3090-99-1Relevant articles and documents
17-substituted steroids useful in cancer treatment
-
, (2008/06/13)
Compounds of the general formula (1) STR1 wherein X represents the residue of the A, B and C rings of a steroid, R represents a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, R 14 represents a hydrogen atom and R 15 represents a hydrogen atom or an alkyl or alkoxy group of 1-4 carbon atoms, or a hydroxy or alkylcarbonyloxy group of 2 to 5 carbon atoms or R 14 and R 15 together represent a double bond, and R 16 represents a hydrogen atom or an alkyl group of 1 to 4 carbon atoms, in the form of the free bases or phannaceutically acceptable acid addition salts, are useful for treatment of androgen-dependent disorders, especially prostatic cancer, and also oestrogen-dependent disorders such as breast cancer.
Photochemical Behavior of Δ4-3-Oxo, Δ5-7-Oxo, and Δ1-3-Oxo Steroids in Concentrated Acid Solution
Lupon, Pilar,Canals, Francesc,Iglesias, Arsenio,Ferrer, Joan C.,Palomer, Albert,et al.
, p. 2193 - 2198 (2007/10/02)
Irradiation with UV light of 5α-androst-1-en-3-one (9) in concentrated sulfuric acid leads to 15 and 16; similarly 4a-methyl-4a,5,6,7,8,8a-hexahydronaphthalen-2(1H)-one (10) gives 17 and 18.The formation of the four products is rationalized in terms of a photochemically induced 1,2-alkyl shift to the positively charged positions of the starting carbenium ions.On the other hand, irradiation under the same conditions of 4, 8, 7, and 11 yields, quantitatively, unchanged starting material, while the analogous bicyclic compound Δ1,9-10-methyl-2-octalone (1) has been reported to yield photorearrangement products.The lack of reactivity of 7 and 11 can be explained according to the proposed mechanism for the photorearrangement of 1.In the case of 4 and 8, the presence of the steroid rings C and D prevents the photorearrangement, but the mechanistic explanation of this effect cannot be determined from the present experimental data.