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Phenobarbital

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Identification
Molecular formula
C2H8NCl
CAS number
50-06-6
IUPAC name
1-[2-(diethylamino)ethyl]-5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione;hydrochloride
State
State

In its standard form, Phenobarbital is a solid at room temperature. It is typically stored under cool, dry conditions in a well-closed container to protect it from moisture and light.

Melting point (Celsius)
173.50
Melting point (Kelvin)
446.70
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
254.25g/mol
Molar mass
254.2480g/mol
Density
1.1900g/cm3
Appearence

Phenobarbital appears as a white to almost white crystalline powder. It is slightly soluble in water and freely soluble in ethanol and methanol, giving no color or very faint color solutions.

Comment on solubility

Solubility of 1-[2-(diethylamino)ethyl]-5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione; hydrochloride

This compound, being a hydrochloride salt, generally exhibits enhanced solubility in aqueous solutions compared to its parent base form. The presence of the hydrochloride group can impart a significant increase in solubility due to the formation of ions in water, allowing for better interaction with the solvent molecules.

Factors Affecting Solubility

Several factors can affect the solubility of this compound:

  • Polarity: The diverse functional groups, particularly the diethylamino and hydrochloride moieties, contribute to the overall polarity of the compound, enhancing its dissolved state in polar solvents like water.
  • Temperature: Solubility often increases with temperature. Therefore, increasing the temperature may result in a higher dissolution rate for this compound.
  • pH of the solution: Since this compound contains an amine group, the pH can influence its ionization state, further affecting solubility.

In summary, it can be said that the solubility of 1-[2-(diethylamino)ethyl]-5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione; hydrochloride is notably favorable in aqueous environments, making it a viable option for various applications involving solubilization and bioavailability. As the old adage goes, "like dissolves like," and in the case of this compound, its polar characteristics make it suitable for dissolution in polar solvents.

Interesting facts

Interesting Facts about 1-[2-(diethylamino)ethyl]-5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione; hydrochloride

This compound is a fascinating member of the hexahydropyrimidine family, showcasing a unique structure with multiple functional groups that provide various applications in medicinal chemistry. Below are some compelling insights about this intriguing compound:

  • Medicinal Properties: Compounds related to hexahydropyrimidine structures are often explored for their potential as pharmacological agents, particularly as antidepressants or anxiolytics due to their ability to affect neurotransmitter systems.
  • Structural Complexity: The presence of a diethylamino group introduces significant steric and electronic effects, enhancing the compound's ability to interact with biological targets. This makes it particularly interesting for studies in structure-activity relationships (SAR).
  • Wide Range of Derivatives: The compound can be modified by swapping out groups, allowing chemists to develop a library of derivatives to systematically study their properties and effects, contributing to drug discovery efforts.
  • Synthetic Route: Synthesizing this compound can be challenging due to its multi-step synthesis process, which may include reactions such as alkylation, condensation, and various purification steps, making it a valuable learning experience for organic chemistry students.
  • Potential Research Applications: Given its structural features, ongoing research may explore its potential as a neuroprotective agent or its effects on certain types of cancers, highlighting the compound's versatility.

In conclusion, 1-[2-(diethylamino)ethyl]-5-ethyl-5-phenyl-hexahydropyrimidine-2,4,6-trione; hydrochloride exemplifies the intricate interplay of chemistry and biology, offering a platform for further investigation into therapeutic potentials and the development of innovative pharmaceuticals.

Synonyms
Hexamid
1-Diethylaminoethylphenobarbital
1164-33-6
3-(2-(Diethylamino)ethyl)-5-ethyl-5-phenylbarbituric acid hydrochloride
F 156
5,5-Phenyl-aethyl-3-(beta-diaethylamino-aethyl)-2,4,6-trioxo-hexahydropyrimidin-HCl [German]
5,5-Phenyl-aethyl-3-(beta-diaethylamino-aethyl)-2,4,6-trioxo-hexahydropyrimidin-HCl
BARBITURIC ACID, 3-(2-(DIETHYLAMINO)ETHYL)-5-ETHYL-5-PHENYL-, HYDROCHLORIDE
DEAE-phenobarbital
WZ
DTXSID00922036
Barbituric acid, monohydrochloride
NSC403764
NSC-403764
14961-85-4
1-[2-(diethylamino)ethyl]-5-ethyl-5-phenyl-1,3-diazinane-2,4,6-trione;hydrochloride
3-[2-(diethylamino)ethyl]-5-ethyl-6-hydroxy-5-phenyl-2,4(3H,5H)-pyrimidinedione hydrochloride
3-[2-(Diethylamino)ethyl]-5-ethyl-6-hydroxy-5-phenylpyrimidine-2,4(3H,5H)-dione--hydrogen chloride (1/1)