Prodrugs of amino acids with affinity for the...

Organic compounds -- part of the class 532-570 series – Organic compounds – Fatty compounds having an acid moiety which contains the...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

Reexamination Certificate

active

07491835

ABSTRACT:
This invention relates to prodrugs of certain amino acids that bind to the alpha-2-delta (α2δ) subunit of a calcium channel. These compounds and their pharmaceutically acceptable salts are useful in the treatment of a variety of psychiatric, pain and other disorders.

REFERENCES:
patent: 5344957 (1994-09-01), Bovy et al.
patent: 5614498 (1997-03-01), Ishikawa et al.
patent: 5840961 (1998-11-01), Behling et al.
patent: 6011066 (2000-01-01), Wang
patent: 6121325 (2000-09-01), Chen et al.
patent: 6306909 (2001-10-01), Weaver et al.
patent: 0 561 758 (1993-09-01), None
patent: 0 561 758 (1993-09-01), None
patent: 0 678 788 (1995-10-01), None
patent: 0 678 788 (1995-10-01), None
patent: 1 013 769 (2000-06-01), None
patent: 1 377 736 (1963-12-01), None
patent: 2 323 594 (1998-09-01), None
patent: WO 91/09840 (1991-07-01), None
patent: WO 95/15684 (1995-06-01), None
patent: WO 98/17627 (1998-04-01), None
patent: WO 98/40055 (1998-09-01), None
patent: WO 98/40055 (1998-09-01), None
patent: WO 98/56234 (1998-12-01), None
patent: WO 00/76958 (2000-12-01), None
patent: WO 00/76958 (2000-12-01), None
patent: WO 01/87821 (2001-11-01), None
patent: WO 01/88101 (2001-11-01), None
patent: WO 01/88101 (2001-11-01), None
patent: WO 02/22568 (2002-03-01), None
patent: WO 02/30871 (2002-04-01), None
patent: 02100344 (2002-12-01), None
patent: WO 02/100344 (2002-12-01), None
patent: WO 02/100344 (2002-12-01), None
Arvanitis, E., et al., “Enantioselective synthesis of 2-substituted 3-amniopropanoic acid (Beta-alanine) derivatives which are Beta-analogues of aromatic amino acids”. J. Chem. Soc., Perkin Trans. 1. 1998. pp. 521-528.
Baskakov. Y. A. et al., “Preparation of the Cyclic Hydrazide of Maleic Acid and of Some of its Derivatives”, Database Crossfire Beilstein, Beilstein Institut Zur Foerderung Der Chenischen Wissenschaften, Frankfurt Am Main. DE Database Accession No. 1770439 (BRN), XP002242312 & Zh. Obshch. Khim., 1954, vol. 24, pp. 1205-1208.
Borodina, G.M., et al., “Synthesis of Some Derivatives of Aliphatic Beta-Amino Acids”. Chemical Abstracts. 1955. vol. 49. No. 18, col. 1, pp. 12291, (Abstract Only).
Bull, S.D. et al., “Asymmetric synthesis of Beta-amino acid scaffolds”, J. Chem. Soc. Perkin Trans 1, 2001 vol. 22. pp. 2931-2938.
Database Crossfire Beilstein. Beilstein Institut Zur Foerderung Der Chenischen Wissenchaften. Frankfurt Am Main, DE Database Accession No. 1723420 (BRN). XP002242310 & Zh. Obshch. Khim., 1956. vol. 26. pp. 793-796.
Davies, S. G. et al. “Asymmetric Syntheses of Beta-Phenylalanine, Alpha-Methyl-Beta-Phenylalanines and Derivatives”. J. Chem. Soc., Chem. Commun., 1993. pp. 1153-1155.
Davies, S. G., et al. “A Succinct Asymmetric Synthesis of (2S,3R)-2-Methyl-3-aminopentanoic Acid Hydrochloride”. Synlett. 1994. pp. 117-118.
Davis, F.A., et al., “Concise Asymmetric Synthesis of Alpha-Amino Acid Derivatives from N-Sulfinylimino Esters.” J. Org. Chem., 1999. vol. 64 pp. 3396-3397.
Davis, F.A. et al., “Improved Synthesis of Enantiopure Sulfinimines (Thiooxime S-Oxides) from p-Toluenesulfinamide and Aldehydes and Ketones,” J. Org. Chem. 1999, vol. 64, pp. 1403-1406.
Dixon, W. J., W., “Efficient Analysis of Experimental Observations”. Ann. Rev. Pharmacol. Toxicol., 1980, vol. 20, pp. 441-462.
Evans, D. A. et al. “A General Method for the Synthesis of Enantiomerically Pure Beta-Substituted, Beta-Amino Acids through Alpha-Substituted Succinic Acid Derivatives”, J. Org. Chem., 1999, vol. 64. pp. 6411-6417.
Gallop. Mark, et al., “Amino acid conjugates providing for sustained systemic concentrations of GABA analogs”, Database CA Online! Chemical Abstracts Service, XP002319859.
Gee. N. S. et al, “The Novel Anticonvulsant Drug. Gabapentin (Neurontin), Binds to the Alpha2Beta Subunit of a Calcium Channel”. J. Biol. Chem., 1996. vol. 271, No. 10, pp. 5768-5776.
Gerwick, W. et al., “Total Structure of Hormothamnin A, A Toxic Cyclic Undecapeptide From the Tropical Marine Cyanobacterium Hormothamnion Enteromorphoides”. Tetrahedron, 1992, vol. 48, No. 12. pp. 2313-2324.
Gol'dfarb, Y.L. et al., “Synthesis of Aliphatic Amino Acids from Thiophene Derivatives”, Chemical Abstracts, vol. 8, col. 2, p. 12837 (Abstract Only).
Griffith. O.W. et al., “Liquid Chromatographic Separation of Enantiomers of Beta-Amino Acids Using a Chiral Stationary Phase”. Chemical Abstract, 1986, vol. 105, No. 21, (Abstract Only).
Hargreaves. K. et al, “A New and Sensitive Method for Measuring Thermal Nociception in Cutaneous Hyperalgesia”. Pain, 1988, vol. 32, pp. 77-88.
Hawkins J. et al., “Asymmetric Michael Reactions of 3,5-Dihydro-4H-dinaphth[2,1-c:1′.2′-e]azepine with Methyl Crotonate”, J.Org.Chem., 1986, vol. 51, pp. 2820-2822.
Hill. R. K. et al., “Asymmetric Induction in the Thermal Reactions of Allylic Alcohols with N. N-Dimethylacetamide Dimethyl Acetal and Triethyl Orthoacetate”. J. Oor. Chem.. 1972. vol. 37. No. 23, pp. 3737-3740.
Hintermann T. et al., “A Useful Modification of the Evans Auxilliary: 4-Isopropyl-5,5-diphenyloxazolidin-2-one,” Helvetica Chimica Acta. 1998. vol. 81. pp. 2093-2126.
Ho, G.J. et al. “Lithium-Initiated Imide Formation. A Siimple Method for N-Acylation of 2-Oxazolidinones and Bornane-2, 10-Sultam”, J. Org. Chem., 1995, vol. 60, pp. 2271-2273.
Ishikawa et al, “Chiral Lewis Acid-Hydroxylamine Hybrid Reagent for Enantioselective Michael Addition Reaction Directed Towards Beta-Amino Acids Synthesis”, SYNLETT, 1998, vol. 11, pp. 1291-1293.
Jefford, C. et al., “An Enantiospecific Synthesis of Beta-Amino Acids”, Tetrahedron Letters. 1993. vol. 34, No. 7. pp. 1111-1114.
Juraristi. E. et al., “Enantioselective Synthesis of Beta-Amino Acids. 7. Preparation of Enantiopure Amino-Substituted Beta-Amino Acids from 1-Benzoyl-2(S)-tert-butyl-3-methylperhydropyrimidin-4-one.1,2”, Tetrahedron, 1996, vol. 7, No. 8, pp. 2233-2246.
Lazar. L., et al., “A Simple Synthesis of Beta-Alkyl-Substituted Beta-Amino Acids”. Synth. Commun., 1998, vol. 28(2). pp. 219-224.
Liang, J. et al, “Synthesis of Unit A of Cryptophycin via a [2,3]-Wittig Rearrangement”, J. Org. Chem., 1999, vol. 64, pp. 1459-1463.
Myers. A. G. et al., “Highly Practical Methodology for the Synthesis of D- and L-Alpha-Amino Acids, N-Protected Alpha-Amino Acids, and N-Methyl-Alpha-Amino Acids.” J. Am. Chem. Soc., 1997, vol. 119, pp. 656-673.
Nagula, G. et al., “Synthesis of Alpha-Substituted Beta-Amino Acids Using Pseudoephedrine as a Chiral Auxiliary,” Org. Letters, 2000, vol. 2, pp. 3527-3529.
Paine III, J.B. et al. “Pyrrole Chemistry. The Cyanovinyl Aldehyde Protecting Groups”, J. Org. Chem., 1976. vol. 41. No. 17, pp. 2826-2835.
Palomino E., “Delivery of Drugs Through Dihydropyridine Carriers”. Drugs of the Future. 1990. vol. 15, No. 4. pp. 361-368.
Randall L.O., et al. “A Method for Measurement of Analgesic Activitity On Inflamed Tissue”, Arch. Int. Pharmacodyn., 1957, vol. 4, pp. 409-419.
Rodionov, V. M., et al., “Synthesis and Separation of Diastereoisomeric Gamma-Ethyl-Beta-Aminocaprylic Acids and Their Derivatives”. Chemical Abstracts, 1956, vol. 50, No. 20 (Abstract Only).
Rodionov. V.M., et al., “The Hoffmann reaction. III. Reaction of Acylated Amides of Beta-Aminopelagonic Acid with Alkaline Hypobromites”, Chemical Abstracts, 1951, col. 1, vol. 45, No. 19, pp. 8453.
Seebach, D. et al. “EPC-Synthesis of Beta-Amino Acid Derivatives through Lithiated Hydropyrimidines” Eur. J. Org. Chem., 1999. pp. 335-360.
Sibi, M.P. et al., “A New Methodology for the Synthesis of Beta-Amino Acids”. J. Chem. Soc., Perkin Trans.1. 2000, vol. 9, pp. 1461-1466.
Slopianka. M. et al., “Thiocaronyl Olefination”, Chemical Abstracts. 1981. v

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

Prodrugs of amino acids with affinity for the... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Prodrugs of amino acids with affinity for the..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Prodrugs of amino acids with affinity for the... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-4065780

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