14774-14-2

Basic information

• Product Name: 4H-Pyran-4-one,2,6-diethyl-(6CI,8CI,9CI)
• Synonyms: 4H-Pyran-4-one,2,6-diethyl-(6CI,8CI,9CI);2,6-Diethyl-4H-pyran-4-one;4H-Pyran-4-one,2,6-diethyl-
• CAS NO: 14774-14-2
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.19038
• Product Categories: PYRANONE
• Mol File: 14774-14-2.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 261.174°C at 760 mmHg
• Flash Point: 114.897°C
• Appearance: /
• Density: 1.003g/cm³
• Vapor Pressure: 0.012mmHg at 25°C
• Refractive Index: 1.474
• CAS DataBase Reference: 4H-Pyran-4-one,2,6-diethyl-(6CI,8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 4H-Pyran-4-one,2,6-diethyl-(6CI,8CI,9CI)(14774-14-2)
• EPA Substance Registry System: 4H-Pyran-4-one,2,6-diethyl-(6CI,8CI,9CI)(14774-14-2)

Safety Data

• Hazardous Substances Data: 14774-14-2(Hazardous Substances Data)

Usage

Structure

Pyranone derivative with two ethyl substituents at the 2 and 6 positions

Uses

Organic synthesis
Building block for the preparation of various pharmaceuticals and agrochemicals
Potential applications in medicinal chemistry
Key intermediate in the development of new drugs
Other industrial and research applications in organic chemistry

InChI:InChI=1/C9H12O2/c1-3-8-5-7(10)6-9(4-2)11-8/h5-6H,3-4H2,1-2H3

Upstream product

• 35236-85-2 6-ethyl-3-propionyl-pyran-2,4-dione 
• 542-05-2 acetonedicarboxylic acid 
• 123-62-6 propionic acid anhydride 
• 642493-30-9 2,6-diethyl-4-oxo-4H-pyran-3,5-dicarboxylic acid diethyl ester 

Downstream Products

• 1115035-61-4 2,6-diethylpyridin-4-ol 
• 144291-54-3 4-amino-2,6-diethylpyridine 

Relevant articles and documents

Di-substituted pyridinyl aminohydantoins as potent and highly selective human β-secretase (BACE1) inhibitors

The identification of highly selective small molecule di-substituted pyridinyl aminohydantoins as β-secretase inhibitors is reported. The more potent and selective analogs demonstrate low nanomolar potency for the BACE1 enzyme as measured in a FRET assay, and exhibit comparable activity in a cell-based (ELISA) assay. In addition, these pyridine-aminohydantoins are highly selectivity (>500×) against the other structurally related aspartyl proteases BACE2, cathepsin D, pepsin and renin. Our design strategy followed a traditional SAR approach and was supported by molecular modeling studies based on the previously reported aminohydantoin 3a. We have taken advantage of the amino acid difference between the BACE1 and BACE2 at the S2′ pocket (BACE1 Pro70 changed to BACE2 Lys86) to build ligands with >500-fold selectivity against BACE2. The addition of large substituents on the targeted ligand at the vicinity of this aberration has generated a steric conflict between the ligand and these two proteins, thus impacting the ligand's affinity and selectivity. These ligands have also shown an exceptional selectivity against cathepsin D (>5000-fold) as well as the other aspartyl proteases mentioned. One of the more potent compounds (S)-39 displayed an IC50 value for BACE1 of 10 nM, and exhibited cellular activity with an EC50 value of 130 nM in the ELISA assay.

Discovery of (R)-6-cyclopentyl-6-(2-(2,6-diethylpyridin-4-yl)ethyl)-3-((5, 7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl)-4-hydroxy-5, 6-dihydropyran-2-one (PF-00868554) as a potent and orally available hepatitis C virus polymerase inhibitor

The HCV RNA-dependent RNA polymerase has emerged as one of the key targets for novel anti-HCV therapy development. Herein, we report the optimization of the dihydropyrone series inhibitors to improve compound aqueous solubility and reduce CYP2D6 inhibitio

Synthesis and Enantioselective Baeyer-Villiger Oxidation of Prochiral Perhydro-pyranones with Recombinant E. coli Producing Cyclohexanone Monooxygenase

Recombinant whole cells of Escherichia coli overexpressing Adnetobacter sp. NCIMB 9871 cyclohexanone monooxygenase (E.C. 1.14.13.22) have been utilized for the Baeyer-Villiger oxidation of prochiral perhydro-pyranones. The spatial limitations of the enzym