6309-36-0

Usage

InChI:InChI=1/C16H15NO/c18-15-16(11-12-17-15,13-7-3-1-4-8-13)14-9-5-2-6-10-14/h1-10H,11-12H2,(H,17,18)

Upstream product

• 24052-89-9 3,3-diphenyl-2-pyrrolidinimine 
• 108-24-7 acetic anhydride 
• 956-89-8 3,3-Diphenyl-dihydro-furan-2-one 
• 671-51-2 N-ethoxycarbonylaziridine 
• 101-81-5 Diphenylmethane 
• 52204-95-2 N-(diphenylcarbamoyl)-aziridine 
• 3469-00-9 methyl 2,2-diphenylacetate 
• 6523-63-3 4-cyano-4,4-diphenylbutanoic acid 
• 101444-18-2 4-isocyanato-2,2-diphenyl-butyronitrile 
• 77734-65-7 3,3-diphenyldihydrofuran-2(3H)-one 

Downstream Products

• 1219623-41-2 ethyl 2-(2-oxo-3,3-diphenylpyrrolidin-1-yl)acetate 
• 1219625-58-7 3,3-diphenyl-1-{[3-(trifluoromethyl)phenyl]sulfonyl}pyrrolidin-2-one 
• 1219625-75-8 1-({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)-3,3-diphenylpyrrolidin-2-one 
• 28168-78-7 3,3-diphenylpyrrolidine 
• 1219625-61-2 1-[(3-{[cis-2,6-dimethylmorpholin-4-yl]carbonyl}phenyl)sulfonyl]-3,3-diphenylpyrrolidin-2-one 
• 1219623-40-1 1-[2-(4-benzhydrylpiperazin-1-yl)-2-oxoethyl]-3,3-diphenylpyrrolidin-2-one 
• 1219624-19-7 1-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}-2-oxoethyl)-3,3-diphenylpyrrolidin-2-one 
• 1219624-18-6 1-(2-{4-[(4-fluorophenyl)(phenyl)methyl]piperazin-1-yl}-2-oxoethyl)-3,3-diphenylpyrrolidin-2-one 
• 1219624-17-5 1-(2-{4-[bis(4-fluorophenyl)methyl]piperazin-1-yl}-2-oxoethyl)-3,3-diphenylpyrrolidin-2-one 
• 1219623-88-7 1-{2-[4-(4-fluorobenzyl)piperazin-1-yl]-2-oxoethyl}-3,3-diphenylpyrrolidin-2-one 
• 1219623-87-6 1-(2-oxo-2-{4-[3-(trifluoromethyl)benzyl]piperazin-1-yl}ethyl)-3,3-diphenylpyrrolidin-2-one 
• 1219624-09-5 1-{2-[4-(2,4-dichlorobenzyl)piperazin-1-yl]-2-oxoethyl}-3,3-diphenylpyrrolidin-2-one 
• 1219623-86-5 1-{2-[4-(2,6-dichlorobenzyl)piperazin-1-yl]-2-oxoethyl}-3,3-diphenylpyrrolidin-2-one 
• 1334536-82-1 1-(2-oxo-2-piperazin-1-ylethyl)-3,3-diphenylpyrrolidin-2-one 

Relevant academic research and scientific papers

Discovery of diphenyl lactam derivatives as N-type calcium channel blockers

A novel series of diphenyl lactam containing calcium channel blockers is described. Extensive SAR studies resulted in compounds with low molar activity and good plasma exposure after oral dosing. Compounds 2, 6 and 7 demonstrated significant efficacy in the capsaicin model of secondary hyperalgesia following oral administration.

LACTAM ACETAMIDES AS CALCIUM CHANNEL BLOCKERS

The present application relates to calcium channel inhibitors containing compounds of formula (I) wherein Ar1, n, R1, X and Y are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.

NOVEL COMPOUNDS AS CALCIUM CHANNEL BLOCKERS

The present application relates to calcium channel inhibitors containing compounds of formula (I) wherein Ar1, Ar2, L1, L2, n, R1, R4, X and Y are as defined in the specification. The present application also relates to compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and compositions.

Intramolecular Schmidt reactions of alkyl azides with ketones: Scope and stereochemical studies

The intramolecular Schmidt reaction of alkyl azides and ketones has been demonstrated. The reaction is proposed to occur via initial attack of an azide on a ketone activated by a variety of protic or Lewis acids, including trifluoroacetic acid, titanium tetrachloride, and others. The resulting azidohydrin undergoes a direct rearrangement to afford the product amide and molecular nitrogen. When cyclic ketones are used, fused bicyclic lactams of types encountered in a wide variety of natural products are obtained. Although the distance allowed between the carbonyl group and the alkyl azide is quite restricted, the reaction is general with respect to the ketone component, including acyclic ketones and cyclic substrates ranging from standard to large ring sizes. The reaction also succeeds with aldehydes, although elimination or hydride migration products compete. In several cases examined the reaction was found to proceed with retention of configuration at the migrating carbon. Competing reactions with β-diketones and α,β-unsaturated ketones were found to predominate over ring expansion.

Reactions with Azirridines, 36 Arene Hydrides 2 SN2 and SET Reactions of N-Acylaziridines with Diphenylmethanide and "Naphthalene Hydride" (Anion of Dihydronaphthalene)

Diphenylmethane is incompletely deprotonated by sodium naphthalenide in THF so that some "naphthalene hydride" 4 (anion of 1,4-dihydronaphthalene) remains present in the deprotonation equilibrium.The generated diphenylmethanide anion 3a reacts with the N-acylaziridines 6a-c to form the expected amidoethyl derivatives 7a-c in yields of less than 50percent.The formation of by-products from 6b and 6c can be rationalized on the basis of classic ionic mechanisms.However, for 6a the by-product N-ethylbenzamide clearly points to a SET mechanism with "naphthalene hydride" 4 as the electron source and with the radical 8 as a hydrogen source.

Reaktionen mit Aziridinen, XXII. Einstufensynthese von Pyrrolidonen durch Amidoethylierung einfacher Ester mit N-Acylaziridinen

Sodium enolates of simple esters (2) react smoothly with N-acylaziridines (3) in THF forming 3-substituted 2-pyrrolidones 8.If the α-position of the ester carries more than one H-atom amidoethylated pyrrolidones can result.Whilst a simple butyrolactone behaves analogously amidoethylation of coumaranone furnished mono and bis amidoethyl derivatives of coumaranone besides a pyrrolidone. - In tert-butyl alcohol only extremly acidic esters like 1e and 1j could be amidoethylated.