174680-55-8

Basic information

• Product Name: 2-AMINO-3-(PHENYLMETHYL)-5-BROMOPYRAZINE
• Synonyms: 2-AMINO-3-BENZYL-5-BROMOPYRAZINE;2-AMINO-3-(PHENYLMETHYL)-5-BROMOPYRAZINE;3-BENZYL-5-BROMOPYRAZIN-2-YLAMINE;5-BROMO-3-(PHENYLMETHYL)-PYRAZINAMINE;3-Benzyl-5-broMopyrazin-2-aMine
• CAS NO: 174680-55-8
• Molecular Formula: C₁₁H₁₀BrN₃
• Molecular Weight: 264.12
• Mol File: 174680-55-8.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 385.9 °C at 760 mmHg
• Flash Point: 187.2 °C
• Appearance: /
• Density: 1.52 g/cm³
• Storage Temp.: 2-8°C
• PKA: 1.91±0.10(Predicted)
• CAS DataBase Reference: 2-AMINO-3-(PHENYLMETHYL)-5-BROMOPYRAZINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-3-(PHENYLMETHYL)-5-BROMOPYRAZINE(174680-55-8)
• EPA Substance Registry System: 2-AMINO-3-(PHENYLMETHYL)-5-BROMOPYRAZINE(174680-55-8)

Safety Data

• Hazardous Substances Data: 174680-55-8(Hazardous Substances Data)

Usage

Uses

3-Benzyl-5-bromopyrazin-2-amine is a reagent in the synthesis of novel coelenterazine derivatives.

Upstream product

• 24241-18-7 2-amino-3,5-dibromopyrazine 
• 6921-34-2 benzylmagnesium chloride 
• 100-39-0 benzyl bromide 
• 108-88-3 toluene 
• 185148-51-0 3-benzyl-2-pyrazinamine 

Downstream Products

• 50909-86-9 2,8-dibenzyl-6-(4-hydroxyphenyl)imidazo[1,20-a]pyrazin-3(7H)one 
• 353497-17-3 3-benzyl-5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-phenyl-2-pyrazinamine 
• 55779-48-1 coelenterazine 
• 37156-84-6 4-(5-amino-6-benzyl-pyrazin-2-yl)-phenol 

Relevant articles and documents

Multicomponent synthesis of novel coelenterazine derivatives substituted at the C-3 position

Three novel coelenterazine derivatives substituted at the C-3 position were synthesized through a multicomponent strategy based on Groebke-Blackburn-Bienaymé reaction without using protecting groups. An efficient one-pot tert-butyl group cleavage from an

C-6 site modified NanoLuc type analogues and preparation method and application thereof

The invention provides C-6 site modified NanoLuc type analogues and a preparation method and application thereof. The C-6 site modified NanoLuc type analogues have a structure as shown in a formula Iwhich is described in the specification. In the formula I, R1 is selected from a group consisting of a 4-fluorophenyl group, a 4-chlorphenyl group, a 4-bromophenyl group, a 3-fluoro-4-aminophenyl group, a thienyl group, a furyl group, a 5-methylfuryl group, a naphth-2-yl group, a benzofuryl group, a 4-methylphenyl group, a 3,5-dimethylphenyl group, a 4-hydroxymethylphenyl group, a 4-methoxyphenylgroup and a 4-mercaptophenyl group. The analogues can be used as a bioluminescent substrate for researching protein-protein and protein-ligand interactions, monitoring protein stability and bioluminescence resonance energy transfer and the like. The invention provides application of the analogues to in-vitro, cellular and in-vivo distribution imaging under the action of NanoLuc luciferase in virtue of bioluminescence and application of the analogues as a report signal to detect the pharmacological action and toxic action of a drug at an enzyme level, a cellular level and an animal level in thepresence of NanoLuc luciferase.

New bioluminescent coelenterazine derivatives with various C-6 substitutions

A series of new coelenterazine analogs with varying substituents at the C-6 position of the imidazopyrazinone core have been designed and synthesized for the extension of bioluminescence substrates. Some of them display excellent bioluminescence properties compared to DeepBlueC or native coelenterazine with both in vitro and in vivo biological evaluations, thus placing these derivatives among the most ideal substrates for Renilla bioluminescence applications.