161958-62-9

Upstream product

• 3137-17-5 2-phenylimidazole-4,5-dicarboxylic acid 
• 70-11-1 α-bromoacetophenone 
• 98-80-6 phenylboronic acid 
• 106762-04-3 methyl 2-phenyl-1H-pyrrole-4-carboxylate 
• 16420-39-6 methyl 5-bromo-1H-pyrrole-3-carboxylate 
• 250213-70-8 Ethyl 2-chloro-5-(4-chlorophenyl)-1H-pyrrole-3-carboxylate 
• 250213-63-9 Ethyl 4-(4-chlorophenyl)-2-cyano-4-oxobutanoate 
• 158692-57-0 Ethyl 2-chloro-5-phenyl-1H-pyrrole-3-carboxylate 
• 937-20-2 p-chlorophenacyl chloride 
• 22984-74-3 Ethyl 2-cyano-4-oxo-4-phenylbutanoate 
• 161958-61-8 ethyl 5-phenyl-1H-pyrrole-3-carboxylate 

Downstream Products

• 3042-22-6 2-phenyl-1H-pyrrole 
• 1381767-12-9 1-[(4-methylphenyl)sulfonyl]-5-phenyl-1H-pyrrole-3-carboxamide 

Relevant academic research and scientific papers

COMPOUNDS AND COMPOSITIONS FOR TREATING CONDITIONS ASSOCIATED WITH STING ACTIVITY

This disclosure features chemical entities (e.g., a compound or a pharmaceutically acceptable salt, and/or hydrate, and/or cocrystal, and/or drug combination of the compound) that inhibit (e.g., antagonize) Stimulator of Interferon Genes (STING). Said chemical entities are useful, e.g., for treating a condition, disease or disorder in which increased (e.g., excessive) STING activation (e.g., STING signaling) contributes to the pathology and/or symptoms and/or progression of the condition, disease or disorder (e.g., cancer) in a subject (e.g., a human). This disclosure also features compositions containing the same as well as methods of using and making the same.

Discovery, synthesis, and biological evaluation of novel pyrrole derivatives as highly selective potassium-competitive acid blockers

To discover a gastric antisecretory agent more potent than existing proton pump inhibitors, novel pyrrole derivatives were synthesized, and their H +,K+-ATPase inhibitory activities and inhibitory action on histamine-stimulated gastric acid secretion in rats were evaluated. Among the compounds synthesized, compound 17a exhibited selective and potent H +,K+-ATPase inhibitory activity through reversible and K+-competitive ionic binding; furthermore, compound 17c exhibited potent inhibitory action on histamine-stimulated gastric acid secretion in rats and Heidenhain pouch dogs.

Synthesis and antiproliferative activity of imidazole and imidazoline analogs for melanoma

We have previously reported substituted 2-aryl-thiazolidine-4-carboxylic acid amides as potent and selective antiproliferative agents for melanoma. To understand the importance of the thiazolidine ring and to reduce potential complications associated with the two chiral centers, we designed and synthesized sets of new analogs by modifying this ring. These new analogs were tested in two melanoma cell lines and fibroblast cells (negative controls). Compared with the older analogs containing the thiazolidine ring, these new analogs have lower potency in general, but some of these analogs still have very good selectivity. These structure-activity studies indicated that the thiazolidine ring is very critical for the activity for these series of compounds.

Synthesis and dopamine D2-like receptor binding affinity of substituted 5-phenyl-pyrrole-3-carboxamides.

A series of 5-p-substituted phenyl-pyrrole-3-carboxamide derivatives was designed as hybrid analogs of the dopamine D2-like 5-phenyl-pyrrole and heterocyclic carboxamide antipsychotics. The title compounds were synthesized and evaluated for dopamine D2-like receptor by means of [3H]YM-09151-2 receptor binding assay. The compound bearing a 1-ethyl-2-methyl-pyrrolidine moiety as the basic part of 5-phenyl-pyrrole-3-carboxamide derivative 1a together with its 2-chloro analog 1f were found to possess affinity in the low micromolar range. Substituted phenyl-pyrrolecarboxamides containing groups such as F, Cl, NO2, CH3, at the 4-position of the phenyl ring, gave ligands with lower D2-like affinity.

4-Substituted 2-phenyl- and 2-phenyl-3-aryl pyrroles by reaction of tosyl benzyl isocyanide (TosBIC) with Michael acceptors

Synthesis of 2-phenyl and 2,3-diphenylpyrroles bearing at the 4 position electronwithdrawing groups by reaction of tosylbenzylisocyanide (TosBIC) with various Michael acceptors was investigated. Sodium hydride and n-butyllithium were used as deprotonating agents for the synthesis of monophenyl and diphenylpyrroles, respectively.