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Reserpine

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Identification
Molecular formula
C33H40N2O9
CAS number
50-55-5
IUPAC name
N-(2-hydroxy-1-methyl-ethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
State
State

At room temperature, Reserpine is in a solid state. It is generally supplied in powdered form for pharmaceutical manipulation but can also be found in crystalline form.

Melting point (Celsius)
265.00
Melting point (Kelvin)
538.15
Boiling point (Celsius)
405.00
Boiling point (Kelvin)
678.15
General information
Molecular weight
608.68g/mol
Molar mass
608.6770g/mol
Density
1.2700g/cm3
Appearence

Reserpine is typically found as a white or pale buff solid. It has a crystalline appearance and may sometimes be seen in powder form for pharmaceutical use. It is light-sensitive and should be protected from excessive exposure to light.

Comment on solubility

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

The solubility of N-(2-hydroxy-1-methyl-ethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide (C33H40N2O9) is influenced by several factors due to its complex molecular structure. Here are some key points regarding its solubility:

  • Solvent Dependence: This compound may exhibit varying solubility in different solvents, likely showing greater solubility in polar organic solvents compared to non-polar solvents.
  • Hydrophilic vs. Hydrophobic Balance: The presence of the hydroxyl group in the structure lends some hydrophilic characteristics, while the large aromatic system introduces substantial hydrophobic characteristics. This balance affects its overall solubility in aqueous versus organic media.
  • Temperature Effects: Generally, increased temperature can enhance solubility for many organic compounds, and this may apply to this particular compound as well.
  • pH Influence: The solubility of this compound might also be pH-dependent due to the presence of functional groups that can gain or lose protons.

In summary, the solubility of this compound can be quite complex, dictated by its unique molecular features and environmental conditions. Further experimentation would be required to determine its precise solubility profile under various conditions.

Interesting facts

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

This intriguing compound, often referred to in scientific circles as a member of the indole and quinoline family, possesses remarkable structural features and potential applications that pique the interest of chemists and researchers alike.

Structural Highlights

  • Complex Architecture: The compound showcases a fused bicyclic structure that combines an indole and quinoline moiety, contributing to its unique chemical properties.
  • Functionalization: The presence of a hydroxymethyl group and carboxamide functional group enhances its reactivity and solubility in various media, making it suitable for diverse chemical transformations.

Biological Relevance

This compound has garnered attention in medicinal chemistry due to its potential biological activities, including:

  • Anticancer Properties: Preliminary studies suggest that the indoloquinoline framework may exhibit anticancer effects, making it a candidate for drug development.
  • Neuroprotective Effects: Some derivatives of these structures have been linked to neuroprotective activities, indicating their potential for treating neurodegenerative diseases.

Key Takeaways

  1. This compound's intricate design not only makes it a fascinating subject for synthetic chemists but also a promising entity for pharmacological studies.
  2. Research continues to explore the mechanisms through which this compound interacts with biological systems, enhancing our understanding of its therapeutic potentials.

Overall, N-(2-hydroxy-1-methyl-ethyl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide serves as a prime example of how intricate molecular design can lead to significant advancements in the realms of organic synthesis and medicinal chemistry.

Synonyms
Ergobasin
Ergoatetrine
N-(1-hydroxypropan-2-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
NCGC00163165-01
Ergotrate (Salt/Mix)
Ermetrine (Salt/Mix)
N-(.alpha.-(Hydroxymethyl)ethyl)-D-lysergomide
Cornocentin (Salt/Mix)
Crude ergot (Salt/Mix)
Biomol-NT_000067
Oprea1_121118
BPBio1_001359
CHEMBL1368134
BDBM81446
CHEBI:91849
DTXSID30859043
9,10-Didehydro-N-(.alpha.-(hydroxymethyl)ethyl)-6-methylergoline-8-.beta.-carboxamide
Ergoline-8-.beta.-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-
WVVSZNPYNCNODU-UHFFFAOYSA-N
D-Lysergic acid-L,2-propanolamide
PDSP1_001743
PDSP2_001726
NSC_104873
XE180554
N-(1-(Hydroxymethyl)ethyl)-D-lysergomide
L000683
BRD-A73581086-001-01-3
Q27163644
N-(1-Hydroxypropan-2-yl)-6-methyl-9,10-didehydroergoline-8-carboxamide
9,10-Didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methylergoline-8-.alpha.-carboxamide
Ergoline-8-.alpha.-carboxamide, 9,10-didehydro-N-((S)-2-hydroxy-1-methylethyl)-6-methyl-
N-(2-Hydroxy-1-methylethyl)-6-methyl-9,10-didehydroergoline-8.beta.(S)-carboxamide #