On February 27, 2003, Boyd, Scott; Caulkett, Peter William Rodney; Hargreaves, Rodney Brian; Bowker, Suzanne Saxon; James, Roger; Johnstone, Craig; Jones, Clifford David; McKerrecher, Darren; Block, Michael Howard published a patent.HPLC of Formula: 64987-16-2 The title of the patent was Preparation of benzamides affecting glucokinase for combined treatment or prevention of type 2 diabetes and obesity. And the patent contained the following:
The invention relates to the use of benzamides (shown as I; variables defined below; e.g. 2-[[3,5-di(2-chlorobenzyloxy)benzoyl]amino]thiazole) or a salt, solvate or prodrug thereof, in the preparation of a medicament for the treatment or prevention of a disease condition mediated through glucokinase (GLK; no data), such as type 2 diabetes, and to the compounds I and methods for preparing them. Twelve pharmaceutical compositions are included. For I: m is 0-2; n is 0-4; and n + m > 0; each R1 = OH, -(CH2)1-4OH, -CH3-aFa, -(CH2)1-44CH3-aFa, -OCH3-aFa, halo, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, NH2, -NH-C1-4alkyl, -N-di(C1-4alkyl), CN, formyl, Ph or heterocyclyl optionally substituted by C1-6alkyl. Each R2 is the group Y-X- wherein each X is a linker = -O-Z-, -O-Z-O-Z-, -C(O)O-Z-, -OC(O)-Z-, -S-Z-, -SO-Z-, -SO2-Z-, -N(R6)-Z-, -N(R6)SO2-Z-, -SO2N(R6)-Z-, -(CH2)1-4-, -CH:CH-Z-, -CC-Z-, -N(R6)CO-Z-, -CON(R6)-Z-, -C(O)N(R6)S(O)2-Z-, -S(O)2N(R6)C(O)-Z-, -C(O)-Z-, -Z-, -C(O)-Z-O-Z-, -N(R6)-C(O)-Z-O-Z-, -O-Z-N(R6)-Z-, -O-C(O)-Z-O-Z- or a direct bond; each Z = a direct bond, C2-6alkenylene or -(CH2)p-C(R6a)2-(CH2)q-; each Y = aryl-Z1-, heterocyclyl-Z1-, C3-7cycloalkyl-Z1-, C1-6alkyl, C2-6alkenyl, C2-6alkynyl, -(CH2)1-4CH3-aFa or -CH(OH)CH3-aFa; R3 = Ph or a heterocyclyl; addnl. details are given in the claims. More than 30 example preparations of I are included and >300 specific examples of I are included with characterization data. For example, to prepare 2-[[3,5-di(2-chlorobenzyloxy)benzoyl]amino]thiazole, diisopropylethylamine (2.0 mmol) then 4-dimethylaminopyridine (0.1 mmol) were added to a solution of 2-aminothiazole (1.0 mmol) and 3,5-di(2-chlorobenzyloxy)benzoic acid chloride (1.0 mmol) in CH2Cl2 (10 mL) under Ar at ambient temperature After 80 mins the reaction mixture was filtered, washed with CH2Cl2 and dried under high vacuum to give the title compound as a colorless solid (41%). The experimental process involved the reaction of Methyl 2-(2-aminothiazol-4-yl)acetate(cas: 64987-16-2).HPLC of Formula: 64987-16-2
The Article related to benzamide preparation glucokinase inhibitor type 2 diabetes obesity, Benzene, Its Derivatives, and Condensed Benzenoid Compounds: Amides, Amidines, Imidic Esters, Hydrazides, and Hydrazonic Esters and other aspects.HPLC of Formula: 64987-16-2
Referemce:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica