6168-88-3

Basic information

• Product Name: cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride
• Synonyms: cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride;cis-2,2'-(1-Methyl-2,6-piperidinediyl)bis[1-phenylethanone]·Hydrochloride;2-(1-methyl-6-phenacylpiperidin-1-ium-2-yl)-1-phenylethanone chloride
• CAS NO: 6168-88-3
• Molecular Formula: C₂₂H₂₅NO₂*ClH
• Molecular Weight: 371.90034
• EINECS: 228-212-0
• Mol File: 6168-88-3.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride(6168-88-3)
• EPA Substance Registry System: cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride(6168-88-3)

Safety Data

• RIDADR: 1544
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 6168-88-3(Hazardous Substances Data)

Usage

Uses

Used in Medicinal Chemistry:
cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride is used as a potential therapeutic agent for the treatment of various medical conditions due to its unique chemical structure and properties.
Used in Pharmaceutical Industry:
cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride is used as a compound in the development of new drugs for the treatment of various diseases, leveraging its potential therapeutic effects and chemical properties.
Note: The specific applications and reasons for using cis-2,2'-(1-methylpiperidine-2,6-diyl)bis[1-phenylethan-1-one] hydrochloride in different industries or for specific medical conditions are not provided in the materials. The uses listed above are general and based on the information given about its potential in medicinal chemistry and as a therapeutic agent. Further research would be needed to identify specific applications and reasons for its use.

Upstream product

• 614-20-0 3-oxo-3-phenylpropionic acid 
• 593-51-1 methylamine hydrochloride 
• 111-30-8 Glutaraldehyde 
• 579-21-5 2,2′-(1-methylpiperidine-2,6-diyl)bis(1-phenylethanone) 

Downstream Products

• 552-72-7 NSC 95097 
• 552-72-7 (2RS)-2r,6t-bis-((Ξ)-β-hydroxy-phenethyl)-1-methyl-piperidine 
• 579-21-5 Lobelanine 
• 579-21-5 2,2′-((2RS,6RS)-1-methylpiperidine-2,6-diyl)bis(1-phenylethanone) 
• 134-63-4 Lobeline hydrochloride 
• 950194-40-8 (S)-2-[(2R,6S)-6-(2-propionyloxy-2-phenylethyl)-1-methylpiperidin-2-yl]-1-phenylethanone 
• 950194-41-9 C₂₅H₃₃NO₃ 
• 950194-38-4 C₂₅H₃₃NO₃ 

Relevant articles and documents

Thermodynamic epimeric equilibration and crystallisation-induced dynamic resolution of lobelanine, norlobelanine and related analogues

The step-economical synthesis of lobelanine involving a ring closing double aza-Michael (RCDAM) reaction is revisited and successfully extended to the synthesis of various configurationally more stable analogues. Owing to the presence of a configurationally labile β-aminoketone subunit, lobelanine is prone to self-catalyze mutarotation in solution. Through the synthesis of original lobelanine analogues, we studied the influence of (i) the size of the central heterocycle, (ii) the bulkiness of the nitrogen protecting group, and (iii) the phenacyl arm substituent on the thermodynamic equilibrium and its displacement by crystallisation-induced dynamic resolution (CIDR). We demonstrated that fine structural tuning combined with optimized CIDR conditions favours the first efficient diastereoselective synthesis of lobelanine's analogues.

Enantioselective synthesis of lobeline via nonenzymatic desymmetrization

Lobeline has been prepared in enantiopure form via desymmetrization of lobelanidine with use of BTM, a nonenzymatic enantioselective acyl transfer catalyst.