diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate Chemical Properties

Melting point:

139-141 °C(Solv: cyclohexane (110-82-7); benzene (71-43-2))

Boiling point:

525.5±50.0 °C(Predicted)

Density 

1.183±0.06 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in DMSO (up to 5 mg/ml).

form 

solid

pka

2.05±0.70(Predicted)

color 

Off-white

Stability:

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 3 months.

diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate Usage And Synthesis

Description

BML-278 (120533-76-8) is a structurally novel activator of SIRT1 (EC50=1 μM). Displays selectivity over SIRT2 and 3 (EC50=25 and 50 μM respectively). Cell permeable.

Uses

Diethyl 1-Benzyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate is a cell-permeable and potent SIRT activator that induces cell cycle arrest. SIRT modulators have therapeutic potential the treatment of cancer, cardiovascular, metabolic, inflammatory, and neurodegenerative diseases.

Definition

ChEBI: 4-phenyl-1-(phenylmethyl)-4H-pyridine-3,5-dicarboxylic acid diethyl ester is a dihydropyridine.

Synthesis

A mixture of benzaldehyde (0.05 mol), ethyl propargylate (0.10 mol), benzylamine (0.05 mol) and 5.0 mL of acetic acid was heated in a steam bath for 25 min [16,17]. After completion of the reaction, the crude product was purified by crystallization with a solvent mixture of methanol and water (4:1, v/v) followed by recrystallization with a solvent mixture of acetone and hexane (1:1, v/v) to give diethyl 1-benzyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate.

References

[1] ANTONELLO MAI*. Study of 1,4-Dihydropyridine Structural Scaffold: Discovery of Novel Sirtuin Activators and Inhibitors[J]. Journal of Medicinal Chemistry, 2009, 52 17: 5496-5504. DOI:10.1021/jm9008289

diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate(120533-76-8)Related Product Information

• APICIDIN
• N,N'-[Sulfonylbis(1,4-phenylene)]bis(chloroacetamide)
• SIRTINOL
• 2-N-HEXYL-4-PENTYNOIC ACID