Skip to main content

Lysergic acid

ADVERTISEMENT
Identification
Molecular formula
C16H16N2O2
CAS number
82-58-6
IUPAC name
(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid
State
State

Lysergic acid is in a solid state at room temperature. It can appear as a free-flowing powder or tightly packed crystalline substance. Being photo-sensitive, it should be stored away from direct light to maintain its stability.

Melting point (Celsius)
240.00
Melting point (Kelvin)
513.15
Boiling point (Celsius)
320.00
Boiling point (Kelvin)
593.15
General information
Molecular weight
268.31g/mol
Molar mass
267.2920g/mol
Density
1.2100g/cm3
Appearence

Lysergic acid is a colorless to light yellow crystalline compound. It typically appears as crystalline flakes or powder and is sensitive to light. Its crystalline nature can vary in appearance based on its method of crystallization and ambient conditions.

Comment on solubility

Solubility of (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid

The solubility of (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid can be considered through several angles:

  • Polar versus Nonpolar Solvents: This compound, due to its complex aromatic structure and carboxylic acid functional group, has varying solubility in different solvents. It tends to be more soluble in polar solvents like water or ethanol.
  • Temperature Influence: As is common with many organic compounds, solubility can increase with temperature. Higher temperatures may allow this compound to dissolve more readily in a given solvent.
  • pH Dependence: The presence of the carboxylic acid group makes the solubility of this compound pH-dependent. In more alkaline conditions, where the carboxylic acid can become deprotonated, solubility may increase, as anions are typically more soluble than their neutral counterparts.
  • Concentration Effects: As is typical for many compounds, at high concentrations, solubility can reach a saturation point beyond which the compound may precipitate.

Understanding the solubility characteristics of this compound is crucial for applications in pharmacology and material science. It enables researchers and chemists to optimize conditions for synthesis, formulation, and application.

Interesting facts

Exploring (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid

(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid, a fascinating compound, belongs to a specialized class of chemical structures known as indoloquinolines. This compound is notable for several reasons:

  • Bioactivity: Many compounds in the indoloquinoline family exhibit biological properties, including potential anticancer and antimicrobial activities. The bioactive nature of such compounds can open avenues for pharmaceutical development.
  • Synthesis Interest: The synthetic pathways to obtain this compound may involve intricate organic chemistry techniques, showcasing the compound's complexity and serving as a valuable learning tool for chemists.
  • Structural Diversity: The unique tetrahydro and carboxylic acid functional groups in its structure offer diverse possibilities for chemical reactivity, making it a candidate for further modification and study.
  • Research Application: The exploration of this compound can contribute to the understanding of various mechanisms in medicinal chemistry, potentially leading to breakthroughs in drug design.

As is often said in the scientific community, “chemistry is the science of transformation,” and compounds like (6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid exemplify this by revealing the intricate relationships between structure and function, paving the way for innovative solutions in health and disease management.

Synonyms
LYSERGIC ACID
82-58-6
Ergoline Acid
UNII-ITO20DAO7J
ITO20DAO7J
D-Lysergic acid
EINECS 201-431-9
(+)-Lysergic acid
LYSERGIC ACID [MI]
CHEBI:6604
DTXSID60904515
(8R)-9,10-didehydro-6-methylergoline-8-carboxylic acid
(8beta)-9,10-didehydro-6-methylergoline-8-carboxylic acid
Ergoline-8-carboxylic acid, 9,10-didehydro-6-methyl-, (8beta)-
(8.BETA.)-9,10-DIDEHYDRO-6-METHYLERGOLINE-8-CARBOXYLIC ACID
Ergoline-8-carboxylic acid, 9,10-didehydro-6-methyl-, (8.beta.)-
D(+)-Lysergic acid
(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid
Acid, Lysergic
(6aR,9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxylic acid
(+)-Lysergic Acid Hydrate
Indolo(4,3-fg)quinoline, ergoline-8-carboxylic acid deriv.
Indolo[4,3-fg]quinoline, ergoline-8-carboxylic acid deriv.
Ergoline-8.beta.-carboxylic acid, 9,10-didehydro-6-methyl-
SCHEMBL183687
6-Methyl-9,10-didehydroergoline-8-carboxylic acid-, (8.beta.)-
DEA No. 7300
7-Methyl-4,6,6a,7,8,9-hexahydroindolo(4,3-fg)quinoline-9-carboxylic acid
7-Methyl-4,6,6a,7,8,9-hexahydroindolo[4,3-fg]quinoline-9-carboxylic acid
(9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo(4,3-fg)quinoline-9-carboxylic acid
(9R)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxylic acid
DTXCID901333665
PDSP2_000050
AKOS030240864
NS00041135
C07541
Q415837
ERGOMETRINE MALEATE IMPURITY A [EP IMPURITY]
(8b)-9,10-Didehydro-6-methylergoline-8-carboxylate
(8b)-9,10-Didehydro-6-methylergoline-8-carboxylic acid
(8beta)-9,10-Didehydro-6-methylergoline-8-carboxylate
(8beta)-6-methyl-9,10-didehydroergoline-8-carboxylic acid
Ergoline-8beta-carboxylic acid, 9,10-didehydro-6-methyl-
6-Methyl-9,10-didehydroergoline-8-carboxylic acid-, (8beta)-
201-431-9