164329-24-2

Basic information

• Product Name: 2,4-diacetoxyl-6-hydroxybenzaldehyde
• Synonyms: 2,4-diacetoxyl-6-hydroxybenzaldehyde
• CAS NO: 164329-24-2
• Molecular Weight: 238.197
• Mol File: 164329-24-2.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 2,4-diacetoxyl-6-hydroxybenzaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 2,4-diacetoxyl-6-hydroxybenzaldehyde(164329-24-2)
• EPA Substance Registry System: 2,4-diacetoxyl-6-hydroxybenzaldehyde(164329-24-2)

Safety Data

• Hazardous Substances Data: 164329-24-2(Hazardous Substances Data)

Upstream product

• 623-11-0 1-methyl-4-nitrosobenzene 
• 487-70-7 2,4,6-trihydroxybenzaldehyde 
• 108-24-7 acetic anhydride 
• 53277-19-3 2,4,6-triacetoxybenzaldehyde 

Downstream Products

• 1154-78-5 3′,4′,5,7-tetrahydroxyflavylium chloride 
• 7084-24-4 cyanidin-3-glucoside chloride 
• 18466-51-8 pelargonidin-3-glucoside chloride 
• 3067-10-5 7-hydroxy-5-methoxychromene-2-one 
• 31525-76-5 5-methoxyseselin 

Relevant articles and documents

First chemical synthesis report of an anthocyanin metabolite with in vivo occurrence: Cyanidin-4′-O-methyl-3-glucoside

Anthocyanins are natural polyphenolic compounds with important biological properties. In humans, these compounds are metabolized into different derivatives namely methyl, glucuronyl, and sulfate conjugates. Among these, cyanidin-4′-O-methyl-3-glucoside, a

Anti-AIDS agents. 37. Synthesis and structure-activity relationships of (3'R,4'R)-(+)-cis-khellactone derivatives as novel potent anti-HIV agents

To explore the structural requirements of (+)-cis-khellactone derivatives as novel anti-HIV agents, 24 monosubstituted 3',4'-di-O-(S)- camphanoyl-(+)-cis-khellactone (DCK) derivatives were synthesized asymmetrically. These compounds included 4 isomeric monomethoxy analogues (3- 6), 4 isomeric monomethyl analogues (7-10), 4 4-alkyl/aryl-substituted analogues (11-14), and 12 4-methyl-(+)-cis-khellactone derivatives (15-26) with varying 3',4'-substituents. These (+)-cis-khellactone derivatives were screened against HIV-1 replication in acutely infected H9 lymphocytes. The results demonstrated that the (3'R,4'R)-(+)-cis-khellactone skeleton, two (S)-(-)-camphanoyl groups at the 3'- and 4'-positions, and a methyl group on the coumarin ring, except at the 6-position, were optimal structural moieties for anti-HIV activity. 3-Methyl- (7), 4-methyl- (8), and 5-methyl- (9) 3',4'- di-O-(S)-camphanoyl-(3'R,4'R)-(+)-cis-khellactone showed EC50 and therapeutic index values of -5 μM and >2.15 x 106, respectively, in H9 lymphocytes, which are much better than those of DCK and AZT in the same assay. Furthermore, 8 and 9 also showed potent inhibitory activity against HIV-1 replication in the CEM-SS cell line, and most monosubstituted DCK analogues were less toxic than DCK in both assays.

145. Synthesis of 3-Methoxy- and 3-(β-D-Glucopyranosyloxy)flavylium Ions. Influence of the Flavylium Substitution Pattern on the Reactivity of Anthocyanins in Aqueous Solution

The synthesis of 3-glycosyloxylated flavylium ions (anthocyanins), in particular of callistephin (4), a natural anthocyanin, is described.The structural transformations in aqueous solution and molecular complexation with chlorogenic acid (7) and caffeine (8) of the synthesized pigments 3 and 4 are investigated and compared to those of the corresponding 3-methoxyflavylium ions 1 and 2 and to those of oenin (5) and malvin (6), two very common natural anthocyanins.The results are discussed in terms of the role played by the glycosyloxy residues in the chemical properties of anthocyanins.Anthocyanin molecular complexation (copigmentation) is quantitatively investigated by UV/VIS spectroscopy and 1H-NMR.In particular, the UV/VIS spectroscopic data are interpreted using a general theoretical treatment, which, e.g., allows to demonstrate the formation of molecular complexes between the colourless forms of an anthocyanin and 8.