149288-38-0

Usage

Chemical Class

Benzoic acids

Physical State

White solid

Molecular Weight

268.69 g/mol

Main Uses

Synthesis of pharmaceuticals
Synthesis of agricultural chemicals
Synthesis of other organic compounds

Chemical Structure

Contains a benzene ring substituted with a carboxylic acid group
Chlorine atom attached to a phenoxy group

Significance

Important chemical for various industries and research purposes.

Upstream product

• 2417-72-3 Methyl 4-(bromomethyl)benzoate 
• 406470-63-1 methyl 4-((2-chlorophenoxy)methyl)benzoate 
• 95-57-8 2-monochlorophenol 

Relevant academic research and scientific papers

Discovery of potent liver-selective stearoyl-CoA desaturase-1 (SCD1) inhibitors, thiazole-4-acetic acid derivatives, for the treatment of diabetes, hepatic steatosis, and obesity

SCD1 is a rate-limiting enzyme in the conversion of saturated fatty acids to monounsaturated fatty acids. SCD1 inhibitors have potential effects on obesity, diabetes, acne, and cancer, but the adverse effects associated with SCD1 inhibition in the skin and eyelids are impediments to clinical development. To avoid mechanism-based adverse effects, we explored the compounds that selectively inhibit SCD1 in the liver in an ex vivo assay. Starting from a systemically active lead compound, we focused on the physicochemical properties tPSA and cLogP to minimize exposure in the off-target tissues. This effort led to the discovery of thiazole-4-acetic acid analog 48 as a potent and liver-selective SCD1 inhibitor. Compound 48 exhibited significant effects in rodent models of diabetes, hepatic steatosis, and obesity, with sufficient safety margins in a rat toxicology study with repeated dosing.

Substituted N-aryl heterocycles, process for their preparation and their use as medicaments

The invention relates to substituted N-aryl heterocycles and to the physiologically tolerated salts and physiologically functional derivatives thereof. Compounds of the formula I in which the radicals have the stated meanings, the N-oxides and the physiologically tolerated salts thereof and process for the preparation thereof are described. The compounds are suitable for example as anorectic agents.