1314893-92-9

Basic information

• Product Name: 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine
• Synonyms: 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine
• CAS NO: 1314893-92-9
• Molecular Formula: C₆H₃BrClN₃
• Molecular Weight: 232.46512
• Mol File: 1314893-92-9.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• Density: 2.03±0.1 g/cm3(Predicted)
• PKA: -2.50±0.40(Predicted)
• CAS DataBase Reference: 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine(CAS DataBase Reference)
• NIST Chemistry Reference: 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine(1314893-92-9)
• EPA Substance Registry System: 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine(1314893-92-9)

Safety Data

• Hazardous Substances Data: 1314893-92-9(Hazardous Substances Data)

Usage

General Description

3-bromo-6-chloropyrazolo[1,5-a]pyrimidine is a chemical compound with the molecular formula C5H2BrClN3. It is a heterocyclic organic compound with a pyrazolo[1,5-a]pyrimidine core structure. 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine is used in the field of medicinal chemistry as a building block for the synthesis of various biologically active compounds and pharmaceuticals. It is also a key intermediate in the production of pyrazolopyrimidine-based drugs. Additionally, 3-bromo-6-chloropyrazolo[1,5-a]pyrimidine has been studied for its potential biological activities and is of interest in drug discovery and development.

Upstream product

• 16461-94-2 3-amino-4-bromo-1H-pyrazole 
• 36437-19-1 2-chloromalonaldehyde 
• 2024538-64-3 6-chloropyrazolo[1,5-a]pyrimidine 

Downstream Products

• 1314893-24-7 (1R,2R)-2-(([5-chloro-4-(6-chloropyrazolo[1,5-a]-pyrimidin-3-yl)-thiophen-2-yl]carbonyl)-amino)-3,3-difluorocyclohexanaminium chloride 
• 1314894-07-9 tert-butyl (1R,2R)-2-({[4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-methylthiophen-2-yl]carbonyl}amino)-3,3-difluorocyclohexylcarbamate 
• 1314893-26-9 N-((1R,6R)-6-amino-2,2-difluorocyclohexyl)-4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-methylthiophene-2-carboxamide 
• 1314893-30-5 N-[(1R,6S)-6-amino-2,2-difluorocyclohexyl]-4-(6-chloropyrazolo[1,5-a]pyrimidin-3-yl)-5-ethylthiophene-2-carboxamide 

Relevant articles and documents

A Scaffold-Hopping Strategy toward the Identification of Inhibitors of Cyclin G Associated Kinase

We recently reported the discovery of isothiazolo[4,3-b]pyridine-based inhibitors of cyclin G associated kinase (GAK) displaying low nanomolar binding affinity for GAK and demonstrating broad-spectrum antiviral activity. To come up with novel core structures that act as GAK inhibitors, a scaffold-hopping approach was applied starting from two different isothiazolo[4,3-b]pyridines. In total, 13 novel 5,6- and 6,6-fused bicyclic heteroaromatic scaffolds were synthesized. Four of them displayed GAK affinity with Kd values in the low micromolar range that can serve as chemical starting points for the discovery of GAK inhibitors based on a different scaffold.

HETEROARYL SUBSTITUTED AMINOPYRIDINE COMPOUNDS

Disclosed are compounds of Formula (I) or salts thereof, wherein: HET is a heteroaryl selected from imidazo[1,2-b]pyridazinyl and pyrazolo[1,5-a]pyrimidinyl, wherein said heteroaryl is attached to the pyridinyl group in the compound of Formula (I) by a carbon ring atom in the heteroaryl and wherein said heteroaryl is substituted with zero to 2 Rb; A is pyrazolyl, imidazolyl, or triazolyl, each substituted with zero or 1 Ra; and R3, Ra, and Rb are define herein. Also disclosed are methods of using such compounds as modulators of IRAK4, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating, preventing, or slowing inflammatory and autoimmune diseases, or in the treatment of cancer.