Patents Examined by Anton H. Sutto
  • Patent number: 4938794
    Abstract: A cinnoline derivative having the formula (I): ##STR1## in which X is --OH, --O.sup.- M.sup.+, --OR.sup.1 or ##STR2## wherein M.sup.+ is an alkali metal cation, an alkaline earth metal cation or ##STR3## in which R.sup.4, R.sup.5 and R.sup.6 are the same or different and each is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.3 -C.sub.8 cycloalkyl group, a benzyl group or a phenyl group; R.sup.1 is a C.sub.1 -C.sub.9 alkyl group, a C.sub.3 -C.sub.6 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.1 -C.sub.3 alkoxy(C.sub.1 -C.sub.4) alkyl group, a C.sub.1 -C.sub.3 haloalkyl group, a C.sub.3 -C.sub.8 cycloalkyl group, a benzyl group or a phenyl group; and R.sup.2 and R.sup.3 are the same or different and each is a hydrogen atom, a C.sub.1 -C.sub.6 alkyl group, a C.sub.3 -C.sub.4 alkenyl group, a C.sub.3 -C.sub.4 alkynyl group, a C.sub.3 -C.sub.8 cycloalkyl group, a benzyl group in which at most two of hydrogen atoms at the .
    Type: Grant
    Filed: December 9, 1988
    Date of Patent: July 3, 1990
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Masato Mizutani, Masao Shiroshita, Masaharu Sakaki, Nobuaki Mito, Hiroki Okuda
  • Patent number: 4939127
    Abstract: Antihypertensive phosphate derivatives having the following formula are described: ##STR1## wherein W is selected from the group consisting of methyl and phenyl optionally substituted with C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkoxy and phenyl; r, n, m and a are integers such that the expression r+(n+1)m+a is also an integer and has a value of 3 to 20; r is greater than or equal to 2; n is greater than or equal to 2; m is greater than or equal to zero and a is greater than or equal to zero; T is selected from the group consisting of hydrogen and ##STR2## wherein R.sub.1 is selected from the group consisting of hydrogen, C.sub.1 -C.sub.4 branched or straight chain alkyl, C.sub.1 -C.sub.4 branched or straight chain alkoxy and C.sub.1 -C.sub.4 branched or straight chain alkylamino; Q is a bivalent radical selected from --(CH.sub.2).sub.p -- and --(CHR).sub.p --, wherein p is an integer 2-12 and the moiety --(CHR.sub.p -- represents an alkylene chain which is substituted by one or more C.sub.1 -C.sub.
    Type: Grant
    Filed: September 15, 1987
    Date of Patent: July 3, 1990
    Assignee: American Cyanamid Company
    Inventor: Allan Wissner
  • Patent number: 4939270
    Abstract: Primary diamines, employed in stoichiometric excess, react with a spirodilactam precursor selected from 4-oxoheptandioic acid compounds or 1,6-dioxaspiro[4.4]nonane-2,7-diones, to produce 1,6-diaza[4.4]spirodilactams having an amino-containing substituent on each spiro ring nitrogen atom. The spirodilactams are useful in the production of thermoplastic polyamides by reaction with diacids and as curing agents for epoxy resins in the production of thermoset resins.
    Type: Grant
    Filed: February 23, 1989
    Date of Patent: July 3, 1990
    Assignee: Shell Oil Company
    Inventor: Pen C. Wang
  • Patent number: 4939285
    Abstract: Metal salts of phosphoric and phosphonic acid esters of formula ##STR1## wherein R is C.sub.1 -C.sub.4 alkoxy or straight chain or branched unsubstituted C.sub.1 -C.sub.20 alkyl or C.sub.2 -C.sub.6 alkenyl,R.sub.1 is hydrogen or C.sub.1 -C.sub.4 alkyl,X is a metal cation, andn is an integer from 1 to 3 corresponding to the valence of X,are prepared by reacting n moles of a phosphoric or phosphonic acid or an ester thereof, of formula ##STR2## wherein R, R.sub.1 and n are as defined above, with 1 mole of a metal X.sup.n, if desired with cooling. These salts can be used, for example, as flame retardants, fertilizers or emulsifiers for aqueous plastics dispersions.
    Type: Grant
    Filed: July 6, 1988
    Date of Patent: July 3, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Claus D. Weis, Peter Sutter
  • Patent number: 4937369
    Abstract: A compound of formula: ##STR1## in which X.sup.1 is a reactive group that can react to form a covalent bond with a reactive group on the surface of a material to be rendered biocompatible, X.sup.2 is a group -0.sup..crclbar. or a precursor of such a group, n is 2, 3 or 4, Y is a group --N.sup..sym. R.sub.3 A.sup..crclbar. wherein each R, which may be the same or different, is a C.sub.1 -C.sub.4 alkyl group and A.sup..crclbar. is an anion present when X.sup.2 is an electrically neutral group or Y is ##STR2## wherein R.sup.1 together with X.sup.2 forms a direct bond between the nitrogen and the phosphorus atoms.
    Type: Grant
    Filed: March 27, 1989
    Date of Patent: June 26, 1990
    Assignee: Biocompatible, Ltd.
    Inventors: Dennis Chapman, Aziz A. Durrani
  • Patent number: 4937386
    Abstract: The present invention relates to 4,4,5-trimethyl-2-(2-nitro-4-methylsulfonylbenzoyl) cyclohexane-1,3-dione which is useful as herbicide.
    Type: Grant
    Filed: June 30, 1989
    Date of Patent: June 26, 1990
    Assignee: Nippon Soda Co., Ltd.
    Inventors: Akiyoshi Ueda, Hideo Hosaka
  • Patent number: 4936121
    Abstract: A compound of the formula (I) ##STR1## where A is an alkylene or alkenylene group, R.sub.1 is an aryl group which may be substituted, R.sub.2 is a hydrogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group, a halogenated lower alkyl group, a cycloalkyl group, a lower alkoxyalkyl group, a lower alkylthioalkyl group, a phenyl group which may be substituted or an aralkyl group which may be substituted, R.sub.3 is a hydrogen atom, a halogen atom, a lower alkyl group, a lower alkenyl group, a lower alkynyl group or a halogenated lower alkyl group, or R.sub.2 and R.sub.3 may be combined to form a group of --(CH.sub.2).sub.n --(n is 3 or 4), or salt thereof, which is useful as a herbicide.
    Type: Grant
    Filed: October 12, 1988
    Date of Patent: June 26, 1990
    Assignee: Daicel Chemical Industries Ltd.
    Inventors: Yukihisa Goto, Hiroshi Yagihara, Kazuhisa Masamoto, Yasuo Morishima, Yukihiro Sagawa, Hirokazu Osabe
  • Patent number: 4937308
    Abstract: Alkyl .gamma.-halotiglates of the general formula I ##STR1## where X is Cl or Br and R.sup.2 is alkyl of 1 to 3 carbon atoms, having a high E isomer content, are prepared by a process in which(a) the corresponding 2-methyl-but-3-enoate of the general formula II ##STR2## is reacted with chlorine or bromine in the absence of a solvent and (b) the resulting 2-methyl-3,4-dihalobutyrate of the general formula III ##STR3## is dehydrohalogenated by reaction with a solution of an alkali metal hydroxide in an alcohol R.sup.2 OH, where R.sup.2 has the stated meaning, or in a mixture of water and an alcohol R.sup.2 OH, and the products are further processed to give O,O-dialkyl-.gamma.-phosphonotiglates of the general formula IV ##STR4## where R.sup.1 is alkyl of 1 to 4 carbon atoms and R.sup.2 is alkyl of 1 to 3 carbon atoms, preferably ethyl, by reaction with a trialkyl phosphite and thermal isomerization. The process gives C.sub.
    Type: Grant
    Filed: June 10, 1988
    Date of Patent: June 26, 1990
    Assignee: BASF Aktiengesellschaft
    Inventors: Guenter H. Knaus, Hansgeorg Ernst, Marco Thyes, Joachim Paust
  • Patent number: 4935509
    Abstract: Cycloalkyl and aromatic vinblastine and vincristine derivatives useful as anti-tumor agents.
    Type: Grant
    Filed: June 8, 1989
    Date of Patent: June 19, 1990
    Assignees: University of Vermont, State Agricultural College
    Inventor: Martin Kuehne
  • Patent number: 4935434
    Abstract: Disclosed herein are isoxazole-4-carboxamides having the formula ##STR1## wherein R.sup.1 is C.sub.3-6 cycloalkyl and R.sup.2 is selected from the group consisting of C.sub.1-5 alkyl, C.sub.2-5 alkenyl, C.sub.2-5 alkynyl, C.sub.3-6 cycloalkyl, phenyl, and phenyl substituted with at least one group selected from C.sub.1-5 alkyl, C.sub.1-5 alkoxy, C.sub.1-5 alkylthio, and halo-substituted C.sub.1-5 alkyl; with the proviso that when R.sup.1 is cyclopropyl, R.sup.2 is not methyl, ethyl, or cyclobutyl; or R.sup.1 is C.sub.1-5 alkyl and R.sup.2 is phenylmethyl wherein the ring portion is opt. substituted with a halo-substituted C.sub.1-5 alkyl group. These compounds have antiinflammatory and antiarthritic activities and are also useful as intermediates in the preparation of .beta.-ketonitriles.
    Type: Grant
    Filed: January 26, 1988
    Date of Patent: June 19, 1990
    Assignee: Bristol-Myers Company
    Inventor: William T. Han
  • Patent number: 4933479
    Abstract: Piezoelectric materials characterized by consisting essentially of crosslinked polyphosphazenes obtained by bringing polyphosphazenes which have repeating structural units represented by the general formula [I]--NP(X).sub.a (Y).sub.b -- [I](all the symbols are as defined in the appended claims) into oriented state in an electric field provided by applying high voltage on them and then crosslinking them under such conditions.Piezoelectric materials thus obtained display an excellent piezoelectric effect and, in addition, rubber elasticity.
    Type: Grant
    Filed: October 26, 1989
    Date of Patent: June 12, 1990
    Assignee: Idemitsu Petrochemical Co., Ltd.
    Inventors: Tadao Kotaka, Keiichiro Adachi
  • Patent number: 4933469
    Abstract: A method is provided for preparing oxybisphthalimides by heating a nitrophthalimide compound in the presence of an alkali metal carboxylate, a phase transfer catalyst and a nonpolar organic solvent.
    Type: Grant
    Filed: December 16, 1988
    Date of Patent: June 12, 1990
    Assignee: General Electric Company
    Inventors: Donald R. Berdahl, Pamela A. Matsch, Susan A. Nye
  • Patent number: 4933478
    Abstract: A process for the production of aliphatylphosphinic acid derivatives, especially of alkyl dialkoxyalkylphosphinates having the formula I ##STR1## in which R is C.sub.1 -C.sub.4 -alkyl and R' is hydrogen or C.sub.1 -C.sub.4 -alkyl, comprising reacting, in the presence of an acidic catalyst, aqueous phosphonic acid with the corresponding trialkyl orthoester having the formula II:(RO).sub.3 CR' IIin whicih R and R' have their previous significances, the amount of the orthoester of formula II used being equal to, or in excess of the stoichiometric amount of both water and phosphinic acid present in the aqueous phosphinic acid reactant.
    Type: Grant
    Filed: September 1, 1988
    Date of Patent: June 12, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Peter S. Wardleworth, Eric K. Baylis
  • Patent number: 4933457
    Abstract: A process is described for the preparation of compounds of formula (1) ##STR1## [where OR is hydroxyl, protected hydroxyl or OP(O)(OCH.sub.2 Ph)(OR.sup.1) (where Ph is phenyl and OR.sup.1 is hydroxyl or protected hydroxyl)] and salts thereof, which comprises reacting a compound of formula (2) ##STR2## with a compound of formula (3) ##STR3## (where OR is as defined above and one of X.sup.1 and X.sup.2 is a leaving group and the other is a hydrogen atom) or a salt thereof, followed, if desired, by removal of the hydroxyl protecting group when present and/or by salt formation.The compounds of formula (1) are either anticancer agents or intermediates useful in the synthesis of anticancer agents.
    Type: Grant
    Filed: January 6, 1989
    Date of Patent: June 12, 1990
    Assignee: Glaxo Group Limited
    Inventors: Gordon H. Phillipps, Brian R. Cowley
  • Patent number: 4933470
    Abstract: A method is described for producing vicinal diamines comprising the steps of converting a compound, possessing a leaving group on a carbon atom interposed between carbon atoms containing amino groups, to an aziridine-containing compound and reacting the latter compound with a nucleophile to form a vicinal diamine. The compound chosen for the rearrangement reaction may be selected from a wide range of compounds, including those with halide, heteroatom and aryl substituents. The amino groups may be blocked or unblocked. A variety of functional groups, including those which extend the carbon backbone, may be incorporated via opening of the aziridine-containing compound by addition of a selected nuclepohile. Aziridine-containing compositions and vicinal diamine compositions are disclosed. Functionalized vicinal diamines have numerous uses, including as intermediates for radionuclide-chelating ligands for use in the diagnosis and therapy of cancer.
    Type: Grant
    Filed: October 5, 1987
    Date of Patent: June 12, 1990
    Assignee: NeoRx Corporation
    Inventor: David S. Jones
  • Patent number: 4933464
    Abstract: A one-step process to form 3-phenylisoxazolines and 3-phenylisoxazoles by contacting a benzyl halide, a nitrite and an olefin or acetylenic compound, respectively, in the presence of a phase transfer agent.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: June 12, 1990
    Assignee: W. R. Grace & Co.-Conn.
    Inventor: Sheldon B. Markofsky
  • Patent number: 4933468
    Abstract: Amide-imides are prepared by reacting carbon monoxide with an ortho dihalide aromatic compound or a cis-1,2-vinyl dihalide having an isolated halogen function, and with an amine, in the presence of palladium catalyst and a base. The process is preferably conducted in the presence of a dipolar aprotic solvent as a liquid reaction medium.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: June 12, 1990
    Assignee: Eastman Kodak Company
    Inventors: Robert J. Perry, S. Richard Turner
  • Patent number: 4933467
    Abstract: Cyclic imides are prepared by reacting carbon monoxide with an ortho dihalide aromatic compound or a cis-1,2-vinyl dihalide and an amide in the presence of palladium catalyst and a base. The process is preferably conducted in the presence of a dipolar aprotic solvent as a liquid reaction medium.
    Type: Grant
    Filed: September 11, 1989
    Date of Patent: June 12, 1990
    Assignee: Eastman Kodak Company
    Inventors: Robert J. Perry, S. R. Turner
  • Patent number: 4933466
    Abstract: Cyclic imides are prepared by reacting carbon monoxide with an ortho dihalide aromatic compound or a cis-1,2-vinyl dihalide and an amine in the presence of palladium catalyst and a base. The process is preferably conducted in the presence of a dipolar aprotic solvent as a liquid reaction medium.Acyclic imides are prepared by reacting CO with an activated halide and an amide (primary or secondary) in the presence of a Pd catalyst and a base.
    Type: Grant
    Filed: January 17, 1989
    Date of Patent: June 12, 1990
    Assignee: Eastman Kodak Company
    Inventors: Robert J. Perry, Sam R. Turner
  • Patent number: 4931443
    Abstract: A piperazine compound represented by the general formula: ##STR1## (wherein each of the symbols is as defined above) or a pharmaceutically acceptable acid addition salt thereof, and pharmaceutical uses thereof as well as intermediates thereof are disclosed. The above piperazine compounds possess antipsychotic activities with less adverse reaction on the extrapyramidal system and are useful as drugs.
    Type: Grant
    Filed: June 24, 1988
    Date of Patent: June 5, 1990
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Toru Nakao, Kenji Morita, Minoru Obata, Yasuto Morimoto