31520-95-3

Basic information

• Product Name: (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
• Synonyms: (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one;Ifflaiamine;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinolin-4(2H)-one
• CAS NO: 31520-95-3
• Molecular Formula: C15H17NO2
• Molecular Weight: 243.3
• Mol File: 31520-95-3.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 334.5±42.0 °C(Predicted)
• Appearance: /
• Density: 1.19±0.1 g/cm3(Predicted)
• PKA: -1.33±0.60(Predicted)
• CAS DataBase Reference: (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one(31520-95-3)
• EPA Substance Registry System: (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one(31520-95-3)

Safety Data

• Hazardous Substances Data: 31520-95-3(Hazardous Substances Data)

Usage

Description

(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one is a furanoquinoline alkaloid derived from the bark of the Australian tree Flindersia ifflaiana. It is obtained as a colorless gum that cannot be crystallized and exhibits laevorotatory properties with specific optical rotation values. The alkaloid forms a crystalline hydrate from aqueous solvents and has distinct absorption maxima in its ultraviolet spectrum. Its probable structure, supported by infrared and NMR spectra and analogy with other alkaloids, has been confirmed through the total synthesis of the (±)-form.

Uses

1. Used in Pharmaceutical Industry:
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one is used as a pharmaceutical compound for its potential therapeutic applications. The alkaloid's unique structure and properties make it a candidate for further research and development in the field of medicine.
2. Used in Chemical Research:
In the field of chemical research, (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one serves as a valuable compound for studying the structure, properties, and potential applications of furanoquinoline alkaloids. Its synthesis and characterization contribute to the understanding of similar compounds and their potential uses.
3. Used in Natural Product Extraction:
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one is used in the extraction and isolation of natural products from plant sources, such as the bark of the Australian tree Flindersia ifflaiana. This process is crucial for identifying and studying bioactive compounds with potential applications in various industries, including pharmaceuticals and cosmetics.
4. Used in Analytical Chemistry:
The alkaloid is used in analytical chemistry for the development and validation of methods to analyze and quantify its presence in various samples, such as plant extracts or synthesized products. This is essential for quality control and ensuring the purity and consistency of the compound in different applications.
5. Used in Structural Biology:
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one is used in structural biology to study its molecular interactions with other molecules, such as proteins or other biomolecules. Understanding these interactions can provide insights into its potential biological activities and help guide the development of new drugs or therapies based on its structure.

References

Bosson et al., Austral. 1. Chem., 16, 480 (1963) Total syn thesis: Chamberlain, Grundon., Tetrahedron Lett., 3547 (1967)

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