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Diazepam

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Identification
Molecular formula
C16H13ClFN2O
CAS number
439-14-5
IUPAC name
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
State
State

At room temperature, diazepam exists as a solid. It is not very volatile and is generally stable under normal conditions. It is not soluble in water but can dissolve in organic solvents such as alcohol and chloroform.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.00
Boiling point (Celsius)
628.60
Boiling point (Kelvin)
901.80
General information
Molecular weight
284.75g/mol
Molar mass
284.7520g/mol
Density
1.3200g/cm3
Appearence

Diazepam appears as a white to light yellow crystalline powder. It is nearly odorless and has a distinct bitter taste. In its pure form, diazepam can be visually characterized by its fine crystalline texture.

Comment on solubility

Solubility of 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one

The solubility of 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one (C16H13ClFN2O) varies significantly based on the solvent used. Here are some key points regarding its solubility:

  • Polar vs. Non-polar Solvents: This compound tends to have enhanced solubility in polar solvents due to the presence of the polar functional groups.
  • pH Dependency: The solubility can be affected by pH, owing to the potential ionization of certain functional groups. Increased pH may lead to a more soluble form.
  • Temperature Influence: Typically, higher temperatures can increase solubility for many compounds, and this may apply to our benzodiazepine as well.
  • Solvent Examples: Common solvents such as ethanol and water might dissolve the compound to varying extents due to differing polarity.

In conclusion, while the solubility of this compound can be characterized as moderate, it is highly influenced by the choice of solvent and the environmental conditions. As is often the case with complex organic molecules, assessing solubility is crucial for applications in pharmaceuticals, where formulations may greatly depend on the solubility profiles of active ingredients.

Interesting facts

Interesting Facts about 7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one

This intriguing compound is part of the benzodiazepine class, which is widely recognized for its pharmacological properties. Some noteworthy aspects include:

  • Pharmacological Role: Benzodiazepines are primarily known for their effects as anxiolytics, showing promise in managing anxiety disorders, insomnia, and seizure disorders.
  • Structure-Activity Relationship (SAR): The presence of a chloro group (7-chloro) and a fluorophenyl moiety enhances its receptor binding affinity, often contributing to its potency.
  • Diethylamino Substituent: The 2-(diethylamino)ethyl group increases lipophilicity, which can affect the compound’s bioavailability and its ability to cross the blood-brain barrier, leading to central nervous system effects.
  • Emerging Studies: Research into benzodiazepine derivatives continues to explore their potential for treating various neuropsychiatric conditions, reflecting ongoing interest in their therapeutic applications.
  • Safety and Regulations: As a compound belonging to the benzodiazepine family, it is important to consider its use with caution due to the potential for dependency and withdrawal symptoms.

A fascinating characteristic of this compound is its ability to modulate the GABAA receptor, which plays a crucial role in inhibitory neurotransmission. This activity underscores the significance of benzodiazepines in both therapeutic and research contexts. As stated by some researchers, "the unique structural elements of this compound provide an interesting landscape for drug development."

Continued investigations into compounds like this one can pave the way for innovative treatments that enhance patient outcomes while minimizing side effects.

Synonyms
flurazepam
17617-23-1
Insumin
Flurazepamum
Dalmane-R
Dalmane
Flurazepam HCL
Flurazepamum [INN-Latin]
HSDB 3085
Ro-5-6901/3
EINECS 241-591-7
UNII-IHP475989U
BRN 0767925
DTXSID1023071
IHP475989U
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
7-Chloro-1-(2-(diethylamino)ethyl)-5-(2-fluorophenyl)-1H-1,4-benzodiazepin-2(3H)-one
7-Chloro-1-(2-(diethylamino)ethyl)-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
CHEBI:5128
DTXCID803071
Stauroderm
Noctosom
5-24-04-00322 (Beilstein Handbook Reference)
Ro-56901
2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-1-(2-(diethylamino)ethyl)-5-(o-fluorophenyl)-
2H-1,4-Benzodiazepin-2-one, 7-chloro-1-(2-(diethylamino)ethyl)-5-(2-fluorophenyl)-1,3-dihydro-
2H-1,4-Benzodiazepin-2-one, 7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-
DEA No. 2767
NCGC00164573-01
Ro 56901/3
Felmane
Flurazepamum (INN-Latin)
FLURAZEPAM (MART.)
FLURAZEPAM [MART.]
2H-1,4-Benzodiazepin-2-one, 7-chloro-1-[2-(diethylamino)ethyl]-5-(o-fluorophenyl)-1,3-dihydro-
Flurazepam [INN:BAN:JAN]
2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-1-(2-(DIETHYLAMINO)ETHYL)-5-(2-FLUOROPHENYL)-1,3-DIHYDRO
7-CHLORO-1-(2-(DIETHYLAMINO)ETHYL)-5-(O-FLUOROPHENYL)-1,3-DIHYDRO-2H-1,4-BENZODIAZEPIN-2-ONE
7-chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-2,3-dihydro-1H-1,4-benzodiazepin-2-one
Insumin (TN)
CAS-17617-23-1
N'-[2-[2,4-(Dimethylphenyl)thio]phenyl] Vortioxetine
2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-1-(2-(DIETHYLAMINO)ETHYL)-5-(O-FLUOROPHENYL)-1,3-DIHYDRO-
7-Chloro-1-[2-(diethylamino)ethyl]-5-(o-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one
N,N'-Bis[2-[(2,4-imethylphenyl)thio]phenyl]-piperazine; 1,4-Bis(2-((2,4-dimethylphenyl)thio)phenyl)piperazine
FLURAZEPAM [MI]
Flurazepam (JAN/INN)
FLURAZEPAM [INN]
FLURAZEPAM [JAN]
FLURAZEPAM [HSDB]
FLURAZEPAM [VANDF]
CHEMBL968
FLURAZEPAM [WHO-DD]
SCHEMBL29793
GTPL7188
Flurazepam, 1mg/ml in Methanol
17617-23-1(free base)
N05CD01
Flurazepam 0.1 mg/ml in Methanol
Flurazepam 1.0 mg/ml in Methanol
Tox21_112201
AKOS015889971
Tox21_112201_1
DB00690
NCGC00164573-02
DB-044253
NS00010460
D00329
A812156
Q418998
7-chloranyl-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-3H-1,4-benzodiazepin-2-one
(E)-7-chloro-1-(2-(diethylamino)ethyl)-5-(2-fluorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one
241-591-7
7-CHLORO-1-(2-(DIETHYLAMINO)ETHYL)-5-(2-FLUOROPHENYL)-1H-1, 4-BENZODIAZEPIN- 2(3H)-ONE
7-Chloro-1-(2-(diethylamino)ethyl)-5-(2-fluorophenyl)-1H-benzo[e][1,4]diazepin-2(3H)-one
7-Chloro-1-[2-(diethylamino)ethyl]-5-(2-fluorophenyl)-1,3-dihydro-2H-1,4-benzodiazepin-2-one #
FL7