1246891-69-9

Basic information

• Product Name: Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)-
• Synonyms: Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)-;2-(Pyridin-2-yl)-4,5,6,7-tetrahydrooxazolo[4,5-c]pyridine
• CAS NO: 1246891-69-9
• Molecular Formula: C11H11N3O
• Molecular Weight: 201.22454
• Mol File: 1246891-69-9.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)-(1246891-69-9)
• EPA Substance Registry System: Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)-(1246891-69-9)

Safety Data

• Hazardous Substances Data: 1246891-69-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)is used as a building block in pharmaceutical research for its potential biological activities, including anti-inflammatory, analgesic, and anti-cancer properties. Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)-'s unique structure and the 2-pyridinyl group enable it to interact with biological targets, contributing to the development of novel drug candidates.
Used in Organic Synthesis:
In the field of organic synthesis, Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)serves as a valuable building block, allowing for the creation of various complex organic molecules and compounds.
Used in Coordination Chemistry:
Oxazolo[4,5-c]pyridine, 4,5,6,7-tetrahydro-2-(2-pyridinyl)is also utilized as a potential ligand in coordination chemistry, where it can form coordination complexes with metal ions, offering new avenues for research and applications in various fields.

Upstream product

• 1246891-68-8 2-pyridin-2-yl-6,7-dihydro-4H-oxazolo[4,5-c]pyridine-5-carboxylic acid benzyl ester 

Downstream Products

• 1247879-40-8 5-(3,5-difluorophenyl)-2-(pyridin-2-yl)-4,5,6,7-tetrahydrooxazolo[4,5-c]pyridine 
• 1247879-44-2 3-fluoro-5-((2-(pyridin-2-yl)-6,7-dihydrooxazolo[4,5-c]pyridin-5(4H)-yl)methyl)benzonitrile 
• 1246891-91-7 5-phenyl-2-(pyridin-2-yl)-4,5,6,7-tetrahydrooxazolo[4,5-c]pyridine 
• 1246891-88-2 5-cyclohexyl-2-(pyridin-2-yl)-4,5,6,7-tetrahydrooxazolo[4,5-c]pyridine 
• 1246891-98-4 3-fluoro-5-(2-(pyridin-2-yl)-6,7-dihydrooxazolo[4,5-c]pyridin-5(4H)-yl)benzonitrile 
• 1247884-99-6 2-(pyridin-2-yl)-5-(1-tosyl-1H-indol-4-yl)-4,5,6,7-tetrahydrooxazolo[4,5-c]pyridine 
• 1246891-94-0 3-(2-(pyridin-2-yl)-6,7-dihydrooxazolo[4,5-c]pyridin-5(4H)-yl)-benzonitrile 
• 1247879-43-1 3-((2-(pyridin-2-yl)-6,7-dihydrooxazolo[4,5-c]pyridin-5(4H)-yl)methyl)benzonitrile 

Relevant articles and documents

COMPOUNDS FOR TREATING DISORDERS MEDIATED BY METABOTROPIC GLUTAMATE RECEPTOR 5, AND METHODS OF USE THEREOF

Provided herein are compounds and methods of synthesis thereof. The compounds provided herein are useful for the treatment, prevention, and/or management of various disorders, such as neurological disorders, psychiatric disorders, neuromuscular disorders, gastrointestinal disorders, lower urinary tract disorder, and cancer. Compounds provided herein modulate the activity of metabotropic glutamate receptor 5 (mGluR5) in the central nervous system or the periphery. Pharmaceutical formulations containing the compounds and their methods of use are also provided herein.

Design, synthesis, and structure-activity relationships of novel bicyclic azole-amines as negative allosteric modulators of metabotropic glutamate receptor 5

A novel series of diaryl bicyclic azole-amines that are potent selective negative modulators of metabotropic glutamate receptor 5 (mGluR5) were identified through rational design. An initial hit compound 5a of modest potency (IC50 = 1.2 μM) was synthesized. Evaluation of structure-activity relationships (SAR) on the left-hand side of the molecule revealed a preference for a 2-substituted pyridine group linked directly to the central heterocycle. Variation of the central azolo-amine portion of the molecule revealed a preference for the [4,5-c]-oxazoloazepine scaffold, while right-hand side variants showed a preference for ortho- and meta-substituted benzene rings linked directly to the tertiary amine of the saturated heterocycle. These iterations led to the synthesis of 29b, a potent (IC50 = 16 nM) and selective negative modulator that showed good brain penetrance, high receptor occupancy, and a duration of action greater than 1 h in rat when administered intraperitoneally. Formal PK studies in rat and Rhesus monkey revealed a short half-life that was attributable to high first-pass clearance.