33694-79-0

Basic information

• Product Name: 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde
• Synonyms: 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde
• CAS NO: 33694-79-0
• Molecular Weight: 188.024
• Mol File: 33694-79-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde(33694-79-0)
• EPA Substance Registry System: 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde(33694-79-0)

Safety Data

• Hazardous Substances Data: 33694-79-0(Hazardous Substances Data)

Usage

Description

4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde is an organic compound that serves as a crucial intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique molecular structure, which includes a pyrrole ring with a bromo and a methyl group, as well as a carbaldehyde functional group. 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde plays a significant role in the development of semi-synthetic antibiotics, contributing to the fight against bacterial infections.

Uses

Used in Pharmaceutical Industry:
4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde is used as an intermediate in the synthesis of 1-Methyl-4-propyl-1H-pyrrole-2-carboxaldehyde (M331183), which is an impurity of Clindamycin (C580000). Clindamycin is a semi-synthetic antibiotic derived from Lincomycin, and it exhibits potent antibacterial properties. The use of this intermediate allows for the production of Clindamycin, which is effective in treating a wide range of bacterial infections.
As an intermediate in the synthesis of pharmaceutical compounds, 4-bromo-1-methyl-1H-pyrrole-2-carbaldehyde contributes to the development of new drugs with improved efficacy and reduced side effects. Its unique molecular structure enables the creation of various derivatives that can be tailored to target specific bacterial strains, enhancing the overall effectiveness of the resulting antibiotics.

Upstream product

• 1192-58-1 N-methylpyrrole aldehyde 
• 1003-29-8 2-pyrrole aldehyde 
• 96-54-8 N-Methylpyrrole 
• 931-33-9 4-bromopyrrole-2-carboxaldehyde 
• 74-88-4 methyl iodide 

Relevant articles and documents

OLEFIN SUBSTITUTED OXINDOLES 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.

Bicyclic-aromatic compounds

PCT No. PCT/FR97/00391 Sec. 371 Date Jan. 26, 1998 Sec. 102(e) Date Jan. 26, 1998 PCT Filed Mar. 5, 1997 PCT Pub. No. WO97/33881 PCT Pub. Date Sep. 18, 1997The invention relates to novel bicyclic aromatic compounds which have the general formula (I): as well as to the use of these compounds in pharmaceutical compositions intended for use in human or veterinary medicine (dermatological, rheumatic, respiratory, cardiovascular and ophthalmological complaints in particular), or alternatively in cosmetic compositions.

An Infrared Study of the Conformations and Association of Pyrrole-2-carbaldehydes and Pyrrole-2-carboxylates

The NH and CO bands of solutions of pyrrole-2-carboxylates, pyrrole-2-carbaldehydes, and their N-Me analogues have been studied.Knowledge gained from the spectra of the aldehydes, which are known to adopt the N,O-syn-conformation, was applied in deducing the conformational preferences of the esters from their i.r. absorptions.The N-Me esters exist predominantly or exclusively in the N, carbonyl O-syn-arrangement.Whith the N-H esters both syn- and anti-rotamers are present, the former predominating, and in the case of t-butyl pyrrole-2-carboxylate the syn-form was shown to be thermochemically more stable than the anti-form by ca. 4.8 kJ mol-1.The intermolecular associations of pyrrole-2-carbaldehyde and of t-butyl pyrrole-2-carboxylate give species containing more than two molecules of the substrates and involve similar enthalpy changes (ca. 22 kJ mol-1).