Benzamide, N-(3R)-1-azabicyclo(2.2.2)oct-3-yl-4-chloro-, hydrochloride (1:1)

Base Information

• Chemical Name: Benzamide, N-(3R)-1-azabicyclo(2.2.2)oct-3-yl-4-chloro-, hydrochloride (1:1)
• CAS No.: 123464-89-1
• Molecular Formula: C₁₄H₁₇ClN₂O*ClH
• Molecular Weight: 301.216
• UNII: 810P1694K2
• DSSTox Substance ID: DTXSID801017103
• Wikipedia: PNU-282,987
• Wikidata: Q7119896
• ChEMBL ID: CHEMBL554984
• Mol file: 123464-89-1.mol

Synonyms:N-((3R)-1-Azabicyclo(2.2.2)oct-3-yl)-4-chlorobenzamide hydrochloride;PNU 282987;PNU-282987;PNU282987

Chemical Property of Benzamide, N-(3R)-1-azabicyclo(2.2.2)oct-3-yl-4-chloro-, hydrochloride (1:1)

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 240-242℃
• Refractive Index: 1.612
• Boiling Point: 431.5°Cat760mmHg
• Flash Point: 214.8°C
• PSA: 32.34000
• Density: 1.27g/cm³
• LogP: 2.49280
• Storage Temp.: Store at RT
• Solubility.: Soluble in DMSO (up to 25 mg/ml)
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 300.0796186
• Heavy Atom Count: 19
• Complexity: 307

Purity/Quality:

98%,99%, ^*data from raw suppliers

PNU 282987 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C(C2)NC(=O)C3=CC=C(C=C3)Cl.Cl
• Isomeric SMILES: C1CN2CCC1[C@H](C2)NC(=O)C3=CC=C(C=C3)Cl.Cl
• Description: PNU 282987 (CAS 123464-89-1) is a selective α7 nicotinic acetylcholine receptor (nAChR) agonist (Ki?= 26 nM).1? The?a7 nAChR is a potential therapeutic target of cognitive deficits in diseases such as Alzheimer’s, Parkinson’s, schizophrenia, and attention deficit disorders – agonism of this receptor with PNU 282987 has shown potential to ameliorate these deficits.2-5
• Uses: PNU 282987 is used as an activator of α-7 nicotinic acetylcholine receptor.

Technology Process of Benzamide, N-(3R)-1-azabicyclo(2.2.2)oct-3-yl-4-chloro-, hydrochloride (1:1)

There total 5 articles about Benzamide, N-(3R)-1-azabicyclo(2.2.2)oct-3-yl-4-chloro-, hydrochloride (1:1) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

(3R)-quinuclidin-3-amine dihydrochloride (6530-09-2,119904-90-4,120538-52-5,123536-14-1,124577-62-4,126358-22-3,137661-30-4,137661-31-5) + para-chlorobenzoic acid (74-11-3) → PNU 282987 hydrochloride (123464-89-1)

Guidance literature:

With benzotriazol-1-ol; triethylamine; diisopropyl-carbodiimide; In water; acetonitrile;

DOI:10.1021/jm049363q

Reference yield:

4-chloro-benzoyl chloride (122-01-0) → PNU 282987 hydrochloride (123464-89-1)

Guidance literature:

Reference yield:

para-chlorobenzoic acid (74-11-3) → PNU 282987 hydrochloride (123464-89-1)

Guidance literature:

upstream raw materials:

(3R)-quinuclidin-3-amine dihydrochloride

para-chlorobenzoic acid

4-chloro-benzoyl chloride

Refernces

• 1、 -. "Anxiolytic-R-n(1-azabicyclo[2.2.2]oct-3-yl) benzamides and thiobenzamides". . . Retrieved 2008/06/13.