4707-72-6

Usage

Uses

Used in Pharmaceutical Industry:
Phenanthren-9-ylmethanol is used as an antimalarial compound for its ability to combat malaria, a life-threatening disease caused by parasites that are transmitted to humans through the bites of infected mosquitoes. Its incorporation into dihydroartemisinin derivatives enhances the effectiveness of these drugs in treating malaria.
Used in Chemical Research:
As a compound with potential aromatic intercalating properties, Phenanthren-9-ylmethanol is utilized in the field of chemical research for the development and synthesis of new dihydroartemisinin derivatives. These derivatives hold promise for improved antimalarial treatments and may lead to the discovery of novel applications in various industries.

InChI:InChI=1/C15H12O/c16-10-12-9-11-5-1-2-6-13(11)15-8-4-3-7-14(12)15/h1-9,16H,10H2

Upstream product

• 350498-60-1 1,2,3,4-di-O-isopropylidene-D-galactopyranosyl phenanthrene-9-ylmethoxycarbonate 
• 82491-33-6 9-methylene-9,10-dihydrophenanthrene 

Downstream Products

• 4707-71-5 Phenanthrene-9-carboxaldehyde 
• 883-20-5 9-methylphenanthrene 
• 169556-04-1 4-anilinobutyl 9-phenanthrylmethyl ether 
• 169556-06-3 5-anilinopentyl 9-phenanthrylmethyl ether 
• 169556-11-0 4-(N-methylanilino) 9-phenanthrylmethyl ether 
• 169556-08-5 6-anilinohexyl 9-phenanthrylmethyl ether 
• 50781-52-7 9-(cyanomethyl)phenanthrene 
• 1034151-57-9 methyl (2S,3S)-2-(9-anthrylmethoxy)-2,3-diphenyl-3-(phenylamino)-propanoate 
• 605-05-0 9-benzyl-phenanthrene 
• 33895-28-2 9-Phenanthrylmethyl-triphenylphosphonium-bromid 
• 33895-31-7 C₄₈H₃₃OP 
• 5328-28-9 methyl 3-(9-phenanthryl)propanoate 
• 854446-64-3 2-oxo-1-[9]phenanthrylmethyl-cyclohexanecarboxylic acid ethyl ester 
• 15398-91-1 9-phenanthrylmethylamine 

Relevant academic research and scientific papers

Anthraquinon-2-ylmethoxycarbonyl (Aqmoc): A new photochemically removable protecting group for alcohols

(formula presented) Synthesis and photochemistry of a new photochemically removable protecting group for alcohols is described. Four carbonates of galactose derivatives (1-4) were synthesized from the corresponding arylmethanols via 4-nitrophenyl carbonate intermediates. Among them, photolysis of anthraquinon-2-ylmethoxycarbonyl (Aqmoc) galactose (1) proceeded with overall photolysis efficiency of 150 (quantum yield 0.10, and molar absorptivity 1500 M-1 cm-1) and rate constant of ～106 s-1. To demonstrate its application to a biologically related molecule, 5′-Aqmoc-adenosine (5) was synthesized and photolyzed to yield adenosine in 91% yield.

Preparation and Chemical Behaviour of exo-Methylene Compounds: Isoelectronic Compounds of 5-Methylenecyclohexa-1,3-diene

Some exo-methylene compounds such as 9-methylene-9,10-dihydrophenanthrene(2) were photolytically prepared and their chemical behaviour was investigated.Treatment of (2) with acid (CF3CO2H) or base (OBut(1-)) led to the formation of 9-methylphenanthrene, with bromine to 9-bromomethylphenanthrene.Reaction with dimethyl acetylenedicarboxylate did not give Diels-Alder adduct but give an ene adduct.Treatment with ethenetetracarbonitrile also gave an ene adduct.Reaction with carbene or carbenoids gave 9,10-dihydrophenanthrene-9-spirocyclopropanes.Reaction with ethenetetracarbonitrile was examined for other exo-methylene compounds, 1-methylene-1,2-dihydronaphtalene and 2-methylene-2,3-dihydrobenzothiophene.The aromatisation may be responsible for the reactions of these exo-methylene compounds except for the reaction with carbenes.