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Lysergic acid 2-butyl amide

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Identification
Molecular formula
C21H27N3O2
CAS number
478-88-6
IUPAC name
N-[1-(hydroxymethyl)propyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
State
State

At room temperature, Lysergic acid 2-butyl amide (commonly known as LSB) is a solid. Due to its medicinal properties, it is often found as a pure powder or within a crystalline state when synthesized for analytical purposes.

Melting point (Celsius)
121.00
Melting point (Kelvin)
394.15
Boiling point (Celsius)
374.00
Boiling point (Kelvin)
647.15
General information
Molecular weight
310.41g/mol
Molar mass
310.4060g/mol
Density
1.2500g/cm3
Appearence

Lysergic acid 2-butyl amide is typically a crystalline solid. It may appear as a white or slightly off-white powder, often presenting a somewhat glossy finish due to its crystalline nature.

Comment on solubility

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

The solubility of N-[1-(hydroxymethyl)propyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide, with the chemical formula C21H27N3O2, can be quite intriguing due to its structural complexity. This compound's solubility characteristics can influence its applications significantly. Here are some key points:

  • Polarity: The presence of functional groups such as the hydroxymethyl and carboxamide moieties generally increases polarity, which may enhance solubility in polar solvents.
  • Solvent Compatibility: It is likely to be more soluble in polar solvents such as water or alcohols compared to non-polar solvents.
  • Temperature Dependency: Solubility often increases with temperature, so performing experiments at elevated temperatures might yield better solubility results.
  • pH Influence: The carboxamide group can undergo protonation under acidic conditions, potentially influencing the solubility in different pH environments.
  • Applications: Understanding its solubility profile is critical for applications in pharmaceuticals, as it directly affects bioavailability and formulation development.

In conclusion, while specific solubility values are essential, this compound's solubility behavior is primarily dictated by its structural features and external conditions. Further experimentation and analysis are vital for comprehensive insights into its solubility profile.

Interesting facts

Interesting Facts about N-[1-(Hydroxymethyl)propyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide

This compound, a derivative of quinoline, comes from a class known for their versatile applications in medicinal chemistry. Here are some fascinating insights about this compound:

  • Pharmacological Potential: Compounds containing the indole and quinoline structures are often studied for their biological activities, including potential anti-cancer, anti-inflammatory, and anti-microbial properties.
  • Structure Activity Relationship (SAR): The specific arrangement of atoms and functional groups in this compound influences its interaction with biological targets, making it an interesting candidate for drug design.
  • Bioavailability: Its hydroxymethyl group may enhance solubility and stability, which can contribute to improved bioavailability when administered as a drug.
  • Natural Occurrence: Some related indoloquinoline compounds are found in nature, inspiring synthetic variations like this one due to their interesting biological activities and potential therapeutic effects.
  • Research Interest: This compound is a subject of ongoing research, especially in the fields of medicinal chemistry and pharmacology, prompting scientists to explore new synthetic pathways and modifications.

In summary, N-[1-(hydroxymethyl)propyl]-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide is a unique compound that exemplifies the intricate relationship between chemical structure and biological function. Its potential applications in developing new therapeutic agents make it an exciting topic of study in modern chemistry.

Synonyms
Isomethergine
Methergine
MLS000756415
DTXSID10859203
N-(1-hydroxybutan-2-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
54808-91-2
Methergin (Salt/Mix)
NSC186067
Methergine (Salt/Mix)
CHEMBL1597692
SCHEMBL16092804
BDBM86237
CHEBI:91798
DTXCID30204635
UNBRKDKAWYKMIV-UHFFFAOYSA-N
HMS2231B08
HMS3369A11
CAS_8226
NSC_8226
NSC-186067
SMR000528720
N-[.alpha.-(Hydroxymethyl)propyl]-D-lysergamide
L000928
BRD-A63667919-103-01-9
Q27163599
9,10-Didehydro-N-(.alpha.-(hydroxymethyl)propyl)-6-methyl-ergoline-8-.beta.-carboxamide
9,10-Didehydro-N-[(S)-1-(hydroxymethyl)propyl]-6-methylergoline-8.beta.-carboxamide
Ergoline-8.beta.-carboxamide, 9,10-didehydro-N-[(S)-1-(hydroxymethyl)propyl]-6-methyl-
(4R,7R)-N-[(2S)-1-hydroxybutan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0(2),.0(1)(2),(1)]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide
479-03-8
Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-, (8.beta.)-
Ergoline-8-carboxamide, 9,10-didehydro-N-[(1S)-1-(hydroxymethyl)propyl]-6-methyl-, (8beta)-
Ergoline-8-carboxamide, 9,10-didehydro-N-[1-(hydroxymethyl)propyl]-6-methyl-, [8.beta.(S)]-
N-[1-(Hydroxymethyl)propyl]-6-methyl-9,10-didehydroergoline-8-carboxamide, [8.beta.(S)]- #