30223-75-7

Usage

Uses

Used in Pharmaceutical Industry:
1,5-Dimethyl-3,3-diphenyl-2-pyrrolidone is used as an intermediate for the synthesis of phenytoin-like anticonvulsant drugs, which are essential in the treatment of epilepsy and other seizure disorders. Its chemical properties make it a suitable candidate for the development of these medications.

InChI:InChI=1/C18H19NO/c1-14-13-18(17(20)19(14)2,15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,14H,13H2,1-2H3

Upstream product

• 5348-94-7 (+/-)-4-Dimethylamino-2,2-diphenylpentanoic acid 
• 27357-20-6 5-methyl-3,3-diphenyl-pyrrolidin-2-one 
• 74-88-4 methyl iodide 
• 31161-17-8 (+/-)-2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium perchlorate 
• 125-79-1 (R,S)-2,2-diphenyl-4-dimethylaminopentanenitrile 
• 101877-26-3 2,2-diphenyl-pent-4-enoic acid amide 
• 101722-14-9 4-cyano-2-methyl-4,4-diphenyl-butyryl azide 
• 101731-10-6 4-isocyanato-2,2-diphenyl-valeronitrile 
• 101792-61-4 4-cyano-2-methyl-4,4-diphenyl-butyric acid amide 
• 24052-92-4 5-methyl-3,3-diphenyl-pyrrolidin-2-one-imine 
• 5685-20-1 1-methyl-3,3-diphenyl-pyrrolidine-2,5-dione 
• 87274-94-0 (+/-)-4-(N-carbomethoxy-N-methylamino)-2,2-diphenylvaleronitrile 
• 86-29-3 Diphenylacetonitrile 
• 17268-74-5 (+/-)-2-imino-1,5-dimethyl-3,3-diphenylpyrrolidine hydrochloride 

Relevant academic research and scientific papers

CHARACTERIZATION OF NEW OXIDATION PRODUCTS OF THE PERCHLORATE SALT OF THE METHADONE METABOLITE, (+/-)-2-ETHYLIDENE-1,5-DIMETHYL-3,3-DIPHENYLPYRROLIDINE (EDDP)

The oxidation of (+/-)-2-ethyl-1,5-dimethyl-3,3-diphenylpyrrolinium perchlorate (1, EDDP) with m-chloroperbenzoic acid (MCPBA) afforded diastereomeric 2-(4',4'-diphenylheptan-5'-one-2'-yl)-oxaziridine (2), 4,4-diphenyl-2,5-heptadione (3), and the known compounds 2-ethyl-5-methyl-3,3-diphenyl-1-pyrroline (5, EMDP) and 1,5-dimethyl-3,3-diphenylpyrrolidone (4, DDP). 13C and 1H NMR results for the new compounds and mechanisms for their formation are discussed.

Synthesis and anticonvulsant screening of 3,3-diphenyl-2-pyrrolidone derivatives

Six derivatives of 3,3-diphenyl-2-pyrrolidone were synthesized and screened for anticonvulsant activity. The synthetic route involved a mono-N-demethylation of an intermediate N,N-dimethylaminonitrile with methyl chloroformate followed by cleavage of the carbamate group. Of the six derivatives, (±)-2-imino-1,5-dimethyl-3,3-diphenylpyrrolidine hydrochloride was effective in protecting mice against maximal electroshock (MES)-induced seizures at a 30-mg/kg dose level.

REDUCTIVE METHYLATION OF ω-CARBINOLLACTAMS VIA ANOMALOUS WITTIG REACTION

Methylene phosphorane reacts with carbinollactams 4 with unexpected formation of 5-Me-substituted lactams 5.Reaction of phosphorane homologs with 4 afforded the γ,δ-alkenylamides 6.