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Flunitrazepam

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Identification
Molecular formula
C16H12ClFN2O
CAS number
1622-62-4
IUPAC name
7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
State
State

At room temperature, Flunitrazepam is in a solid state.

Melting point (Celsius)
166.00
Melting point (Kelvin)
439.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
313.72g/mol
Molar mass
313.7190g/mol
Density
1.6300g/cm3
Appearence

Flunitrazepam typically appears as a white to off-white crystalline powder. It is odorless and has a slightly bitter taste.

Comment on solubility

Solubility Characteristics of 7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one

The solubility of 7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one, with the chemical formula C16H12ClFN2O, is an important characteristic that can influence its applications in pharmaceutical formulations. When considering the solubility of this compound, several factors come into play:

  • Polarity: The presence of a chlorine atom and a fluorine atom contributes to the molecular polarity, affecting how well it dissolves in various solvents.
  • Hydrogen Bonding: The hydroxyl group (–OH) allows for potential hydrogen bonding, which may enhance its solubility in polar solvents like water.
  • Solvent Interaction: This compound may show variable solubility in non-polar organic solvents due to its hydrophobic cyclopropylmethyl group.
  • Temperature Dependence: Solubility can also be temperature-dependent, where higher temperatures typically increase solubility.

In practice, it is often observed that the solubility might be described as moderate in aqueous solutions but can be enhanced by the use of solubilizing agents or modification of pH. Quantitatively, solubility is usually expressed in terms of mg/mL, and it is crucial to consult specific experimental data for precise measurements. Understanding these aspects of solubility is essential for the development and formulation of effective therapeutic agents.

Interesting facts

Interesting Facts about 7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one

This compound belongs to the benzodiazepine class, a group renowned for their anxiolytic (anxiety-reducing) properties. Benzodiazepines are frequently used in the medical field to treat conditions such as anxiety, insomnia, and seizures, illustrating the importance of this chemical family in pharmacology.

Key Characteristics

  • Structure: This compound features a complex structure with multiple substituents, including a cyclopropylmethyl group and a fluorophenyl group. Such variations can significantly influence the compound's biological activity and pharmacokinetics.
  • Mechanism of Action: Like other benzodiazepines, it is expected to exert its effects through modulation of the gamma-aminobutyric acid (GABA) receptor, enhancing the inhibitory effects of GABA in the central nervous system.
  • Research Potential: Due to its unique structure, this compound could offer new insights into synthetic modifications that enhance therapeutic efficacy or reduce side effects.

The presence of a fluorine atom in the 2-position of the phenyl ring is notable as fluorinated compounds can often exhibit altered pharmacodynamics compared to their non-fluorinated counterparts. As the saying goes, "Small changes can lead to big differences."

Applications in Medicine

  • Potential for development as an anxiolytic.
  • Possibility of use in sleep disorders treatment.
  • Research into its effects on seizure threshold.

Furthermore, ongoing research into the structure-activity relationship (SAR) is crucial in understanding how specific modifications of the benzodiazepine skeleton can lead to desired therapeutic outcomes. With a careful examination of such compounds, scientists strive to optimize their pharmacological profiles while minimizing adverse effects, underscoring the significance of compounds like 7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one in the ongoing evolution of medicinal chemistry.

Synonyms
flutoprazepam
25967-29-7
Restas
Restar
Flutoprazepamum
2H-1,4-Benzodiazepin-2-one, 7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-1,3-dihydro-
KB-509
7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
2GHY1101MM
2H-1,4-Benzodiazepin-2-one, 7-chloro-1-(cyclopropylmethyl)-5-(o-fluorophenyl)-1,3-dihydro-
7-Chloro-1-(cyclopropylmethyl)-5-(o-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
Flutoprazepam [INN:JAN]
C19H16ClFN2O
7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one
Flutoprazepamum [INN-Latin]
7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-1,3-dihydro-2H-benzo[e][1,4]diazepin-2-one
Flutoprazepam (1.0mg/ml in Acetonitrile)
ID-1937
BRN 0898682
UNII-2GHY1101MM
7-Chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one
Restas (TN)
FLUTOPRAZEPAM [MI]
FLUTOPRAZEPAM [INN]
FLUTOPRAZEPAM [JAN]
7-Chloro-1-cyclopropylmethyl-1,3-dihydro-5-(2-fluorophenyl)-2H-1,4-benzodiazepin-2-one
Flutoprazepam (JP18/INN)
FLUTOPRAZEPAM [MART.]
SCHEMBL124578
FLUTOPRAZEPAM [WHO-DD]
CHEMBL2106743
CHEBI:31629
DTXSID20180631
ABA96729
AKOS016013927
D01279
Q5462983
(E)-7-chloro-1-(cyclopropylmethyl)-5-(2-fluorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one