55107-14-7Relevant articles and documents
The discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine cannabinoid type 2 receptor agonist
Moir, Michael,Lane, Samuel,Montgomery, Andrew P.,Hibbs, David,Connor, Mark,Kassiou, Michael
, (2020/12/21)
The development of selective CB2 receptor agonists is a promising therapeutic approach for the treatment of inflammatory diseases, without CB1 receptor mediated psychoactive side effects. Preliminary structure-activity relationship studies on pyrazoylidene benzamide agonists revealed the -ylidene benzamide moiety was crucial for functional activity at the CB2 receptor. A small library of compounds with varying linkage moieties between the pyrazole and substituted phenyl group has culminated in the discovery of a potent and selective pyrazolo-[2,3-e]-[1,2,4]-triazine agonist 19 (CB2R EC50 = 19 nM, CB1R EC50 > 10 μM). Docking studies have revealed key structural features of the linkage group that are important for potent functional activity.
Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis
Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An
supporting information, p. 1396 - 1401 (2020/02/22)
Alkyl N-aryl 1,2,3-triazole-carboxylates are important molecules or intermediates in medicinal chemistry, but the synthesis of N2-aryl counterparts remains elusive. Herein, we describe a Cu-mediated annulation reaction of alkyl 3-aminoacrylates with aryldiazonium salts, both of which are readily available substrates. Furthermore, alkyl 2-aminoacrylates are also viable substrates. Diverse alkyl N2-aryl 1,2,3-triazole-carboxylates and their analogues can be rapidly prepared under mild conditions. Especially, this protocol allows one to access several druglike variants of carbonic anhydrase inhibitors and celecoxib.
Preparation method of 4, 4-dimethyl-3-oxo-methyl pentanoate
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Paragraph 0016-0021, (2017/07/01)
The invention discloses a preparation method of 4, 4-dimethyl-3-oxo-methyl pentanoate. The method includes: taking pinacolone, sodium hydrogen and dimethyl carbonate as the raw materials, and using toluene as the solvent, carrying out stirring reaction at 55-60DEG C, then performing cooling, and at a pH of 4-5, preparing a 4, 4-dimethyl-3-oxo-methyl pentanoate crude product; and subjecting the 4, 4-dimethyl-3-oxo-methyl pentanoate crude product to distillation under the conditions of a vacuum degree of less than 10mm Hg and a temperature of 90-95DEG C. By means of the method provided by the invention, the 4, 4-dimethyl-3-oxo-methyl pentanoate has high distillation yield, the product purity is high, the main content is up to more than 98%, and the total yield is up to 96%.