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Ergoline derivative

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Identification
Molecular formula
C20H24N2O2
CAS number
.
IUPAC name
(6aR,9R)-N-[(1R)-2-hydroxy-1-methyl-ethyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
State
State

The compound is typically a solid at room temperature, appearing as a crystalline powder.

Melting point (Celsius)
250.00
Melting point (Kelvin)
523.00
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
268.36g/mol
Molar mass
269.3700g/mol
Density
1.3000g/cm3
Appearence

The compound generally appears as a white to off-white crystalline powder.

Comment on solubility

Solubility of (6aR,9R)-N-[(1R)-2-hydroxy-1-methyl-ethyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

The solubility of the compound (6aR,9R)-N-[(1R)-2-hydroxy-1-methyl-ethyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide, with the molecular formula C20H24N2O2, is an important factor in its applications and behavior in various environments.

This compound presents unique solubility characteristics, often influenced by several factors including:

  • Polarity: The presence of both hydroxyl (-OH) and amide (-CONH2) functional groups can increase solubility in polar solvents, particularly in water.
  • Hydrogen Bonding: The ability of the compound to form hydrogen bonds with solvents enhances solubility, which is crucial for bioavailability in pharmaceutical contexts.
  • Temperature: Generally, increasing temperature improves solubility; however, this can vary based on the specific interactions of this compound.

According to general solubility rules, compounds containing amine or hydroxyl groups typically show improved solubility in water compared to their non-polar counterparts. Thus, the expected solubility of this indoloquinoline derivative may be moderate to high in aqueous solutions, making it potentially useful for various therapeutic applications.

Moreover, the extent of solubility can also vary based on the presence of other solutes and the pH of the solution, which could further affect the ionization state of the functional groups. It is recommended to conduct specific solubility testing to determine the precise behavior of this compound in various conditions.

Interesting facts

Interesting Facts about (6aR,9R)-N-[(1R)-2-hydroxy-1-methyl-ethyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

This compound is part of a fascinating class of organic molecules known as indoloquinolines. These compounds are recognized for their diverse pharmacological activities and structural complexity, making them a point of interest in medicinal chemistry.

Key Features

  • Pharmacological Potential: Indoloquinolines are well-known for their potential in treating various conditions, including cancer and neurodegenerative diseases.
  • Synthesis: The synthesis of such compounds often involves intricate multi-step reactions, showcasing the creativity and precision required in organic chemistry.
  • Chiral Centers: This compound contains chiral centers, making it a prime candidate for studying stereochemistry in drug design. The specific stereochemistry can significantly influence its biological activity.

Quote: "The discovery of new compounds is like finding a key to unlock the mysteries of biological systems."

The indoloquinoline structure features an indole moiety fused with a quinoline ring, which contributes to its chemical reactivity and interactions with biological macromolecules. This compound, with its unique functional groups and stereochemical configuration, exemplifies the intricate balance of structural design and biological activity.

Applications in Research

  • Drug Development: Continued research on such compounds assists in the development of more effective pharmaceuticals.
  • Building Blocks: Compounds like this can serve as building blocks for more complex molecules in organic synthesis.

In summary, (6aR,9R)-N-[(1R)-2-hydroxy-1-methyl-ethyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide represents a captivating example of how structural complexity in organic compounds can pave the way for advancements in medicinal chemistry and drug discovery.