90356-35-7

Upstream product

• 654-70-6 4-amino-2-trifluoromethylbenzonitrile 
• 90357-34-9 2-hydroxy-2-(trifluoromethyl)-3-(phenylthio)propionic acid 
• 90357-42-9 3-(phenylthio)-1,1,1-trifluoropropan-2-one cyanohydrin 
• 34509-09-6 1,1,1-trifluoro-3-(phenylthio)propan-2-one 

Downstream Products

• 112988-36-0 2-Benzenesulfinylmethyl-N-(4-cyano-3-trifluoromethyl-phenyl)-3,3,3-trifluoro-2-hydroxy-propionamide 
• 90356-98-2 4-cyano-3-trifluoromethyl-N-(2-hydroxy-3-phenylsulphonyl-2-trifluoromethylpropionyl)aniline 

Relevant academic research and scientific papers

Nonsteroidal antiandrogens. Synthesis and structure-activity relationship of 3-substituted derivatives of 2-hydroxypropionanilides

A series of 3-(substituted thio)-2-hydroxypropionanilides and some corresponding sulfones and sulfoxides of general structure 7, in which R' is methyl or trifluoromethyl, were prepared and tested for antiandrogen activity. Members of the trifluoromethyl series (7,R' = CF3) generally exhibited partial androgen agonist activity whereas the members of the methyl series (7,R' = CH3) were pure antagonists. Lead optimization in the methyl series has led to the discovery of novel, potent antiandrogens, which are peripherally selective. One of these, (RS)-4'-cyano-3-[(4-fluorophenyl)sulfonyl]-2-hydroxy-2-methyl-3'-(trifd luoromethyl)propionanilide, 40 (ICI 176334), is being developed currently for the treatment of androgen-responsive benign and malignant disease.

AMIDE DERIVATIVES

Acylanilides of the formula wherein R1 and R2, the same or different, each is cyano, carbamoyl, nitro, halogeno, perfluoroalkyl or other defined substituents; R3 is hydrogen or halogen; R4 is hydrogen or alkyl, or is joined to R5; R5 is hydrogen, hydroxy, alkoxy or acyloxy or is joined to R4; R6 is alkyl or halogenoalkyl, or has the formula ?A-3-R8 or -A4-X2-A5-R9. A1 and A4, the same or different, each is alkylene; A2, A3 and A5, the same or different, each is a direct link or alkylene; X1 and X2, the same or different, each is oxygen, sulphur, sulphinyl, sulphonyl, imino or alkylimino; R7 and R9, the same or different, each is alkyl, alkenyl, hydroxyalkyl, cycloalkyl, phenyl optionally substituted, naphthyl or heterocyclic optionally substituted; and R8 is phenyl, naphthyl or heterocyclic as defined above for R7 or R9; processes for their manufacture and pharmaceutical compositions containing them. The acylanilides possess antiandrogenic activity