1198-75-0

Basic information

• Product Name: methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate
• Synonyms: methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate;1H-Pyrrole-2-carboxylic acid, 5-formyl-1-methyl-, methyl ester
• CAS NO: 1198-75-0
• Molecular Formula: C8H9NO3
• Molecular Weight: 167.164
• Mol File: 1198-75-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate(1198-75-0)
• EPA Substance Registry System: methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate(1198-75-0)

Safety Data

• Hazardous Substances Data: 1198-75-0(Hazardous Substances Data)

Usage

Description

Methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate is an organic compound with the molecular formula C7H7NO3. It is a derivative of pyrrole, featuring a formyl group at the 5-position, a methyl group at the 1-position, and a carboxylate group at the 2-position. methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate is known for its potential applications in the pharmaceutical industry due to its unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
Methyl 5-formyl-1-methyl-1H-pyrrole-2-carboxylate is used as a key intermediate in the synthesis of N-Azolylor N-Phenyl-N''-[4-[(pyrimidin-4-yl)oxy]or 4-[(Pyridin-4-yl)oxy]-1-naphthalenyl]urea. These compounds serve as kinase inhibitors, which are crucial in the development of drugs for treating various inflammations. Kinase inhibitors work by blocking the activity of specific enzymes, known as kinases, that play a significant role in the inflammatory response. By inhibiting these enzymes, the compound can help regulate the immune system and reduce inflammation.

Upstream product

• 1192-58-1 N-methylpyrrole aldehyde 
• 67-56-1 methanol 
• 558-13-4 carbon tetrabromide 
• 80525-78-6 N-((1H-pyrrol-2-yl)-methylene)-4-methoxyaniline 
• 124-38-9 carbon dioxide 
• 74-88-4 methyl iodide 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 
• 68-12-2 N,N-dimethyl-formamide 
• 7126-51-4 5-formyl-1H-pyrrole-2-carboxylic acid 
• 1197-13-3 methyl 5-formyl-1H-pyrrole-2-carboxylate 
• 1193-62-0 methyl Pyrrole-2-carboxylate 

Downstream Products

• 224295-73-2 5-formyl-1-methyl-1H-pyrrole-2-carboxylic acid 
• 1561964-68-8 methyl 5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-carboxylate 
• 1561964-70-2 methyl 4-bromo-5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-carboxylate 
• 1561964-72-4 methyl 4-(3-(tert-butyl)-5-(1-methylcyclopropyl)phenyl)-5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-carboxylate 
• 1561964-75-7 4-(3-(tert-butyl)-5-(1-methylcyclopropyl)phenyl)-5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-carboxylic acid 
• 1561965-26-1 methyl 4-(3-(tert-butyl)-5-(1-methylcyclopropyl)phenyl)-3-chloro-5-(cyclohexylmethyl)-1-methyl-1H-pyrrole-2-carboxylate 
• 1561964-67-7 methyl 5-(cyclohexyl(hydroxy)methyl)-1-methyl-1H-pyrrole-2-carboxylate 

Relevant articles and documents

Synthesis, biological evaluation and molecular modelling of N-heterocyclic dipeptide aldehydes as selective calpain inhibitors

A series of N-heterocyclic dipeptide aldehydes 4-13 have been synthesised and evaluated as inhibitors of ovine calpain 1 (o-CAPN1) and ovine calpain 2 (o-CAPN2). 5-Formyl-pyrrole 9 (IC50 values of 290 and 25 nM against o-CAPN1 and o-CAPN2, respectively) was the most potent and selective o-CAPN2 inhibitor, displaying >11-fold selectivity. The amino acid sequences of o-CAPN1 and o-CAPN2 have been determined. Because of the lack of available structural information on the ovine calpains, in silico homology models of the active site cleft of o-CAPN1 and o-CAPN2 were developed based on human calpain 1 (h-CAPN1) X-ray crystal structure (PDB code 1ZCM). These models were used to rationalise the observed SAR for compounds 4-13 and the selectivity observed for 9. The o-CAPN2 selective inhibitor 9 (CAT0059) was assayed in an in vitro ovine lens culture system and shown to successfully protect the lens from calcium-induced opacification.

Visible-Light-Induced Direct Photocatalytic Carboxylation of Indoles with CBr4/MeOH

Photocatalysis enables the cascade reactions of indoles and CBr4 in MeOH through a C(sp2)-H functionalization/methanolysis sequence. The title reaction provides an efficient access to indole 2- and 3-carboxylates in a single operation (no preinstallation of protecting as well as directing groups was required) with good yields under mild reaction conditions. Shedding light on indole: The regioselective alkoxycarboxylation of indoles and heteroarenes using the CBr4/MeOH couple was accomplished through visible-light-induced photoredox catalysis. The described photocatalytic strategy features operational simplicity as well as high functional-group tolerance and represents a direct procedure to access indole carboxylates in generally moderate to good yields (see scheme).

SPIRO-SUBSTITUTED OXINDOLE DERIVATIVES HAVING AMPK ACTIVITY

The present invention relates to compounds of formula (I), which have valuable pharmacological properties, in particular are activators of AMPK and which are therefore useful in the treatment of certain disorders that can be prevented or treated by activation of this receptor. The compounds are suitable for treatment and prevention of diseases which can be influenced by this receptor, such as metabolic diseases, in particular diabetes type 2.