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

Product Name: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate
CAS No.: 120533-76-8
Chemical Name: diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate
Synonyms: BML-278;BML278|||BML 278;BML-278, SIRT activator;DI ETHYL 1 BENZYL 4 PHENYL 4H PYRIDINE 3-5 DICARBOXYLATE;Diethyl 1-benzyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate;diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate;3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-phenyl-1-(phenylmethyl)-, 3,5-diethyl ester
CBNumber: CB33050728
Molecular Formula: C24H25NO4
Formula Weight: 391.46
MOL File: 120533-76-8.mol

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diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate Property

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.

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 20209
Product name: BML-278
Purity: ≥95%
Packaging: 1mg
Price: $32
Updated: 2024/03/01

Cayman Chemical

Product number: 20209
Product name: BML-278
Purity: ≥95%
Packaging: 5mg
Price: $78
Updated: 2024/03/01

Cayman Chemical

Product number: 20209
Product name: BML-278
Purity: ≥95%
Packaging: 10mg
Price: $139
Updated: 2024/03/01

Cayman Chemical

Product number: 20209
Product name: BML-278
Purity: ≥95%
Packaging: 25mg
Price: $305
Updated: 2024/03/01

TRC

Product number: D441850
Product name: Diethyl1-Benzyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate
Packaging: 25mg
Price: $110
Updated: 2021/12/16

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

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

100-52-7

100-46-9

623-47-2

120533-76-8

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 Preparation Products And Raw materials

Raw materials

Preparation Products

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diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylate Suppliers

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120533-76-8, diethyl 1-benzyl-1,4-dihydro-4-phenylpyridine-3,5-dicarboxylateRelated Search:

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

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

3,5-Pyridinedicarboxylic acid, 1,4-dihydro-4-phenyl-1-(phenylmethyl)-, 3,5-diethyl ester

BML278|||BML 278

BML-278, SIRT activator

120533-76-8