Patents Examined by Nicky Chan
  • C-glycoside analogues of N-(4-hydroxyphenyl)retinamide-O-glucuronide
    Patent number: 5599953
    Abstract: The present invention provides breast cancer chemopreventive arylamide analogues of retinoic acid, more particularly C-glycoside analogues of N-(4-hydroxyphenyl)retinamide-O-glucuronide and N-glycoside analogue of retinoyl .beta.-glucuronide that resist both .beta.-glucuronidase mediated enzymatic hydrolysis as well as acid catalyzed hydrolysis. Specifically, the drugs include 4-(retinamido)phenyl-C-glucuronide; 4-(retinamido)phenyl-C-glucoside; 4-(retinamido)benzyl-C-xyloside; 4-(retinamido)benzyl-C-glucoside; 4-(retinamido)benzyl-C-glucuronide; 4-(retinamido)phenyl-C-xyloside, 1-(B-D-glucopyranosyl) retinamide and 1-(D-glucopyranosyluronosly) retinamide. The invention also relates to a method for making such drugs.
    Type: Grant
    Filed: May 26, 1995
    Date of Patent: February 4, 1997
    Assignee: The Ohio State Research Foundation
    Inventors: Robert W. Curley, Jr., Michael J. Robarge
  • Syntheses of D-chiro-3-inosose and (+)-D-chiro inositol
    Patent number: 5600014
    Abstract: There are described novel biocatalytic and chemical processes for the synthesis of various oxygenated compounds. Particularly, there are described processes for the synthesis of a useful synthon 12 made by reacting a protected diol (acetonide) with permaganate under appropriate conditions. Such synthon is useful of the synthesis of various pharmaceutically important compounds such as D-chiro-inositol and D-chiro-3-inosose. Also, there are disclosed novel compounds, including specifically the synthon 12 and compounds derived therefrom.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: February 4, 1997
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: Tomas Hudlicky, Martin Mandel
  • Methods of producing carboxylic acid ester derivatives and intermediates for use in the methods
    Patent number: 5599952
    Abstract: Methods of producing carboxylic acid ester derivatives of formulae (I) and (II), which are useful, for instance, as intermediates for producing an anti-hypercholesterolemic agent having an inhibitory effect on HMG-CoA Reductase: ##STR1## wherein R.sup.1 and R.sup.2 are independently a protective group for hydroxyl group, or R.sup.1 and R.sup.2 integrally constitute a protective group for hydroxyl groups; R.sup.3 is an alkyl group, or an aryl group; and R.sup.4 is a substituted aryl group, a substituted heterocyclic group, a substituted vinyl group, or a substituted cycloalkenyl group; and ##STR2## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are respectively the same as defined in the above formula (I), are disclosed. In addition, intermediates for use in these methods of producing the carboxylic acid ester derivatives are disclosed.
    Type: Grant
    Filed: May 18, 1995
    Date of Patent: February 4, 1997
    Assignee: Fujirebio Inc.
    Inventors: Masakatsu Matsumoto, Nobuko Watanabe, Eiko Mori, Hisako Kobayashi, Hiroshi Ikawa
  • Phospholipase A.sub.2 inhibitor
    Patent number: 5597943
    Abstract: The present invention relates to the new thielocin derivatives, which exhibit phospholipase A.sub.2 inhibitory activity of the formula: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5, R.sup.6, R.sup.7, and R.sup.8 are independently hydrogen, lower alkyl, lower alkoxy, hydroxy, or halogen;E.sub.1 and E.sub.2 are independently hydrogen, or an ester residue;m and n are independently an integer of 0 to 4;--Y-- is a bivalent group which is selected from the group consisiting of the following radicals: ##STR2## or the salts thereof.
    Type: Grant
    Filed: December 13, 1995
    Date of Patent: January 28, 1997
    Assignee: Shionogi & Co., Ltd.
    Inventors: Mitsuaki Ohtani, Shigeru Matsutani, Tadashi Yoshida, Kazushige Tanaka, Yasuhiko Fujii, Kazuhiro Shirahase
  • Sulfamide derivatives
    Patent number: 5596017
    Abstract: Novel pesticidal sulfamide derivatives of the formula ##STR1## in which X is halogen or C.sub.1 -C.sub.4 -halogenoalkyl,R.sup.1 is C.sub.1 -C.sub.4 -alkyl or C.sub.1 -C.sub.4 -halogenoalkyl,R.sup.2 is hydrogen or C.sub.1 -C.sub.4 -alkyl, andR.sup.3 is hydrogen, C.sub.1 -C.sub.4 -alkyl, C.sub.1 -C.sub.4 -alkoxycarbonyl or C.sub.1 -C.sub.4 -alkoxycarbonylmethyl.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: January 21, 1997
    Assignee: Nihon Bayer Agrochem K.K.
    Inventors: Yuichi Otsu, Yoshinori Kitagawa, Yumi Hattori, Katsuaki Wada, Toru Obinata
  • Polymorphs of crystalline mupirocin
    Patent number: 5594026
    Abstract: Two further crystalline polymorphic forms of the anti-infective agent mupirocin have been identified. Processes for the preparation thereof and the use thereof are described.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: January 14, 1997
    Assignee: SmithKline Beecham Group p.l.c.
    Inventors: Michael J. Greenway, Sarah D. Salt, Christopher E. Valder, Alan D. Curzons
  • Aminocycloalkanobenzodioxoles as beta-3 selective adrenergic agents
    Patent number: 5594027
    Abstract: The invention is antiobesity/antidiabetic/beta-3 agonists of the formula ##STR1## wherein the substituents R.sub.o, R.sub.1, R.sub.4, R.sub.4 ', R.sub.5, R.sub.6 or n are as defined in the specification.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: January 14, 1997
    Assignee: American Cyanamid Company
    Inventors: Joseph W. Epstein, Gary H. Birnberg, Gary E. Walker, Minu D. Dutia, Jonathan D. Bloom
  • Polyhydric phenol compound and positive resist composition comprising the same
    Patent number: 5587492
    Abstract: A polyhydric phenol compound of the formula: ##STR1## wherein R.sub.1 to R.sub.5 are independently a hydrogen atom, an alkyl group, an alkenyl group, a cycloalkyl group or an aryl group, provided that at least one of R.sub.1 and R.sub.2 is an alkyl group, an alkenyl group, a cycloalkyl group or an aryl group, and its quinone diazide sulfonate which gives a positive resist composition having improved sensitivity and a good depth of focus.
    Type: Grant
    Filed: April 18, 1995
    Date of Patent: December 24, 1996
    Assignee: Sumitomo Chemical Company, Limited
    Inventors: Jun Tomioka, Yasunori Uetani, Hirotoshi Nakanishi, Ryotaro Hanawa, Ayako Ida
  • Photochromic naphthopyrans
    Patent number: 5585042
    Abstract: Described are novel reversible photochromic naphthopyran compounds substituted at the number eight carbon atom on the naphtho portion of the naphthopyran ring with, for example, a methoxy group. Also described are polymeric organic host materials that contain or that are coated with such compounds. Optically clear articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., certain spiro(indoline)type compounds, are also described.
    Type: Grant
    Filed: November 28, 1994
    Date of Patent: December 17, 1996
    Assignee: Transitions Optical, Inc.
    Inventor: David B. Knowles
  • Process for preparing 4,4'-dinitrostilbene-2,2'-disulphonic acid and its salts
    Patent number: 5583252
    Abstract: The preparation of 4,4'-dinitrostilbene-2,2'-disulphonic acid by oxidation of 4-nitrotoluene-2-sulphonic acid with oxygen in alkaline medium in aqueous ether alcohol makes possible a simplified work-up.
    Type: Grant
    Filed: May 19, 1995
    Date of Patent: December 10, 1996
    Assignee: Bayer Aktiengesellschaft
    Inventors: Reinhard Schom acker, Helmut Waldmann, Hans-Joachim Traenckner
  • Preparation of tetrahydropyran-4-carboxylic acid and its esters
    Patent number: 5580994
    Abstract: A process for preparing tetrahydropyran-4-carboxylic acid and its esters of the formula I ##STR1## (R=H, C.sub.1 -C.sub.8 -alkyl, C.sub.3 -C.sub.8 -cycloalkyl, aryl, C.sub.7 -C.sub.12 -alkylphenyl and C.sub.7 -C.sub.12 -phenylalkyl) by reacting 2,7-dioxaspiro[4.4]nonane-1,6-dione II ##STR2## with water or alcohols IIIR--OH (III),in the presence of acidic catalysts at from 150.degree. to 350.degree. C. and from 0.01 to 100 bar.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: December 3, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: Rolf Fischer, Werner Schnurr, Norbert Goetz, Thomas Kuekenhoehner
  • Process for crystallization of L-phenylalanine monomethyl sulfate using added salt
    Patent number: 5581009
    Abstract: A process for improving the yield of crystallization of L-phenylalanine monomethyl sulfate from an aqueous solution containing L-phenylalanine and monomethyl sulfate, by adding an effective crystallization improving amount of a salt of an inorganic or organic acid with an alkali metal, an alkaline earth metal or ammonium, to the aqueous solution.
    Type: Grant
    Filed: April 12, 1995
    Date of Patent: December 3, 1996
    Assignee: Ajinomoto Co., Inc.
    Inventors: Toyoto Hijiya, Naoko Sugiyama, Tadashi Takemoto
  • Taste modifier and a method of modifying taste
    Patent number: 5580545
    Abstract: Taste modifier comprising a flavone derivative as an active ingredient of the general formula (I): ##STR1## wherein R.sub.1, R.sub.3, R.sub.4, R.sub.6 and R.sub.8 are independently a methoxy group or an hydrogen atom, R.sub.2 and R.sub.7 are methoxy groups, and R.sub.5 is a methoxy group or an hydroxy group, and a method of modifying taste, comprising adding a taste-modifying effective amount of the flavone derivative (I) to a product used in a mouth or an orally ingestible product. Various factors associated with taste can be modified, for example, the derivative can enhance sourness, reduce saltiness, inhibit unpleasant lasting of sweetness, enhance refreshing flavor and its continuity, reduce flavor associated with acetic acid, and enhance body, deliciousness and savor associated with the combination of these tastes.
    Type: Grant
    Filed: April 14, 1995
    Date of Patent: December 3, 1996
    Assignee: San-Ei Gen F.F.I., Inc.
    Inventors: Tsutomu Washino, Kazuhiko Oosaki, Masamitsu Moriwaki, Katsumasa Fujii, Chiyoki Yukawa, Tatsuo Akai, Kenshi Mitsunaga
  • Benzopyran derivatives and their use
    Patent number: 5580863
    Abstract: This invention relates to a compound represented by the formula: ##STR1## wherein B represents a hydrogen atom or a lower alkyl group; ring A represents a benzene ring which may have one or more substituents; .multidot..multidot..multidot..multidot..multidot. represents a single or double bond; Q.sub.1 represents the group represented by the formula, ##STR2## or a hydrocarbon residue substituted with the group represented by the formula, ##STR3## wherein X represents a bond or a spacer having a chain length of 1 to 4 atoms as the linear moiety which may have one or more side chains; R.sup.1 and R.sup.2, whether identical or not, independently represent a hydrogen atom or a lower alkyl, or may bind together to form a ring; Q.sub.2 represents a hydrogen atom, a hydrocarbon residue which may be substituted or a heterocyclic ring residue which may be substituted; or a salt thereof.
    Type: Grant
    Filed: May 13, 1994
    Date of Patent: December 3, 1996
    Assignee: Takeda Chemical Industries, Ltd.
    Inventors: Takashi Sohda, Shigehisa Taketomi, Tsuneo Oda
  • Syntheses of D-chiro-3-inosose and (+)-D-chiro inositol
    Patent number: 5578738
    Abstract: There are described novel biocatalytic and chemical processes for the synthesis of various oxygenated compounds. Particularly, there are described processes for the synthesis of a useful synthon 12 made by reacting a protected diol (acetonide) with permaganate under appropriate conditions. Such synthon is useful of the synthesis of various pharmaceutically important compounds such as D-chiro-inositol and D-chiro-3-inosose. Also, there are disclosed novel compounds, including specifically the synthon 12 and compounds derived therefrom.
    Type: Grant
    Filed: March 24, 1995
    Date of Patent: November 26, 1996
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: Tomas Hudlicky, Martin Mandel
  • Preparation of 2-substituted but-2-ene-1,4-dial-4-acetals and novel hemiacetals of glyoxal monoacetals
    Patent number: 5576449
    Abstract: The preparation of 2-substituted but-2-ene-1,4-dial-4-acetals of the formula I ##STR1## in which the substituents R.sup.1 to R.sup.4 stand for hydrogen or C.sub.1 -C.sub.6 aliphatic radicals, and R.sup.2 and R.sup.3 or R.sup.1 and R.sup.2 are in each case common members of an aliphatic 4-membered to 7-membered ring, which can contain a hetero atom, and R.sup.
    Type: Grant
    Filed: September 29, 1994
    Date of Patent: November 19, 1996
    Assignee: BASF Aktiengesellschaft
    Inventors: J urgen Frank, Johann-Peter Melder, Franz Merger, Tom Witzel
  • Arylamide analogues of N-(4-hydroxyphenyl) retinamide-o-glucuronide
    Patent number: 5574177
    Abstract: The present invention provides breast cancer chemopreventive arylamide analogues of retinoic acid, more particularly C-glycoside analogues of N-(4-hydroxyphenyl)retinamide-O-glucuronide that resist both .beta.-glucuronidase mediated enzymatic hydrolysis as well as acid catalyzed hydrolysis. Specifically, the drugs include 4-(retinamido)phenyl-C-glucuronide; 4-(retinamido)phenyl-C-glucoside; 4-(retinamido)benzyl-C-xyloside; 4-(retinamido)benzyl-C-glucoside; 4-(retinamido)benzyl-C-glucuronide; and 4-(retinamido)phenyl-C-xyloside.
    Type: Grant
    Filed: October 7, 1994
    Date of Patent: November 12, 1996
    Assignee: The Ohio State Research Foundation
    Inventors: Robert W. Curley, Jr., Michael J. Panigot
  • Substituted naphthopyrans
    Patent number: 5573712
    Abstract: Described are novel reversible photochromic naphthopyran compounds, examples of which are compounds having certain substituents at the number 5 and 6 carbon atoms of the naphtho portion of the naphthopyran and at the 2-position of the pyran ring. Certain substituents may also be present at the number 7, 8, 9 or 10 carbon atoms of the naphtho portion of the naphthopyran. Also described are organic host materials that contain or that are coated with such compounds. Articles such as ophthalmic lenses or other plastic transparencies that incorporate the novel naphthopyran compounds or combinations thereof with complementary photochromic compounds, e.g., spiro(indoline) type compounds, are also described.
    Type: Grant
    Filed: March 21, 1995
    Date of Patent: November 12, 1996
    Assignee: Transitions Optical, Inc.
    Inventors: Anil Kumar, Barry V. Gemert, David B. Knowles
  • Intermediates for the synthesis of 16-phenoxy-prostatrienoic acid derivatives and a preparing method thereof
    Patent number: 5571936
    Abstract: Intermediate compounds represented as formula (I) useful for the synthesis of 16-phenoxy-prostatrienoic acid derivatives and a preparing method thereof are disclosed. ##STR1## wherein R is tetrahydropyranyl, tetrahydrofuranyl, 2-ethoxyethyl, 3-t-butyldimethylsilyl triisopropylsilyl or triethylsilyl group; R.sup.1 and R.sup.2 are independently hydrogen or ester-forming group; P is hydrogen, trimethylsilyl or tri-n-butyltin; and wavy line means epistereoisomeric mixture.
    Type: Grant
    Filed: September 30, 1994
    Date of Patent: November 5, 1996
    Assignee: Korea Institute of Science and Technology
    Inventors: Hokoon Park, Sun Ho Jung, Yong Sup Lee, Ki Hong Nam
  • Process for the synthesis of vinyldioxo compounds
    Patent number: 5571931
    Abstract: An improved process for preparing a vinyl-substituted dioxo compound, in which process a vinyl aldehyde is reacted with a compound having three or more hydroxyl groups. In particular, the reaction is carried out, using an acid catalyst, in an organic solvent comprising an aliphatic solvent which forms a binary azeotrope with water as the reaction is driven to completion.
    Type: Grant
    Filed: May 5, 1995
    Date of Patent: November 5, 1996
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Basil V. Gregorovich