Epothilone derivatives

Details Epothilone derivatives Epothilone derivatives

2009-08-11

2010-11-02

Kifle, Bruck (Department: 1624)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C540S455000, C540S452000, C540S462000, C540S463000, C540S468000, C514S063000, C514S183000, C514S366000, C514S450000, C548S202000, C548S203000, C548S204000, C549S346000, C549S355000

Reissue Patent

active

RE041911

ABSTRACT:
The present invention relates to epothilone derivatives, having the following formulain which the variables G, W, Q, X, Y, B1, B2, Z1, Z2, and R1-R7are as defined herein, methods for the preparation of the derivatives and intermediates thereof.

REFERENCES:
patent: 4272525 (1981-06-01), Wright
patent: 4820695 (1989-04-01), Debono et al.
patent: 5545624 (1996-08-01), Hecker et al.
patent: 5610178 (1997-03-01), Zeeck et al.
patent: 5716939 (1998-02-01), Lundy et al.
patent: 5760011 (1998-06-01), Jaynes et al.
patent: 5763429 (1998-06-01), Bishop et al.
patent: 5786348 (1998-07-01), Bishop et al.
patent: 5795882 (1998-08-01), Bishop et al.
patent: 5798345 (1998-08-01), Knutson et al.
patent: 6124453 (2000-09-01), Fehr et al.
patent: 6194181 (2001-02-01), Hofmann et al.
patent: 6204388 (2001-03-01), Danishefsky et al.
patent: 6211412 (2001-04-01), Georg et al.
patent: 6242469 (2001-06-01), Danishefsky et al.
patent: 6316630 (2001-11-01), Danishefsky et al.
patent: 6365749 (2002-04-01), Kim et al.
patent: 6369234 (2002-04-01), Danishefsky et al.
patent: 6380394 (2002-04-01), Nicolaou et al.
patent: 6387927 (2002-05-01), Altmann et al.
patent: 6441186 (2002-08-01), Nicolaou et al.
patent: 6518421 (2003-02-01), Li et al.
patent: 6576651 (2003-06-01), Bandyopadhyay et al.
patent: 6605599 (2003-08-01), Vite et al.
patent: 6656961 (2003-12-01), Danishefsky et al.
patent: 6670384 (2003-12-01), Bandyopadhyay et al.
patent: 6686380 (2004-02-01), Lee
patent: 6689802 (2004-02-01), DiMarco et al.
patent: 6867305 (2005-03-01), Danishefsky et al.
patent: 7022330 (2006-04-01), Bandyopadhyay et al.
patent: 7125893 (2006-10-01), Klar et al.
patent: 7125899 (2006-10-01), Vite et al.
patent: 7241755 (2007-07-01), Vite et al.
patent: 2003/0073677 (2003-04-01), Lee
patent: 2007/0255055 (2007-11-01), Vite et al.
patent: 4138042.8 (1993-05-01), None
patent: 4316836.1 (1994-11-01), None
patent: 19542986.9 (1997-05-01), None
patent: 19636343.8 (1997-10-01), None
patent: 19639456.2 (1998-03-01), None
patent: 19645361.5 (1998-04-01), None
patent: 19645362.3 (1998-04-01), None
patent: 19647580.5 (1998-05-01), None
patent: 19701758 (1998-07-01), None
patent: 19701758.4 (1998-07-01), None
patent: 19707505.3 (1998-09-01), None
patent: 19713970 (1998-10-01), None
patent: 19713970.1 (1998-10-01), None
patent: 19720312 (1998-11-01), None
patent: 19821954 (1998-11-01), None
patent: 19720312.4 (1998-11-01), None
patent: 19821954.7 (1998-11-01), None
patent: 19726627 (1998-12-01), None
patent: 19726627.4 (1998-12-01), None
patent: 0 103 465 (1984-03-01), None
patent: 0 512 779 (1992-11-01), None
patent: 0 586 738 (1994-03-01), None
patent: 0 606 747 (1994-07-01), None
patent: 0 778 283 (1997-06-01), None
patent: 0 879 605 (1998-11-01), None
patent: 879 605 (1998-11-01), None
patent: 3101679 (1991-04-01), None
patent: WO 92/19247 (1992-11-01), None
patent: WO 93/10121 (1993-05-01), None
patent: WO 94/13324 (1994-06-01), None
patent: WO 94/21657 (1994-09-01), None
patent: WO 95/02594 (1995-01-01), None
patent: WO 96/09312 (1996-03-01), None
patent: WO 96/11398 (1996-04-01), None
patent: WO 96/26182 (1996-08-01), None
patent: WO 97/19086 (1997-05-01), None
patent: WO 97/19088 (1997-05-01), None
patent: WO 98/08849 (1998-03-01), None
patent: WO 98/22461 (1998-05-01), None
patent: WO 98/22462 (1998-05-01), None
patent: WO 98/24427 (1998-06-01), None
patent: WO 98/25929 (1998-06-01), None
patent: WO 98/38192 (1998-09-01), None
patent: WO 98/47891 (1998-10-01), None
patent: WO 99/01124 (1999-01-01), None
patent: WO 99/03848 (1999-01-01), None
patent: WO 99/07692 (1999-02-01), None
patent: WO 99/39694 (1999-08-01), None
patent: WO 99/42602 (1999-08-01), None
patent: WO 99/43320 (1999-09-01), None
patent: WO 99/43653 (1999-09-01), None
patent: WO 99/67252 (1999-12-01), None
patent: WO 00/00485 (2000-01-01), None
patent: WO 00/31247 (2000-06-01), None
patent: WO 00/37473 (2000-06-01), None
patent: WO 00/49021 (2000-08-01), None
patent: WO 00/66589 (2000-11-01), None
U.S. Appl. No. 08/856,533, filed May 14, 1997, Nicolaou et al.
U.S. Appl. No. 60/032,864, filed Dec. 12, 1996, Nicolaou et al.
Altmann et al., “Epothilones and Related Structures—A New Class of Microtubule Inhibitors With Patent In Vivo Antitumor Activity,”Biochim. Biophys Acta,, 1470:M79-M81 (2000).
Balasubramanian et al., Recent Developments in Cancer Cytotoxics, Annual Reports in Medicinal Chemistry, vol. 33, pp. 151-162, 1998.
Balog, et al., Stereoselective Synthesis and Evaluation of Compounds in the 8-Desmethylepothilone A Series: Some Surprisng Observations Regarding Their Chemical and Biological Properties,Tetrahedron Letters, vol. 38, No. 26, pp. 4529-4532, (1997).
Balog et al., 1996, “Total Synthesis of (−)-Epothilone A”,Angew. Chem. Int. Ed. Engl., 35(23-24):2801-2803.
Banker et al., Modern Pharmaceutics, Third Edition, Revised and Expanded, p. 908, 1996.
Bennett et al., Cecil Textbook of Medicine, 20thEdition, Index, 1996.
Bertinato P., et al., 1996, “Studies Toward a Synthesis of Epothilone A; Stereocontrolled Assembly of the Acyl Region and Models for Macrocycilization”,J. Org. Chem., 61(23):8000-8001.
Bertini et al., 1970, “Alkenes from Expoxides by Reductive Elimination with Magnesium Bromide-Magnesium Amaigam”,Chem. Commun., 144.
Bollag D., 1997, “Epothilones: Novel Microtubule-Stabilising Agents,”Expert Opin. Invest. Drugs, 6(7):867-873.
Bollag D., et al., 1995, “Epothilone, A New Structural Class of Microtubule Stablizer”, Abstract,Proc Am. Assoc. Cancer Res., 36(86): Meet. 454.
Bollag et al., 1995, “Epothilones, A New Class of Microtubule-stabilizing Agents with a Taxol-like Mechanism of Action”,Cancer Res., 55, No. 11, 2325-2333.
Chemical & Engineering News, 1996, “Epothilone Epiphany: Total Synthesis”, 74( 52):24-26.
Chemical & Engineering News, 1997, “First Total Synthesis of Epothilone B”, 75(13):23.
Chemical & Engineering News, 1997, “Solid-Phase Epothilone Synthesis Used to Create Analog Library”, 75(20):33.
Claus et al., 1997, “Synthesis of the C1-C9 Segment of Epothilons”, Tetrahedron Lett., 38(8):1359-1362.
De Brabander et al., 1997 “Iowards a Synthesis of Epothilone A: Rapid Assembly of the C1-C6 and C7-C12 Fragments”,Synlett, 7: 824-826.
Fujisawa et al., 1974, “Deoxygenation of Epoxides to Olefins with FeCl3—BuLi System”,Chem. Lett., 883-886.
Fujisawa et al., 1978, “Reductive Coupling of Carbonyl Compounds to Olefins by Tungsten Hexachloride-Lithium Aluminum Hydride and Some Tungsten and Molybdenum Carbonyls”,J. Org. Chem., 43(12): 2477-2479.
Gabriel T. and Wessjohann, L., 1997, “The Chromium-Reformatsky Reaction; Asymmetric Synthesis of the Aldol Fragment of the Cytotoxic Epothilons from 3-(2-Bromoacyl)-2-Oxazolidinones”,Tetrahedron Lett., 38(8):1363-1366.
Gerth K., et al., 1996, “Epothilons A and B: Antifungal and Cytotoxic Compounds from Sorangiusm celluiosum (Myxobacteria) Production Physico-chemical and Biological Properties”,J. Antibiotics, 49(6): 560-563.
Gladysz et al., 1976, “Deoxygenation of Epoxides by Metal Atom Cocondensation”,J. Org. Chem., 41(22): 3647-3648.
Hofle et al., 1996, “Epothilone A and B—Novel 16-Membered Macrolides and Cytotoxic Activity: Isolation, Crystal Structure, and Conformation in Solution”,Angew. Chem. Int. Ed Engl., 35(13-14):1567-1569.
Hofle et al., 1999, “N-Oxidation of Epothilone A-C and O-Acyl Rearrangement to C-19 and C-21 -Substituted Epothilones”,Angew. Chem.Int. Ed., 38(13/14):1971-1974.
Inokuchi et al., 1992, “Opening of Epoxides to Olefins or Halohydrins with Vanadium(II)-Tetrahydrofuran or Vanadium(III)-Tetrahydrofuran Complexes”,Synlett, No. 6, 510-512.
Kowalski et al., 1997, “Activities of the Microtubule-stabilizing Agents Epothilones A and B with Purified Tubulin and in Cells Resistant to Paclitaxel (Taxol®)”J. Bio, Chem., 272(4):2534-2541.
Kupchan e

Affiliated with

Also associated with

Rating

Epothilone derivatives does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Epothilone derivatives, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Epothilone derivatives will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-4214420