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8-Methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

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Identification
Molecular formula
C11H15NO
CAS number
17332-69-5
IUPAC name
8-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline
State
State

At room temperature, this compound is typically a liquid but may also be found in a solid state depending on the environmental conditions.

Melting point (Celsius)
48.00
Melting point (Kelvin)
321.00
Boiling point (Celsius)
218.00
Boiling point (Kelvin)
491.00
General information
Molecular weight
177.25g/mol
Molar mass
175.2380g/mol
Density
1.0875g/cm3
Appearence

8-Methoxy-2-methyl-3,4-dihydro-1H-isoquinoline appears as a colorless to pale yellow liquid or crystalline solid. Its precise appearance can vary depending on its purities and storage conditions.

Comment on solubility

Solubility of 8-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline

The solubility of 8-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline presents intriguing characteristics influenced by its aromatic structure and functional groups. Generally, the solubility of compounds in solvents depends on several key factors:

  • Polarity: This compound exhibits a degree of polarity due to the presence of the methoxy group, which can interact positively with polar solvents.
  • Hydrogen Bonding: The methoxy group may contribute to hydrogen bonding with water, enhancing its solubility in polar solvents.
  • Hydrophobic Interactions: The isoquinoline structure can result in significant hydrophobic interactions, affecting solubility in nonpolar solvents.

As a result, 8-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline may be:

  • More soluble in alcohols and ethers than in aqueous solutions.
  • Relatively insoluble in nonpolar solvents due to its relatively bulky hydrophobic regions.

To sum up, the solubility of this compound can be described as moderate in polar organic solvents, making it versatile for various applications, yet potentially limited in purely nonpolar environments.

Interesting facts

Interesting Facts about 8-Methoxy-2-methyl-3,4-dihydro-1H-isoquinoline

8-Methoxy-2-methyl-3,4-dihydro-1H-isoquinoline is a fascinating compound in the realm of organic chemistry, particularly due to its structural characteristics and potential applications. This compound is a derivative of isoquinoline, which is known for its prominence in various natural products and pharmaceuticals.

Structural Features

  • Isoquinoline Framework: The core structure consists of a benzene ring fused to a pyridine ring, which contributes to its unique chemical properties.
  • Methoxy Group: The presence of the methoxy group at the 8-position enhances the compound's reactivity and solubility in organic solvents.
  • Methyl Group: The 2-methyl substitution influences the compound's steric properties and can affect its biological activity.
  • Dihydro Configuration: The dihydro form suggests that this compound may exhibit different properties compared to fully aromatic isoquinolines.

Biological Significance

This compound has garnered interest due to its potential biological activities, including:

  • Alkaloid Properties: Being derived from isoquinoline, it may exhibit pharmacological effects similar to other alkaloids.
  • Neuroprotective Effects: Some isoquinoline derivatives have been studied for their ability to protect neuronal cells, suggesting potential in treating neurodegenerative diseases.
  • Antioxidant Activity: Its structure may allow it to act as an antioxidant, helping to neutralize free radicals in biological systems.

Applications in Research

The study of this compound is valuable in several contexts:

  • Medicinal Chemistry: Research into the design of new drugs often involves modifications to isoquinoline structures.
  • Synthetic Chemistry: The compound serves as a useful intermediate in the synthesis of more complex natural products.
  • Bioorganic Chemistry: Understanding its reactivity can lead to insights into enzyme mechanisms and biological interactions.

In summary, 8-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline not only represents a unique chemical entity but also serves as a valuable subject for ongoing research in various fields, from medicinal applications to synthetic methodologies. Its versatile nature and potential biological significance make it a compound of interest for chemists and biochemists alike.

Synonyms
8-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline
73903-30-7
V8K8BXI9D7
Isoquinoline, 1,2,3,4-tetrahydro-8-methoxy-2-methyl-
UNII-V8K8BXI9D7
8-methoxy-2-methyl-3,4-dihydro-1H-isoquinoline
1,2,3,4-Tetrahydro-8-methoxy-2-methylisoquinoline
SCHEMBL5568684
SCHEMBL28587365
DTXSID50274911
AKOS027560629
8-methoxy-2-methyl-1,2,3,4-tetrahydro-isoquinoline