HALOPERIDOL METABOLITE II

Base Information

• Chemical Name: HALOPERIDOL METABOLITE II
• CAS No.: 136271-60-8
• Molecular Formula: C₂₁H₂₅ClFNO₂
• Molecular Weight: 377.886
• Mol file: 136271-60-8.mol

Synonyms:(±)-4-(4-chlorophenyl)-α-(4-fluorophenyl)-4-hydroxy-1-piperidinebutanol;4-(4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl)-1-(4-fluorophenyl)-1-butanol;136271-60-8 (.alpha.R);136271-61-9 (.alpha.S);1-Piperidinebutanol, 4-(4-chlorophenyl)-.alpha.-(4-fluorophenyl)-4-hydroxy-(R/S);Aids001752;Aids-001752;Hydroxy-haloperidol

Chemical Property of HALOPERIDOL METABOLITE II

Chemical Property:

• Melting Point: 125-127°C

Purity/Quality:

99% ^*data from raw suppliers

ReducedHaloperidol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of HALOPERIDOL METABOLITE II

There total 13 articles about HALOPERIDOL METABOLITE II 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: 97.0%

haloperidol (52-86-8) → reduced haloperidol (34104-67-1,136271-60-8)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 - 20 ℃; for 12h;

DOI:10.1016/j.ejmech.2021.114091

Reference yield: 85.0%

haloperidol (52-86-8) → (+)-Dihydrohaloperidol (136271-60-8)

Guidance literature:

With C₃₇H₄₀MnN₂O₂P₂⁽¹⁺⁾*Br^(1-); sodium t-butanolate; In isopropyl alcohol; toluene; at 50 ℃; for 6h; enantioselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201912605

Reference yield: 77.0%

4-(4-chlorophenyl)-4-hydroxypiperidine (39512-49-7) + (1S)-(-)-4-chloro-1-(4-fluorophenyl)butan-1-ol (126640-10-6) → (-)-Dihydrohaloperidol (136271-60-8)

Guidance literature:

With potassium hydrogencarbonate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1021/acs.jmedchem.1c00995

upstream raw materials:

haloperidol

4-[4-(4-chlorophenyl)-4-hydroxypiperidin-1-yl]-1-(4-fluorophenyl)-4-oxobutan-1-one

4-(4-chlorophenyl)-4-hydroxypiperidine

(+/-)-4-chloro-1-(4-fluorophenyl)butan-1-ol

Refernces

• 1、 Yang, Shi-Bing,Major, Felix,Tietze, Lutz F.,Rupnik, Marjan. "Block of delayed-rectifier potassium channels by reduced haloperidol and related compounds in mouse cortical neurons". . p. 352 - 362. Retrieved 2005.
• 2、 Ribeiro, Francisco W.P.,Soares, Janete E.S.,Becker, Helena,De Souza, Djenaine,De Lima-Neto, Pedro,Correia, Adriana N.. "Electrochemical mechanism and kinetics studies of haloperidol and its assay in commercial formulations". . p. 2036 - 2044. Retrieved 2011.
• 3、 Amata, Emanuele,Anfuso, Carmelina Daniela,Barbaraci, Carla,Cacciatore, Ivana,Dichiara, Maria,Giurdanella, Giovanni,Leotta, Claudia Giovanna,Longo, Anna,Lupo, Gabriella,Marrazzo, Agostino,Pasquinucci, Lorella,Pitari, Giovanni Mario,Prezzavento, Orazio,Turnaturi, Rita,Zuccarello, Elisa. "Haloperidol Metabolite II Valproate Ester (S)-(?)-MRJF22: Preliminary Studies as a Potential Multifunctional Agent against Uveal Melanoma". . p. 13622 - 13632. Retrieved 2021/09/20.
• 4、 Fyfe, Tim J.,Kellam, Barrie,Sykes, David A.,Capuano, Ben,Scammells, Peter J.,Lane, J. Robert,Charlton, Steven J.,Mistry, Shailesh N.. "Structure-Kinetic Profiling of Haloperidol Analogues at the Human Dopamine D2 Receptor". supporting information. p. 9488 - 9520. Retrieved 2019/11/11.