13705-37-8Relevant articles and documents
Novel selective anti-androgens with a diphenylpentane skeleton
Maruyama, Keisuke,Noguchi-Yachide, Tomomi,Sugita, Kazuyuki,Hashimoto, Yuichi,Ishikawa, Minoru
scheme or table, p. 6661 - 6666 (2010/12/19)
We have proposed a multi-template approach for drug development, focusing on similar fold structures of proteins, and have effectively generated lead compounds for several drug targets. Modification of these polypharmacological lead compounds is then needed to generate target-selective compounds. In the work presented here, we aimed at separation of the anti-androgen activity and vitamin D activity of previously identified diphenylpentane lead compounds. Based on the determined X-ray crystal structures of androgen receptor and vitamin D receptor, bulky substituents were introduced at the t-butyl group in the lead compounds 2 and 3. As a result of this structural development, we obtained 16c, which exhibits more potent anti-androgen activity (IC 50: 0.13 μM) than clinically used anti-androgen bicalutamide (IC50: 0.67 μM) with 30-fold selectivity over vitamin D activity. This result indicates that lead compounds obtained via the multi-template approach can indeed be structurally modified to generate target-selective compounds.
Reductive cleavage of 2-methyleneoxetanes with lithium and 4,4'-di-tert- butylbiphenyl
Hashemzadeh, Mehrnoosh,Howell, Amy R.
, p. 1855 - 1858 (2007/10/03)
3,3-Dimethyl-2-mcthylene-4-phenyloxetane (5) undergoes reductive cleavage with lithium and 4,4'-di-tertbutylbiphenyl (DTBB) to give an intermediate dianion, which reacts regioselectively with aldehydes and ketones to give aldol adducts in modest yields. A
Preparation of methyl ketones
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, (2008/06/13)
A process for the preparation of a methyl ketone of the formula STR1 in which R1 is alkyl, alkenyl, alkinyl, optionally substituted aryl or optionally substituted heteroaryl, R2 is alkyl, R3 is alkyl or R2 and R3, together with the carbon atom to which they are bonded, from a cycloalkyl ring, comprising reacting a methyl sec.-alkyl ketone of the formula STR2 with a halide of the formula in which X is halogen, in the presence of a base, a diluent, and a phase-transfer catalyst.
