1-Benzyl-5-phenylbarbituric acid
[CAS# 72846-00-5]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound
• Name: 1-Benzyl-5-phenylbarbituric acid
• Synonyms: 1-Phenylmethyl-5-phenyl-barbituric acid
• Molecular Formula: C₁₇H₁₄N₂O₃
• Molecular Weight: 294.31
• CAS Registry Number: 72846-00-5
• EC Number: 276-940-2
• SMILES: C1=CC=C(C=C1)CN2C(=O)C(C(=O)NC2=O)C3=CC=CC=C3

Properties

• Density: 1.3±0.1 g/cm³, Calc.^*
• Melting point: 38-40163-165 ºC (Expl.)
• Index of Refraction: 1.621, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS06 Danger
• Hazard Statements: H301
• Precautionary Statements: P264-P270-P301+P316-P321-P330-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Acute toxicity	Acute Tox.	3	H301
Eye irritation	Eye Irrit.	2	H319
Acute toxicity	Acute Tox.	4	H302

Discovory and Applicatios

1-Benzyl-5-phenylbarbituric acid is a chemical compound belonging to the barbiturate class, which is characterized by a barbituric acid backbone substituted with various phenyl and benzyl groups. This compound is of interest due to its structural features, which contribute to its potential pharmacological activities. Barbituric acid derivatives like 1-benzyl-5-phenylbarbituric acid have been widely studied for their ability to interact with the central nervous system, primarily for their sedative, hypnotic, and anticonvulsant properties.

The discovery of 1-benzyl-5-phenylbarbituric acid can be traced back to research aimed at synthesizing new barbiturate derivatives with enhanced biological activities. The general approach for synthesizing such compounds involves modifying the basic barbituric acid structure by introducing various substituents at different positions on the aromatic rings and the barbiturate ring system. In this case, the benzyl and phenyl groups are introduced to positions 1 and 5, respectively, on the barbiturate structure. The modification of these positions was specifically designed to enhance the compound's pharmacological properties while retaining the core structure that allows it to interact with neurotransmitter receptors.

The applications of 1-benzyl-5-phenylbarbituric acid primarily lie in the pharmaceutical field. Like other barbiturate derivatives, this compound has been investigated for its sedative, hypnotic, and anticonvulsant properties, making it a candidate for use in the treatment of anxiety, insomnia, and certain seizure disorders. Its benzyl and phenyl substitutions may also influence its solubility and bioavailability, thus optimizing its therapeutic effects. Additionally, due to the well-known addictive potential and side effects of barbiturates, research into more selective and safer derivatives has been a crucial area of focus.

Beyond its direct pharmaceutical applications, 1-benzyl-5-phenylbarbituric acid is also used as a synthetic intermediate. In organic chemistry, it serves as a versatile compound for the synthesis of more complex molecules, including those intended for drug development and other industrial applications. The unique properties of the compound, stemming from its functional groups, allow for selective reactions that can be exploited in the creation of novel chemical entities with desirable properties.

Research continues to explore the modification of barbiturate derivatives like 1-benzyl-5-phenylbarbituric acid to enhance their selectivity and reduce potential side effects. The ongoing development of safer barbiturate-based drugs is essential to ensuring the therapeutic efficacy of these compounds while minimizing risks associated with their use.