13362-33-9Relevant articles and documents
Discovery and SAR study of 3-(tert-butyl)-4-hydroxyphenyl benzoate and benzamide derivatives as novel farnesoid X receptor (FXR) antagonists
Song, Kebiao,Xu, Xing,Liu, Peng,Chen, Lili,Shen, Xu,Liu, Junhua,Hu, Lihong
, p. 6427 - 6436 (2015/10/05)
3-(tert-Butyl)-4-hydroxyphenyl 2,4-dichlorobenzoate (1) was discovered in our in-house high throughput screening as a moderate FXR antagonist. To improve the potency and the stability of the hit 1, forty derivatives were synthesized and SAR was systematically explored. The results turn out that replacing the 2,4-dichlorophenyl with 2,6-dichloro-4-amidophenyl shows great improvement in potency, replacing the benzoate with benzamide shows improvement in stability and slight declining of potency and 3-(tert-butyl)-4-hydroxyphenyl unit is essential in obtaining the FXR antagonistic activity.
Nitrosation process
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, (2008/06/13)
In the process of subjecting a compound selected from phenols, N,N-dialkylanilines and mixtures thereof to nitrosation reaction conditions using a nitrite in an aqueous system to prepare nitrosated products selected from benzoquinone oximes and p-nitroso-N,N-dialkylanilines, the nitrosation reaction is advantageously carried out in the presence of an acid stronger than nitrous acid an organic acid of pKa 2 to pKa 5 or a salt thereof and water, the quantities of the organic acid and water being up to 5 times by mole and up to 10 times by weight the quantity of the compound to be nitrosated, respectively.