Patents Examined by Joseph Paul Brust
  • Patent number: 5489580
    Abstract: Novel compounds and use therefor in treating neoplastic and immune system disorders are disclosed. The compound of the present invention comprises a substituted lysophospholipid, which includes a C12 to C20 alkyl ether, a C12 to C20 thioether, or a substituted C3 to C6 heterocycle containing at least two ring heteroatoms, selected from the group consisting of nitrogen, oxygen, sulfur and combinations thereof; and also includes a choline group or a C4 to C7 heterocycle containing heteroatoms selected from the group consisting of nitrogen, oxygen, sulfur and combinations thereof.The method for treating neoplastic or immune system disorders includes administering an effective dose of a compound of the present invention in a therapeutic manner. Effective doses of these compounds result in cytotoxic effects upon various leukemic cell lines.The compounds of this invention have the advantage that these compounds possess antineoplastic and immunomodulatory characteristics.
    Type: Grant
    Filed: November 5, 1992
    Date of Patent: February 6, 1996
    Assignee: University of Connecticut
    Inventors: Alexandros Makriyannis, Richard I. Duclos, Jr., Donna J. Fournier
  • Patent number: 5488159
    Abstract: A compound of the formula [I]: ##STR1## wherein X is hydrogen, lower alkyl, lower alkoxy or halogen; .about. is any configuration of E-isomer, Z-isomer or a mixture thereof is produced by reacting a compound of the formula [II] ##STR2## wherein X and .about. are as defined above; W is --CN or --COOR; and R is a lower alkyl, with methylamine in the presence of methanol. The compound [I] is useful for an agricultural fungicide. An intermediate used for producing the compound [I] is also disclosed.
    Type: Grant
    Filed: August 25, 1994
    Date of Patent: January 30, 1996
    Assignee: Shionogi & Co., Ltd.
    Inventors: Akira Takase, Hiroyuki Kai, Kuniyoshi Nishida, Shoji Shinomoto, Masahiko Nagai
  • Patent number: 5488130
    Abstract: A novel intermediate useful in the synthesis of 2-hydroxypropyl iminodiacetic acid is disclosed. The intermediate can be formed by contacting 2-hydroxypropyl amine with glycolonitrile to form an aminonitrile which can be hydrolyzed and contacted with additional glycolonitrile to form the nitrile intermediate which can be converted to 2-hydroxylpropyl iminodiacetic acid via hydrolysis.
    Type: Grant
    Filed: March 31, 1995
    Date of Patent: January 30, 1996
    Assignee: The Dow Chemical Company
    Inventors: Phillip S. Athey, Druce K. Crump, David A. Wilson
  • Patent number: 5488169
    Abstract: A method of producing tetrakis(pentafluorophenyl)borate derivatives of the formula [(C.sub.6 F.sub.5).sub.4 B].sub.2-n MgX.sub.n wherein n denotes an integer of 0 or 1 and X denotes a halogen atom, using pentafluorophenylmagnesium derivatives of the formula (C.sub.6 F.sub.5).sub.2-n MgX.sub.n, wherein n denotes an integer of 0 or 1 and X denotes a halogen atom, as a source of the pentafluorophenyl group.
    Type: Grant
    Filed: December 21, 1993
    Date of Patent: January 30, 1996
    Assignee: Tosoh Akzo Corporation
    Inventors: Yoshihiko Ikeda, Takeo Yamane, Eiichi Kaji, Kenji Ishimaru
  • Patent number: 5488129
    Abstract: Ethylenically unsaturated aliphatic nitriles, for example the linear pentenenitriles, are converted/hydrocyanated into their corresponding dinitriles, for example adiponitrile, by reacting such nitriles with hydrogen cyanide, in an aqueous reaction medium which comprises (1) a catalytically effective amount of a transition metal compound and a sulfonated phosphine, together with (2) a cocatalytically effective amount of at least one Lewis acid; the Lewis acid cocatalyst promotes the linearity of the final product dinitriles and/or prolongs the useful life of the catalyst.
    Type: Grant
    Filed: November 3, 1994
    Date of Patent: January 30, 1996
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Huser, Robert Perron
  • Patent number: 5486643
    Abstract: 2-Methyl-3-butenenitrile is efficiently and readily converted into a linear pentenenitrile, notably 3-pentenenitrile, a valuable intermediate for the production of adiponitrile, by isomerizing same in the presence of a catalytically effective amount of an aqueous solution of at least one sulfonated phosphine and at least one transition metal compound.
    Type: Grant
    Filed: October 11, 1994
    Date of Patent: January 23, 1996
    Assignee: Rhone-Poulenc Chimie
    Inventors: Marc Huser, Robert Perron
  • Patent number: 5486539
    Abstract: A class of substituted phenylacetonitrile-alkylaminoalkyl-ortho-substituted aryl compounds having immunosuppressive properties is described. Compounds of this class would be useful in reducing recipient rejection of transplanted organs and for treatment of autoimmune or inflammatory diseases. Compounds of particular interest are of the formula ##STR1## wherein m is one or two; wherein n is a number selected from one to five, inclusive; wherein R.sup.1 is selected from hydrido, alkyl, hydroxyalkyl, cycloalkyl, cycloalkylalkyl, alkoxyalkyl, alkenyl and alkynyl; wherein R.sup.6 is selected from loweralkyl; wherein each of R.sup.8, R.sup.9, R.sup.10 and R.sup.12 through R.sup.16 is independently selected from hydrido, hydroxy, alkyl, hydroxyalkyl, alkoxy, alkenyl, alkynyl, alkylcarbonyl, alkoxycarbonyl, alkylcarbonylalkenyl, alkylaminocarbonyl and alkoxyalkyl; with the proviso that at least one of R.sup.12 and R.sup.
    Type: Grant
    Filed: March 1, 1994
    Date of Patent: January 23, 1996
    Assignee: G. D. Searle & Co.
    Inventors: Chi-Dean Liang, John P. McKearn, John M. Farah, Jr., Richard A. Mueller
  • Patent number: 5481019
    Abstract: Alkali metal salts of cyanoacetone are prepared by reacting an acetonitrile, an acetic acid ester and an alkali metal alkoxide without distilling off the alcohol formed during the reaction. The reaction products are obtained with high yields and high purity.
    Type: Grant
    Filed: April 7, 1994
    Date of Patent: January 2, 1996
    Assignee: Huels Aktiengesellschaft
    Inventors: Jurgen Muhr, Marcel Feld
  • Patent number: 5481018
    Abstract: A novel intermediate useful in the synthesis of alpha-alanine diacetic acid or its salts is disclosed. The intermediate can be formed by contacting alanine with glycolonitrile under alkaline conditions or glycine with lactonitrile to form an aminonitrile which can be hydrolyzed and then contacted with additional glycolonitrile to form the nitrile intermediate which can be converted to alpha-alanine diacetic acid via hydrolysis.
    Type: Grant
    Filed: March 31, 1995
    Date of Patent: January 2, 1996
    Assignee: The Dow Chemical Company
    Inventors: Phillip S. Athey, David A. Wilson, Druce K. Crump
  • Patent number: 5478963
    Abstract: The present invention describes the novel intermediates 2,3-difluoro-6-nitrobenzonitrile and 2-chloro-5,6-difluorobenzonitrile, a process for their preparation and their advantageous use for the preparation of 2,3,6-trifluorobenzoic acid, which in turn is a valuable intermediate for the preparation of insecticides and antibacterial agents. The intermediates according to the invention are prepared from 2,3,4-trifluoronitrobenzene by fluorine/cyanide exchange and subsequent denitrating chlorination. 2,3,6-Trifluorobenzoic acid can be prepared from the novel intermediates, in a manner known per se in the literature, by simple chlorine/fluorine exchange and subsequent hydrolysis in a process which overall is industrially advantageous and economically favorable.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: December 26, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ralf Pfirmann, Theodor Papenfuhs
  • Patent number: 5476960
    Abstract: An .alpha.-aminonitrile compound derived from the reaction, in the presence of a cyanide source of (1) a bisulfite adduct of a carbonyl compound selected from the group consisting of an aldehyde and a ketone with (2) a fatty alkyl alkylene diamine containing two reactible amino functionalities which is of the formula RNHR.sub.1 NH.sub.2, where R is fatty alkyl and R.sub.1 is lower alkylene of up to six carbon atoms.
    Type: Grant
    Filed: April 7, 1994
    Date of Patent: December 19, 1995
    Assignee: Akzo Nobel N.V.
    Inventors: Alison A. Fleming, Robert F. Farmer, James F. Gadberry
  • Patent number: 5475131
    Abstract: Aminomethylenated glutaconic acid dinitriles of the formula ##STR1## in which R.sup.1 and R.sup.2 independently of one another represent hydrogen, straight-chain or branched C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.8 -alkenyl, C.sub.2 -C.sub.8 -alkoxyalkyl, C.sub.4 -C.sub.8 -alkoxyalkenyl, C.sub.3 -C.sub.8 -cycloalkyl, C.sub.6 -C.sub.12 -aryl, C.sub.7 -C.sub.10 -aralkyl or a 5- to 8-membered, saturated or unsaturated heterocyclic ring containing 1 or 2 heteroatoms from the group comprising N, O and S,are obtained by reacting 3-amino-acrylonitriles of the formula ##STR2## in which the radicals R.sup.1 and R.sup.2 have the meaning mentioned, with one another at from 0.degree. to 100.degree. C. in the presence of at least 0.5 equivalents of an acidic compound.
    Type: Grant
    Filed: December 8, 1994
    Date of Patent: December 12, 1995
    Assignee: Bayer Aktiengesellschaft
    Inventor: Helmut Kraus
  • Patent number: 5473095
    Abstract: The present invention relates to a process for the preparation of compounds of the formula ##STR1## in which R.sup.1 is --CN, --COOH, --COOR', R' being an organic radical having 1 to 6 carbon atoms, --CONH.sub.2, --COCl or --CHO and R.sup.2 is H or Cl, which comprises reacting a compound of the formula ##STR2## in which R.sup.1 is as defined above and R.sup.3 is H or Cl, with a chlorinating agent in the presence of a chlorination catalyst at -10.degree. to 200.degree. C.
    Type: Grant
    Filed: January 27, 1994
    Date of Patent: December 5, 1995
    Assignee: Hoechst Aktiengesellschaft
    Inventors: Ralf Pfirmann, Theodor Papenfuhs, Georg Weichselbaumer
  • Patent number: 5472958
    Abstract: Selective and potent cholinergic ligands selective for neuronal nicotinic cholinergic channel receptors, which ligands have the formula: ##STR1## as well as pharmaceutically-acceptable salts or prodrugs thereof, which are useful in the treatment of dementias, attentional hyperactivity disorder, or substance abuse withdrawal characterized by decreased cholinergic function, one of which is also an analgesic agent, and one of which is an agent useful for treating anxiety associated with cognitive impairment.
    Type: Grant
    Filed: August 29, 1994
    Date of Patent: December 5, 1995
    Assignee: Abbott Laboratories
    Inventors: David E. Gunn, Jr., Richard L. Elliott, Nan-Horng Lin, Hana A. Kopecka, Mark W. Holladay
  • Patent number: 5470994
    Abstract: Sulfonium and oxysulfonium salts, useful as photoinitiators, have directly attached to the sulfur atom thereof:at least one aromatic or heterocyclic aromatic substituent containing at least 14 aromatic atoms and having a removable positive hydrogen ion, said substituent exhibiting a higher energy occupied molecular orbital than at least one other substituent directly attached to said sulfur atom;and at least one substituent comprising an electron withdrawing group and exhibiting a lower energy unoccupied molecular orbital than at least one other substituent directly attached to said sulfur atom;said salt being capable, upon exposure to visible radiation, of undergoing irreversible intramolecular rearrangement to form a Bronsted acid comprising the anion of said salt and said removable positive hydrogen ion.
    Type: Grant
    Filed: April 5, 1990
    Date of Patent: November 28, 1995
    Assignee: Eastman Kodak Company
    Inventors: Franklin D. Saeva, David T. Breslin
  • Patent number: 5468774
    Abstract: There are disclosed compounds of the formula: ##STR1## wherein X is O;R.sup.1 and R.sup.2 are each, independently, hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.3 -C.sub.20 cycloalkyl, phenylloweralkyl, or substituted phenylloweralkyl substituted by halo, lower alkyl, lower alkoxy, halo lower alkyl, amino, monoloweralkylamino, diloweralkylamino or sulfonamido;A is O, S, NR, or a chemical bond;R, if present, is hydrogen or loweralkyl;m is 0-15;n is 3-12;p is 0-15,where m+p=2-15;and the pharmacologically acceptable salts thereof. Also disclosed is a method for treating immunoimmflammatory conditions in mammals which comprises administering to a mammal so afflicted an effective amount of a compound having the formula above wherein X, R.sup.1, R.sup.2, A, R, if present, m and p are as listed above and n=3-12 and m+p=2-15.
    Type: Grant
    Filed: March 14, 1995
    Date of Patent: November 21, 1995
    Assignee: American Home Products Corporation
    Inventors: Guy A. Schiehser, Craig E. Caufield, Nancie A. Senko, Gregory F. VonBurg
  • Patent number: 5466837
    Abstract: An ethylene stream which contains ethane as an impurity or a propylene stream which contains propane as an impurity is subjected to adsorption at a temperature of 50.degree. to 200.degree. C. in a bed of adsorbent which selectively adsorbs ethylene or propylene, thereby adsorbing substantially all of the ethylene or propylene. The purified ethylene or propylene stream is then subjected to partial oxidation in the presence of oxygen and, optionally ammonia to produce various partial oxidation products. The process is operated on a low per pass conversion with recycle of unreacted ethylene or propylene. In the system of the invention the adsorption unit may be upstream or downstream of the partial oxidation reactor.
    Type: Grant
    Filed: April 22, 1994
    Date of Patent: November 14, 1995
    Assignee: The BOC Group, Inc.
    Inventors: Ramakrishnan Ramachandran, Loc H. Dao
  • Patent number: 5466858
    Abstract: Straight-chain acrylonitrile dimers including 1,4-dicyanobutene, 1,4-dicyanobutadiene and adiponitrile are produced at a high selectivity by dimerizing acrylonitrile in the presence of a ruthenium catalyst, and in the presence of a straight-chain dimer selectivity-enhancing agent comprising at least one member selected from(A) substituted benzoic acids, except for monoalkylbenzoic acids, having at least one substituent and preferably exhibiting a pKa of 1.50 to 6.0 determined in water at an ionic strength of 0 to 0.1 mole/liter at 25.degree. C.;(B) hetero atom-containing acyclic carboxylic acids having at least one substituent having a sulfur or nitrogen atom attached to a carbon atom located in an .alpha.- on .beta.
    Type: Grant
    Filed: August 30, 1994
    Date of Patent: November 14, 1995
    Assignee: Ube Industries, Ltd.
    Inventors: Ryoji Sugise, Kouichi Kashiwagi, Masashi Shirai, Toshihiro Shimakawa
  • Patent number: 5466857
    Abstract: A process for the reduction in the amount of waste material generated during the manufacture of acrylonitrile comprising introducing an additional amount of oxygen containing gas, preferably air, in the substantial absence of any oxygenate compounds, into the upper portion of the fluid bed reactor to react with at least some of the unreacted ammonia to reduce the amount of unreacted ammonia present in the reactor effluent.
    Type: Grant
    Filed: August 10, 1994
    Date of Patent: November 14, 1995
    Assignee: The Standard Oil Company
    Inventors: Vincent G. Reiling, Jeffrey E. Rinker, Timothy R. McDonel, Joseph C. Sarna
  • Patent number: RE35096
    Abstract: Novel pyrrolecarboxylic acid derivatives represented by the following formula: ##STR1## where R.sup.1 is a hydrogen atom, an alkyl group of 5 to 25 carbon atoms or an alkenyl group of 5 to 25 carbon atoms, R.sup.2 is a hydrogen atom, a phenyl group or an optionally substituted alkyl group of 1 to 10 carbon atoms, and R.sup.3 is a hydrogen atom, an alkyl group of 5 to 25 carbon atoms or an alkenyl group of 5 to 25 carbon atoms, or pharmaceutically acceptable salts thereof are provided.The compounds are highly effective in reducing the level of triglyceride or cholesterol in serum, and useful as an active ingredient of a pharmaceutical composition for treating hyperlipemia and arteriosclerosis.
    Type: Grant
    Filed: January 21, 1994
    Date of Patent: November 21, 1995
    Assignee: Mitsubishi Chemical Corporation
    Inventors: Masao Taniguchi, Kohei Umezu, Tadashi Shirasaka, Shinya Inoue, Tetsuro Shinpuku, Masayuki Mitsuka, Mayumi Hirata