944904-75-0

Usage

Uses

Used in Medicinal Chemistry:
1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-5-fluoro-, 1,1-dimethylethyl ester is used as a potential drug candidate in medicinal chemistry for its structural features, particularly the presence of the fluoro and bromomethyl substituents. These features may confer specific pharmacological properties that could be harnessed for therapeutic purposes.
Used in Pharmaceutical Research:
In pharmaceutical research, 1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-5-fluoro-, 1,1-dimethylethyl ester is utilized for exploring its potential as a lead compound. 1H-Indazole-1-carboxylic acid, 3-(bromomethyl)-5-fluoro-, 1,1-dimethylethyl ester's unique structure may offer new avenues for the development of drugs targeting various diseases and conditions, pending further studies to determine its specific pharmacological properties and therapeutic uses.

Upstream product

• 945265-03-2 5-Fluoro-3-methyl-1H-indazole 
• 24424-99-5 di-tert-butyl dicarbonate 

Relevant academic research and scientific papers

Optimization of 3-(1H-Indazol-3-ylmethyl)-1,5-benzodiazepines as potent, orally active CCK-A agonists

We previously described a series of 3-(1H-indazol-3-ylmethyl)-1,5- benzodiazepine CCK-A agonists exemplified by compound 1 (GW 5823), which is the first reported binding selective CCK-A full agonist demonstrating oral efficacy in a rat feeding model. In this report we describe analogs of compound 1 designed to explore changes to the CS and N1 pharmacophores and their effect on agonist activity and receptor selectivity. Agonist efficacy in this series was affected by stereoelectronic factors within the C3 moiety. Binding affinity for the CCK-A vs CCK-B receptor showed little dependence on the structure of the C3 moiety but was affected by the nature of the second substituent at CS. Structure-activity relationships at the N1- anilidoacetamide 'trigger' moiety within the C3 indazole series were also investigated. Both agonist efficacy and binding affinity within this series were modulated by variation of substituents on the Nl-anilidoacetamide moiety. Evaluation of several analogs in an in vivo mouse gallbladder emptying assay revealed compound 1 to be the most potent and efficacious of all the analogs tested. The pharmacokinetic and pharmacodynamic profile of 1 in rats is also discussed.