2164-09-2Relevant articles and documents
Design, synthesis, and in vivo SAR of a novel series of pyrazolines as potent selective androgen receptor modulators
Zhang, Xuqing,Li, Xiaojie,Allan, George F.,Sbriscia, Tifanie,Linton, Olivia,Lundeen, Scott G.,Sui, Zhihua
, p. 3857 - 3869 (2008/02/10)
A novel series of pyrazolines 2 have been designed, synthesized, and evaluated by in vivo screening as tissue-selective androgen receptor modulators (SARMs). Structure-activity relationships (SAR) were investigated at the R 1 to R6 positions as well as the core pyrazoline ring and the anilide linker. Overall, strong electron-withdrawing groups at the R 1 and R2 positions and a small group at the R5 and R6 position are optimal for AR agonist activity. The (S)-isomer of 7c exhibits more potent AR agonist activity than the corresponding (R)-isomer. (S)-7c exhibited an overall partial androgenic effect but full anabolic effect via oral administration in castrated rats. It demonstrated a noticeable antiandrogenic effect on prostate in intact rats with endogenous testosterone. Thus, (S)-7c is a tissue-selective nonsteroidal androgen receptor modulator with agonist activity on muscle and mixed agonist and antagonist activity on prostate.
NOVEL HETEROCYCLE DERIVATIVES USEFUL AS SELECTIVE ANDROGEN RECEPTOR MODULATORS (SARMS)
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Page/Page column 79, (2008/06/13)
The present invention is directed to novel heterocycle derivatives, pharmaceutical compositions containing them and their use in the treatment of disorders and conditions modulated by the androgen receptor.
AMIDE DERIVATIVES
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, (2008/06/13)
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