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Diazepam

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Identification
Molecular formula
C16H13ClN2O
CAS number
439-14-5
IUPAC name
7-chloro-1-[3-(dimethylamino)propyl]-5-phenyl-3H-1,4-benzodiazepin-2-one
State
State

At room temperature, Diazepam is a solid. It is typically handled in the form of tablets or a crystalline powder.

Melting point (Celsius)
131.00
Melting point (Kelvin)
404.15
Boiling point (Celsius)
401.41
Boiling point (Kelvin)
674.56
General information
Molecular weight
284.75g/mol
Molar mass
284.7500g/mol
Density
1.2104g/cm3
Appearence

Diazepam is typically a white to off-white crystalline powder. It is nearly insoluble in water and sparingly soluble in alcohol. This compound is odorless and has a bitter taste.

Comment on solubility

Solubility of 7-chloro-1-[3-(dimethylamino)propyl]-5-phenyl-3H-1,4-benzodiazepin-2-one

The solubility of 7-chloro-1-[3-(dimethylamino)propyl]-5-phenyl-3H-1,4-benzodiazepin-2-one can be quite complex due to its intricate molecular structure. Understanding its solubility is crucial in various applications, including drug formulation and delivery. Here are some key points to consider:

  • Polar vs. Nonpolar: The presence of the dimethylamino group suggests that this compound may exhibit some polar characteristics, which can affect solubility in polar solvents like water.
  • Solvent Compatibility: It is likely to be more soluble in organic solvents such as ethanol or methanol compared to water due to its hydrophobic phenyl group.
  • pH Influence: The solubility may also vary with pH; changes in acidity can alter the ionization state of the compound, potentially increasing solubility in certain conditions.
  • Crystalline Structure: The solid-state reorganization of the compound may restrict its solubility in some environments, making it crucial to consider the physical form (e.g., powder vs. solution).

In conclusion, the solubility of this benzodiazepine derivative is influenced by a combination of its chemical structure and the properties of the solvent it is in. Understanding these factors can provide valuable insights into its applications and effectiveness in various fields.

Interesting facts

Interesting Facts about 7-Chloro-1-[3-(Dimethylamino)propyl]-5-phenyl-3H-1,4-benzodiazepin-2-one

This intriguing compound belongs to the benzodiazepine family, known for their significant roles in medicinal chemistry, particularly as anxiolytics, sedatives, and muscle relaxants. Its structure boasts some fascinating characteristics:

  • Benzodiazepine Framework: The backbone of this compound features a benzodiazepine ring, which is a bicyclic structure composed of a benzene ring fused to a diazepine. This ring system is crucial for its biological activity and interaction with the central nervous system.
  • Dimethylamino Group: The presence of the dimethylamino moiety at the 3-position is notable for enhancing the lipophilicity of the compound, potentially improving its bioavailability.
  • Chlorine Substitution: The chlorine atom incorporated into the structure may influence the pharmacodynamics and pharmacokinetics of the molecule, often increasing its potency and efficacy as a therapeutic agent.
  • Versatility in Therapeutics: Compounds in this class are typically utilized in various therapeutic settings, addressing conditions such as anxiety, insomnia, seizures, and muscle spasms.

Moreover, the synthesis of such benzodiazepine derivatives often involves multi-step processes, showcasing the skill and creativity of synthetic chemists. Quantum chemical calculations and structure-activity relationship (SAR) studies are commonly performed to optimize the desired effects while minimizing potential side effects. As noted by chemist experts, the fine-tuning of the chemical structure can lead to a "Goldilocks Principle" scenario: finding just the right balance to achieve the perfect therapeutic response with manageable side effects.

In summary, 7-Chloro-1-[3-(dimethylamino)propyl]-5-phenyl-3H-1,4-benzodiazepin-2-one represents a compelling example of how structural modifications can lead to advancements in pharmacology and medicinal chemistry, influencing how we approach the treatment of various neurological disorders.

Synonyms
1100-25-0
BRN 0764310
2H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-1-(3-(dimethylamino)propyl)-5-phenyl-
DTXSID90149093
5-24-04-00307 (Beilstein Handbook Reference)
7-Chloro-1-(3-(dimethylamino)propyl)-1,3-dihydro-5-phenyl-2H-1,4-benzodiazepin-2-one
DTXCID6071584
7-chloro-1-[3-(dimethylamino)propyl]-5-phenyl-3H-1,4-benzodiazepin-2-one
1,3-Dihydro-7-chloro-1-[3-(dimethylamino)propyl]-5-phenyl-2H-1,4-benzodiazepin-2-one
CHEMBL86844
DB-238155