73
Views
3
CrossRef citations to date
0
Altmetric
Original Articles

Certain 3,9-Dideazapurines as Inhibitors of Purine Nucleoside Phosphorylase

, &
Pages 2443-2461 | Received 15 Mar 1999, Accepted 01 Jul 1999, Published online: 04 Oct 2006

References

  • Montgomery , J. A. , Niwas , S. , Rose , J. D. , Secrist , J. A. III , Babu , Y. S. , Bugg , C. E. , Erion , M. D. , Guida , W. C. and Ealick , S. E. 1992 . J. Med. Chem. , 36 : 55 – 69 .
  • Secrist , J. A. III , Niwas , S. , Rose , J. D. , Babu , Y. S. , Bugg , C. E. , Erion , M. D. , Guida , W. C. , Ealick , S. E. and Montgomery , J. A. 1993 . J. Med. Chem. , 36 : 1847 – 1854 .
  • Erion , M. D. , Niwas , S. , Rose , J. D. , Ananthan , S. , Allen , M. , Secrist , J. A. III , Babu , Y. S. , Bugg , C. E. , Guida , W. C. , Ealick , S. E. and Montgomery , J. A. 1993 . J. Med. Chem. , 36 : 3771 – 3783 . (Correction: 1994, 37, 1034).
  • Willette , R. E. 1968 . Adv. Heterocycl. Chem. , 9 : 27 – 105 . and references therein.
  • Frydman , B. , Reil , S. J. , Boned , J. and Rapoport , H. 1968 . J. Org. Chem. , 33 : 3762 – 3766 .
  • Fisher , M. H. and Matzuk , A. R. 1969 . J. Heterocycl. Chem. , 6 : 775 – 776 .
  • Prokopov , A. A. and Yakhoutov , L. N. 1978 . Chem. Heterocycl. Compd. Engl. Transl. , 14 : 406 – 410 .
  • Sakamoto , T. , Kondo , Y. and Yamanaka , H. 1986 . Chem. Pharm. Bull. , 34 : 2362 – 2368 .
  • Mahadevan , I. and Rasmussen , M. 1992 . J. Heterocycl. Chem. , 29 : 359 – 367 .
  • Dellouve-Courillon , C. , Dorey , G. , Poissonnet , G. , Doisy , X. , Potier , P. and Dodd , R. H. 1990 . Tetrahedron , 46 : 3245 – 3266 .
  • Hands , D. , Bishop , B. , Cameron , M. , Edwards , J. S. , Cottrell , I. F. and Stanley , H. B. W. 1996 . Synthesis , : 877 – 882 .
  • Wensbo , D. , Eriksson , A. , Jeschke , T. , Annby , U. , Gronowitz , S. and Cohen , L. A. 1993 . Tetrahedron Lett. , 34 : 2823 – 2826 .
  • Ujjainwalla , F. and Warner , D. 1998 . Tetrahedron Lett. , 39 : 5355 – 5358 .
  • Dekhane , M. , Potier , P. and Dodd , R. H. 1993 . Tetrahedron , 49 : 8139 – 8146 .
  • Gassman , P. G. , Gruetzmacher , G. and van Bergen , T. J. 1974 . J. Am. Chem. Soc. , 96 : 5512 – 5517 .
  • Gassman , P. G. and Gruetzmacher , G. 1973 . J. Am. Chem. Soc. , 95 : 588 – 589 .
  • Gassman , P. G. and Huang , C. T. 1973 . J. Am. Chem. Soc. , 95 : 4453 – 4455 .
  • Huang , C.-T. 1995 . Doctoral Dissertation , The Ortho Functionalization of Aminopyridines. The Ohio State Univ. . Available from UMI Dissertation Services, Ann Arbor, Michigan 48106. A procedure modeled after the preparation of the analogous methylthio compound, p. 88, was used.
  • Gruber , W. 1953 . Can. J. Chem. , 31 : 1181 – 1188 .
  • Barlin , G. B. and Pfleiderer , W. 1971 . J. Chem. Soc. (B) , : 1425 – 1432 .
  • Wozniak , M. , Baranski , A. and Szpakiewicz , B. 1991 . Liebigs Ann. Chem. , : 875 – 878 .
  • Froehler , B. C. and Matteucci , M. D. 1983 . Nucleic Acids Res. , 11 : 8031 – 8036 .
  • Taylor , E. C. , Young , W. B. and Ward , C. C. 1993 . Tetrahedron Lett. , 34 : 4595 – 4598 . For a similar procedure for reduction of another substrate, see
  • Sircar , J. C. , Kostlan , C. R. , Gilbertsen , R. B. , Bennett , M. K. , Dong , M. K. and Cetenko , W. J. 1992 . J. Med. Chem. , 35 : 1605 – 1609 .
  • Elliott , R. D. , Temple , C. Jr. and Montgomery , J. A. 1974 . J. Med. Chem. , 17 : 553 – 555 . We had reasonable quantities of 18 on hand to use as starting material.
  • Gagnon , P. E. , Gaudry , R. and King , F. E. 1944 . J. Chem. Soc. , : 13 – 15 . The only commercial source was Maybridge Chemical Co., Ltd. Cornwall, U, K. For a synthesis from ethyl cyanoacetate and benzyl bromide, see
  • Bantia , S. , Montgomery , J. A. , Johnson , H. G. and Walsh , G. M. 1996 . Immunopharmacology , 35 : 53 – 63 . For the procedure used to assay for inhibiting of human erythrocytic purine nucleoside phosphorylase, see
  • Kotian , Pravin Dr. BioCryst Pharmaceuticals , unpublished results.

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.