Benzobarbital

Base Information

• Chemical Name: Benzobarbital
• CAS No.: 744-80-9
• Molecular Formula: C19H16 N2 O4
• Molecular Weight: 336.347
• Hs Code.: 2933540000
• UNII: YNJ78BD0AH
• DSSTox Substance ID: DTXSID1046138
• Nikkaji Number: J6.961B
• Wikipedia: Benzobarbital
• Wikidata: Q4083796
• NCI Thesaurus Code: C77628
• ChEMBL ID: CHEMBL1338506
• Mol file: 744-80-9.mol

Synonyms:Barbituricacid, 1-benzoyl-5-ethyl-5-phenyl- (6CI,7CI,8CI);1-Benzoyl-5-ethyl-5-phenylbarbituric acid; 1-Benzoyl-5-phenyl-5-ethylbarbituricacid; Benzobarbital; Benzonal; Benzoylluminal

Chemical Property of Benzobarbital

Chemical Property:

• Melting Point: 134-137
• Refractive Index: 1.5700 (estimate)
• Boiling Point: 472.83°C (rough estimate)
• PKA: 6.41±0.10(Predicted)
• PSA: 83.55000
• Density: 1.292g/cm3
• LogP: 2.51990
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 336.11100700
• Heavy Atom Count: 25
• Complexity: 576

Purity/Quality:

99% ^*data from raw suppliers

Benzobarbital ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(C(=O)NC(=O)N(C1=O)C(=O)C2=CC=CC=C2)C3=CC=CC=C3
• Uses: is used in preparation method and composition for treating epilepsy including administering a Cholecystokinin-2 receptor antagonist and combination with antiepileptic agents.

Technology Process of Benzobarbital

There total 2 articles about Benzobarbital 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: 60.0%

phenobarbital (50-06-6) + benzoyl chloride (98-88-4) → Benzoylphenobarbital (744-80-9)

Guidance literature:

at 155 - 170 ℃; for 9h;

DOI:10.1007/BF00777389

Reference yield:

→ Benzoylphenobarbital (744-80-9)

Guidance literature:

Luminal, Benzoylchlorid, Py. (6 h, 135grad); Ausb.: ca. 48percent;

Reference yield: 85.0%

Benzoylphenobarbital (744-80-9) → 1-benzoyl-3-(2-phenylbutyryl)urea (93596-91-9,143148-00-9,143190-25-4) + phenobarbital (50-06-6) + benzoic acid (65-85-0,8013-63-6)

Guidance literature:

In ethanol; at 70 ℃; Kinetics; Rate constant; Product distribution; various pH, temp., E_a;

upstream raw materials:

phenobarbital

benzoyl chloride

Downstream raw materials:

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

phenobarbital

benzoic acid

pheneturide

Refernces