174960-89-5

Upstream product

• 1939-99-7 benzenesulfonyl chloride 
• 93961-03-6 (S)-3-Amino-2-oxo-hexahydro-1H-azepine-1-acetic acid, phenylmethyl ester 
• 100-39-0 benzyl bromide 
• 142855-79-6 (3S)-3-(9-fluorenylmethoxycarbonylamino)-2-oxoperhydroazepine-1-acetic acid 
• 76944-95-1 tert-butyl N-[(3S)-2-oxoazepan-3-yl]carbamate 
• 21568-87-6 2-aminocaprolactam 
• 93961-02-5 (S)-3-[[(1,1-dimethylethoxy)carbonyl]amino]-2-oxo-hexahydro-1H-azepine-1-acetic acid,phenylmethyl ester 

Downstream Products

• 368426-58-8 (4-{[2-(2-oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetylamino]-methyl}-cyclohexyl)-carbamic acid tert-butyl ester 
• 201355-26-2 C₂₃H₃₅N₇O₇S 
• 201355-27-3 N-((S)-1-Carbamimidoyl-2-ethoxy-piperidin-3-yl)-2-((S)-2-oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetamide 
• 549506-83-4 N-[(S)-4-Guanidino-1-(thiazole-2-carbonyl)-butyl]-2-((S)-2-oxo-3-phenylmethanesulfonylamino-azepan-1-yl)-acetamide 
• 174960-90-8 (3S)-hexahydro-2-oxo-3-[[(phenylmethyl)sulfonyl]amino]-1H-azepine-1-acetic acid 

Relevant academic research and scientific papers

Design, synthesis, and structure-activity relationships of unsubstituted piperazinone-based transition state factor Xa inhibitors

A series of novel transition state factor Xa inhibitors containing a variety of lactam ring systems as central templates was synthesized in an expedient manner and allowed for a great deal of structural variability. Among them, the piperazinone-based inhibitors were found to be not only active against factor Xa but also selective over thrombin. Optimization of the P4 moiety yielded several potent compounds with IC50 below 1 nM against factor Xa.

Novel, potent non-covalent thrombin inhibitors incorporating P3-lactam scaffolds

Evolution of P1-argininal inhibitor prototypes led to a series of non-covalent P3-7-membered lactam inhibitors 1a-w, featuring novel peptidomimetic units that probe each of the S1, S2, and S3 specificity pockets of thrombin. Rigid P1-arginine surrogates possessing a wide range of basicity (calcd pKa's～neutral-14) were surveyed. The design, synthesis, and biological activity of these targets are presented.