Pridinol

Base Information

• Chemical Name: Pridinol
• CAS No.: 511-45-5
• Molecular Formula: C20H25NO
• Molecular Weight: 295.425
• Hs Code.: 2933399090
• European Community (EC) Number: 208-128-0
• NSC Number: 403797,23016
• UNII: 9E75Q6SUUB
• DSSTox Substance ID: DTXSID0045090
• Nikkaji Number: J6.268E
• Wikipedia: Pridinol
• Wikidata: Q827515
• NCI Thesaurus Code: C73319
• Metabolomics Workbench ID: 154433
• ChEMBL ID: CHEMBL404215
• Mol file: 511-45-5.mol

Synonyms:3-(N-piperidinyl)-1,1-diphenyl-1-propanol methanesulfonate;3-piperidino-1,1-diphenylpropanol;3-piperidinyl-1,1-diphenylpropan-1-ol;Myoson;pridinol;pridinol mesylate;pridinol monohydrochloride;pridinol monomesylate;ridinol

Chemical Property of Pridinol

Chemical Property:

• Vapor Pressure: 2.71E-09mmHg at 25°C
• Melting Point: 120-121°
• Boiling Point: 460.9 °C at 760 mmHg
• PKA: 13.49±0.29(Predicted)
• Flash Point: 229.9 °C
• PSA: 23.47000
• Density: 1.079 g/cm³
• LogP: 3.73640
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 295.193614421
• Heavy Atom Count: 22
• Complexity: 294

Purity/Quality:

99% ^*data from raw suppliers

1,1-Diphenyl-3-(piperidin-1-yl)propan-1-ol 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCN(CC1)CCC(C2=CC=CC=C2)(C3=CC=CC=C3)O

Technology Process of Pridinol

There total 11 articles about Pridinol 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: 89.0%

piperidine (110-89-4) + p-toluenesulfonic acid 3-hydroxy-3,3-diphenylpropyl ester → Pridinol (511-45-5)

Guidance literature:

With sodium carbonate; In acetonitrile; for 16h; Inert atmosphere; Reflux;

DOI:10.3987/COM-13-S(S)20

Reference yield: 79.69%

methyl 3-(piperidino)propionate (23573-93-5) + phenylmagnesium bromide (100-58-3) → Pridinol (511-45-5)

Guidance literature:

methyl 3-(piperidino)propionate; phenylmagnesium bromide; In tetrahydrofuran; at 0 - 66 ℃; for 3h;

With hydrogenchloride; water; In tetrahydrofuran; at 0 ℃;

Reference yield: 65.0%

2-(piperidin-4-yl)ethyl chloride (1932-03-2) + benzophenone (119-61-9) → Pridinol (511-45-5)

Guidance literature:

benzophenone; With 1,2-diphenyl-1,2-disodiumethane; In tetrahydrofuran; at 0 ℃; Inert atmosphere;

2-(piperidin-4-yl)ethyl chloride; In tetrahydrofuran; diethyl ether; at 0 ℃; Inert atmosphere;

With water; In tetrahydrofuran; diethyl ether; at 0 ℃; Inert atmosphere;

DOI:10.1021/jo901183x

upstream raw materials:

ethyl piperidine-1-propionate

butyl 3-(piperidin-1-yl)propanoate

1-phenyl-3-(piperidin-1-yl)propan-1-one

N-methoxy-N-methyl-3-(piperidine-1-yl)propanamide

Downstream raw materials:

1-ethyl-1-(3-hydroxy-3,3-diphenyl-propyl)-piperidinium; iodide

Piridinol-methoiodid

Dicyclidol

1,1-Diphenyl-3-piperidino-1-propene

Refernces

• 1、 Hatae, Noriyuki,Nagayama, Tomoyuki,Esaki, Hiroyoshi,Kujime, Eiko,Minami, Masabumi,Ishikura, Minoru,Choshi, Tominari,Hibino, Satoshi,Okada, Chiaki,Toyota, Eiko,Nagasawa, Hideko,Iwamura, Tatsunori. "Synthesis of 4-arylpiperidin-4-ol derivatives of loperamide as agents with potent antiproliferative effects against HCT-116 and HL-60 cells". . p. 663 - 673. Retrieved 2016/11/13.
• 2、 Selvamurugan,Aidhen. "Simple synthetic equivalents for the β-(N,N-disubstituted)ethylamino acyl cation synthon and their applications". . p. 2239 - 2246. Retrieved 2007/10/03.