929617-36-7

Basic information

• Product Name: tert-butyl 5-bromo-3-chloro-indazole-1-carboxylate
• Synonyms: tert-Butyl 5-bromo-3-chloro-1H-indazole-1-carboxylate
• CAS NO: 929617-36-7
• Molecular Formula: C₁₂H₁₂BrClN₂O₂
• Molecular Weight: 331.5929
• Mol File: 929617-36-7.mol

Chemical Properties

• Boiling Point: 406.982°C at 760 mmHg
• Flash Point: 199.936°C
• Density: 1.559g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: tert-butyl 5-bromo-3-chloro-indazole-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl 5-bromo-3-chloro-indazole-1-carboxylate(929617-36-7)
• EPA Substance Registry System: tert-butyl 5-bromo-3-chloro-indazole-1-carboxylate(929617-36-7)

Safety Data

• Hazardous Substances Data: 929617-36-7(Hazardous Substances Data)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 36760-19-7 5-bromo-3-chloro-1H-indazole 
• 53857-57-1 5-bromo-1H-indazole 

Relevant articles and documents

Design and synthesis of pyridine-pyrazolopyridine-based inhibitors of protein kinase B/Akt

Thr-211 is one of three different amino acid residues in the kinase domain of protein kinase B/Akt as compared to protein kinase A (PKA), a closely related analog in the same AGC family. In an attempt to improve the potency and selectivity of our indazole-pyridine series of Akt inhibitors over PKA, efforts have focused on the incorporation of a chemical functionality to interact with the hydroxy group of Thr-211. Several substituents including an oxygen anion, amino, and nitro groups have been introduced at the C-6 position of the indazole scaffold, leading to a significant drop in Akt potency. Incorporation of a nitrogen atom into the phenyl ring at the same position (i.e., 9f) maintained the Akt activity and, in some cases, improved the selectivity over PKA. The structure-activity relationships of the new pyridine-pyrazolopyridine series of Akt inhibitors and their structural features when bound to PKA are also discussed.