Patents Examined by Anton H. Sutto
  • Patent number: 4886896
    Abstract: 1-[(Diorganooxyphosphonyl)methyl]-2,4- and -2,6-dinitro- and diamino benzenes are prepared by nitrating an (organophosphonyl)methyl benzene to produce the dinitro compounds which are then reduced to the diamino compounds. The organo groups (alkyl, haloalkyl, aryl) on the phosphorus may be removed to give the free acids, (HO).sub.2 P(.dbd.O)--. The diamino compounds may be polymerized with dianhydrides or diacyl halides to produce fire and flame resistant polymers which are useful in the manufacture of aircraft structures.
    Type: Grant
    Filed: May 28, 1987
    Date of Patent: December 12, 1989
    Assignee: The United States of America as represented by the Administrator of the National Aeronautics and Space Administration
    Inventors: John A. Mikroyannidis, Demetrius A. Kourtides
  • Patent number: 4885380
    Abstract: A process is provided for preparing phosphonyloxyacylamino acids and derivatives thereof having the structure ##STR1## wherein ##STR2## which includes the steps of treating a phosphonic acid dichloride of the structure ##STR3## with an .alpha.-hydroxy acid of the structure ##STR4## in the presence of base such as triethylamine at reduced temperatures to form the cyclic mixed anhydride of the structure ##STR5## (which is a new intermediate) and reacting the cyclic mixed anhydride with an amino acid or ester of the structureHXin the presence of base such as triethylamine produces the ACE inhibitor compound ##STR6##In an alternative process, the cyclic anhydride is quenched with water to form the diacid ##STR7## which is treated with a condensing agent such as dicyclohexyl carbodiimide (DCC), 1,1-carbonyldiimidazole (CDI) or thionyl chloride followed by quenching with the amion acidHXproduces the above ACE inhibitor compound.
    Type: Grant
    Filed: August 26, 1988
    Date of Patent: December 5, 1989
    Inventor: John K. Thottathil
  • Patent number: 4885381
    Abstract: Included are halogenated phosphate-phosphites and their acid halides and acids. The halogenated phosphate-phosphites can be prepared by a process comprising serially contacing(A) a phosphorus trihalide with a triol;(B) a halogenating agent; and(C) an oxirane or an alcohol;under conditions sufficient to prepare the halogenated phosphate-phosphite. Steps (A) and (B) can prepare their acid halides. Use of water in step (C) can prepare their acids. For example, 3-((bis(2-chloroethoxy)phosphino)oxy)(2-bromoethyl-2-methylpropyl, 2-bromoethyl, 2-chloroethyl)phosphorate can be prepared from 2-methyl-2-(hydroxymethyl)-1,3-propanediol; phosphorus trichloride; bromine; and ethylene oxide.Also included is use of the compounds as a hyraulic fluid or flame retardant. For example, polyurethanes can be rendered less flammable with the halogenated phosphate-phosphite flame retardant.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: December 5, 1989
    Assignee: The Dow Chemical Company
    Inventor: Chester E. Pawloski
  • Patent number: 4885286
    Abstract: A novel phosphonamidothionate derivative represented by the formula ##STR1## wherein R.sup.1, R.sup.2 and R.sup.3 are as defined in the disclosure. The present novel compound has excellent properties with respect to not only pesticidal activity but also maintenance of the pesticidal activity over a prolonged period of time after application. The present novel compound can be prepared by a new unique process in which the direct phosphorylation of a carbamate compound is involved.
    Type: Grant
    Filed: February 19, 1988
    Date of Patent: December 5, 1989
    Assignee: Asahi Kasei Kogyo Kabushiki Kaisha
    Inventors: Hiromichi Yoshikawa, Teruyuki Misumi
  • Patent number: 4883615
    Abstract: A process for flameproofing a substrate comprising applying to the substrate a compound of formula I ##STR1## in which R.sub.1.sup..sym. is a N.sup..sym. cation defined in the Specification and R.sub.2 and R.sub.3 are organic radicals.Substrates to which the compound of formula I can be applied include cellulosic substrates.
    Type: Grant
    Filed: July 14, 1986
    Date of Patent: November 28, 1989
    Assignee: Sandoz Ltd.
    Inventors: Tibor Robinson, Rainer Wolf
  • Patent number: 4883816
    Abstract: Antihypertensive sulfonyl derivatives having the following formula are described: ##STR1## where R" is a C.sub.2 -C.sub.20 alkyl group,R".sub.1 is a C.sub.1 to C.sub.4 alkyl group,y is an integer from 2 to 10 andJ.sup.- is a pharmocologically acceptable anion.
    Type: Grant
    Filed: February 16, 1988
    Date of Patent: November 28, 1989
    Assignee: American Cyanamid Company
    Inventors: Allan Wissner, Phaik E. Sum, Robert E. Schaub
  • Patent number: 4883891
    Abstract: There are disclosed novel phosphorous-containing compounds including and derived from hydrogen phosphonates. The compounds of the present invention can be prepared by reacting a hydrogen phosphonate with: (a) an ethylene derivative in a Michael reaction, (b) an amine or amide and formaldehyde in a Mannich reaction, (c) an aldehyde or ketone, (d) a halogen, (e) carbon tetrachloride and an alkylamine, and (f) carbon tetrachloride and a hydroxyphosphate. Halophosphonates produced according to procedure (d) can also be used in reactions with (a) alkylamines and (b) hydroxyphosphonates or epoxides to produce the compounds of the present invention.
    Type: Grant
    Filed: October 17, 1988
    Date of Patent: November 28, 1989
    Assignee: Akzo America Inc.
    Inventors: Thomas A. Hardy, Edward N. Walsh
  • Patent number: 4883892
    Abstract: There are disclosed novel phosphorous-containing compounds including and derived from hydrogen phosphonates. The compounds of the present invention can be prepared by reacting a hydrogen phosphonate with: (a) an ethylene derivative in a Michael reaction, (b) an amine or amide and formaldehyde in a Mannich reaction, (c) an aldehyde or ketone, (d) a halogen, (e) carbon tetrachloride and an alkylamine, and (f) carbon tetrachloride and a hydroxyphosphonate. Halophosphonates produced according to procedure (d) can also be used in reactions with (a) alkylamines and (b) hydroxyphosphonates or epoxides to produce the compounds of the present invention.
    Type: Grant
    Filed: October 20, 1988
    Date of Patent: November 28, 1989
    Assignee: Akzo America Inc.
    Inventors: Thomas A. Hardy, Edward N. Walsh
  • Patent number: 4882452
    Abstract: Ifosfamide having improved properties is obtained by crystallization from a solvent mixture selected from the group consisting of (a) a mixture of diethyl ether and a C.sub.1 -C.sub.3 alkanol or (b) a mixture of diisopropyl ether and a C.sub.1 -C.sub.3 alkanol under specific controlled conditions.
    Type: Grant
    Filed: March 3, 1988
    Date of Patent: November 21, 1989
    Assignee: Asta Pharma Akteingesellschaft
    Inventors: Jurgen Engel, Siegfried Muller, Werner Laubner
  • Patent number: 4882385
    Abstract: 1,3,5-tris(1-isocyanatomethylethyl)benzene is disclosed as a component in coating formulations and the like.
    Type: Grant
    Filed: September 19, 1986
    Date of Patent: November 21, 1989
    Assignee: American Cyanamid Company
    Inventors: Singh Balwant, Peter S. Forgione
  • Patent number: 4880573
    Abstract: In a process for eliminating cholesterol from fatty substances of animal origin used in human diet, the liquefied fatty substances is put into contact with a cyclodextrin, this contact is continued under stirring for 30 minutes to 10 hours at a temperature between the fusion temperature of the fatty substance and 80.degree. C. in such a way as to allow the formation of complexes between the cholesterol and the cyclodextrin, after which the complexes are separated by entrainment in water and separation of the aqueous phase.
    Type: Grant
    Filed: July 15, 1987
    Date of Patent: November 14, 1989
    Assignee: Monserbio
    Inventors: Jean Courregelongue, Jean-Pierre Maffrand
  • Patent number: 4880800
    Abstract: Compounds are described of the formula ##STR1## where: R.sup.1 is --H or --CH.sub.3,n is 1, m is 2-4 and X is --CH.dbd.CH-- or --CH.sub.2 CH.sub.2 --;Y is a saturated heterocyclic amino group,R.sup.2 is (i) substituted or unsubstituted phenylalkyl, thineylalkyl or naphthylalkyl or (ii) cinnamyl, and their salts and solvates.These compounds inhibit blood platelet aggregation, bronchoconstriction and vasoconstriction and may be formualted for use as antithrombotic or antiasthmatic agents.
    Type: Grant
    Filed: September 15, 1987
    Date of Patent: November 14, 1989
    Assignee: Glaxo Group Limited
    Inventors: Christopher J. Wallis, Harry Finch, Peter Hallett
  • Patent number: 4879400
    Abstract: A process for producing an .alpha.-(benzylidene)acetonylphosphonate of the formula: ##STR1## wherein Ar is phenyl substituted by at least one substituent selected from the group consisting of fluorine, chlorine, bromine, nitro, chloromethyl, dichloromethyl, trichloromethyl, trifluoromethyl, --CO.sub.2 R.sup.7 wherein R.sup.7 is C.sub.1 -C.sub.5 alkyl, --CONR.sup.7 R.sup.8 wherein R.sup.7 is as defined above and R.sup.8 is C.sub.1 -C.sub.5 alkyl, --C(O)R.sup.7 wherein R.sup.7 is as defined above, --OC(O)R.sup.7 wherein R.sup.7 is as defined above, --OSO.sub.3 R.sup.7 wherein R.sup.7 is as defined above, --OCF.sub.3, --S(.dbd.O).sub.2 R.sup.7 wherein R.sup.7 is as defined above, --CN and --SO.sub.3 R.sup.7 wherein R.sup.7 is as defined above, and each of R.sup.1 and R.sup.2 which may be the same or different is a saturated or unsaturated C.sub.1 -C.sub.12 aliphatic group, or R.sup.1 and R.sup.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: November 7, 1989
    Assignee: Nissan Chemical Industries Ltd.
    Inventors: Kiyotomo Seto, Hiroo Matsumoto, Ryozo Sakoda
  • Patent number: 4877895
    Abstract: Sweetening agents, characterized in that they conform to the following formula: ##STR1## wherein: A is an imino (.dbd.N--), iminium (.dbd.N.sup.+ <), methylene (.dbd.C<) group, the iminium group being able to be salified by a physiologically acceptable anion;m and n are number equal to 1 or 2;B:when n=1, represents H, CN, OCH.sub.3, NO.sub.2, SO.sub.2 R, SOR, SO.sub.2 NHR, SO.sub.2 NR.sub.2, wherein R is an alkyl, cycloalkyl or aryl group having up to 10 carbon atoms;when n=2, represents H, CN, OCH.sub.3 ;X:represents CN, NO.sub.2, when B is H, CN, OCH.sub.3 ;represents CN, NO.sub.2, COCH.sub.3, CHO, Cl, CF.sub.3, F, H, when B is NO.sub.2, SO.sub.2 R, SOR, SO.sub.2 NHR, SO.sub.2 NR.sub.2 ;M is a hydrogen atom or a physiologically acceptable organic or inorganic cation.
    Type: Grant
    Filed: March 4, 1986
    Date of Patent: October 31, 1989
    Assignee: Universite Claude Bernard - Lyon 1
    Inventors: Claude Nofre, Jean M. Tinti, Farroudja O. Chatzopoulos
  • Patent number: 4877894
    Abstract: An improved hydrocarbon gelling agent is disclosed comprising the reaction product of (1) a polyphosphate intermediate produced by reacting triethyl phosphate and phosphorous pentoxide and (2) a mixed alcohol having a substantial hexanol component, together with methods of making and using such gelling agent.
    Type: Grant
    Filed: January 11, 1988
    Date of Patent: October 31, 1989
    Assignee: Nalco Chemical Company
    Inventor: David A. Huddleston
  • Patent number: 4877893
    Abstract: A fungicidal composition comprising as active ingredient a 2-(O-[substituted]alkyl)-2-thio-1,3,2-oxathiophospholane of the Formula I ##STR1## wherein R.sub.1,R.sub.2, R.sub.3 and R.sub.4 independently from each other stand for hydrogen, C.sub.1-6 alkyl, C.sub.2-6 alkynyl andX represents halogen, hydrogen, C.sub.1-6 alkyl or mercapto. The process for the preparation of the compounds of the Formula I involves phosphorous pentasulfide, alcohols and pyridine. The compositions are wide spectrum fungicides, particularly useful in combating Sclerotinia sp., Penicillium sp., Alternaria sp., Fusarium sp., Phytophthora infestans and powdery mildew.
    Type: Grant
    Filed: April 15, 1988
    Date of Patent: October 31, 1989
    Assignee: Eszakmagyarorszagi Vegyimuvek
    Inventors: Neu Jozsef, Imre Csatlos, Andras Varga, Robert Suranyi, Zoltan Ilovai, Sandor Gaal, Jozsef Karsai, Endre Sebestyen, Eva Gardi, Karoly Siki, Istvan Toth, Guszt/e,acu/a/ v Gal, Zsolt Dombay, Mrs. Erzsebet Grega nee Toth, Csaba Pavliscsak, Gyula Tarpai, Peter Bonnyay, Pal Santha
  • Patent number: 4877776
    Abstract: A K-252 compound represented by the formula: ##STR1## wherein R.sup.1 and R.sup.2 are independently H or OH; X represents COOH, COOR or CH.sub.2 OH; Y represents H, R or COR; and Z represents OH, OR or SR, wherein R represents lower alkyl has C-kinase inhibitory activity and is expected to be useful as an active ingredient of anti-tumor agents, etc.
    Type: Grant
    Filed: December 22, 1988
    Date of Patent: October 31, 1989
    Assignee: Kyowa Hakko Kogyo Co., Ltd.
    Inventors: Chikara Murakata, Akira Sato, Masaji Kasai, Eiji Kobayashi, Makoto Morimoto, Shiro Akinaga
  • Patent number: 4877908
    Abstract: Chiral phosphorus-containing ligands comprising at least one amine radical and at least one dihydrocarbylphosphinoxy radical of the formula W=OP (R).sub.2, in which R is a hydrocarbon radical selected from the group consisting of alkyl, aryl, and cycloalkyl radicals, wherein the ligand is selected from the group consisting of:those of the formula ##STR1## those of the formula ##STR2## those of the formula ##STR3## those of the formula ##STR4## in which formulae: R.sub.1 and R.sub.2 are selected from the group consisting of a hydrogen atom and hydrocarbon radicals;R.sub.3 and R.sub.4, which must be different from one another, are selected from the group consisting of a hydrogen atom and hydrocarbon radicals that may or may not carry at least one functional group selected from the group consisting of the alcohol, thiol, thioether, amine, imine, acid, ester, amide, and ether functional groups; andR.sub.5 and R.sub.
    Type: Grant
    Filed: October 13, 1987
    Date of Patent: October 31, 1989
    Assignee: Norsolor
    Inventors: Michele Petit, Andre Mortreux, Francis Petit, Gerard Buono
  • Patent number: 4876374
    Abstract: Amide compounds useful as additives in lubricating fluids as extreme pressure/antiwear agents are produced on a manufacturing scale. The amides are produced by simultaneously adding together and reacting a phosphorus-containing acid and aqueous acrylamide. Substantially equal molar amounts of the phosphorus-containing acid and the aqueous acrylamide are added together with sufficient cooling to maintain the reaction at a temperature below 50.degree. C. After insolation, the reaction product obtained is preferably further reacted with a coupling agent, preferably paraformaldehyde.
    Type: Grant
    Filed: May 22, 1987
    Date of Patent: October 24, 1989
    Assignee: The Lubrizol Corporation
    Inventors: Paul E. Adams, Darryl W. Kinzer
  • Patent number: 4874882
    Abstract: Disclosed are a process for preparing monosodium phosphoenolpyruvate, which comprises subjecting monosodium monosubstituted phosphoenolpyruvate of Formula (I): ##STR1## wherein, R represents an alkyl group, a cycloalkyl group or an aralkyl group,to hydrolysis, and a use of monosodium phosphoenolpyruvate as a visceral function improver.This invention provides a simple production process of monosodium phosphoenolpyruvate which is practicable on an industrial acale.
    Type: Grant
    Filed: March 18, 1987
    Date of Patent: October 17, 1989
    Assignee: Ube Industries, Ltd.
    Inventors: Naotaka Hamasaki, Hirotaka Kawamura, Norio Ohtsu, Ichiro Nakakoshi, Kikuo Ataka, Kiyosi Oomori, Masahiko Kouno