70571-31-2

Basic information

• Product Name: 1-benzylpiperidine-2,4-dione
• Synonyms: 1-benzylpiperidine-2,4-dione;2,4-PIPERIDINEDIONE, 1-(PHENYLMETHYL)-
• CAS NO: 70571-31-2
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 203.24
• Mol File: 70571-31-2.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 379.2±35.0 °C(Predicted)
• Appearance: /
• Density: 1.203±0.06 g/cm3(Predicted)
• PKA: 7.82±0.20(Predicted)
• CAS DataBase Reference: 1-benzylpiperidine-2,4-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzylpiperidine-2,4-dione(70571-31-2)
• EPA Substance Registry System: 1-benzylpiperidine-2,4-dione(70571-31-2)

Safety Data

• Hazardous Substances Data: 70571-31-2(Hazardous Substances Data)

Usage

General Description

1-benzylpiperidine-2,4-dione is a chemical compound with the molecular formula C14H17NO2. It is a piperidine derivative with a benzyl group attached to the nitrogen atom. 1-benzylpiperidine-2,4-dione is a yellow crystalline solid and is often used in organic synthesis as a building block for the preparation of various pharmaceuticals and bioactive molecules. It is also a precursor in the synthesis of certain psychoactive substances. Additionally, 1-benzylpiperidine-2,4-dione has been studied for its potential as a therapeutic agent for Parkinson's disease due to its ability to inhibit the enzyme monoamine oxidase (MAO), which is implicated in the progression of the disease. Overall, 1-benzylpiperidine-2,4-dione has diverse applications in both the pharmaceutical and research fields.

Upstream product

• 100-46-9 benzylamine 
• 216372-98-4 methyl N-(benzyl)-N-(methylmalonoyl)-3-aminopropionate 
• 23574-01-8 3-benzylamino-propionic acid methyl ester 
• 182559-62-2 ethyl 3-[benzyl(3-ethoxy-3-oxopropyl)amino]-3-oxopropanoate 
• 23583-21-3 ethyl-3-benzylamino propionate 
• 1415042-73-7 1-benzyl-4-methoxy-5,6-dihydropyridin-2(1H)-one 
• 845267-78-9 tert-butyl 2,4-dioxopiperidine-1-carboxylate 
• 1257403-90-9 N-benzyl-5-methoxy-3,5-dioxopentan-1-aminium chloride 
• 93758-46-4 methyl 1-benzyl-2,4-dioxo-3-piperidinecarboxylate 
• 108046-32-8 N-benzyl-4-hydroxypiperidin-2-one 

Downstream Products

• 99539-54-5 1-benzyl-3-(1,3-dithiol-2-ylidene)-2,4-dioxopiperidine 
• 1257403-91-0 1-benzyl-3-[(dimethylamino)methylidene]piperidine-2,4-dione 
• 1415042-81-7 1-Benzyl-3-(2-oxopropyl)piperidine-2,4-dione 
• 1433193-91-9 tert-butyl [2-(1-benzyl-6-oxo-1,2,3,6-tetrahydropyridin-4-yl)phenyl]carbamate 
• 1433193-92-0 4-(2-aminophenyl)-1-benzyl-3-bromo-5,6-dihydropyridin-2(1H)-one 
• 1433193-93-1 1-benzyl-3-bromo-4-[2-(tritylamino)phenyl]-5,6-dihydropyridin-2(1H)-one 
• 1433193-94-2 4-(2-aminophenyl)-1-benzyl-3-(2-chlorophenyl)-5,6-dihydropyridin-2(1H)-one 
• 1433193-95-3 1-{2-[1-benzyl-5-(2-chlorophenyl)-6-oxo-1,2,3,6-tetrahydropyridin-4-yl]phenyl}-3-(4-methoxyphenyl)urea 
• 1433193-96-4 1-{2-[1-benzyl-5-(2-chlorophenyl)-6-oxo-1,2,3,6-tetrahydropyridin-4-yl]phenyl}-3-(4-methoxybenzyl)urea 
• 1433193-90-8 1-benzyl-3-(2-chlorophenyl)-4-[2-(4-methoxyphenyliminomethyleneamino)phenyl]-5,6-dihydropyridin-2(1H)-one 
• 1433193-97-5 1-benzyl-3-(2-chlorophenyl)-4-[2-(4-methoxybenzyl)iminomethyleneaminophenyl]-5,6-dihydropyridin-2(1H)-one 
• 1370528-70-3 1-benzyl-6-oxo-1,2,3,6-tetrahydropyridin-4-yl trifluoromethanesulfonate 

Relevant articles and documents

Selective synthesis of spiro and dispiro compounds using Mn(III)-based oxidation of tetracarbonyl compounds

The Mn(III)-based oxidation of methylenebis(cyclohexanedione)s and methylenebis(piperidinedione)s as a tetracarbonyl compound was investigated under various conditions, selectively producing spiro dihydrofurans and dispiro cyclopropanes depending on the solvent. The mechanism for the formation of the spiro dihydrofurans and dispiro cyclopropanes was discussed. In addition, a simple synthesis of a new type of alkaloid, 3,4,6,7,8,10-hexahydro-1H-pyrano[3,2-c:5,6-c’]dipyridine-1,9(2H)-diones, was demonstrated.

Structure-Guided Discovery of Potent and Selective Inhibitors of ERK1/2 from a Modestly Active and Promiscuous Chemical Start Point

There are a number of small-molecule inhibitors targeting the RAS/RAF/MEK/ERK signaling pathway that have either been approved or are in clinical development for oncology across a range of disease indications. The inhibition of ERK1/2 is of significant current interest, as cell lines with acquired resistance to BRAF and MEK inhibitors have been shown to maintain sensitivity to ERK1/2 inhibition in preclinical models. This article reports on our recent work to identify novel, potent, and selective reversible ERK1/2 inhibitors from a low-molecular-weight, modestly active, and highly promiscuous chemical start point, compound 4. To guide and inform the evolution of this series, inhibitor binding mode information from X-ray crystal structures was critical in the rapid exploration of this template to compound 35, which was active when tested in in vivo antitumor efficacy experiments.

Synthetic study of perophoramidine: Construction of pentacyclic core structure via SmI2-mediated reductive cyclization

An intramolecular SmI2-mediated reductive cyclization of carbodiimides and unsaturated lactams was applied to functionalized substrates bearing tetrasubstituted olefins. The reaction afforded arylated spiro-2-iminoindolines in high yield. Although the stereochemistry of the product was different from the desired one, the optimized palladium-catalyzed aryl amidination realized the isomerization and C-N bond formation in a single step and resulted in efficient construction of pentacyclic core of perophoramidine synthetically equivalent to the Rainier's intermediate.