Indirubin-5-bromo-3-hydroxyindole

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Identification

Molecular formula
C16H9BrN2O2
CAS Number
574758-30-8
IUPAC Name
2-(5-bromo-3-hydroxy-1H-indol-2-yl)indol-3-one
Molecular Weight
348.16g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.7500g/cm3
Appearance
can be influenced by manufacturing impurities and physical state modifications.
Synonyms
Bromindigo R
Interesting facts

Interesting Facts about 2-(5-bromo-3-hydroxy-1H-indol-2-yl)indol-3-one

This compound, known as a derivative of indole, is part of a fascinating class of organic molecules that often exhibit unique biological activities. Here are some intriguing highlights:

  • Indole Backbone: The indole structure is highly significant in medicinal chemistry, often serving as a core framework in a variety of pharmaceuticals. Its aromatic system contributes to the compound's ability to engage in effective biochemical interactions.
  • Biological Relevance: Compounds related to indole derivatives are known to possess various pharmacological properties. Research has indicated potential anticancer and antimicrobial activities, making this compound a subject of interest in drug development.
  • Substituent Influence: The presence of the 5-bromo and 3-hydroxy groups plays a critical role in modulating the compound's chemical reactivity and biological activity. Bromine, for instance, is known to enhance lipid solubility, which can improve the compound's bioavailability.
  • Research Applications: Scientists have been investigating compounds like this one for their roles in signaling pathways, especially those involving *serotonin* and *neurotransmitter* modulation, which are important for neurological function.
  • Synthesis Challenges: The synthetic routes to construct such complex molecules can involve multiple steps, often needing advanced techniques like *C-H activation* or *cross-coupling reactions*, showcasing the ingenuity required in modern organic synthesis.

In summary, 2-(5-bromo-3-hydroxy-1H-indol-2-yl)indol-3-one embodies the intricacies and potential of indole chemistry, representing both a challenge and an opportunity for researchers in the field.

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