14149-31-6

Basic information

• Product Name: 4-Phenylpiperidine-2,6-dione
• Synonyms: 4-Phenylpiperidine-2,6-dione;4-phenyl-2,6-Piperidinedione
• CAS NO: 14149-31-6
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.21054
• Mol File: 14149-31-6.mol
• Article Data: 5

Chemical Properties

• Melting Point: 173-174 °C
• Boiling Point: 392.3°Cat760mmHg
• Flash Point: 176.6°C
• Appearance: /
• Density: 1.185g/cm³
• Vapor Pressure: 2.31E-06mmHg at 25°C
• Refractive Index: 1.553
• PKA: 11.39±0.40(Predicted)
• CAS DataBase Reference: 4-Phenylpiperidine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Phenylpiperidine-2,6-dione(14149-31-6)
• EPA Substance Registry System: 4-Phenylpiperidine-2,6-dione(14149-31-6)

Safety Data

• Hazardous Substances Data: 14149-31-6(Hazardous Substances Data)

Usage

General Description

4-Phenylpiperidine-2,6-dione, also known as phenylpiperidin-2,6-dione, is a chemical compound with the molecular formula C12H13NO2. It is classified as a cyclic imide and is often used as a precursor in the synthesis of pharmaceuticals and other organic compounds. The compound is a white solid that is sparingly soluble in water and soluble in organic solvents. It is also known to have mild irritant and corrosive properties. 4-Phenylpiperidine-2,6-dione is commonly used in pharmaceutical research and development due to its versatile reactivity and potential for producing a wide range of derivatives with various biological activities.

InChI:InChI=1/C11H11NO2/c13-10-6-9(7-11(14)12-10)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,12,13,14)

Upstream product

• 4160-80-9 3-phenylglutaric acid anhydride 
• 6456-86-6 4-(aminocarbonyl)-3-phenylbutanoic acid 
• 4165-96-2 3-phenylglutaric acid 
• 19006-47-4 dimethyl 3-phenylpentanedioate 
• 2628-87-7 2-phenylglutaric acid 
• 57-13-6 urea 

Downstream Products

• 771-99-3 4-phenylpiperidine 
• 1312808-95-9 1-(4-chlorobutyl)-4-phenylpiperidine-2,6-dione 
• 1312808-92-6 1-(2-chloroethyl)-4-phenylpiperidine-2,6-dione 
• 1312809-03-2 1-[2-[4-(2-methoxyphenyl)piperazin-1-yl]ethyl]-4-phenylpiperidine-2,6-dione 
• 1312809-04-3 1-[2-[4-(2-chlorophenyl)piperazin-1-yl]ethyl]-4-phenylpiperidine-2,6-dione 
• 1312809-05-4 1-[3-[4-(2-methoxyphenyl)piperazin-1-yl]propyl]-4-phenylpiperidine-2,6-dione 
• 1312809-06-5 1-[3-[4-(2-chlorophenyl)piperazin-1-yl]propyl]-4-phenylpiperidine-2,6-dione 
• 1312809-07-6 1-[3-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl]propyl]-4-phenylpiperidine-2,6-dione 
• 1312809-08-7 1-[4-[4-(2-methoxyphenyl)piperazin-1-yl]butyl]-4-phenylpiperidine-2,6-dione 
• 1312809-09-8 1-[4-[4-(2-chlorophenyl)piperazin-1-yl]butyl]-4-phenylpiperidine-2,6-dione 
• 1312809-10-1 1-[4-[4-(5-chloro-2-methoxyphenyl)piperazin-1-yl]butyl]-4-phenylpiperidine-2,6-dione 
• 1312808-96-0 1-(5-chloropentyl)-4-phenylpiperidine-2,6-dione 
• 1312809-11-2 1-[5-[4-(2-methoxyphenyl)piperazin-1-yl]pentyl]-4-phenylpiperidine-2,6-dione 
• 1312808-90-4 1-(2-hydroxyethyl)-4-phenylpiperidine-2,6-dione 

Relevant articles and documents

Thiazoline analogues of epiderstatin, new inhibitors of cell cycle of tsFT-210 cells

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Novel 4-phenylpiperidine-2,6-dione derivatives. Ligands for α1-adrenoceptor subtypes

A number of new 4-phenylpiperidine-2,6-diones bearing at the 1-position an ω-[4-(substituted phenyl)piperazin-1-yl]alkyl moiety were designed and synthesized as ligands for the α1-adrenergic receptor (α1-AR) subtypes. Some synthesized compounds, tested in binding assays for the human cloned α1A-, α1B-, and α1D-AR subtypes, displayed affinities in the nanomolar range. Highest affinity values were found in derivatives having a butyl connecting chain between the 4-phenylpiperidine-2,6-dione and the phenylpiperazinyl moieties. 1-[4-[4-(2-Methoxyphenyl)piperazin-1-yl]butyl]-4-phenylpiperidine-2,6- dione (34) showed the best affinity for the α1A-AR (pKi= 8.74) and 10-fold selectivity compared to the other two α1-AR subtypes. Some representative compounds were also tested in order to evaluate their effects on the signal transduction pathway coupled to α1-AR subtypes. They all blocked norepinephrine-induced stimulation of inositol phospholipid hydrolysis, thus behaving as antagonists. Binding data were used to refine a previously developed pharmacophoric model for α1D-ARs. The revised model shows a highly predictive power and could be useful for the future design of high affinity α1D-AR ligands.

A New Method for Preparation of Glutarimides from Glutaric Acid Diesters

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