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Volumn 64, Issue 23, 1999, Pages 8608-8615

Synthesis of 4(5)-[5-(Aminomethyl)tetrahydrofuran-2-yl- or 5- (aminomethyl)-2,5-dihydrofuran-2-yl]imidazoles by efficient use of a PhSe group: Application to novel histamine H3-ligands

Author keywords

[No Author keywords available]

Indexed keywords

[5 (AMINOMETHYL) 2,5 DIHYDROFURAN 2 YL]IMIDAZOLE; [5 (AMINOMETHYL)TETRAHYDROFURAN 2 YL]IMIDAZOLE; BENZENE DERIVATIVE; HISTAMINE H3 RECEPTOR; LIGAND; SELENIUM DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0033550240     PISSN: 00223263     EISSN: None     Source Type: Journal    
DOI: 10.1021/jo9910637     Document Type: Article
Times cited : (27)

References (46)
  • 4
    • 0002445247 scopus 로고
    • 3 receptor, see: (a) Schunak, W. Actual. Chim. Ther. 1993, 20, 9. (b) Schunack, W.; Stark, H. Eur. J. Drug Metab. Pharmacokinet. 1994, 19, 173. (c) Leurs, R.; Vollinga, R. C.; Timmerman, H. Prog. Drug Res. 1995, 45, 107. (d) Schlicker, E.; Malinowska, B.; Kathmann, M.; Göthert, M. Fundam Clin Pharmacol. 1994, 8, 128. (e) Stark, H.; Schlicker, E.; Schunack, W. Drugs Future 1998, 21, 507. (f) Leurs, R.; Blandina, P.; Tedford, C.; Timmerman, H. TiPS 1998, 19, 177.
    • (1993) Actual. Chim. Ther. , vol.20 , pp. 9
    • Schunak, W.1
  • 5
    • 0028173590 scopus 로고
    • 3 receptor, see: (a) Schunak, W. Actual. Chim. Ther. 1993, 20, 9. (b) Schunack, W.; Stark, H. Eur. J. Drug Metab. Pharmacokinet. 1994, 19, 173. (c) Leurs, R.; Vollinga, R. C.; Timmerman, H. Prog. Drug Res. 1995, 45, 107. (d) Schlicker, E.; Malinowska, B.; Kathmann, M.; Göthert, M. Fundam Clin Pharmacol. 1994, 8, 128. (e) Stark, H.; Schlicker, E.; Schunack, W. Drugs Future 1998, 21, 507. (f) Leurs, R.; Blandina, P.; Tedford, C.; Timmerman, H. TiPS 1998, 19, 177.
    • (1994) Eur. J. Drug Metab. Pharmacokinet. , vol.19 , pp. 173
    • Schunack, W.1    Stark, H.2
  • 6
    • 0028860597 scopus 로고
    • 3 receptor, see: (a) Schunak, W. Actual. Chim. Ther. 1993, 20, 9. (b) Schunack, W.; Stark, H. Eur. J. Drug Metab. Pharmacokinet. 1994, 19, 173. (c) Leurs, R.; Vollinga, R. C.; Timmerman, H. Prog. Drug Res. 1995, 45, 107. (d) Schlicker, E.; Malinowska, B.; Kathmann, M.; Göthert, M. Fundam Clin Pharmacol. 1994, 8, 128. (e) Stark, H.; Schlicker, E.; Schunack, W. Drugs Future 1998, 21, 507. (f) Leurs, R.; Blandina, P.; Tedford, C.; Timmerman, H. TiPS 1998, 19, 177.
    • (1995) Drug Res. , vol.45 , pp. 107
    • Leurs, R.1    Vollinga, R.C.2    Prog, T.H.3
  • 7
    • 0028325424 scopus 로고
    • 3 receptor, see: (a) Schunak, W. Actual. Chim. Ther. 1993, 20, 9. (b) Schunack, W.; Stark, H. Eur. J. Drug Metab. Pharmacokinet. 1994, 19, 173. (c) Leurs, R.; Vollinga, R. C.; Timmerman, H. Prog. Drug Res. 1995, 45, 107. (d) Schlicker, E.; Malinowska, B.; Kathmann, M.; Göthert, M. Fundam Clin Pharmacol. 1994, 8, 128. (e) Stark, H.; Schlicker, E.; Schunack, W. Drugs Future 1998, 21, 507. (f) Leurs, R.; Blandina, P.; Tedford, C.; Timmerman, H. TiPS 1998, 19, 177.
    • (1994) Fundam Clin Pharmacol. , vol.8 , pp. 128
    • Schlicker, E.1    Malinowska, B.2    Kathmann, M.3    Göthert, M.4
  • 8
    • 0030015542 scopus 로고    scopus 로고
    • 3 receptor, see: (a) Schunak, W. Actual. Chim. Ther. 1993, 20, 9. (b) Schunack, W.; Stark, H. Eur. J. Drug Metab. Pharmacokinet. 1994, 19, 173. (c) Leurs, R.; Vollinga, R. C.; Timmerman, H. Prog. Drug Res. 1995, 45, 107. (d) Schlicker, E.; Malinowska, B.; Kathmann, M.; Göthert, M. Fundam Clin Pharmacol. 1994, 8, 128. (e) Stark, H.; Schlicker, E.; Schunack, W. Drugs Future 1998, 21, 507. (f) Leurs, R.; Blandina, P.; Tedford, C.; Timmerman, H. TiPS 1998, 19, 177.
    • (1998) Drugs Future , vol.21 , pp. 507
    • Stark, H.1    Schlicker, E.2    Schunack, W.3
  • 9
    • 0031858013 scopus 로고    scopus 로고
    • 3 receptor, see: (a) Schunak, W. Actual. Chim. Ther. 1993, 20, 9. (b) Schunack, W.; Stark, H. Eur. J. Drug Metab. Pharmacokinet. 1994, 19, 173. (c) Leurs, R.; Vollinga, R. C.; Timmerman, H. Prog. Drug Res. 1995, 45, 107. (d) Schlicker, E.; Malinowska, B.; Kathmann, M.; Göthert, M. Fundam Clin Pharmacol. 1994, 8, 128. (e) Stark, H.; Schlicker, E.; Schunack, W. Drugs Future 1998, 21, 507. (f) Leurs, R.; Blandina, P.; Tedford, C.; Timmerman, H. TiPS 1998, 19, 177.
    • (1998) TiPS , vol.19 , pp. 177
    • Leurs, R.1    Blandina, P.2    Tedford, C.3    Timmerman, H.4
  • 23
    • 0345216299 scopus 로고    scopus 로고
    • note
    • Khan et al. synthesized only trans-cyclopropylhistamine via diastereoselective cyclopropanation, and the synthetic attempts for cis-cyclopropylhistamine by Timmerman et al. were unsuccessful.
  • 35
    • 0000457348 scopus 로고
    • The Chemistry of C-Nucleosides
    • Townsend, L. B., Ed.; Plenum Press: New York
    • For recent reviews on the chemistry, biochemistry, and synthesis of C-nucleoside analogues, see: (a) Watanabe, K. A. The Chemistry of C-Nucleosides. In Chemistry of Nucleosides and Nucleotides; Townsend, L. B., Ed.; Plenum Press: New York, 1994; Vol. 3, pp 421-535. (b) Shaban, M. A. E.; Nasr, A. Z. The Chemistry of C-Nucleosides and Their Analogues I: C-Nucleosides of Hetero Monocyclic Bases. In Advances In Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1997; Vol. 68, pp 223-432. (c) Levy, D. E.; Tang, C. The Chemistry of C-Glycosides. In Tetrahedron Organic Chimistry Series; Baldwin, J. E., Magnus, P. D., Eds.; Pergamon: New York, 1995.
    • (1994) Chemistry of Nucleosides and Nucleotides , vol.3 , pp. 421-535
    • Watanabe, K.A.1
  • 36
    • 33750865454 scopus 로고    scopus 로고
    • The Chemistry of C-Nucleosides and Their Analogues I: C-Nucleosides of Hetero Monocyclic Bases
    • Katritzky, A. R., Ed.; Academic Press: New York
    • For recent reviews on the chemistry, biochemistry, and synthesis of C-nucleoside analogues, see: (a) Watanabe, K. A. The Chemistry of C-Nucleosides. In Chemistry of Nucleosides and Nucleotides; Townsend, L. B., Ed.; Plenum Press: New York, 1994; Vol. 3, pp 421-535. (b) Shaban, M. A. E.; Nasr, A. Z. The Chemistry of C-Nucleosides and Their Analogues I: C-Nucleosides of Hetero Monocyclic Bases. In Advances In Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1997; Vol. 68, pp 223-432. (c) Levy, D. E.; Tang, C. The Chemistry of C-Glycosides. In Tetrahedron Organic Chimistry Series; Baldwin, J. E., Magnus, P. D., Eds.; Pergamon: New York, 1995.
    • (1997) Advances in Heterocyclic Chemistry , vol.68 , pp. 223-432
    • Shaban, M.A.E.1    Nasr, A.Z.2
  • 37
    • 0003280647 scopus 로고
    • The Chemistry of C-Glycosides
    • Baldwin, J. E., Magnus, P. D., Eds.; Pergamon: New York
    • For recent reviews on the chemistry, biochemistry, and synthesis of C-nucleoside analogues, see: (a) Watanabe, K. A. The Chemistry of C-Nucleosides. In Chemistry of Nucleosides and Nucleotides; Townsend, L. B., Ed.; Plenum Press: New York, 1994; Vol. 3, pp 421-535. (b) Shaban, M. A. E.; Nasr, A. Z. The Chemistry of C-Nucleosides and Their Analogues I: C-Nucleosides of Hetero Monocyclic Bases. In Advances In Heterocyclic Chemistry; Katritzky, A. R., Ed.; Academic Press: New York, 1997; Vol. 68, pp 223-432. (c) Levy, D. E.; Tang, C. The Chemistry of C-Glycosides. In Tetrahedron Organic Chimistry Series; Baldwin, J. E., Magnus, P. D., Eds.; Pergamon: New York, 1995.
    • (1995) Tetrahedron Organic Chimistry Series
    • Levy, D.E.1    Tang, C.2
  • 41
    • 0345216295 scopus 로고    scopus 로고
    • note
    • The isolated yield was variable and less satisfactory owing to the difficulty in product isolation from contamination with some inorganic material.
  • 43
    • 0345648232 scopus 로고    scopus 로고
    • note
    • Deprotection by hydrazine hydrate caused a partial hydrogenation of the double bond in 3.


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