Organic compounds -- part of the class 532-570 series – Organic compounds – Boron containing
Reexamination Certificate
2004-12-21
2010-11-09
Seaman, D. Margaret (Department: 1625)
Organic compounds -- part of the class 532-570 series
Organic compounds
Boron containing
C514S064000
Reexamination Certificate
active
07829742
ABSTRACT:
The present invention relates to novel boronic acid aryl derivatives which are useful as antitumor/anticancer agents. The present compounds, which are inexpensive to synthesize, exhibit unexpectedly good inhibitors of the growth of human breast cancer cells. The present invention also relates to the use of the novel boronic acid aryl derivatives to treat cancer. The invention also provides pharmaceutical compositions comprising the inhibitors of the invention and methods of utilizing the inhibitors and pharmaceutical compositions in the treatment and prevention of cancer.
REFERENCES:
patent: 0947511 (1999-10-01), None
patent: WO91/17749 (1991-11-01), None
patent: WO03/106384 (2003-12-01), None
Kumar et al. Journal of Medicinal Chemistry, 2003, 46, 2813-2815.
Dinkova-Kostova et al. Proc.Natl.Acad.Sci. USA (2001), 98(6):3404-3409.
Meng et al. Bioorg.Med Chem.Letters 2004, 14, 1513-1517.
Bouget et al. Bioorganic and Medicinal Chemistry, 11 (2003), 4881-4889.
Kumar et al. Journal of Medicinal Chemistry 2003, 46(14), 2813-2815.
Kumar et al. Journal of Medicinal Chemistry (2003), 46(14), 2813-2815.
DiCesare et al Tetrahedron Letters (2002), 43(14), 2615-2618.
Kumar, S.K., et al. “Design, Synthesis, and Evaluation of Novel Boronic-Chalcone Derivatives as Antitumor Agents”,Journal of Medicinal Chemistry(2003) 46(14):2813-2815.
Bouget, K., et al. “Hydrazino-Aza andN-Azapeptoids with Therapeutic Potential as Anticancer Agents”,Bioorganic&Medicinal Chemistry(2003) 11(23):4881-4889.
Yang, W., et al. “Boronic Acid Compounds As Potential Pharmaceutical Agents”,Medicinal Research Reviews(2003) 23(3):346-368.
Dicesare, N., et al. “Chalcone-analogue fluorescent prfobes for saccharides signaling using the boronic acid group”,Tetrahedron Letters(2002) 43(14):2615-2618.
Serafin, B. et al. “Arylboronic Compounds—VIII”,Tetrahedron(1963) 19:821-826.
Catlin, Joseph C., et al. “Synthesis, Reactions, and Mass Spectral Studies of Some Cyclic Amine-Boranes and Their Catechol Derivatives”,The Journal of Organic Chemistry(1969) 34(6):1664-1668.
Catlin, Joseph C., et al. “Preparation and Reactions ofo-(Cyanomethyl)benzeneboronic Acid”,The Journal of Organic Chemistry(1969) 34(6):1660-1663.
Snyder, H.R., et al. “Synthesis of Aromatic Boronic Acids. Aldehydo Boronic Acids and a Boronic Acid Analog of Tyrosine”,Journal of the American Chemical Society(1958) 80:835-838.
Fu, J.-m, et al. “Connections to the Directed Ortho Metalation Strategy. Pd(0)-Catalyzed Cross Coupling of Aryl Boronic Acids with Aryl Triflates”,Tetrahedron Letters(1990) 31(12):1665-1668.
Strachan, Jon-Paul, et al. “The preparation of some 1,7b-disubstituted cyclopropa[c] isoquinolines via nitril ylide cyclisations and their rearrangement to 2-benzazepines and 4-alkenyl-1,4-dihydroisoquinolines”,Journal of the Chemical Society, Perkin Transactions 1(1998) 13:807-812.
Yang, N. et al. “Nickel-Catalyzed Cross-Couplings of Cyclohexenyl Phosphate and Arylboronic Acids”,Tetrahedron Letters(1999) 40(17):3321-3324.
Kobayashi, Yuichi, et al. “Zinc Borates: Functionalized Hard Nucleophiles for Coupling Reactions with Secondary Allylic Acetates”,European Journal of Organic Chemistry(2000) 3825-3834.
Falck, J.R., et al “Bromo-Boronolactonization of Olefins”,The Journal of Organic Chemistry(2001) 66(21):7148-7150.
Falck, J.R., et al. “Homocoupling of alkyl-, alkenyl-, and arylboronic acids”,Tetrahedron Letters(2002) 43(45):8149-8151.
Jiang, Weiqin, et al. “Furoyl and Benzofuroyl Pyrroloquinolones as Potent and Selective PDE5 Inhibitors for Treatment of Erectile Dysfunction”,Journal of Medicinal Chemistry(2003) 46(3):441-444.
Database Beilstein, Beilstein Crossfire Institut Zur Foerderung Der Chemischen Wissenschaften; Citation No. 2508506; BRN 488408 1991, XP002327019, Abstract & Serafin, et al: Roczniki Chemii Annales Societatis Chimicae Polonorum, (1961) 35:359-362.
Roberts, David C., et al. “Pluripotential Amino Acids I. (L)-p-Dihydroxyborylphenylalanine (L-Bph) as a Precursor ofL-Phe andL-Tyr Containing Peptides; Specific Tritiation ofL-Phe-Containing Peptides at a Final Step in Synthesis”,Tetrahedron Letters(1980) 21(36):3435-3438.
Chandrakumar Nizal S
DLA Piper (LLP) US
Johns Hopkins University
Seaman D. Margaret
LandOfFree
Boronic acid aryl analogs does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Boronic acid aryl analogs, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Boronic acid aryl analogs will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-4220487