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Mitragynine pseudoindoxyl

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Identification
Molecular formula
C23H30N2O4
CAS number
60776-56-3
IUPAC name
N-[1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
State
State

At room temperature, Mitragynine pseudoindoxyl is typically found in a solid crystalline state.

Melting point (Celsius)
57.00
Melting point (Kelvin)
330.15
Boiling point (Celsius)
210.00
Boiling point (Kelvin)
483.15
General information
Molecular weight
394.50g/mol
Molar mass
395.5100g/mol
Density
1.3000g/cm3
Appearence

Mitragynine pseudoindoxyl appears as a white or off-white crystalline solid. Its physical form can vary somewhat due to impurities and preparation method.

Comment on solubility

Solubility of N-[1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide

The solubility characteristics of the compound N-[1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide (C23H30N2O4) can be quite intriguing due to its unique molecular structure. Solubility is greatly influenced by several factors, particularly the compound's polarity and functional groups. Here are some key aspects to consider:

  • Hydrophilicity vs. Hydrophobicity: The presence of hydroxymethyl and carboxamide groups typically enhances the compound's interaction with polar solvents, suggesting potential solubility in water.
  • Organic Solvents: Due to its complex hydrophobic indole framework, this compound may also dissolve well in organic solvents such as ethanol or dimethyl sulfoxide (DMSO).
  • Temperature Dependence: Like many organic compounds, its solubility may increase with elevated temperatures, which helps to overcome lattice energy and allows more molecules of the solute to enter the solution.

In summary, while N-[1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide demonstrates potential for solubility in both polar and non-polar solvents, the exact solubility can vary based on environmental conditions and concentrations. Therefore, practical evaluations and experimental data are essential for definitive conclusions on its solubility behavior.

Interesting facts

Interesting Facts about N-[1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide

This compound, often referred to in scientific studies due to its complex structure, belongs to a fascinating class of pharmacologically active compounds. Here are some captivating aspects:

  • Structure and Function: The unique structure of this compound includes a tetracyclic framework, which can be linked to various biological activities. Compounds with indole and quinoline motifs are known for their roles in medicinal chemistry.
  • Potential Biological Activity: Research indicates that several indole derivatives exhibit a wide range of biological effects, such as antitumor and antimicrobial properties. The presence of both hydroxymethyl and carboxamide functional groups may enhance the compound's interaction with biological targets.
  • Synthesis Journey: The synthetic pathway to accessing this compound can be intricate, often requiring multiple steps that highlight the creativity and problem-solving skills of chemists. Understanding these processes opens avenues for developing new compounds with desired properties.
  • Therapeutic Applications: Due to its structural similarities with other pharmacologically relevant compounds, this molecule is being investigated for its potential applications in therapy, particularly for conditions like cancer and infections.

In the words of renowned chemist John McMurry, "The best way to learn chemistry is to make it and to see it in action." This sentiment rings true for this compound as well, where understanding its chemical behavior could lead to breakthroughs in drug development.

As researchers continue to probe into the therapeutic benefits and mechanisms of action, compounds like N-[1-(hydroxymethyl)propyl]-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide serve as valuable representatives of the intersection between organic chemistry and biopharmaceutical research.

Synonyms
Deseril
N-(1-hydroxybutan-2-yl)-4,7-dimethyl-6,6a,8,9-tetrahydroindolo[4,3-fg]quinoline-9-carboxamide
1-Methyl-D-lysergic acid butanolamide
Methyllysergic acid butanolamide
1-Methyllysergic acid butanolamide
(+)-N-[1-(Hydroxymethyl)propyl]-1-methyl-D-lysergamide
CHEMBL12393
CHEBI:91995
KPJZHOPZRAFDTN-UHFFFAOYSA-N
L001319
BRD-A98725278-103-01-9
Q27163792
(+)-N-[1-(Hydroxymethyl)propyl]-1-methyllysergamide, (D)
(+)-9,10-Didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethylergoline-8.beta.-carboxamide
Ergoline-8.beta.-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-
N-[1-(Hydroxymethyl)propyl]-1,6-dimethyl-9,10-didehydroergoline-8.beta.-carboxamide #
Ergoline-8-carboxamide, 9,10-didehydro-N-[(S)-1-(hydroxymethyl)propyl]-1,6-dimethyl-, (8.beta.)-
Ergoline-8-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-, (8.beta.)-
Ergoline-8-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-1,6-dimethyl-, [8.beta.(S)]-