Steroids. CLXXXI.¹ 11a-Aza- and 11a-Oxa-C-homo Steroidal Hormone Analogs

The Formation of Thiachroman as a Major Product in the Claisen Rearrangement of Allyl Phenyl Sulfide1

“…Similarly, the facile cleavage of cyclic five-membered sulfones under conditions not affecting the six-membered systems was attributed to ring strain in the former. 4 The isolation of both II and III in this study provides greater evidence that the classical Claisen rearrangement product (la) is the initial intermediate formed directly from I (cf. ref.…”

Biological Activity in Steroids Possessing Nitrogen Atoms: Part II. Steroidal Alkaloids

“…Only within the last ten years has interest developed in the synthetic nitrogenous steroids and, in view of the encouraging progress in the field, it would seem that even greater attention will be devoted to these compounds in the future. This is especially true now that aza-steroid hormone analogues have been synthesised (Zderic, Carpio and Limon, 1962) and with the interesting demonstration that the anabolic steroid 17~-hydroxy-17cr-methylandrostano-[3,2-c]-pyrazole loses its ability to promote nitrogen retention on introduction of a double bond into the 4-position whilst it is converted into an oestrogenic compound showing no anabolic or androgenic properties when the 4,-6-diene system is introduced (Beyler, Potts and Arnold, 1961). With the recent discoveries that anabolic properties are present in a number of steroidal Schiff's bases (Irmscher, 1962) and that hypotensive properties are present in certain steroidal enamines (Clinton and others, 1962), it can be confidently predicted that nitrogenous steroids will play a further r61e in studies of drug action.…”