Unsubstituted Or Hydrocarbyl Substituted Only, Or Salt Thereof Patents (Class 544/410)
  • Patent number: 5693310
    Abstract: Compounds of general Formula I ##STR1## wherein R.sup.3 is a saturated, unsaturated, straight- or branched-chain or cyclic aliphatic hydrocarbon residue of up to 16 carbon atoms or, if R.sup.4 is a hydrogen atom, a cycloalkyl group or an aryl or aralkyl group optionally substituted by one or several C.sub.1 -C.sub.6 -dialkylamino groups or by one or several C.sub.1 -C.sub.6 -alkoxy groups,R.sup.4 is a hydrogen atom, a saturated, unsaturated, straight- or branched-chain or cyclic hydrocarbon residue of up to 16 carbon atoms, orR.sup.3 and R.sup.4 jointly mean a saturated or unsaturated 5- or 6-membered ring optionally substituted or containing an O, S, N atom or oxo substituent, and Y is COOX or CONR.sub.3 R.sub.4,are valuable complexing agents, complexes or complex salts, e.g., for use as NMR or X-ray diagnostic image-enhancement agents or radioactive diagnostic agents.
    Type: Grant
    Filed: November 19, 1990
    Date of Patent: December 2, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Heinz Gries, Bernd Raduechel, Hans-Joachim Weinmann, Wolfgang Muetzel, Ulrich Speck
  • Patent number: 5693806
    Abstract: A process for producing a pyrazine compound of the general formula (3): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 represent a hydrogen atom or a lower alkyl group, which comprises catalytically reacting in a gaseous phase a diamine compound of the general formula: ##STR2## with a diol compound of the general formula: ##STR3## in the presence of a catalyst containing hydrogen-treated silver or a catalyst containing silver and at least one element selected from the group consisting of alkali metals, alkaline earth metals, zinc and lanthanoid elements.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: December 2, 1997
    Assignee: Koei Chemical Co., Ltd.
    Inventors: Takayuki Shoji, Toru Nakaishi, Masafumi Mikata
  • Patent number: 5686608
    Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boron compounds with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium as catalyst comprises adding to the reactiona) at least one water-soluble complexing ligand andb) sufficient water for the reaction mixture to form an aqueous phase.The reaction of the invention proceeds chemoselectively so that even electrophilic groups such as esters or nitriles do not have an adverse effect on the course of the reaction.The use according to the invention of a water-soluble complexing ligand in an aqueous phase enables polycyclic aromatic compounds to be prepared in very good yields and at the same time very high purity, in particular without contamination by the complexing ligands.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: November 11, 1997
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Steffen Haber, Javier Manero
  • Patent number: 5679793
    Abstract: Process for the preparation of substituted pyrazines comprising the reaction of a dihydroxyketone of formula ##STR1## wherein R.sup.1 et R.sup.2 each represent a hydrogen atom, a saturated or unsaturated, linear or branched, hydrocarbon radical having 1 to 6 carbon atoms, or a --CH.sub.2 OH group, with an ammonium salt, or, as the case may be, with an ammonium salt and an acyloin of formula ##STR2## wherein R.sup.3 and R.sup.4 have the meaning indicated in formula (IV). The process is particularly useful for preparing asymmetrical alkylpyrazines.
    Type: Grant
    Filed: December 15, 1995
    Date of Patent: October 21, 1997
    Assignee: Firmenich SA
    Inventor: Ian Michael Whitehead
  • Patent number: 5677466
    Abstract: The invention relates to new labelled fibrinogen receptor antagonists which have an affinity for the receptor which is comparable to or greater than that of .sup.125 I-fibrinogen and whose binding is not disrupted by foreign proteins.
    Type: Grant
    Filed: May 23, 1995
    Date of Patent: October 14, 1997
    Assignee: Dr. Karl Thomae, GmbH
    Inventors: Johannes Weisenberger, Hans-Dieter Schubert, Gunter Linz, Karl-Heinz Switek, Frank Himmelsbach
  • Patent number: 5670453
    Abstract: Herbicidal substituted hydroxybenzyl-heteroaryl compounds and derivatives thereof of the formula ##STR1## wherein Ar is a substituted or unsubstituted 5- or 6-membered heteroaryl group having 2 or 3 ring nitrogen atoms or a substituted or unsubstituted 5-membered heteroaryl group having two ring heteroatoms, one of the ring heteroatoms being nitrogen and the other being sulfur or oxygen. Herbicidal compositions containing such substituted hydroxybenzyl-heteroaryl compounds and derivatives thereof and methods of controlling undesirable vegetation employing these compounds and derivatives are also disclosed. The compounds in which XR is hydroxyl are also useful as intermediates for producing the disclosed substituted hydroxybenzyl-heteroaryl derivatives.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: September 23, 1997
    Assignee: Zeneca Limited
    Inventors: Hsiao-Ling M. Chin, Yi-Qiu Wei, Nhan H. Nguyen, David B. Kanne
  • Patent number: 5637703
    Abstract: The invention concerns chemical compounds, derivatives of genistein, which exhibit pronounced immunosuppressant and antitumor activity. In particular, the invention concerns compounds having general formula 1, where R.sup.1, R.sup.2, R.sup.3 are the same or different, R.sup.1 denotes hydrogen or alkyl, R.sup.2 and R.sup.3 are the same or different and denote hydrogen, alkyl or aryl, or R.sup.2 and R.sup.3 are taken together with the nitrogen to which they are connected to form a heterocycle ring.
    Type: Grant
    Filed: August 13, 1996
    Date of Patent: June 10, 1997
    Assignee: Drug Institute
    Inventors: Aleksander P. Mazurek, Krzysztof Biniecki, Lech Kozerski
  • Patent number: 5550236
    Abstract: A process for preparing polycyclic aromatic compounds by cross-coupling aromatic boronic acids with aromatic halogen compounds or perfluoroalkylsulfonates in the presence of metallic palladium, if desired applied to a support material, as catalyst, wherein the coupling is carried out in the presence of a ligand and a base. The process of the invention allows the yield of polycyclic aromatic compounds to be significantly increased in comparison with processes not using a ligand and thus allows a yield optimum for the Pd(0)-catalyzed cross-coupling of aromatic boronic acids with aromatic halogen compounds to be achieved.
    Type: Grant
    Filed: April 24, 1995
    Date of Patent: August 27, 1996
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Hubert Schlosser, Rainer Wingen, Javier Manero
  • Patent number: 5500425
    Abstract: Compounds of the formula I ##STR1## processes for their preparation, pharmaceutical preparations, use of and method of treatment of disorders in CNS by using compounds of formula I.
    Type: Grant
    Filed: September 9, 1994
    Date of Patent: March 19, 1996
    Assignee: Aktiebolaget Astra
    Inventors: Lars-Gunnar Larsson, Lucy A. Renyl, Svante B. Ross, Daniel D. Sohn, Seth-Olov Thorberg
  • Patent number: 5482942
    Abstract: This invention relates to novel 4-(3,4-dioxocyclobuten-1-yl)chromenes and dihydronaphthalenones and 3-(3,4-dioxocyclobuten-1-yl)indenes and salts thereof having smooth muscle relaxing activity, to their use in the treatment of hypertension as well as for treatment of peripheral vascular disease, congestive heart failure, disorders involving excessive smooth muscle contraction of the urinary tract such as incontinence or of the gastrointestinal tract such as irritable bowel syndrome, asthma, and hair loss and to pharmaceutical compositions containing an invention compound. The present invention discloses compounds represented by the formula (I): ##STR1## wherein: R.sub.1 and R.sub.2, independent from each other, are selected from the following: C.sub.1-6 perfluoroalkoxy, C.sub.1-6 perfluoroalkyl, C.sub.1-6 alkyl, C.sub.1-6 alkoxy, hydroxyl, C.sub.1-6 alkoxycarbonyl, nitro, cyano, halogen, C.sub.1-6 alkylsulfonamido, C.sub.1-6 perfluoroalkylsulfonamido, amino, C.sub.1-6 acylamino, C.sub.
    Type: Grant
    Filed: June 28, 1994
    Date of Patent: January 9, 1996
    Assignee: American Home Products Corporation
    Inventors: Richard M. Soll, Paul J. Dollings
  • Patent number: 5459266
    Abstract: The present invention provides novel substituted pyrazines or pyrazine derivatives ("NPD") which are functional and have useful application as a monomer for a variety of high performance polymers such as polyester, polyarylate, polycarbonate, polyetherketones, epoxides, polyimides, polyamides, and polyamides-imides. These NPD have the general formula: ##STR1## wherein R.sub.1, R.sub.2, R.sub.3, and R.sub.4 are defined herein.
    Type: Grant
    Filed: February 4, 1994
    Date of Patent: October 17, 1995
    Assignee: Hoechst Celanese Corporation
    Inventors: George Kvakovszky, Richard Vicari, Ahamed M. Tafesh, Kathleen N. Juneau, Olan S. Fruchey, Joseph A. McDonough, Debasish Kuila
  • Patent number: 5416213
    Abstract: Herein disclosed are a tetravinylpyrazine compound which has high light-emitting efficiency and thermal stability and which is represented by the following general formula (1): ##STR1## wherein R represents an aromatic ring or a heterocyclic ring; X represents a hydrogen atom, an aliphatic hydrocarbon group, an alicyclic hydrocarbon group, an aromatic hydrocarbon group, a halogen atom, a hydroxyl group, an alkoxy group, a carboxyl group, an alkoxycarbonyl group, an acylamino group, a dialkylamino group, a nitro group, an acyloxy group or an acyloxycarbonyl group; a method for preparing the tetravinylpyrazine; and electroluminescent elements and non-linear optical materials using the pyrazine compound.
    Type: Grant
    Filed: May 29, 1992
    Date of Patent: May 16, 1995
    Assignee: Mitsui Toatsu Chemicals, Inc.
    Inventors: Masaki Hasegawa, Masao Nohara, Yutaka Ohashi
  • Patent number: 5410057
    Abstract: The present invention relates to new 1-heteroarylazetidines and new 1-heteroarylpyrrolidines endowed with 5-HT.sub.3 agonist activity of formula (IV): ##STR1## The substituents A, R', R.sub.1 and P, and the variables n and m, are as herein described.
    Type: Grant
    Filed: September 24, 1993
    Date of Patent: April 25, 1995
    Assignee: Sanofi
    Inventors: Marco Baroni, Umberto Guzzi, Antonina Giudice, Marco Landi, Vivian Mazza
  • Patent number: 5410087
    Abstract: A process of reforming an alkyleneamine feedstock or a mixture of such feedstocks to an alkyleneamine or a mixture of alkyleneamines which is different from the feedstock or feedstock mixture. The process is catalyzed by one of the following: Group VB metal oxides, Group VB metal phosphates, Group IIA metal silicates, and tungsten oxides. For example, ethylenediamine is contacted with a catalyst of niobic acid or magnesium silicate to yield predominantly diethylenetriamine and non-cyclic triethylenetetramines; whereas high molecular weight polyethylenepolyamines are cracked by the same catalysts to mixtures of lower molecular weight linear and cyclic materials.
    Type: Grant
    Filed: November 17, 1993
    Date of Patent: April 25, 1995
    Assignee: The Dow Chemical Company
    Inventors: George E. Hartwell, David C. Molzahn, Robert G. Bowman
  • Patent number: 5409929
    Abstract: There are provided novel nitrogen-containing bicyclic compounds which are useful in the treatment of physiological or drug induced psychosis or dyskinesia in a mammal. These novel compounds are selective sigma receptor antagonists and have a low potential for movement disorder side effects associated with typical antipsychotic agents.
    Type: Grant
    Filed: February 17, 1993
    Date of Patent: April 25, 1995
    Assignee: The DuPont Merck Pharmaceutical Company
    Inventor: Engelbert Ciganek
  • Patent number: 5304648
    Abstract: Pryrazine compounds are obtained by reacting ammonium ions, an aldehyde, and a 1-hydroxy-2-ketone by heating and refluxing an aqueous medium containing the same wherein at least the ketone is introduced dropwise to obtain a reaction medium containing pyrazine compounds, and after which, the pyrazine compounds are isolated from the reaction medium.
    Type: Grant
    Filed: September 29, 1992
    Date of Patent: April 19, 1994
    Assignee: Nestec S.A.
    Inventor: Teh-Kuei Chen
  • Patent number: 5281601
    Abstract: A series of novel 3-phenyl-3-[1-(cyclicalkyl)pyrrolidin-3-yl]glutarimide derivatives have been prepared, including their pharmaceutically acceptable salts. The cyclic moiety present in these compounds is derived from either benzene or a heteroaryl such as benzofuran or 2,3-dihydrobenzofuran, or it is derived from an aromatic heterocyclic such as pyridine, pyrazine or thiophene, and it is attached to the adjacent alkyl group of the molecule by means of one of the available ring carbon atoms situated in the aromatic ring of the aforementioned cyclic ring moiety. These particular compounds are useful in therapy as selective muscarinic receptor antagonists, which are selective for smooth muscle muscarinic sites over cardiac muscarinic sites and therefore, are of value in the treatment of diseases associated with altered motility and/or smooth muscle tone as found in the gut, trachea and bladder. Methods for preparing these compounds from known starting materials are provided.
    Type: Grant
    Filed: June 12, 1992
    Date of Patent: January 25, 1994
    Assignee: Pfizer Inc.
    Inventors: Peter E. Cross, Alexander R. Mackenzie
  • Patent number: 5262534
    Abstract: A process for preparing nonaromatic N,N,N-trisubstituted nitrogen-containing compounds which comprises heating a nonaromatic carboxylated N,N,N-trisubstituted nitrogen-containing compound at an elevated temperature for a period of time sufficient to produce the nonaromatic N,N,N-trisubstituted nitrogen-containing compound.
    Type: Grant
    Filed: June 2, 1992
    Date of Patent: November 16, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventor: Stephen W. King
  • Patent number: 5248686
    Abstract: The invention relates to substituted arylamines and heteroarylamines, their preparation process and the pharmaceutical composition containing them. Said substituted amine is in accordance with the formula: ##STR1## in which R.sup.1 and R.sup.2 are optionally substituted alkyl radicals or form with N an optionally substituted piperazine or piperidine cycle, R.sup.3 and R.sup.4 represent a hydrogen atom or an organic radical, Y represents CR.sup.6 or N and R.sup.5 is an optionally substituted benzothiophenyl, benzofuranyl or naphthyl radical.These amines can be used in pharmaceutical compositions for the treatment of nervous depression or for stimulating vigilance.
    Type: Grant
    Filed: May 12, 1992
    Date of Patent: September 28, 1993
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Jean-Marc Kamenka, Alain Privat, Robert Chicheportiche, Jean Costentin
  • Patent number: 5231230
    Abstract: This invention relates to a process for making amines having a high yield weight percent of diethylenetriamine (DETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a metallic phosphate having a cyclic structure or an acyclic structure which is transformed into a cyclic structure during the process, a metallic polyphosphate having a condensed structure, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in DETA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: July 27, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Lloyd M. Burgess, Arthur R. Doumaux, Jr., Stephen W. King, David J. Schreck
  • Patent number: 5225436
    Abstract: Certain aryl substituted naphthalene, benzoxepine, benzazepine and henzocycloheptene derivatives are disclosed. The compounds are useful in treating hyperproliferative skin disease, allergic reactions and inflammation.
    Type: Grant
    Filed: October 15, 1991
    Date of Patent: July 6, 1993
    Assignee: Schering Corporation
    Inventors: Neng-Yang Shih, Pietro Mangiaracina, Michael J. Green, Ashit K. Ganguly
  • Patent number: 5225599
    Abstract: This invention relates to a process for making amines having a high yield weight percent of linear triethylenetetramine (L-TETA) and aminoethylethanolamine (AEEA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in L-TETA and AEEA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: July 6, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Lloyd M. Burgess, Arthur R. Doumax, Jr.
  • Patent number: 5225598
    Abstract: This invention relates to a process for making amines having a high yield weight percent of linear pentaethylenehexamine (L-PEHA) and hydroxyethyldiethylenetriamine (HEDETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in L-PEHA and HEDETA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: July 6, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Arthur R. Doumaux, Jr., Stephen W. King, Lloyd M. Burgess
  • Patent number: 5220071
    Abstract: This invention relates to a process for making amines having a high yield weight percent of pentaethylenehexamine (PEHA) and hydroxyethyltriethylenetetramine (HETETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in PEHA and HETETA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: June 15, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Lloyd M. Burgess, Arthur R. Doumaux, Jr., Stephen W. King, David J. Schreck
  • Patent number: 5214213
    Abstract: This invention relates to a process for making amines having a high yield weight percent of linear tetraethylenepentamine (L-TEPA) and hydroxyethyldiethylenetriamine (HEDETA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in L-TEPA and HEDETA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: May 25, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Lloyd M. Burgess, Arthur R. Doumaux, Jr.
  • Patent number: 5214215
    Abstract: This invention relates to a process for making amines having a high yield weight percent of aminoethylethanolamine (AEEA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in AEEA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: May 25, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Stephen W. King, Lloyd M. Burgess, Arthur R. Doumaux, Jr.
  • Patent number: 5210306
    Abstract: This invention relates to a process for making amines by condensing an amino compound in the presence of a condensation catalyst and a condensation catalyst promoter, wherein said condensation catalyst promoter is present in an amount sufficient to promote the condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in triethylenetetramine (TETA), tetraethylenepentamine (TEPA) and pentaethylenehexamine (PEHA).
    Type: Grant
    Filed: August 8, 1989
    Date of Patent: May 11, 1993
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Arthur R. Doumaux, Jr., David J. Schreck, Stephen W. King, George A. Skoler
  • Patent number: 5166415
    Abstract: This invention relates to a process for making amines having a high yield weight percent of diethylenetriamine (DETA) and aminoethylethanolamine (AEEA) by condensing an amino compound in the presence of a condensation catalyst selected from a Group IVB metal oxide, a Group VIB metal-containing substance and a promoted condensation catalyst. This invention also relates to an alkyleneamines producers composition rich in DETA and AEEA.
    Type: Grant
    Filed: March 30, 1990
    Date of Patent: November 24, 1992
    Assignee: Union Carbide Chemicals & Plastics Technology Corporation
    Inventors: Arthur R. Doumaux, Jr., Stephen W. King, Lloyd M. Burgess
  • Patent number: 5166433
    Abstract: Catalysts whose active material contains, in addition to from 20 to 85% by weight, calculated as ZrO.sub.2, of oxygen-containing zirconium compounds, from 1 to 30% by weight, calculated as CuO, of oxygen-containing compounds of copper and from 1 to 40% by weight each, calculated as CoO or NiO, respectively, of oxygen-containing compounds of cobalt and of nickel are used for the amination of alcohols under hydrogenating conditions.
    Type: Grant
    Filed: January 7, 1991
    Date of Patent: November 24, 1992
    Assignee: BASF Aktiengesellschaft
    Inventors: Matthias Irgang, Juergen Schossig, Wolfgang Schroeder, Siegfried Winderl
  • Patent number: 5149705
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## where R is hydrogen or lower alkyl; A is pyridyl, thienyl, furyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH or an ester or amide thereof, --CH.sub.2 OH or an ether or ester derivative thereof, or --CHO or an acetal derivative thereof, or --COR.sub.1 or a ketal derivative thereof where R.sub.1 is --(CH.sub.2).sub.m CH.sub.3 where m is 0-4; or a pharmaceutically acceptable salt thereof.
    Type: Grant
    Filed: March 13, 1987
    Date of Patent: September 22, 1992
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 5145991
    Abstract: Distyrylbiphenyl compounds of formula ##STR1## wherein R.sub.1, R.sub.3, R.sub.6 and R.sub.7 are halogen, hydrogen, C.sub.1 -C.sub.4 alkyl or cyano, and M.sup..sym. is a salt-forming cation, are used as fluorescent whitening agents in solid and, preferably, liquid, detergent compositions. They are distinguished by good white effects and insignificant spotting behavior.
    Type: Grant
    Filed: May 13, 1991
    Date of Patent: September 8, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Kurt Weber, Claude Eckhardt
  • Patent number: 5110929
    Abstract: The synthesis of 4-, 4-(1,1)-and 3,5-substituted N-alkyl-pyridinium salts as well as of 2-carboxamide substituted N(1,4)diazinium compounds are described. The N-surfactants obtained have a small critical micelle concentration (CMC) of 10.sup.-5 -10.sup.-7 Mol/Liter. These surfactants produce micells of different size and form depending on the nature of the anions. 4-(1,1)-substituted and 3,5-substituted N-alkyl-pyridinium components are capable of forming vesicles in equeous solutions of different forms and sizes. The N-surfactants synthesized can be used as pharmaceuticals.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: May 5, 1992
    Assignee: Medice Cham.-Pharm. Fabrik Putter GmbH & Co. KG
    Inventor: Henrich H. Paradies
  • Patent number: 5082941
    Abstract: The process is characterized in that the diethylamine salt or the ammonium salt of 2,5-dihydroxybenzenesulphonic acid is used as starting material, which salt is tosylated in an ammoniacal medium to lead in both cases to the production of the ammonium salt of 2,5-dihydroxybenzenesulphonic acid monotosylate, which in its turn is converted initially to the corresponding piperazine disalt which is separated in an aqueous medium, and finally in an aqueous-alcoholic medium the piperazine salt of 2,5-dihydroxybenzenesulphonic acid monotosylate, also known as piperazine sultosylate, is obtained.Medicinal applications.
    Type: Grant
    Filed: July 25, 1990
    Date of Patent: January 21, 1992
    Assignee: Esteve Quimica S.A.
    Inventors: Josep M. R. Baro, Salvador M. Giral, Josep M. F. Pons de Vall
  • Patent number: 5049561
    Abstract: This invention concerns a process for killing internal parasites, especially nematodes, trematodes and cestodes affecting warm blooded animals such as sheep, cattle, swine, goats, dogs, cats, horses and humans as well as poultry by administering an effective amount of a compound of the Formula I. ##STR1## The compounds are readily prepared by conventional chemical reactions.
    Type: Grant
    Filed: January 30, 1990
    Date of Patent: September 17, 1991
    Assignee: The Upjohn Company
    Inventors: Douglas L. Rector, George A. Conder, Sylvester D. Folz
  • Patent number: 4981978
    Abstract: Thermosettable prepolymers or resins are prepared by reacting (1) a pyrazine compound containing at least two substituent groups which have a hydrogen atom attached to a carbon atom which is attached to the ring such as tetramethylpyrazine, (2) a material containing at least two aromatic aldehyde groups, and (3) at least one of (a) a nitrogen containing aromatic heterocyclic compound containing at least one hydrogen atom attached to a carbon atom attached to the ring and a polymerizable unsaturated group such as 2-methyl-5-vinylpyridine or (b) an aldehyde containing at least one polymerizable unsaturated group such as 4-isopropenyl-1-cyclohexene-1-carboxaldehyde. These prepolymers or resins are curable to thermoset products having good mechanical and thermal properties by heat and pressure or by homopolymerization or copolymerization with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)-bismaleimide. The prepolymers are suitable for preparing composites.
    Type: Grant
    Filed: January 16, 1990
    Date of Patent: January 1, 1991
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 4980377
    Abstract: The present invention relates to the preparation of new 1-(aminophenyl)-2-aminopropanone derivatives of the general formula: ##STR1## in which X is NH.sub.2, Y is H or a halogen atom, Z is H or a halogen atom, R.sub.1 is C.sub.1 -C.sub.4 alkyl or C.sub.3 -C.sub.6 cycloalkyl and R.sub.2 is H or C.sub.1 -C.sub.4 alkyl, or R.sub.1 and R.sub.2, taken together, can form, with the nitrogen atom to which they are bonded, a heterocyclic group selected from the group consisting of the pyrrolidino, morpholino, thiomorpholino, piperidino, hexamethyleneimino, piperazino, 4-methyl-piperazino, 4-(.beta.-hydroxyethyl)piperzaino, 4-phenylpiperazino and 4-(p-chlorophenyl)piperazino groups, and addition salts thereof.These new derivatives are useful as pharmaceuticals. They are obtained by deacetylation of the corresponding acetylated products.
    Type: Grant
    Filed: November 14, 1988
    Date of Patent: December 25, 1990
    Assignee: Laboratoire L. Lafon
    Inventor: Louis Lafon
  • Patent number: 4970022
    Abstract: Mustard oils of the formula IR--(A.sup.1 --Z.sup.1).sub.n --A.sup.2 --Z.sup.2 --A.sup.3 --NCSin which A.sup.1, A.sup.2, A.sup.3, R, Z.sup.1, Z.sup.2 and n have the meaning specified in claim 1 can be used as components of liquid-crystalline phases.
    Type: Grant
    Filed: August 19, 1987
    Date of Patent: November 13, 1990
    Assignee: Merck Patent Gesellschaft mit beschrankter Haftung
    Inventors: Bernhard Scheuble, Rudolf Eidenschink, Joachim Krause, Eike Poetsch, Andreas Wachtler
  • Patent number: 4966970
    Abstract: Pyrazines having the formula (I) ##STR1## wherein R is H, methyl, or ethyl are prepared by passing a hydrogen stream containing corresponding diamines having the formula (II) ##STR2## wherein R is same as previously defined, over a copper-chromite catalyst which has been once reduced at 300.degree.-450.degree. C. in a hydrogen-containing stream.
    Type: Grant
    Filed: December 29, 1988
    Date of Patent: October 30, 1990
    Assignee: Korea Research Institute of Chemical Technology
    Inventors: Young K. Lee, Sang-Eon Park, Young S. Kwon
  • Patent number: 4940707
    Abstract: Compounds of the formula ##STR1## wherein R.sup.1 and R.sup.2 each independently are lower-alkyl; or together are alkylene with 3-5 C-atoms in a straight chain; one of the residues R.sup.3 and R.sup.4 is hydrogen and the other is hydrogen or lower-alkyl; R.sup.6 and R.sup.7 are hydrogen or lower-alkyl; R.sup.5 and R.sup.8 are hydrogen, lower-alkyl, lower-alkoxy or halogen; X signifies --O--, --S--, --SO--, --SO.sub.2 -- or --NR.sup.9 ; R.sup.9 is hydrogen, lower-alkyl or acyl; Y is --S(O).sub.m R.sup.10 or --NHet and, where X is --NR.sup.9 --, --S--, --SO-- or --SO.sub.2 --, also --N(R.sup.11).sub.2 or --OR.sup.12 ; R.sup.10 is lower-alkyl; R.sup.11 and R.sup.12 are hydrogen, lower-alkyl or acyl; --NHet is a 5-8 membered, saturated or unsaturated, monocyclic heterocycle, attached via a N-atom; n is 2, 3 or 4 and m is 0, 1 or 2, are described. The compounds of formula I are useful as agents for the treatment of disorders such as neoplasms, dermatoses or ageing of the skin.
    Type: Grant
    Filed: February 14, 1989
    Date of Patent: July 10, 1990
    Assignee: Hoffman-La Roche Inc.
    Inventors: Michael Klaus, Peter Mohr, Ekkehard Weiss
  • Patent number: 4927932
    Abstract: Thermosettable prepolymers or resins are prepared by reacting (1) a pyrazine compound containing at least two substituent groups which have a hydrogen atom attached to a carbon atom which is attached to the ring such as tetramethylpyrazine, (2) a material containing at least two aromatic aldehyde groups, and (3) at least one of (a) a nitrogen containing aromatic heterocyclic compound containing at least one hydrogen atom attached to a carbon atom attached to the ring and a polymerizable unsaturated group such as 2-methyl-5-vinylpyridine or (b) an aldehyde containing at least one polymerizable unsaturated group such as 4-isopropenyl-1-cyclohexene-1-carboxaldehyde. These prepolymers or resins are curable to thermoset products having good mechanical and thermal properties by heat and pressure or by homopolymerization or copolymerization with N,N'-bis-imides such as 1,1'-(methylenedi-4,1-phenylene)bismaleimide. The prepolymers are suitable for preparing composites.
    Type: Grant
    Filed: January 23, 1989
    Date of Patent: May 22, 1990
    Assignee: The Dow Chemical Company
    Inventor: Duane S. Treybig
  • Patent number: 4927947
    Abstract: Retinoid-like activity is exhibited by compounds of the formula ##STR1## wherein A is pyridyl, furyl, thienyl, pyridazinyl, pyrimidinyl or pyrazinyl; n is 0-5; and B is H, --COOH and its esters, amides and pharmaceutically acceptable salts, --CHO and its acetal derivatives, --COR.sub.1 and its ketal derivatives where R.sub.1 is --(CH.sub.2).sub.n CH.sub.3 where n is defined above, or --CH.sub.2 OH and its ether and acyl ester derivatives; or a pharmaceutically acceptable salt.
    Type: Grant
    Filed: January 30, 1989
    Date of Patent: May 22, 1990
    Assignee: Allergan, Inc.
    Inventor: Roshantha A. S. Chandraratna
  • Patent number: 4925590
    Abstract: Derivatives of 4-cyano-2,3-difluorophenol of the formula I ##STR1## wherein R.sup.1 is an alkyl group which has 1-12 C atoms and in which one or two CH.sub.2 groups can also be replaced by --O--, --CO--, --CO--O-- and/or --CH.dbd.CH--, no two 0 atoms being directly attached to one another,A.sup.1 and A.sup.2 independently of one another are each 1,4-phenylene which is unsubstituted or substituted by one or two F atoms, and in which one or two CH groups can also be replaced by N, or trans-1,4-cyclohexylene in which one or two non-adjacent CH.sub.2 groups can also be replaced by 0 atoms and/or S atoms,Z is --CO--O--, --O--CO--, --CH.sub.2 CH.sub.2 --, OCH.sub.2 --, --CH.sub.2 O, --C.tbd.C-- or a single bond,m is 0, 1 or 2 andQ is --CO-- or --CH.sub.2 --.
    Type: Grant
    Filed: March 9, 1989
    Date of Patent: May 15, 1990
    Assignee: Merck Patent Gesellschaft Mit Beschrankter Haftung
    Inventors: Volker Reiffenrath, Joachim Krause, Andreas Wachtler, Georg Weber, Ulrich Finkenzeller
  • Patent number: 4918190
    Abstract: Disclosed are a crystalline complex compound of a propargyl alcohol represented by Formula (I): ##STR1## wherein each of R.sub.1 and R.sub.2 represents a substituent which is different from each otherand a tertiary diamine represented by Formula (II): ##STR2## wherein A represents a group having two carbon atoms as a chain member which may be branched; each of R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may be the same or different and represents an aralkyl group or an alkyl group having 1 to 6 carbon atoms; and A, R.sub.3, R.sub.4, R.sub.5 and R.sub.6 may be bonded to each other,and a process of separation and purification of the propargyl alcohol using the crystalline complex compound described above.
    Type: Grant
    Filed: July 30, 1987
    Date of Patent: April 17, 1990
    Assignee: Ube Industries, Ltd.
    Inventors: Fumio Toda, Koichi Tanaka, Kikuo Ataka
  • Patent number: 4906782
    Abstract: Ammonia and/or an alkyleneamine is reacted with an alkanolamine by using a miobium-containing substance as a catalyst to obtain an alkyleneamine having an increased number of alkylene units. The niobium-containing substance has a high activity and a high heat resistance, and is not or only slightly soluble in the water-containing reaction liquid.
    Type: Grant
    Filed: August 12, 1987
    Date of Patent: March 6, 1990
    Assignee: Toyo Soda Manufacturing Co., Ltd.
    Inventors: Yasushi Hara, Sadakatsu Kumoi, Yukihiro Tsutsumi
  • Patent number: 4894454
    Abstract: The synthesis of 4-, 4-(1,1)- and 3,5- substituted N-alkyl-pyridinium salts as well as of 2-carboxamide substituted N(1,4)diazinium compounds are described. The N-surfactants obtained have a small critical micelle concentration (CMC) of 10.sup.-5 -10.sup.-7 Mol/Liter. These surfactants produce micells of different size and form depending on the nature of the anions. 4-(1,1)-substituted and 3,5-substituted N-alkyl-pyridinium components are capable of forming vesicles in equeous solutions of different forms and sizes. The N-surfactants synthesized can be used as pharmaceuticals.
    Type: Grant
    Filed: August 6, 1987
    Date of Patent: January 16, 1990
    Assignee: Medice Chem.-Pharm. Fabrik, Putter GmbH & Co., KG
    Inventor: Henrich H. Paradies
  • Patent number: 4879327
    Abstract: The invention relates to amine salts of phosphorous acid having a structure of the s-triazine, 1,2,4-triazole, benzimidazole, heptazine, pyrimidine, or piperazine type which may be combined with a polyhydroxylated compound as fireproofing agents for plastics, particularly polyamides and polyolefins, the process of fireproofing said plastics, and the resultant fireproofed plastics.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: November 7, 1989
    Assignee: Atochem
    Inventors: Pierre Poisson, Nadine Rivas, Pierre Deloy
  • Patent number: 4876259
    Abstract: Cognitive deficiencies and/or neurological function deficits and/or mood and/or mental disturbances are treated by the administration of 3,3-disubstituted indolines. The indolines have the formula: ##STR1## wherein: p is 0 or 1;Z is O or S;R is C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.8 cycloalkyl, 2-pyridyl, 3-pyridyl, 4-pyridyl or ##STR2## V, W, X, and Y independently are H, halo, C.sub.1 -C.sub.3 alkyl, OR.sup.1, NO.sub.2, CF.sub.3, CN or NR.sup.1 R.sup.2 ;R.sup.1 and R.sup.2 independently are H or C.sub.1 -C.sub.3 alkyl; ##STR3## independently are 6-membered heterocyclic aromatic rings containing at least one nitrogen atom as a part of the ring optionally substituted with one substituent selected from the group C.sub.1 -C.sub.3 alkyl, halo, OR.sup.1 or NR.sup.1 R.sup.2 ; oran N-oxide or pharmaceutically suitable acid addition salt thereof.
    Type: Grant
    Filed: December 7, 1987
    Date of Patent: October 24, 1989
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Melvyn J. Myers, Victor J. Nickolson
  • Patent number: 4865650
    Abstract: Composition of matter containing:(a) a compound of the formula I ##STR1## in which A is one of the groups of the formulae ##STR2## in which B is --O--, --S--, --SO.sub.2 --, --N.dbd.N--, --CH.sub.2 --, --CH.dbd.CH--, --O--CH.sub.2 --O-- ##STR3## --CONH--, --NHCONH-- or --CONHNHCO--, Q is --O' or --NH' and Z is --O-- or --S-- and R and R' are independently of each other hydrogen, halogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxy or phenoxy, and (b) a compound of the formula II ##STR4## in which X.sup..sym. is H.sup..sym. or a group of the formulae ##EQU1## or N.sup..sym. (R.sub.1) (R.sub.2) (R.sub.3) (R.sub.4), M.sup.n.sym. is an n-valent metal cation, n is 1, 2 or 3, R.sub.1, R.sub.2, R.sub.3 and R.sub.4 are independently of one another hydrogen, C.sub.1 -C.sub.18 -alkyl, C.sub.5 -C.sub.6 -cycloalkyl, unsubstituted or C.sub.1 -C.sub.18 -alkyl-substituted phenyl or R.sub.3 and R.sub.4 together with the N atom form a pyrrolidine, imidazolidine, piperidine, piperazine or morpholine radical, or R.sub.
    Type: Grant
    Filed: December 16, 1987
    Date of Patent: September 12, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Jost von der Crone, Bernhard Medinger, Philippe Bugnon
  • Patent number: 4863522
    Abstract: A composition comprising(a) a dianthraquinonyl pigment of formula I ##STR1## (b) a compound of formula II ##STR2## wherein X.sup..sym. is H.sup..sym. or a group of formula M.sup.n.sym. /n or N.sup..sym. (R)(R.sub.1)(R.sub.2)(R.sub.3), M.sup.n.sym. is a monovalent metal cation of valency n, n is 1, 2 or 3, each of R, R.sub.1, R.sub.2 and R.sub.3 independently is hydrogen, C.sub.1 -C.sub.18 alkyl, C.sub.5 -C.sub.6 cycloalkyl, phenyl or phenyl which is substituted by C.sub.1 -C.sub.18 alkyl, or R.sub.2 and R.sub.3, together with the linking nitrogen atom, are a pyrrolidine, imidazolidine, piperidine, piperazine or morpholine radical, or R.sub.1, R.sub.2 and R.sub.3, together with the linking nitrogen atom, are a pyrrole, pyridine, picoline, pyrazine, quinoline or isoquinoline radical, r and t are each independently of the other 0 or 1, with the proviso that at least one of r and t must be 1.
    Type: Grant
    Filed: December 22, 1987
    Date of Patent: September 5, 1989
    Assignee: Ciba-Geigy Corporation
    Inventors: Max Jost, Edward E. Jaffe, Philippe Bugnon
  • Patent number: 4855431
    Abstract: The invention deals with a process for making a pyrazine from an aminoalkanol by passing it over a crystalline aluminosilicate zeolite having a silica to alumina ratio of at least 12 and a constraint index of 1 to 12 under conditions to dehydrate, dehydrogenate and cyclize it.
    Type: Grant
    Filed: January 13, 1983
    Date of Patent: August 8, 1989
    Assignee: Mobil Oil Corp.
    Inventors: Clarence D. Chang, Patrick D. Perkins