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5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-dione, 6-phenyl- is a complex organic compound with the molecular formula C12H8N2O2. It is a derivative of pyrrolo[3,4-b]pyridine, which is a heterocyclic compound with a pyrrolo ring fused to a pyridine ring. The 6-phenyl substitution refers to a phenyl group (C6H5) attached to the 6th position of the pyrrolo[3,4-b]pyridine core. 5H-Pyrrolo[3,4-b]pyridine-5,7(6H)-dione, 6-phenyl- is of interest in medicinal chemistry and drug design due to its potential biological activities and structural properties. It may be involved in the modulation of various physiological processes and could be a candidate for further research in the development of new therapeutic agents.

6538-81-4

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6538-81-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6538-81-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,5,3 and 8 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 6538-81:
(6*6)+(5*5)+(4*3)+(3*8)+(2*8)+(1*1)=114
114 % 10 = 4
So 6538-81-4 is a valid CAS Registry Number.

6538-81-4Relevant academic research and scientific papers

Synthesis and characterization of new N- Aryl sulfonyl hydrazone compounds

Al Jawaheri, Yassir shakeeb M.,Fathi, Anwar Abdulghani

, p. 179 - 183 (2022/02/14)

In this paper we report synthesis of new substituted benzene sulfonohydrazone by the reaction of aniline with furo [3,4-b] pyridine-5,7- dione to give 2-(phenylcarbamoyl) nicotinic acid (1) which can be convert to 6- phenyl -5H- pyrrolo[3,4- b] pyridine -

Palladium-catalysed aminocarbonylation of diiodopyridines

Takács, Attila,Varga, Georgina Márta,Kardos, Johanna,Kollár, László

, p. 2131 - 2138 (2017/03/17)

The aminocarbonylation of 2,5- and 2,3-diiodopyridine, as well as 2-chloro-3,4-diiodopyridine with carbon monoxide and various primary and secondary amines was carried out using palladium-catalysed aminocarbonylation. The formation of the products contain

The transposing of isomer yields in the methanolyses of N-substituted quinolinimides by triethylamine

Van Es, Theodorus,Staskun, Benjamin,Karuso, Peter

body text, p. 53 - 61 (2012/06/04)

The effect of triethylamine in transposing the respective yields of the two isomeric esters ensuing from the methanolysis of N-substituted quinolinimides is described and is rationalized with a mechanism.

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

Abdel-Aziz, Alaa A.-M.

, p. 614 - 626 (2008/02/10)

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.

FUSED PYRIDAZINE DERIVATIVE COMPOUNDS AND DRUGS CONTAINING THE COMPOUNDS AS THE ACTIVE INGREDIENT

-

, (2008/06/13)

Fused pyridazine derivatives represented by formula (I) or pharmaceutically acceptable salts thereof (wherein each symbol has the meaning as defined in the specification.). Because of inhibiting poly(ADP-ribose)polymerase, the compounds represented by formula (I) are useful as preventives and/or remedies for various ischemic diseases (in brain, cord, heart, digestive tract, skeletal muscle, retina, etc.), inflammatory diseases (inflammatory bowel disease, multiple cerebrosclerosis, arthritis, etc.), neurodegenerative diseases (extrapyramidal disorder, Alzheimer's disease, muscular dystrophy, lumbar spinal canal stenosis, etc.), diabetes, shock, head trauma, renal failure, hyperalgesia, etc. Moreover, these compounds are useful as agents against retroviruses (HIV etc.), sensitizers in treating cancer and immunosuppressants.

Improved synthesis of N-substituted 2,3-pyridine-dicarboximides with microwave irradiation

Blanco, Maria M.,Levin, Gustavo J.,Schapira, Celia B.,Perillo, Isabel A.

, p. 1881 - 1890 (2007/10/03)

The microwave-induced synthesis of N-substituted 2,3- pyridinedicarboximides (1) by means of two different approaches is presented. One involves direct N-alkylation of quinolinimide (2) (Method A) and the other, dehydrative condensation of quinolinic anhydride (4) and amines (Method B). Reactions resulted highly accelerated, with improved yields in relation to those obtained by conventional heating. The scope and limitations of each method and its variants are discussed.

New synthesis of pyrido[2,3-d] and [3,2-d]oxazines

Fahmy, Amin F.,Sauer, Juergen,Youssef, Mohamed Salah K.,Halim, Mohamed Said Abdel,Hassan, Mamdouh A.

, p. 2871 - 2886 (2007/10/03)

N-Hydroxyquinolinimide 1 reacts with each of aromatic arnines, hydrazine hydrate and aromatic hydrocarbons to give arylcarbamoyl pyridines 2, pyrrolopyridines 3, pyridopyridazines 4 and pyridooxazinones 5 and 6. The heterocycles 5 and 6 can be transformed

AN UNUSUAL SYNTHESIS OF NICOTINAMIDES

Harrington, Philip M.

, p. 683 - 687 (2007/10/02)

Reaction of 2,3-pyridinedicarboxylic anhydride (1) with a substituted aniline (2) in acetic acid gave rise to a mixture of two products.These two products were identified as the cyclic imide (4) and nicotinamide (5).A mechanistic scheme consistent with empirical observations is proposed.

Intramolecular and intermolecular Diels-Alder reactions of acylhydrazones derived from methacrolein and ethylacrolein

Allcock,Gilchrist,Shuttleworth,King

, p. 10053 - 10064 (2007/10/02)

The intramolecular Diels-Alder reactions of hydrazones derived from methacrolein or ethylacrolein and terminally unsaturated N-acyl-N-methylhydrazines have been investigated. The hydrazones 7b and 7c derived from N-methyl-N-pent-4-enoylhydrazine 3b were found to undergo intramolecular [4 + 2] cycloaddition above 140°C and the pyridopyridazones 12 were isolated. The corresponding hydrazones 8b and 8c from N-methyl N-pent-4-ynoylhydrazone 4a reacted similarly and gave as the final products the pyridines 13. The scope of the reaction is limited, as was shown by the failure of several other terminally unsaturated hydrazones of αβ-unsaturated aldehydes to undergo intramolecular cycloaddition. These hydrazones did, however, undergo intermolecular [4 + 2] cycloaddition to N-phenylmaleimide. Other hydrazones 15 of methacrolein, including the benzoylhydrazone and the phenylhydrazone, also reacted with N-phenylmaleimide to give the pyridine 14b by way of an isolable dihydropyridine 16.

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

Hitchings, Gregory J.,Vernon, John M.

, p. 1757 - 1763 (2007/10/02)

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.

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