85547-22-4

Usage

Uses

Used in Pharmaceutical Industry:
8,9-DIMETHOXY-1H-BENZO[DE][1,6]NAPHTHYRIDINE is used as a pharmaceutical agent for its potential therapeutic effects. As a spongean alkaloid, it can activate the p21 promoter in the absence of p53, which may have implications for the treatment of certain types of cancer. Additionally, it functions as a proteasome inhibitor, which can help regulate cellular processes and potentially lead to the development of new treatments for various diseases.
Used in Research Applications:
8,9-DIMETHOXY-1H-BENZO[DE][1,6]NAPHTHYRIDINE is also used as a research tool in the field of chemistry and biology. Its unique structure and properties make it a valuable compound for studying the interactions between molecules and understanding the mechanisms of various biological processes. This can contribute to the advancement of scientific knowledge and the development of new drugs and therapies.

Synthesis Reference(s)

The Journal of Organic Chemistry, 52, p. 616, 1987 DOI: 10.1021/jo00380a024Tetrahedron Letters, 31, p. 569, 1990 DOI: 10.1016/0040-4039(90)87037-Z

InChI:InChI=1/C13H12N2O2/c1-16-10-7-8-3-5-14-9-4-6-15-12(11(8)9)13(10)17-2/h3-7,15H,1-2H3

Upstream product

• 132213-53-7 1-(6,7-Dimethoxy-8-nitro-1-isoquinolyl)-2-nitroethene 
• 96838-35-6 8,9-dimethoxy-2,3,3a,4,5,6-hexahydro-1H-benzo<1,6>naphthyridine 
• 3382-18-1 6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 4602-73-7 3,4-dihydro-7-hydroxy-6-methoxy-isoquinoline 
• 96838-32-3 8-nitro-7-hydroxy-6-methoxy-3,4-dihydroisoquinoline 
• 96838-34-5 8,9-dimethoxy-3a,4,5,6-tetrahydro-1H-benzo<1,6>naphthyridin-2(3H)-one 
• 96860-72-9 ethyl 8-nitro-7-hydroxy-6-methoxy-1,2,3,4-tetrahydro-1-isoquinolineacetate 
• 96838-33-4 ethyl 8-nitro-6,7-dimethoxy-1,2,3,4-tetrahydro-1-isoquinolineacetate 
• 128428-52-4 6,7-Dimethoxy-8-nitroisoquinoline-1-carbaldehyde 
• 132213-52-6 1-(6,7-Dimethoxy-8-nitro-1-isoquinolyl)-2-nitroethanol 
• 15248-39-2 6,7-dimethoxyisoquinoline 
• 71046-35-0 6,7-dimethoxyisoquinoline-1-carboxaldehyde 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 342428-63-1 N-[2-(3,4-dimethoxyphenyl)ethyl]-3-(trifluoroacetylamino)propanamide 

Relevant academic research and scientific papers

A Simple Synthesis of Aaptamine, a 1H-Benzo-naphthyridine Alkaloid

Aaptamine, a 1H-benzo-naphthyridine alkaloid, is prepared by the triphenylphosphite reduction of a vinylic nitro drivative.

Total Synthesis of Aaptamine, Demethyloxyaaptamine, and Their 3-Alkylamino Derivatives

A simple and efficient synthetic route for preparing the benzonaphthyridine framework is reported. Only seven steps are needed for the assembly of 3-alkylamino aaptamine from inexpensive isoquinoline 6 by this route with about 20% overall yield. The two k

AAPTAMINE ALKALOID DERIVATIVES AND SYNTHESIS METHOD AND APPLICATION THEREOF

A benzodiazepine alkaloid compound and a pharmaceutically acceptable salt thereof, the structure of the compound being shown in general formula (I). in the formula (I), R1, R2 and R3 independently are hydrogen, C1-4

A SYNTHESIS OF AAPTAMINE FROM 6,7-DIMETHOXY-1-METHYLISOQUINOLINE

6,7-Methoxy-1-methylisoquinoline 3a was nitratwd at C-8, oxidised to thenitro aldehyde 3r and then condensed with nitromethane using alumina as base to give the alcohol 3s, dehydration of which produced the nitroethene 3t.Iron-acetic acid treatment of com

Synthesis of the Marine Alkaloids Aaptamine and Demethyloxyaaptamine and of the Parent Structure Didemethoxyaaptamine

The first synthesis of the novel marine alkaloids aaptamine and demethyloxyaaptamine is described, as well as the first synthesis of the parent heterocycle 1H-benzonaphthyridine (didemethoxyaaptamine).