845289-75-0

Basic information

• Product Name: C₁₉H₁₄ClN₅OS
• Synonyms: C₁₉H₁₄ClN₅OS
• CAS NO: 845289-75-0
• Molecular Weight: 395.872
• Mol File: 845289-75-0.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₉H₁₄ClN₅OS(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₉H₁₄ClN₅OS(845289-75-0)
• EPA Substance Registry System: C₁₉H₁₄ClN₅OS(845289-75-0)

Safety Data

• Hazardous Substances Data: 845289-75-0(Hazardous Substances Data)

Upstream product

• 1082528-89-9 1-(2-chlorophenyl)-1H-pyrazolo[3,4-d]pyrimidine-4-thiol 
• 5326-87-4 N-(phenyl)bromoacetamide 
• 1006597-09-6 1-(2-chloro-phenyl)-1,5-dihydro-pyrazolo[3,4-d]pyrimidin-4-one 
• 64096-89-5 5-amino-1-(2-chlorophenyl)-1H-pyrazole-4-carbonitrile 

Relevant articles and documents

The discovery of a novel series of glucokinase activators based on a pyrazolopyrimidine scaffold

Glucokinase is a key enzyme in glucose homeostasis since it phosphorylates glucose to give glucose-6-phosphate, which is the first step in glycolysis. GK activators have been proven to lower blood-glucose, and therefore have potential as treatments for type 2 diabetes. Here the discovery of pyrazolopyrimidine GKAs is reported. An original singleton hit from a high-throughput screen with micromolar levels of potency was optimised to give compounds with nanomolar activities. Key steps in this success were the introduction of an extra side-chain, which increased potency, and changing the linking functionality from a thioether to an ether, which led to improved potency and lipophilic ligand efficiency. This also led to more stable compounds with improved profiles in biological assays.