Tradipitant

Base Information

• Chemical Name: Tradipitant
• CAS No.: 622370-35-8
• Molecular Formula: C28H16ClF6N5O
• Molecular Weight: 587.911
• UNII: NY0COC51FI
• DSSTox Substance ID: DTXSID801045805
• Nikkaji Number: J3.048.437A
• Wikipedia: Tradipitant
• Wikidata: Q1798493
• NCI Thesaurus Code: C152707
• Pharos Ligand ID: 79X636VZ3Q34
• Metabolomics Workbench ID: 153545
• ChEMBL ID: CHEMBL3544984
• Mol file: 622370-35-8.mol

Synonyms:(2-chloro-phenyl)-(2-(5-pyridin-4-yl-1-(3,5-bistrifluoromethyl-benzyl)-1H-(1,2,3)triazol-4-yl)pyridin-3-yl)methanone;LY686017

Chemical Property of Tradipitant

Chemical Property:

• Boiling Point: 640.9±65.0 °C(Predicted)
• PKA: 2.92±0.10(Predicted)
• PSA: 73.56000
• Density: 1.45±0.1 g/cm3(Predicted)
• LogP: 7.37240
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 6
• Exact Mass: 587.0947568
• Heavy Atom Count: 41
• Complexity: 865

Purity/Quality:

98% ^*data from raw suppliers

Tradipitant ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)C2=C(N=CC=C2)C3=C(N(N=N3)CC4=CC(=CC(=C4)C(F)(F)F)C(F)(F)F)C5=CC=NC=C5)Cl
• Recent ClinicalTrials: Motion Serifos: A Study to Investigate the Efficacy of Tradipitant in Subjects Affected by Motion Sickness
• Recent EU Clinical Trials: ODYSSEY: A randomized, double-blind, placebo-controlled study to investigate the efficacy of tradipitant in treating inflammatory lung injury and improving clinical outcomes associated with severe COVID-19 infection
• Uses: Tradipitant, is a neurokinin-1 (NK-1) antagonist.

Technology Process of Tradipitant

There total 10 articles about Tradipitant 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:

1-(azidomethyl)-3,5-bis(trifluoromethyl)benzene (620533-92-8) + (2-chlorophenyl)-[2-(2-hydroxy-2-pyridin-4-yl-vinyl)pyridin-3-yl]methanone benzoate → [2-[1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-(4-pyridinyl)-1H-1,2,3-triazol-4-yl]-3-pyridinyl](2-chlorophenyl)-methanone (622370-35-8)

Guidance literature:

(2-chlorophenyl)-[2-(2-hydroxy-2-pyridin-4-yl-vinyl)pyridin-3-yl]methanone benzoate; With potassium carbonate; In tert-butyl alcohol; at 70 ℃; for 1h;

1-(azidomethyl)-3,5-bis(trifluoromethyl)benzene; In tert-butyl alcohol; at 30 ℃; for 18h; Heating / reflux;

Reference yield:

(2-bromo-pyridin-3-yl)-(2-chloro-phenyl)-methanone (622372-89-8) + C16H9F6IN4 → [2-[1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-(4-pyridinyl)-1H-1,2,3-triazol-4-yl]-3-pyridinyl](2-chlorophenyl)-methanone (622370-35-8)

Guidance literature:

C₁₆H₉F₆IN₄; With chloro-trimethyl-silane; ethylene dibromide; zinc(II) chloride; zinc; In diethyl ether; N,N-dimethyl-formamide; at 20 - 65 ℃; for 18.5h;

(2-bromo-pyridin-3-yl)-(2-chloro-phenyl)-methanone; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 65 ℃;

Reference yield:

1-(azidomethyl)-3,5-bis(trifluoromethyl)benzene (620533-92-8) + C19H13ClN2O2 (1035920-11-6) → [2-[1-[[3,5-bis(trifluoromethyl)phenyl]methyl]-5-(4-pyridinyl)-1H-1,2,3-triazol-4-yl]-3-pyridinyl](2-chlorophenyl)-methanone (622370-35-8)

Guidance literature:

With potassium carbonate; In isopropyl alcohol; for 21 - 24h; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

1-(azidomethyl)-3,5-bis(trifluoromethyl)benzene

C₁₉H₁₃ClN₂O₂

4-(2-(trimethylsilyl)ethynyl)pyridine

4-bromopyridine hydrochloride

Refernces

• 1、 -. "NOVEL INTERMEDIATE AND PROCESS USEFUL IN THE PREPARATION OF {2-[1-(3,5-BIS-TRIFLUOROMETHYL-BENZYL)-5-PYRIDIN-4-YL-1H-[1,2,3]TRIAZOL-4-YL]-PYRIDIN-3-YL}-(2-CHLOROPHENYL)-METHANONE". Page/Page column 3-4. . Retrieved 2008/12/07.