Amino acids with affinity for the α-2-delta-protein

Details Amino acids with affinity for the α-2-delta-protein Amino acids with affinity for the α-2-delta-protein

2006-06-20

2006-06-20

Tsang, Cecilia J. (Department: 1625)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Radical -xh acid, or anhydride, acid halide or salt thereof...

C562S553000

Reexamination Certificate

active

07064147

ABSTRACT:
This invention relates to certain β-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: 5578606 (1996-11-01), Vazquez 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: 0 678 788 (1995-10-01), None
patent: 1 013 769 (2000-06-01), None
patent: 1 377 7366 (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 40055 (1998-09-01), None
patent: WO 98/56234 (1998-12-01), 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 02/22568 (2002-03-01), None
patent: WO 02/30871 (2002-04-01), None
Griffinth et al, Liquid Chromatographic Separtion of Enantiomes of Beta -amino acids using a chiral stionary phase, Mar. 1986, J. of Chromatography, 362(3), p. 345-352.
Juaristi et al , Enantioselective Synthesis of beta-amino acids. 1996, Tetrahedron:Asymmetry, vol. 7, No. 8, p. 2233-2246.
Palomino E., “Delivery of Drugs Through Dihydropyridine Carriers”, Drugs of the Future, (1990), pp. 361-368, vol. 15(4).
Juaristi, E., “Enantioselective Synthesis of beta-Amino Acids”, Tetrahedron: Asymmetry, (1996) pp. 2233-2246, vol. 7, No. 8.
Lazar, L. et al, “A Simple Synthesis of Beta-Alkyl-Substituted Beta-Amino Acids”, Synth. Commun., (1998), pp. 219-224, vol. 28(2).
Davies, S.G. et al, “Asymmetric Synthesis 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.
Ishikawa et al, “Chiral Lewis Acid-Hydroxylamine Hybrid Reagent for Enantioselective Michael Addition Reaction Directed Towards Beta-Amino Acids Synthesis”, SYNLETT, (1998), pp. 1291-1293, vol. 11.
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), pp. 2820-2822, vol. 51.
Bull S.D. et al, “Asymmetric Synthesis of Beta-amino Acid Scaffolds”, J. Chem. Soc., Perkin Trans. 1, (2001), pp. 2931-2938, vol. 22.
Evans, D. A. et al, “A General Method for the Synthesis of Enantionmerically Pure Beta-Substituted, Beta-Amino Acids through Alpha-Substituted Succinic Acid Derivatives”, J. Org. Chem., (1999), pp. 6411-6417, vol. 64.
Sibi, M.P. et al., “A New Methodology for the Synthesis of Beta-Amino Acids”, J. Chem. Soc., Perkin Trans. I, (2000), pp. 1461-1466, vol. 9.
Arvanitis et al., Enantioselective synthesis of 2-substitured 3-amniopropanoic acid (Beta-alanine) derivatives which are Beta-analogues of aromatic amino acids, J. Chem. Soc., Perkin Trans. 1, (1998), pp. 521-528.
Yuen P. W. et al, “Enantioselective Synthesis of PD144723: A Potent Stereospecific Anticonvulsant”, Bioorganic & Med. Chem Lett., (1994), pp. 823-825, vol. 4(6).
Ho, G.J. et al, “Lithium-Initiated Imide Formation. A Simple Method for N-Acylation of 2-Oxazolidinones and Bornane-2, 1—Sultam”, J. Org. Chem., (1995), pp. 2271-2273, vol. 60.
Seebach, D. et al, “EPC—Synthesis of Beta-Amino Acid Derivatives through Lithiated Hydropyrimidines” EUR: J. Org. Chem., (1999), pp. 335-360.
Paine, J.B. et al, “Pyrrole Chemistry. The Cyanovinyl Aldehyde Protecting Groups”, J. Org. Chem., (1976), pp. 2826-2835, vol. 41, No. 17.
Tang, T. P. et al, “The tert-Butanesulfinyl Group: An Ideal Chiral Directing Group and Boc-Surrogate for the Asymmetric Synthesis and Applications of Beta-Amino Acids”, J. Org. Chem., (1999), pp. 12-13, vol. 64.
Gee, N. S. et al, “The Novel Anticonvulsant Drug, Gabapentin (Neurontin), Binds to the Alpha2Beta Subunit of a Calcium Channel”, J. Biol. Chem., (1996), pp. 5768-5776, vol. 271(10).
Sluka, K., et al, “Unilateral Intramuscular Injections of Acidic Saline Produce a Bilateral Long-Lasting Hyperalgesia”, Muscle Nerve, (2001), pp. 37-46, vol. 24.
Dixon, W., “Efficient Analysis of Experimental Observations”, Ann. Rev. Pharmacol. Toxicol., (1980), pp. 441-462, vol. 20.
Randall L.O., et al, “A Method for Measurement of Analgesic Activity On Inflamed Tissue”, Arch. Int. Pharmacodyn., (1957), pp. 409-419, vol. 4.
Hargreaves, K. et al, “A New and Sensitive Method for Measuring Thermal Nociception in Cutaneous Hyperalgesia”, PAIN, (1988), pp. 77-88, vol. 32.
Vogel, J.R. et al, “A Simple and Reliable Conflict Proceure for Testing Anti-Anxiety Agents”, PSYCHOPHARMACOLOGIA, (1971), pp. 1-7, vol. 21.
Liang, J. et al, “Synthesis of Unit A of Cryptophycin via a [2,3]-Wittig Rearrangement”, J. Org. Chem., (1999), pp. 1459-1463, vol. 64.
Hill, R. K. et al., “Asymmetric Induction in the Thermal Reactions of Allylic Alcohols with N, N-Dimethylacetamide Dimethyl Acetal and Triethyl Acetal and Triethyl Orthoacetate”, J. Org. Chem., (1972), pp. 3737-3740. vol. 37. No. 23.
Gerwick, W. et al., “Total Structure of Hormothamnin A, A Toxic Cyclic Undecapeptide From the Tropical Marine Cyanobacterium Hormothamnion Enteromorphoides”, TETRAHEDRON, (1992). pp. 2313-2324. vol. 48. No. 12.
Jefford, C. et al., “An Enantiospecific Synthesis of Beta-Amino Acids”, Tetrahedron Letters, (1993), pp. 1111-1114, vol. 34, No. 7.
Gol'dfarb, Y.L. et al., “Synthesis of Aliphatic Amino Acids from Thiophene Derivatives”, Chemical Abstracts, p. 12837, Col. 2, vol. 28 (Abstract Only).
Rodionov, V.M., “The Hoffmann reaction. III. Reaction of Acylated Amides of Beta-Aminopelagonic Acid with Alkaline Hypobromites”, Chemical Abstracts, (1951), p. 8453, Col. 1. vol. 45. No. 19 (Abstract Only).
Borodina, G.M., “Synthesis of Some Derivatives of Aliphatic Beta-Amino Acids”, Chemical Abstracts, (1955), p. 12291, Col. 1, vol. 49, No. 18 (Abstract Only).
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).
Slopianka, M. et al., “Thiocaronyl Olefination”, Chemical Abstracts, (1981), vol. 96, No. 13 (Abstract Only).
Griffith, O.W. et al., “Liquid Chromatographic Separation of Enantiomers of Beta-Amino Acids Using a Chiral Stationary Phase”, Chemical Abstractsm, (1986), vol. 105, No. 21, (Abstract Only).
Database Crossfire Beilstein, Beilstein Institut Zur Foerderung Der Chenischen Wissenchaften, Frankfurt Am Main, DE Database Accession no. 1723420 (BRN), XP002242310 & Zh. Obshch. Khim, vol. 26, (1956), p. 793, 796.
Lazar, L., et al., “A Simple Synthesis of Beta-Alkyl-Substituted Beta-Amino Acids”, Synth. Commun., (1998), vol. 28(2), pp. 219-224.
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 Foerderund Der Chenischen Wissenschaften, Frankfurt Am Main, DE Database Accession No. 1770439 (BRN), XP002242312.
Vara Prasad, J. V. N., “2.2′-Dithiobisbenzamides Derived from Alpha-, Beta- and Gamma-Amino Acids Possessing Anti-HIV Activities: synthesis and Structure-Activity Relationship”, Bioorganic 7 Meicinal Chemistry, (1998), pp. 1707-1730.
PCT Internation Search Report PCT/IB03/00976.

Affiliated with

Also associated with

Rating

Amino acids with affinity for the α-2-delta-protein does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Amino acids with affinity for the α-2-delta-protein, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Amino acids with affinity for the α-2-delta-protein will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-3681261