6597-46-2

Basic information

• Product Name: 5-[4-(dimethylamino)phenyl]-1-phenylpenta-2,4-dien-1-one
• CAS NO: 6597-46-2
• Molecular Formula: C₁₉H₁₉NO
• Molecular Weight: 277.3603
• Mol File: 6597-46-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 453°C at 760 mmHg
• Flash Point: 175.9°C
• Density: 1.09g/cm³
• Vapor Pressure: 2.14E-08mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 5-[4-(dimethylamino)phenyl]-1-phenylpenta-2,4-dien-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 5-[4-(dimethylamino)phenyl]-1-phenylpenta-2,4-dien-1-one(6597-46-2)
• EPA Substance Registry System: 5-[4-(dimethylamino)phenyl]-1-phenylpenta-2,4-dien-1-one(6597-46-2)

Safety Data

• Hazardous Substances Data: 6597-46-2(Hazardous Substances Data)

Upstream product

• 98-86-2 acetophenone 
• 6203-18-5 p-dimethylaminocinnamaldehyde 

Relevant articles and documents

Synthesis, biological evaluation and QSAR studies of diarylpentanoid analogues as potential nitric oxide inhibitors

A series of forty-five 1,5-diphenylpenta-2,4-dien-1-one analogues were synthesized and evaluated for their nitric oxide (NO) inhibition activity in IFN-γ/LPS-activated RAW 264.7 cells. Compounds 3h, 7a, 7d and 7e exhibited comparable or significantly higher activity than the standard, curcumin (IC50 = 14.69 ± 0.24 μM). Compound 7d, a 5-methylthiophenyl-bearing analogue, displayed the most promising NO-inhibitory activity with an IC50 value of 10.24 ± 0.62 μM. The 2D and 3D QSAR analyses performed revealed that a para-hydroxyl group on ring B and an α,β-unsaturated ketone moiety on the linker are crucial for a remarkable anti-inflammatory activity. Based on ADMET and TOPKAT analyses, compounds 3h, 7a and 7d are predicted to be nonmutagenic and to exhibit high blood-brain barrier (BBB) penetration, which indicates that they are potentially effective drug candidates for treating central nervous system (CNS) related disorders.