Studies on Betamethasone : Behavior of Betamethasone in Acid or Alkaline Medium, Photolysis, and Oxidation
Open Access
- 1 January 1980
- journal article
- research article
- Published by Pharmaceutical Society of Japan in YAKUGAKU ZASSHI
- Vol. 100 (1) , 72-80
- https://doi.org/10.1248/yakushi1947.100.1_72
Abstract
To investigate the stability of betamethasone (I) in the pharmaceutical preparation, degradation in acid or alkaline medium, photolysis and oxidation reaction of I were performed under various conditions. On degradation in acid medium, I gave a mixture of 2 isomers of 9.alpha.-fluoro-11.beta.,20-dihydroxy-16.beta.-methylpregna-1,4,17(20)-trien-21-al-3-one and 9.alpha.-fluoro-11.beta.,21-dihydroxy-16-methylpregna-1,4,16-triene-3,20-dione. In alkaline conditions, I afforded 2 products, 9.alpha.-fluoro-11.beta.,17.alpha.-dihydroxy-16.beta.-methylandrosta-1,4-dien-3-one-17-carboxylic acid and 9.alpha.-fluoro-11.beta.-hydroxy-16.beta.-methylandrosta-1,4-diene-3,17-dione (V). Compound V was also obtained by oxidation with KMnO4. The photolysis product, 9.alpha.-fluoro-11.beta.,17.alpha.,21-trihydroxy-16.beta.-methyl-1,5.beta.-cyclopregn-3-ene-2,20-dione, was obtained by photo rearrangement of the 1,4-diene-3-keto steroid in considerable yield.Keywords
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