Benzene Ring Containing Patents (Class 564/139)
  • Patent number: 6043282
    Abstract: Azinooxime ethers of the formula I ##STR1## (X=NOCH.sub.3, CHOCH.sub.3, CHCH.sub.3 ; Y=O, NZ, where Z=H, alkyl; R.sup.1 =H, alkyl; R.sup.2 =cyano, nitro, trifluoromethyl, halogen, alkyl, alkoxy; m=0, 1, 2, it being possible for the radicals R.sup.2 to be different if m=2; R.sup.3 =H, cyano, alkyl, haloalkyl, alkoxy, cycloalkyl; R.sup.4, R.sup.5, R.sup.6 =indepedently of one another H, unsubst. or subst. alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, heterocyclyl), and their salts, processes and intermediates for their preparation and their use for controlling harmful fungi and animal pests.
    Type: Grant
    Filed: July 29, 1998
    Date of Patent: March 28, 2000
    Assignee: BASF Aktiengesellschaft
    Inventors: Herbert Bayer, Hubert Sauter, Klaus Oberdorf, Wassilios Grammenos, Thomas Grote, Reinhard Kirstgen, Bernd Muller, Ruth Muller, Franz Rohl, Eberhard Ammermann, Volker Harries, Gisela Lorenz, Siegfried Strathmann
  • Patent number: 6017917
    Abstract: Guanidine derivatives of the formula: ##STR1## wherein R.sup.1 is [di(lower)alkylamino](lower)alkyl, morpholinyl(lower)alkyl, lower alkylpiperazinyl or [lower alkylpyrrolidinyl](lower)alkyl,R.sup.2 is halogen, lower alkyl or lower alkoxy, andR.sup.3 is halogen, lower alkyl, lower alkoxy or mono(or di or tri)halo(lower)alkyl,and pharmaceutically acceptable salts thereof which are useful as a medicament.
    Type: Grant
    Filed: June 26, 1998
    Date of Patent: January 25, 2000
    Assignee: Fujisawa Pharamceutical Co., Ltd.
    Inventors: Atsushi Kuno, Yoshikazu Inoue, Kumi Yamasaki
  • Patent number: 6015921
    Abstract: A method for preparing carbamoylmethylurea derivatives of the formula (I): ##STR1## characterized by reacting a compound of the formula (II): ##STR2## with a compound of the formula (III): ##STR3##
    Type: Grant
    Filed: February 3, 1998
    Date of Patent: January 18, 2000
    Assignee: Shionogi & Co., Ltd.
    Inventors: Haruo Koike, Yasufumi Ueda, Koji Matsuda, Mikio Kabaki
  • Patent number: 6001881
    Abstract: Benzoylguanidines of the formula I ##STR1## in which: R(1) to R(4) have the meanings given in the claims, are antiarrhythmic pharmaceuticals, having a cardioprotective component, which are also valuable for the prevention of ischemically induced damage, in particular in association with the triggering of ischemically induced cardiac arrhythmias. As a consequence of inhibiting the cellular Na.sup.+ /H.sup.+ exchange mechanism, they are used for treating acute or chronic damage triggered by ischemia. In addition to this, they are notable for their strong inhibitory effect on the proliferation of cells. They are suitable for preventing the genesis of high blood pressure.
    Type: Grant
    Filed: June 4, 1997
    Date of Patent: December 14, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Andreas Weichert, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Jan-Robert Schwark, Udo Albus, Wolfgang Scholz
  • Patent number: 5977410
    Abstract: Disclosed are A N-[(fluoroalkoxy)phenoxyalkyl]benzamide compound represented by the formula (1): ##STR1## wherein R.sup.1 and R.sup.3 may be the same or different and represent a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, a C.sub.1-4 alkoxy group, a C.sub.1-4 haloalkyl group, a C.sub.1-4 haloalkoxy group, a cyano group, a nitro group, or a hydroxy group; R.sup.2 represents a hydrogen atom, a halogen atom, a C.sub.1-4 alkyl group, or a C.sub.1-4 alkoxy group; A represents an oxygen atom, or a sulfur atom; n is an integer of 1 to 6; x is 1 to 4; y is 0 to 6; z is 2 to 9; m is 0 to 2; provided that 2x+1=y+z+m, an intermediate thereof, processes thereof and an agricultural and horticultural chemical for controlling noxious organisms containing the above-mentioned compound as an effective ingredient which is available as a nematocide, an acaricide, a fungicide, etc.
    Type: Grant
    Filed: April 16, 1998
    Date of Patent: November 2, 1999
    Assignee: Ube Industries, Ltd.
    Inventors: Katsutoshi Fujii, Koji Hatano, Shoji Shikita, Tatsumi Tanaka
  • Patent number: 5973202
    Abstract: In a process for the preparation of poly-o-hydroxyamides and poly-o-mercaptoamides, a bis-o-aminophenol or a bis-o-aminothiophenol is reacted with a dicarboxylic acid derivative of the following structure: ##STR1## with D=O, S, or NH and where R* is the parent body of the dicarboxylic acid and at least one of the groups R.sup.1 and R.sup.2 is CN or NO.sub.2.
    Type: Grant
    Filed: August 28, 1996
    Date of Patent: October 26, 1999
    Assignee: Siemens Aktiengesellschaft
    Inventors: Recai Sezi, Hellmut Ahne, Eva Rissel, Kurt Geibel
  • Patent number: 5945543
    Abstract: A process for preparing .alpha.-(N,N-dialkylamino) carboxamides of the formula I ##STR1## where the substituents have the stated meanings, comprises reacting the corresponding free acids with primary or secondary amines in the presence of anhydrides of an alkanephosphonic acid.
    Type: Grant
    Filed: January 20, 1998
    Date of Patent: August 31, 1999
    Assignee: BASF Aktiengesellschaft
    Inventors: Ernst Buschmann, Thomas Zierke
  • Patent number: 5883133
    Abstract: Compounds of the formula I ##STR1## are described in which at least one of the substituents R(1), R(2), R(3), R(4) and R(5) is a nitrogen-containing heterocyclic radical. They are outstanding cardiovascular therapeutic agents. They are obtained by reaction of a compound II ##STR2## with guanidine.
    Type: Grant
    Filed: July 24, 1996
    Date of Patent: March 16, 1999
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jan-Robert Schwark, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Andreas Weichert, Udo Albus, Wolfgang Scholz
  • Patent number: 5880157
    Abstract: The present invention relates to derivatives of 2,2,3,3-tetramethylcyclopropane carboxylic acid (TMCA) of general formula (I), ##STR1## wherein R is lower alkyl group (C.sub.1 -C.sub.6), an aryl group, an aralkyl group or an amide of general formula (II), ##STR2## where R.sub.1 and R.sub.2 are the same or different and may be hydrogen, a alkyl group (C.sub.1 -C.sub.6), an aryl group or an aralkyl group, and n=0-3, to their racemic mixtures and the D and L enantiomers. The invention also relates to processes for the preparation of said compounds and for pharmaceutical preparations comprising the same. The new compounds show improved activity against epilepsy.
    Type: Grant
    Filed: November 25, 1996
    Date of Patent: March 9, 1999
    Assignee: Yissum Research Development Company of the Hebrew University of Jerusalem
    Inventors: Jeff Sterling, Yaacov Herzig, Meir Bialer, Abdullah Haj-Yehia, Boris Yagen
  • Patent number: 5861532
    Abstract: Methods for solid phase synthesis of N-alkyl amides comprise reductive amination of carbonyl compounds using a reducing agent and an amine-containing linker bound to a solid support. The methods afford high yields of linker-bound, monoalkylated amines, and subsequent coupling with acid derivatives provide derivatized N-substituted amides in excellent yields after cleavage from the solid-phase. Compositions useful in solid phase synthesis are also described.
    Type: Grant
    Filed: March 4, 1997
    Date of Patent: January 19, 1999
    Assignee: Chiron Corporation
    Inventors: Edward G. Brown, John M. Nuss
  • Patent number: 5852213
    Abstract: This invention relates to matrix metalloproteinase (MMP) inhibiting compounds of the formula: ##STR1## where R.sup.1 is C.sub.1 -C.sub.12 alkyl, straight or branched and optionally substituted by halogen, hydroxy, C.sub.1 -C.sub.6 alkoxy, amino, carboxyl, C.sub.1 -C.sub.6 alkoxycarbonyl, carboxamido, nitrile, mono- or di-(C.sub.1 -C.sub.6)alkylamino, thio, C.sub.1 -C.sub.6 alkylthio, aryl, --Oaryl or --OCH.sub.2 aryl where aryl is optionally substituted with C.sub.1 -C.sub.6 alkyl, C.sub.1 -C.sub.6 alkoxy, carboxy, halogen, cyano, nitro, carboxamido, or hydroxy; and C.sub.1 -C.sub.6 alkanesulfonyloxy. R.sup.2 is .alpha.-OH or .beta.-OH and R.sup.6 is H or R.sup.2 and R.sup.6 together are carbonyl; the chemical intermediates; and processes for the preparation of these compounds and the intermediates thereto.Matrix metalloproteinases (MMP) are a family of zinc-containing calcium dependent proteinases, including stromelysins, collagenases, and gelatinases.
    Type: Grant
    Filed: July 2, 1997
    Date of Patent: December 22, 1998
    Assignee: American Cyanamid Company
    Inventor: Jeremy Ian Levin
  • Patent number: 5830869
    Abstract: The present invention provides novel thiadiazole amide derivatives represented by formula I ##STR1## The compounds of the present invention inhibit various enzymes from the matrix metalloproteinase family, predominantly stromelysins, and hence are useful for the treatment of matrix metallo endoproteinase diseases such as osteoarthritis, rheumatoid arthritis, septic arthritis, osteopenias such as osteoporosis, tumor metastasis, periodontitis, gingivitis, corneal ulceration, dermal ulceration, gastric ulceration, inflammation and other diseases related to connective tissue degradation.
    Type: Grant
    Filed: June 18, 1997
    Date of Patent: November 3, 1998
    Inventors: Mark Allen Mitchell, Heinrich Josef Schostarez, Linda Louise Maggiora, Thomas J. Lindberg
  • Patent number: 5827890
    Abstract: Compounds of formula (1) are described, wherein R.sup.1 represents (a), where R.sup.3 is a hydrogen or halogen atom or a methyl, trifluoromethyl or methoxy group; R.sup.2 represents a hydrogen atom or a methyl group; and the salts, solvates, hydrates and prodrugs thereof. The compounds are potent and selective orally active inhibitors of the metalloproteinase gelatinase with a long duration of action, and in particular inhibit angiogenesis in vivo. They can therefore be expected to be of use in the prophylaxis or treatment of angiogenesis dependent disorders such as solid tumours and arthritic diseases.
    Type: Grant
    Filed: April 4, 1996
    Date of Patent: October 27, 1998
    Assignee: Celltech Therapeutics Ltd.
    Inventors: Nigel Robert Arnold Beeley, Thomas Andrew Millican
  • Patent number: 5789618
    Abstract: A method for synthesizing a halogen-containing condensation product, the method comprising the step of:reacting a compound represented by Formula (I) with a compound represented by Formula (II) or (III) in the presence of a halogenating agent whereby dehydration condensation and halogenation are carried out, ##STR1##
    Type: Grant
    Filed: June 27, 1996
    Date of Patent: August 4, 1998
    Assignee: Konica Corporation
    Inventors: Eisaku Katoh, Osamu Ishige
  • Patent number: 5783735
    Abstract: A process for preparing polymeric amides is disclosed. The process comprises sequentially reacting a hydrocarbon polymer functionalized (e.g., via the Koch reaction) to contain acid, ester, thioacid and/or thioester groups with a heavy polyamine to form a partially derivatized product in which at least about 85% of the functional groups are converted to heavy (thio)amide groups, and then reacting the partially derivatized product with an excess of light amine to complete the derivatization by converting substantially all of the remaining functional groups to light (thio)amide groups. Products of the foregoing process are also disclosed, which products are useful as additives in fuels and in lubricants.
    Type: Grant
    Filed: May 25, 1995
    Date of Patent: July 21, 1998
    Assignee: Exxon Chemical Patents Inc.
    Inventors: Jacob I. Emert, Joseph V. Cusumano, David C. Dankworth, William D. Diana, William B. Eckstrom, Keith R. Gorda, Antonio Gutierrez, Jon E. Stanat, Warren A. Thaler, Stephen Zushma
  • Patent number: 5750711
    Abstract: The dicarboxylic acid derivatives according to the invention have the following structure ##STR1## wherein X denotes O, S, (CF.sub.2).sub.m, C(CF.sub.3).sub.2 or CF.sub.2 --CF(CF.sub.3) (m=1 to 10), and R stems from the following compounds: fluoro- or trifluoromethyl- and nitro- or cyanophenols, thiophenols or -aminobenzenes, 4-hydroxy-, 4-mercapto- or 4-aminocoumarins, N-hydroxysuccinimides or N-hydroxymaleimides, 2-hydroxy- or 2-mercaptobenzoxazoles or -benzothiazoles and 1-hydroxy- or 1-mercaptobenzotriazoles.
    Type: Grant
    Filed: August 28, 1996
    Date of Patent: May 12, 1998
    Assignee: Siemens Aktiengesellschaft
    Inventors: Racai Sezi, Hellmut Ahne, Eberhard Kuehn
  • Patent number: 5747541
    Abstract: The present invention relates to substituted benzoylguanidines, a process for their preparation, their use as medicament or diagnostic agent, and medicament comprising them.
    Type: Grant
    Filed: June 12, 1997
    Date of Patent: May 5, 1998
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Andreas Weichert, Joachim Brendel, Heinz-Werner Kleemann, Hans Jochen Lang, Jan-Robert Schwark, Udo Albus, Wolfgang Scholz
  • Patent number: 5739344
    Abstract: An aminoarylaminoarazole can be prepared by a process comprising the steps of condensing a condensable nitroarylcarbonyl compound with an aminonitroarylol, an aminonitroarylthiol, or a triaminonitroarene to form a dinitroanilide, then reducing and cyclizing the dinitroanilide under such conditions to form the aminoarylaminoarazole. The aminoarylaminoarazole is useful in making PIBX polymers.
    Type: Grant
    Filed: December 6, 1996
    Date of Patent: April 14, 1998
    Assignee: The Dow Chemical Company
    Inventor: R. Garth Pews
  • Patent number: 5731351
    Abstract: Alkyl-benzoylguanidines of the formula I ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 have the meanings given, and physiologically acceptable salts thereof show antiarrhythmic properties and act as inhibitors of the cellular Na.sup.+ /H.sup.+ antiporter.
    Type: Grant
    Filed: August 23, 1996
    Date of Patent: March 24, 1998
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Rolf Gericke, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
  • Patent number: 5708033
    Abstract: A compound of formula (I), wherein R.sup.1 and R.sup.2 are independently selected from chloro, fluoro, bromo, C.sub.1-6 alkyl, C.sub.1-6 alkoxy or C.sub.1-6 haloalkyl provided that both R.sup.1 and R.sup.2 are not fluoro; R.sup.3 and R.sup.4 are independently selected from hydrogen and C.sub.1-6 alkyl, and pharmaceutically acceptable salts, solvates or physiologically functional derivatives thereof, their use in medicine, particularly the phrophylaxis or treatment of conditions associated with inflammation, arthritis, or pain, pharmaceutical compositions comprising them, and processes for their preparation are disclosed.
    Type: Grant
    Filed: November 8, 1996
    Date of Patent: January 13, 1998
    Assignee: Glaxo Wellcome Inc.
    Inventors: James Leroy Kelley, David Lee Musso
  • Patent number: 5705692
    Abstract: Provided is a novel process for the preparation of iohexol having improved yields and purity, reduced number of isolated intermediates, and significantly reduced volume of ion-exchange resins required to desalinate the final product.
    Type: Grant
    Filed: September 27, 1996
    Date of Patent: January 6, 1998
    Assignee: Abbott Laboratories
    Inventors: Xiu C. Wang, Steve A. Chamberlin, Ashok V. Bhatia, Gregg E. Robinson, John Hufnagel
  • Patent number: 5700839
    Abstract: Benzoylguanidines of the formula I ##STR1## wherein R.sup.1 and R.sup.2 have the meanings indicated herein, and their physiologically acceptable salts, show anti-arrhythmic properties and act as inhibitors of the cellular NA.sup.+ /H.sup.+ antiporter.
    Type: Grant
    Filed: October 20, 1995
    Date of Patent: December 23, 1997
    Assignee: Merck Patent Gesellschaft mit Beschrankter Haftung
    Inventors: Rolf Gericke, Dieter Dorsch, Manfred Baumgarth, Klaus-Otto Minck, Norbert Beier
  • Patent number: 5654478
    Abstract: N-Alkenylcarboxamides of the formula I ##STR1## where at least one of the radicals R.sup.1 is hydrogen, the second radical R.sup.1 is hydrogen or C.sub.1 -C.sub.4 -alkyl and R.sup.2 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, are prepared by reacting an alkenyl carboxylate of the formula II ##STR2## where R.sup.1 has the abovementioned meanings and R.sup.3 is hydrogen or an aliphatic, cycloaliphatic or aromatic radical, and a carboxamide of the general formula III ##STR3## where R.sup.2 has the abovementioned meanings, in the presence of a base.
    Type: Grant
    Filed: August 10, 1995
    Date of Patent: August 5, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ruhl, Jochem Henkelmann, Marc Heider, Bernd Fiechter
  • Patent number: 5618977
    Abstract: The present invention relates to new polyiodinated compounds of general formula: ##STR1## in which R.sub.1 and R.sub.2, which are identical to or different from each other, represent a group of formula: ##STR2## and R.sub.3 and R.sub.4, which are identical to or different from each other, represent a group of formula ##STR3## with R.sub.1, R.sub.2, R.sub.3 and R.sub.4 comprising in total at least ten hydroxyls, which can be used in contrast media for radiography.The invention also relates to a process for the preparation of these compounds as well as to a contrast medium containing them.
    Type: Grant
    Filed: August 11, 1995
    Date of Patent: April 8, 1997
    Assignee: Guerbet S.A.
    Inventors: Maryse Dugast-Zrihen, Dominique Meyer
  • Patent number: 5550286
    Abstract: Process for the of aromatic carboxamides from aromatic carboxylic acids and ureaProcess for the preparation of aromatic carboxamides of the formula (I) ##STR1## in which R.sub.1, R.sub.2, and R.sub.3 are identical or different and are hydrogen, fluorine, chlorine or bromine atoms, or are alkyl(C.sub.1 -C.sub.4), hydroxyl or nitro groups, or R.sub.1 and R.sub.2 form an aromatic ring of 5 or 6 ring members, which ring may be substituted by fluorine, chlorine or bromine atoms or by alkyl(C.sub.1 -C.sub.4), hydroxyl or nitro groups, which involves reacting aromatic carboxylic acids of the formula (II) ##STR2## in which R.sub.1, R.sub.2 and R.sub.3 are as defined above with urea in an inert organic solvent with the addition of a catalytic amount of phosphorous acid.
    Type: Grant
    Filed: December 12, 1994
    Date of Patent: August 27, 1996
    Assignee: Hoechst AG.
    Inventors: Yani Christidis, Michael Meier
  • Patent number: 5506362
    Abstract: An .alpha.-amino acid amide is prepared by reaction of an N.sup..alpha. -aryloxycarbonylamino acid with a compound containing a free amino group. This process makes it possible readily to prepare peptides, by direct reaction between the carboxyl group of the N.sup..alpha. -aryloxycarbonyl derivative of an amino acid and the free amino group of a second amino acid or of a peptide fragment, without requiring protection of the carboxyl function of the second amino acid or of the peptide fragment, nor a coupling agent nor a deprotection step.
    Type: Grant
    Filed: June 9, 1994
    Date of Patent: April 9, 1996
    Assignee: Solvay (Societe Anonyme)
    Inventors: Roland Callens, Georges Blondeel
  • Patent number: 5457180
    Abstract: The present invention provides methods for producing linear thiopeptides using an amino acid ortho amino thioanilide compound of formula (III) ##STR1## wherein R.sub.1 is selected from the group consisting of hydrogen or C.sub.1 -C.sub.4 branched or unbranched alkyl;R.sub.2 is selected from the group consisting of hydrogen, halo, amino, hydroxy, C.sub.1 -C.sub.4 branched or unbranched alkoxy, guanido, amido, acyl, carboxy, cyano, mercapto, nitro, azido, and C.sub.1 -C.sub.4 branched or unbranched alkyl optionally substituted by halo, amino, hydroxy, C.sub.1 -C.sub.4 branched or unbranched alkoxy, guanido, amido, acyl, carboxy, cyano, mercapto, nitro, azido;R.sub.3 is a decarboxylated amino acid residue or a decarboxylated amino acid chain comprising at least two amino acid residue.
    Type: Grant
    Filed: June 13, 1994
    Date of Patent: October 10, 1995
    Assignee: Biochem Pharma Inc.
    Inventor: Boulos Zacharie
  • Patent number: 5338884
    Abstract: Acylamides or amine acylate salts of arylalkanolamines are prepared by reacting an arylisonitrosoalkanone with hydrogen and a carboxylic acid, carboxylic acid anhydride or carboxylic acid ester or mixture thereof in the presence of a transition metal catalyst; optionally the product is converted to the corresponding arylalkanolamine hydrochloride salt by reaction of the acylamide or amine acylate salt of the arylalkanolamine with hydrogen chloride in a C.sub.1 -C.sub.3 alkyl alcohol.
    Type: Grant
    Filed: October 2, 1992
    Date of Patent: August 16, 1994
    Assignee: Hoechst Celanese
    Inventors: Ahmed M. Tafesh, Olan S. Fruchey, Charles B. Hilton
  • Patent number: 5288908
    Abstract: Compounds of the formula ##STR1## in which X represents hydrogen, --NO.sub.2 or --NH.sub.2 and Y represents --CH.sub.3, --COOH, --CONH.sub.2, --NH.sub.2 or --N.dbd.N--Z, in which the group --Z is ##STR2## with the proviso that if Y represents the group --N.dbd.N--Z, X is only --NO.sub.2, and if Y represents the group --CH.sub.3, X is only hydrogen, are described. A compound of the formula ##STR3## the preparation of which in a multi-stage process, in which the compounds of the general formula (I) are also obtained, is described, is preferred.The resulting 3,4'-diamino compound is suitable for the preparation of polycondensates and shaped articles, films and fibers of high heat resistance.
    Type: Grant
    Filed: July 19, 1993
    Date of Patent: February 22, 1994
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Jurgen Lau, Gunter Siegemund, Freimund Rohrscheid
  • Patent number: 5245028
    Abstract: Processes for the preparation of a series of tetracyclic amines useful in the treatment and/or prevention of cerebrovascular disorders are disclosed.
    Type: Grant
    Filed: September 3, 1991
    Date of Patent: September 14, 1993
    Assignee: Warner-Lambert Company
    Inventor: Thomas C. Malone
  • Patent number: 5239048
    Abstract: Block polyamido polyamine condensation products of an aromatic polycarboxylic acid component with a polyoxyalkylene polyamine component prepared by reacting the polycarboxylic acid component with an amount of the polyoxyalkylene polyamine component sufficient to react each carboxyl group with 1 mole of the polyoxyalkylene polyamine component.The polyoxyalkylene polyamine being selected from the group consisting of polyoxypropylene diamines, polyoxyethylene diamines, polyoxyethylene/oxypropylene diamines and polyoxypropylene triamines, and the aromatic polycarboxylic acid component being selected from the group consisting of C.sub.8 to C.sub.28 benzene dicarboxylic acids, benzene tricarboxylic acids, naphthalene carboxylates, hemimellitic acid, 1,1,3-trimethyl-3-phenylindan-4',5-dicarboxylic acid, trimellitic acid, and anhydrides and C.sub.1 to C.sub.4 alkyl esters thereof.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: August 24, 1993
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 5235103
    Abstract: A process for the preparation of phenylethanolaminotetralins of formula ##STR1## wherein X is hydrogen, a halogen, a trifluoromethyl or a lower alkyl group and R.sup.o is hydrogen or a methyl group substituted by a carboxy or a lower carbalkoxy group, which comprises treating a mandelic acid with a 2-amino-7-hydroxytetralin, optionally alkylating with a lower alkyl haloacetate and reducing the amido group of the mandelamide into a methyleneamino group. The mandelamides intermediates are novel.
    Type: Grant
    Filed: December 15, 1992
    Date of Patent: August 10, 1993
    Assignee: Sanofi
    Inventors: Robert Boigegrain, Roberto Cecchi, Sergio Boveri
  • Patent number: 5198586
    Abstract: A process for the preparation of phenylethanolaminotetralins of formula ##STR1## wherein X is hydrogen, a halogen, a trifluoromethyl or a lower alkyl group and R.degree. is hydrogen or a methyl group substituted by a carboxy or a lower carbalkoxy group, which comprises treating a mandelic acid with a 2-amino-7-hydroxytetralin, optionally alkylating with a lower alkyl haloacetate and reducing the amido group of the mandelamide into a methyleneamino group. The mandelamides intermediates are novel.
    Type: Grant
    Filed: October 25, 1990
    Date of Patent: March 30, 1993
    Assignee: Sanofi
    Inventors: Robert Boigegrain, Roberto Cecchi, Sergio Boveri
  • Patent number: 5180851
    Abstract: This invention relates to an improved process for the formation of N-(l-alkoxyalkyl)amides with coproduction of alkylidene bisamides. The N-(l-alkoxyalkyl)formamides of this invention are prepared by reacting formamide with an acetal or hemiacetal carboxylate ester represented by the formulas below in the presence of a solid acid ion exchange resin wherein the acid groups have been neutralized with an amine compound having a pKa (as the protonated amine in water) from about 4 to 9. The hemiacetal ester is represented by formula I and the acetal is represented by formula II. ##STR1## In the above formulas, R is C.sub.1 -C.sub.8 alkyl, aralkyl or aryl; R.sub.1 and R.sub.2 are C.sub.1 -C.sub.8 alkyl, or aryl; and R.sub.3 is secondary or tertiary alkyl having from 3-8 carbon atoms.
    Type: Grant
    Filed: March 21, 1991
    Date of Patent: January 19, 1993
    Assignee: Air Products and Chemicals Inc.
    Inventors: Mark L. Listemann, Robert K. Pinschmidt, Jr.
  • Patent number: 5128441
    Abstract: A block polyamido primary amine condensation product prepared by reacting a defined polyoxyalkylene polyamine having terminal primary amine groups with an amount of a defined dicarboxylic acid or an anhydride or a C.sub.1 to C.sub.4 alkyl ester thereof, sufficient to react one mole of the dicarboxylic acid reactant with each primary amine group of the polyoxyalkylene polyamine to thereby prepare an intermediate condensation reaction product containing terminal carboxyl groups, and reacting one mole of a defined organic di-primary amine with each terminal carboxyl group of the said intermediate condensation reaction product to thereby provide, as the principal product of the reaction a block polyamido primary amine condensation product.
    Type: Grant
    Filed: May 4, 1990
    Date of Patent: July 7, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Jiang-Jen Lin
  • Patent number: 5117056
    Abstract: This invention relates to an improved process for the formation of N-(1-alkoxyalkyl)amides with coproduction of alkylidene bisamides. The N-(1-alkoxyalkyl)formamides of this invention are prepared by reacting formamide with an acetal or hemiacetal carboxylate ester represented by the formulas: ##STR1## wherein R is C.sub.1 -C.sub.8 alkyl, aralkyl or aryl; R.sub.1 and R.sub.2 are C.sub.1 -C.sub.8 alkyl, or aryl; and R.sub.3 is secondary or tertiary alkyl having from 3-8 carbon atoms.The reaction is carried out in the presence of an acid catalyst such as a strong acid ion exchange resin.
    Type: Grant
    Filed: December 21, 1990
    Date of Patent: May 26, 1992
    Assignee: Air Products and Chemicals, Inc.
    Inventors: Mark L. Listemann, Robert K. Pinschmidt, Jr.
  • Patent number: 5091572
    Abstract: Liquid amine terminated polyamide addition products having an average molecular weight of about 3,000 to about 10,000 are prepared by the non-catalytic reaction of a dicarboxylic acid having a molecular weight within the range of about 130 to about 700 with a higher molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 1,500 to about 6,000 and with a lower molecular weight polyoxypropylene diamine having an average molecular weight within the range of about 200 to about 700, the reaction conditions including a temperature within the range of about 150.degree. to about 280.degree. C., a pressure of about 0.1 to 20 atmospheres and a reaction time of about 2 to about 5 hours.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: February 25, 1992
    Assignee: Texaco Chemical Company
    Inventors: George P. Speranza, Wei-Yang Su
  • Patent number: 5047573
    Abstract: Process for the production of peptides of general formula R.sup.1 CO--NHR.sup.2 (1), where R.sup.1 CO-is the carboxy component and R.sup.2 NH-is the amino component of a peptide building block. The process is characterized in that a carboxylic acid of general formula R.sup.1 COOH (II), where R.sup.1 CO- has the above meaning, is made to react with a carboxylic acid imide choloride of general formula (III), wherein X is a hydrogen atom, an alkyl group with a maximum of 4 carbon atoms, a fluorine atom, a cholorine atom or a nitro group, Y is a fluorine atom, a chlorine atom or a nitro group and Z has the same meaning as Y or is a hydrogen atom, and the diacylamine of general formula (IV), where R.sup.1, C, Y and Z have the above meaning, is bound to an amine of general formula R.sup.2 NH.sup.2 (V), where R.sup.2 NH- have the above-mentioned meaning.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: September 10, 1991
    Inventors: Hans Bradaczek, Wojciech Gruszecki, Maria Gruszecki
  • Patent number: 5004834
    Abstract: A method is described for preparation of polyamides using unstable diamines.
    Type: Grant
    Filed: April 5, 1990
    Date of Patent: April 2, 1991
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Robert S. Irwin
  • Patent number: 4950766
    Abstract: A method for preparing a benzamide by reacting an aromatic acid with an amine having a primary amino group and a secondary amino group wherein the reaction is directed to the primary amino group by first reacting the acid with N,N'-carbonyldiimidazole.
    Type: Grant
    Filed: September 21, 1989
    Date of Patent: August 21, 1990
    Assignee: Erbamont, Inc.
    Inventor: Jung-Hui Sun
  • Patent number: 4855086
    Abstract: The specification describes and claims methods of controlling acarine pests by application of a compound of Formula (I), methods of controlling arthropod pests by application of a compound of Formula (IA), compounds of Formula (IA) per se, pesticidal compositions comprising a compound of Formula (IA), and processes for preparing a compound of Formula (IA).
    Type: Grant
    Filed: October 11, 1983
    Date of Patent: August 8, 1989
    Assignee: Burroughs Wellcome Co.
    Inventors: Malcolm H. Black, Robert J. Blade
  • Patent number: 4701527
    Abstract: A method of synthesizing with improved reaction kinetics and improved effective yields salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent selected from the group consisting of --H, --COC.sub.n H.sub.2n+1 and --C.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --CN, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine which comprises reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 --R.sub.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: October 20, 1987
    Assignee: Lever Brothers Company
    Inventors: Gerald S. Koermer, Eddie N. Gutierrez, Maryfrances Prorok
  • Patent number: 4659826
    Abstract: A method of synthesizing and recovering with high yield and purity salicylamide compounds of the formula: ##STR1## wherein R.sub.1 is a substituent having the formula --COC.sub.n H.sub.2n+1 wherein n is an integer with a value of from 1 through to about 15, R.sub.2 is a substituent selected from the group consisting of --H, --NO.sub.2, --F, --Cl, --Br, --I, --CF.sub.3, --CBr.sub.3, --CCl.sub.3, --CI.sub.3 and R.sub.1 and R.sub.3 is an R.sub.2 substituted heterocyclic compound selected (e.g.) from the group consisting of furan, thiazole, benzothiazole and purine by:(a) reacting a phenyl salicylate ester bearing an R.sub.1 substituent on the benzene ring of the salicylic acid portion thereof with an R.sub.2 substituted aniline or a heterocyclic amine NH.sub.2 -R.sub.3, optionally in the presence of an inert solvent such as a halogenated or unhalogenated aromatic compound or a carbowax solvent, e.g.
    Type: Grant
    Filed: November 20, 1984
    Date of Patent: April 21, 1987
    Assignee: Lever Brothers Company
    Inventor: Joshua Schwarz
  • Patent number: 4655972
    Abstract: Carbonamides are prepared from carboxylic acids and ammonia in the presence of a catalytic amount of a hydrated oxide.Preferably a hydrated titanium-, zirconium- or tin oxide in an amount between 0.05 to 10% by weight is used. The hydrated oxide contains at least 4% of water.
    Type: Grant
    Filed: July 3, 1984
    Date of Patent: April 7, 1987
    Assignee: Internationale Octrooi Maatschappij "Octropa" B.V.
    Inventors: Teunis Eikelboom, John A. Rand, Pieter M. van Dijk
  • Patent number: 4629812
    Abstract: The invention relates to a method for the production of N,N'-bis-salicyloyl hydrazine by a catalytic reaction of salicylic-acid alkyl esters with hydrazine or salicylic-acid hydrazide and has the object to develop such a method in such a manner that not only an N,N'-bis-salicyloyl hydrazine with reduced eye irritation is obtained, but wherein the product is also produced with a high yield and purity. For this purpose, the invention provides that hydrazine or salicylic-acid hydrazide is heated with a 1-to-10 times excess of salicylic-acid alkyl ester in the presence of a halogenide, hydroxide or oxide of boron, aluminum or zinc to temperatures of up to 150.degree. C. The N,N'-bis-salicyloyl hydrazine prepared by the method according to the invention is suitable particularly as an additive to polymers for cable and wire insulation in power and communication engineering.
    Type: Grant
    Filed: August 18, 1981
    Date of Patent: December 16, 1986
    Assignee: Siemens Aktiengesellschaft
    Inventor: Wolfgang von Gentzkow
  • Patent number: 4556712
    Abstract: In a short total synthesis of morphinan compounds, derivatives of 1-benzyl-1,2,3,4-tetrahydroisoquinoline are produced. Certain of these compounds, although highly aromatic and functionalized, can be optically resolved. The optically active enantiomers can serve as important intermediates for both natural and unnatural opioids.
    Type: Grant
    Filed: March 18, 1983
    Date of Patent: December 3, 1985
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventor: Kenner C. Rice
  • Patent number: 4552699
    Abstract: A process for the preparation of 3-acylaminoanilines of the general formula (1) ##STR1## in which R denotes a branched or unbranched alkyl radical having 1-7 carbon atoms or the phenyl group, which can be substituted by 1-2 methyl groups or by 1-2 chlorine atoms, which comprises reacting a carboxylic acid of the general formula (2)R--COOH (2)in which R has the meaning mentioned, with an excess of 1,3-diaminobenzene, and separating the reaction mixture by distillation.
    Type: Grant
    Filed: December 13, 1983
    Date of Patent: November 12, 1985
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Reinhard Hahnle, Theodor Grewer
  • Patent number: 4534874
    Abstract: The title compounds correspond to the formula ##STR1## wherein A is a monovalent, bivalent, trivalent or tetravalent radical of a mono-, di-, tri- or tetraamine. These compounds are useful as stabilizers for organic polymers and lubricating oils to counteract the degradative effects of heat, light and air.
    Type: Grant
    Filed: November 21, 1983
    Date of Patent: August 13, 1985
    Assignee: Ciba-Geigy Corporation
    Inventors: David H. Steinberg, Raymond Seltzer, John J. Luzzi, Frank P. Cortolano
  • Patent number: 4496762
    Abstract: An improved method for preparing a compound having the formula ##STR1## which is an intermediate in the preparation of dextromethorphan, the improved method comprises the steps of(A) hydrogenating a compound having the formula ##STR2## in the presence of a hydrogenation catalyst to obtain a compound having the formula ##STR3## (B) hydrogenating the product of Step (A) in the presence of a hydrogen treated rhodium catalyst to obtain a compound having the formula ##STR4## (C) reacting the product of Step (B) with 4-methoxyphenylacetic acid to obtain a mixture of compounds comprising ##STR5## (D) dehydrating the product mixture of Step (C).
    Type: Grant
    Filed: March 29, 1983
    Date of Patent: January 29, 1985
    Assignee: Eastman Kodak Company
    Inventor: David S. Kashdan
  • Patent number: 4474814
    Abstract: Nitrobenzoic acid amide derivative represented by the formula ##STR1## wherein A is (CH.sub.2).sub.x NH(CH.sub.2).sub.y or (CH.sub.2).sub.x NH(CH.sub.2).sub.y NH(CH.sub.2).sub.z, n is 1 or 2, x, y and z are each 2 to 5, and pharmacologically acceptable acid salt thereof is an excellent radio-sensitizer.
    Type: Grant
    Filed: November 23, 1982
    Date of Patent: October 2, 1984
    Assignee: Taiho Pharmaceutical Company Limited
    Inventors: Eiichi Fujita, Yoshimitsu Nagao, Tomoyuki Mori, Chieko Murayama, Tetsuji Asao