Pirmenol

Base Information

• Chemical Name: Pirmenol
• CAS No.: 68252-19-7
• Molecular Formula: C₂₂H₃₀N₂O
• Molecular Weight: 338.493
• DSSTox Substance ID: DTXSID1043839
• Nikkaji Number: J1.632.532E
• NCI Thesaurus Code: C81434
• ChEMBL ID: CHEMBL2110988
• Mol file: 68252-19-7.mol

Synonyms:CI 845;cis-alpha-(3-(2,6-dimethyl-1-piperidinyl)propyl)-alpha-phenyl-2-pyridinemethanol monohydrochloride;pirmenol;pirmenol hydrochloride

Chemical Property of Pirmenol

Chemical Property:

• Vapor Pressure: 8.39E-11mmHg at 25°C
• Melting Point: 70-71°
• Boiling Point: 499.6°Cat760mmHg
• PKA: 12.66±0.29(Predicted)
• Flash Point: 256°C
• PSA: 36.36000
• Density: 1.046g/cm³
• LogP: 4.29850
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 338.235813585
• Heavy Atom Count: 25
• Complexity: 386

Purity/Quality:

99%+, ^*data from raw suppliers

(±)-Pirmenol >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1CCCC(N1CCCC(C2=CC=CC=C2)(C3=CC=CC=N3)O)C
• Isomeric SMILES: C[C@@H]1CCC[C@@H](N1CCCC(C2=CC=CC=C2)(C3=CC=CC=N3)O)C
• Uses: Cardiac depressant (anti-arrhythmic).

Technology Process of Pirmenol

There total 2 articles about Pirmenol 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:

4-chloro-1-phenylbutan-1-one (939-52-6) → pirmenol (68252-19-7,129885-18-3,129885-19-4)

Guidance literature:

Multi-step reaction with 3 steps

1: p-toluenesulfonic acid / benzene / Heating

2: 1.) NaI, 2.) aq. HCl / 1.) reflux, 48 h, 2.) from 80 deg C to RT, 16 h

3: 1.) BuLi / 1.) THF, heptane, from -78 to -65 deg C, 1 h, 2.) from -75 to -65 deg C, 2 h

With hydrogenchloride; n-butyllithium; toluene-4-sulfonic acid; sodium iodide; In benzene;

DOI:10.1021/jm00105a003

Reference yield:

2-(3-chloropropyl)-2-phenyl-[1,3]dioxolane (3308-98-3) → pirmenol (68252-19-7,129885-18-3,129885-19-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaI, 2.) aq. HCl / 1.) reflux, 48 h, 2.) from 80 deg C to RT, 16 h

2: 1.) BuLi / 1.) THF, heptane, from -78 to -65 deg C, 1 h, 2.) from -75 to -65 deg C, 2 h

With hydrogenchloride; n-butyllithium; sodium iodide;

DOI:10.1021/jm00105a003

upstream raw materials:

2-(3-chloropropyl)-2-phenyl-[1,3]dioxolane

4-chloro-1-phenylbutan-1-one

Refernces