Skip to main content
Log in

A new and more practical approach to the synthesis of the precursor of SC-84536, a selective inducible nitric oxide synthase inhibitor

  • Article
  • Published:
Journal of the Iranian Chemical Society Aims and scope Submit manuscript

Abstract

SC-84536, a selective inhibitor of inducible nitric oxide synthase (INOS), is targeted for the treatment of osteoarthritis, neuropathic pain and asthma. This report describes our effort toward developing an alternative synthetic route for preparation of SC-84536. In the process, we also developed a new and simple method for the preparation of phthalimide 6, a potentially useful synthon.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Similar content being viewed by others

References

  1. W.K. Alderton, C.E. Cooper, R.G. Knowles, Biochem. J. 357 (2001) 593.

    CAS  Google Scholar 

  2. R.C. Durley, J. Sikorski, D. Hansen Jr., M.A. Promo, R.K. Webber, B.S. Pitzele, A.K. Awasthi, A.E. Moorman, Preparation of 2-Amino-2-alkyl-4-hexenoic and -hexynoic Acid Derivatives Useful as Nitric Oxide Synthase Inhibitors. PCT Int. Appl. (2002), 117 pp. WO 2002022559. P.T. Manning, T.P. Misko, PCT Int. Appl. (2005), WO 2005025620.

  3. B.M. Trost, E.J. McEachern, J. Am. Chem. Soc. 121 (1999) 8649.

    CAS  Google Scholar 

  4. B.M. Trost, R.C. Lemonine, Tetrahedron Lett. 37 (1996) 9161.

    CAS  Google Scholar 

  5. U. Kazmaier, C. Schneider, Synlett (1996) 975

  6. P.A. Bartlett, J.F. Barstow, J. Org. Chem. 47 (1982) 3933.

    CAS  Google Scholar 

  7. H. Engel, B. Kübel, W. Steglich, Angew. Chem., Int. Ed. Engl. 16 (1977) 394

    Google Scholar 

  8. A. Padwa, L.A. Cohen, J.Org. Chem. 49 (1984) 399.

    CAS  Google Scholar 

Download references

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to P. G. M. Wuts.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Wuts, P.G.M. A new and more practical approach to the synthesis of the precursor of SC-84536, a selective inducible nitric oxide synthase inhibitor. JICS 5, 306–308 (2008). https://doi.org/10.1007/BF03246122

Download citation

  • Received:

  • Accepted:

  • Issue Date:

  • DOI: https://doi.org/10.1007/BF03246122

Keywords

Navigation