Pozanicline

Base Information

• Chemical Name: Pozanicline
• CAS No.: 161417-03-4
• Molecular Formula: C₁₁H₁₆N₂O
• Molecular Weight: 192.261
• UNII: CL2002R563
• DSSTox Substance ID: DTXSID20167149
• Nikkaji Number: J806.717A
• Wikipedia: Pozanicline
• Wikidata: Q14664566
• NCI Thesaurus Code: C81045
• Metabolomics Workbench ID: 149482
• ChEMBL ID: CHEMBL127071
• Mol file: 161417-03-4.mol

Synonyms:2-methyl-3-(2-pyrrolidinylmethoxy)pyridine dihydrochloride, (R)-isomer;2-methyl-3-(2-pyrrolidinylmethoxy)pyridine dihydrochloride, (S)-isomer;2-methyl-3-(2-pyrrolidinylmethoxy)pyridine, (S)-isomer;ABT 089;ABT-089;pozanicline

Chemical Property of Pozanicline

Chemical Property:

• Vapor Pressure: 0.000975mmHg at 25°C
• Boiling Point: 302.7°Cat760mmHg
• PKA: 9.99±0.10(Predicted)
• Flash Point: 136.9°C
• PSA: 34.15000
• Density: 1.046g/cm³
• LogP: 1.84960
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 192.126263138
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

97% ^*data from raw suppliers

ABT-089 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C=CC=N1)OCC2CCCN2
• Isomeric SMILES: CC1=C(C=CC=N1)OC[C@@H]2CCCN2
• Recent ClinicalTrials: Effects of ABT-089 on Smoking Abstinence Symptoms and Reward

Technology Process of Pozanicline

There total 8 articles about Pozanicline 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: 88.0%

2-methyl-3-((1-t-butoxycarbonyl-2-(S)-pyrrolidinyl)methoxy)pyridine (161417-35-2) → 2-methyl-3-[(2S)-2-pyrrolidinylmethoxy]pyridine (161417-03-4,161417-20-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1.16667h;

DOI:10.1021/jm960233u

Reference yield: 55.0%

(R)-2-(2-Methyl-pyridin-3-yloxymethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester → A 94224 (161417-03-4,161417-20-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 0 - 20 ℃; for 1.16667h;

DOI:10.1021/jm960233u

Reference yield:

2-methyl-3-pyridinol (1121-25-1,55780-69-3) → 2-methyl-3-[(2S)-2-pyrrolidinylmethoxy]pyridine (161417-03-4,161417-20-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / Ph₃P, diethyl azodicarboxylate / a) THF, 16 h, b) hexane, irradiation, 30 min

2: 88 percent / TFA / CH₂Cl₂ / 1.17 h / 0 - 20 °C

With triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In dichloromethane;

DOI:10.1021/jm960233u

upstream raw materials:

2-methyl-3-((1-t-butoxycarbonyl-2-(S)-pyrrolidinyl)methoxy)pyridine

2-methyl-3-pyridinol

N-(tert-butoxycarbonyl)-L-prolinol

1-(tert-butoxycarbonyl)prolin-2R-ol

Refernces

Structure-activity studies of diazabicyclo[3.3.0]octane-substituted pyrazines and pyridines as Potent α4β2 nicotinic acetylcholine receptor ligands

10.1021/jm201045m

This study details the efforts to design and synthesize a series of diazabicyclo[3.3.0]octane-substituted pyrazines and pyridines with the aim of mimicking the profile of ABT-089 (Pozanicline), a compound known for its cognition-enhancing and neuroprotective properties with minimal adverse effects. The researchers focused on creating compounds that bind with high affinity to the a4?2 nicotinic acetylcholine receptor (nAChR) subtype while exhibiting limited agonist activity, which could be beneficial for treating various central nervous system disorders. Through extensive structure–activity relationship studies, they identified several promising compounds with potent a4?2 nAChR binding and limited-to-moderate agonist activity. However, these compounds generally showed poor brain-to-plasma ratios, likely due to the presence of the amide group, which hindered their advancement as potential therapeutic agents. Despite this, the study demonstrated the feasibility of generating ABT-089-like profiles through systematic modifications of the diazabicyclo[3.3.0]octane-substituted pyrazines and pyridines.

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 161417-03-4 2-METHYL-3-((2S)-PYRROLIDIN-2-YLMETHOXY)PYRIDINE

Send

Send

Metric Ton KG G Pound L ML

Send

Send