Skip to main content
SpringerLink
Log in

Simvastatin: structure solution of two new low-temperature phases from synchrotron powder diffraction and ss-NMR

  • Original Research
  • Published:
Structural Chemistry Aims and scope Submit manuscript

Abstract

Simvastatin is a substance used for the treatment of hypercholesterolemia. In addition to the already known room temperature structure of simvastatin (Čejka et al. in Acta Cryst C59:o428, 2003) two new low-temperature polymorphs were found by X-ray powder diffraction with the phase transition at 261 and 223 K (later confirmed by DSC to be 272 and 232 K). The main differences among three polymorphs consist in the side-chains conformation only and the phase changes are fully reversible. The structures of the polymorphs were studied by the powder diffraction based on synchrotron radiation as well as by solid-state NMR spectroscopy.

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

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

References

  1. Čejka J, Kratochvíl B, Císařová I, Jegorov A (2003) Acta Cryst C59:o428

    Google Scholar 

  2. Bennett AE, Rienstra CM, Auger M, Lakshmi KV, Griffin RG (1995) J Chem Phys 103:6951

    Article  CAS  Google Scholar 

  3. Brus J (2000) Solid-State Nucl Magn Reson 16:151

    Article  CAS  Google Scholar 

  4. Reflex Plus, Accelrys Material Studio 4.4, Accelrys Software Inc, 2008

  5. Brus J, Jegorov A (2004) J Phys Chem A 108:3955

    Article  CAS  Google Scholar 

  6. Zemke K, Schmidt-Rohr K, Spiess HW (1994) Acta Polym 45:148

    Article  CAS  Google Scholar 

  7. Betteridge PW, Carruthers JR, Cooper RI, Prout K, Watkin DJJ (2003) Appl Cryst 36:1487

    Article  CAS  Google Scholar 

Download references

Acknowledgments

This study was supported by the Grant of the Czech Grant Agency (GAČR 203/07/0040), grant from the Grant Agency of the Academy of Sciences of the Czech Republic (IAA400500602), and by the research program MSM6046137302 of the Ministry of Education, Youth and Sports of the Czech Republic. We also thank the Ministry of Education, Youth and Sports for financial support (Grant No. 2B08021). We acknowledge the European Synchrotron Radiation Facility for provision of synchrotron radiation facilities and we would like to thank Denis Testemale for assistance in using beam line BM01B.

Author information

Authors and Affiliations

  1. Department of Solid State Chemistry, Institute of Chemical Technology Prague, 16628, Prague 6, Czech Republic

    Michal Hušák, Bohumil Kratochvíl & Jan Rohlíček

  2. Teva Czech Industries, Research and Development, Branišovská 31, 37005, Ceske Budejovice, Czech Republic

    Alexandr Jegorov

  3. Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovský sq. 2, 16206, Prague 6, Czech Republic

    Jiří Brus

  4. Central Laboratories, Institute of Chemical Technology Prague, 16628, Prague 6, Czech Republic

    Jaroslav Maixner

Authors
  1. Michal Hušák
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Bohumil Kratochvíl
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Alexandr Jegorov
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Jiří Brus
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Jaroslav Maixner
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Jan Rohlíček
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Michal Hušák.

Rights and permissions

Reprints and permissions

About this article

Cite this article

Hušák, M., Kratochvíl, B., Jegorov, A. et al. Simvastatin: structure solution of two new low-temperature phases from synchrotron powder diffraction and ss-NMR. Struct Chem 21, 511–518 (2010). https://doi.org/10.1007/s11224-009-9579-9

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s11224-009-9579-9

Keywords

Search

Navigation