21943-13-5

Basic information

• Product Name: 2-AMINO-5-BROMO-3-CHLOROPYRAZINE
• Synonyms: 2-AMINO-5-BROMO-3-CHLOROPYRAZINE;5-Bromo-3-chloro-pyrazin-2-ylamine;2-Amino-5-bromo-3-chlorop...;5-broMo-3-chloropyrazin-2-aMine
• CAS NO: 21943-13-5
• Molecular Formula: C₄H₃BrClN₃
• Molecular Weight: 208.45
• Mol File: 21943-13-5.mol
• Article Data: 6

Chemical Properties

• Melting Point: 128℃
• Boiling Point: 271℃
• Flash Point: 118℃
• Appearance: /
• Density: 1.960
• Vapor Pressure: 0.007mmHg at 25°C
• Refractive Index: 1.66
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 0.81±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-5-BROMO-3-CHLOROPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-5-BROMO-3-CHLOROPYRAZINE(21943-13-5)
• EPA Substance Registry System: 2-AMINO-5-BROMO-3-CHLOROPYRAZINE(21943-13-5)

Safety Data

• Statements: 41
• Safety Statements: 26-39
• RIDADR: UN2811
• Hazardous Substances Data: 21943-13-5(Hazardous Substances Data)

Usage

General Description

2-Amino-5-bromo-3-chloropyrazine is a synthetic compound featuring in the pyrazine category, distinguished by its molecular makeup including nitrogen, bromine, and chlorine elements. Widely used in pharmaceutical and chemical research, it is pertinent in the synthesis of various drug compounds due to its inherent reactivity. 2-Amino-5-bromo-3-chloropyrazine, usually appearing as a crystalline solid, exhibits a molecular weight of 225.966 g/mol and a molecular formula of C4H3BrClN2. Despite its wide application in scientific labs, information regarding its potential hazards and handling precautions is not extensively documented, which makes it imperative to use this compound with utmost care ensuring safety measures.

InChI:InChI=1/C4H3BrClN3/c5-2-1-8-4(7)3(6)9-2/h1H,(H2,7,8)

Upstream product

• 486424-37-7 3-amino-6-bromo-pyrazine-2-carboxylic acid 
• 6863-73-6 3-chloropyrazin-2-amine 

Downstream Products

• 21943-17-9 5-bromo-3-chloropyrazin-2-ol 
• 87444-38-0 5-bromo-3-(methylthio)pyrazin-2-amine 
• 21943-17-9 5-bromo-3-chloropyrazin-2-one 
• 1254328-00-1 3-chloro-5-(3,4,5-trimethoxyphenyl)pyrazin-2-amine 
• 1188409-89-3 3-Chloro-5-[2-methyl-5-(morpholine-4-sulfonyl)-phenyl]-pyrazin-2-ylamine 

Relevant articles and documents

INDOLE COMPOUNDS AS ANDROGEN RECEPTOR MODULATORS

Provided herein are compounds of formula (V) that bind to BF3 of an androgen receptor (AR), which can modulate the AR for the treatment of Kennedy's disease.

Selectfluor-promoted regioselective chlorination/bromination of 2-aminopyridines and 2-aminodiazines using LiCl/LiBr

Using LiCl as a chlorine source, the chlorination of 2-aminopyridines or 2-aminodiazines in the presence of Selectfluor and DMF is established under mild conditions. This method gives chlorinated pyridines or diazines in good to high yields with high regioselectivities. Also, this method is extended to the bromination of 2-aminopyridines or 2-aminodiazines by using LiBr. The regioselectivity of the chlorination reaction is strongly dependent upon the substituent pattern in either the 2-aminopyridines or 2-aminodiazines. The synthesis of Buparlisib from chlorinated pyridines was explored. A study of the mechanism revealed that this chlorination occurs via either a pyridine or diazine radical process.

Design and synthesis of 2(1H)-pyrazinones as inhibitors of protein kinases

Kinase enzymes play a key role in the development and progression of cancer. Inhibitors of deregulated kinases are effective small molecule anticancer drugs. The 2(1H)-pyrazinone heterocycle is a previously unexploited motif that can fulfil the structural requirements for ATP-competitive inhibition of kinases. Rapid solution-phase syntheses of novel 3,5- and 3,6-disubstituted-2(1H)-pyrazinones were developed through selective, sequential substitution of 2,5-dihalo-3-benzyloxypyrazine and 3,5-dihalo-2(1H)-pyrazinone intermediates. Palladium-catalysed cross-couplings and SNAr reactions were used to introduce substituents chosen on the basis of the calculated physicochemical properties of the target pyrazinones. Representative compounds demonstrated good solubility, kinase inhibitory activity and antiproliferative activity in human tumour cells, confirming the suitability of this chemical class as a kinase-focused library.