52090-67-2

Basic information

• Product Name: 1H-Pyrazolo[3,4-c]pyridine, 1-acetyl- (9CI)
• Synonyms: 1H-Pyrazolo[3,4-c]pyridine, 1-acetyl- (9CI);1-Acetylpyrazolo[3,4-c]pyridine;Ethanone, 1-(1H-pyrazolo[3,4-c]pyridin-1-yl)-;1-(1H-pyrazolo[3,4-c]pyridin-1-yl)Ethanone;1-Pyrazolo[4,3-c]pyridin-1-yl-ethanone;1-ACETYLPYRAZOLO[3,4-C]PYRIDINE(WX626023)
• CAS NO: 52090-67-2
• Molecular Formula: C8H7N3O
• Molecular Weight: 161.16068
• Product Categories: ACETYLGROUP
• Mol File: 52090-67-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 342.377°C at 760 mmHg
• Flash Point: 160.864°C
• Appearance: /
• Density: 1.333g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.668
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1H-Pyrazolo[3,4-c]pyridine, 1-acetyl- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrazolo[3,4-c]pyridine, 1-acetyl- (9CI)(52090-67-2)
• EPA Substance Registry System: 1H-Pyrazolo[3,4-c]pyridine, 1-acetyl- (9CI)(52090-67-2)

Safety Data

• Hazardous Substances Data: 52090-67-2(Hazardous Substances Data)

Usage

General Description

1H-Pyrazolo[3,4-c]pyridine, 1-acetyl- (9CI) is a chemical compound with the molecular formula C9H7N3O. It is a heterocyclic compound with a pyrazole ring fused to a pyridine ring. The compound is known for its acetyl group attached to the nitrogen atom in the pyrazole ring. It is often used as a building block in the synthesis of various pharmaceuticals and agrochemicals. The compound has potential biological activities and is of interest in the field of medicinal chemistry for its potential use in drug discovery and development. Its structure and properties make it a valuable intermediate in organic synthesis and a versatile precursor to various functional groups.

InChI:InChI=1/C8H7N3O/c1-6(12)11-8-5-9-3-2-7(8)4-10-11/h2-5H,1H3

Upstream product

• 3430-27-1 3-amino-4-methylpyridine 
• 127-08-2 potassium acetate 
• 108-24-7 acetic anhydride 

Downstream Products

• 271-47-6 1H-pyrazolo[3,4-c]pyridine 

Relevant articles and documents

Ligand isomerism fine-tunes structure and stability in zinc complexes of fused pyrazolopyridines

Fused-ring pyrazoles offer a versatile platform for derivitization to give finely tuned and functional ligands in coordination assemblies. Here, we explore the pyrazolo[4,3-b]pyridine (HL1) and pyrazolo[3,4-c]pyridine (HL2) backbones and their N-substituted derivatives, using their coordination chemistry with zinc(ii) in the solid state and in solution to examine the steric and electronic effects of varying their substitution pattern. The parent heterocycles HL1 and HL2 both generate robust and permanently porous isomeric MOFs on reaction with zinc and a dicarboxylate co-ligand. The subtle geometric change offered by the position of the backbone pyridyl nitrogen atom leads to substantial changes in the pore size and total pore volume, which is reflected in both their surface areas and CO2 uptake performance. Both materials are also unusually resilient to atmospheric water vapour by virtue of the strong metal–azolate bonding. The isomeric chelating ligands L3–L6, generated by N-arylation of the parent heterocycles with a 2-pyridyl group, each coordinate to zinc to give either mononuclear or polymeric coordination compounds depending on the involvement of the backbone pyridine nitrogen atom. While crystal packing influences based on the steric preferences of the ligands are dominant in the crystalline phase, fluorescence spectroscopy is used to show that the 2H isomers L4 and L6 show distinct coordination behaviour to the 1H isomers L3 and L5, forming competing [ML] and [ML2] species in soution. The first stability constant for L6 with zinc(ii) is an order of magnitude larger than for the other three ligands, suggesting an improved binding strength based on the electron configuration in this isomer. These results show that careful control of remote substitution on fused pyrazole ligands can lead to substantial improvements in the stability of the resulting complexes, with consequences for the design of stable coordination assemblies containining labile metal ions.