101084-39-3Relevant articles and documents
A New Synthesis of 3-Bromo-2-methoxybenzoic Acid
Pudleiner, Heinz,Laatsch, Hartmut
, p. 286 - 287 (1989)
A convenient preparation of 3-bromo-2-methoxybenzoic acid (8) from 2-bromophenol via 3-bromo-2-methoxy-1-(1-propenyl)benzene (11) is presented.
Mono- and disalicylic acid derivatives: PTP1B inhibitors as potential anti-obesity drugs
Shrestha, Suja,Bhattarai, Bharat Raj,Lee, Keun-Hyeung,Cho, Hyeongjin
, p. 6535 - 6548 (2008/04/12)
A series of compounds containing one or two salicylic acid moieties were synthesized, and their efficacy to inhibit the phosphohydrolase activity of PTP1B examined. Some of the methylenedisalicylic acid derivatives were potent inhibitors of PTP1B. Of those derivatives, 3c exhibited about a 14-fold selectivity against TC-PTP, and this compound was tested in a mouse model for its efficacy to prevent diet-induced obesity. It effectively suppressed the increases in body weight and adipose mass, without any noticeable toxic effect. The compound also prevented increases in the plasma triglyceride, cholesterol, and nonesterified fatty acid concentrations; thus, expanding its therapeutic potential to other related metabolic diseases, such as hyperlipidemia and hypercholesterolemia.
Directed ortho-metalation of unprotected benzoic acids. Methodology and regioselective synthesis of useful contiguously 3- and 6-substituted 2-methoxybenzoic acid building blocks
Nguyen, Thi-Huu,Castanet, Anne-Sophie,Mortier, Jacques
, p. 765 - 768 (2007/10/03)
By treatment with s-BuLi/TMEDA at -78 °C, unprotected 2-methoxybenzoic acid is deprotonated exclusively in the position ortho to the carboxylate. A reversal of regioselectivity is observed when the acid is treated with n-BuLi/t-BuOK. These results are of general utility for the one-pot preparation of a variety of very simple 3- and 6-substituted 2-methoxybenzoic acids that are not easily accessible by conventional means. The potential usefulness of the method is demonstrated by the expedient synthesis of lunularic acid.