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Tetrahydropalmatine

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Identification
Molecular formula
C21H25NO4
CAS number
2934-97-6
IUPAC name
3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol
State
State

At room temperature, tetrahydropalmatine is found in the solid state. It is stable under normal laboratory conditions but may degrade on exposure to light and moisture over a long duration.

Melting point (Celsius)
149.00
Melting point (Kelvin)
422.15
Boiling point (Celsius)
618.00
Boiling point (Kelvin)
891.15
General information
Molecular weight
355.40g/mol
Molar mass
355.4040g/mol
Density
1.3200g/cm3
Appearence

Tetrahydropalmatine is typically a crystalline solid. Its appearance can vary from white to off-white in color. It is often found in powder form and is known for its slightly bitter taste. The compound may have a slight odor depending on its form and purity.

Comment on solubility

Solubility of 3,10-Dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol

The solubility of 3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol is a crucial aspect that can significantly influence its application in various fields, especially in pharmaceuticals and organic chemistry. Understanding its solubility characteristics can provide insights into how this compound behaves in different environments, including:

  • Polar Solvents: The presence of hydroxyl groups (–OH) typically indicates that the compound may exhibit some degree of solubility in polar solvents, such as water or alcohols.
  • Non-Polar Solvents: Due to the hydrophobic isoquinoline structures present, this compound may show lower solubility in non-polar solvents.
  • Temperature Effects: The solubility can also vary with temperature; generally, solubility in solids tends to increase as the temperature rises.

It is crucial to note that specific electronic and steric effects from the methoxy groups may influence the compounds' solubility in organic solvents as well.
To express the importance of solubility, remember the statement: "Solubility is the key to unlocking potential applications." Hence, comprehensive solubility studies can guide researchers and developers in optimizing formulations and enhancing bioavailability.

Interesting facts

Interesting Facts about 3,10-Dimethoxy-6,8,13,13a-Tetrahydro-5H-Isoquinolino[2,1-b]isoquinoline-2,9-Diol

This intriguing compound belongs to the class of isoquinolines, which are known for their rich biological properties and complex structures. Here are some compelling points about this fascinating molecule:

  • Natural Occurrence: Isoquinolines are often found in various plants and can contribute to their medicinal qualities.
  • Pharmacological Potential: Compounds like this one are being studied for a variety of biological activities, including anti-inflammatory, antitumor, and neuroprotective effects.
  • Molecular Complexity: The combination of multiple methoxy groups along with the tetrahydro structure adds a layer of complexity that enhances both stability and reactivity.
  • Potential Application: Research into similar isoquinoline derivatives suggests possible uses in developing pharmaceuticals targeting neurological disorders.
  • Synthesis Pathways: The synthesis of such compounds often involves multi-step organic reactions, highlighting the creativity and precision required in synthetic chemistry.

In conclusion, 3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol represents a vibrant area of research in chemistry and pharmacology. As scientists delve deeper into the mechanisms of action and therapeutic potentials of isoquinolines, this compound may become pivotal in advancing drug development.

Synonyms
Scoulerine
Discretamine
605-34-5
(R,S)-Scoulerine
6451-72-5
3,10-dimethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline-2,9-diol
CHEBI:31033
l-Scoulerine
l-Skoulerine
S-SCOULERINE
3,10-Dimethoxy-13a-alpha-berbine-2,9-diol
(RS)-Scoulerine
2,9-Dioxy-3,10-dimethoxyberbine
Prestwick_527
Prestwick0_000601
Prestwick1_000601
Prestwick2_000601
(.+/-.)-Scoulerine
Compound NP-025370
SPBio_002721
13a-alpha-BERBINE-2,9-DIOL, 3,10-DIMETHOXY-
CHEMBL191133
SCHEMBL13885928
ACon1_002293
DTXSID80895057
(S)-(-)-Scoulerine; (S)-Scoulerine;Scoulerin; Scoulerine, (-)-; l-Scoulerine
KNWVMRVOBAFFMH-UHFFFAOYSA-N
HMS1569J04
HMS3374K08
AKOS040736751
6H-Dibenzo(a,g)quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-
6H-Dibenzo(a,g)quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (S)-
DA-67496
E80639
Berbine-2,9-diol, 3,10-dimethoxy-, (.+/-.)-
BRD-A82844593-001-02-8
Q27114086
3,10-Dimethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinoline-2,9-diol #
6H-Dibenzo[a,g]quinolizine-2,9-diol, 5,8,13,13a-tetrahydro-3,10-dimethoxy-, (.+/-.)-