The Alicyclic Ring And Amino Nitrogen Are Bonded Directly To The Same Acyclic Carbon, Which Carbon Additionally Has Only Hydrogen Or Acyclic Hydrocarbyl Substituents Bonded Directly Thereto Patents (Class 564/455)
-
Patent number: 6034134Abstract: Certain 1-aminoalkylcyclohexanes are systemically-active uncompetitive NMDA receptor antagonists having rapid blocking/unblocking kinetics and strong voltage-dependency and are therefore useful in the alleviation of conditions resulting from disturbances of glutamatergic transmission giving them a wide range of utility in the treatment of CNS disorders involving the same, as well as in non-NMDA indications, due to their immunomodulatory, antimalarial, anti-Borna virus, and anti-Hepatitis C activities and utilities. Pharmaceutical compositions thereof and a method-of-treating conditions which are alleviated by the employment of an NMDA receptor antagonist, as well as the aforementioned non-NMDA indications, and a method for the preparation of the active 1-aminoalkylcyclohexane compounds involved.Type: GrantFiled: August 27, 1998Date of Patent: March 7, 2000Assignee: Merz + Co. GmbH & Co.Inventors: Markus Gold, Wojciech Danysz, Christopher Graham Raphael Parsons, Ivars Kalvinsh, Valerjans Kauss, Aigars Jirgensons
-
Patent number: 5849802Abstract: New antimicrobial spirocarbocyclic compounds are described, having the general formula I, ##STR1## or an acid-addition salt thereof, in which R.sub.1 represents an optionally substituted alkyl, cycloalkyl, cycloalkylalkyl, alkoxy, cycloalkoxy, alkoxyalkyl, aralkyl groupR.sub.2 and R.sub.3 each independently represent hydrogen or an optionally substituted alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkylalkyl, bicycloalkyl, tricycloalkyl, alkoxyalkyl, aralkyl, aryl or haloaralkyl, a 4- to 6-membered heterocyclyl, tetrahydrofuryl or dioxolanyl group, or R.sub.2 and R.sub.3, together represents an optionally substituted, saturated or unsaturated chain which may optionally contain one or more oxygen atoms and which may optionally be aryl- or cycloalkyl-fused, andn represents zero or an integer from 1 to 3.Type: GrantFiled: September 27, 1996Date of Patent: December 15, 1998Assignee: American Cyanamid CompanyInventor: Waldemar Franz Augustin Pfrengle
-
Patent number: 5679869Abstract: A process for preparing aldehydes of the general formula I ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl, C.sub.7 -C.sub.12 -phenylalkyl and R.sup.1 and R.sup.2 are joined together to form a 3-, 4-, 5-, 6- or 7-membered cycloaliphatic ring,R.sup.1 and R.sup.3 are each C.sub.1 -C.sub.4 -alkoxy, phenoxy, methylamino, dimethylamino or halogen, andR.sup.1 is additionally hydroxyl or aminocomprises reacting a carboxylic acid or ester of the general formula II ##STR2## where R.sup.1, R.sup.2 and R.sup.3 are each as defined above, andR.sup.4 is hydrogen, C.sub.1 -C.sub.6 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl or C.sub.7 -C.sub.12 -phenylalkyl,with hydrogen in the gas phase at temperatures from 200.degree. to 450.degree. C. and pressures from 0.1 to 20 bar in the presence of a catalyst whose catalytically active mass comprises from 60 to 99.Type: GrantFiled: December 5, 1995Date of Patent: October 21, 1997Assignee: BASF AktiengesellschaftInventors: Werner Schnurr, Rolf Fischer, Joachim Wulff-Doring, Michael Hesse
-
Patent number: 5627215Abstract: The invention relates to compounds of formula (I), R.sub.1 and R.sub.2, each independently of the other, are selected from lower alkyl that is unsubstituted or substituted by one or more fluorine atoms which are not linked to the carbon atom of R.sub.1 or R.sub.2 bonding the nitrogen; from lower alkenyl wherein the double bond does not originate from the carbon atom that is bonded to a nitrogen bonding R.sub.1 or R.sub.2 ; from lower alkynyl wherein the triple bond does not originate from the carbon atom that is bonded to a nitrogen bonding R.sub.1 or R.sub.2 ; from cycloalkyl; and from cycloalkyl-lower alkyl; with the proviso that not more than one of the two radicals R.sub.1 and R.sub.2 is methyl; or salts thereof. The mentioned compounds are pharmacologically active against disorders that are responsive to a recuction in intracellular polyamines, such as tumours or protozoal diseases.Type: GrantFiled: August 18, 1995Date of Patent: May 6, 1997Assignee: Ciba-Geigy CorporationInventors: Jorg Frei, Jaroslav Stanek
-
Patent number: 5599998Abstract: The present invention provides a method to prepare aminated bridgehead polycyclic hydrocarbons by reacting bridgehead halo polycyclic hydrocarbons with lithium metal under conditions of sonication and aminating the resultant lithio compounds.Type: GrantFiled: October 24, 1994Date of Patent: February 4, 1997Assignee: Iowa State University Research Foundation, Inc.Inventor: George A. Kraus
-
Patent number: 5583260Abstract: A method of controlling the cis/trans isomer ratio in the preparation of isophoronediamine by the aminating hydrogenation of isophoronenitrile in the presence of ammonia, H.sub.2 and a catalyst. The reaction takes place in two temperature steps, initially at 10.degree. to 90.degree. C. and then at above 90.degree. to 150.degree. C. with a temperature difference of at least 30.degree. C. between the two steps, the contact time being shorter in the first step than in the second. The cis/trans ratio is increased by lowering the temperature of the first step.Type: GrantFiled: December 22, 1994Date of Patent: December 10, 1996Assignee: Degussa AktiengesellschaftInventors: Thomas Haas, Dietrich Arntz, Dieter Most
-
Patent number: 5583261Abstract: Use of a compound having the general formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 which may be the same or different represent hydrogen atoms or alkyl groups of 1-6 carbon atoms, or NR.sup.1 R.sup.2 and/or NR.sup.3 R.sup.4 together represent a heterocyclic group having 5 or 6 ring atoms, x is 0 or 1 and when x is 0, the dashed line represents a double bond, W represents a saturated or ethylenically unsaturated divalent hydrocarbyl group required to complete a cycloalkane, cycloalkene or cycloalkadiene ring of 3 to 6 ring atoms and from 0 to 2 double bonds, in the form of the free base or an acid addition salt tolerable to plants, as a plant fungicide, as a fungicide, especially as a mildewicide.Some of the compounds of formula (1) are new and are claimed per se.Type: GrantFiled: May 25, 1995Date of Patent: December 10, 1996Assignee: British Technology Group Ltd.Inventors: David J. Robins, Dale R. Walters
-
Patent number: 5554795Abstract: In accordance with the present invention there is provided a cyclopentadienyl-type ligand represented by the formula ZA, wherein Z is a cyclopentadienyl-type group, wherein A is --YPR.sub.2, --YNR.sub.2, or --NR.sub.2, wherein Y is an alkylene group containing 1 to 24 carbon atoms, wherein each R is individually selected from alkyl groups containing 1 to 20 carbon atoms. Another aspect of the invention is to provide a metallocene represented by the formula ZAMX.sub.3, wherein Z and A are as described above, M is a Group IVB or VB transition metal, and X is a halide. Other aspects of the present invention include catalyst systems comprising the metallocenes and an organoaluminoxane, processes for preparing the above defined ligands, metallocenes and catalyst systems, and polymerization processes employing the catalyst systems.Type: GrantFiled: May 19, 1995Date of Patent: September 10, 1996Assignee: Phillips Petroleum CompanyInventors: Krisztina Frey, Gabriele von Massow, Helmut G. Alt, M. Bruce Welch
-
Patent number: 5491264Abstract: Isophorone diamine is prepared from isophorone nitrile by imination using a supported heteropoly acid catalyst to form the ketimine followed by the reduction of the ketimine to form the diamine.Type: GrantFiled: September 12, 1994Date of Patent: February 13, 1996Assignee: E. I. du Pont de Nemours and CompanyInventors: Frank E. Herkes, Kostantinos Kourtakis
-
Patent number: 5406000Abstract: A method is disclosed for the selective preparation of 3-aminomethyl-3,5,5-trialkylcyclohexylamine by preparing dried 3-cyano-3,5,5-trialkylcyclohexylimine from the reaction of 3-cyano-3,5,5-trialkylcyclohexanone with ammonia in the presence of a drying agent in an amount at least sufficient to retain the water present or generated during the imine-forming reaction, and hydrogenating the dried 3-cyano-3,5,5-trialkylcyclohexylimine in the presence of a cobalt-containing catalyst at elevated temperature and pressure.Type: GrantFiled: January 12, 1993Date of Patent: April 11, 1995Assignee: Elf/Atochem North America, Inc.Inventor: Christian Forquy
-
Patent number: 5399763Abstract: A process for preparing an optically active 2-aminopropanal through oxidative cleavage of the corresponding optically active 3-amino-1,2-butanediol of the following formula (2): ##STR1## wherein R1 is a hydrocarbon group having 3 to 6 carbon atoms; R2 and R3 are each a hydrogen atom, or separately or together represent an N-protecting group; and the configuration at the *1 position is S or R. An optically active 2-aminopropanal of high purity can be obtained in a high yield by the process.Type: GrantFiled: January 14, 1994Date of Patent: March 21, 1995Assignee: Nippon Kayaku Kabushiki KaishaInventors: Hisao Satoh, Taichi Koshigoe
-
Patent number: 5395846Abstract: This invention relates to a class of novel amino bi- and tri-carbocyclic alkane compounds having bis-aryl substitution which exhibit squalene synthase inhibition properties. The bi- and tri-carbocyclic alkane ring contains an amino group and the ring is further linked or bridged to two mono- and/or bicyclic rings. Compounds of this invention reduce levels of serum cholesterol in the body without significantly reducing mevalonic metabolite synthesis. This invention relates also to pharmacological compositions and method of treatment for lowering serum cholesterol levels using the compounds of this invention.Type: GrantFiled: June 25, 1993Date of Patent: March 7, 1995Assignee: Rhone-Poulenc Rorer Pharmaceuticals Inc.Inventors: Robert L. Morris, Kent W. Neuenschwander, Keith S. Learn, Anthony C. Scotese
-
Patent number: 5382684Abstract: The invention is directed to nitrogenous 1,3-substituted adamantanes, their preparation and use in synthesis of inorganic porous solids. The nitrogenous 1,3-substituted adamantanes are compounds having the formula: ##STR1## wherein R is a nitrogenous moiety selected from the group consisting of --(CH.sub.2).sub.n-1 CONR'.sub.2, --(CH.sub.2).sub.n NR'.sub.2 and --(CH.sub.2).sub.n NR'.sub.3.sup.+ A.sup.-, wherein R' is lower alkyl of 1 to 5 carbon atoms, n=1 to 5, R.sup.1 and R.sup.2 are selected from H and alkyl groups of 1 to 3 carbon atoms, and A.sup.- is an anion.Type: GrantFiled: July 6, 1993Date of Patent: January 17, 1995Assignee: Mobil Oil CorporationInventors: Ahmad Moini, Dong-Ming Shen
-
Patent number: 5371293Abstract: Bisaminomethylcyclohexane is produced in high yield by one-stage process from an aromatic dinitrile by hydrogenating the aromatic dinitrile in the presence of a ruthenium catalyst containing 1 to 10% by weight of ruthenium, in terms of metallic ruthenium, supported on a carrier, and in the presence of 0.5 parts by weight or more of liquid ammonia per part by weight of the aromatic nitrile at a temperature of 70.degree. to 150.degree. C. and a hydrogen partial pressure of 50 to 150 atm.Type: GrantFiled: March 28, 1994Date of Patent: December 6, 1994Assignee: Mitsubishi Gas Chemical Company, Inc.Inventor: Makoto Takagawa
-
Patent number: 5371292Abstract: A process for the preparation of 3-aminomethyl-3,5,5-trimethyl-cyclohexylamine from 3-cyano-3,5,5-trimethyl-cyclohexanone, wherein the following stages are carried out in discrete reaction chambers:a) the 3-cyano-3,5,5-trimethyl-cyclohexanone is reacted in a first reaction chamber with excess ammonia over an acidic metal oxide catalyst at a temperature of from 20.degree. to 150.degree. C. and a pressure of from 15 to 500 bar, andb) in a second reaction chamber, the reaction product from stage a) is hydrogenated with hydrogen at a temperature of from 60.degree. to 150.degree. C. and a pressure of from 50 to 300 bar in the presence of excess ammonia over a catalyst containing cobalt, nickel, ruthenium, and/or some other noble metal, which catalyst optionally contains a basic component or is supported by neutral or basic supporting material.Type: GrantFiled: July 15, 1993Date of Patent: December 6, 1994Assignee: BASF AktiengesellschaftInventors: Franz Merger, Claus-Ulrich Priester, Tom Witzel, Gerhard Koppenhoefer, Wolfgang Harder
-
Patent number: 5342981Abstract: The present invention relates to intermediates useful in a process for the preparation of a compound of the formula: ##STR1## wherein R.sub.2a is hydrogen or loweralkyl, R.sub.2b is hydrogen, loweralkyl, cycloalkyl or phenyl and R.sub.1 is cycloalkyl, cycloalkylalkyl, phenyl or benzyl. These intermediates are compounds of the formula: ##STR2## wherein P.sub.2 is an O-protecting group, P.sub.3 is an N-protecting group and R.sub.1, R.sub.2a and R.sub.2b are defined as above.Type: GrantFiled: February 10, 1993Date of Patent: August 30, 1994Assignee: Abbott LaboratoriesInventors: Daniel J. Plata, Anthony K. L. Fung, Howard E. Morton, Robert Leanna, William R. Baker, John K. Pratt
-
Patent number: 5326911Abstract: Ortho-amides of the formula ##STR1## can be prepared by reacting salts of the formula ##STR2## with alcoholates of the formulaM.sup.1 OR.sup.1 (III)where the radicals R.sup.1 to R.sup.4, M.sup.1 and X.sup..crclbar. have the meaning given in the description. The alcoholates are employed in highly active form with an effective content of 98-100% M.sup.1 OR.sup.1.Type: GrantFiled: July 20, 1992Date of Patent: July 5, 1994Assignee: Bayer AktiengesellschaftInventors: Heinz-Ulrich Blank, Helmut Kraus, Gerhard Marzolph, Nikolaus Muller
-
Patent number: 5286906Abstract: A process for the preparation of a 3-aminomethyl-3,5,5-trialkylcyclohexylamine, which comprises hydrogenating 3-cyano-3,5,5-trialkylcyclohexylamine in the presence of ammonia and a ruthenium-cobalt catalyst.Type: GrantFiled: September 25, 1992Date of Patent: February 15, 1994Assignee: Mitsubishi Kasei CorporationInventors: Yoshinori Hara, Haruhiko Kusaka, Masamichi Onuki, Sugio Nishimura
-
Patent number: 5283366Abstract: The reductive amination of 1,3,3-trimethyl-5-oxocyclohexane carbonitrile (IPN) with ammonia and hydrogen in the presence of nickel- or cobalt Raney catalysts to 3-aminomethyl-3, 5,5-trimethyl-cyclohexyl amine is achieved in a single stage with a good yield and requires no pressure distillation if a co-catalyst selected from the group consisting of salts of nickel, cobalt, yttrium, lanthanum and cerium is used in an amount of 0.01 to 0.5 mole per mole Raney catalyst.Type: GrantFiled: February 25, 1993Date of Patent: February 1, 1994Assignee: Degussa AGInventors: Klaus Huthmacher, Hermann Schmitt
-
Patent number: 5283367Abstract: N,N,N',N'-Tetrasubstituted 1,4-diamino-2-butenes where the substituents are alkyl, cycloalkyl, aralkyl, aryl or mixtures thereof provide effective antioxidant protection to lubricants and/or synthetic polymers.Type: GrantFiled: May 16, 1991Date of Patent: February 1, 1994Assignee: Ciba-Geigy CorporationInventors: Joseph E. Babiarz, Glen T. Cunkle, Werner Rutsch
-
Patent number: 5270471Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.Type: GrantFiled: October 27, 1992Date of Patent: December 14, 1993Assignee: The B. F. Goodrich CompanyInventors: John T. Lai, Pyong-Nae Son
-
Patent number: 5254707Abstract: The process for preparing a compound of the formula:Cp'YNHRwherein: Cp' is a cyclopentadienyl or a substituted cyclopentadienyl group, Y is a covalent bridging group which contains one or more group 14 elements, and R is a C.sub.1 to C.sub.20 hydrocarbyl or substituted hydrocarbyl group, the process comprising reacting a ligand of the formula Cp'YX, wherein Cp' and Y are as defined above and X is halogen, with a substantially equimolar amount of a primary amine of the formula NH.sub.2 R, wherein R is as defined above, in an inert solvent in the presence of a HX scavenger at an elevated temperature of at least about 35.degree. C., so as to form said compound.Type: GrantFiled: December 7, 1992Date of Patent: October 19, 1993Assignee: Ethyl CorporationInventors: Jamie R. Strickler, John M. Power, Meng-Sheng Ao
-
Patent number: 5225591Abstract: The disclosed process relates to a method for preparing 1-cyclopentylalkyl amines, useful in the synthesis of artificial sweeteners, by reducing an azanorbornene in a high-yield one-step reduction of an azanorbornene, wherein the method involves use of a solvent reductant system with catalyst that is compatible with the production of edible food compositions.Type: GrantFiled: July 28, 1992Date of Patent: July 6, 1993Assignee: The Coca-Cola CompanyInventors: James G. Sweeny, Lihong L. D'Angelo
-
Patent number: 5196035Abstract: The present invention is directed to compositions prepared by reacting (a) an oil soluble polyalkylene polyamine containing at least one polyalkylene polymer chain having at least one double bond and which chain is attached to a nitrogen and/or carbon atom of the alkylene radical(s) connecting the amino nitrogen atoms with said alkaline polyamine having a molecular weight of the range of from about 600 to about 10,000 and (b) furan under Diels-Alder reaction conditions. The invention also relates to the use of the subject compositions as additives in an unleaded fuel gasoline compositions to reduce intake valve deposits in electronic port fuel injected engines.Type: GrantFiled: September 20, 1991Date of Patent: March 23, 1993Assignee: Shell Oil CompanyInventor: Thomas H. Johnson
-
Patent number: 5189173Abstract: A branched chain polyalkylene polyamine ("PAPA") having plural amine groups, including a secondary amine group intermediate terminal primary amine groups one of which is hindered, and having at least two carbon atoms between each group, is selectively reductively alkylated with a ketone. The reaction provides a convenient method for selectively reductively alkylating a PAPA having a hindered primary amine group, the method comprising contacting the PAPA with hydrogen and the ketone in the presence of a catalytically effective amount of a Group VIII metal on a catalyst support, at a pressure in the range from about 500-1000 psi and a temperature in the range from about 50.degree. C. to about 200.degree. C. for a period of time sufficient to preferentially alkylate the unhindered amine primary terminal amine group. The alkylation proceeds essentially without alkylating either the sterically hindered terminal primary amine group or the intermediate unhindered secondary amine group.Type: GrantFiled: March 2, 1989Date of Patent: February 23, 1993Assignee: The BFGoodrich CompanyInventors: John T. Lai, Pyong-nae Son
-
Patent number: 5145874Abstract: Provided are cyclic hydrocarbons of Formula I ##STR1## with an aminoalkyl sidechain that are useful for treating phospholipase A2 mediated conditions, diabetes, and obesity.Type: GrantFiled: February 25, 1991Date of Patent: September 8, 1992Assignee: The Upjohn CompanyInventors: Roy A. Johnson, Gordon L. Bundy, Gilbert A. Youngdale, Douglas R. Morton, Donald P. Wallach, deceased, by Vera M. Wallach, legal representative
-
Patent number: 5131945Abstract: Compounds of formula I ##STR1## are useful as herbicides, effective against dicotyledonous weeds.Type: GrantFiled: July 13, 1990Date of Patent: July 21, 1992Assignee: Shell Research LimitedInventors: Hans-Joachim Bissinger, Ludwig Schoeder, Helmut Baltruschat, Manfred Garrecht, Erich Raddatz, Wolfgang Fruhstorfer
-
Patent number: 5126426Abstract: Herein disclosed are an .alpha.-(aminocyclohexyl)alkylamine represented by the following general formula (II): ##STR1## wherein R represents hydrogen atom or a lower alkyl group having 1 to 5 carbon atoms, provided that the amino group bonded to the cyclohexyl group may be in either of the 2-, 3- and 4-positions and a method for preparing it; an .alpha.-(isocyanatocyclohexyl)alkylisocyanate of Formula (II) wherein the amino groups are replaced with isocyanato groups and a method for preparing it; polyisocyanato-isocyanurate represented by the following general formula (IV): ##STR2## wherein R.sub.1, R.sub.2 and R.sub.Type: GrantFiled: April 19, 1990Date of Patent: June 30, 1992Assignee: Mitsui Toatsu Chemicals, IncorporatedInventors: Ryuji Haseyama, Masatoshi Takagi, Kouzou Hayashi, Katsuyoshi Sasagawa, Kazuyuki Kuroda, Taisaku Kano, Kiyoshi Shikai
-
Patent number: 5051409Abstract: 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: GrantFiled: November 1, 1989Date of Patent: September 24, 1991Assignee: BASF AktiengesellschaftInventors: Matthias Zipplies, Bernhard Zipperer, Hubert Sauter, Norbert Goetz, Franz Roehl, Eberhard Ammermann, Gisela Lorenz
-
Patent number: 5021602Abstract: Novel compounds have at least one perfluorocyclobutane ring and at least two functional groups suitable for forming condensation polymers. Preferably the compounds have a structures represented by Formula II: ##STR1## wherein R and R' independently represent optionally inertly substituted groups; X and X' represent any molecular structures which link R and R' with the perfluorocyclobutane ring; n and n' are the number of G and G' groups, respectively; and G and G' independently represent any reactive functional groups or any groups convertible into reactive functional groups. The compound are preferably prepared by a process of thermally dimerizing trifluorovinyl compound to form a compounds of Formula IG.sub.n --R--X--CF.dbd.CF.sub.2wherein G represents G or G' in Formula II; X represents X or X' of Formual II; and n represents n or n' of Formula II, to form a compound having a perfluorocyclobutane group.Type: GrantFiled: June 9, 1989Date of Patent: June 4, 1991Assignee: The Dow Chemical CompanyInventors: Katherine S. Clement, David A. Babb, Bobby R. Ezzell
-
Patent number: 4994619Abstract: The present invention relates to substituted cyclopentanone and cyclohexanone derivatives and substituted cyclopentenone and cyclohexenone derivatives, which are useful as intermediates for pharmaceutical products and agricultural chemicals and especially useful for the synthesis of prostaglandins, and also to a process for producing the same.Type: GrantFiled: June 16, 1988Date of Patent: February 19, 1991Assignee: Nissan Chemical Industries, Ltd.Inventors: Fumie Sato, Kazutaka Arai, Katsuaki Miyaji
-
Patent number: 4983630Abstract: There are provided new 2,2-difluorocyclopropylethane derivatives of general formula I ##STR1## in which A, B and R.sup.1-5 have the meanings given in the description and processes for their preparation. The compounds of the invention can be used as pesticides, especially against insects and mites.Type: GrantFiled: November 28, 1988Date of Patent: January 8, 1991Assignee: Schering AktiengesellschaftInventors: Peter Wegner, Hartmut Joppien, Gunter Homberger, Arnim Kohn
-
Patent number: 4914241Abstract: Diamines of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each hydrogen, alkyl, aryl, alkoxy, aralkyl or cycloalkyl and X is a group of the formula(CR.sup.4 R.sup.5).sub.m (II)where R.sup.4 and R.sup.5 have the meanings given above for R.sup.1 and m is from 1 to 12, are prepared by a process in which a diamine of the formula ##STR2## where R.sup.1, R.sup.2 and X are the groups described above, is reacted with an olefin of the formula ##STR3## where R.sup.6 and R.sup.9 are each hydrogen or alkyl which is straight-chain in the .alpha.-position, in the presence of a zeolite as a catalyst.Type: GrantFiled: June 15, 1988Date of Patent: April 3, 1990Assignee: BASF AktiengesellschaftInventors: Michael Hesse, Wolfgang Hoelderich, Matthias Schwarzmann
-
Patent number: 4879414Abstract: Polythiols prepared by the reaction of hydrogen sulfide or organic dithiols with polyglycidyl substituted amines have been found to be outstanding curing agents for epoxy resins. Epoxy resins cured with these polythiols are characterized by not only improved gel times, but also improved cure rates, better heat resistance and greater resistance to absorption of water.A useful polythiol is the reaction product of N,N,N',N'-tetraglycidyl-m-xylylenediamine with hydrogen sulfide.Type: GrantFiled: February 17, 1988Date of Patent: November 7, 1989Assignee: Henkel CorporationInventors: Grannis S. Johnson, Reuben H. Grinstein, Stuart J. Hartman, Raymond P. Dallago
-
Patent number: 4740237Abstract: Cyclohexane-1,3-dione derivatives of the formula ##STR1## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings given in the description, are used for controlling undesirable plant growth.Type: GrantFiled: September 19, 1985Date of Patent: April 26, 1988Assignee: BASF AktiengesellschaftInventors: Dieter Jahn, Rainer Becker, Norbert Goetz, Hardo Siegel, Bruno Wuerzer
-
Patent number: 4714777Abstract: The subject invention relates to novel cyclopropanone hydrate derivatives of the structural formula ##STR1## whereinR.sub.1 and R.sub.2 are selected from the group consisting of --H, --(CH.sub.2).sub.n -- where n is an integer between 1 and 20, preferably 2 and 10, --COCH.sub.2 NH.sub.2, and ##STR2## and R.sub.3 and R.sub.4 selected from the group consisting of --H, --OH, 13 NH.sub.2, --CN, --COOR.sub.5, --COOH, --SH, --(CH.sub.2).sub.n OH, --(CH.sub.2).sub.n NH.sub.2, --(CH.sub.2).sub.n COOH, --(CH.sub.2).sub.n COOR.sub.5, --CCH.sub.3 OH (CH.sub.2).sub.n COOH, halogen and C.sub.7 -C.sub.10 arakyls, where n is an integer between 1 and 20, preferably 1 and 10, and R.sub.5 is an alkyl radical having between 1 and 20, preferably 1 and 10, carbon atoms;and to a process for the synthesis thereof.Type: GrantFiled: January 6, 1986Date of Patent: December 22, 1987Assignee: University of PittsburghInventors: Paul Dowd, Christopher Kaufman, Robert H. Abeles
-
Patent number: 4673759Abstract: A process for the preparation of 2-alkyl cyclopent-2-enones having the formula: ##STR1## wherein R is as defined hereinafter. An .alpha.-olefin having the formula CH.sub.2 .dbd.CH--CH.sub.2 R is oxidized to the corresponding epoxide. The epoxide is reacted with an alkylating agent having the formula Na.sup.+ [CH(COOR").sub.2 ].sup.-, wherein R" is an ethyl, an isopropyl, or an isobutyl radical. An .alpha.-carbalkoxy-.gamma.-alkyl lactone is obtained, which, through saponification and decarboxylation, yields a .gamma.-alkyl lactone having the formula: ##STR2## which is reacted with a protic acid, thereby obtaining, by cyclization, the desired 2-alkylcyclopent-2-enone. The obtained products are intermediates for the production of pharmaceutical products and of drugs for veterinary use, in particular prostaglandin.Type: GrantFiled: March 3, 1986Date of Patent: June 16, 1987Assignee: Montedison S.p.A.Inventor: Enrico Dalcanale
-
Patent number: 4670599Abstract: This invention relates to 2,2-dichloro-3,3-dimethylcyclopropylmethylamine, a novel compound which is useful as an agricultural and horticultural fungicide or as a synthetic intermediate for other cyclopropyl derivatives and other compounds, and to a process for production thereof.Type: GrantFiled: September 21, 1984Date of Patent: June 2, 1987Assignee: Nihon Tokushu Noyaku Seizo K.K.Inventors: Kozo Shiokawa, Shinzo Kagabu, Shinji Sakawa
-
Patent number: 4588823Abstract: Novel compounds of the following general formula: ##STR1##Type: GrantFiled: September 27, 1984Date of Patent: May 13, 1986Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
-
Patent number: 4575517Abstract: Cyclopropylmethyl(ene) ethers have an outstanding action in microbicidal agents for preserving industrial materials from damage or destruction by microorganisms.Type: GrantFiled: February 16, 1984Date of Patent: March 11, 1986Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Uwe Priesnitz, Gerhard Jager, Wilfried Paulus, Hermann Genth
-
Patent number: 4575516Abstract: Substituted cyclopropylmethyl(ene) ethers of the formula ##STR1## in which X.sup.1 and X.sup.2 are identical or different and represent halogen,R.sup.1 represents hydrogen or alkyl,R.sup.2 and R.sup.3 are identical or different and represent hydrogen, alkyl, optionally substituted aryl, halogenoalkyl, hetero-alkyl, alkoxyalkyl, alkylthioalkyl, optionally substituted alkenoxyalkyl, optionally substituted alkinoxyalkyl or (di)alkylaminoalkyl,R.sup.4 represents hydrogen or alkyl,R.sup.5 and R.sup.6 are identical or different and represent hydrogen or optionally substituted radicals from the series comprising alkyl, aryl and aralkyl andR represents a trihalogenoalkenyl, alkinyl or iodoalkinyl radical,exhibit some arthropodicidal activity and synergize other known arthropodicides.Type: GrantFiled: February 1, 1984Date of Patent: March 11, 1986Assignee: Bayer AktiengesellschaftInventors: Bernd-Wieland Kruger, Uwe Priesnitz, Gerhard Jager, Wolfgang Behrenz
-
Patent number: 4515960Abstract: The invention provides compounds of the formula I ##STR1## in which m is 1 to 3 and n is 1 to 4, a process for their preparation, and their use as intermediates for the manufacture of valuable medicaments, and starting products for the preparation of compounds of the formula I.Type: GrantFiled: May 16, 1983Date of Patent: May 7, 1985Assignee: Hoechst AktiengesellschaftInventor: Volker Teetz
-
Patent number: 4506099Abstract: Diamines of the formula I ##STR1## wherein R.sub.1, R.sub.2, R.sub.3 and R.sub.4 have the meanings defined in claim 1, can be produced by a simple process comprising reacting 1-aza-1,5,9-cyclododecatrienes, correspondingly substituted in the 3- and/or 12-position, with ammonia and hydrogen, in the presence of a hydrogenation catalyst, to obtain compounds (I). The compounds (I) are used for example as curing agents for epoxide resins, or for producing polyamides.Type: GrantFiled: September 30, 1982Date of Patent: March 19, 1985Assignee: Ciba-Geigy CorporationInventors: Peter Baumeister, Dieter Reinehr, Eckehard Rosenegger
-
Patent number: 4490555Abstract: Novel compounds of the following general formula: ##STR1##Type: GrantFiled: March 19, 1982Date of Patent: December 25, 1984Assignee: The Upjohn CompanyInventor: John C. Sih
-
Patent number: 4487961Abstract: Novel compounds of the following general formula: ##STR1##Type: GrantFiled: February 16, 1982Date of Patent: December 11, 1984Assignee: The Upjohn CompanyInventor: Paul A. Aristoff
-
Patent number: 4460790Abstract: There are described novel substituted 1,11-diaminoundecanes, particularly those of the formula ##STR1## [R.sub.1 is alkyl having 1-12 C atoms, R.sub.2 is hydrogen or alkyl having 1-12 C atoms, R.sub.3 is alkyl having 1-12 C atoms, cycloalkyl having 4-12 C atoms, aralkyl having 7 or 8 C atoms, unsubstituted or substituted aryl, pyridyl, furyl or thienyl, R.sub.4 is hydrogen, alkyl having 1-12 C atoms, cycloalkyl having 4-12 C atoms, or unsubstituted or substituted aryl, or R.sub.1 and R.sub.2 and/or R.sub.3 and R.sub.4 together are alkylene having 3-11 C atoms], and processes for prducing them. The compound of the formula I can be used for example for producing polycondensation products, particularly polyamides. They can be used also as curing agents for epoxide resins.Type: GrantFiled: July 31, 1981Date of Patent: July 17, 1984Assignee: Ciba-Geigy CorporationInventors: Dieter Reinehr, Josef Pfeifer
-
Patent number: 4454157Abstract: The invention relates to a pharmaceutical composition comprising a tetracyclononane derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are hydrogen atoms or alkyl radicals and A is CH.sub.2 CH.sub.2 or CH--R.sup.4 in which R.sup.4 is a hydrogen atom or an alkyl, cyclohexyl, phenylalkyl or optionally-substituted phenyl radical, or a salt thereof. The majority of compounds of the formula II are novel and they are included within the scope of the invention, as are processes for their manufacture. Typical of the compounds disclosed is 8-(1-amino-ethyl)tetracyclo[4,3,0,0.sup.2,4,0.sup.3,7 ]nonane.Type: GrantFiled: August 17, 1982Date of Patent: June 12, 1984Assignee: Imperial Chemical Industries PLCInventor: Douglas L. Swallow
-
Patent number: 4429158Abstract: Disclosed ar novel polyamine compounds having the general formula ##STR1## wherein R, R.sup.1, R.sup.2 and R.sup.3 are each independently selected from hydrogen and alkyl groups which may be substituted, the preparation of such compounds and their use as curing agents for epoxy resins.Type: GrantFiled: September 14, 1981Date of Patent: January 31, 1984Assignee: Eastman Kodak CompanyInventors: Raymond H. Good, Paul McBride
-
Patent number: 4410705Abstract: A process for preparing substituted or unsubstituted benzoxazoline compound by reacting ammonia, a cycloalkanone and oxygen in the presence of metal cations.Type: GrantFiled: August 31, 1981Date of Patent: October 18, 1983Assignee: Allied CorporationInventors: Divakaran Masilamani, Edward H. Manahan
-
Patent number: 4357352Abstract: The invention relates to a pharmaceutical composition comprising a tetracyclononane derivative of the formula: ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are hydrogen atoms or alkyl radicals and A is CH.sub.2 CH.sub.2 or CH--R.sup.4 in which R.sup.4 is a hydrogen atom or an alkyl, cyclohexyl, phenylalkyl or optionally-substituted phenyl radical, or a salt thereof. The majority of compounds of the formula II are novel and they are included within the scope of the invention, as are processes for their manufacture. Typical of the compounds disclosed is 8-(1-amino-ethyl)tetracyclo-[4,3,0,0.sup.2,4,0.sup.3,7 ]nonane.Type: GrantFiled: December 4, 1978Date of Patent: November 2, 1982Assignee: Imperial Chemical Industries LimitedInventor: Douglas L. Swallow