86047-14-5

Usage

InChI:InChI=1/C19H11N3O2/c1-22-9-13-12(8-15(22)23)17-16-11(6-7-20-18(16)19(13)24)10-4-2-3-5-14(10)21-17/h2-9H,1H3

Upstream product

• 124293-97-6 5-(1-methyl-2-oxo-1,2-dihydropyridin-4-yl)-3,6-phenanthroline-4-carbonitrile 
• 52590-25-7 N-methyl-N-(3,4-dimethoxyphenethyl)acetamide 
• 6275-29-2 N-[2-(3,4-dimethoxyphenyl)ethyl]acetamide 
• 304-47-2 Kynuramine dihydrobromide 
• 62-31-7 dopamine hydrochloride 
• 63637-61-6 kynuramine methyl carbamate 
• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 343-94-2 tryptamine hydochloride 
• 77516-15-5 2,3-dihydro-Nb-methoxycarbonyl-2-oxotriptamine 
• 37034-31-4 N-(tert-butoxycarbonyl)dopamine 
• 58635-45-3 methyl 2-(1-H-indol-3-yl)ethylcarbamate 
• 114552-27-1 diazaanthraquinone 
• 184366-31-2 7-bromo-5,8-dimethoxy-4-(2-nitrophenyl)quinoline 
• 184366-15-2 7-bromo-8-hydroxy-5-methoxy-4-(2-nitrophenyl)quinoline 

Relevant academic research and scientific papers

Oxidative Cyclization of Kynuramine and Ynones Enabling Collective Syntheses of Pyridoacridine Alkaloids

A cerium(III)-catalyzed oxidative cyclization of kynuramine and ynones has been reported as a key reaction in the total synthesis of marine pentacyclic pyridoacridine alkaloids featuring different ring connectivity patterns. The formation of tricyclic benzonaphthyridine rings was identified in the oxidative process. By combining with an intramolecular acylation and the chemoselective late-stage functionalization of pyridine rings, different approaches with 4-10 steps have been designed to accomplish the synthesis of alkaloids demethyldeoxyamphimedine (1), amphimedine (2), meridine (3), isocystodamine (4), N-methylisocystodamine (5), N-hydroxymethylisocystodamine (6), 9-hydroxyisoacididemin (7), neolabuanine A (8), and ecionine A (9).

Bioinspired Syntheses of the Pyridoacridine Marine Alkaloids Demethyldeoxyamphimedine, Deoxyamphimedine, and Amphimedine

Efficient bioinspired syntheses of the biologically active pyridoacridine marine alkaloids demethyldeoxyamphimedine, deoxyamphimedine, and amphimedine are reported. Reaction of styelsamine D, prepared via an optimized route starting from Boc-dopamine, wit

Total synthesis of amphimedine

The cytotoxic fused pentacyclic aromatic alkaloid, amphimedine (2) from a Pacific sponge, was synthesized employing hetero Diels-Alder reactions.

A Simple Synthesis of Amphimedine

The marine alkaloid amphimedine has been synthesized by a short sequence of reactions commencing from the known indenopyridinedione (2).Reaction with 4-pyridillithium, followed by hydrazoic acid treatment, gave 5-(4-pyridyl)-3,6-phenanthrolin-4(3H)-one (1

SYNTHESIS OF AMPHIMEDINE, A NEW FUSED AROMATIC ALKALOID FROM A PACIFIC SPONGE, Amphimedon sp.

Synthesis of the cytotoxic fused pentacyclic aromatic alkaloid, amphimedine 1, is described.