Radiprodil

Base Information

• Chemical Name: Radiprodil
• CAS No.: 496054-87-6
• Molecular Formula: C21H20FN3O4
• UNII: 5XGC17ZKUF
• DSSTox Substance ID: DTXSID80964297
• Wikidata: Q27263011
• NCI Thesaurus Code: C152143
• Metabolomics Workbench ID: 153281
• ChEMBL ID: CHEMBL182066
• Mol file: 496054-87-6.mol

Synonyms:2-(4-(4-fluoro-benzyl)-piperidin-1-yl)-2-oxo-N-(2-oxo-2,3-dihydro-benzooxazol-6-yl)-acetamide;radiprodil

Chemical Property of Radiprodil

Chemical Property:

• XLogP3: 3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 397.14378429
• Heavy Atom Count: 29
• Complexity: 629

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCC1CC2=CC=C(C=C2)F)C(=O)C(=O)NC3=CC4=C(C=C3)NC(=O)O4
• Recent ClinicalTrials: Evaluation of Radiprodil in Children With GRIN-related Disorder
• Recent EU Clinical Trials: A Multicenter Study to Assess the Safety, Tolerability, Pharmacokinetics, and Effect on Seizures and Behavioral Symptoms of Multiple Individually Titrated Doses of Radiprodil in Children with GRIN-related Disorder

Technology Process of Radiprodil

There total 7 articles about Radiprodil 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:

C9H5ClN2O4 + 4-(4-fluorobenzyl)piperidine hydrochloride (92822-03-2) → Radiprodil (496054-87-6)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1016/j.ejmech.2011.03.013

Reference yield:

6-amino-1,3-benzoxazol-2-(3H)-one (22876-17-1) + [4-(4-fluorobenzyl)-piperidin-1-yl]-oxoacetic acid (496054-85-4) → Radiprodil (496054-87-6)

Guidance literature:

With TEA; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In N,N-dimethyl-formamide; at 20 ℃; for 20h;

DOI:10.1016/j.bmcl.2004.05.053

Reference yield:

4-(4-fluorobenzyl)piperidine (92822-02-1) → Radiprodil (496054-87-6)

Guidance literature:

Multi-step reaction with 3 steps

1: TEA / CHCl₃ / 2 h / 10 °C

2: aq. KOH / ethanol / 2 h / 20 °C

3: HBTU; TEA / dimethylformamide / 20 h / 20 °C

With potassium hydroxide; TEA; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; In ethanol; chloroform; N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.05.053

upstream raw materials:

6-amino-1,3-benzoxazol-2-(3H)-one

[4-(4-fluorobenzyl)-piperidin-1-yl]-oxoacetic acid

4-(4-fluorobenzyl)piperidine

[4-(4-fluoro-benzyl)-piperidin-1-yl]-oxo-acetic acid ethyl ester