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5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine

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Identification
Molecular formula
C17H15N3
CAS number
57395-06-1
IUPAC name
5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine
State
State

At room temperature, 5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine is typically found as a solid. Given its crystalline nature, it must be handled carefully to avoid decomposition. It does not readily evaporate or sublimate and is stable under ambient conditions.

Melting point (Celsius)
130.00
Melting point (Kelvin)
403.00
Boiling point (Celsius)
380.00
Boiling point (Kelvin)
653.00
General information
Molecular weight
267.33g/mol
Molar mass
267.3320g/mol
Density
1.2500g/cm3
Appearence

The compound typically appears as a crystalline solid that can vary in color from white to light yellow, depending on the specific synthesis method and purity. These crystals are often fine and needle-like. Care should be taken to protect the material from excessive light and moisture, which could cause it to deteriorate or change color.

Comment on solubility

Solubility of 5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine

The solubility characteristics of 5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine can be quite intricate and vary based on several factors. Here are some key points regarding its solubility:

  • Water Solubility: Generally, compounds with a significant hydrophobic characteristic, like this one, exhibit low water solubility. This is largely due to its bulky structure and hydrophobic aromatic rings.
  • Organic Solvents: Conversely, the compound tends to dissolve well in organic solvents such as:
    • Dimethyl sulfoxide (DMSO)
    • Ethanol
    • Acetone
  • pH Dependence: The solubility may be influenced by the pH of the solution, especially if the compound has ionizable groups under certain conditions. Variations in pH can lead to altered solubility profiles.
  • Formulation Considerations: For pharmaceutical applications, enhancing solubility through techniques like salt formation or the use of solubilizing agents can be important for improving bioavailability.

In conclusion, while 5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine displays low solubility in water, its affinity for organic solvents opens up potential avenues for its use in various chemical applications. Understanding its solubility behavior is crucial for effective utilization in research and industry.

Interesting facts

5-(1H-Indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine: A Fascinating Chemical Compound

5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine is a compound that bridges multiple realms of chemistry and pharmacology. Its unique structure allows it to interact with a variety of biological targets, which makes it a subject of interest in drug discovery and therapeutic applications.

Key Characteristics

  • Structural Complexity: This compound features a fused benzodiazepine system combined with an indole moiety, influencing its pharmacological properties.
  • Biological Activity: Compounds in this class are often studied for their potential anxiolytic, anticonvulsant, and sedative effects, due to their interaction with the GABAA receptor in the brain.
  • Synthetic Versatility: The synthetic routes to create this compound involve various reaction strategies, allowing for modifications that can enhance its biological activity or selectivity.

Applications and Implications

Owing to its unique structure and properties, this compound has attracted significant attention in the medicinal chemistry community:

  • Drug Development: Research into compositions like this is essential for the development of new anxiolytic medications, which aim to provide relief from anxiety disorders.
  • Research Tool: Beyond its potential therapeutic properties, 5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine serves as a useful tool in research to better understand the function of benzodiazepine-like compounds.

In Summary

The exploration of 5-(1H-indol-3-yl)-2,3-dihydro-1H-1,4-benzodiazepine highlights the intricate relationship between chemical structure and biological function. Researchers are continually examining its potential, with quotes like: "Understanding the nuances of compound interactions is key in the quest for improved therapeutics." This compound stands at the intersection of chemistry, biology, and medicine, promising to contribute significantly to advancements in drug development.

Synonyms
68JA26TM4Y
5-(3-INDOLYL)-2,3-DIHYDRO-1H-1,4-BENZODIAZEPINE
2,3-Dihydro-5-(1H-indol-3-yl)-1H-1,4-benzodiazepine
1H-1,4-Benzodiazepine, 2,3-dihydro-5-(1H-indol-3-yl)-
16274-02-5