Ifenprodil

Base Information

• Chemical Name: Ifenprodil
• CAS No.: 23210-56-2
• Deprecated CAS: 925913-11-7
• Molecular Formula: C21H27NO2
• Molecular Weight: 325.451
• Hs Code.: 2933399090
• European Community (EC) Number: 245-491-4
• UNII: R8OE3P6O5S
• DSSTox Substance ID: DTXSID2045656
• Nikkaji Number: J11.459F
• Wikipedia: Ifenprodil
• Wikidata: Q5991156
• NCI Thesaurus Code: C83782
• Pharos Ligand ID: R95RX41T4UA6
• Metabolomics Workbench ID: 130134
• ChEMBL ID: CHEMBL305187
• Mol file: 23210-56-2.mol

Synonyms:2-(4-benzylpiperidino)-1-(4-hydroxyphenyl)-2-methyl-1-ethanol;4-benzyl-alpha-(p-hydroxyphenyl)-beta-methyl-1-piperidineethanol;61 91 RC;alpha-(4-hydroxyphenyl)-beta-methyl-4-(phenylmethyl)-1-piperidine ethanol;ifenprodil;ifenprodil hydrochloride;ifenprodil hydrochloride, (+-)-isomer;ifenprodil tartrate;ifenprodil tartrate (1:1), (R*,S*)-(+-)-(R-(R*,R*))-isomer;ifenprodil tartrate (1:1), (R-(R*,R*))-isomer;ifenprodil tartrate (2:1), (R-(R*,R*))-isomer;ifenprodil, (R*,S*)-(+-)-isomer;ifenprodil, tartrate(R-(R*,R*))-isomer;Vadilex

Chemical Property of Ifenprodil

Chemical Property:

• Appearance/Colour: White crystalline powder
• Vapor Pressure: 1.48E-10mmHg at 25°C
• Melting Point: 114°
• Refractive Index: 1.5614 (estimate)
• Boiling Point: 493.5 °C at 760 mmHg
• PKA: 9.99±0.26(Predicted)
• Flash Point: 248.7 °C
• PSA: 158.76000
• Density: 1.14 g/cm³
• LogP: 1.58410
• Storage Temp.: Store at RT
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 325.204179104
• Heavy Atom Count: 24
• Complexity: 353

Purity/Quality:

99% min ^*data from raw suppliers

Ifenprodil ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C(C1=CC=C(C=C1)O)O)N2CCC(CC2)CC3=CC=CC=C3
• Recent ClinicalTrials: Efficacy, Safety and Tolerability of NP-120 on Idiopathic Pulmonary Fibrosis and Its Associated Cough
• Recent NIPH Clinical Trials: Study of ifenprodil in methamphetamine dependence
• Uses: Ifenprodil is a NMDA receptor antagonist. vasodilator
• Therapeutic Function: Vasodilator

Technology Process of Ifenprodil

There total 23 articles about Ifenprodil 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: 86.0%

(RS)-2-(4-benzylpiperidin-1-yl)-1-(4-hydroxyphenyl)propan-1-one (74991-32-5) → (+/-)-Threo-Ifenprodil (23210-56-2,66414-06-0,74991-34-7,74991-36-9,97134-50-4,97134-53-7,136172-79-7,136376-44-8,136376-45-9) + (+/-)-Erythro-Ifenprodil (23210-56-2,66414-06-0,74991-34-7,74991-36-9,97134-50-4,97134-53-7,136172-79-7,136376-44-8,136376-45-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01912

Reference yield: 86.0%

(RS)-2-(4-benzylpiperidin-1-yl)-1-(4-hydroxyphenyl)propan-1-one (74991-32-5) → (+/-)-Threo-Ifenprodil (23210-56-2,66414-06-0,74991-34-7,74991-36-9,97134-50-4,97134-53-7,136172-79-7,136376-44-8,136376-45-9) + (+/-)-Erythro-Ifenprodil (23210-56-2,66414-06-0,74991-34-7,74991-36-9,97134-50-4,97134-53-7,136172-79-7,136376-44-8,136376-45-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01912

Reference yield: 61.0%

(RS)-2-(4-benzylpiperidin-1-yl)-1-(4-hydroxyphenyl)propan-1-one (74991-32-5) → (+/-)-Erythro-Ifenprodil (23210-56-2,66414-06-0,74991-34-7,74991-36-9,97134-50-4,97134-53-7,136172-79-7,136376-44-8,136376-45-9)

Guidance literature:

With potassium borohydride; acetic acid; In ethanol; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.jmedchem.0c01912

upstream raw materials:

4-benzyl pyridine

4-hydroxypropiophenone

(1R,2R)-1-(4-(benzyloxy)phenyl)-2-(4-benzylpiperidin-1-yl)propan-1-ol

4-benzylpyperidine

Downstream raw materials:

2-(4-benzyl-piperidin-1-yl)-1-(4-methoxy-phenyl)-propan-1-ol

Refernces

• 1、 -. "Method for preventing dyskinesias". . . Retrieved 2008/06/13.
• 2、 Chenard, B. L.,Shalaby, I. A.,Koe, B. K.,Ronau, R. T.,Butler, T. W.,et al. "Separation of α1 Adrenergic and N-Methyl-D-aspartate Antagonist Activity in a Series of Ifenprodil Compounds". . p. 3085 - 3090. Retrieved 2007/10/02.