1-Azabicyclo[2.2.2]octan-3-one oxime

Base Information

• Chemical Name: 1-Azabicyclo[2.2.2]octan-3-one oxime
• CAS No.: 35423-17-7
• Molecular Formula: C7H12 N2 O
• Molecular Weight: 140.18
• Hs Code.: 2933990090
• European Community (EC) Number: 609-125-0
• Nikkaji Number: J1.628.345B,J2.283.634J
• Mol file: 35423-17-7.mol

Synonyms:3-quinuclidinone oxime;35423-17-7;N-[(3Z)-1-azabicyclo[2.2.2]octan-3-ylidene]hydroxylamine;SCHEMBL231364;(3E)-quinuclidin-3-one oxime;QSXHBTDHLNHMLV-FPLPWBNLSA-N;STK663945;AKOS005526321;1-Azabicyclo[2.2.2]octan-3-one oxime;(3E)-1-azabicyclo[2.2.2]octan-3-one oxime;(Z)-1-Azabicyclo[2.2.2]octane-3-one oxime;(3E)-N-hydroxy-1-azabicyclo[2.2.2]octan-3-imine;N-(1-Azabicyclo[2.2.2]octane-3-ylidene)hydroxylamine

Chemical Property of 1-Azabicyclo[2.2.2]octan-3-one oxime

Chemical Property:

• Vapor Pressure: 0.00352mmHg at 25°C
• Melting Point: 223-225°C
• Boiling Point: 261°Cat760mmHg
• Flash Point: 111.7°C
• PSA: 35.83000
• Density: 1.39g/cm³
• LogP: 0.48010
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 140.094963011
• Heavy Atom Count: 10
• Complexity: 159

Purity/Quality:

98%min ^*data from raw suppliers

3-Quinuclidinone oxime >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN2CCC1C(=NO)C2
• Isomeric SMILES: C1CN2CCC1/C(=N\O)/C2

Technology Process of 1-Azabicyclo[2.2.2]octan-3-one oxime

There total 5 articles about 1-Azabicyclo[2.2.2]octan-3-one oxime 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: 100.0%

3-quinuclidinone hydrochloride (1193-65-3) → 3-quinuclidone oxime (35423-17-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In water; at 70 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112669

Reference yield: 65.0%

3-Quinuclidinone (3731-38-2) → 3-quinuclidone oxime (35423-17-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; for 1.5h; Reflux;

DOI:10.1016/j.ejmech.2021.113244

Reference yield:

3-quinuclidinone hydrochloride → 3-quinuclidone oxime (35423-17-7)

Guidance literature:

With hydroxylamine hydrochloride; sodium acetate; In water; at 70 ℃; for 1h;

upstream raw materials:

3-quinuclidinone hydrochloride

hydroxylamine hydrochloride

3-Quinuclidinone

3-hydroxyimino quinuclidine hydrochloride

Downstream raw materials:

4-(6-bromo-pyridazin-3-yl)-1, 4-diazabicyclo [3.2. 2] nonane

4-biphenyl-4-yl-1,4-diazabicyclo[3. 2. 2]nonane fumaric acid salt

4-(5-phenyl-1,3,4-thiadiazol-2-yl)-1,4-diazabicyclo[3.2.2]nonane

2-(1,4-diazabicyclo[3.2.2]nonan-4-yl)-5-phenyl-1,3,4-oxadiazole

Refernces

• 1、 Heise, Niels,Friedrich, Sander,Temml, Veronika,Schuster, Daniela,Siewert, Bianka,Csuk, René. "N-methylated diazabicyclo[3.2.2]nonane substituted triterpenoic acids are excellent, hyperbolic and selective inhibitors for butyrylcholinesterase". . . Retrieved 2021/11/08.
• 2、 Pismataro, Maria Chiara,Horenstein, Nicole A.,Stokes, Clare,Quadri, Marta,De Amici, Marco,Papke, Roger L.,Dallanoce, Clelia. "Design, synthesis, and electrophysiological evaluation of NS6740 derivatives: Exploration of the structure-activity relationship for alpha7 nicotinic acetylcholine receptor silent activation". . . Retrieved 2020/08/19.