881915-97-5

Basic information

• Product Name: 1,4-Pentadien-3-one, 1,5-bis(3-hydroxyphenyl)-, (1E,4E)-
• CAS NO: 881915-97-5
• Molecular Formula: C17H14O3
• Molecular Weight: 266.296
• Mol File: 881915-97-5.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,4-Pentadien-3-one, 1,5-bis(3-hydroxyphenyl)-, (1E,4E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4-Pentadien-3-one, 1,5-bis(3-hydroxyphenyl)-, (1E,4E)-(881915-97-5)
• EPA Substance Registry System: 1,4-Pentadien-3-one, 1,5-bis(3-hydroxyphenyl)-, (1E,4E)-(881915-97-5)

Safety Data

• Hazardous Substances Data: 881915-97-5(Hazardous Substances Data)

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 67-64-1 acetone 

Downstream Products

• 223137-87-9 (R)-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol 
• 636601-27-9 (S)-4,4'-dibromo-2,2',3,3'-tetrahydro-1,1'-spirobi[indene]-7,7'-diol 
• 1427054-10-1 1,5-bis(2-bromo-5-hydroxyphenyl)pentan-3-one 
• 1427054-08-7 1,5-bis(3-hydroxyphenyl)pentan-3-one 
• 223137-87-9 2,2′,3,3′-tetrahydro-1,1′-spirobi[indene]-7,7′-diol 

Relevant articles and documents

Anti-oxidant activities of curcumin and related enones

The natural product curcumin (diferuloylmethane, 1,7-bis(4-hydroxy-3- methoxyphenyl)-1,6-heptadiene-3,5-dione), obtained from the spice turmeric, exhibits numerous biological activities including anti-cancer, anti-inflammatory, and anti-angiogenesis activities. Some of these biological activities may derive from its anti-oxidant properties. There are conflicting reports concerning the structural/electronic basis of the anti-oxidant activity of curcumin. Curcumin is a symmetrical diphenolic dienone. A series of enone analogues of curcumin were synthesized that included: (1) curcumin analogues that retained the 7-carbon spacer between the aryl rings; (2) curcumin analogues with a 5-carbon spacer; and (3) curcumin analogues with a 3-carbon spacer (chalcones). These series included members that retained or were devoid of phenolic groups. Anti-oxidant activities were determined by the TRAP assay and the FRAP assay. Most of the analogues with anti-oxidant activity retained the phenolic ring substituents similar to curcumin. However, a number of analogues devoid of phenolic substituents were also active; these non-phenolic analogues are capable of forming stable tertiary carbon-centered radicals.

Phosphoric Acid-Catalyzed Asymmetric Synthesis of SPINOL Derivatives

Axially chiral 1,1′-spirobiindane-7,7′-diol (SPINOL) is the most fundamental and important privileged structure from which other chiral ligands containing a 1,1′-spirobiindane backbone are synthesized. Driven by the development of enantioselective syntheses of axially chiral SPINOL derivatives, we have successfully developed the first phosphoric acid-catalyzed asymmetric approach. This approach is highly convergent and functional group tolerant, efficiently providing SPINOLs in good yield with excellent enantioselectivity, thus delivering a practical and straightforward access to this privileged structure. It should be emphasized that the catalyst loading could be decreased to only 0.1 mol% for the preparative-scale synthesis. Furthermore, 4,4′-dimethyl-SPINOL-phosphoric acid was synthesized and applied to catalyze the model reaction for synthesis of enantioenriched SPINOL derivatives.

Method and compounds for cancer treatment utilizing NFkB as a direct or ultimate target for small molecule inhibitors

A method is described for cancer treatment through NFκB inhibition. NFκB is a direct or ultimate target for small molecule inhibitors. These small molecule inhibitors are aimed at suppression of NFκB directly or by indirect suppression of IKK, SFK kinases, or other upstream kinases. The present invention includes small molecule inhibitors comprising three, five, and seven carbon unsaturated spacers having one or two carbonyls, flanked by substituted aryl rings. The small molecule inhibitors can be symmetrical or unsymmetrical.