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Clobazam

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Identification
Molecular formula
C16H13ClN2O
CAS number
22316-47-8
IUPAC name
8-chloro-5-[2-(dimethylamino)ethyl]-11H-benzo[b][1,4]benzodiazepin-6-one
State
State

At room temperature, clobazam is a solid powder.

Melting point (Celsius)
178.00
Melting point (Kelvin)
451.15
Boiling point (Celsius)
401.30
Boiling point (Kelvin)
674.50
General information
Molecular weight
300.74g/mol
Molar mass
300.7600g/mol
Density
1.2600g/cm3
Appearence

Clobazam is a white to light yellow crystalline powder.

Comment on solubility

Solubility of 8-chloro-5-[2-(dimethylamino)ethyl]-11H-benzo[b][1,4]benzodiazepin-6-one

The solubility of 8-chloro-5-[2-(dimethylamino)ethyl]-11H-benzo[b][1,4]benzodiazepin-6-one can be influenced by several factors, including its molecular structure, presence of functional groups, and the solvents used. Understanding its solubility behavior can be fundamental for practical applications. Here are some key points to consider:

  • Polarity: The presence of a dimethylamino group may enhance polarity, affecting solubility in polar solvents like water.
  • Hydrophobic Characteristics: The benzodiazepine core often displays hydrophobic properties, suggesting better solubility in non-polar solvents such as chloroform or dichloromethane.
  • Temperature Dependency: As with many compounds, solubility may increase with temperature, making heating a useful technique for dissolving the compound.
  • pH Influence: The solubility may also vary with changes in pH, particularly if the compound can ionize; this could offer insights into optimal conditions for dissolution.

In conclusion, while the specific solubility data for this compound may not be readily available, understanding its chemical characteristics provides a roadmap for predicting how it interacts with various solvents. Always consider conducting laboratory solubility tests to obtain precise data tailored to your specific conditions.

Interesting facts

Interesting Facts about 8-chloro-5-[2-(dimethylamino)ethyl]-11H-benzo[b][1,4]benzodiazepin-6-one

This compound, often referred to as a substituted benzodiazepine, represents a fascinating area of study within medicinal chemistry. Its unique structure and properties make it a subject of interest for several applications, particularly in neuroscience and pharmacology.

Key Features

  • Mechanism of Action: Compounds in the benzodiazepine class typically act as positive allosteric modulators of the GABAA receptor, enhancing the inhibitory effects of the neurotransmitter GABA. This mechanism makes them valuable in the treatment of anxiety, insomnia, and seizure disorders.
  • Substituents and Activity: The presence of the chlorine atom and the dimethylamino group significantly influence the pharmacokinetic and pharmacodynamic properties of this compound, which can lead to variations in its therapeutic effects.
  • Research Applications: Investigations into compounds like this one have been pivotal in understanding not only their therapeutic potential but also their implications for addiction and tolerance in patients.

Historical Context

The development of benzodiazepines began in the mid-20th century, revolutionizing the treatment options available for anxiety and mood disorders. The modifications to the original structure have given rise to a plethora of derivatives, each with distinct clinical profiles.

Future Directions

Continued research into the structure-activity relationships of compounds such as 8-chloro-5-[2-(dimethylamino)ethyl]-11H-benzo[b][1,4]benzodiazepin-6-one may uncover new therapeutic uses and lead to the development of safer medications with fewer side effects.
As researchers delve deeper into optimizing their efficacy and minimizing risks, the future remains bright for the benzodiazepine scaffold in medicinal chemistry.

In summary, this compound exemplifies the intricacies of designing pharmaceutical agents that balance therapeutic benefits with safety concerns, showcasing the ongoing challenges and triumphs in the field of drug discovery.

Synonyms
BRN 0895283
5H-Dibenzo(b,e)(1,4)diazepin-11-one, 10,11-dihydro-2-chloro-10-(2-(dimethylamino)ethyl)-
1159-95-1
DTXSID10151219
10,11-Dihydro-11-oxo-5H-dibenzo(b,e)(1,4)diazepine, 2-chloro-10-(2-(dimethylamino)ethyl)-
DTXCID8073710