1027159-01-8

Usage

Uses

Used in Pharmaceutical Research:
3H-Imidazo[4,5-b]pyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, 1,1-dimethylethyl ester is used as a research compound for investigating the role of toll-like receptor signaling in inflammatory diseases. Its ability to inhibit the production of pro-inflammatory cytokines makes it a valuable tool for studying the underlying mechanisms of inflammation and identifying potential therapeutic targets.
Used in Treatment of Inflammatory Diseases:
3H-Imidazo[4,5-b]pyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, 1,1-dimethylethyl ester is used as a potential therapeutic agent for the treatment of inflammatory diseases, such as sepsis, rheumatoid arthritis, and other conditions characterized by excessive inflammation. Its inhibitory effects on toll-like receptor signaling and pro-inflammatory cytokine production may help alleviate symptoms and improve patient outcomes.
Used in Drug Development:
3H-Imidazo[4,5-b]pyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, 1,1-dimethylethyl ester is used as a lead compound in the development of new drugs targeting toll-like receptor signaling pathways. Its unique structure and activity make it a promising starting point for the design and synthesis of novel therapeutic agents with improved efficacy and selectivity for treating inflammatory diseases.
Used in Drug Delivery Systems:
To enhance the bioavailability and therapeutic efficacy of 3H-Imidazo[4,5-b]pyridine-3-carboxylic acid, 1,2-dihydro-2-oxo-, 1,1-dimethylethyl ester, various drug delivery systems have been explored. These systems aim to improve the compound's solubility, stability, and targeted delivery to the site of inflammation, thereby maximizing its therapeutic potential while minimizing side effects.

Upstream product

• 16328-62-4 1,3-dihydro-imidazo[4,5-b]pyridin-2-one 
• 103409-28-5 2,3-Dihydro-2-oxo-1H-imidazo<4,5-b>pyridine-1-carboxylic acid ethyl ester 
• 24424-99-5 di-tert-butyl dicarbonate 
• 452-58-4 2,3-Diaminopyridine 
• 5345-47-1 2-aminopyridin-3-carboxylic acid 

Downstream Products

• 1027318-83-7 1-Benzyl-2-oxo-1,2-dihydro-imidazo[4,5-b]pyridine-3-carboxylic acid tert-butyl ester 
• 1026005-26-4 1-Cyclohexylmethyl-2-oxo-1,2-dihydro-imidazo[4,5-b]pyridine-3-carboxylic acid tert-butyl ester 

Relevant academic research and scientific papers

Rational Design, Pharmacomodulation, and Synthesis of Dual 5-Hydroxytryptamine 7 (5-HT7)/5-Hydroxytryptamine 2A (5-HT2A) Receptor Antagonists and Evaluation by [18F]-PET Imaging in a Primate Brain

We report the synthesis of 46 tertiary amine-bearing N-alkylated benzo[d]imidazol-2(3H)-ones, imidazo[4,5-b]pyridin-2(3H)-ones, imidazo[4,5-c]pyridin-2(3H)-ones, benzo[d]oxazol-2(3H)-ones, oxazolo[4,5-b]pyridin-2(3H)-ones and N,N′-dialkylated benzo[d]imidazol-2(3H)-ones. These compounds were evaluated against 5-HT7R, 5-HT2AR, 5-HT1AR, and 5-HT6R as potent dual 5-HT7/5-HT2A serotonin receptors ligands. A thorough study of the structure-activity relationship of the aromatic rings and their substituents, the alkyl chain length and the tertiary amine was conducted. 1-(4-(4-(4-Fluorobenzoyl)piperidin-1-yl)butyl)-1H-benzo[d]imidazol-2(3H)-one (79) and 1-(6-(4-(4-fluorobenzoyl)piperidin-1-yl)hexyl)-1H-benzo[d]imidazol-2(3H)-one (81) were identified as full antagonist ligands on cyclic adenosine monophosphate (cAMP, KB = 4.9 and 5.9 nM, respectively) and inositol monophosphate (IP1, KB = 0.6 and 16 nM, respectively) signaling pathways of 5-HT7R and 5-HT2AR. Both antagonists crossed the blood-brain barrier as evaluated with [18F] radiolabeled compounds [18F]79 and [18F]81 in a primate's central nervous system using positron emission tomography. Both radioligands showed standard uptake values ranging from 0.8 to 1.1, a good plasmatic stability, and a distribution consistent with 5-HT7R and 5-HT2AR in the CNS.

Regiospecific functionalization of 1,3-dihydro-2H-benzimidazol-2-one and structurally related cyclic urea derivatives

Methods for selectively protecting one of the degenerate nitrogen atoms of the cyclic urea derivatives 1,3-dihydro-2H-benzimidazol-2-one (6a), 1,3-dihydro-2H-imidazo[4,5-b]pyridin-2-one (11), 1,3-dihydro-2H-imidazo[4,5-b]quinolin-2-ones (20), 1,3-dihydro-