36519-50-3

Upstream product

• 60536-21-2 10-benzylacridine-9(10H)-one 
• 100-44-7 benzyl chloride 
• 578-95-0 10H-acridin-9-one 
• 100-58-3 phenylmagnesium bromide 
• 947700-71-2 C₂₇H₂₃NO 
• 947700-70-1 C₂₇H₂₃NO 

Downstream Products

• 60536-21-2 10-benzylacridine-9(10H)-one 
• 155816-67-4 4-phenylnonan-2-one 
• 23426-03-1 3,3-diphenylpropanoic acid methyl ester 
• 947700-71-2 C₂₇H₂₃NO 
• 881662-42-6 Rh((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl)(C₆H₅)(P(C₆H₅)3) 
• 947700-85-8 Rh((R)-2,2'-bis(diphenylphosphino)-1,1'-binaphthyl))C₆H₄)(P(C₆H₅)2) 

Relevant academic research and scientific papers

N-substituted phenoxazine and acridone derivatives: Structure-activity relationships of potent P2X4 receptor antagonists

P2X4 receptor antagonists have potential as drugs for the treatment of neuropathic pain and neurodegenerative diseases. In the present study the discovery of phenoxazine derivatives as potent P2X4 antagonists is described. N-Substituted phenoxazine and related acridone and benzoxazine derivatives were synthesized and optimized with regard to their potency to inhibit ATP-induced calcium influx in 1321N1 astrocytoma cells stably transfected with the human P2X4 receptor. In addition, species selectivity (rat, mouse, human) and receptor subtype selectivity (versus P2X1,2,3,7) were investigated. The most potent P2X4 antagonist of the present series was N-(benzyloxycarbonyl)phenoxazine (26, PSB-12054) with an IC50 of 0.189 μM and good selectivity versus the other human P2X receptor subtypes. N-(p-Methylphenylsulfonyl)phenoxazine (21, PSB-12062) was identified as a selective P2X4 antagonist that was equally potent in all three species (IC50: 0.928-1.76 μM). The compounds showed an allosteric mechanism of action. The present study represents the first structure-activity relationship analysis of P2X4 antagonists.

Rhodium-catalyzed aryl transfer from trisubstituted aryl methanols to α,β-unsaturated carbonyl compounds

(Chemical Equation Presented) A process of elimination: The rhodium-catalyzed arylation of α,β-unsaturated carbonyl compounds with 9-aryl-10-benzyl-9,10-dihydroacridin-9-ols 1 as arylating reagents proceeds efficiently via β-aryl elimination of the rhodium alkoxide intermediates, to give the 1,4-addition products in high yields (see scheme; Bn = benzyl, cod = cycloocta-1,5-diene).