238749-51-4

Basic information

• Product Name: ethyl 1-methyl-1,4-dihydropyrrolo[2,3-d]imidazole-5-carboxylate
• Synonyms: ethyl 1-methyl-1,4-dihydropyrrolo[2,3-d]imidazole-5-carboxylate
• CAS NO: 238749-51-4
• Molecular Weight: 193.205
• Mol File: 238749-51-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: ethyl 1-methyl-1,4-dihydropyrrolo[2,3-d]imidazole-5-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1-methyl-1,4-dihydropyrrolo[2,3-d]imidazole-5-carboxylate(238749-51-4)
• EPA Substance Registry System: ethyl 1-methyl-1,4-dihydropyrrolo[2,3-d]imidazole-5-carboxylate(238749-51-4)

Safety Data

• Hazardous Substances Data: 238749-51-4(Hazardous Substances Data)

Upstream product

• 143122-18-3 5-hydroxymethyl-2-mercapto-1-methyl-1H-imidazole 
• 38993-84-9 (1-methyl-1H-imidazol-5-yl)methanol 
• 39021-62-0 1-methylimidazole-5-carbaldehyde 
• 753025-10-4 ethyl α-azido-β-(1-methylimidazole-5-yl)acrylate 

Downstream Products

• 753025-14-8 ethyl-1-methyl-4-(4-bromo benzenesulfonyl)pyrrolo[2,3-d]imidazole-5-carboxylate 
• 753025-13-7 ethyl-1-methyl-4-(4-methoxy benzenesulfonyl)pyrrolo[2,3-d]imidazole-5-carboxylate 
• 753025-12-6 ethyl-1-methyl-4-(4-methyl benzenesulfonyl)pyrrolo[2,3-d]imidazole-5-carboxylate 
• 753025-11-5 ethyl-1-methyl-4-(benzenesulfonyl)pyrrolo[2,3-d]imidazole-5-carboxylate 

Relevant articles and documents

Thieno[3,2-b]pyrrole-5-carboxamides as New Reversible Inhibitors of Histone Lysine Demethylase KDM1A/LSD1. Part 1: High-Throughput Screening and Preliminary Exploration

Lysine specific demethylase 1 KDM1A (LSD1) regulates histone methylation and it is increasingly recognized as a potential therapeutic target in oncology. We report on a high-throughput screening campaign performed on KDM1A/CoREST, using a time-resolved fluorescence resonance energy transfer (TR-FRET) technology, to identify reversible inhibitors. The screening led to 115 hits for which we determined biochemical IC50, thus identifying four chemical series. After data analysis, we have prioritized the chemical series of N-phenyl-4H-thieno[3, 2-b]pyrrole-5-carboxamide for which we obtained X-ray structures of the most potent hit (compound 19, IC50 = 2.9 μM) in complex with the enzyme. Initial expansion of this chemical class, both modifying core structure and decorating benzamide moiety, was directed toward the definition of the moieties responsible for the interaction with the enzyme. Preliminary optimization led to compound 90, which inhibited the enzyme with a submicromolar IC50 (0.162 μM), capable of inhibiting the target in cells.

Bicyclic pyrrole derivatives as MCP-1 inhibitors

A pharmaceutical composition comprising a compound of formula (I): or a pharmaceutically acceptable salt, ester or amide thereof, which is an inhibitor of monocyte chemoattractant protein-1 and wherein A and B together form an optionally substituted 5-member aromatic ring which includes at least one heteroatom; R1is an optionally substituted aryl or heteroaryl ring; R2is selected from a range of organic groups including carboxy, and R3is hydrogen, or a range of organic groups; in combination with a pharmaceutically acceptable carrier. Certain compounds of formula (I) are novel and these form a further aspect of the invention.

Synthesis and anti-inflammatory activity of 1-methyl-2-(4-X-benzoyl)pyrrolo[2,3-d]imidazole-5-carboxylates

1-Methyl-2-(4-X-benzoyl)pyrrolo[2,3-d]imidazole-5-carboxylates were synthesized and tested for anti-inflammatory activity. Indomethacin and aspirin were used as reference drugs. The most active compound against carrageenan-induced oedema in rat hindpaw wa