104599-40-8

Basic information

• Product Name: 3,4,5-tribroMo-1-nitro-1H-pyrazole
• Synonyms: 3,4,5-tribroMo-1-nitro-1H-pyrazole;3,4,5-tribromo-1-nitropyrazole
• CAS NO: 104599-40-8
• Molecular Formula: C₃Br₃N₃O₂
• Molecular Weight: 350
• Mol File: 104599-40-8.mol

Chemical Properties

• Boiling Point: 447.7±55.0 °C(Predicted)
• Appearance: /
• Density: 3.15±0.1 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: -12.22±0.12(Predicted)
• CAS DataBase Reference: 3,4,5-tribroMo-1-nitro-1H-pyrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,5-tribroMo-1-nitro-1H-pyrazole(104599-40-8)
• EPA Substance Registry System: 3,4,5-tribroMo-1-nitro-1H-pyrazole(104599-40-8)

Safety Data

• Hazardous Substances Data: 104599-40-8(Hazardous Substances Data)

Upstream product

• 17635-44-8 3,4,5-tribromo-1H-pyrazole 

Downstream Products

• 17635-44-8 3,4,5-tribromo-1H-pyrazole 
• 108-86-1 bromobenzene 
• 104599-36-2 3,5-dibromo-4-nitro-1H-pyrazole 
• 51039-46-4 3,4,5-tribromo-1-phenyl-1H-pyrazole 
• 104599-39-5 3,5-dibromo-4-nitro-1-phenyl-1H-pyrazole 
• 104599-37-3 3,4-dibromo-5-nitro-1H-pyrazole 

Relevant articles and documents

Novel synthesis and structural characterization of a high-affinity paramagnetic kinase probe for the identification of non-ATP site binders by nuclear magnetic resonance

To aid in the pursuit of selective kinase inhibitors, we have developed a unique ATP site binder tool for the detection of binders outside the ATP site by nuclear magnetic resonance (NMR).We report here the novel synthesis that led to this paramagnetic spin-labeled pyrazolopyrimidine probe (1), which exhibits nanomolar inhibitory activity against multiple kinases. We demonstrate the application of this probe by performing NMR binding experiments with Lck and Src kinases and utilize it to detect the binding of two compounds proximal to the ATP site. The complex structure of the probe with Lck is also presented, revealing how the probe fits in the ATP site and the specific interactions it has with the protein. We believe that this spinlabeled probe is a valuable tool that holds broad applicability in a screen for non-ATP site binders. 2009 American Chemical Society.

Selective Thermolysis Reactions of Bromo-1-nitro-1H-pyrazoles. Formation of 3-Nitro-1H-vs. 4-Nitro-1H-pyrazoles

Refluxing 3,4,5,-tribromo-1-nitro-1H-pyrazole (1a) in benzene results in the evolution of bromine and NO2 and gives the 4-nitro-1H-pyrazole 2 and the 1-phenyl-1H-pyrazoles 4 and 5, while heating 1a in toluene gives 2 and benzyl bromide.Thermolysis of 1a in refluxing acetonitrile affords both 2 and the isomeric 5-nitro-1H-pyrazole 6a.Refluxing 1a mixed with the electron-rich 3,5-dimethyl-1H-pyrazole (7) in all three solvents gives 6a and 4-bromo-3,5-dimethyl-1H-pyrazole (8), whereas refluxing 1a mixed with anisole in benzene solution gives 2 and bromoanisoles.3,5-Dibromo-1-nitro-1H-pyrazole (1b) in refluxing acetonitrile gives mainly 3,4-dibromo-5-nitro-1H-pyrazole (6a) and 3,5-dibromo-1H-pyrazole (3b), but refluxing 1b mixed with 7 affords 3-bromo-5-nitro-1H-pyrazole (6b).Possible mechanisms are discussed involving intramolecular rearrangements to intermediates 3-bromo-3-nitro-3H-pyrazoles 9a,b and 4-bromo-4-nitro-4H-pyrazole 10 responsible both for the loss of bromine and NO2 as well as for the electrophilic bromination of 7 and anisole.