Anileridine

Base Information

• Chemical Name: Anileridine
• CAS No.: 144-14-9
• Molecular Formula: C22H28 N2 O2
• Molecular Weight: 352.477
• UNII: 71Q1A3O279
• DSSTox Substance ID: DTXSID8022610
• Nikkaji Number: J5.827K
• Wikipedia: Anileridine
• Wikidata: Q742266
• NCI Thesaurus Code: C65234
• Pharos Ligand ID: 6B8N2ZRKU85L
• Metabolomics Workbench ID: 43181
• ChEMBL ID: CHEMBL1201347
• Mol file: 144-14-9.mol

Synonyms:anileridine;anileridine dihydrochloride;anileridine hydrochloride;anileridine monohydrochloride;anileridine phosphate;anileridine phosphate (1:1)

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Chemical Property of Anileridine

Chemical Property:

• Vapor Pressure: 8.31E-10mmHg at 25°C
• Melting Point: 83°C
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 491.5°C at 760 mmHg
• PKA: 8.41±0.10(Predicted)
• Flash Point: 251.1°C
• PSA: 55.56000
• Density: 1.119g/cm³
• LogP: 3.92730
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 352.215078140
• Heavy Atom Count: 26
• Complexity: 431

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1(CCN(CC1)CCC2=CC=C(C=C2)N)C3=CC=CC=C3
• Uses: A synthetic analgesic drug. 4-phenylpiperidine derivative that is an analog of Meperidine (M223900) with increased analgesic activity.
• Therapeutic Function: Narcotic analgesic

Technology Process of Anileridine

There total 6 articles about Anileridine 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: 80.6%

ethanol (64-17-5) + C20H23N3 → anileridine (144-14-9)

Guidance literature:

With sulfuric acid; for 10.5h; Reflux;

Reference yield:

1-(4-nitro-phenethyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester (114160-43-9) → anileridine (144-14-9)

Guidance literature:

With ethanol; platinum; under 41188.4 Torr; Hydrogenation;

DOI:10.1021/ja01565a050

Reference yield:

(4-nitrophenyl)ethyl bromide (5339-26-4) → anileridine (144-14-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Na₂CO₃; butan-1-ol

2: platinum; ethanol / 41188.4 Torr / Hydrogenation

With ethanol; sodium carbonate; platinum; butan-1-ol;

DOI:10.1021/ja01565a050

upstream raw materials:

1-(4-nitro-phenethyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester

4-(2-chloro-ethyl)-aniline; hydrochloride

(4-nitrophenyl)ethyl bromide

ethyl 4-phenyl-4-piperidinecarboxylate hydrochloride

Downstream raw materials:

1-(4-acetylamino-phenethyl)-4-phenyl-piperidine-4-carboxylic acid ethyl ester