The Hetero Ring Is Four-membered Patents (Class 549/510)
  • Patent number: 6576777
    Abstract: The present invention relates to a semi-synthetic process to convert a naturally occurring taxane into a suitable starting material for the synthesis of paclitaxel and related compounds. Specifically, the present invention relates to a process for the conversion of 9-dihydro-13-acetylbaccatin III into a 7-protected baccatin III which can then be used as starting material for the synthesis of taxane derivatives such as paclitaxel, docetaxel, cephalomannine and other taxanes structurally related to baccatin III. The method as described uses a preparative scale technique which is amenable to commercial scale-up.
    Type: Grant
    Filed: December 22, 2000
    Date of Patent: June 10, 2003
    Assignee: Institut National de la Recherche Scientifique
    Inventors: Lolita Zamir, GaƩtan Caron
  • Publication number: 20030100600
    Abstract: The present invention is a method of preventing or reducing atherosclerosis or restenosis, and a pharmaceutical preparation used therefor. In particular, it is a method of preventing or reducing atherosclerosis or restenosis after arterial injury by treatment with a low dose of a microtubule stabilizing agent such as taxol or a water soluble taxol derivative. The low dose used in the present invention prevents artery blockage while minimizing any negative side effects associated with the drug.
    Type: Application
    Filed: October 15, 2002
    Publication date: May 29, 2003
    Applicant: The Gov't of the U.S.A. as Represented by the Secretary of the Dept. of Health and Human Service
    Inventors: James L. Kinsella, Steven J. Sollott
  • Publication number: 20030100777
    Abstract: A process for the co-production of a diol product (e.g. butane-1,4-diol) and a cyclic ether (e.g. tetrahydrofuran) by hydrogenation of an aliphatic diester or lactone feedstock (e.g. dimethyl or diethyl maleate), which contains a minor amount of acidic material, such as the corresponding monoester. The process utilizes a plurality of hydrogenation zones connected in series, each containing a charge of a granular ester hydrogenation catalyst. The catalyst in the first hydrogenation zone is tolerant of a minor amount of acidic material, while the catalyst in the second hydrogenation zone provides enhanced yields of cyclic ethers compared to the catalyst of the first hydrogenation zone. The catalyst in a third hydrogenation zone exhibits low selectivity towards conversion of the diester to at least one by product (e.g. 2-4′-hydroxybutoxy-tetrahydrofuran).
    Type: Application
    Filed: June 10, 2002
    Publication date: May 29, 2003
    Inventors: Michael Anthony Wood, Paul Willett, Robert Wild, Stephen William Colley
  • Patent number: 6559100
    Abstract: Substituted 2-benzoylcyclohexane-1,3-diones of the formula I where: R1 and R2 are each hydrogen, mercapto, nitro, halogen, cyano, thiocyanato, C1-C6-alkyl, C1-C6-haloalkyl, C1-C6-alkoxy, C2-C6-alkenyl, C2-C6-alkynyl, —OR3, —OCOR3, —OSO2R3, —S(O)nR3, —SO2OR3, —SO2N(R3)2, —NR3SO2R3 or —NR3COR3; R3 is hydrogen, C1-C6-alkyl, C1-C6-haloalkyl, C2-C6-alkenyl, C2-C6-alkynyl, phenyl or phenyl-C1-C6-alkyl; where the abovementioned alkyl radicals may be partially or fully halogenated and/or may carry one to three of the following groups: hydroxyl, mercapto, amino, cyano, R3, —OR3, —SR3, —N(R3)2, ═NOR3, —OCOR3, —SCOR3, —NR3COR3, —CO2R3, —COSR3, —CON(R3)2, C1-C4-alkyliminooxy, C1-C4-alkoxyamino, C1-C4-alkylcarbonyl, C1-C4-alkoxy-C2-C6-alkoxycarbonyl, C1-C4-alkylsulfonyl, heterocyclyl, heterocyclyloxy, phenyl, benzyl, hetaryl, phenoxy, benzyloxy and hetaryloxy, where the eight last mentioned radic
    Type: Grant
    Filed: February 7, 2000
    Date of Patent: May 6, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Stefan Engel, Joachim Rheinheimer, Ernst Baumann, Wolfgang von Deyn, Regina Luise Hill, Guido Mayer, Ulf Misslitz, Oliver Wagner, Matthias Witschel, Martina Otten, Helmut Walter, Karl-Otto Westphalen
  • Publication number: 20030083497
    Abstract: New taxoids of general formula (I), their preparation, and pharmaceutical compounds containing them.
    Type: Application
    Filed: March 13, 2002
    Publication date: May 1, 2003
    Applicant: Aventis Pharma, S.A.
    Inventors: Herve Bouchard, Jean-Dominique Bourzat, Alain Commercon
  • Publication number: 20030083367
    Abstract: An antitumor compound of formula (5): 1
    Type: Application
    Filed: July 19, 2002
    Publication date: May 1, 2003
    Applicant: Hauser, Inc.
    Inventors: Christopher K. Murray, Qun Y. Zheng, Sagar R. Shakya
  • Patent number: 6555698
    Abstract: The present invention discloses chemiluminescent 1,2-dioxetane substrates capable of reacting with a neuraminidase to release optically detectable energy. These 1,2-dioxetanes have the general formula: wherein Z is and the variables are selected so as to induce decomposition of said dioxetane accompanied by chemiluminescence where Z is cleaved by neuraminidase present.
    Type: Grant
    Filed: November 16, 1999
    Date of Patent: April 29, 2003
  • Patent number: 6552205
    Abstract: Taxane derivatives having alternative C10 substituents.
    Type: Grant
    Filed: October 27, 1999
    Date of Patent: April 22, 2003
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ki-byung Chai
  • Publication number: 20030073734
    Abstract: 1
    Type: Application
    Filed: August 2, 2002
    Publication date: April 17, 2003
    Inventors: Ezio Bombardelli, Alessandro Pontiroli
  • Patent number: 6545168
    Abstract: 1-Deoxybaccatin III, 1-deoxytaxol and 1-deoxy taxol analogs and method for the preparation thereof.
    Type: Grant
    Filed: May 5, 1997
    Date of Patent: April 8, 2003
    Assignee: Florida State University
    Inventors: Robert A. Holton, Suhan Tang, Feng Liang, Carmen Somoza
  • Patent number: 6545151
    Abstract: The present invention relates to a novel taxol derivative having an antitumor-activity which is represented by formula (1). [In the formula (I), R1: a phenyl group, R2: an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group or an alkoxyl group, R3: a hydrogen atom, a hydroxyl group, a halogen atom, an alkoxyl group, a group —O—R31, an acyloxy group or a group —O—CO—R31 (in which R31: an alkylamino group, an alkenyl group, an alkynyl group, a cycloalkyl group, an aryl group or a heterocyclic group), R4 and R5: a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, an aryl group or a heterocyclic group, Z1: a hydrogen atom, a hydroxyl group, a halogen atom or an alkyl group, Z2: a hydrogen atom, a hydroxyl group, a halogen atom or an alkyl group, Z3: an alkyl group, an alkenyl group, an alkynyl group, a cycloalkyl group, an aryl group or a heterocyclic group].
    Type: Grant
    Filed: January 16, 2001
    Date of Patent: April 8, 2003
    Assignee: Daiichi Pharmaceutical Co., Ltd.
    Inventors: Hirofumi Terasawa, Tsunehiko Soga, Takashi Ishiyama
  • Publication number: 20030065200
    Abstract: Taxane derivatives having an alkoxy, alkenoxy or aryloxy substituted C13 side chain.
    Type: Application
    Filed: September 17, 2002
    Publication date: April 3, 2003
    Applicant: Florida State University
    Inventors: Robert A. Holton, Ki-Byung Chai, Hamid Idmoumaz, Hossain Nadizadeh, Kasthuri Rengan, Yukio Suzuki, Chunlin Tao
  • Publication number: 20030065023
    Abstract: The invention provides conjugates of fatty amines and pharmaceutical agents useful in treating cancer, viruses, psychiatric disorders. Compositions, pharmaceutical preparations, and methods of preparations of the fatty amine-pharmaceutical agent conjugates are provided.
    Type: Application
    Filed: March 25, 2002
    Publication date: April 3, 2003
    Inventors: Charles S. Swindell, Glenn J. Fegley
  • Publication number: 20030065199
    Abstract: A process for preparing compounds of formula (I) comprising radical addition of RfI to 3-(allyloxy)methyl-3-alkyloxetane (1) wherein R is C1-3 alkyl and Rf is C1-18 linear or branched fluoroalkyl. The compounds of formula (I) are useful as intermediates for preparing various fluorine-containing functional materials.
    Type: Application
    Filed: September 23, 2002
    Publication date: April 3, 2003
    Inventors: Tetsuya Masutani, Akinori Yamamoto
  • Patent number: 6541508
    Abstract: Taxane prodrugs comprise a taxane joined by a hydrolyzable bond to one or more oligomers that comprise a polyethylene glycol moiety. The oligomer preferably further comprises a salt-forming moiety.
    Type: Grant
    Filed: March 9, 2001
    Date of Patent: April 1, 2003
    Assignee: Nobex Corporation
    Inventors: Nnochiri N. Ekwuribe, Christopher H. Price, Gary S. Bartley
  • Publication number: 20030060638
    Abstract: Taxanes having a carbamoyloxy substituent at C(7), a hydroxy substituent at C(10, and a range of C(2), C(9), C(14), and side chain substituents.
    Type: Application
    Filed: February 6, 2002
    Publication date: March 27, 2003
    Applicant: Florida State University Research Foundation Inc.
    Inventor: Robert A. Holton
  • Publication number: 20030055272
    Abstract: Taxane derivatives having alternative C7 substituents.
    Type: Application
    Filed: September 20, 2002
    Publication date: March 20, 2003
    Applicant: Florida State University
    Inventors: Robert A. Holton, Ki-byung Chai
  • Publication number: 20030050485
    Abstract: The synthesis of taxol and other tricyclic and tetracyclic taxanes.
    Type: Application
    Filed: July 12, 2002
    Publication date: March 13, 2003
    Applicant: Florida State University
    Inventors: Robert A. Holton, Carmen Somoza, Hyeong Baik Kim, Mitsuru Shindo, Ronald J. Biediger, P. Douglas Boatman, Chase C. Smith, Feng Liang, Krishna K. Murthi
  • Publication number: 20030050333
    Abstract: Disclosed is an aqueous-prodrug compound comprising paclitaxel or derivatives thereof. The prodrug compound exhibits improved bioavailability.
    Type: Application
    Filed: September 17, 2002
    Publication date: March 13, 2003
    Inventor: Byung Wook Jo
  • Patent number: 6531611
    Abstract: The present invention provides a novel semi-synthetic method of producing a variety of novel taxane derivatives. The method involves the reaction of a phenylisoserine derivative with a suitably blocked Baccatin III derivative to produce a taxane substrate that may be further modified to form Pactitaxel and other potentially useful taxane derivatives.
    Type: Grant
    Filed: March 23, 2001
    Date of Patent: March 11, 2003
    Assignee: Scinopharm Taiwan, Ltd.
    Inventors: George Schloemer, Yung-Fa Chen, Chien Hsin Lin, Wlodzimierz Daniewski
  • Publication number: 20030045531
    Abstract: Taxane derivatives having a 3′ butenyl substituted C13 side chain.
    Type: Application
    Filed: March 29, 2002
    Publication date: March 6, 2003
    Applicant: Florida State University
    Inventors: Robert A. Holton, Ki-Byung Chai, Hossain Nadizadeh
  • Publication number: 20030045733
    Abstract: The present invention provides a process for synthesizing 3-fluoroalkoxymethyl-3-alkyloxetanes suitable as intermediates for preparing various fluorine-containing functional materials, the process comprising using 3-alkyloxetane methanol as a starting compound and adding the compound to a fluoroolefin in the presence of an alkali.
    Type: Application
    Filed: September 23, 2002
    Publication date: March 6, 2003
    Inventor: Akinori Yamamoto
  • Publication number: 20030045732
    Abstract: A process for the preparation of taxanes including paclitaxel, docetaxel, and structurally similar analogs, as well as intermediates produced by the process.
    Type: Application
    Filed: August 7, 2002
    Publication date: March 6, 2003
    Inventors: Arun Prakash Sharma, Subrata Sarkar
  • Publication number: 20030036661
    Abstract: 2-debenzoyl-4-deacetyl paclitaxel, antineoplastic analogs thereof and intermediates are taught, as well as the formation of the compound, analogs and intermediates. The compound, analogs and intermediates may be used to form pharmaceutical compositions having anti-neoplastic activity. Further, the compound, analogs and intermediates may be used to treat cancer when applied in an effective amount by means such as a pharmaceutical composition.
    Type: Application
    Filed: August 2, 2002
    Publication date: February 20, 2003
    Applicant: Bristol-Myers Squibb Company
    Inventors: David George Ian Kingston, Mahendra Devichand Chordia, Prakash G. Jagtap, John Kadow
  • Patent number: 6521660
    Abstract: Taxane derivatives having an alkyl substituted C13 side chain.
    Type: Grant
    Filed: April 29, 2002
    Date of Patent: February 18, 2003
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ki-Byung Chai, Hamid Idmoumaz, Hossain Nadizadeh, Yukio Suzuki
  • Publication number: 20030032820
    Abstract: A process for the purification of paclitaxel and/or cephalomannine and/or 10-DAB III and/or 9-DHAB III is described. A series of extractions, separations, and purifications provides these products in commercial quantities with high purity. The source for these natural products is from readily available renewable biomaterials, such as leaves and stems from the yew, T. canadensis.
    Type: Application
    Filed: September 25, 2002
    Publication date: February 13, 2003
    Inventors: Gertrude C. Kasitu, Japheth Noah, Qasim Khan
  • Publication number: 20030028038
    Abstract: Please add the following abstract: Seco-baccatin III derivatives of formula: 1
    Type: Application
    Filed: July 3, 2002
    Publication date: February 6, 2003
    Inventors: Ezio Bombardelli, Alessandro Pontiroli
  • Publication number: 20030028039
    Abstract: 1-Deoxybaccatin III, 1-deoxytaxol and 1-deoxy taxol analogs and method for the preparation thereof.
    Type: Application
    Filed: September 6, 2002
    Publication date: February 6, 2003
    Applicant: Florida State University
    Inventors: Robert A. Holton, Suhan Tang, Feng Liang, Carmen Somoza
  • Publication number: 20030027855
    Abstract: Process for the preparation of a derivative or analog of baccatin III or 10-desacetyl baccatin III having a C9 substituent other than keto in which the C9 keto substituent of taxol, a taxol analog, baccatin III or 10-desacetyl baccatin III is selectively reduced to the corresponding hydroxy group.
    Type: Application
    Filed: July 30, 2002
    Publication date: February 6, 2003
    Applicant: Florida State University
    Inventors: Robert A. Holton, Carmen Somoza, Yukio Suzuki, Misturu Shindo
  • Patent number: 6514717
    Abstract: A kit for detecting a first substance in a sample including a stabilized 1,2-dioxetane bearing an enzyme-labile substituent, which is destabilized and caused to decompose by contacting the 1,2-dioxetane with an enzyme under conditions which cause the enzyme to cleave the enzyme-labile substituent from the dioxetane, thereby yielding a negatively charged oxygen anion bonded to the 1,2-dioxetane, which causes the 1,2-dioxetane to decompose without input from an external excitation energy source, the decomposition being accompanied by chemiluminescence; and a second component selected from the group consisting of a specific affinity substance (e.g., an antigen, an antibody or a nucleic acid probe) and an enzyme which destabilizes said 1,2-dioxetane.
    Type: Grant
    Filed: September 25, 2001
    Date of Patent: February 4, 2003
    Assignee: Tropix, Inc.
    Inventor: Irena Y. Bronstein
  • Patent number: 6515152
    Abstract: A process for production of an oxetane, which process comprises subjecting an alcohol having two or more hydroxyl groups to reaction with a carbamide at a molar ratio employing 1-2 moles of said carbamide on 1-2 moles of said alcohol. The alcohols preferably have at least one 1,3-diol grouping. The reaction is carried out in the presence of at least one catalyst promoting and/or initiating transcarbonylation and/or pyrolysis. A reaction mixture comprising an oxetane and optionally an orthocarbonate of said alcohol is yielded. The oxetane is suitable recovered from said reaction mixture by for instance distillation.
    Type: Grant
    Filed: August 21, 2001
    Date of Patent: February 4, 2003
    Assignee: Perstorp AB
    Inventors: Ulf Annby, Nicola Rehnberg
  • Patent number: 6515151
    Abstract: Methods for the preparation of sidechain-bearing taxanes, comprising the preparation of an oxazoline compound, coupling the oxazoline compound with a taxane having a hydroxyl group directly bonded at C-13 thereof to form an oxazoline sidechain-bearing taxane, and opening the oxazoline ring of the oxazoline sidechain-bearing taxane so formed. Compounds prepared by the methods of the present invention are also disclosed.
    Type: Grant
    Filed: June 13, 2000
    Date of Patent: February 4, 2003
    Assignee: Bristol-Myers Squibb Company
    Inventors: Michael A. Poss, Jerome L. Moniot, Ivan D. Trifunovich, David J. Kucera, John K. Thottahil, Shu-Hui Chen, Jianmei Wei
  • Patent number: 6509484
    Abstract: The present invention relates to chemical compounds that are useful in the production of taxanes. The chemical compounds according to the present invention have a generalized formula: wherein R1 is +NH3X− where X is deprotonated organic acid such as deprotonated trifluoroacetic acid, and wherein R2 may be acetyl or hydrogen, and P1 may be hydrogen or a hydroxyl protecting group, such as benzyloxymethyl.
    Type: Grant
    Filed: May 22, 2001
    Date of Patent: January 21, 2003
    Assignee: NaPro BioTherapeutics, Inc.
    Inventors: Charles S. Swindell, Nancy Krauss
  • Publication number: 20030013899
    Abstract: A high yield, economical process for purifying taxanes from yew biomass is disclosed. The process does not require initial liquid:liquid portioning of the crude extract to separate highly polar substances. The organic solvent extract of the biomass is adsorbed onto and selectively desorbed from an adsorption resin to provide a taxane enriched eluate. Substantially pure individual taxanes may be further isolated from the eluate by hydrophobic-interaction chromatography.
    Type: Application
    Filed: July 10, 2002
    Publication date: January 16, 2003
    Inventors: Ching-jer Chang, Xiao-jie Tong
  • Patent number: 6506905
    Abstract: 3-(alk-2-ynyloxy)carbonyl-5-oxazolidine carboxylic acid and its analogs having a formula and wherein R1 is hydrogen, aryl, heteroaryl, alkyl, alkenyl, alkynyl, R2 and R3 are independently selected from hydrogen, alkyl, alkenyl, alkynyl, aryl, heteroaryl, R4 is hydrogen, alkyl, alkenyl, alkynyl, aryl, substituted aryl, heteroaryl, R5 and R6 independently selected from hydrogen, alkyl, alkenyl,alkynyl, arly, heteroaryl, alkoxy, alkeyloxy, alkynyloxy, aryloxy, heteroaryloxy.
    Type: Grant
    Filed: June 1, 2001
    Date of Patent: January 14, 2003
    Assignee: Dabur India Limited
    Inventors: Sharma Arun Prakash, Sarkar Subrata
  • Publication number: 20030009039
    Abstract: A process for preparing N-acyl, N-sulfonyl and N-phosphoryl substituted isoserine esters in which a metal or an ammonium alkoxide is reacted with a &bgr;-lactam.
    Type: Application
    Filed: July 12, 2002
    Publication date: January 9, 2003
    Applicant: Florida State University
    Inventor: Robert A. Holton
  • Publication number: 20030009053
    Abstract: An unsaturated monocarboxylic ester compound has at least two structures represented by the following general formula (1): 1
    Type: Application
    Filed: July 25, 2002
    Publication date: January 9, 2003
    Inventors: Tadatomi Nishikubo, Atsushi Kameyama, Masaki Sasaki, Masatoshi Kusama
  • Patent number: 6503396
    Abstract: Methods for isolating taxol and derivatives thereof with high purity are described. The methods include a supercritical fluid and a cosolvent extraction step, a liquid—liquid separation step, and a column chromatography step. An apparatus for isolating Taxol and derivatives thereof that allows the method steps to be performed online also is described.
    Type: Grant
    Filed: February 23, 2001
    Date of Patent: January 7, 2003
    Assignee: Hanwha Chemical Corporation
    Inventors: Jin Woong Kim, Young Hae Choi, Ki Pung Yoo, Min Jeong Noh, Joo Hee Han
  • Publication number: 20030004210
    Abstract: A cytotoxic agent comprising one or more taxanes linked to a cell binding agent. A therapeutic composition for killing selected cell populations comprising: (A) a cytotoxic amount of one or more taxanes covalently bonded to a cell binding agent through a linking group, and (B) a pharmaceutically acceptable carrier, diluent or excipient. A method for killing selected cell populations comprising contacting target cells or tissue containing target cells with an effective amount of a cytotoxic agent comprising one or more taxanes linked to a cell binding agent. Novel sulfur-containing taxanes.
    Type: Application
    Filed: July 31, 2002
    Publication date: January 2, 2003
    Applicant: IMMUNOGEN INC.
    Inventors: Ravi V.J. Chari, Walter A. Blattler
  • Patent number: 6500858
    Abstract: Pharmaceutical compositions, methods of administration, and methods of treatment of cancer with new generation taxoids, of formulas (I) and (II), and derivatives thereof, are described:
    Type: Grant
    Filed: April 2, 2001
    Date of Patent: December 31, 2002
    Assignee: The Research Foundation of the state University of New York
    Inventor: Iwao Ojima
  • Patent number: 6500966
    Abstract: A process for the preparation of taxane derivatives by reacting 10-deacetylbaccatin III protected at the 7-and 1-positions with trichloroacetyl groups with a compound of formula and subsequent removal of the protective groups and hydrolysis of the oxazolidine ring.
    Type: Grant
    Filed: August 17, 2001
    Date of Patent: December 31, 2002
    Assignee: Indena S.p.A.
    Inventor: Ezio Bombardelli
  • Patent number: 6500859
    Abstract: The present invention is a method of preventing or reducing atherosclerosis or restenosis, and a pharmaceutical preparation used therefor. In particular, it is a method of preventing or reducing atherosclerosis or restenosis after arterial injury by treatment with a low dose of a microtubule stabilizing agent such as taxol or a water soluble taxol derivative. The low dose used in the present invention prevents artery blockage while minimizing any negative side effects associated with the drug.
    Type: Grant
    Filed: April 11, 2002
    Date of Patent: December 31, 2002
    Assignee: The United States of America as represented by the Secretary of the Department of Health and Human Services
    Inventors: James L. Kinsella, Steven J. Sollott
  • Patent number: 6495705
    Abstract: The present invention describes a process for producing 10-deacetyl baccatin III from a solution containing a solvent reactive with hydrazine hydrate and a spectrum of taxanes. The solution is contacted with hydrazine hydrate thereby converting some taxanes therein into 10-deacetyl baccatin III. The process can target taxanes having an ester functionality on at least one of the C-10 and C-13 positions. The hydrazine hydrate cleaves the ester functionality of the taxane solute, The process may be used to produce 10-deacetyl baccatin III from a biomass extract by contacting the biomass extract with a mixture of a solvent and a hydrazine hydrate. The solvent may have a functional group that is cleaved by hydrazine. Acetate solvents are contemplated.
    Type: Grant
    Filed: July 5, 2001
    Date of Patent: December 17, 2002
    Assignee: NaPro BioTherapeutics, Inc.
    Inventors: Madhavi C. Chander, James D. McChesney
  • Patent number: 6495704
    Abstract: Process for the preparation of a derivative or analog of baccatin III or 10-desacetyl baccatin III having a C9 substituent other than keto in which the C9 keto substituent of taxol, a taxol analog, baccatin III or 10-desacetyl baccatin III is selectively reduced to the corresponding hydroxy group.
    Type: Grant
    Filed: May 9, 2000
    Date of Patent: December 17, 2002
    Assignee: Florida State University
    Inventors: Robert A. Holton, Carmen Somoza, Yukio Suzuki, Mitsuru Shindo
  • Patent number: 6495636
    Abstract: Oxetane compounds represented by general formula (1), which are excellent in radical polymerizability and cationic polymerizability and in compatibility and copolymerizability with other copolymerizable monomers; a process for producing the compounds; and an oxetane copolymer which is excellent in compatibility among the monomer units and has a low water absorption and excellent transparency. [In general formula (1), substituent R1 is hydrogen, alkyl, fluorine, fluoroalkyl, allyl, aryl, furyl, or thienyl; substituents R2, R3, and R4 each independently is hydrogen or C1-6 alkyl; and m and n each is an integer of 1 to 10 (provided that not all of R2, R3, and R4 are hydrogen)].
    Type: Grant
    Filed: January 9, 2001
    Date of Patent: December 17, 2002
    Assignee: JSR Corporation
    Inventors: Naoki Sugiyama, Manabu Sekiguchi, Hozumi Sato
  • Patent number: 6482850
    Abstract: Provided herein is a taxane having a hydrocarbon attached at the 2′ and/or 7 positions, the hydrocarbon's alpha position being occupied by a “hydrolysis-promoting group” (“HPG”). In one embodiment, the hydrolysis promoting group is stereospecifically attached to the &agr;-carbon of the hydrophobic taxane. The Substitution of an HPG for the methylene unit ordinarily occupying the alpha position allows for enhanced in vivo hydrolysis of the hydrocarbon-taxane bond, and hence, for enhanced taxane therapeutic activity. Also provided herein are taxane-containing compositions, and methods of administering taxanes to animals, including those afflicted with cancers or inflammatory diseases.
    Type: Grant
    Filed: August 29, 2001
    Date of Patent: November 19, 2002
    Assignee: The Liposome Company
    Inventors: Shaukat Ali, J. Craig Franklin, Imran Ahmad, Eric Mayhew, Soumendu Bhattacharya, Gil Koehane, Andrew S. Janoff
  • Patent number: 6482963
    Abstract: Taxane derivatives having alternative C9 substituents.
    Type: Grant
    Filed: November 24, 1999
    Date of Patent: November 19, 2002
    Assignee: Florida State University
    Inventors: Robert A. Holton, Ki-byung Chai, Yukio Suzuki
  • Patent number: 6479623
    Abstract: This invention is directed to mono- and bis-substituted oxetane monomers having fluorinated alkoxymethylene side chains, hydroxy-terminated prepolymers derived from these mono- and bis-substituted oxetane monomers and tetrahydrofuran (THF), and polymers produced from these prepolymers, as well as the synthesis processes associated with each, and the use of the monomers, prepolymers and ultimate polymers, both directly and as components of numerous compositions.
    Type: Grant
    Filed: July 13, 2000
    Date of Patent: November 12, 2002
    Assignees: Omnova Solutions, Inc,, Aerojet-General Corporation
    Inventors: Aslam A. Malik, Thomas G. Archibald, Roland P. Carlson, Kenneth J. Wynne, Edward N. Kresge
  • Patent number: 6479679
    Abstract: The present invention relates to a method of producing paclitaxel from a protected coupled ester compound having a formula: wherein P1 is a hydrogenatable protecting group, comprising the steps of deprotecting the 7-O-position, 3′-N-position and 2′-O-position thereof in the presence of an acid to form a first intermediate compound having a formula: wherein HA is said acid, and benzoylating the first intermediate compound at the 3′-N-position thereby to produce paclitaxel.
    Type: Grant
    Filed: April 25, 2001
    Date of Patent: November 12, 2002
    Assignee: NaPro BioTherapeutics, Inc.
    Inventors: Jan Zygmunt, James D. McChesney
  • Patent number: 6479678
    Abstract: A process for preparing N-acyl, N-sulfonyl and N-phosphoryl substituted isoserine esters in which a metal alkoxide is reacted with a &bgr;-lactam.
    Type: Grant
    Filed: March 2, 2000
    Date of Patent: November 12, 2002
    Assignee: Florida State University
    Inventor: Robert A. Holton