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Nitrazepam

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Identification
Molecular formula
C15H11F3N2O3
CAS number
146-22-5
IUPAC name
7-nitro-5-[2-(trifluoromethyl)phenyl]-1,3-dihydro-1,4-benzodiazepin-2-one
State
State

At room temperature, nitrazepam is a solid crystalline substance. It is stable under standard conditions and should be stored in a dry place, away from light to prevent degradation.

Melting point (Celsius)
227.00
Melting point (Kelvin)
500.15
Boiling point (Celsius)
417.80
Boiling point (Kelvin)
690.95
General information
Molecular weight
281.26g/mol
Molar mass
281.2370g/mol
Density
1.5721g/cm3
Appearence

Nitrazepam typically appears as a white to pale yellow crystalline powder. It is odorless and has a bitter taste. Due to its solid crystalline form, it can be easily ground into a fine powder for processing or formulation into tablets.

Comment on solubility

Solubility of 7-nitro-5-[2-(trifluoromethyl)phenyl]-1,3-dihydro-1,4-benzodiazepin-2-one

The solubility of 7-nitro-5-[2-(trifluoromethyl)phenyl]-1,3-dihydro-1,4-benzodiazepin-2-one can be influenced by several factors, including its structural characteristics and interactions with solvents. Although specific solubility data may not be readily available, some general observations can be made:

  • Polarity: The presence of a nitro group and a trifluoromethyl group can enhance the polarity of the compound, which may affect solubility in polar solvents like water.
  • Solvent Interactions: This compound may show better solubility in organic solvents such as dimethyl sulfoxide (DMSO) and ethanol due to possible favorable interactions with the hydrophobic regions of the molecule.
  • Crystallinity: Compounds with high crystallinity might exhibit lower solubility; thus, the structural rigidity of the benzodiazepine core could play a role in its dissolution characteristics.

As a general trend, compounds containing high degrees of functionalization and halogen substituents may display unique solubility profiles that can be assessed empirically through experimentation. Therefore, understanding the solubility behavior of this compound is crucial for its applications in pharmacology and other fields.

Interesting facts

Interesting Facts about 7-nitro-5-[2-(trifluoromethyl)phenyl]-1,3-dihydro-1,4-benzodiazepin-2-one

This intriguing compound belongs to the benzodiazepine class, a significant family of chemical compounds frequently utilized in pharmacology, particularly for their calming and anxiolytic effects. The inclusion of a nitro group at the 7-position and a trifluoromethyl group at the 5-position lends this compound unique properties that have garnered attention in medicinal chemistry.

Key Highlights:

  • Medicinal Properties: Benzodiazepines are primarily known for their ability to manage anxiety, insomnia, seizures, and muscle spasms. This particular derivative may represent a new avenue for drug development due to its unique structural modifications.
  • Fluorine Influence: The presence of the trifluoromethyl group is particularly noteworthy. This group often enhances the pharmacokinetic properties of organic molecules, leading to increased lipophilicity which can enhance a compound's ability to cross biological membranes.
  • Synthetic Applications: The synthesis of this compound can be accomplished through various methodologies that may involve nucleophilic substitution or aromatic functionalization, showcasing the versatility of organic synthesis techniques.
  • Research Potential: There is ongoing research concerning the effects of different substituents on the activity and selectivity of benzodiazepines. Compounds like this may be investigated for their potential in targeting specific receptors in the brain, thus minimizing side effects.

As one explores the world of medicinal chemistry, understanding compounds such as 7-nitro-5-[2-(trifluoromethyl)phenyl]-1,3-dihydro-1,4-benzodiazepin-2-one is fundamental. The continuous evolution of this field highlights the importance of structure-activity relationships (SAR) in the design of novel therapeutics. Each new compound offers insights into how subtle changes in molecular structure can lead to dramatic variations in biological activity.

Synonyms
Ro-5-3590
6NIM4Z45PY
CHEMBL314775
1427-45-8
1,3-Dihydro-7-nitro-5-(alpha,alpha,alpha-trifluoro-o-tolyl)2H-1,4-benzodiazepin-2-one
2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-nitro-5-(2-(trifluoromethyl)phenyl)-
UNII-6NIM4Z45PY
DTXSID70877928
YXJKYWVZADCRMD-UHFFFAOYSA-N
BDBM50408027
Ro-053590
Ro-05-3590
1,4-BENZODIAZPN2-ON,5(2CF3PH)7NO2
2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-nitro-5-(alpha,alpha,alpha-trifluoro-o-tolyl)-
7-NITRO-5-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-O-TOLYL)-3H-BENZODIAZEPIN-2(1H)-ONE
7-Nitro-5-(alpha,alpha,alpha-trifluoro-o-tolyl)-3H-benzodiazepin-2(1H)-one
1,3-DIHYDRO-7-NITRO-5-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-O-TOLYL)2H-1,4-BENZODIAZEPIN-2-ONE
2H-1,4-BENZODIAZEPIN-2-ONE, 1,3-DIHYDRO-7-NITRO-5-(.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-O-TOLYL)-