253177-17-2

Upstream product

• 253177-45-6 1-diisopropylmethoxycarbonylpiperazine-4-carbonylchloride 
• 705950-85-2 C₃₈H₅₈N₄O₁₀ 
• 727724-86-9 4-[(2S,3R)-3-(4-Amino-butyl)-2-benzyloxycarbonyl-4-oxo-azetidine-1-carbonyl]-piperazine-1-carboxylic acid 1-isopropyl-2-methyl-propyl ester 

Relevant academic research and scientific papers

Synthesis of potent and highly selective nonguanidine azetidinone inhibitors of human tryptase

Azetidinones such as BMS-363131 (2) and BMS-363130 (3), which contain a guanidine group in the C-3 side chain were previously shown to be very potent inhibitors of human tryptase with high selectivity versus other serine proteases, including trypsin. In this letter, we describe the discovery of a number of potent azetidinone tryptase inhibitors in which the guanidine moiety at the ring C-3 position is replaced with primary or secondary amine or aminopyridine functionality. In particular, BMS-354326 (4) is a highly potent tryptase inhibitor (IC50=1.8nM), which has excellent selectivity against trypsin and most other related serine proteases.

Beta lactam compounds and their use as inhibitors of tryptase

Compounds of the formulas: are disclosed. These compounds inhibit tryptase as well as other enzyme systems or are selective tryptase inhibitors and are useful as antiinflammatory agents particularly in the treatment of chronic asthma.