an oxidizing agent at elevated temperatures in the presence of a heterogeneous oxidative coupling catalyst. In the absence of an optional nucleophile the products comprise carbon-carbon oxidative coupling products. In the presence of a nucleophile, addition products result that may be further oxidized by continued exposure to the oxidizing agent to yield substituted p-hydroxybenzaldehydes.
    Type: Grant
    Filed: November 4, 1986
    Date of Patent: April 10, 1990
    Assignee: The Dow Chemical Company
    Inventors: Timothy R. Diephouse, Robert M. Strom
  • Patent number: 4898986
    Abstract: Disclosed is a novel inosose compound represented by the general formula: ##STR1## wherein X.sup.1 and X.sup.2 are both halogen; X.sup.1 is hydrogen and X.sup.2 is halogen; or X.sup.1 is --SQ.sup.1 and X.sup.2 is --SQ.sup.2 (each of Q.sup.1 and Q.sup.2 is lower alkyl or Q.sup.1 and Q.sup.2 may form lower alkylene), R.sup.1 is a protective group for hydroxyl and Y is .dbd.O, .dbd.N--Z (Z is hydroxyl which may be protected) or ##STR2## (A is hydrogen or an amine residue), particularly to the compound wherein the symbol Y is oxygen.The inosose compound is useful as intermediates for production of valiolamine and the N-substituted derivatives thereof, which have potent .alpha.-glucosidase inhibiting activities and are useful as preventives or therapeutics for symptoms of hyperglycemia and various diseases derived therefrom in human and animals, such as diabetes, obesity and hyperlipemia.
    Type: Grant
    Filed: August 31, 1987
    Date of Patent: February 6, 1990
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Satoshi Horii, Hiroshi Fukase
  • Patent number: 4897425
    Abstract: Cyclohexylamines of the formula ##STR1## where X is a single bond or an alkylene chain, Y is hydrogen or an aryl, cyclohexyl, 4-cyclohexylcyclohexyl, perhydro-1- or 2-naphthyl or piperidyl radical, R.sup.1 and R.sup.2 are hydrogen, alkyl, alkenyl, alkynyl, hydroxyalkyl, cycloalkyl, cycloalkenyl or arylalkyl, or R.sup.1 and R.sup.2 together form an alkylene group and, togehter with the N atom, form a ring, and acid addition salts thereof, with the exception of compounds in which X is a single bond, Y is cyclohexyl, R.sup.1 and R.sup.2 are hydrogen or methyl, and the compounds in which X is C.sub.6 -, C.sub.7 - and C.sub.8 -alkyl, Y is hydrogen and R.sup.1 and R.sup.2 together with the N atom whose substituents they are form a 2,6-dimethylmorpholine radical, and fungicides containing such cyclohexylamines.
    Type: Grant
    Filed: November 16, 1987
    Date of Patent: January 30, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Bernhard Zipperer, Ernst Buschmann, Norbert Goetz, Ulrich Schirmer, Eberhard Ammermann, Ernst-Heinrich Pommer
  • Patent number: 4888283
    Abstract: Selective inhibitors of benzylaminoxidases, said inhibitors consisting of compounds of the general formula I ##STR1## wherein X is a group C--R.sup.4 or a nitrogen atom, R.sup.1 and R.sup.2, which can be the same or different from each other, represent hydrogen, hydroxyl groups, alkoxyl groups, or alkyl, alkenyl, hydroxyalkyl, alkoxyalkyl, hydroxyalkoxyalkyl, hydroxyalkoxyl, alkoxyalkoxyl, hydroxyalkoxyalkoxyl, phenoxyl or phenoxyalkyl groups or their substitution derivatives in the phenoxyl group, provided that no more than one of the same be hydrogen, and one or more of the symbols R.sup.3, R.sup.4 or R.sup.5 are hydrogen atoms or alkyl or hydroxyl or alkoxyl or hydroxyalkyl or hydroxyalkoxyl or hydroxyalkoxyalkyl or haloalkyl or carbonyl or carboxylic or ester or amido or nitrile or sulfonic groups or halogen atoms or nitro groups.
    Type: Grant
    Filed: May 11, 1988
    Date of Patent: December 19, 1989
    Assignee: Consiglio Nazionale Delle Ricerche
    Inventors: Vincenzo Bertini, Angela De Munno, Francesco Lucchesini, Franca Buffoni, Barbara Bertocci
  • Patent number: 4855476
    Abstract: The present invention relates to novel 5-fluoro- and 8-fluoro-trimetoquinol compounds of the general formula I wherein X.sub.1 =F, X.sub.2 =H or X.sub.1 =H, X.sub.2 =F ##STR1## The present invention also relates to a process for making the 5-fluoro- and 8-fluoro-trimetoquinol compounds by condensation of an appropriately substituted phenethylamine to afford an appropriately substituted phenlethylacetamide compound. The amides are cyclized to give appropriately substituted intermediate dihydroisoquinolines. Without isolation, the dihydroisoquinolines are reduced to give appropriately substituted tetrahydroisoquinolines. The hydrochloride salts of tetrahydroisoquinolines are prepared and subjected to hydrogenolysis, to give the fluorine substituted trimetoquinol compounds of the present invention.
    Type: Grant
    Filed: March 14, 1988
    Date of Patent: August 8, 1989
    Assignee: Ohio State University Research Foundation
    Inventors: Duane D. Miller, Dennis R. Feller, Michael T. Clark, Adeboye Adejare, Karl J. Romstedt, Gamal Shams
  • Patent number: 4843160
    Abstract: Prepare novel .alpha.-aminoalkylphenols by contacting an .alpha.-alkenylphenol and an amine under reaction conditions.
    Type: Grant
    Filed: October 1, 1984
    Date of Patent: June 27, 1989
    Assignee: The Dow Chemical Company
    Inventor: Eric W. Otterbacher
  • Patent number: 4801735
    Abstract: Compounds are described of the following formula ##STR1## in which R.sup.1 and R.sup.2 are each hydrogen, C.sub.1-12 alkyl or C.sub.2-12 alkenyl, at least one of R.sup.1 and R.sup.2 being C.sub.1-12 alkyl or C.sub.2-12 alkenyl; X.sup.1 and X.sup.2 are each hydrogen or a protecting group; and Y is(a) --(CH.dbd.CH).sub.n Z in which n is 1, 2 or 3 and Z is --CHO, --CH.sub.2 OH, --COR.sup.3, --(CH.sub.2).sub.m --COR.sup.3 or --(CH.sub.2).sub.p CH.dbd.CH(CH.sub.2).sub.q --COR.sup.3 in which m is an integer of 1 to 12, p is an integer of 1 to 4, q is an integer of 1 to 10 and R.sup.3 is (i) --OH or (ii) --NR.sup.4 R.sup.5 where R.sup.4 and R.sup.5 are each hydrogen, C.sub.1-4 alkyl or optionally substituted phenyl, or R.sup.4 and R.sup.5 together with the nitrogen atom to which they are attached form a morpholino, pyrrolidinyl or piperidino ring,(b) --CH.dbd.NR.sup.6 in which R.sup.6 is (i) --OH, (ii) C.sub.1-12 alkyl optionally substituted by --OH, --COOH or --NR.sup.7 R.sup.8 where R.sup.7 and R.sup.
    Type: Grant
    Filed: November 25, 1985
    Date of Patent: January 31, 1989
    Assignee: Lilly Industries Limited
    Inventors: Mark A. W. Finch, John R. Harris
  • Patent number: 4797130
    Abstract: Oxidative hair dye composition based on 4-amino-2-aminomethyl-phenols of the general formula (I) ##STR1## or its salts as developer substances, wherein R.sup.1 and R.sup.2 represent independently of one another hydrogen, alkyl, hydroxyalkyl, aminoalkyl, mono- or dialkylaminoalkyl, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamindoalkyl, acyl, aryl- or alkylsulfonyl or carbomoyl--wherein the alkyl radical has 1 to 4 carbon atoms in each case--or a heterocyclic, non-aromatic five- or six-membered ring is formed by means of R.sup.1 and R.sup.2 which can have an oxo group in addition.The subject matter of the application is also the new developer substances of the general formula (XII) ##STR2## wherein R.sup.a equals hydrogen, alkyl, hydroxyalkyl, aminoalky, mono- or dialkylaminoalky, acylaminoalkyl, aryl- or alkylsulfonylaminoalkyl, carbamoyl, carbamido-alkyl, acyl, aryl- or alkylsulfonyl--wherein the alkyl radicals have 1 to 4 carbon atoms in each instance--and R.sup.
    Type: Grant
    Filed: July 27, 1987
    Date of Patent: January 10, 1989
    Assignee: Wella Aktiengesellschaft
    Inventors: Thomas Clausen, Eugen Konrad
  • Patent number: 4795757
    Abstract: Compounds of the formula: ##STR1## and pharmaceutically acceptable salts thereof, wherein: Ar is phenyl, naphthyl, heteroaryl, indole, or fused arylcycloalkyl optionally substituted with hydroxy, halo, CF.sub.3, NO.sub.2, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or aryloxy;A and A' are each hydrogen, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxy or aryloxy;X is cyano, nitro, COOR, SR, SOR or SOOR;R is H, C.sub.1-6 alkyl or aryl;n n' and n" are each 0 to 4; andm, m' and m" are each 1 to 4, have calcium channel blocking activity.
    Type: Grant
    Filed: November 20, 1986
    Date of Patent: January 3, 1989
    Assignee: Rorer Pharmaceutical Corporation
    Inventors: John R. Regan, Jeffrey N. Barton, John T. Suh, Jerry W. Skiles
  • Patent number: 4795627
    Abstract: The present invention describes novel tritium labelled nitrogen mustard type compounds, and their aziridinium type analog, and a process for the production of same. The compounds are of value in medical research and development and also as active ingredients of pharmaceutical compositions. The compounds can be used to develop analogs of human disease states and can also be used to evaluate the mechanism of neurotransmitter regulation and function, both in vitro and in vivo.
    Type: Grant
    Filed: October 18, 1984
    Date of Patent: January 3, 1989
    Assignee: University of Pittsburgh
    Inventors: Abraham Fisher, Israel Hanin, Donald J. Abraham
  • Patent number: 4792355
    Abstract: This invention relates to an aqueous, acidic composition useful to deposit a corrosion inhibiting and adhesion promoting coating on a metal substrate and a method for doing same. The composition has a pH of between about 2 and about 6 and comprises water-soluble or water-dispersible metal-chelating o-hydroxybenzylamine compound, wherein the amine moiety contains pendant ethanol or propanol moiety.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: December 20, 1988
    Assignee: Ford Motor Company
    Inventors: Walter O. Siegl, Mohinder S. Chattha
  • Patent number: 4792628
    Abstract: Indane derivatives and their salts represented by the general formula (1), ##STR1## wherein R.sup.1 is an amino group which may have lower alkyl groups as the substituents, a hydroxylimino group, an alkanoylamino group having 1 to 10 carbon atoms which may have halogen atoms as the substituents, a lower alkylsulfonylamino group, a phenylsulfonylamino group which may have lower alkyl groups as the substituents on the phenyl ring, a benzoylamino group having lower alkyl groups as the substituents on the phenyl ring, and a phenyl-lower alkylamino group having a hydroxyl groups or a lower alkyl groups as the substituents on the phenyl ring, R.sup.2 is a hydrogen atom, a lower alkyl group, a halogen atom, a nitro group, an amino group, an amino-lower alkyl group, a lower alkanoylamino group, a lower alkanoylamino-lower alkyl group which may have halogen atoms as the substituents, a lower alkylthio group, a 1-piperidinesulfonyl group, or a lower alkenyl group; R.sup.
    Type: Grant
    Filed: April 16, 1987
    Date of Patent: December 20, 1988
    Assignee: Otsuka Pharmaceutical Co., Ltd.
    Inventors: Yasuo Oshiro, Hiraki Ueda, Kazuyuki Nakagawa
  • Patent number: 4790878
    Abstract: This invention relates to an aqueous composition useful to deposit a corrosion inhibiting and adhesion promoting coating on a corrodible metal substrate and a method for doing same. The composition has a pH of between about 2 and about 10 and comprises water-soluble or water-dispersible metal-chelating diphenolamine compounds.
    Type: Grant
    Filed: January 20, 1987
    Date of Patent: December 13, 1988
    Assignee: Ford Motor Company
    Inventors: Walter O. Siegl, Mohinder S. Chattha
  • Patent number: 4777294
    Abstract: A compound of the formula: ##STR1## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms optionally substituted by hydroxyl, phenoxy, thienyl, furyl, pyridyl, cyclohexyl or an optionally substituted phenyl group, or a cyclic hydrocarbon group having 3 to 7 carbon atoms optionally substituted by hydroxyl, B is hydrogen or hydroxyl, and their production and use.These compounds exhibit excellent inhibitory activity against .alpha.-glucoside hydrolase, thus are useful for hyperglycemic symptoms and various disorders caused by hyperglycemia.
    Type: Grant
    Filed: April 17, 1987
    Date of Patent: October 11, 1988
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Satoshi Horii, Yukihiko Kameda, Hiroshi Fukase
  • Patent number: 4720585
    Abstract: Aminopeptidase inhibitory activity is exhibited by compounds having the formula ##STR1## wherein R.sub.1 is hydrogen, alkyl, carboxyalkyl, halo-substituted alkyl, hydroxyalkyl, aminoalkyl, mercaptoalkyl, alkylthioalkyl, (cycloalkyl)alkyl, (heteroaryl)alkyl, arylalkyl, carbamoylalkyl, guanidinylalkyl or heteroaryl; andR.sub.2 and R.sub.3 are each independently hydrogen, alkyl, cycloalkyl, hydroxyalkyl, aminoalkyl, aryl, arylalkyl, heteroaryl or heteroarylalkyl.
    Type: Grant
    Filed: September 18, 1985
    Date of Patent: January 19, 1988
    Assignee: E. R. Squibb & Sons, Inc.
    Inventors: Jollie D. Godfrey Jr., Eric M. Gordon
  • Patent number: 4701559
    Abstract: A compound of the formula: ##STR1## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms optionally substituted by hydroxyl, phenoxy, thienyl, furyl, pyridyl, cyclohexyl or an optionally substituted phenyl group, or a cyclic hydrocarbon group having 3 to 7 carbon atoms optionally substituted by hydroxyl, B is hydrogen or hydroxyl, and their production and use.These compounds exhibit excellent inhibitory activity against .alpha.-glucoside hydrolase, thus are useful for hyperglycemic symptoms and various disorders caused by hyperglycemia.
    Type: Grant
    Filed: December 28, 1981
    Date of Patent: October 20, 1987
    Assignee: Takeda Chemical Industries, Inc.
    Inventors: Satoshi Horii, Yukihiko Kameda, Hiroshi Fukase
  • Patent number: 4656286
    Abstract: There are disclosed certain aminoethanethiols, and salts thereof, and certain thiazolidines which are made therefrom. The compounds are useful as intermediates in the synthesis of photographic image dye-providing materials.
    Type: Grant
    Filed: May 23, 1986
    Date of Patent: April 7, 1987
    Assignee: Polaroid Corporation, Patent Dept.
    Inventors: Paul T. MacGregor, Myron S. Simon
  • Patent number: 4514573
    Abstract: This invention relates to new isoprenylamine derivatives and acid addition salts thereof, which are useful for controlling virus infection of vertebrate animals.
    Type: Grant
    Filed: May 12, 1982
    Date of Patent: April 30, 1985
    Assignee: Nisshin Flour Milling Co., Ltd.
    Inventors: Yoshiyuki Tahara, Yasuhiro Komatsu, Hiroyasu Koyama, Reiko Kubota, Teruhito Yamaguchi, Toshihiro Takahashi
  • Patent number: 4499264
    Abstract: An improved method is disclosed for producing amino polyols useful in preparing polyurethane foams. The improvement concerns charging ammonia, a primary amine or a secondary amine to the reaction vessel at the end of the oxide digestion step. The amine or ammonia scavenges the residual oxide and the resulting alkanol amine becomes one of the components of the polyol mixture. Alkanol amines are beneficial components of urethane polyols.In prior art industrial practice, residual oxide is vented to a scrubber system and then stripped to a low concentration.
    Type: Grant
    Filed: June 27, 1983
    Date of Patent: February 12, 1985
    Assignee: Texaco Inc.
    Inventor: Kenneth G. McDaniel
  • Patent number: 4486602
    Abstract: A compound of the formula: ##STR1## wherein A is a chain hydrocarbon group having 1 to 10 carbon atoms optionally substituted by hydroxyl, phenoxy, thienyl, furyl, pyridyl, cyclohexyl or an optionally substituted phenyl group; or a cyclic hydrocarbon group having 3 to 7 carbon atoms optionally substituted by hydroxyl, and their production and use.These compounds exhibit excellent inhibitory activity against glucoside hydrolase, thus are useful for hyperglycemic symptoms and various disorders caused by hyperglycemia.
    Type: Grant
    Filed: September 29, 1981
    Date of Patent: December 4, 1984
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Satoshi Horii, Yukihiko Kameda, Hiroshi Fukase
  • Patent number: 4485048
    Abstract: Novel compounds having the general formula: ##STR1## are disclosed, wherein R.sub.1 is selected from the group including C.sub.5 -C.sub.22 alkyl or alkenyl; R.sub.3 and R.sub.5 are independently selected from the group including hydrogen or C.sub.1 -C.sub.12 alkyl or alkenyl; R.sub.4 is either --(CH.sub.2 CH.sub.2 O).sub.z H, or ##STR2## or C.sub.5 -C.sub.22 alkyl or alkenyl; x, y, and z are integers of 1 or more and whose sum is between 2 and 15; and X.sup..crclbar. is an anion, preferably bis-(ethylene)borate. These ethoxylated quaternary benzyl compounds are useful as fabric softeners.
    Type: Grant
    Filed: August 9, 1982
    Date of Patent: November 27, 1984
    Assignee: Akzona Incorporated
    Inventors: James M. Richmond, Keith D. Stanley
  • Patent number: 4454059
    Abstract: Compositions useful as lubricant and fuel dispersants are prepared by reacting an intermediate (A) of the formulae ##STR1## wherein each R is hydrogen or a lower hydrocarbon-based group, Ar is an aromatic moiety having at least one aliphatic substituent of at least 6 carbon atoms and x is 1 to about 10, with an amino compound (B) which contains one or more amino groups having hydrogen bonded directly to an amino nitrogen.
    Type: Grant
    Filed: April 16, 1981
    Date of Patent: June 12, 1984
    Assignee: The Lubrizol Corporation
    Inventors: John F. Pindar, Jerome M. Cohen, Charles P. Bryant
  • Patent number: 4388250
    Abstract: A process is provided for the preparation of p-hydroxy-benzyl-nitriles starting from the corresponding p-hydroxy-benzaldehyde, first reducing the p-hydroxy-benzaldehyde to the p-hydroxy-benzyl amine, a primary amine, with hydrogen in the presence of aqueous ammonia, preferably with the addition of small amounts of lower alkyl alcohol; and Raney nickel catalyst at low pressure; and then converting the amine to the p-hydroxy-benzyl-nitrile by reaction with sodium cyanide at elevated temperature; the first stage, the reduction, is applicable also to o- and m-hydroxy benzaldehydes.
    Type: Grant
    Filed: March 15, 1982
    Date of Patent: June 14, 1983
    Assignee: Rhone Poulenc Inc.
    Inventors: Leon Farber, Peter S. Gradeff
  • Patent number: 4372956
    Abstract: A 5,10-dihydroimidazo[2,1-b]quinazoline in which at least one ring carbon atom, other than the carbon atom in the 2-position, bears a substituent, or a pharmaceutically acceptable acid addition salt thereof is a useful cardiotonic agent and vasodilator in heart insufficiency and a blood platelet aggregation inhibitor.
    Type: Grant
    Filed: November 18, 1980
    Date of Patent: February 8, 1983
    Assignee: Sandoz Ltd.
    Inventor: Hans Ott
  • Patent number: 4362892
    Abstract: Certain substituted aralkylanilines in which the aromatic aniline ring carries, at the para position to the amino function, a substituent which comprises a carboxylic acid, salt or ester, an alkyl, hydroxyalkyl, cyano or acyl group, have hypolipidaemic activity.
    Type: Grant
    Filed: December 12, 1977
    Date of Patent: December 7, 1982
    Assignee: Beecham Group Limited
    Inventors: Richard M. Hindley, Keith H. Baggaley
  • Patent number: 4334085
    Abstract: A transamination process for producing Mannich products comprising reacting a polyamine with a substantially formaldehyde-free mononitrogen Mannich adduct.
    Type: Grant
    Filed: September 14, 1978
    Date of Patent: June 8, 1982
    Assignee: Standard Oil Company (Indiana)
    Inventors: Robert J. Basalay, John H. Udelhofen
  • Patent number: 4332807
    Abstract: Novel substituted-benzyl derivatives of 11-endo-amino-5,6,7,8,9,10-hexahydro-2-hydroxy (or methoxy)-6,9-methanobenzocyclooctene (or nonene) of the formula: ##STR1## are centrally-acting analgesics effective in the relief of pain.
    Type: Grant
    Filed: January 26, 1981
    Date of Patent: June 1, 1982
    Assignee: Merck & Co., Inc.
    Inventors: Patrice C. Belanger, Robert N. Young
  • Patent number: 4322530
    Abstract: A process for alkylating a polyamine by contacting, in a liquid media, a polyamine, an olefinic compound, carbon monoxide, and a hydrogen source in the presence of a catalytic amount of a rhodium atom containing compound selected from metallic rhodium, rhodium salts, rhodium oxides, rhodium carbonyls and ligands thereof at a temperature of from about 50.degree. C. to 250.degree. C. and at a pressure of from about 30 to about 300 atmospheres.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: March 30, 1982
    Assignee: W. R. Grace & Co.
    Inventor: Felek Jachimowicz
  • Patent number: 4317932
    Abstract: A process for forming amines by contacting, in a liquid media, an olefinic compound, carbon monoxide, water, and ammonia in the presence of a rhodium atom containing compound selected from metallic rhodium, rhodium salts, rhodium oxides, and rhodium carbonyls and ligands thereof at a temperature of from 50.degree. to 250.degree. C. and at a pressure of from about 10 to about 300 atmospheres.
    Type: Grant
    Filed: February 22, 1980
    Date of Patent: March 2, 1982
    Assignee: W. R. Grace & Co.
    Inventor: Felek Jachimowicz
  • Patent number: 4299984
    Abstract: The present invention relates to novel biologically active tricyclic compounds of the general formula: ##STR1## and salts thereof, in whichR.sub.1 and R.sub.2 stand for hydrogen, alkyl or alkenyl, an optionally substituted aralkyl group or an acyl group orR.sub.1 +R.sub.2 together with the nitrogen atom represent a heterocyclic 5- or 6-membered ring, andX and Y stand for hydrogen, hydroxy, halogen, alkyl or alkoxy of 1-6 carbon atoms, nitro, trifluoromethyl or an acyloxy group,which compounds have valuable biological activities, particularly anorectic activity.
    Type: Grant
    Filed: December 30, 1977
    Date of Patent: November 10, 1981
    Assignee: Akzona Incorporated
    Inventors: Colin L. Hewett, David S. Savage