1-Isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one
[CAS# 99672-64-7]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Quinoline compound
• Name: 1-Isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one
• Synonyms: 9,10-dimethoxy-1-(2-methylpropyl)-1,3,4,6,7,11b-hexahydrobenzo[a]quinolizin-2-one
• Molecular Formula: C₁₉H₂₇NO₃
• Molecular Weight: 317.42
• CAS Registry Number: 99672-64-7
• SMILES: CC(C)CC1C2C3=CC(=C(C=C3CCN2CCC1=O)OC)OC

Properties

• Density: 1.1±0.1 g/mL, Calc.^*
• Index of Refraction: 1.554, Calc.^*
• Boiling Point: 448.9±45.0 °C (760 mmHg), Calc.^*
• Flash Point: 225.3±28.7 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS07 Warning
• Risk Statements: H302-H315-H319-H335
• Safety Statements: P261-P264-P270-P271-P280-P302+P352-P304+P340-P321-P330-P362+P364-P405-P501

Discovery and Applications

1-Isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one, also known by its chemical structure and detailed name, is a specific organic compound classified under the class of isoquinoline derivatives. This chemical substance is a part of a larger family of alkaloids and is commonly studied in the context of its pharmacological activities and synthetic applications.

The compound is characterized by a complex bicyclic structure, which includes a pyrido[2,1-a]isoquinoline backbone. This structure is relevant for its interactions with biological systems, where it may exhibit a range of pharmacological effects. The presence of methoxy groups at positions 9 and 10 of the naphthalene-like ring and the isobutyl group at the nitrogen site provides unique steric and electronic properties that influence its biological activity.

Research in the pharmaceutical field has shown that derivatives of this class, such as the compound in question, can have various applications in medicinal chemistry. Studies indicate that these compounds may act on different biological pathways, offering potential therapeutic uses, particularly in the context of neurochemical modulation. This could involve interactions with neurotransmitter systems or potential effects on the central nervous system, though these actions are often explored in preclinical studies.

The detailed synthesis of 1-isobutyl-9,10-dimethoxy-3,4,6,7-tetrahydro-1H-pyrido[2,1-a]isoquinolin-2(11bH)-one also contributes to the development of synthetic strategies for other complex organic molecules, which may be relevant in drug development and material science. While this compound specifically may not have wide commercial applications, its role in synthetic chemistry aids in understanding molecular construction and interactions in related chemical families.

This chemical substance is typically explored in the context of academic research aimed at discovering new compounds with potential for therapeutic use, particularly in the areas of neuropharmacology and related fields. However, its detailed applications and verified uses remain primarily within the scope of scientific research and experimental chemistry.

References

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