Adiphenine

Base Information

• Chemical Name: Adiphenine
• CAS No.: 64-95-9
• Molecular Formula: C20H25 N O2
• Molecular Weight: 311.424
• European Community (EC) Number: 200-599-0
• UNII: YKG6OR043Q
• DSSTox Substance ID: DTXSID0022561
• Nikkaji Number: J4.836D
• Wikipedia: Adiphenine
• Wikidata: Q4057596
• NCI Thesaurus Code: C76456
• Metabolomics Workbench ID: 78510
• ChEMBL ID: CHEMBL353846
• Mol file: 64-95-9.mol

Synonyms:adiphenine;Difacil;Diphacyl;Spasmolytin;Trasentine

Chemical Property of Adiphenine

Chemical Property:

• Vapor Pressure: 2.31E-07mmHg at 25°C
• Melting Point: 113.5°C
• Refractive Index: 1.5614 (estimate)
• Boiling Point: 423°C at 760 mmHg
• Flash Point: 133.2°C
• PSA: 29.54000
• Density: 1.052g/cm³
• LogP: 3.70350
• Water Solubility.: 18.36mg/L(37 oC)
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 9
• Exact Mass: 311.188529040
• Heavy Atom Count: 23
• Complexity: 311

Purity/Quality:

99%, ^*data from raw suppliers

ADIPHENINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)CCOC(=O)C(C1=CC=CC=C1)C2=CC=CC=C2

Technology Process of Adiphenine

There total 16 articles about Adiphenine 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: 98.0%

2,2-diphenylacetic acid (117-34-0) + N,N-diethylethylenediamine (100-36-7) → adiphenine (64-95-9)

Guidance literature:

With 1,3-(2,2-dimethyl)propanedinitrite; In tert-butyl alcohol; at 80 ℃; for 6h;

DOI:10.1039/d0cc03242e

Reference yield: 80.0%

2,2-diphenylacetic acid (117-34-0) + 1,2-dichloro-ethane (107-06-2,52399-93-6) + diethylamine (109-89-7) → adiphenine (64-95-9)

Guidance literature:

With sodium carbonate; at 77 ℃; for 11h;

DOI:10.1039/c8sc01299g

Reference yield: 79.0%

2,2-diphenylacetic acid (117-34-0) + diethylamine (109-89-7) → adiphenine (64-95-9)

Guidance literature:

With sodium carbonate; In 1,2-dichloro-ethane; at 80 ℃;

DOI:10.1002/chem.201905812

upstream raw materials:

diphenyl ketene

2-(Diethylamino)ethanol

diphenyl-acetic acid cyanomethyl ester

diethylamine

Downstream raw materials:

benactyzine

Benzilic acid

(2-Diphenylacetoxy-ethyl)-diethyl-octyl-ammonium; bromide

triethyl-(2-diphenylacetoxy-ethyl)-ammonium; bromide

Refernces

• 1、 Joseph-Valcin, Eve-Marline,Lebel, Hélène,Reynard, Guillaume. "Protecting-group-free synthesis of hydroxyesters from amino alcohols". supporting information. p. 10938 - 10941. Retrieved 2020/10/02.
• 2、 Lu, Mattias C.,Wung, Walley E.,Shih, Lisa B.,Callejas, Soledad,Gearien, James E.,Thompson, Emmanuel B.. "Molecular Modification of Anticholinergics as Probes for Muscarinic Receptors. Amino Esters of α-Substituted Phenylacetic Acid and Related Analogues". . p. 273 - 278. Retrieved 2007/10/02.