1837-91-8

Basic information

• Product Name: 1,2,3,4,5,6-HEXABROMOCYCLOHEXANE
• Synonyms: 1,2,3,4,5,6-hexabromo-cyclohexan;1,2,3,4,5,6-HEXABROMOCYCLOHEXANE;BENZENE HEXABROMIDE;JAK2 INHIBITOR II;trans-α-Benzene hexabromide;1,2,3,4,5,6-Hexabromcyclohexan;NSC 7908
• CAS NO: 1837-91-8
• Molecular Formula: C₆H₆Br₆
• Molecular Weight: 557.54
• EINECS: 250-052-5
• Mol File: 1837-91-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 218.0 to 223.0 °C
• Boiling Point: 388.9°C at 760 mmHg
• Flash Point: 183.4°C
• Appearance: white to beige/
• Density: 2.894g/cm³
• Vapor Pressure: 6.65E-06mmHg at 25°C
• Refractive Index: 1.699
• Storage Temp.: Store at RT
• Solubility: DMSO: soluble2mg/mL (clear solution, warmed)
• CAS DataBase Reference: 1,2,3,4,5,6-HEXABROMOCYCLOHEXANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4,5,6-HEXABROMOCYCLOHEXANE(1837-91-8)
• EPA Substance Registry System: 1,2,3,4,5,6-HEXABROMOCYCLOHEXANE(1837-91-8)

Safety Data

• Hazard Codes: Xn
• Statements: 36/37/38-36-22
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 1837-91-8(Hazardous Substances Data)

Usage

Uses

1,2,3,4,5,6-Hexabromocyclohexane is a potent and specific inhibitor of JAK2 autophosphorylation.

Biological Activity

Potently and directly inhibits JAK2 tyrosine kinase autophosphorylation, specifically inhibiting ligand-dependent JAK2 activation. A 16-hour treatment with 1 μ M of compound reduces JAK2 tyrosine autophosphorylation levels to ~ 50% while 50 μ M elimates nearly all JAK2 activity. Non-cytotoxic at 100 μ M.

InChI:InChI=1/C6H6Br6/c7-1-2(8)4(10)6(12)5(11)3(1)9/h1-6H

Upstream product

• 7726-95-6 bromine 
• 71-43-2 benzene 
• 25283-73-2 3-Methyl-4-phenyl-1,2,5-thiadiazole 

Downstream Products

• 108-86-1 bromobenzene 
• 108-36-1 1,3-dibromobenzene 
• 106-37-6 1.4-dibromobenzene 
• 100-39-0 benzyl bromide 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 583-53-9 2,3-dibromobenzene 
• 615-54-3 1,2,4-tribromobenzene 
• 10035-10-6 hydrogen bromide 
• 87-82-1 hexabromobenzene 
• 120-80-9 benzene-1,2-diol 
• 71-43-2 benzene 

Relevant articles and documents

Photochemical Bromination of Anilides by Benzenehexabromide

Benzenehexabromide was found to afford photochemical bromination of substituted acetanilide in the p-position.The rates of bromination were found to follow the order predicted on the basis of inductive effect of the substituents and similar to the sequence of reactivities observed for bromination of acetanilides with N-bromosuccinimide.Similar results were obtained in the case of p-substituted benzanilides and the reaction shows a good Hammett correlation with the ?+ values for the substituents with a ρ value -0.266.

Bromination of Methyl Substituted 1,2,5-Thiadiazoles with N-Bromosuccinimide

Bromomethyl-1,2,5-thiadiazoles 2a-c were prepared by bromination of methyl-1,2,5-thiadiazoles 1a-c by NBS in refluxing carbon tetrachloride.When bromination of 1a and 1b was carried out under irradiation of tungsten lamp, mixtures of cis-5a and b and tran