27521-34-2

Basic information

• Product Name: 6-α-Hydroxy Ethinylestradiol
• Synonyms: 6-α-Hydroxy Ethinylestradiol;6α-Hydroxy Ethynyl Estradiol;(6α,17α)-19-Norpregna-1,3,5(10)-trien-20-yne-3,6,17-triol;19-Nor-17α-pregna-1,3,5(10)-trien-20-yne-3,6α,17-triol;6α-Hydroxy-17α-ethynylestradiol;Ethynylestradiol IMpurity E (6-alpha-Hydroxy Ethynylestradiol);Ethynylestradiol Impurity E
• CAS NO: 27521-34-2
• Molecular Formula: C20H24O3
• Molecular Weight: 312.407
• Product Categories: Impurities;Intermediates & Fine Chemicals;Pharmaceuticals;Steroids
• Mol File: 27521-34-2.mol
• Article Data: 3

Chemical Properties

• Melting Point: 201-202 °C
• Boiling Point: 500.4±50.0 °C(Predicted)
• Appearance: /
• Density: 1.28±0.1 g/cm3(Predicted)
• PKA: 10.09±0.70(Predicted)
• CAS DataBase Reference: 6-α-Hydroxy Ethinylestradiol(CAS DataBase Reference)
• NIST Chemistry Reference: 6-α-Hydroxy Ethinylestradiol(27521-34-2)
• EPA Substance Registry System: 6-α-Hydroxy Ethinylestradiol(27521-34-2)

Safety Data

• Hazardous Substances Data: 27521-34-2(Hazardous Substances Data)

Usage

Uses

Ethynyl Estradiol (E685100) impurity E.

Upstream product

• 112460-93-2 6α-<(tert-butyldimethylsilyl)oxy>-17α-ethynylestra-1,3,5(10)-trien-3,6α,17β-triol 
• 38002-18-5 17α-ethynyl-3,17β-dihydroxyestra-1,3,5(10)-trien-6-one 
• 51414-87-0 17α-ethinyl-17β-hydroxy-3-methoxyestra-1,3,5(10)-triene-6-one 
• 51414-80-3 C₂₁H₂₆O₄ 

Relevant articles and documents

Analogues of [(triethylsilyl)ethynyl]estradiol as potential antifertility agents

Various 17α-ethynylsteroids were prepared and derivatized as the corresponding triethylsilyl compounds 2-35, which were examined for a ratio of antifertility to estrogenic activity that would be more beneficial than that of the presently used agent. Among the triethylsilyl compounds evaluated, only 23 displayed this desired ratio, although two other compounds without the triethylsilyl moiety, 18 and 26, shared similar characteristics. In a previous study of ethynyl estradiol derivatives by the authors, it was found that even a small presence of silicon was beneficial. The silyl derivatives showed a reduction in estrogenic activity along with a retention of the level of oral antifertility activity. In relation to endocrine disorders and the undesired side effects of prescribed contraceptives, the finding is positive. In the present study, the effects of structural changes in the A, B, C, and D rings of the ethynyl estradiol steroidal nucleus were examined in conjunction with C-21 triethylsilyl moiety. The general method of Ethynylation and Triethylsilylation are described in detail and the oral antifertility and oral estrogenic potencies of the compounds are described and compared. Of the various triethylsilyl compounds examined for an antifertility to estrogenic activity ration that would be more beneficial than that of a present agent, only 23 manifested the desired ratio. Compound 18, which was 66% as effective as ethynyl estradiol as an antifertility agent, had 0.1% of the estrogenic activity of ethynyl estradiol and was singled out for the greatest separation between antifertility activity and estrogenic activity. 2 groups of rats, 1 immature females and the other adult, female, cycling rats were tested for oral estrogenic activity and oral antifertility activity, respectively.

Thermal degradation of mestranol and ethinyl estradiol

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