Pheneturide

Base Information

• Chemical Name: Pheneturide
• CAS No.: 90-49-3
• Deprecated CAS: 6509-31-5
• Molecular Formula: C₁₁H₁₄N₂O₂
• Molecular Weight: 206.244
• European Community (EC) Number: 201-998-2
• UNII: 878CEJ4HGX
• DSSTox Substance ID: DTXSID4020612
• Nikkaji Number: J4.320F
• Wikipedia: Pheneturide
• Wikidata: Q7181340
• NCI Thesaurus Code: C72826
• Metabolomics Workbench ID: 67865
• ChEMBL ID: CHEMBL2107062
• Mol file: 90-49-3.mol

Synonyms:(2-phenylbutyryl)urea;Benuride;ethyl phenacemide;ethylphenacemide;ethylphenacemide, (+-)-isomer;ethylphenylacetylurea;pheneturide;phenylethylacetylurea

Chemical Property of Pheneturide

Chemical Property:

• Melting Point: 149.5°C
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 345.1°C (rough estimate)
• PKA: 12.44±0.70(Predicted)
• PSA: 72.19000
• Density: 1.15g/cm³
• LogP: 2.46630
• Storage Temp.: Refrigerator
• Solubility.: Acetone (Slightly), Chloroform (Slightly), DMSO (Slightly), Ethanol (Slightly),
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 206.105527694
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Phenylbutyrylurea ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(C1=CC=CC=C1)C(=O)NC(=O)N
• Uses: 2-Phenylbutyrylurea is used in the synthesis and discovery of novel trypanosomicidal drug-like compounds which is useful in the treatment of diseases. A degradation product of Phenobarbitol (P316760).

Technology Process of Pheneturide

There total 15 articles about Pheneturide 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: 30.0%

Benzoylphenobarbital (744-80-9) → pheneturide (90-49-3,6192-36-5,6509-32-6) + phenobarbital (50-06-6) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

at 70 ℃; for 8h; buffer pH 13;

Reference yield:

phenobarbital (50-06-6) → pheneturide (90-49-3,6192-36-5,6509-32-6) + 2-Phenylbutyric acid (90-27-7)

Guidance literature:

With sodium hydroxide;

Reference yield:

2-Phenylbutyryl chloride (36854-57-6) + urea (57-13-6) → pheneturide (90-49-3,6192-36-5,6509-32-6)

Guidance literature:

DOI:10.1021/ja01299a012 DOI:10.1039/jr9420000220

upstream raw materials:

phenobarbital

2-Phenylbutyryl chloride

urea

carbonyl diisocyanate

Downstream raw materials:

1-benzoyl-3-(2-phenylbutyryl)urea

Refernces

• 1、 Paluchowska, Maria,Ekiert, Leszek,Jochym, Krystyna,Bojarski, Jacek. "HYDROLYSIS OF BARBITURIC ACID DERIVATIVES. PART V. HYDROLYSIS OF 1-BENZOYL-5-ETHYL-5-PHENYLBARBITURIC ACID". . p. 799 - 807. Retrieved 2007/10/02.