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
Molecular Weight
177.25g/mol
Melting Point
(Celsius)
Boiling Point
(Celsius)
Density
1.0875g/cm3
Appearance
can vary depending on its purities and storage conditions.
Synonyms
8-methoxy-2-methyl-1, 2, 3, 4-tetrahydroisoquinoline
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.

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