3090-99-1

Upstream product

• 1224-95-9 androstan-3-one 
• 32138-69-5 17-iodo-5,16-androstadien-3-ol 
• 1476-64-8 androst-5-en-3β-ol 
• 2872-90-4 4-androsten-3-one 

Downstream Products

• 3091-00-7 1.5-Cyclo-10α-androsten-(3)-on-(2) 

Relevant academic research and scientific papers

17-substituted steroids useful in cancer treatment

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.

Effects of steroid D-ring modification on suicide inactivation and competitive inhibition of aromatase by analogues of androsta-1,4-diene-3,17-dione

Analogues of androsta-1,4-diene-3,17-dione (3a) in which the D ring is modified were prepared and tested as suicide inactivators and competitive inhibitors of human placental aromatase. As long as the five-membered ring is intact, modifications of the D ring such as reduction or removal of the carbonyl group or conversion to a γ-butyrolactone cause a 300-fold decrease in affinity; this can be partially reversed by shortening the chain length. These results are consistent with a model in which the free chain of the opened D ring adopts conformations that sterically interfere with binding of the inhibitor to the enzyme. These findings may have practical applications in drug design, by allowing the preparation of 17-deoxo analogues that have high affinity for aromatase but that are not subject to reduction of the 17-carbonyl group, which is a major mode of metabolism of 3a.

Photochemical Behavior of Δ4-3-Oxo, Δ5-7-Oxo, and Δ1-3-Oxo Steroids in Concentrated Acid Solution

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.

17-Nor-6-methyl-steroids

Novel steroid compounds are provided represented by the formula: SPC1Wherein each of R 1 and R 2 represents hydrogen or methyl group or R 1 and R 2 may be combined with each other to represent methylene group, n is 2 or 3 and the dotted line means a double bond at 6-exo-position when n is 2 or between 6- and 7-position when n is 3.These novel compounds show a strong anti-androgenic activity, especially by oral administration, and can be used as a remedy for the prostatomegaly.