1346569-67-2

Basic information

• Product Name: 1H-Pyrrolo[3,2-b]pyridine-5-Methanol
• Synonyms: 1H-Pyrrolo[3,2-b]pyridine-5-Methanol;(1H-pyrrolo[3,2-b]pyridin-5-yl)methanol
• CAS NO: 1346569-67-2
• Molecular Formula: C₈H₈N₂O
• Molecular Weight: 148.16192
• Mol File: 1346569-67-2.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1H-Pyrrolo[3,2-b]pyridine-5-Methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrolo[3,2-b]pyridine-5-Methanol(1346569-67-2)
• EPA Substance Registry System: 1H-Pyrrolo[3,2-b]pyridine-5-Methanol(1346569-67-2)

Safety Data

• Hazardous Substances Data: 1346569-67-2(Hazardous Substances Data)

Usage

Type

Heterocyclic compound
Consists of a pyrrolopyridine core

Structure

Hydroxymethyl group
Attached to the fifth position of the ring

Potential applications

Therapeutic uses
For various diseases, including cancer and autoimmune disorders

Drug development

Promising candidate
Ability to modulate biological pathways

Mechanism

Targeted therapy
Potentially acts as a targeted therapy for specific conditions

Research status

Ongoing
Further research needed to understand mechanisms of action and potential side effects

Current perception

Shows promise
As a therapeutic agent

Upstream product

• 1261433-14-0 ethyl 1H-pyrrolo[3,2-b]pyridine-5-carboxylate 
• 1346569-66-1 ethyl 5-acetamido-6-[2-(trimethylsilyl)ethynyl]pyridine-2-carboxylate 
• 1346569-65-0 ethyl 5-amino-6-iodopyridine-2-carboxylate 
• 1346569-64-9 ethyl 5-amino-6-((trimethylsilyl)ethynyl)picolinate 

Downstream Products

• 1346569-63-8 (1-tosyl-1H-pyrrolo[3,2-b]pyridin-5-yl)methyl 4-methylbenzenesulfonate 

Relevant articles and documents

Design, Synthesis, and Pharmacological Evaluation of 5,6-Disubstituted Pyridin-2(1H)-one Derivatives as Phosphodiesterase 10A (PDE10A) Antagonists

We report the design and synthesis of novel 5,6-diarylated pyridin-2(1H)-one derivatives as pharmacophoric PDE10A inhibitors. This highly potent molecular scaffold was developed from an inactive diarylpyridine-2-amine derivative 3b by extensive and systematic analogue synthesis and SAR analysis. Further optimization of the scaffold resulted in identification of pyridin-2(1H)-one 18b as a lead compound with good potency (IC50 = 1.6 nM) and selectivity (>6000-fold) over other related PDEs but with a poor pharmacokinetic profile. Careful metabolite profiling of 18b revealed that poor systemic exposure in rats (Cmax = 44 ng/mL; AUC0-t = 359 ng·h/mL) at 10 mg/kg was due to the formation of O-glucuronide conjugate by phase 2 metabolism. The structure of the glucuronide metabolite was confirmed by retention time and LC-MS/MS fragmentation matching with the synthetic glucuronide 26. The problem of low exposure of 18b was effectively addressed by its conversion to an acetate prodrug 25b, which upon oral dosing resulted in an improved pharmacokinetic profile (Cmax = 359 ng.h/mL; AUC0-t = 2436 ng.h/mL) and a desirable brain to plasma ratio of 1.2. The prodrug 25b showed good efficacy in selected rodent models of psychosis.

ARYL SUBSTITUTED OLEFINIC COMPOUNDS AS PDE10A INHIBITORS

The present invention provides aryl substituted olefinic compounds as Phosphodiesterase 1 0A (PDE 1 0A) inhibitors. In particular, compounds described herein are useful for treating or preventing diseases, conditions and/or disorders by inhibiting Phospho