120533-76-8

Basic information

• Product Name: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate
• Synonyms: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate;DI ETHYL 1 BENZYL 4 PHENYL 4H PYRIDINE 3-5 DICARBOXYLATE;Diethyl 1-benzyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate;BML-278
• CAS NO: 120533-76-8
• Molecular Formula: C₂₄H₂₅NO₄
• Molecular Weight: 391.4596
• EINECS: -0
• Mol File: 120533-76-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 139-141 °C(Solv: cyclohexane (110-82-7); benzene (71-43-2))
• Boiling Point: 525.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.183±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: Soluble in DMSO (up to 5 mg/ml).
• PKA: 2.05±0.70(Predicted)
• 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.
• CAS DataBase Reference: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate(120533-76-8)
• EPA Substance Registry System: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate(120533-76-8)

Safety Data

• Hazardous Substances Data: 120533-76-8(Hazardous Substances Data)

Usage

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.

References

1) Mai et al. (2009), Study of 1,4-dihydropyridine structural scaffold: discovery of novel sirtuin activators and inhibitors; J. Med.Chem.,52 5496

Upstream product

• 10601-80-6 ethyl 3,3-diethoxypropanoate 
• 3287-99-8 benzylamine hydrochloride 
• 100-52-7 benzaldehyde 
• 261896-16-6 tetraethyl 1,5-dibenzyl-1,5,8,8bα-tetrahydro-4,8-diphenylcyclobuta[1,2-b:3,4-b']dipyridine-3,4aα,7,8aβ(4H,4bβH)-tetracarboxylate 
• 623-47-2 propynoic acid ethyl ester 
• 27845-50-7 (E)-N-benzylidenebenzylamine 
• 100-46-9 benzylamine 

Downstream Products

• 252671-48-0 3,9-dibenzyl-1,5,7,11-tetrahydroxymethyl-6,12-diphenyl-3,9-diazapentacyclo[6.4.0.0^2,7.0^4,11.0^5,10]dodecane-1,5,7,11-tetracarboxylate 
• 875779-49-0 1-benzyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylic acid 
• 1053417-68-7 tetraethyl 3,9-dibenzyl-6,12-diphenyl-3,9-diazahexacyclo[6.4.0.0(2.7).0(4.11).0(5.10)]dodecane-1,5,7,11-tetracarboxylate 
• 261896-16-6 tetraethyl 1,5-dibenzyl-1,5,8,8bα-tetrahydro-4,8-diphenylcyclobuta[1,2-b:3,4-b']dipyridine-3,4aα,7,8aβ(4H,4bβH)-tetracarboxylate 
• 120533-81-5 1-Benzyl-4-phenyl-1,4-dihydro-pyridine-3,5-dicarbothioic acid di-O-ethyl ester 

Relevant articles and documents

Synthesis and biological evaluation of the first N-alkyl cage dimeric 4- aryl-1,4-dihydropyridines as novel nonpeptidic HIV-1 protease inhibitors

A first series of novel NH and N-alkyl-substituted cage dimeric 4-aryl- 1,4-dihydropyridines 3a-f has been synthesized and evaluated as HIV-1 protease inhibitors in in vitro assays. While the NH and N-methyl derivatives 3a,b,e,f were almost inactive with

Synthesis of 1,4-dihydropyridines and their fluorescence properties

We have successfully synthesized 3,4,5-substituted 1,4-dihydropyridines (1,4-DHPs) from amine hydrochloride salts, aldehydes, and acetals in good yields without the addition of a catalyst. The synthesized 1,4-DHPs exhibit various wavelengths of fluorescen

1,4- DIHYDROPYRIDINE DERIVATIVES WITH HSP MODULATING ACTIVITY

The invention provides 1,4-dihydropyridine derivatives of formula (I) wherein R1 is optionally substituted C6-24aryl group or 5 to 6 membered heteroaryl group comprising 1 to 3 nitrogen atoms or other heteroatoms like oxygen and sulp