Skip to main content
SpringerLink
Log in

X-ray diffraction studies of 5-functionalized substituted 1,2,3,4-tetrahydropyrimidin-2-ones(thiones): I. Molecular structures of 5-acetyl-4-ethyl-6-methyl-1,2,3,4-tetrahydropyrimidine-2-thione, 5-acetyl-6-methyl-4-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidine-2-thione, and 5-acetyl-4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one

  • Structure of Organic Compounds
  • Published:
Crystallography Reports Aims and scope Submit manuscript

Abstract

The structures of three 5-acetyl-1,2,3,4-tetrahydropyrimidin-2-ones(thiones), namely, 5-acetyl-4-ethyl-6-methyl-1,2,3,4-tetrahydropyrimidine-2-thione, 5-acetyl-6-methyl-4-(4-methylphenyl)-1,2,3,4-tetrahy-dropyrimidine-2-thione, and 5-acetyl-4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one, which are potential medicinals, are studied by X-ray diffraction. The conformational features of the molecules studied are analyzed. For these compounds, the dependence of the conformation of the tetrahydropyrimidine ring on the orientation of the substituent at the C(4) atom with respect to the heterocycle is found.

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

Access this article

Log in via an institution

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

Instant access to the full article PDF.

Institutional subscriptions

Similar content being viewed by others

References

  1. C. O. Kappe, Tetrahedron 49, 6937 (1993).

    Google Scholar 

  2. K. S. Atwal, B. N. Swanson, S. E. Unger, et al., J. Med. Chem. 34, 806 (1991).

    Article  Google Scholar 

  3. G. J. Grover, S. Dzwonczyk, D. M. McMullen, et al., J. Cardiovasc. Pharmacol. 26, 289 (1995).

    Google Scholar 

  4. S. J. Haggarty, T. U. Mayer, D. T. Miyamoto, et al., Chem. Biol. 7, 275 (2000).

    Article  Google Scholar 

  5. D. Nagarathnam, S. W. Miao, B. Lagu, et al., J. Med. Chem. 42, 4764 (1999).

    Article  Google Scholar 

  6. G. C. Rovnyak, S. D. Kimball, B. Beyer, et al., J. Med. Chem. 38, 119 (1995).

    Article  Google Scholar 

  7. C. O. Kappe, Acc. Chem. Res. 33, 879 (2000).

    Article  Google Scholar 

  8. C. O. Kappe, W. M. F. Fabian, and M. A. Semones, Tetrahedron 53, 2803 (1997).

    Google Scholar 

  9. A. D. Shutalev and V. A. Kuksa, Khim. Geterotsikl. Soedin., No. 1, 97 (1995).

  10. A. D. Shutalev, E. A. Kishko, N. V. Sivova, and A. Yu. Kuznetsov, Molecules 3, 100 (1998).

    Google Scholar 

  11. G. M. Sheldrick, SHELX97: Program for the Solution and Refinement of Crystal Structures (University of Göttingen, Göttingen, 1997).

    Google Scholar 

  12. M. Nardelli, Comput. Chem. 7, 95 (1993).

    Google Scholar 

Download references

Author information

Authors and Affiliations

  1. Éngelhardt Institute of Molecular Biology, Russian Academy of Sciences, ul. Vavilova 32, Moscow, 119991, Russia

    G. V. Gurskaya

  2. Karpov Research Institute of Physical Chemistry, State Scientific Center, ul. Vorontsovo pole 10, Moscow, 103064, Russia

    V. E. Zavodnik

  3. Lomonosov State Academy of Fine Chemical Technology, pr. Vernadskogo 86, Moscow, 117571, Russia

    A. D. Shutalev

Authors
  1. G. V. Gurskaya
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. V. E. Zavodnik
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. A. D. Shutalev
    View author publications

    You can also search for this author in PubMed Google Scholar

Additional information

__________

Translated from Kristallografiya, Vol. 48, No. 1, 2003, pp. 97–102.

Original Russian Text Copyright © 2003 by Gurskaya, Zavodnik, Shutalev.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Gurskaya, G.V., Zavodnik, V.E. & Shutalev, A.D. X-ray diffraction studies of 5-functionalized substituted 1,2,3,4-tetrahydropyrimidin-2-ones(thiones): I. Molecular structures of 5-acetyl-4-ethyl-6-methyl-1,2,3,4-tetrahydropyrimidine-2-thione, 5-acetyl-6-methyl-4-(4-methylphenyl)-1,2,3,4-tetrahydropyrimidine-2-thione, and 5-acetyl-4-(4-methoxyphenyl)-6-methyl-1,2,3,4-tetrahydropyrimidin-2-one. Crystallogr. Rep. 48, 92–97 (2003). https://doi.org/10.1134/1.1541749

Download citation

  • Received:

  • Issue Date:

  • DOI: https://doi.org/10.1134/1.1541749

Keywords

Search

Navigation