9(11)-Dehydroethinyl Estradiol
Structure
Other Names & Identifiers
- BP Ethinylestradiol Impurity B
- 19-nor-17α-pregna-1,3,5(10),9(11)-tetraen-20-yne-3,17-diol
- 9(11)-dehydroethynyloestradiol
CASRN
1231-96-5
Molecular Formula
C20H22O2
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Molecular Weight
294.4 g/mol
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Structural Difference from API
The C9-C11 single bond in EE is replaced with a C9=C11 double bond.
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References
- British Pharmacopoeia 2017: Ethinylestradiol monograph (View all citations for this reference)
Source from API
8-dehydroethinyl estradiol is an intermediate in the ethinylation of estrone and the δ8 double bond easily isomerizes to the δ9(11) position.
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References
- BP 2015; vol. I, pages 903 - 905 (View all citations for this reference)
- British Pharmacopoeia 2017: Ethinylestradiol monograph (View all citations for this reference)
Reaxys ID #
15766007
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Limits
0.5%
References
- European Pharmacopoeia 8.2 Ethinyl Estradiol (View all citations for this reference)
- British Pharmacopoeia 2017: Ethinylestradiol monograph (View all citations for this reference)
- 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. (View all citations for this reference)