113828-93-6

Basic information

• Product Name: Cyclohexanepropanoic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (S)-
• CAS NO: 113828-93-6
• Molecular Formula: C18H25NO4
• Molecular Weight: 319.401
• Mol File: 113828-93-6.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: Cyclohexanepropanoic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: Cyclohexanepropanoic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (S)-(113828-93-6)
• EPA Substance Registry System: Cyclohexanepropanoic acid, a-[[(phenylmethoxy)carbonyl]amino]-, methyl ester, (S)-(113828-93-6)

Safety Data

• Hazardous Substances Data: 113828-93-6(Hazardous Substances Data)

Upstream product

• 866235-10-1 2-benzyloxycarbonylamino-3-cyclohexyl-propionic acid 2,2,2-trifluoro-ethyl ester 
• 67-56-1 methanol 
• 27527-05-5 L-cyclohexylalanine 
• 100-51-6 benzyl alcohol 
• 17193-39-4 methyl 3-cyclohexyl-L-alaninate hydrochloride 
• 40203-89-2 β-cyclohexyl-L-alanine methyl ester isocyanate 
• 2043-61-0 cyclohexanecarbaldehyde 
• 100945-15-1 N-(benzyloxycarbonyl)phosphonoglycine trimethyl ester 
• 501-53-1 benzyl chloroformate 
• 4441-50-3 β-cyclohexylalanine 
• 119860-59-2 N-(Benzyloxycarbonyl)-2(S)-amino-3-cyclohexylpropionic acid 
• 226895-31-4 (Z)-2-Benzyloxycarbonylamino-3-cyclohexyl-acrylic acid methyl ester 

Downstream Products

• 1416992-27-2 C₂₄H₃₅N₃O₅ 
• 1416992-20-5 C₂₅H₃₅N₃O₆ 
• 1416992-34-1 benzyl ((S)-3-cyclohexyl-1-oxo-1-(((S)-1-oxo-3-(2-oxopyrrolidin-3-yl)propan-2-yl)amino)propan-2-yl)carbamate 
• 1416992-42-1 sodium (2S)-2-((S)-2-(((benzyloxy)carbonyl)amino)-3-cyclohexylpropanamido)-1-hydroxy-3-(2-oxopyrrolidin-3-yl)propane-1-sulfonate 
• 1467641-79-7 C₂₈H₄₄N₃O₈P 
• 1467641-81-1 C₂₆H₄₀N₃O₈P 
• 1467641-83-3 C₃₂H₅₂N₃O₈P 
• 1467641-85-5 C₂₈H₃₈F₆N₃O₈P 
• 1467641-87-7 C₃₈H₄₈N₃O₈P 
• 25341-42-8 (S)-2-benzyloxycarbonylamino-3-cyclohexylpropionic acid 

Relevant articles and documents

Design, Synthesis, and Evaluation of Novel Prodrugs of Transition State Inhibitors of Norovirus 3CL Protease

Ester and carbamate prodrugs of aldehyde bisulfite adduct inhibitors were synthesized in order to improve their pharmacokinetic and pharmacodynamic properties. The inhibitory activity of the compounds against norovirus 3C-like protease in enzyme and cell-

Potent inhibition of norovirus by dipeptidyl α-hydroxyphosphonate transition state mimics

The design, synthesis, and evaluation of a series of dipeptidyl α-hydroxyphosphonates is reported. The synthesized compounds displayed high anti-norovirus activity in a cell-based replicon system, as well as high enzyme selectivity.

Inhibition of norovirus 3CL protease by bisulfite adducts of transition state inhibitors

Noroviruses are the most common cause of acute viral gastroenteritis, accounting for >21 million cases annually in the US alone. Norovirus infections constitute an important health problem for which there are no specific antiviral therapeutics or vaccines. In this study, a series of bisulfite adducts derived from representative transition state inhibitors (dipeptidyl aldehydes and α-ketoamides) was synthesized and shown to exhibit anti-norovirus activity in a cell-based replicon system. The ED 50 of the most effective inhibitor was 60 nM. This study demonstrates for the first time the utilization of bisulfite adducts of transition state inhibitors in the inhibition of norovirus 3C-like protease in vitro and in a cell-based replicon system. The approach described herein can be extended to the synthesis of the bisulfite adducts of other classes of transition state inhibitors of serine and cysteine proteases, such as α-ketoheterocycles and α-ketoesters.