40203-89-2

Basic information

• Product Name: β-cyclohexyl-L-alanine methyl ester isocyanate
• Synonyms: β-cyclohexyl-L-alanine methyl ester isocyanate
• CAS NO: 40203-89-2
• Molecular Weight: 211.261
• Mol File: 40203-89-2.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: β-cyclohexyl-L-alanine methyl ester isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: β-cyclohexyl-L-alanine methyl ester isocyanate(40203-89-2)
• EPA Substance Registry System: β-cyclohexyl-L-alanine methyl ester isocyanate(40203-89-2)

Safety Data

• Hazardous Substances Data: 40203-89-2(Hazardous Substances Data)

Upstream product

• 75-44-5 phosgene 
• 40056-18-6 methyl L-cyclohexylalaninate 
• 503-38-8 trichloromethyl chloroformate 
• 27527-05-5 L-cyclohexylalanine 
• 17193-39-4 methyl 3-cyclohexyl-L-alaninate hydrochloride 

Downstream Products

• 198701-51-8 (S)-3-Cyclohexyl-2-[3-(5-thioxo-4,5-dihydro-[1,3,4]thiadiazol-2-yl)-ureido]-propionic acid methyl ester 
• 500782-89-8 C₄₆H₅₁N₅O₄ 
• 501010-15-7 C₂₇H₃₇N₅O₄ 
• 113828-93-6 (S)-2-Benzyloxycarbonylamino-3-cyclohexyl-propionic acid methyl ester 
• 1416992-27-2 C₂₄H₃₅N₃O₅ 
• 25341-42-8 (S)-2-benzyloxycarbonylamino-3-cyclohexylpropionic acid 
• 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 

Relevant articles and documents

Piperidine carbamate peptidomimetic inhibitors of the serine proteases HGFA, matriptase and hepsin

Matriptase and hepsin are type II transmembrane serine proteases (TTSPs). Along with related S1 trypsin like serine protease HGFA (hepatocyte growth factor activator), their unregulated proteolytic activity has been associated with cancer including tumor progression and metastasis. These three proteases have two substrates in common, hepatocyte growth factor (HGF) and macrophage stimulating protein (MSP), the ligands for MET and recepteur d'origine nantais (RON) receptor tyrosine kinases. Mechanism-based tetrapeptide and benzamidine inhibitors of these proteases have been shown to block HGF/MET and MSP/RON cancer cell signaling. Herein, we have rationally designed a new class of peptidomimetic hybrid small molecule piperidine carbamate dipeptide inhibitors comparable in potency to much larger tetrapeptides. We have identified multiple compounds which have potent activity against matriptase and hepsin and with excellent selectivity over the off-target serine proteases factor Xa and thrombin.

Structure-Guided Optimization of Dipeptidyl Inhibitors of Norovirus 3CL Protease

Acute gastroenteritis caused by noroviruses has a major impact on public health worldwide in terms of morbidity, mortality, and economic burden. The disease impacts most severely immunocompromised patients, the elderly, and children. The current lack of approved vaccines and small-molecule therapeutics for the treatment and prophylaxis of norovirus infections underscores the need for the development of norovirus-specific drugs. The studies described herein entail the use of the gem-dimethyl moiety as a means of improving the pharmacological activity and physicochemical properties of a dipeptidyl series of transition state inhibitors of norovirus 3CL protease, an enzyme essential for viral replication. Several compounds were found to be potent inhibitors of the enzyme in biochemical and cell-based assays. The pharmacological activity and cellular permeability of the inhibitors were found to be sensitive to the location of the gem-dimethyl group.

Design, synthesis, and evaluation of a novel series of macrocyclic inhibitors of norovirus 3CL protease

Norovirus infections have a major impact on public health worldwide, yet there is a current dearth of norovirus-specific therapeutics and prophylactics. This report describes the discovery of a novel class of macrocyclic inhibitors of norovirus 3C-like pr