14149-35-0

Basic information

• Product Name: 3-Phenyl-3-methylpiperidine-2,6-dione
• Synonyms: 3-Methyl-3-phenyl-2,6-piperidinedione;3-Phenyl-3-methylpiperidine-2,6-dione
• CAS NO: 14149-35-0
• Molecular Formula: C₁₂H₁₃NO₂
• Molecular Weight: 0
• Mol File: 14149-35-0.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 383.1°C at 760 mmHg
• Flash Point: 164°C
• Appearance: /
• Density: 1.141g/cm³
• Vapor Pressure: 4.51E-06mmHg at 25°C
• Refractive Index: 1.538
• CAS DataBase Reference: 3-Phenyl-3-methylpiperidine-2,6-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Phenyl-3-methylpiperidine-2,6-dione(14149-35-0)
• EPA Substance Registry System: 3-Phenyl-3-methylpiperidine-2,6-dione(14149-35-0)

Safety Data

• Hazardous Substances Data: 14149-35-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C12H13NO2/c1-12(9-5-3-2-4-6-9)8-7-10(14)13-11(12)15/h2-6H,7-8H2,1H3,(H,13,14,15)

Upstream product

• 107-13-1 acrylonitrile 
• 1823-91-2 1-phenylethyl cyanide 
• 15142-74-2 Methyl 4-cyano-4-methyl-4-phenyl-butyrate 
• 1135-74-6 (+)-4-Cyano-4-methyl-4-phenyl-butyric acid 
• 1135-74-6 (-)-4-Cyano-4-methyl-4-phenyl-butyric acid 
• 41841-16-1 (4-bromo-phenyl)-acetic acid methyl ester 
• 3123-54-4 2-methyl-2-phenylpentanedioic acid 
• 140-29-4 phenylacetonitrile 
• 1135-74-6 4-Cyano-4-methyl-4-phenyl-butyric acid 
• 102746-75-8 2-methyl-2-phenyl-pentanedinitrile 

Downstream Products

• 100143-44-0 3-methyl-3-(4-nitrophenyl)piperidine-2,6-dione 
• 100134-86-9 3-methyl-3-(4-aminophenyl)piperidine-2,6-dione 
• 90355-78-5 1,3-Dimethyl-3-phenyl-2,6-piperidinedione 

Relevant articles and documents

Transition-metal-based Lewis acid and base ambiphilic catalysts of iridium hydride complexes: Multicomponent synthesis of glutarimides

Mutual destruction of reagents in acid-and base-promoted reactions in the same container is now avoidable with the iridium polyhydride complex [IrH5(PiPr3)2] (1), which is an ambiphilic Lewis acid and base catalyst. By using catalyst 1, a three-component reaction of nitriles, olefins, and water proceeds efficiently to give glutarimides, which are pharmacologically important (see scheme).

Aromatase Inhibitors. Synthesis and Evaluation of Mammary Tumor Inhibiting Activity of 3-Alkylated 3-(4-Aminophenyl)piperidine-2,6-diones

The synthesis and biological evaluation of 3-alkyl-substituted 3-(4-aminophenyl)piperidine-2,6-diones as inhibitors of estrogen biosynthesis are described .In vitro compounds 4-14 showed a stronger inhibition of human placental aromatase compared to aminoglutethimide (AG, compound 3), which recently has become used for the treatment of hormone-dependent breast cancer.The most active derivative, compound 10, showed a 93-fold stronger inhibition than AG.With the exception of 5, 7, and 8, all other compounds exhibited similar or decreased inhibition of bovine adrenal desmolase compared to AG.Compounds 4 and 6-12 showed a stronger inhibition of the plasma estradiol concentration of pregnant mare serum gonadotropin (PMSG) primed Sprague-Dawley (SD) rats compared to the parent compound.Compounds 4, 6-8, 10, and 12 inhibited the testosterone-stimulated tumor growth of ovariectomized 9,10-dimethyl-1,2-benzanthracene (DMBA) tumor-bearing SD rats more strongly than AG.Being stronger and more selective inhibitors of the estrogen biosynthesis than AG, some of the newly developed derivatives of AG might be better candidates for the treatment of the hormone-dependent human breast cancer.