174606-15-6

Basic information

• Product Name: 1-BOC-3-[(4-CHLOROPHENYL)METHYL]-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER
• Synonyms: 1-BOC-3-[(4-CHLOROPHENYL)METHYL]-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER
• CAS NO: 174606-15-6
• Molecular Formula: C₂₀H₂₈ClNO₄
• Molecular Weight: 381.897
• Mol File: 174606-15-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-BOC-3-[(4-CHLOROPHENYL)METHYL]-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BOC-3-[(4-CHLOROPHENYL)METHYL]-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER(174606-15-6)
• EPA Substance Registry System: 1-BOC-3-[(4-CHLOROPHENYL)METHYL]-3-PIPERIDINECARBOXYLIC ACID ETHYL ESTER(174606-15-6)

Safety Data

• Hazardous Substances Data: 174606-15-6(Hazardous Substances Data)

Upstream product

• 148672-74-6 ethyl N-(t-butyloxycarbonyl)nipecotate 
• 622-95-7 4-chlorobenzyl bromide 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 4039-32-1 lithium hexamethyldisilazane 

Downstream Products

• 174606-16-7 1-(tert-butoxycarbonyl)-3-(4-chlorobenzyl)piperidine-3-carboxylic acid 

Relevant articles and documents

Discovery, cocrystallization and biological evaluation of novel piperidine derivatives as high affinity Ls-AChBP ligands possessing α7 nAChR activities

A series of novel pyridine-substituted piperidine derivatives were discovered as low nanomolar Ls-AChBP ligands with α7 nAChR partial agonism or antagonism activities. A high-resolution antagonist-bound Ls-AChBP complex was successfully resolved with a classic Loop C opening phenomenon and unique sulfur-π interactions which deviated from our previous docking mode to a large extent. With the knowledge of the co-complex, 27 novel piperidine derivatives were designed and synthesized. The structure-activity relationships (SARs) of the aromatic and pyridine regions were well established and binding modes were illustrated with the help of molecular docking which indicated that interactions with Trp 143 and the “water bridge” are essential for the high binding affinities. Halogen bonding as well as the space around 5′- or 6′- position of the pyridine ring was also proposed to influence the binding conformation of the compounds. Notably, two enantiomers of compound 2 showed opposite functions toward α7 nAChR and compound (S)-2 showed sub-nanomolar affinity (Ki = 0.86 nM) on Ls-AChBP and partial agonism (pEC50 = 4.69 ± 0.11,Emax = 36.1%) on α7 nAChR with reasonable pharmacokinetics (PK) properties and fine ability of blood-brain-barrier (BBB) penetration. This study provided promising hits to develop candidates targeting nAChR-related CNS diseases.

DIOXOBUTANOIC ACID DERIVATIVES AS INHIBITORS OF INFLUENZA ENDONUCLEASE

Dioxobutanoic acids substituted with piperidine or similar N-substituted saturated cycloalkyls are found to inhibit the cap-dependent endonuclease of influenza virus. These compounds are useful in the prevention or treatment of infection by influenza viru