6391-67-9

Basic information

• Product Name: 2,2,10-trimethyl-2,3,4,10-tetrahydro-5H-pyrano[2,3-b]quinolin-5-one
• Synonyms: 5H-pyrano[2,3-b]quinolin-5-one, 2,3,4,10-tetrahydro-2,2,10-trimethyl-
• CAS NO: 6391-67-9
• Molecular Formula: C₁₅H₁₇NO₂
• Molecular Weight: 243.301
• Mol File: 6391-67-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 343.7°C at 760 mmHg
• Flash Point: 161.7°C
• Density: 1.19g/cm³
• Vapor Pressure: 6.9E-05mmHg at 25°C
• Refractive Index: 1.6
• CAS DataBase Reference: 2,2,10-trimethyl-2,3,4,10-tetrahydro-5H-pyrano[2,3-b]quinolin-5-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2,10-trimethyl-2,3,4,10-tetrahydro-5H-pyrano[2,3-b]quinolin-5-one(6391-67-9)
• EPA Substance Registry System: 2,2,10-trimethyl-2,3,4,10-tetrahydro-5H-pyrano[2,3-b]quinolin-5-one(6391-67-9)

Safety Data

• Hazardous Substances Data: 6391-67-9(Hazardous Substances Data)

Usage

Class

Pyranoquinoline

Structure

Unique ring structure consisting of a pyranoquinoline core with a tetrahydrofuran ring fused to it

Usage

Organic synthesis, medicinal chemistry research, potential use in drug development, building block for synthesis of biologically active compounds

Interesting target

Further study and exploration due to its specific properties and potential uses in various fields.

Upstream product

• 14872-56-1 5-isopropyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 100-61-8 N-methylaniline 
• 57931-85-8 3,3-bis(γ,γ-dimethylallyl)-N-methyl-2,4-dioxo-1,2,3,4-tetrahydroquinoline 
• 6431-83-0 2,2-dimethyl-2,3,4,10-tetrahydro-pyrano[2,3-b]quinolin-5-one 
• 109573-28-6 4-hydroxy-3-(3-hydroxy-3-methylbutyl)-N-methylquinolin-2(1H)-one 
• 109573-22-0 4-hydroxy-N-methyl-3-(3-methylbut-3-enyl)quinolin-2(1H)-one 
• 7282-19-1 atanine 
• 82359-06-6 (4-Methoxy-2-oxo-1,2-dihydro-quinolin-3-yl)-acetic acid 
• 82359-07-7 methyl 2,4-methoxyquinoline-3-acetate 
• 65112-97-2 methyl 4-methoxy-2-quinolone-3-acetate 
• 82359-22-6 4-Methoxy-3-[2-methyl-prop-(Z)-ylidene]-3H-furo[2,3-b]quinolin-2-one 
• 82376-58-7 (E)-2-(4-Methoxy-2-oxo-1,2-dihydro-quinolin-3-yl)-4-methyl-pent-2-enoic acid 
• 95687-74-4 4-Methoxy-3-((E)-3-methyl-but-1-enyl)-1H-quinolin-2-one 
• 996-82-7 sodium diethylmalonate 

Relevant articles and documents

Isoprene: A Promising Coupling Partner in C-H Functionalizations

Five-carbon dimethylallyl units, such as prenyl and reverse-prenyl, are widely distributed in natural indole alkaloids and terpenoids. In conventional methodologies, these valuable motifs are often derived from substrates bearing leaving groups, but these

A NEW APPROACH TO HEMITERPENOID TRICYCLIC QUINOLONES. SYNTHESIS OF N-METHYLFLINDERSINE, KHAPLOPHOLINE AND OTHER STRUCTURALLY SIMILAR ALKALOIDS

A new and general synthesis of tricyclic quinolone alkaloids is described which, by cyclization of 3-butenyl-4-hydroxyquinolones promoted by mercury(II) ion or by formic acid, affords pyranoquinolones and pyranoquinolones, respectively, with regio- and site-selectivity better than those obtained employing known methodologies. 3-Butenyl-4-hydroxyquinolones have been reacted with mercury(II) acetate to give, after work-up, the corresponding 2-(chloromercurymethyl)pyranoquinolones, which have been reductively demercurated with sodium borohydride and then dehydrogenated by treatment with DDQ.Alternatively, from the same starting compounds the "linear" isomers are obtained by formic acid-promoted cyclization.N-Methylflindersine, khaplofoline and other structurally similar alkaloids have been obtained.

Alkaloids, limonoids and furocoumarins from three Mexican Esenbeckia species

The chemical constituents of three Mexican Esenbeckia species have been determined. Rutaevin was the main limonoid present in the seeds of all three species, E. litoralis, E. flava and E. berlandieri. The husks, leaves, wood and bark contained a wide array of known furocoumarins and furoquinoline alkaloids. In addition, 1-hydroxy-3-methoxy-N-methylacridone was obtained from E. litoralis bark and a new natural 2-quinolone alkaloid, formulated as 3,3-diisopropyl-N-methyl-2,4-quinoldione, was obtained from E. flava wood. The structure was assigned from spectroscopic considerations and conversion to N-methylhaplofoline.