Pyrrolo-indole and pyrrolo-quinoline derivatives as prodrugs...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C548S433000, C548S429000, C514S411000, C514S292000

Reexamination Certificate

active

07626026

ABSTRACT:
Compounds of the general formula (I) or (IA) in which X is H, Y is a leaving group, R1and optionally also R3preferably being an aromatic DNA binding subunit are prodrug analogues of duocarmycin. The compounds are expected to be hydroxylated at the carbon atom to which X is joined, by cytochrome P450, in particular by CYP1B1, expressed at high levels in tumors. The prodrug is expected to be activated preferentially in tumor cells, where it will act as a DNA alkylating agent preventing cell division.

REFERENCES:
patent: 4413132 (1983-11-01), Wierenga
patent: 5448869 (1995-09-01), Unruh et al.
patent: 5501054 (1996-03-01), Soltis et al.
patent: 5679432 (1997-10-01), Holmquest et al.
patent: 5688426 (1997-11-01), Kirkwood et al.
patent: 5794402 (1998-08-01), Dumlao et al.
patent: 5843937 (1998-12-01), Wang et al.
patent: 5852909 (1998-12-01), Soltis et al.
patent: 0 244 120 (1987-11-01), None
patent: 0 563 475 (1993-10-01), None
patent: 2 700 805 (1994-07-01), None
patent: 91/10024 (1991-07-01), None
patent: 97/01686 (1997-01-01), None
patent: WO-97/12246 (1997-04-01), None
patent: WO-97/32850 (1997-09-01), None
patent: WO-97/45411 (1997-12-01), None
patent: WO-98/52925 (1998-11-01), None
patent: WO-99/40056 (1999-08-01), None
Moana Tersel et al Synthesis and Cytotoxicity of Amino-seco-DSA : An amino analogue fo DNA alkylating Agent Duocarmycin SA , 1999, vol. 64 pp. 5946-5943.
Dale Boger et al “Reversed and sandwiched Analogs of Duocarmycin SA:” 1997, vol. 119 pp. 4987-4998.
Dale boger et al Studies on the total Synthesis of CC-1065: Preparation of a Synthetic, Simlified 3-Carbamoyl- . . . 1987, vol. 52, pp. 1521-1530.
Dorwald F. A. Side Reactions in Organic Synthesis, 2005, Wiley: VCH, Weinheim pg. IX of Preface and pp. 8 and 9.
Abstract of Canadian Patent Application No. 2315569 A1, Feb. 2001.
Abstract of CH-009374, Jul. 22, 1976.
Abstract of GB-005435, Mar. 9, 1987.
Boger et al; J. Am. Chem. Soc. vol. 119, No. 21, 1997.
Boger et al; J. Org. Chem. 2000, 65, 4101-4111.
Boger et al; Chemical Reviews, 1997, vol. 97, No. 3.
Amishiro et al; Bioorganic & Medicinal Chemistry 8 (2000), 1195-1201.
J. Med. Chem., 1999, 42(4), 669-676.
Boger et al; Bioorganic & Medicinal Chemistry Letters 11 (2001) 221-2024.
Nagamura et al., Bioorganic & Medicinal Chemistry, vol. 4, pp. 1379-1391 (1996).
Forbes et al., J. Med. Chem., vol. 38, pp. 2524-2530 (1995).
Borger et al., J. Org. Chem., vol. 62, pp. 8875-8891 (1997).
Macor et al., Tetrahedron Letters, vol. 38, pp. 1673-1676 (1997).
Muratake et al., Chem. Pharm. Bull., vol. 44, pp. 67-79 (1996).
Muratake et al., vol. 46, pp. 400-412 (1998).
Warpehoski et al., Tetrahedron Letters, vol. 27, pp. 2735-2738 (1986).
Rawal et al., J. Org. Chem., vol. 52, pp. 19-28 (1987).
Boger et al., Chem. Rev., vol. 97, pp. 787-828 (1997).
Boger et al., Synthesis, No. SI, pp. 1505-1509 (1999).
Boger et al., J. Am. Chem. Soc., vol. 113, No. 10, pp. 3980-3983 (1991).
Murray et al., Cancer Research, vol. 57, pp. 3026-3031 (1997).
Patterson et al., Anti-Cancer Drug Design, vol. 14, pp. 473-486 (1999).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Pyrrolo-indole and pyrrolo-quinoline derivatives as prodrugs... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Pyrrolo-indole and pyrrolo-quinoline derivatives as prodrugs..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Pyrrolo-indole and pyrrolo-quinoline derivatives as prodrugs... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4126653

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.