Sabcomeline

Base Information

• Chemical Name: Sabcomeline
• CAS No.: 159912-53-5
• Molecular Formula: C₁₀H₁₅N₃O
• Molecular Weight: 193.249
• Hs Code.: 2933990090
• UNII: P8P92V596C
• DSSTox Substance ID: DTXSID101028868
• Wikipedia: Sabcomeline
• NCI Thesaurus Code: C152278
• Pharos Ligand ID: KXMYUXKFWY8P
• ChEMBL ID: CHEMBL134641
• Mol file: 159912-53-5.mol

Synonyms:(R)-3-quinuclidineglyoxylonitrile-(Z)-(O)-methyloxime;alpha-(methylimino)-1-azabicyclo(2.2.2)octane-3-acetonitrile;sabcomeline;SB 202026;SB-202026

Chemical Property of Sabcomeline

Chemical Property:

• Melting Point: 154-156°
• Boiling Point: 278 °C
• Flash Point: 122 °C
• PSA: 48.62000
• Density: 1.25 g/cm³
• LogP: 0.79208
• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 193.121512110
• Heavy Atom Count: 14
• Complexity: 283

Purity/Quality:

98%Min ^*data from raw suppliers

SABCOMELINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CON=C(C#N)C1CN2CCC1CC2
• Isomeric SMILES: CO/N=C(\C#N)/[C@H]1CN2CCC1CC2
• Uses: Alzheimer’s disease treatment (adjunct).

Technology Process of Sabcomeline

There total 24 articles about Sabcomeline 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: 61.0%

methyl p-toluene sulfonate (80-48-8) → α-methoxyimino-α-(1-azabicyclo[2.2.2]oct-3-yl)-acetonitrile (149156-36-5,159912-53-5)

Guidance literature:

(1-aza-bicyclo[2.2.2]oct-3-yl)-acetonitrile; With potassium tert-butylate; In tetrahydrofuran; for 0.333333h;

isopentyl nitrite; In tetrahydrofuran; at 0 - 25 ℃; for 0.333333h;

methyl p-toluene sulfonate; In tetrahydrofuran; dimethyl sulfoxide; at 35 ℃; for 0.333333h;

Reference yield:

methyl p-toluene sulfonate (80-48-8) → R-(E)-α-(methoxyimino)-α-(1-azabicyclo[2.2.2]oct-3-yl)acetonitrile (267890-56-2,159912-53-5) + sabcomeline (159912-53-5)

Guidance literature:

(1-aza-bicyclo[2.2.2]oct-3-yl)-acetonitrile; With potassium tert-butylate; In tetrahydrofuran; for 0.333333h;

With isopentyl nitrite; In tetrahydrofuran; at 0 - 25 ℃; for 0.333333h;

methyl p-toluene sulfonate; With potassium carbonate; more than 3 stages;

Reference yield:

methyl p-toluene sulfonate (80-48-8) → R-(E)-α-(methoxyimino)-α-(1-azabicyclo[2.2.2]oct-3-yl)acetonitrile (267890-56-2,159912-53-5) + sabcomeline (159912-53-5)

Guidance literature:

(1-aza-bicyclo[2.2.2]oct-3-yl)-acetonitrile; With potassium tert-butylate; In tetrahydrofuran; for 0.333333h;

With isopentyl nitrite; In tetrahydrofuran; at 0 - 25 ℃; for 0.333333h;

methyl p-toluene sulfonate; With potassium carbonate; more than 3 stages;

upstream raw materials:

sodium cyanide

(Z)-N-methoxy-1-azabicyclo[2.2.2]octane-3-carboximidoyl chloride

quinuclidine-3-carboxylic acid

(1-azabicyclo[2.2.2]octan-3-yl)carbonyl chloride

Refernces

• 1、 -. "MONO AND COMBINATION THERAPY WITH A M1/M4 MUSCARINIC AGONIST (SABCOMELINE) FOR TREATMENT OF COGNITIVE DISORDERS IN SCHIZOPHRENIA". Page/Page column 30. . Retrieved 2008/06/13.
• 2、 -. "COMBINATION OF SABCOMELINE WITH A NEUROLEPTIC AGENT TO TREAT PSYCHOTIC DISORDERS". Page/Page column 1. . Retrieved 2008/06/13.