Trefentanil

Base Information

• Chemical Name: Trefentanil
• CAS No.: 120656-74-8
• Molecular Formula: C25H31 F N6 O2
• Molecular Weight: 466.559
• UNII: 36QM58LVGU
• DSSTox Substance ID: DTXSID80152955
• Nikkaji Number: J257.689I
• Wikipedia: Trefentanil
• Wikidata: Q7837766
• NCI Thesaurus Code: C152720
• Metabolomics Workbench ID: 152216
• ChEMBL ID: CHEMBL84617
• Mol file: 120656-74-8.mol

Synonyms:A 3665;A-3665;trefentanil

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Trefentanil

Chemical Property:

• Vapor Pressure: 2.34E-13mmHg at 25°C
• Boiling Point: 578°Cat760mmHg
• Flash Point: 303.4°C
• PSA: 76.26000
• Density: 1.24g/cm³
• LogP: 2.97120
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 466.24925241
• Heavy Atom Count: 34
• Complexity: 735

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)N(C1=CC=CC=C1F)C2(CCN(CC2)CCN3C(=O)N(N=N3)CC)C4=CC=CC=C4
• Uses: Trefentanil is a Fentanyl (F274990) derivative, which is used as an analgesic.

Technology Process of Trefentanil

There total 7 articles about Trefentanil 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: 72.0%

2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl bromide (84501-67-7) + 4-phenyl-4-piperidine (122823-22-7) → 1-[2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-phenyl-4-[N-(2-fluorophenyl)propionamido]piperidine (120656-74-8)

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Heating;

DOI:10.1021/jm00132a007

Reference yield:

1-phenylmethyl-4-piperidone (3612-20-2) → 1-[2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-phenyl-4-[N-(2-fluorophenyl)propionamido]piperidine (120656-74-8)

Guidance literature:

Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / toluene / 18 h / Heating

2: cyclohexane; diethyl ether; toluene / 1) 0 deg C, 0.5 h, 2) r.t., 1.5 h

3: 94 percent / CHCl₃ / 360 h / Heating

4: 1) 1-chloroethyl chloroformate, 2) MeOH / 1) 1,2-dichloroethane, a) 0 deg C, 15 min, b) reflux, 2 h, 2) reflux, 4 h

5: 72 percent / K₂CO₃ / acetonitrile / 48 h / Heating

With methanol; carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate; toluene-4-sulfonic acid; In diethyl ether; chloroform; cyclohexane; toluene; acetonitrile;

DOI:10.1021/jm00132a007

Reference yield:

2-Fluoroaniline (348-54-9) → 1-[2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl]-4-phenyl-4-[N-(2-fluorophenyl)propionamido]piperidine (120656-74-8)

Guidance literature:

Multi-step reaction with 5 steps

1: p-toluenesulfonic acid / toluene / 18 h / Heating

2: cyclohexane; diethyl ether; toluene / 1) 0 deg C, 0.5 h, 2) r.t., 1.5 h

3: 94 percent / CHCl₃ / 360 h / Heating

4: 1) 1-chloroethyl chloroformate, 2) MeOH / 1) 1,2-dichloroethane, a) 0 deg C, 15 min, b) reflux, 2 h, 2) reflux, 4 h

5: 72 percent / K₂CO₃ / acetonitrile / 48 h / Heating

With methanol; carbonochloridic acid 1-chloro-ethyl ester; potassium carbonate; toluene-4-sulfonic acid; In diethyl ether; chloroform; cyclohexane; toluene; acetonitrile;

DOI:10.1021/jm00132a007

upstream raw materials:

2-(4-ethyl-4,5-dihydro-5-oxo-1H-tetrazol-1-yl)ethyl bromide

4-phenyl-4-piperidine

1-phenylmethyl-4-piperidone

2-Fluoroaniline