1062-66-4

Upstream product

• 979-02-2 16-dehydropregnenolone acetate 
• 932-90-1 Benzaldoxime 
• 698-16-8 benzohydroximoyl chloride 
• 100-52-7 benzaldehyde 

Downstream Products

• 1060-23-7 3β-hydroxy-3'-phenyl-2'-isoxazolino[4',5'-d:16α,17α]pregn-5-en-20-one 
• 1060-24-8 3'-phenyl-(16β)-16H-pregn-4-eno[16,17-d]isoxazole-3,20-dione 
• 1178-53-6 20ξ-hydroxy-3'-phenyl-(16β)-16H-pregn-4-eno[16,17-d]isoxazol-3-one 

Relevant academic research and scientific papers

Synthesis of some new steroidal [16α,17α-d]-isoxazolines

Regioselective synthesis of novel steroidal anti-inflammatory ante drug analogues, viz., [16α,17α-d]-isoxazolines 1(a-h) and 2(a-h) prepared in a single step in good yield by the reaction of 16-dehydropregnenolone acetate (16-DPA) 1 or related 21-chloro-20-oxopregnane 2 with various aldoximes (a-h) in presence of chloramine-T in refluxing ethanol.

Regio-and stereoselective synthesis of pregnane-fused isoxazolines by nitril-oxide/alkene 1,3-dipolar cycloaddition and an evaluation of their cell-growth inhibitory effect in vitro

Efficient syntheses of some pregnane-fused isoxazolines from 16-dehydropregnenolone acetate with different arylnitrile oxides were carried out by 1,3-dipolar cycloadditions. The intermolecular ring-closures occurred in a highly regio- and stereoselective manner permitting the formation of a single 16α,17α-condensed diastereomer in which the O terminus of the nitrile oxide dipole is attached to C-17 of the sterane core. The conversions were found to be affected significantly by the electronic character of the substituents on the aromatic moiety of the 1,3-dipoles. Deacetylation of the primary products resulted in the corresponding 3β-OH analogs. All of the synthesized compounds were subjected to in vitro pharmacological studies for the determination of their antiproliferative effects on four breast cancer cell lines (MCF7, T47D, MDA-MB-231 and MDA-MB-361).