18184-79-7

Basic information

• Product Name: 6-phenethyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione
• Synonyms: 6-phenethyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione
• CAS NO: 18184-79-7
• Molecular Weight: 252.272
• Mol File: 18184-79-7.mol

Chemical Properties

• CAS DataBase Reference: 6-phenethyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 6-phenethyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione(18184-79-7)
• EPA Substance Registry System: 6-phenethyl-5H-pyrrolo[3,4-b]pyridine-5,7(6H)-dione(18184-79-7)

Safety Data

• Hazardous Substances Data: 18184-79-7(Hazardous Substances Data)

Upstream product

• 699-98-9 Pyridine-2,3-dicarboxylic anhydride 
• 64-04-0 phenethylamine 
• 4664-00-0 2,3-pyridinedicarboximide 
• 89-00-9 Pyridine-2,3-dicarboxylic acid 

Downstream Products

• 120347-94-6 6,7-dihydro-7-hydroxy-7-phenyl-6-(2-phenylethyl)pyrrolo<3,4-b>pyridin-5-one 
• 120347-98-0 5,6-dihydro-5-hydroxy-6-(2-phenyl-ethyl)-pyrrolo[3,4-b]pyridin-7-one 
• 120347-90-2 6,7-dihydro-7-hydroxy-6-(2-phenylethyl)pyrrolo<3,4-b>pyridin-5-one 
• 120348-03-0 5,12b-dihydro-12b-phenylpyrido<2',3':3,4>pyrrolo<2,1-a>isoquinolin-8(6H)-one 

Relevant articles and documents

Efficient conversion of acids and esters to amides and transamidation of primary amides using OSU-6

OSU-6, an MCM-41 type hexagonal mesoporous silica with strong Bronsted acid properties, has been used to promote the high-yield conversion of carboxylic acids and esters to carboxamides as well as transamidations of primary amides in a one-pot solventless approach. A metal-free heterogeneous catalyst that promotes all of these processes has not been previously reported. OSU-6 enables these transformations to proceed in shorter times and at lower temperatures for a broad range of substrates. An added benefit is that the catalyst can be recycled and reused multiple times without significant loss of activity.

Novel and versatile methodology for synthesis of cyclic imides and evaluation of their cytotoxic, DNA binding, apoptotic inducing activities and molecular modeling study

Versatile method has been developed for synthesis of N-substituted imides. Thus, acid anhydrides, imides and dicarboxylic acids were successfully subjected to dehydrative cyclization with substituted amines using DPPOx and Et3N to afford N-substituted imides under mild conditions. The DNA binding and apoptosis induction were investigated with regard to their potential utility as cytotoxic agents. Molecular modeling methods are used to study the cytotoxic activity of the active compounds by means of molecular and quantum mechanics.

Regioselective Formation of Hydroxy Lactams from Pyridine-2,3-dicarboximides and their Cyclodehydration to Pyridopyrrolo-fused Heterocyclic Systems

Grignard reactions of pyridine-2,3-dicarboximides involve attack at the carbonyl group closer to the pyridine nitrogen atom to give 7-hydroxypyrrolopyridin-5(7H)-one derivatives.Reduction of the same imides with sodium borohydride gives mixtures of regiosomeric hydroxy lactams, in which the 7-hydroxypyrrolopyridin-5-ones are the major components.Hydroxy lactams derived by either of these two methods from pyridine-2,3-dicarboximides containing N-benzyl, N-2-phenylethyl, N-2-(indol-3-yl)ethyl, or N-biphenyl-2-yl substituents are cyclised by heating in trifluoroacetic or polyphosphoric acid to give derivatives of new pyridopyrrolo-fused heterocyclic systems.