19825-40-2

Basic information

• Product Name: Ethanone, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-
• CAS NO: 19825-40-2
• Molecular Formula: C13H16O3
• Molecular Weight: 220.268
• Mol File: 19825-40-2.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-(19825-40-2)
• EPA Substance Registry System: Ethanone, 1-[2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl]-(19825-40-2)

Safety Data

• Hazardous Substances Data: 19825-40-2(Hazardous Substances Data)

Upstream product

• 87963-55-1 6-acetyl-2,2-dimethyl-3-phenylthiochroman-5-ol 
• 24672-84-2 6-acetyl-5-hydroxy-2,2-dimethylchromene 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 57253-29-9 3-bromo-2-methyl-1-methyl-1-propene 
• 108-46-3 recorcinol 
• 556-82-1 3-methyl-2-buten-1-ol 
• 54730-26-6 4-methoxymethoxy-3-(3,3-dimethylallyl)-2-hydroxyacetophenone 
• 1314539-20-2 2'-prenyloxy-4'-methoxymethoxyacetophenone 
• 65490-08-6 2-hydroxy-4-(methoxymethoxy)acetophenone 
• 870-63-3 prenyl bromide 
• 115-18-4 2-methyl-3-buten-2-ol 
• 503-60-6 3,3-dimethyl-allyl chloride 
• 78-79-5 isoprene 
• 111492-41-2 6-acetyl-3-phenylsulphonyl-2,2-dimethylchroman-5-ol 

Downstream Products

• 76609-42-2 4-benzyloxy-3-prenylresacetophenone 
• 54730-26-6 4-methoxymethoxy-3-(3,3-dimethylallyl)-2-hydroxyacetophenone 
• 52601-06-6 1-(2-hydroxy-4-methoxy-3-(3-methyl-butyl-2-ene-1-yl)phenyl)ethanone 
• 56075-16-2 2,4-Dimethoxy-3-C-prenylacetophenone 
• 141803-56-7 2',4'-dihydroxy-2,4-dimethoxy-3'-(3-methylbut-2-enyl)chalcone 
• 56083-03-5 4-hydroxylonchocarpin 
• 64173-09-7 (E)-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one 
• 51848-09-0 glabrachromene II 
• 179003-85-1 (E)-3-(3,4-dimethoxyphenyl)-1-(5-hydroxy-2,2-dimethyl-2H-chromen-6-yl)prop-2-en-1-one 
• 791113-15-0 4-chloro-2',4'-dihydroxy-3'-prenylchalcone 
• 54647-08-4 4-hydroxyderricin 
• 151135-82-9 (E)-1-<2,4-dihydroxy-3-(3-methyl-2-butenyl)phenyl>-3-<4-hydroxy-3-(3-methyl-2-butenyl)phenyl>-2-propen-1-one 

Relevant articles and documents

Magnesium dicarboxylates promote the prenylation of phenolics that is extended to the total synthesis of icaritin

The prenylation of phenolic substrates promoted by magnesium dicarboxylates was developed. An investigation of the scope demonstrated that substrates with electron-donating group(s) gave better yields than those with electron-withdrawing group(s). Althoug

Preparation method and application of natural product Xanthoangelol D and derivative thereof

The invention discloses a preparation method and application of an isopentenyl chalcone natural product and a derivative thereof. The structural general formula (I) and (II) of the isopentenyl chalcone natural product and the derivative thereof are as follows. Compared with a novel isopentenyl chalcone derivative, the obtained natural product Xanthoangelol D has inhibitory activity improved to a certain degree on bacillus subtilis. The preparation rout of the preparation method has fewer process steps, raw materials are easily available, and the preparation method is suitable for industrial production.

Synthesis and pharmacological properties of naturally occurring prenylated and pyranochalcones as potent anti-inflammatory agents

An efficient approach has been developed for the synthesis of naturally occurring prenylated chalcones viz. kanzonol C (1), stipulin (2), crotaorixin (3), medicagenin (4), licoagrochalcone A (5) and abyssinone D (6) along with the pyranochalcones paratocarpin C (7), anthyllisone (8) and 3-O-methylabyssinone A (9). The key step of the synthesis is a Claisen-Schmidt condensation. Subsequently, their anti-inflammatory effects were investigated in lipopolysaccharides (LPSs)-induced RAW-264.7 macrophages. Of the synthesized chalcones, compounds 5 (IC50 = 10.41 μmol/L), 6 (IC50 = 9.65 μmol/L) and 8 (IC50 = 15.34 μmol/L) show remarkable activity with no cytotoxicity. Compound 9 (IC50 = 4.5 μmol/L) exhibits maximum (83.6%) nitric oxide (NO) inhibition, but shows slight cytotoxicity. The results reveal that the chalcones bearing the prenyl group at 3- and/or 5-position on ring A (acetophenone moiety), i.e., 1-4 and 7 show weak, or no inhibition activity, whereas chalcones having the prenyl group only on ring B (aldehyde part), i.e., 5, 6 and 8 show significant activity on the production of inflammatory mediated NO with no cytotoxicity.