151562-91-3

Basic information

• Product Name: 1,8-Dihydroxy-10-(1-methoxy-5-phenylpentyl)-9(10H)-anthracenone
• Synonyms: 1,8-Dihydroxy-10-(1-methoxy-5-phenylpentyl)-9(10H)-anthracenone
• CAS NO: 151562-91-3
• Molecular Weight: 402.49
• Mol File: 151562-91-3.mol

Chemical Properties

• CAS DataBase Reference: 1,8-Dihydroxy-10-(1-methoxy-5-phenylpentyl)-9(10H)-anthracenone(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Dihydroxy-10-(1-methoxy-5-phenylpentyl)-9(10H)-anthracenone(151562-91-3)
• EPA Substance Registry System: 1,8-Dihydroxy-10-(1-methoxy-5-phenylpentyl)-9(10H)-anthracenone(151562-91-3)

Safety Data

• Hazardous Substances Data: 151562-91-3(Hazardous Substances Data)

Upstream product

• 1143-38-0 1,8-dihydroxy-9(10H)-anthracenone 
• 162750-68-7 (5-Chloro-5-methoxy-pentyl)-benzene 
• 126613-22-7 5-Phenylpentanal dimethyl acetal 
• 36884-28-3 5-phenyl-1-pentanal 

Relevant articles and documents

10-substituted 1,8-dihydroxy-9(10H) anthracenone pharmaceuticals

Therapeutic compositions comprising 1,8-dihydoxy-10-?2-(4-methylphenyl)-1-oxoethyl!-9(10H)-anthracenone and (R,S)-1,8-dihydroxy-10-(1-oxo-4-phenylpentyl)-9(10H)-anthracenone, said compounds having substantial therapeutic activity and minimal inflammatory

10-substituted 1,8-dihydroxy-9(10H) anthracenone pharmaceuticals

Therapeutic compositions comprising 1,8-dihyroxy-9(10H) anthracenones substituted at position 10 thereof with phenylalkylidene or arylacyl blocking moieties, said compounds having substantial therapeutic activity and minimal inflammatory effect.

Antipsoriatic Anthrones with Modulated Redox Properties. 1. Novel 10-Substituted 1,8-Dihydroxy-9(10H)-anthracenones as Inhibitors of 5-Lipoxygenase

The syntheses, the biological evaluation, and the structure-activity relationships of a novel series of 1,8-dihydroxy-9(10H)-anthracenones bearing acyl-, alkyl-, or alkylidene-linked aromatic substituents in the 10-position are described.The phenylacyl and phenylalkylidene analogs were far more potent inhibitors of 5-lipoxygenase (5-LO) from bovine polymorphonuclear leukocytes (IC50 values in the 10-7 M range) than the antipsoriatic drug anthralin, whereas phenylalkyl analogs were only weak inhibitors.Among the active compounds were both potent generators of hydroxyl radicals, as determined by deoxyribose degradation, and strong reducers of the stable free radical 2,2-diphenyl-1-picrylhydrazyl (DPPH).However, several derivatives of this series maintained 5-LO inhibitory activity but did not generate hydroxyl radicals and were not reactive with DPPH.In particular, phenylacyl analogs were also 6 times more efficient in inhibition of lipid peroxidation in model membranes than anthralin.Structure-activity relationships have shown that the presence of free phenolic groups in the attached aromatic ring is beneficial but not required for 5-LO inhibitory potency.The inhibitory potency in the 10-phenylacyl series increased with the length of the acyl chain with three methylene units being the optimum, suggesting a specific enzyme interaction which would not be expected for nonspecific redox inhibitors.