82354-36-7

Basic information

• Product Name: 1,5-Dihydroxy-3-methoxy-10-methyl-4-(3-methyl-2-butenyl)acridin-9(10H)-one
• Synonyms: 1,5-Dihydroxy-3-methoxy-10-methyl-4-(3-methyl-2-butenyl)acridin-9(10H)-one;Glycocitrine I
• CAS NO: 82354-36-7
• Molecular Formula: C20H21NO4
• Molecular Weight: 339.39
• Mol File: 82354-36-7.mol
• Article Data: 1

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,5-Dihydroxy-3-methoxy-10-methyl-4-(3-methyl-2-butenyl)acridin-9(10H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1,5-Dihydroxy-3-methoxy-10-methyl-4-(3-methyl-2-butenyl)acridin-9(10H)-one(82354-36-7)
• EPA Substance Registry System: 1,5-Dihydroxy-3-methoxy-10-methyl-4-(3-methyl-2-butenyl)acridin-9(10H)-one(82354-36-7)

Safety Data

• Hazardous Substances Data: 82354-36-7(Hazardous Substances Data)

Upstream product

• 108937-62-8 5-benzyloxy-1-hydroxy-3-methoxy-4-(3,3-dimethylallyl)-N-methylacridone 

Relevant articles and documents

Synthesis of Acridone Alkaloids: Glycocitrine-I, N-Methylatalphylline, Atalphyllidine, 11-Hydroxyacronycine and 11-Hydroxynoracronycine

Selective benzylation of 1,3,5-trihydroxyacridone (3) results in 5-benzylated acridone (6), which on prenylation affords a mixture of monoprenylated acridone (7) and diprenylated acridone (9).Treatment of 7 with methyl iodide followed by hydrogenolysis furnishes glycocitrine-I (1). 9 on benzylation, followed by N-methylation and debenzylation yields N-methylatalphylline (2).Condensation of 6 with 3-hydroxyisovaleraldehyde dimethylacetal results in 15, which on hydrogenolysis furnishes atalphyllidine (12). 15 on methylation affords N-methylacridone (16) and N,O-dimethylacridone (17).Compounds 16 and 17 on hydrogenolysis afford 11-hydroxynoracronycine (13) and 11-hydroxyacronycine (14), respectively.