Search Patents
  • Patent number: 4720506
    Abstract: Phenylacetic acid derivatives of the formula: ##STR1## wherein R.sup.1 is hydrogen or ##STR2## wherein R.sup.5 is an alkyl group of 1-6 carbon atoms or an aryl group; R.sup.2 and R.sup.3 are independently hydrogen or an alkyl group of 1-4 carbon atoms; R.sup.4 is hydrogen or an alkyl group of 1-4 carbon atoms, have been found to possess immunomodulating activity.
    Type: Grant
    Filed: May 4, 1987
    Date of Patent: January 19, 1988
    Assignees: Nippon Shinyaku Company, Limited, Mitsubishi Chemical Industries Limited
    Inventors: Hiroaki Munakata, Makio Kobayashi, Kazuo Wagatsuma, Shigeru Sato, Makoto Tsurufuji, Hiroshi Enomoto, Makoto Sugiyama, Yoshihisa Shibata, Iwao Morita
  • Patent number: 4720354
    Abstract: There is provided an aroma composition containing 1,5,8,8-tetramethylbicyclo[8.1.0]undec-5-en-2-one. This sesquiterpene ketone has an aroma reminiscent of a variety of odors based on the strong powdery, woody note and furthermore has high diffusivity and retentivity and accords well with a number of perfume, fragrance and flavor materials.
    Type: Grant
    Filed: November 15, 1985
    Date of Patent: January 19, 1988
    Assignee: Kuraray Co., Ltd.
    Inventor: Yoshinori Asakawa
  • Patent number: 4720592
    Abstract: The reaction mixture obtained by oxidation of cyclohexane using a cobalt catalyst is extracted with water to remove undesirable oxidation products such as diacids, hydroxy acids, and cobalt catalyst. The resulting mixture is then hydrogenated using a fixed bed hydrogenation catalyst to convert cyclohexyl hydroperoxide to cyclohexanol and cyclohexanone.
    Type: Grant
    Filed: September 5, 1986
    Date of Patent: January 19, 1988
    Assignee: E. I. Du Pont de Nemours and Company
    Inventors: Usamah N. Besmar, John B. Lyon, Francis J. Miller, Michael T. Musser
  • Patent number: 4719229
    Abstract: Novel 3-hydroxy-3-methylglutaryl-coenzyme A (HMG-CoA) reductase inhibitors which are useful as antihypercholesterolemic agents are represented by the following structural formulae (I) and (II): ##STR1## are disclosed.
    Type: Grant
    Filed: May 13, 1987
    Date of Patent: January 12, 1988
    Assignee: Merck & Co., Inc.
    Inventors: Robert A. Reamer, Laszlo R. Treiber
  • Patent number: 4716178
    Abstract: Novel compounds which are 2,6-di-t-butylphenols substituted on the 4 position by an anilino group, which anilino group is substituted by a group which includes carboxyl, tetrazolyl or N-methyltetrazolyl are useful as inhibitors of leukotriene synthesis and as antiallergic agents. Pharmaceutical compositions containing such compounds and pharmacological methods for use of such compounds are also disclosed.
    Type: Grant
    Filed: August 27, 1986
    Date of Patent: December 29, 1987
    Assignee: Riker Laboratories, Inc.
    Inventors: Robert A. Scherrer, Mark A. Rustad
  • Patent number: 4716246
    Abstract: A process for the preparation of (S)- or L-3-(3,4-dihydroxyphenyl)alanine (L-dopa) is described. The process utilizes water as reaction process solvent and proceeds via formation of an intermediate which can be kinetically resolved in a polar solvent to a precursor of the desired isomer and in which the undesired isomer can be efficiently racemized for reuse.
    Type: Grant
    Filed: August 22, 1986
    Date of Patent: December 29, 1987
    Assignee: Merck & Co., Inc.
    Inventors: Donald F. Reinhold, Torleif Utne, Newton L. Abramson
  • Patent number: 4714713
    Abstract: The invention provides a phenylalanine derivative having the structural formula: ##STR1## and salts thereof. The derivatives and salts are useful for promoting the absorption of medicaments such as insulin.
    Type: Grant
    Filed: August 28, 1986
    Date of Patent: December 22, 1987
    Assignee: Ajinomoto Co., Inc.
    Inventors: Koji Fukushima, Yoshiko Seto, Kazuhiro Kawada, Koji Toi, Izumi Kumashiro
  • Patent number: 4714782
    Abstract: A process for preparing an optically active 2-substituted or unsubstituted-4-hydroxy-2-cyclopentenone of the formula: ##STR1## wherein R is a hydrogen atom, an allyl group or a propargyl group, which comprises reacting the corresponding 2-substituted or unsubstituted-4-hydroxy-2-cyclopentenone of the formula: ##STR2## wherein R is defined above with a lactone chosen from (1R,5S)-6,6-dimethyl-4-hydroxy-3-oxabicyc lo[3.1.0]hexan-2-one or (1S,5R)-6,6-dimethyl-4-hydroxy-3-oxabicyclo[3.1.0]hexan-2-one in a molar ratio of 1.5 - 2:1 in the presence of p-toluenesulfonic acid or benzenesulfonic acid in the coexistence of an organic solvent under elimination of water as an azeotropic mixture with the organic solvent to obtain a reaction mixture comprising (1R,5S)-6,6-dimethyl-3-oxa-4(R)-[1(R)-4-oxo-2-substituted or unsubstituted-2-cyclopentenyloxy]bicyclo[3.1.0]hexan-2-one or (1S,5R)-6,6-dimethyl-3-oxa-4(S)-[1(S)-4-oxo-2-substituted or unsubstituted-2-cyclopentenyloxy]bicyclo[3.1.
    Type: Grant
    Filed: February 12, 1985
    Date of Patent: December 22, 1987
    Assignee: Sumitomo Chemical Co., Ltd.
    Inventors: Masayoshi Minai, Yuji Ueda
  • Patent number: 4714781
    Abstract: The production of a 4-lower alkyl or 4-phenyl ring-substituted phenyl lower alkyl ketone, e.g. 4-methylacetophenone, 4-ethylacetophenone or 4-phenylacetophenone, is carried out by reacting a lower alkyl- or phenyl-substituted benzene, e.g. toluene, ethylbenzene, or biphenyl, with a lower alkanoic acid, e.g. acetic acid, at an elevated temperature in the presence of a medium pore, pentasil-type molecular sieve, e.g. an H-ZSM-5 zeolite, a silicalite or an AMS-1B borosilicate, as catalyst.
    Type: Grant
    Filed: March 27, 1986
    Date of Patent: December 22, 1987
    Assignee: Hoechst Celanese Corporation
    Inventor: Balaram B. G. Gupta
  • Patent number: 4713490
    Abstract: A process for the preparation of alkylthioacetamidines by the reaction of chloroacetonitrile with ammonium halide in the presence of a catalyst followed by reaction of the resultant chloroacetamidine with an alkyl mercaptan in the presence of an acid acceptor.
    Type: Grant
    Filed: November 27, 1985
    Date of Patent: December 15, 1987
    Assignee: Bayer Aktiengesellschaft
    Inventors: Michael Arndt, Hans P. Sehnem
  • Patent number: 4713392
    Abstract: A compound of formula IIR.sub.A CH.sub.2 COCHDR.sub.bin which formula:R.sub.A represents a group ArCR.sub.1 R.sub.2 -- in which Ar represents a phenyl or naphthyl group optionally substituted by one or more halogen, alkoxy, haloalkoxy, methylenedioxy or C.sub.1 -C.sub.6 alkyl or haloalkyl groups;R.sub.1 and R.sub.2 together with the carbon to which they are attached jointly represent a C.sub.3 -C.sub.6 cycloalkyl group optionally substituted by one or more halogen atoms or C.sub.1 -C.sub.6 cycloalkyl groups andR.sub.B represents the residue of an alcohol R.sub.B CHDOH in which D is hydrogen or cyano and of which the [IR, cis]2,2-dimethyl-3-(2,2-dibromovinyl)cyclopropane carboxylic ester is signficantly insecticidal.
    Type: Grant
    Filed: May 10, 1985
    Date of Patent: December 15, 1987
    Assignee: National Research Development Corporation
    Inventors: Michael Elliott, Norman F. Janes, Bhupinder P. S. Khambay
  • Patent number: 4711895
    Abstract: A 4-hydroxy-2-cyclopentenone represented by the following formula (I) ##STR1## wherein X represents a hydrogen or halogen atom, A represents a hydrogen atom and B represents a hydroxyl group, or A and B are bonded to each other to represent a bond, R.sup.1 represents a substituted or unsubstituted alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, R.sup.2 represents a substituted or unsubstituted alkyl, alkenyl or alkynyl group having 1 to 10 carbon atoms, and R.sup.3 represents a hydrogen atom or a protective group for a hydroxyl group, provided that R.sup.2 is not a 2-octenyl, 8-acetoxy-2-octenyl or 2,5-octadienyl group. The compounds of formula (I) in which A is hydrogen and B is hydroxyl group are prepared by subjecting a 5-unsubstituted cyclopentenone and an aldehyde to aldol condensation reaction. The compounds of formula (I) in which A and B form a bond is prepared by subjecting the compounds of the formula (I) in which A is hydrogen and B is hydroxyl group to dehydration.
    Type: Grant
    Filed: October 22, 1985
    Date of Patent: December 8, 1987
    Assignee: Teijin Limited
    Inventors: Atsuo Hazato, Satsohi Sugiura, Seizi Kurozumi, Ryoji Noyori
  • Patent number: 4710515
    Abstract: Novel compounds which are 2,6-di-tertiary-butylphenols substituted in the 4 position by an acylaminophenyl group, which acylaminophenyl group is substituted by a moiety which includes a carboxyl group, are useful as inhibitors of leukotriene biosynthesis and as antiallergic agents.
    Type: Grant
    Filed: March 17, 1987
    Date of Patent: December 1, 1987
    Assignee: Riker Laboratories, Inc.
    Inventors: Alan R. Kirk, Robert A. Scherrer
  • Patent number: 4708962
    Abstract: This invention relates to antitumor compositions, and a method for inhibiting, remitting or controlling the growth of tumors or tumor cells utilizing antitumor compositions. More particularly, the antitumor compositions comprise, as active ingredient, an antitumor effective amount of halogenated chamigrenes extracted and derived from red alga and sea hares which diet upon red alga.
    Type: Grant
    Filed: September 4, 1985
    Date of Patent: November 24, 1987
    Assignee: Harbor Branch Oceanographic Institution, Inc.
    Inventors: Tatsuo Higa, Kenneth M. Snader
  • Patent number: 4709097
    Abstract: 4-oxa-aldehydes are prepared by catalytic isomerization of a 1,3-dioxane using an acidic zeolite catalyst.
    Type: Grant
    Filed: April 14, 1986
    Date of Patent: November 24, 1987
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Franz Merger, Rolf Fischer
  • Patent number: 4708966
    Abstract: The present invention relates to novel specifically-substituted phenyl compounds, especially substituted di-tert-butyl phenol derivatives, which are effective as anti-inflammatory, analgesic and/or antipyretic agents. These phenyl compounds are substituted with a low molecular weight alkyl chain which terminates in a specific unsaturated functional group. These unsaturated functionalities are --C.tbd.CH, C.dbd.CH.sub.2, C.dbd.C.dbd.CH.sub.2, and aldehydes in the form of their acetals.The present invention further relates to pharmaceutical compositions which contain an anti-inflammatory agent of the present invention and a pharmaceutically-acceptable carrier.Finally, the present invention relates to methods for treating diseases characterized by inflammation, such as rheumatoid arthritis and osteoarthritis, in humans or lower animals.
    Type: Grant
    Filed: June 27, 1986
    Date of Patent: November 24, 1987
    Assignee: The Procter & Gamble Company
    Inventors: Maurice E. Loomans, Randall S. Matthews, Joseph A. Miller
  • Patent number: 4709095
    Abstract: Ortho-aminomethylphenol compounds of the formula: ##STR1## wherein X is hydrogen or halogen, R is hydrogen or alkyl having 1 to 4 carbon atoms and A is alkyl having 1 to 4 carbon atoms, phenyl, benzyl or a bivalent radical selected from --(CH.sub.2).sub.3 -- and --O(CH.sub.2).sub.2 -- and joined together with the 3 or 5 position of the benzene nucleus to form a bicycle, or pharmaceutically acceptable salts thereof, a method of preparing said compounds and a pharmaceutical composition containing said compounds, are disclosed.Such compounds exhibit antiinflammatory, analgesic, diuretic and antihypertensive activities, so they are useful in the treatment for diseases caused by inflammation, edema or hypertension.
    Type: Grant
    Filed: March 25, 1986
    Date of Patent: November 24, 1987
    Assignee: Yoshitomi Pharmaceutical Industries, Ltd.
    Inventors: Tsutomu Yamanaka, Osamu Yaoka
  • Patent number: 4704480
    Abstract: A novel process is described for the production of aliphatic ketones and an optional consequetive production of the corresponding carbinols. The starting reactants comprise ketones or aldehydes or compounds capable of converting to these in situ, such as alcohols. The reaction takes place in the presence of hydrogen in a selective temperature range, utilizing a catalyst comprising copper oxide.
    Type: Grant
    Filed: August 4, 1986
    Date of Patent: November 3, 1987
    Assignee: Allied Corporation
    Inventors: Fred J. Gefri, Divakaran Masilamani, Andiappan K. S. Murthy
  • Patent number: 4704479
    Abstract: Methylol ketones are produced by reacting a ketone with an aldehyde in the presence of a tertiary amine catalyst. The resulting polyols undergo the reactions common to beta hydroxy ketones, specifically, condensation reactions and substitution reactions involving the hydroxyl functionality; and addition reactions involving the carbonyl group. Each polyol molecule of the invention has from one to six hydroxyl groups in the beta position relative to the carbonyl group. The polyols are further characterized by complete water solubility and compatibility with a wide range of polymers, rendering these polyols useful as extenders and co-reactants.
    Type: Grant
    Filed: September 30, 1982
    Date of Patent: November 3, 1987
    Assignee: BTL Inc.
    Inventors: Paul R. Warnes, James T. Henderson, John P. Leja
  • Patent number: 4704475
    Abstract: A process is provided for preparing 3-hydroxy-3-phenyl-butan-2-one, useful in the preparation of acifran, in high yields by reacting 2,3-butanedione with the appropriate Grignard reagent at low temperature in tetrahydrofuran or admixtures thereof with toluene.
    Type: Grant
    Filed: June 2, 1986
    Date of Patent: November 3, 1987
    Assignee: American Home Products Corporation (Del.)
    Inventors: James S. Farina, Corbin L. Cummings