53872-43-8

Upstream product

• 6773-29-1 dimethyl diazomalonate 
• 55-21-0 benzamide 
• 108-59-8 malonic acid dimethyl ester 
• 16115-80-3 dimethyl aminomalonate hydrochloride 
• 98-88-4 benzoyl chloride 

Downstream Products

• 97045-23-3 2-(methoxycarbonyl)-2-(benzamido)acetic acid 
• 74923-17-4 methyl N-benzoylphenylalaninate 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 855405-23-1 5-methoxy-2-phenyl-oxazole-4-carboxylic acid 
• 53872-39-2 5-tert-butylamino-2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 53872-35-8 5-anilino-2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 53872-10-9 5-methoxy-2-phenyl-oxazole-4-carboxylic acid anilide 
• 53872-11-0 5-methoxy-2-phenyl-oxazole-4-carboxylic acid 4-methyl-anilide 
• 51974-34-6 5-methoxy-2-phenyl-oxazole-4-carboxylic acid N-methyl-anilide 
• 53872-27-8 5-(N-methyl-anilino)-2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 53872-34-7 5-(3-chloro-anilino)-2-phenyl-oxazole-4-carboxylic acid methyl ester 
• 53872-09-6 5-methoxy-2-phenyl-oxazole-4-carboxylic acid 3-chloro-anilide 
• 53872-12-1 5-methoxy-2-phenyl-oxazole-4-carboxylic acid 4-methoxy-anilide 
• 53872-07-4 5-methoxy-2-phenyl-oxazole-4-carboxylic acid 4-trifluoromethyl-anilide 

Relevant academic research and scientific papers

Direct catalytic asymmetric synthesis of N-heterocycles from commodity acid chlorides by employing α,β-unsaturated acylammonium salts

Taming the beast, asymmetrically: Modulation of the reactivity of acid chlorides, using cinchona alkaloid catalysts, results in chiral α,β-unsaturated acylammoniums, which react with nucleophiles enantioselectively to give pyrrolidinones, piperid-2-ones,

Discovery of Novel TRPM8 Blockers Suitable for the Treatment of Somatic and Ocular Painful Conditions: A Journey through p Kaand LogD Modulation

Transient receptor potential melastatin 8 (TRPM8) is crucially involved in pain modulation and perception, and TRPM8 antagonists have been proposed as potential therapeutic approaches for pain treatment. Previously, we developed two TRPM8 antagonists and proposed them as drug candidates for topical and systemic pain treatment. Here, we describe the design and synthesis of these two TRPM8 antagonists (27 and 45) and the rational approach of modulation/replacement of bioisosteric chemical groups, which allowed us to identify a combination of narrow ranges of pKa and LogD values that were crucial to ultimately optimize their potency and metabolic stability. Following the same approach, we then pursued the development of new TRPM8 antagonists suitable for the topical treatment of ocular painful conditions and identified two new compounds (51 and 59), N-alkoxy amide derivatives, that can permeate across ocular tissue and reduce the behavioral responses induced by the topical ocular menthol challenge in vivo.

New insertion reactions of some carbenoids into amide- and sulfonamide-NH bonds

In the presence of catalytic amounts of Rh2(OAc)4 in toluene, dimethyl diazomalonate (1) decomposed with evolution of N2 to form a carbenoid of type 8 which reacted with carboxamides 2 and toluenesulfonamide (4) to give 2-(acylamino)- and 2-(sulfonylamino)malonates 3 and 5, respectively. In an analogous reaction, α-diazo ketone 6 and 4 yielded N-(2-oxo-1,2-diphenylethyl)toluenesulfonamide (7).