1111637-68-3

Basic information

• Product Name: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-fluoro-
• Synonyms: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-fluoro-;5-broMo-3-fluoro-1H-pyrrolo[2,3-b]pyridine;(R)-N-(3-(6-((4-(1,4-dimethyl-3-oxopiperazin-2-yl)phenyl)amino)-4-methyl-5-oxo-4,5-dihydropyrazin-2-yl)-2-methylphenyl)-4,5,6,7-tetrahydrobenzo[b]thiophene-2-carboxamide;5-Bromo-3-fluoro-7-azaindole
• CAS NO: 1111637-68-3
• Molecular Formula: C₇H₄BrFN₂
• Molecular Weight: 215.0224632
• Mol File: 1111637-68-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 1.862 g/cm³
• Storage Temp.: 2-8°C
• PKA: 11.46±0.40(Predicted)
• CAS DataBase Reference: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-fluoro-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-fluoro-(1111637-68-3)
• EPA Substance Registry System: 1H-Pyrrolo[2,3-b]pyridine, 5-broMo-3-fluoro-(1111637-68-3)

Safety Data

• Hazardous Substances Data: 1111637-68-3(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-fluoro- is a chemical compound with the molecular formula C8H5BrFN. 1H-Pyrrolo[2,3-b]pyridine, 5-bromo-3-fluoro- is a heterocyclic aromatic organic compound that contains both nitrogen and fluorine atoms. It is used in organic synthesis and pharmaceutical research as a building block for the synthesis of various pharmaceuticals and bioactive compounds. Its unique structure and properties make it a valuable tool in medicinal chemistry for the development of new drugs and pharmaceuticals.

Upstream product

• 183208-35-7 5-bromo-1H-pyrrolo[2,3-b]pyridine 

Downstream Products

• 1111637-69-4 (3-fluoro-1H-pyrrolo[2,3-b]pyridin-5-yl)boronic acid 

Relevant articles and documents

HTS-based discovery and optimization of novel positive allosteric modulators of the α7 nicotinic acetylcholine receptor

HTS campaign of the corporate compound collection resulted in a novel, oxalic acid diamide scaffold of α7 nACh receptor positive allosteric modulators. During the hit expansion, several derivatives, such as 4, 11, 17 demonstrated not only high in vitro potency, but also in vivo efficacy in the mouse place recognition test. The advanced hit molecule 11 was further optimized by the elimination of the putatively mutagenic aromatic-amine building block that resulted in a novel, aminomethylindole compound family. The most balanced physico-chemical and pharmacological profile was found in case of compound 55. Docking study revealed an intersubunit binding site to be the most probable for our compounds. 55 demonstrated favorable cognitive enhancing profile not only in scopolamine-induced amnesia (place recognition test in mice) but also in natural forgetting (novel object recognition test in rats). Compound 55 was, furthermore, active in a cognitive paradigm of high translational value, namely in the rat touch screen visual discrimination test. Therefore, 55 was selected as a lead compound for further optimization. Based on the obtained favorable results, the invented aminomethylindole cluster may provide a viable approach for cognitive enhancement through positive allosteric modulation of α7 nAChRs.

SUBSTITUTED (AZA)INDOLE DERIVATIVES

The invention relates to substituted (aza)indole derivatives, or pharmaceutically acceptable salts, biologically active metabolites, pro-drugs, racemates, enantiomers, diastereomers, solvates and hydrates thereof, as well as to pharmaceutical compositions containing them and to their use as modulators of α7 nicotinic acetylcholine receptor activity in a mammalian subject. (I)