Journal of the Iranian Chemical Society

, Volume 5, Issue 3, pp 498–505 | Cite as

Theoretical studies of 1-(4-substituted-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl)-5-methyl-1H-pyrimidine-2,4-dione molecule



The structural and electronic properties of 1-(4-substituted-5-hydroxymethyl-tetrahydro-furan-2-ylmethyl)-5-methyl-1Hpyrimidine-2,4-dione molecules have been investigated theoretically by performing theoretical calculations. The electronic properties and relative energies of the molecules are obtained. It was found that the 1-(5-hydroxymethyl-4-nitro-tetrahydro-furan-2-ylmethyl)-5-methyl-1H-pyrimidine-2,4-dione molecule have approximately the same structural and electronic properties when compared with the AZT molecules.


3′-Azido-3′-deoxythymidine (AZT) Azidothymidine AM1 DFT MP2 


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  1. [1]
    J. Lennerstrand, K. Hertogs, D.K. Stammers, B.A. Larder, J. Virol. 75 (2001) 7202.Google Scholar
  2. [2]
    L. Odriozola, C. Cruchaga, M. Andréola, V. Dollé, C.H. Nguyen, L. Tarrago-Litvak, A. Pérez-Mediavilla, J.J. Martínez-Irujo, J. Biol. Chem. 43 (2003) 42710.Google Scholar
  3. [3]
    P.L. Boyer, S. Sarafianos, G.E. Arnold, S.H. Hughes, J. Vir. 75 (2001) 4832.Google Scholar
  4. [4]
    B.A. Larder, S.D. Kemp, P.R. Harrigan, Science 269 (1995) 696.Google Scholar
  5. [5]
    A.S. Ray, A. Basavapathruni, K.S. Anderson, J. Biol. Chem. 277 (2002) 40479.Google Scholar
  6. [6]C.C.J.
    Roothaan, Rev. Mod. Phys. 23 (1951) 69.Google Scholar
  7. [7]
    M.J.S. Dewar, E.G. Zoebisch, E.F. Healy, J.J.P. Stewart, J. Am. Chem. Soc. 107 (1985) 3902.Google Scholar
  8. [8]
    W. Thiel, QCPE 63 (1982) 438.Google Scholar
  9. [9]
    HyperchemTM Release 7.52. Windows Molecular Modeling System, Hypercube, Inc. and Autodesk, Inc. Developed by Hypercube, Inc.Google Scholar
  10. [10]
    M.J. Frisch, et al., GAUSSIAN03, Gaussian, Inc., Revision B.05, Pittsburgh PA, 2003.Google Scholar
  11. [11]
    J.B. Foresman, A. Frisch, Exploring Chemistry with Electronic Structure Methods, 2nd ed., Gaussian, INC, Pittsburgh, PA, 1996.Google Scholar
  12. [12]
    A.F. Jalbout, F. Nazari, L. Turker, J. Mol. Struct. THEOCHEM 1 (2004) 627.Google Scholar
  13. [13]
    A.F. Jalbout, F.F. Contreras-Torres, L. Adamowicz, Int. J. Quant. Chem. 108 (2008) 279.Google Scholar
  14. [14]
    A.F. Jalbout, L. Abrell, L. Adamowicz, R. Polt, A.J. Apponi, L.M. Ziurys, Astrobiology 7 (2007) 433; A.F. Jalbout, M.D. Shipar, Orig. Life Evol. Bios. (2008) In press.Google Scholar
  15. [15]
    A.J. Hameed, J. Mol. Struct. THEOCHEM 728 (2005) 43.Google Scholar
  16. [16]
    A.F. Jalbout, L. Adamowicz, Adv. Quant. Chem. 52 (2007) 233.Google Scholar
  17. [17]
    S. Erkoc, M. Yilmazer, F. Erkoc, J. Mole. Struct. THEOCHEM 583 (2002) 169.Google Scholar
  18. [18]
    S. Erkoc, F. Erkoc, J. Mole. Struct. THEOCHEM 719 (2005) 1.Google Scholar
  19. [19]
    T. Ben-Hadda, M. Daoudi, S. Aloui, N. Ben-Larbi, A. Kerbal, A.F. Jalbout, ARKIVOC 14 (2007) 257.Google Scholar

Copyright information

© Iranian Chemical Society 2008

Authors and Affiliations

  1. 1.Department of Chemistry, College of ScienceUniversity of BasrahBasrahIraq
  2. 2.Instituto de QuímicaUniversidad Nacional Autónoma de MexicoMéxico D.F.

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