Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Patent
1998-09-30
2000-03-28
Morris, Patricia L.
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
C07D49122
Patent
active
060433671
ABSTRACT:
The present invention features proactive antitumor compounds of the following formula: ##STR1## wherein R.sup.1 is COOZ; Z being H, alkali metal, alkaline earth metal, an ammonium group which is optionally substituted with one or more alkyl groups, or a carboxyl protecting group; each of R.sup.2, R.sup.3, and R.sup.4, independently, is OH or OR.sup.a ; R.sup.a being a hydroxyl protecting group; X is benzene or pyridine, optionally substituted with R.sup.b ; R.sup.b being H, C.sub.1-5 alkyl, C.sub.1-5 alkoxy, NO.sub.2, F, Cl, Br, SO.sub.3 H, and CN; R.sup.5 is H or OH; and each of n and m, independently, is 0 or 1; or a salt thereof.
REFERENCES:
patent: 4604463 (1986-08-01), Miyasaka et al.
patent: 4975278 (1990-12-01), Senter et al.
patent: 4981968 (1991-01-01), Wall et al.
patent: 5559235 (1996-09-01), Luzzio et al.
patent: 5561119 (1996-10-01), Jacquesy et al.
patent: 5602141 (1997-02-01), Bedeschi et al.
patent: 5621002 (1997-04-01), Bosslet et al.
patent: 5632990 (1997-05-01), Bagshawe et al.
patent: 5658568 (1997-08-01), Bagshawe
patent: 5677286 (1997-10-01), Shull et al.
patent: 5710135 (1998-01-01), Leenders et al.
patent: 5726181 (1998-03-01), Hausheet et al.
patent: 5734056 (1998-03-01), Burk et al.
patent: 5760072 (1998-06-01), de Bont et al.
Azoulay et al., "Prodrugs of anthracycline antibiotics suited for tumor-specific activation", Anti-Cancer Drug Design (1995), 10:441-450.
Chen et al., "Cure of Malignant Ascites and Generation of Protective Immunity by Monoclonal Antibody-Targeted Activation . . . Prodrug in Rats", Int. J. Cancer, (1997), 73:392-402.
Cheng et al., Poly(ethylene glycol) Modification of .beta.-glucuronidase-antibody conjugates for solid-tumor Therapy by Targeted Activation of Glucuronide Prodrug, Cancer Immunol. Immunother. 44:305-315 (1997).
Haisma et al., "Comparison of Two Anthracycline-Based Prodrugs for Activation by a Monoclonal . . . Treatment of Cancer", Cell Biophysics, (1994) 24/25:185-192.
Haisma et al., "A monoclonal antibody-.beta.-glucuronidase conjugate as activator of the prodrug epirubicin-glucuronide . . . treatment of cancer", British Journal of Cancer, 66(3): pp. 474, Sep. 1, 1992.
Leenders et al., ".beta.-Glucuronyl Carbamate Based Pro-moieties Designed for Prodrugs in ADEPTacology" Tetrahedron Letters, 36:10 pp. 1701-1704, 1995.
Leenders et al., "Synthesis and Evaluation of Novel Daunomycin-Phosphate-Sulfate-.beta.-Glucuronide and .beta.-Glucoside Prodrugs for Application in ADEPT" Bioorganic & Medicinal Chemistry Letters, 5:24 2975-80, 1995.
Murdter et al., "Enhanced Uptake of Doxorubicin into Bronchial Carcinoma: .beta.-Glucuronidase Mediates Release of Doxorubicin from a Glucuronide Prodrug (HMR 1826) at the Tumor Site" Cancer Research 57:2440-2445, 1997.
Schmidt et al., "Glucuronide Prodrugs of Hydroxy Compounds for Antibody Directed Enzyme Prodrug Therapy (ADEPT): A Phenol Nitrogen Mustard Carbamate" Bioorganic & Medicinal Chemistry Letters, 7:8 1071-76, 1997.
Wang et al., "Specific Activation of Glucuronide Prodrugs by Antibody-targeted Enzyme Conjugates for Cancer Therapy" Cancer Research 52, 4484-4491, 1992.
Roffler et al., "Anti-neoplastic glucuronide prodrug treatment of human tumor cells targeted with a clonal antibody-enzyme conjugate" Biochemical Pharmacology, 42:10 pp. 2062-2065, 1991.
Roffler et al., "A Quick method for Detecting Metabolic Cooperation", Biochemical Pharmacology, 42(10): 2061-2062, 1991.
Chern Ji-Wang
Leu Ye-Lin
Roffler Steve
LandOfFree
Proactive antitumor compounds does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Proactive antitumor compounds, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Proactive antitumor compounds will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-1326941