1. APIs
  2. Levonorgestrel
  3. Impurities
  4. 13-Ethyl-3-methoxy-18,19-dinor-17α-pregna-2,5(10)-dien-20-yn-17-ol

13-Ethyl-3-methoxy-18,19-dinor-17α-pregna-2,5(10)-dien-20-yn-17-ol

Structure

MOL SDF CML

Other Names & Identifiers

  • BP Levonorgestrel Impurity T

CASRN

14507-51-8

Molecular Formula

C22H30O2

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References

  1. Alexander NJA, V.; Allen, S.; Dorflinger, L.; Dommel, W. F.; Duerr, A.; Elias, C.; Feigal, D.; Gollub, E.; Gabelnick, H.; Harris, M.; Hitchcock, P. J.; Karam, M.; Kazempour, K.; Lange, J.; Roddy, R.; Rowe, P.; Rosenberg, Z.; Perriens, J.; Stone, A.; Stratton, P. Recommendations for the development of vaginal microbicides. Aids. 1996; 10:1-6.
    2. (View all citations for this reference)

Molecular Weight

326.48 g/mol

References

Reaxys ID Number

2627547

References

Structural Difference from API

methoxy at C3 instead of carbonyl; double bond between C2 & C3 and C5 & C10 instead of C4 & C5

References

Melting Point

166-167° C in acetone, 130-136° in methanol

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References

  1. Rufer CK, H.; Schroder, E.; Kieslich, K.; Gibian, H. Totalsynthese optisch aktiver steroide. 3. Totalsynthese von optisch aktiven 13-athyl-gonan-derivaten. Annalen Der Chemie-Justus Liebig. 1967; 702:141-+.
    2. (View all citations for this reference)
  2. Smith HP, P. C.; Smith, L. L.; Gadsby, B.; Hartley, D.; Ledig, K.; Herbst, D.; Wendt, G. R.; Fisher, J.; Pattison, T. W.; Watson, D. H. P.; Siddall, J.; McLoughlin, B. J.; Tokolics, J.; Siuda, J.; Rees, R.; McMenamin, J.; Douglas, G. H.; Foell, T.; Edgren, R. A.; Buzby, G. C.; Jansen, A. B. A.; Hughes, G. A. Totally synthetic steroid hormones. 2. 13β-alkylgona-1,3,5(10)-trienes 13β-alkylgon-4-en-3-ones + related compounds. Journal of the Chemical Society. 1964:4472-&.
    3. (View all citations for this reference)

Spectra

IR

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References

  1. Smith HP, P. C.; Smith, L. L.; Gadsby, B.; Hartley, D.; Ledig, K.; Herbst, D.; Wendt, G. R.; Fisher, J.; Pattison, T. W.; Watson, D. H. P.; Siddall, J.; McLoughlin, B. J.; Tokolics, J.; Siuda, J.; Rees, R.; McMenamin, J.; Douglas, G. H.; Foell, T.; Edgren, R. A.; Buzby, G. C.; Jansen, A. B. A.; Hughes, G. A. Totally synthetic steroid hormones. 2. 13β-alkylgona-1,3,5(10)-trienes 13β-alkylgon-4-en-3-ones + related compounds. Journal of the Chemical Society. 1964:4472-&.
    2. (View all citations for this reference)

Limits

0.1%

References

  1. British Pharmacopoeia 2017: Levonorgestrel monograph.
    2. (View all citations for this reference)