52199-86-7

Basic information

• Product Name: 3,5-Heptanedione, 1,7-bis[4-(acetyloxy)-3-methoxyphenyl]-
• CAS NO: 52199-86-7
• Molecular Formula: C25H28O8
• Molecular Weight: 456.493
• Mol File: 52199-86-7.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3,5-Heptanedione, 1,7-bis[4-(acetyloxy)-3-methoxyphenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Heptanedione, 1,7-bis[4-(acetyloxy)-3-methoxyphenyl]-(52199-86-7)
• EPA Substance Registry System: 3,5-Heptanedione, 1,7-bis[4-(acetyloxy)-3-methoxyphenyl]-(52199-86-7)

Safety Data

• Hazardous Substances Data: 52199-86-7(Hazardous Substances Data)

Upstream product

• 458-37-7 curcumin 
• 121-33-5 vanillin 
• 123-54-6 acetylacetone 
• 98885-93-9 curcumin 
• 19697-86-0 [4-[(1E,6E)-7-(4-acetyloxy-3-methoxyphenyl)-3,5-dioxohepta-1,6-dienyl]-2-methoxyphenyl] acetate 
• 814919-70-5 (1E,4Z,6E)-5-hydroxy-1,7-bis(4-hydroxy-3-methoxyphenyl)hepta-1,4,6-trien-3-one 

Downstream Products

• 36062-04-1 1,7-bis(4-hydroxy-3-methoxyphenyl)-heptane-3,5-dione 

Relevant articles and documents

Preparation method of tetrahydrocurcumin and intermediate thereof

The invention provides a preparation method of tetrahydrocurcumin and an intermediate thereof, and the preparation method of the intermediate comprises the following steps: step a, in the presence ofalkali, reacting a compound (IV) with an acetylation reagent in a solvent to obtain a compound (III); b, in the presence of a catalyst and a solvent, the compound (III) and hydrogen or a hydrogen donor are subjected to a reduction reaction to obtain a compound (II), namely the tetrahydrocurcumin intermediate; and the tetrahydrocurcumin preparation method comprises the step that acetyl is removed from the compound (II) in the solvent in the presence of alkali to obtain a compound (I), namely tetrahydrocurcumin. The selectivity of the diacetyl curcumin reduction reaction is far superior to thatof direct reduction of curcumin, and the yield is high; the method is simple and convenient in purification and high in product content, and hardly contains curcumin, hexahydrocurcumin and octahydrocurcumin; the method disclosed by the invention is simple and feasible to operate, stable and durable in process, easy to control, easy to amplify and convenient in post-reaction treatment, and can be economically and conveniently used for industrial production.

Synthesis and structure of new heterocyclic derivatives of curcumin

New heterocyclic derivatives of curcumin (3) of different ring size were synthesized by reaction of a key intermediate, 1,7-bis(4-acetoxy-3-methoxyphenyl)hepta-3,5-dione (5) with some bi-nucleophilic molecules. These new synthetic derivatives were obtaine

Synthetic derivatives of curcumin and their activity against Leishmania amazonensis

In a previous work, the in vitro and in vivo activity of a series of diarylheptanoid derivatives against Leishmania amazonensis has been described. Based on the promising results, ten new compounds belonging to the same chemical class were synthesized and have been investigated in relation to their leishmanicidal activity. The compounds were obtained through several chemical modifications on the basic structure of curcumin (1,7-bis-(4-hydroxy-a-methoxyphenyl)-1,6-heptadiene-3,5-dione) in an attempt to increase its effectiveness and decrease the potential toxic effects. The drugs were assayed in vitro against L. amazonensis promastigotes and using pentamidine isethionate as reference drug. The results showed that the most effective compound is 1,7- bis- (4-propargyl-3-methoxyphenyl)-1, 6-heptadiene-3,5- dione, which is about ten times more efficient than the original curcumin. Nevertheless, these results did not allow us to make any correlation between the leishmanicidal activity and the chemical structure of the compounds.