Carbohydrate prodrugs of fluorooxindoles

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

Reexamination Certificate

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C514S419000, C514S043000, C536S017400

Reexamination Certificate

active

06916937

ABSTRACT:
The present invention provides novel prodrug derivatives of fluorooxindoles having the general Formula Iwherein the wavy bond (img id="CUSTOM-CHARACTER-00001" he="2.46mm" wi="4.23mm" file="US06916937-20050712-P00001.TIF" alt="custom character" img-content="character" img-format="tif" ?) represents the racemate, the (R)-enantiomer or the (S)-enantiomer, and R1, R2, R3, R4and X are as defined herein, or a nontoxic pharmaceutically acceptable salt or solvate thereof and are useful in the treatment of disorders which are responsive to the opening of potassium channels.

REFERENCES:
patent: 5602169 (1997-02-01), Hewawasam et al.
patent: 2002/0156120 (2002-10-01), Hewawasam et al.
patent: 2003/0195169 (2003-10-01), Gillman et al.
patent: WO 93/08800 (1993-05-01), None
Faber et al., “Calcium-activated potassium channels: Multiple contributions to neuronal function,” The neuroscientist, 2003, vol. 9, No. 3, pp. 181-185.
Xia et al., “Multiple regulatory sites in large-conductance calcium-activated potassium channels,” Nature, 2002, vol. 418, pp. 880-884.
Zhang et al., “Amide N-Glucoronidation of maxipost catalyzed by UDP-Glucuronosyltransferase 2B7 in humans,” Pharamceutical Candidate Optimization, Pharmaceutical research institute, 2004.
Calderone V., “Large-conductance ca(2+) activated k(+) channels: function, pharmacology and drugs,” Curr Med Chem, 2002, vol. 14, pp. 1385-1395.
Nardi et al., “Natural modulators of large-conductance calcium-activated potassium channels,” Planta Med., 2003, vol. 10, pp. 885-892.
Meredith et al., “Overactive bladder and incontinence in the absence of the BK large conductance Ca2+-activated K+ channel,” J. Biol. Chem., 2004, vol. 269, Issue 35, pp. 746-752.
Sausbier et al., “Cerebellar ataxia and Purkinje cell dysfunction caused by Ca2+ activated K+ channel deficiency,” Proc Natl Acad Sci, 2004, vol. 101, pp. 9474-9478.
Greffrath et al., “Contribution of Ca2+-activated K+ channels to hyperpolarizing potentials and discharge pattern in rat supraoptic neurones,” J. Neuroendocrinol, 2004, vol. 7, pp. 577-588.
Xi et al., “Carbon monoxide activates KCa channels in newborn arteriole smooth muscle cells by increasing apparent Ca2+ sensitivity of alpha subunits,” Am J Physiol Heart Circ Physiol, 2004, vol. 6.
Cook, Nigel S., “The pharmacology of potassium channels and their therapeutic potential,” TIPS, Jan. 1998, vol. 9, pp. 21-28.
Quast, Ulrich et al., “Moving together: K+ channel openers and ATP-sensitive K+ channels,” TIPS Nov. 1989, vol. 10, pp. 431-435.
Singer, Joshua J. et al., “Characerization of calcium-activated potassium channels in single smooth muscle cells using the patch clamp technique,” Pflügers Arch., 1987, vol. 408, pp. 98-111.
Baro, I. et al., “A Ca2+-activated K+ current in guinea-pig atrial myocytes,” Pflügers Arch., 1989, vol. 414, Supp. 1, pp. S168-S170.
Ahmed, F. et al., “Some features of the spasmogenic actions of acetylcholine and histamine in guinea-pig isolated trachealis,” Br. J. Pharmac., 1984, vol. 83, pp. 227-233.
Trivedi, S. et al., “Calcium dependent K-channels in guinea pig and human urinary bladder,” Biochemical and Biophysical Research Communications, 1995, vol. 213, No. 2, pp. 404-409.
Koh, Duk-Su et al., Effect of the flavoid phloretin on Ca2+-activated K+ channels in myelinated nerve fibres of Xenopus laevis, Neuroscience Letters, 1994, vol. 165, pp. 167-170.
Leu, Yu-Ling et al., “Design and synthesis of water-soluble glucuronide derivaties of camptothecin for cancer prodrug monotherapy and antibody-directed enzyme prodrug therapy (ADEPT),” J. Med. Chem., 1999, vol. 42, pp. 3623-2628.
Truelove, J.E. et al., “Synthesis of 1-O-(2'-acetoxy)benzoyl-α-D-2-deoxyglucopyranose, a novel aspirin prodrug,” Journal of Pharmaceutical Sciences, Feb. 1980, vol. 69, No. 2 pp. 231-232.
Varia, S.A. et al., “Phenytoin prodrugs III: water-soluble prodrugs for oral and/or parenteral use,” Journal of Pharmaceutical Sciences, Aug. 1984, vol. 73, No. 8, pp. 1068-1073.
Gribkoff, V.K.. et al., “Targeting acute ischemic stroke with a calcium-sensitive opener of maxi-K potassium channels,” Nature Medicine, Apr. 2001, vol. 7, No. 4, pp. 471-477.

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