Christopher Brian Murray

US Patent:

6469050, Oct 22, 2002

Filed:

Oct 16, 2000

Appl. No.:

09/688753

Inventors:

Christopher K. Murray - Longmont CO 80503
Qun Y. Zheng - Wayne NJ 07470
Sagar R. Shakya - Brantford, Ontario, CA

International Classification:

A61K 31337

US Classification:

514449, 549510, 549511

Abstract:

An antitumor compound of formula (5): Also provided by the present invention is a method of preparing a compound of formula (5) whereby diesterification of the alcohol groups located at the 2âand 7 positions of paclitaxel is followed by the hydrolysis of the 2âhexanoate group resulting in 7-hexanoyltaxol.

US Patent:

6753345, Jun 22, 2004

Filed:

Jul 19, 2002

Appl. No.:

10/199826

Inventors:

Christopher K. Murray - Longmont CO
Qun Y. Zheng - Wayne NJ
Sagar R. Shakya - Brantford, CA

Assignee:

Hauser, Inc. - El Segundo CA

International Classification:

A61K 31337

US Classification:

514449, 549510, 549511

Abstract:

An antitumor compound of formula (5): Also provided by the present invention is a method of preparing a compound of formula (5) whereby diesterification of the alcohol groups located at the 2â and 7 positions of paclitaxel is followed by the hydrolysis of the 2â hexanoate group resulting in 7-hexanoyltaxol.

US Patent:

7847120, Dec 7, 2010

Filed:

Apr 22, 2005

Appl. No.:

11/112389

Inventors:

Al Quick - Aurora CO, US
Antonio M. Santos - Columbus NJ, US
Alexandre J G G Carvalho - Lisbon, PT
Douglas G. Johnson - Arvada CO, US
Jeffrey B. Etter - Boulder CO, US
Christopher Murray - Arlington MA, US

Assignee:

Virginia Commonwealth University Intellectual Property Foundation - Richmond VA

International Classification:

C07C 229/00
C07C 65/03

US Classification:

562457, 562471

Abstract:

The present invention provides novel compositions of allosteric hemoglobin modifiers which are substantially free of impurities, specifically polymeric impurities. In one embodiment, the novel compositions contain an allosteric hemoglobin modifier compound and less than 100 ppm of the polymeric impurities generated during the preparation of this compound. Included in the present invention are novel methods for preparing allosteric hemoglobin modifiers that are substantially free of polymeric impurities. Also included in the present invention are improved methods for the purification of the product formed by the method of this invention. The novel methods of purification comprise extracting the crude composition with a water immiscible or partially immiscible solvent such as methylisobutyl ketone (MIBK) to lower amounts of impurities, specifically polymeric impurities. Also included are methods to reduce impurities by recrystallization of the crude synthesized product, followed by filtration of the recrystallized product. The present invention also includes the products made by the processes of the invention and methods for analyzing compositions comprised of these products.

US Patent:

56798075, Oct 21, 1997

Filed:

Jan 30, 1995

Appl. No.:

8/380679

Inventors:

Christopher K. Murray - Longmont CO
Qun Y. Zheng - Superior CO
Xiaoqin Cheng - Broomfield CO
S. Kent Peterson - Denver CO

Assignee:

Hauser, Inc. - Boulder CO

International Classification:

C07D30514

US Classification:

549510

Abstract:

The invention relates to a process for converting Taxol A, B and C to Taxol primary amine which can then be easily and efficiently converted to Taxol A or docetaxel, thereby significantly increasing the yield of these products from biomass. The method includes the removal of the amide from the side-chain with Schwartz's reagent to form an imine, followed by the hydrolysis of the imine to the primary amine. The primary amine can then be converted to Taxol A or docetaxel. New Taxol imine compounds and primary amine salts have been formed by this process.

US Patent:

53649478, Nov 15, 1994

Filed:

Apr 8, 1994

Appl. No.:

8/224758

Inventors:

Christopher K. Murray - Boulder CO
Jeffrey T. Beckvermit - Boulder CO
Dominick J. Anziano - Boulder CO

Assignee:

Hauser Chemical Research, Inc. - Boulder CO

International Classification:

C07D30500
C07D40700
C07D49300

US Classification:

549510

Abstract:

A process for separating non-oxidizable compounds from a mixture containing at least one oxidizable compound. The mixture is contacted with ozone to oxidize oxidizable compounds to form oxidized compounds which are then converted to water-soluble hydrazones, followed by separation of the hydrazones from the mixture using precipitation, liquid/liquid extraction, chromatography, etc.

US Patent:

58920633, Apr 6, 1999

Filed:

May 21, 1997

Appl. No.:

8/861286

Inventors:

Qun Y. Zheng - Superior CO
Christopher K. Murray - Longmont CO
Randall J. Daughenbaugh - Longmont CO

Assignee:

Hauser, Inc. - Boulder CO

International Classification:

C07D30514

US Classification:

549510

Abstract:

An antitumor compound of formula (5) ##STR1## in which R is Ac or H, and R. sub. 1, R. sub. 2 is an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu, R. sub. 3 is H; R. sub. 1 and R. sub. 2 and R. sub. 3 are H; R. sub. 1 is an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu, R. sub. 2, R. sub. 3 is H; R. sub. 1 and R. sub. 3 are H, R. sub. 2 is an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu; R. sub. 1 is H, R. sub. 2 and R. sub. 3 are an alkyl group such as Me, Et, Pr, i-Pr, n-Bu or t-Bu; R. sub. 1 and R. sub. 2 and R. sub. 3 are an alkyl group Me, Et, Pr, i-Pr, n-Bu or t-Bu. Me is an abbreviation for methyl, Et is ethyl, Pr is propyl, i-Pr is isopropyl, n-Bu is n-butyl, and t-Bu is tert-butyl. Also provided by the invention is a one step method of preparing a compound of formula (5) whereby a taxane having a tiglate group attached to the side chain is contacted with an oxidizing reagent resulting in the formation of an epoxide having antitumor activity.

US Patent:

54121167, May 2, 1995

Filed:

Oct 7, 1993

Appl. No.:

8/133449

Inventors:

Christopher K. Murray - Boulder CO
Jeffrey T. Beckvermit - Boulder CO
David T. Bailey - Boulder CO
S. Kent Peterson - Denver CO

Assignee:

Hauser Chemical Research, Inc. - Boulder CO

International Classification:

C07D30514

US Classification:

549379

Abstract:

A process for the conversion of glycoside substituted taxanes to taxol and related compounds that can serve as precursors to taxol. The process includes the oxidation of glycoside substituted taxanes to convert the glycoside to the hydroxyl group. The oxidation can occur in the presence of an acid or followed by treatment with acid. Application of the process to 7-xylosyl taxol ("XT") yields taxol; application to other glycoside substituted taxanes forms compounds that can serve as precursors for taxol. The process includes the formation of certain new taxol related intermediate compounds having a hemialdal at the C-7 site on the taxane ring, which hemialdal can then be converted to taxol or taxol precursors. Since glycoside substituted taxanes are isolated with taxol from naturally occurring biomass, their conversion to taxol using the process of the present invention significantly improves the total yield of taxol from natural sources.

US Patent:

57928770, Aug 11, 1998

Filed:

Nov 4, 1996

Appl. No.:

8/743325

Inventors:

Christopher K. Murray - Boulder CO
Jeffrey T. Beckvermit - Boulder CO
Dominick J. Anziano - Boulder CO

Assignee:

Hauser Chemical Research, Inc. - Boulder CO

International Classification:

C07D30500
C07D30702

US Classification:

549510

Abstract:

A process for separating non-oxidizable compounds from a mixture containing at least one oxidizable compound. The mixture is contacted with ozone to oxidize oxidizable compounds to form oxidized compounds which are then converted to water-soluble hydrazones, followed by separation of the hydrazones from the mixture using precipitation, liquid/liquid extraction, chromatography, etc.