Synthesis of 2-aralkyloxyadenosines, 2-alkoxyadenosines, and...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C536S027620, C536S027630, C536S027700, C536S027110

Reexamination Certificate

active

07342003

ABSTRACT:
Provided is a method for the synthesis of an aralkyloxyadenosine or an alkoxyadenosine. The method includes protecting the hydroxyl sugar groups with a protecting group to produce a protected halogenated adenosine. The protected halogenated adenosine is alkoxylated, and the hydroxyl sugar groups of the protected halogenated adenosine are deprotected to provide the aralkyloxyadenosine or alkoxyadenosine.

REFERENCES:
patent: 5140015 (1992-08-01), Olsson et al.
patent: 5430027 (1995-07-01), Knutsen et al.
patent: 5432164 (1995-07-01), Knutsen et al.
patent: 5484774 (1996-01-01), Lau et al.
patent: 5578582 (1996-11-01), Knutsen et al.
patent: 5654285 (1997-08-01), Ingall et al.
patent: 5683989 (1997-11-01), Lau et al.
patent: 6951932 (2005-10-01), Moorman
patent: 2258378 (1973-06-01), None
patent: 2324130 (1973-11-01), None
patent: 49-20198 (1974-02-01), None
patent: 49-124096 (1974-11-01), None
patent: 50-53393 (1975-05-01), None
patent: WO97/33591 (1997-09-01), None
[R] Victor-Vega et al., “Adenosine 14 A2A Receptor Agonists Promote More Rapid Wound Healing than Recombinant Human Platelet-Derived Growth Factor (Becaplermin Gel),” Inflammation, 26(1), 19-24 (Feb. 2002).
R. Olsson et al., “Synthesis and Cardiac Pharmacology of 2-(AR)Alkoxyadenosines,” Nucleosides & Nucleotides, vol. 10, No. 5, 1991, pp. 1049-1055.
H. Schaeffer et al., “Synthesis of Potential Anticancer Agents. XIV. Ribosides of 2,6-Disubstituted Purines,” J. Am. Chem. Soc. vol. 80, 1958, pp. 3738-3742. Jul. 20, 1958.
M. Ueeda et al., “2-Alkoxyadenosines: Potent and Selective Agonists at the Coronary Artery A2Adenosine Receptor,” J. Med. Chem., 1991, vol. 34, No. 4, pp. 1334-1339.
M. Ueeda et al., “2-Aralkoxyadenosines: Potent and Selective Agonists at the Coronary Artery A2Adenosine Receptor,” J. Med. Chem. , 1991, vol. 34, No. 4, pp. 1340-1344.
R. Barlett et al., “Synthesis and Pharmacological Evaluation of a Series of Analogues of 1-Methylisoguanosine,” J. Med. Chem., 1981, vol. 24, No. 8, pp. 947-954.
K. Miyai et al.; “Synthesis and Anti-Deoxyribonucleic Avcid Virus Activity of certain 9-β-D-Arabinofuranosyl-2-substituted Adenosine Derivatives,” J. Med. Chem., 1974, vol. 17, No. 2, pp. 242-244.
Halbfinger et al., “Molecular Recognition of Modified Adenine Nucleotides by the P2yl -Receptor. l.A Synthetic, Biochemical, and NMR Approach,” J. of Med. Chem. , 1999, vol. 42, No. 26, pp. 5325-5337 (WEB Dec. 4, 1999).
Wanner et al., “2-Nitro Analogues of Adenosine and l -Deazaadenosine: Synthesis and Binding Studies at the Adenosine A1, A2A, A3 Receptor Subtypes,” Bioorganic & Medicinal Chemistry Letters, Sep. 18, 2000, vol. 10, No. 18, pp. 2141-2144.
Robins et al., “Nucleic Acid Related Compounds. 114. Synthesis of 2,6-(Disubstituted)purine 2′,3′-Dinucleosides and Selected Cytotoxic, Anti-Hepatitis B, and Adenosine Deaminase Substrate Activities”, J. of Heterocyclic Chemistry, Nov.-Dec. 2001, vol. 38, No. 6, pp. 1297-1306.
Marumoto et al., “Synthesis and Enzymatic Activity of Adenosine 3′, 5′-Cyclic Phosphate Analogs,” Chem. & Pharm. Bulletin, Apr. 1979, vol. 27, No. 4, pp. 990-1003.
Marumoto et al., “Synthesis and Coronary Vasodilating Activity of 2-Substituted Adenosines,” Chem & Pharm. Bulletin (Japan), 1975, vol. 23, No. 4, pp. 759-774.
Smith et al., “March's Advanced Organic Chemistry—Reactions, Mechanisms, and Structure,” New York, NY John Wiley & Sons, Inc. 2001, Fifth Edition, pp. 486-487.
Kochetkov et al., “Organic Chemistry of Nucleic Acids, Part B,” New York Plenum Press, 1972, p. 453.
Copy of Search Report for PCT/US04/32762, May 19, 2005.
Victor-Vega et al, “Adenosine A2AReceptor Agonists Promote more Rapid Wound Healing than Recombinant Human Platelet-Derived growth Factor (Becaplermin Gel)”,Inflammation, vol. 26, No. 1, 2002, 19-24.

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

Synthesis of 2-aralkyloxyadenosines, 2-alkoxyadenosines, and... does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Synthesis of 2-aralkyloxyadenosines, 2-alkoxyadenosines, and..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Synthesis of 2-aralkyloxyadenosines, 2-alkoxyadenosines, and... will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3962538

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