549503-20-0

Basic information

• Product Name: 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine
• Synonyms: 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine
• CAS NO: 549503-20-0
• Molecular Weight: 301.464
• Mol File: 549503-20-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine(549503-20-0)
• EPA Substance Registry System: 5-(p-tert-butyldimethylsilyloxyphenyl)-2-amino-1,4-pyrazine(549503-20-0)

Safety Data

• Hazardous Substances Data: 549503-20-0(Hazardous Substances Data)

Upstream product

• 106-41-2 4-bromo-phenol 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 67963-68-2 t-butyldimethylsilyl-4-bromophenol 
• 59489-71-3 5-amino-2-bromopyrazine 
• 159191-56-7 (4-((tert-butyldimethylsilyl)oxy)phenyl)boronic acid 

Downstream Products

• 1338221-27-4 2-[4-(tert-butyldimethylsilyloxy)phenyl]-N-[5-{4-(tert-butyldimethylsilyloxy)phenyl}pyrazin-2-yl]acetamide 
• 1338220-59-9 2-(4-hydroxyphenyl)-N-[5-(4-hydroxyphenyl)pyrazin-2-yl]acetamide 
• 625848-40-0 5-(4-[tert-butyl(dimethyl)silyloxy]phenyl)-3-phenyl-2-pyrazinamine 
• 1338220-73-7 (E)-5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-styrylpyrazin-2-amine 
• 1338220-09-9 (E)-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-styrylimidazo[1,2-a]pyrazin-3(7H)-one 
• 1338220-75-9 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(naphthalen-1-yl)pyrazin-2-amine 
• 1338220-11-3 2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-(naphthalen-1-yl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1338220-77-1 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(naphthalen-2-yl)pyrazin-2-amine 
• 1338220-13-5 2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-(naphthalen-2-yl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1338220-79-3 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(thiophen-2-yl)pyrazin-2-amine 
• 1338220-81-7 5-[4-(tert-butyldimethylsilyloxy)phenyl]-3-(thiophen-3-yl)pyrazin-2-amine 
• 1338220-17-9 2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)-8-(thiophen-3-yl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1338220-83-9 3-(benzo[b]thiophen-2-yl)-5-[4-(tert-butyldimethylsilyloxy)phenyl]pyrazin-2-amine 
• 1338220-19-1 8-(benzo[b]thiophen-2-yl)-2-(4-hydroxybenzyl)-6-(4-hydroxyphenyl)imidazo[1,2-a]pyrazin-3(7H)-one 

Relevant articles and documents

CHEMILUMINESCENT IMIDAZOPYRAZINONE-BASED PHOTOSENSITIZERS WITH AVAILABLE SINGLET AND TRIPLET EXCITED STATES

The present application describes the development of novel photosensitizers that can undergo self-excitation due to a chemiluminescent reaction, to produce readily-available singlet and/or triplet states and are composed by an imidazopyrazinone core. This core is functionalized with a variety of chromophores and spin converters, allowing to modulate the optical and photosensitizing properties. In one application, the chemiluminescent reaction is triggered by the superoxide anion, overexpressed in tumors, and by molecular oxygen, in aprotic solvents. The photosensitizers can be used in photodynamic therapy of cancer, without the need for external light sources and when triggered by a tumor marker, superoxide anion, while eliminating the restrictions of this therapy associated with tumor size and localization. The emission of light during the self-excitation reaction, and the resulting non-autofluorescence and low background noise, allow their use in tumor diagnostics. The photosensitizers can also be used without light sources and metal elements in photocatalysis reactions.

COELENTERAZINE ANALOGUES AND COELENTERAMIDE ANALOGUES

Coelenterazine analogues with different luminescence properties from conventional ones and coelenteramide analogues with different fluorescence properties from conventional ones have been desired. The invention provides coelenterazine analogues modified at the 8-position of coelenterazine and coelenteramide analogues modified at the 2- or 3-position of coelenteramide.

N-(alkyl)-2-amino-1,4-pyrazine derivatives: Synthesis and antioxidative properties of 3- and 3,5-p-hydroxyphenyl-substituted compounds

2-Amino-5-(p-hydroxyphenyl)-1,4-pyrazine and 2-amino-3,5-bis(p-hydroxyphenyl)-1,4-pyrazine are endowed with excellent antioxidative properties. For a possible development in medicinal chemistry, the lipophilicity of these lead compounds has to be increased. Therefore various methods of N-alkylation were systematically explored. The best results were obtained by quenching aminopyrazinyl anion with alkyl iodides, and by coupling aldehydes (reductive amination) in the presence of phenylsilane and tin catalyst. Aminopyrazines equipped with linear alkyl side-chains of at least six carbons showed improved radical-scavenging properties in lipidic media.