54750-04-8

Basic information

• Product Name: (6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline
• Synonyms: 4H-dibenzo[de,g]quinoline, 5,6,6a,7-tetrahydro-1,2-dimethoxy-, (6aS)-
• CAS NO: 54750-04-8
• Molecular Formula: C₁₈H₁₉NO₂
• Molecular Weight: 281.349
• Mol File: 54750-04-8.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 446.4°C at 760 mmHg
• Flash Point: 182.8°C
• Density: 1.163g/cm³
• Vapor Pressure: 3.65E-08mmHg at 25°C
• Refractive Index: 1.598
• CAS DataBase Reference: (6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: (6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline(54750-04-8)
• EPA Substance Registry System: (6aS)-1,2-dimethoxy-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline(54750-04-8)

Safety Data

• Hazardous Substances Data: 54750-04-8(Hazardous Substances Data)

Upstream product

• 5868-18-8 nuciferine 
• 92664-95-4 4H-1,2-dimethoxy-5,6-dihydrodibenzo[de,g]quinoline 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 176167-08-1 1,2-dimethoxy-5,6,7a,8,9,10,11,11a-octahydro-4H-dibenzo(de,g) quinoline 
• 176167-07-0 8-(2-aminoethyl)-5,6-dimethoxy-1,2,3,4,4a,10a-hexahydro-9-oxo-phenanthrene 
• 6275-29-2 N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide 
• 4721-98-6 6,7-dimethoxy-1-methyl-3,4-dihydroisoquinoline 
• 101064-78-2 1-(6,7-dimethoxy-1-methylene-3,4-dihydroisoquinolin-2(1H)-yl)-2,2,2-trifluoroethan-1-one 
• 63914-27-2 [2-(3,4-dimethoxy-phenyl)-ethyl]-carbamic acid benzyl ester 
• 475-83-2 R-(-)-nuciferine 
• 104385-30-0 (6S,6aR)-1,2-dimethoxy-6-methyl-6-oxo-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline 
• 6268-86-6 dimethoxy-6,7 methyl-1 dihydro-3,4 isoquinoleine chlorhydrate 

Downstream Products

• 14680-83-2 N-benzoyl nornuciferine 
• 6899-64-5 caaverine 
• 7630-74-2 dehydronuciferine 
• 475-83-2 R-(-)-nuciferine 

Relevant articles and documents

Tandem acylation - Cycloalkylation with cyclohexene 1-acetic acid: A new entry to aporphine alkaloids

Tandem acylation-cycloalkylation of 3,4-dimethoxy phenylethylamine (1) with cyclohexene-1-acetic acid (2) in polyphosphoric acid (PPA) afforded 8-(2-aminoethyl)-1,2,3,4,4a,10a-hexahydro-9-oxo-phenanthrene (3) which on cyclisation followed by dehydrogenation with Pd-C afforded dehydronornuciferine (5). Hydrogenation of 5 yielded (±) N-nornuciferine (6).

Aporphine alkaloid derivative as well as preparation method and medical application thereof

The invention discloses an aporphine alkaloid derivative as shown in a formula III, R1 and R2 are respectively and independently selected from alkoxy and methylenedioxy, R3 is selected from H and alkyl, R4 is independently selected from H and alkoxy, but R3 and R4 cannot be H at the same time, or R1 and R2 are methylenedioxy, R3 cannot be H, and R4 cannot be methoxy. The invention further discloses application of the aporphine alkaloid derivative shown in the formula III in preparation of antidepressant drugs. Pharmacological experiments show that the aporphine alkaloid derivative disclosed by the invention has a better anti-depression drug effect, and compared with fluoxetine, the aporphine alkaloid derivative disclosed by the invention has a better anti-depression effect.

Selectivity in the Aerobic Dearomatization of Phenols: Total Synthesis of Dehydronornuciferine by Chemo- and Regioselective Oxidation

We describe a selective aerobic oxidation of meta-biaryl phenols that enables rapid access to functionalized phenanthrenes. Aerobic oxidations attract interest due to their efficiency, but remain underutilized in complex molecule settings due to challenge