Aprepitant

Base Information

• Chemical Name: Aprepitant
• CAS No.: 172822-28-5
• Molecular Formula: C23H21F7N4O3
• Molecular Weight: 534.43
• Mol file: 172822-28-5.mol

Synonyms:SM001F;(2S,3S,1’R)-Aprepitant;Aretetan Impurity-(RSS);Aprepitant (R,S,S)-Isomer;Aprepitant Impurity - (RSS);(R,S,S)-Enantiomer Aprepitant;Aprepitant Impurity 6(R,S,S-Isomer);Aprepitant Intermediate Impurity -(RSS);Aprepitant impurity 7/(1R,2S,3S)-Aprepitant;5-([(2S,3S)-2-((R)-1-[3,5-bis(trifluoromethyl)phenyl]ethoxy)-3-(4-fluoro phenyl)morpholino]methyl)-1H-1,2,4-triazol-3(2H)-one

Chemical Property of Aprepitant

Chemical Property:

• PKA: 8.06±0.20(Predicted)
• PSA: 83.24000
• Density: 1.51±0.1 g/cm3(Predicted)
• LogP: 4.89000

Purity/Quality:

97% ^*data from raw suppliers

(2S,3S,1’R)-Aprepitant ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: (2S,3S,1’R)-Aprepitant is an impurity of Aprepitant (A729800); a novel selective neurokinin-1 (NK-1) receptor antagonist. In vitro studies using human liver microsomes indicate that Aprepitant is metabolised primarily by CYP3A4 with minor metabolism by CYP1A2 and CYP2C19, and no metabolism by CYP2D6, CYP2C9, or CYP2E1. Antiemetic. (2S,3S,1’R)-Aprepitant is also a useful synthetic intermediate in the synthesis of morpholine tachykinin receptor antagonist prodrugs.

Technology Process of Aprepitant

There total 1 articles about Aprepitant 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: 98.6%

2-[1-(3,5-bis-trifluoro-methylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine (170902-80-4) + 3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one (252742-72-6) → C23H21F7N4O3 (172822-28-5,221350-96-5)

Guidance literature:

With potassium carbonate; In water; N,N-dimethyl-formamide; at 0 ℃;

DOI:10.1080/00397910903221084

upstream raw materials:

2-[1-(3,5-bis-trifluoro-methylphenyl)ethoxy]-3-(4-fluorophenyl)morpholine

3-(chloromethyl)-1H-1,2,4-triazol-5(4H)-one