Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2011-08-30
2011-08-30
Kifle, Bruck (Department: 1622)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Heterocyclic carbon compounds containing a hetero ring...
C514S299000, C540S520000, C546S183000
Reexamination Certificate
active
08008289
ABSTRACT:
The invention relates to the generation of a library of compounds enriched in agonist and antagonists for members of the G-protein coupled class of receptors (GPCRs). The library contains compounds of general formula (I) wherein y is any integer from 1 to 8; z is one integer from 0 to 8 with the proviso that y and z cannot simultaneously be 1; X is —CO—(Y)k—(R1)nor SO2—(Y)k—(R1)n; k is 0 or 1; y is a cycloalkyl or polycyloalkyl group (such as an adamantyl, adamantanemethyl, bicyclooctyl, cyclohexyl, cyclopropyl group); or y is a cycloalkenyl or polycycloalkenyl group; each R1is independently selected from hydrogen or an alkyl, haloalkyl, alkoxy, haloalkoxy, alkenyl, alkynyl, alkylamino, alkylaminoalkyl, alkylaminodialkyl, charged alkylaminotrialkyl or charged alkylcarboxylate radical of 1 to 20 carbon atoms; or each R1is independently selected from fluoro, chloro, bromo, iodo, hydroxy, oxyalkyl, amino, aminoalkyl, aminodialkyl, charged aminotrialkyl, or carboxylate radical; and n is any integer from 1 to m, where m is the maximum number of substitutions permissible on the cyclo-group Y; or alternatively R1may be selected from a peptido radical, for example having from 1 to 4 peptidic moieties linked together by peptide bonds (for example a peptido radical of 1 to 4 amino acid residues).
REFERENCES:
patent: 6395282 (2002-05-01), Kende et al.
patent: 2008/0076755 (2008-03-01), Grainger
patent: 10305922 (2004-03-01), None
patent: 10265761 (1998-10-01), None
patent: WO 97/017362 (1997-05-01), None
patent: WO 99/12968 (1999-03-01), None
patent: WO 00/42071 (2000-07-01), None
patent: WO-2005053702 (2005-06-01), None
patent: WO-2005077900 (2005-08-01), None
patent: WO2006/018609 (2006-02-01), None
“International Search Report in Appln No. PCT/GB2005/003134”, (Dec. 13, 2005),5 pgs.
Davidson, B S., “Isolation and synthesis of caprolactins A and B, new caprolactams from a marine bacterium”,Tetrahedron, 49(30),(1993),6569-6574.
Fox, Daniel J., “Design, Synthesis, and Preliminary Pharmacological Evaluation of N-Acyl-3-aminoglutarimides as Broad-Spectrum Chemokine Inhibitors in Vitro and Anti-inflammatory Agents in Vivo”,J. Med. Chem., 45, (2002),360-370.
Grainger, David J., et al., “Broad spectrum chemokine inhibitors related to NR58-3.14.3”,Mini-Reviews in Medicinal Chemistry, 5(9), (2005),825-32.
“International Preliminary Report on Patentability for related PCT Application No. PCT/GB2005/003134”, (Mar. 15, 2007), 9 pgs.
“Search Report Under Section 17 for GB0419517.8”, (Nov. 29, 2004), 1 pg.
Fox, David J., et al., “Identification of 3-(Acylamino)azepan-2-ones as Stable Broad-Spectrum Chemokine Inhibitors Resistant to Metabolism in Vivo”,J. Med. Chem., 48, (2005), 867-874.
Fox, David J., et al., “Supporting Information—Identification of 3-(acylamino)azepan-2-ones as Stable Broad-Spectrum Chemokine Inhibitors (BSCI) Resistant to Metabolism in vivo”, (2005), S1-S6.
Fetzion et al., Synthese dans las serie d'alcoyl-4 aza-2 bicyclo-(2,2,2) octane, Bull. Soc. Chim. Fr. (1969) No. 1, pp. 194-197.
Gould, “Salt selection for basic drugs”, Int. J. Pharm. (1986), 33, 201-217.
Weiss et al., “Effects of Various Amides on a Rat Brain Puromycin-sensitive Aminopeptidase and on Induced Convulsions in Mice”, Research Communications in Psychology, Psychiatry and Behavior (1992), 17(3-4), pp. 153-159.
Reckless et al., “Identification of Oligopeptide Sequences which Inhibit migration induced by a wide range of chemokines”, Biochem J. (1999) 340:803-811.
Fox et al, “Design, Synthesis, and Preliminary Pharmacological Evaluation of N-Acyl-3-aminoglutarimides as Broad-Spectrum Chemokine Inhibitors in Vitro and Anti-inflammatory Agents in Vivo”, J. Med. Chem. 45(2002) 360-370.
Grainger et al., “Broad-spectrum chemokine inhibitors (BSCIs) and their anti-inflammatory effects in vivo”, Biochem. Pharm. 65 (2003) 1027-1034 .
Boyle, et al., “Asymmetric Transformation of alpha-Amino-epsilon-caprolactam, a Lysine Precursor”, J. Org. Chem., vol. 44, (1979), pp. 4841-4847.
Kuo, et al., “Calcium-dependent protein kinase: Widespread occurrence in various tissues and phyla of the animal kingdom and comparison of effects of phospholipid, calmodulin, and trifluoroperazine”, Proc. Natl. Acad. Sci. USA, vol. 77, pp. 7039-7043, (1980).
Rezler et al., “Preparation, Characterization, DNA Binding, and in Vitro Cytotoxicity of the Enantiomers of the Platinum (II) Complexes N-Methyl-, N-Ethyl- and N,N-Dimethyl-(R)- and -(S)-3-aminohexahydroazepinedichloroplatinum(II)”, J. Med. Chem., 40, 3508-3515, (1997).
International Search Report for PCT/GB05/03139 (WO2006/018609) dated Jan. 25, 2006.
IPRP for PCT/GB05/03139 (WO2006/018609) dated Feb. 20, 2007.
Search Report for GB0418375.2, dated Nov. 29, 2004.
Asao, et al., “Structure of Reaction Products of 5-Nitrosotropolone and Arylamine”, Bull. Chem. Soc. Japan, vol. 63, (1990), pp. 3089-3095.
Hughes et al., “Total Synthesis of Cyclobutane Amino Acids from Atelia herbert smithii”, J. Org. Chem., (1988), vol. 53, pp. 4793-4796.
Pacquette et al., “Addition Reactions of Uniparticulate Electrophile Chlorosulfonyl Isocyanate to Highly Strained Bicyclic Hydrocarbons”, J. Am. chem. Soc., vol. 93, pp. 4503-4508, (1971).
Zahn et al., Chemische Berichte, vol. 91, pp. 1359-1371, (1958).
Fox David John
Grainger David J.
Bone Richard G. A.
Cambridge Enterprise Limited
Kifle Bruck
VLP Law Group LLP
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