8(14)-Dehydrolevonorgestrel

Structure

Other Names & Identifiers

  • BP Levonorgestrel Impurity A
  • δ8(14)-levonorgestrel
  • 13-ethyl-17-hydroxy-18,19-dinor-17α-pregna-4,8(14)-dien-20-yn-3-one

CASRN

1260525-53-8

PubChem CID

13828624

info library_books

Molecular Formula

C21H26O2

info

References

Molecular Weight

310.44 g/mol

info

References

Structural Difference from API

additional double bond between C8 & C4

References

Source of Impurity

A synthetic side product formed during one of the hydrogenation reactions

library_books

References

  1. Gorog SH, B. Analysis of Steroids. 38. The use of high-performance liquid chromatography with diode-array UV detection for estimating impurity profiles of steroid drugs. Journal of Chromatography. 1987; 400:177-86.
  2. (View all citations for this reference)
  3. Horvath PB, G.; Brlik, J.; Csehi, A.; Dravecz, F.; Halmos, Z.; Lauko, A.; Renyei, M.; Varga, K.; Gorog, S. Estimation of impurity profiles of drugs and related materials .16. Identification of the side-products of the ethinylation step in the synthesis of contraceptive gestogens. Journal of Pharmaceutical and Biomedical Analysis. 1997; 15:1343-9.
  4. (View all citations for this reference)

Limits

0.3%

References

  1. Gorog SH, B. Analysis of Steroids. 38. The use of high-performance liquid chromatography with diode-array UV detection for estimating impurity profiles of steroid drugs. Journal of Chromatography. 1987; 400:177-86.
  2. (View all citations for this reference)
  3. Horvath PB, G.; Brlik, J.; Csehi, A.; Dravecz, F.; Halmos, Z.; Lauko, A.; Renyei, M.; Varga, K.; Gorog, S. Estimation of impurity profiles of drugs and related materials .16. Identification of the side-products of the ethinylation step in the synthesis of contraceptive gestogens. Journal of Pharmaceutical and Biomedical Analysis. 1997; 15:1343-9.
  4. (View all citations for this reference)
  5. British Pharmacopoeia 2017: Levonorgestrel monograph.
  6. (View all citations for this reference)
  7. Berta, R.; Babjak, M.; Gazdag, M. A Study of Some Practical Aspects of High Temperature Liquid Chromatography in Pharmaceutical Applications. J. Pharm. Biomed. Anal. 2011, 54 (3), 458–462.
  8. (View all citations for this reference)