Patents Examined by Ba K. Trinh
  • Patent number: 5750730
    Abstract: Fluorine-containing dioxolane compounds and electrolytic solution compositions containing the fluorine-containing dioxolane compounds are disclosed. Lithium secondary batteries or electric double layer capacitors, having various improved characteristics such as improved charge and discharge cycle life or improved durability over a long period of time can be obtained by using the electrolytic solution compositions.
    Type: Grant
    Filed: December 31, 1996
    Date of Patent: May 12, 1998
    Assignee: Sanyo Chemical Industries, Ltd.
    Inventors: Tomoharu Nakano, Katsuji Shiono
  • Patent number: 5750562
    Abstract: The present invention relates to novel derivatives of 10-deacetylbaccatine III and of 10-deacetyl-14 .beta.-hydroxybaccatine III, having cytoxic and anti-tumoral activity. They are prepared starting from the so-called syntons or from other taxanes of natural origin, by selective oxidation of the hydroxyl in position 10 to keto function and subsequent esterification in position 13, if necessary, with isoserine chains variously substituted. The products of the invention can be administered by injection or orally, when suitably formulated.
    Type: Grant
    Filed: June 6, 1995
    Date of Patent: May 12, 1998
    Assignee: Indena S.p.A.
    Inventors: Ezio Bombardelli, Paolo De Bellis, Bruno Gabetta
  • Patent number: 5750737
    Abstract: A method for producing paclitaxel is accomplished by first esterifying C-7-CBZ baccatin III with a C3'-N-CBZ-C2'-O-protected (2R, 3S)-3-phenylisoserine side chain to form a first intermediate. Next, the carbobenzyloxy groups at C-7 and at the C3' nitrogen site of the first intermediate are respectively replaced with hydrogen and PhCO to produce a second intermediate that is next deprotected at C2' by replacing the protecting group with hydrogen. The C2' protecting group is a benzyl-type protecting group, preferably benzyloxymethyl or benzyl. Excess amounts, such as six equivalents, of the side chain are preferably employed. DMAP and a dialkylcarbodiimide are also preferably used during esterification. Various preferred reaction temperatures, times, and purification steps are disclosed.
    Type: Grant
    Filed: September 25, 1996
    Date of Patent: May 12, 1998
    Inventors: Nicholas J. Sisti, Charles S. Swindell
  • Patent number: 5741914
    Abstract: Furfuryl alcohol/formaldehyde resins exhibiting high water compatibility and low amounts of volatile organic compounds such as furfuryl alcohol.
    Type: Grant
    Filed: May 8, 1995
    Date of Patent: April 21, 1998
    Assignee: QO Chemicals, Inc.
    Inventors: George S. Everett, George R. MacLennan, Michael C. Chen
  • Patent number: 5739359
    Abstract: The present invention provides methods for making a novel class of 1-deoxy paclitaxel derivatives. These derivatives include 1-deoxy paclitaxel. The derivatives of the present invention are potent cytotoxic agents.
    Type: Grant
    Filed: April 14, 1997
    Date of Patent: April 14, 1998
    Assignee: Virginia Tech Intellectual Properties, Inc.
    Inventors: David G. I. Kingston, Mahendra D. Chordia, Prakash G. Jagtap
  • Patent number: 5739362
    Abstract: Taxane derivatives having an alkoxy, alkenoxy or aryloxy substituted C13 side chain.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: April 14, 1998
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ki-byung Chai, Hamid Idmoumaz, Hossain Nadizadeh, Kasthuri Rengan, Yukio Suzuki, Chunlin Tao
  • Patent number: 5731445
    Abstract: A 1,2-dioxetane derivative of formula (I): ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are each independently a hydrogen atom, an alkyl group, or an aryl group, R.sup.2 and R.sup.3 together and R.sup.4 and R.sup.5 together can be joined as a cyclo-alkyl group, R.sup.6 is a hydroxyl group, an alkoxyl group, an aralkyloxy group, --OSi(R.sup.8 R.sup.9 R.sup.10) in which R.sup.8, R.sup.9 and R.sup.10 are each independently an alkyl group, or a phosphate salt, and R.sup.7 is a hydrogen atom, a halogen atom, an alkyl group, or an alkoxyl group.
    Type: Grant
    Filed: December 2, 1996
    Date of Patent: March 24, 1998
    Assignee: Fujirebio Inc.
    Inventors: Masakatsu Matsumoto, Nobuko Watanabe, Hisako Kobayashi, Hiroshi Ikawa
  • Patent number: 5731334
    Abstract: C-2'-methylpyridinium acetates (MPA)-taxol and C-2'-methylpyridinium acetates (MPA)-taxotere are prodrugs having good aqueous solubility, low toxiticity and high anti-minor activity. These prodrugs are administered to patients for treating minors. Adminstration may be by injection or infusion.
    Type: Grant
    Filed: October 27, 1995
    Date of Patent: March 24, 1998
    Assignee: The Scripps Research Institute
    Inventor: Wolfgang Wrasidlo
  • Patent number: 5728725
    Abstract: Taxane derivatives having alternative C2 substituents.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: March 17, 1998
    Assignee: Florida State University
    Inventors: Robert A. Holton, Chunlin Tao
  • Patent number: 5728849
    Abstract: New taxoids of general formula (I): ##STR1## wherein Z represents a hydrogen atom or a radical of general formula: ##STR2## in which R.sub.1 represents an optionally substituted benzoyl radical, a thenoyl or furoyl radical or a radical R.sub.2 --O--CO-- in which R.sub.2 represents an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl or phenyl radical, optionally substituted, or a heterocyclic radical,R.sub.3 represents an alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, phenyl, naphthyl or aromatic heterocyclic radical,either R.sub.4 represents a hydrogen atom,R.sub.6 and R.sub.7 together form a ketone function, andR and R.sub.5 together form a bond,or R.sub.4 represents a hydrogen atom or ahydroxyl radical or an alkoxy, alkenyloxy or alkynyloxy radical, optionally substituted, an alkanoyloxy, aryloxy, alkenoyloxy, alkynoyloxy, cycloalkanoyloxy, alkoxyacetyl, alkylthioacetyl, alkyloxycarbonyloxy, cycloalkyloxy, cycloalkenyloxy, carbamoyloxy, alkylcarbamoyloxy or dialkylcarbamoyloxy radical,R.
    Type: Grant
    Filed: December 20, 1996
    Date of Patent: March 17, 1998
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Herve Bouchard, Alain Commer.cedilla.on
  • Patent number: 5728850
    Abstract: Taxane derivatives having a 3' butenyl substituted C13 side chain.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: March 17, 1998
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ki-byung Chai, Hossain Nadizadeh
  • Patent number: 5726346
    Abstract: This invention relates to a method of stereoselective preparation of a derivative of .beta.-phenylisoserine of formula (I) by the action of an N-carbonyl-benzylimine of formula (II) on an optically active amide of a protected hydroxyacetic acid of formula (III), followed by hydrolysis of the product obtained. In formula (I), (II) or (III), R is an optionally substituted phenyl radical or R.sub.1 --O, Ar is an optionally substituted aryl radical and G.sub.1 is a hydroxy function protection grouping. The product of formula (I) is particularly useful in preparing taxol and Taxotere which have remarkable antitumor properties.
    Type: Grant
    Filed: April 5, 1995
    Date of Patent: March 10, 1998
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Jean-Noel Denis, Andrew-Elliot Greene, Alice Kanazawa
  • Patent number: 5726203
    Abstract: This invention relates to the compounds represented by general formula (I) and the processes for their preparation, wherein R is selected from C.sub.1 -C.sub.4 alkyl, C.sub.3 -C.sub.6 cycloalkyl, phenyl unsubstituted or substituted by a halogen atom or nitro group, biphenyl unsubstituted by a halogen atom or nitro group, naphthyl unsubstituted or substituted by a halogen atom or nitro group. The compounds of this invention are used to prepare agents for prevention and treatment of AIDS and drugs against malaria and toxoplasmosis.
    Type: Grant
    Filed: May 21, 1996
    Date of Patent: March 10, 1998
    Inventors: Zelin Li, Xuande Luo, Yi Zeng, Lin Ma
  • Patent number: 5726204
    Abstract: The present invention is directed to compounds that are analogs of the natural product suksdorfin. Compounds of the present invention include those having Formula I: ##STR1## wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, R.sup.5 and R.sup.6 are defined herein. The invention is also directed to methods of making these compounds, pharmaceutical compositions including these compounds and methods of using the compounds to inhibit retroviral infections in cells and tissues of animals. A method for stereoselectively preparing compounds within the scope of the invention by catalytic asymmetric dihydroxylation is also disclosed.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: March 10, 1998
    Assignees: Biotech Research Laboratories, University of North Carolina at Chapel Hill
    Inventors: Kuo-Hsiung Lee, Yoshiki Kashiwada, Li Huang, Thomas Tung-Ying Lee, Mark Cosentino, Jim Snider, Mark Manak, Lan Xie
  • Patent number: 5726318
    Abstract: This invention relates to a method of preparing taxane derivatives of formula (I) by esterification of protected baccatin III or 10-deacetylbaccatin III by means of an acid of formula (VII), elimination of protection groupings and acylation of the amine function of the side chain. The products of formula (I) have remarkable antitumor and antileukemia properties. In formulae (I) and (VII): Ar stands for aryl, R is hydrogen or acetyl, R.sub.1 is a benzoyl radical or an R.sub.2 --O--CO-- radical in which R.sub.2 is alkyl, alkenyl, alkynyl, cycloalkyl, cycloalkenyl, bicycloalkyl, phenyl or heterocyclyl, R.sub.3 is a trihalomethyl radical or phenyl substituted by a trihalomethyl radical, R.sub.4 is a hydrogen atom or is the same as R.sub.1.
    Type: Grant
    Filed: January 3, 1997
    Date of Patent: March 10, 1998
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Alain Commercon, Eric Didier, Elie Fouque
  • Patent number: 5723635
    Abstract: A method for purifying 10-deacetylbaccatin III by centrifugal partition chromatography with aliphatic ketone and water as solvent mixture.
    Type: Grant
    Filed: September 21, 1995
    Date of Patent: March 3, 1998
    Assignee: Rhone-Poulenc Rorer S.A.
    Inventors: Andre Durand, Alain Gerbaud, Rodolphe Margraff
  • Patent number: 5723634
    Abstract: A process for preparing N-acyl, N-sulfonyl and N-phosphoryl substituted isoserine esters in which a metal alkoxide is reacted with a .beta.-lactam.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: March 3, 1998
    Assignee: Florida State University
    Inventor: Robert A. Holton
  • Patent number: 5721268
    Abstract: Taxane derivatives having alternative C7 substituents.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: February 24, 1998
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ki-byung Chai
  • Patent number: 5719177
    Abstract: Taxane derivatives modified at 13-position of the taxane derivative skeleton (taxol numbering) of formula (I), wherein R, R.sub.a, R.sub.b, R.sub.c, R.sub.1, R.sub.2, R.sub.3 are appropriate organic residues can be antitumor agents.
    Type: Grant
    Filed: June 25, 1996
    Date of Patent: February 17, 1998
    Assignee: Pharmacia S.p.A.
    Inventors: Maria Menichincheri, Walter Ceccarelli, Marina Ciomei, Domenico Fusar Bassini, Nicola Mongelli, Ermes Vanotti
  • Patent number: 5717113
    Abstract: Novel acetogenins isolated from Asimina triloba and Goniothalamus giganteus of the family Annonaceae and derivatives of those and other acetogenins are described. Bioactive cyclic formaldehyde acetal derivatives are prepared from Annonaceous acetogenins having 1,2-, 1,4- or 1,5-diols. A non-adjacent bis-tetrahydrofuran (THF) acetogenin is prepared from an unsaturated mono-THF acetogenin earlier isolated from Goniothalamus giganteus. The substantially pure acetogenins and acetogenin derivatives of the invention exhibit cytotoxicity to human solid tumor cell lines equipotent to adriamycin or orders of magnitude more potent than adriamycin, and they exhibit effective pesticidal activities.
    Type: Grant
    Filed: July 12, 1996
    Date of Patent: February 10, 1998
    Assignee: Purdue Research Foundation
    Inventors: Jerry L. McLaughlin, Zhe-ming Gu, Geng-xian Zhao