119738-50-0

Basic information

• Product Name: 5-(4-methoxyphenyl)pyrazin-2-amine
• Synonyms: 5-(4-methoxyphenyl)pyrazin-2-amine
• CAS NO: 119738-50-0
• Molecular Formula: C₁₁H₁₁N₃O
• Molecular Weight: 201.22454
• Mol File: 119738-50-0.mol

Chemical Properties

• Boiling Point: 374.9±42.0 °C(Predicted)
• Appearance: /
• Density: 1.201±0.06 g/cm3(Predicted)
• PKA: 3.02±0.10(Predicted)
• CAS DataBase Reference: 5-(4-methoxyphenyl)pyrazin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(4-methoxyphenyl)pyrazin-2-amine(119738-50-0)
• EPA Substance Registry System: 5-(4-methoxyphenyl)pyrazin-2-amine(119738-50-0)

Safety Data

• Hazardous Substances Data: 119738-50-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-(4-methoxyphenyl)pyrazin-2-amine is used as a key intermediate in the synthesis of coelenterazine and coelenteramine derivatives. These derivatives exhibit potent inhibitory effects on lipid peroxidation, a process that contributes to cellular damage and various diseases. By incorporating this compound into the synthesis of such inhibitors, it can help develop new therapeutic agents to combat oxidative stress-related conditions.
Used in Chemical Research:
As a versatile building block, 5-(4-methoxyphenyl)pyrazin-2-amine is also used in chemical research for the development of novel compounds with potential applications in various fields. Its unique structure allows for further functionalization and modification, enabling the creation of new molecules with tailored properties and improved performance.

Upstream product

• 59489-71-3 5-amino-2-bromopyrazine 
• 5720-07-0 4-methoxyphenylboronic acid 
• 1087036-79-0 N-[(3'-bromo-5'-(4''-methoxyphenyl))pyrazin-2'-yl]pyridinium aminide 
• 5049-61-6 2-Aminopyrazine 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 144465-03-2 N-[5-(4-Methoxy-phenyl)-pyrazin-2-yl]-acetamide 
• 128322-44-1 6-(4-methoxyphenyl)-2-methylimidazo<1,2-a>pyrazin-3(7H)-one hydrochloride 
• 374588-81-5 N-benzyl-5-(p-methoxyphenyl)-2-amino-1,4-pyrazine 
• 118877-07-9 MCLA 
• 1262118-36-4 2-amino-5-(4-methoxyphenyl)-3-phenylthiopyrazine 
• 1262118-38-6 2-amino-5-(4-methoxyphenyl)-3-(4-chlorophenyl)thiopyrazine 
• 1262118-39-7 2-amino-5-(4-methoxyphenyl)-3-(3,5-bis-trifluoromethylphenyl)thiopyrazine 
• 1262118-40-0 2-amino-5-(4-methoxyphenyl)-3-(4-methylphenyl)thiopyrazine 
• 1262118-41-1 2-amino-5-(4-methoxyphenyl)-3-(4-methoxyphenyl)thiopyrazine 
• 1262118-42-2 2-amino-5-(4-methoxyphenyl)-3-methylthiopyrazine 
• 1449112-33-7 4-(5-amino-6-bromopyrazin-2-yl)phenol 
• 1363438-88-3 2-Ethynyl-5-(4-methoxyphenyl)pyrazine 
• 1363438-56-5 2-(4-methoxyphenyl)-5-((trimethylsilyl)ethynyl)pyrazine 

Relevant articles and documents

Iridium-Catalyzed Asymmetric Hydrogenation of Tosylamido-Substituted Pyrazines for Constructing Chiral Tetrahydropyrazines with an Amidine Skelton

Dinuclear triply chloro-bridged iridium(III) complexes bearing chiral diphosphine ligands catalyze the asymmetric hydrogenation of tosylamido-substituted pyrazines to give the corresponding chiral tetrahydropyrazines with an amidine skeleton in high yield and with high enantioselectivity. Addition of N,N-dimethylanilinium bromide enhanced the catalytic activity of the iridium complexes and also increased the enantioselectivity of the products by trapping the hydrogenated amine products with HBr from N,N-dimethylanilinium bromide. The amidine skeleton of the products could be transformed to give chiral piperazinones and piperazines without loss of enantioselectivity. (Figure presented.).

Direct arylation of n-heteroarenes with aryldiazonium salts by photoredox catalysis in water

A highly effective visible light-promoted "radical-type" coupling of N-heteroarenes with aryldiazonium salts in water has been developed. The reaction proceeds at room temperature with [Ru(bpy)3]Cl 2×6 H2O as a photosensit

Chemical synthesis of coelenterazine and its analogs: New route by four segment-couplings

A novel and improved synthetic route includes four segment-couplings toward coelenterazine and its analogs as luminescent molecules. Regio- and chemo-selective cross coupling reactions using palladium catalysts with 5-iodo-3-bromo-2-aminopyrazine have enabled providing various aminopyrazine derivatives having different substituents. The improved synthesis of coelenterazine and its analogs employed advanced condensation with the aminopyrazines using various keto-acetal segments, which resulted in much higher yields to give the final imidazopyrazinone heterocycles than the previous method using keto-aldehydes.

New compounds, pharmaceutical compositions and uses thereof

The invention relates to new compounds of the formula I to their use as medicaments, to methods for their therapeutic use and to pharmaceutical compositions containing them.

IMIDAZO[1,2-α]PYRAZIN-3(7H)-ONE DERIVATIVES BEARING A NEW ELECTRON-RICH STRUCTURE

The present invention relates to compound of formula I : and their use as chemiluminescent and/or bioluminescent reagents.

A new class of pyrazolopyridine nucleus with fluorescent properties, obtained through either a radical or a Pd arylation pathway from N-azinylpyridinium N-aminides

(Chemical Equation Presented) The synthesis of dipyridopyrazole and pyridopyrazolopyrazine derivatives - both of which incorporate a 3-aryl moiety - can be achieved in moderate yields by intramolecular radical arylation of pyridinium N-aminides using tris(trimethylsilyl)silane and azobisisobutyronitrile. Improved results were obtained on using Pd direct arylation in conjunction with microwave irradiation. A preliminary study into the fluorescent properties of the target compounds is also reported.

Catechol derivatives of aminopyrazine and cell protection against uvb-induced mortality

A series of 5-aryl- and 3,5-bis-aryl-2-amino-1,4-pyrazine derivatives 4 and 6, and related imidazolopyrazinones 7, has been synthesized, the aryl groups of which are catechol and/or phenol substituents. These compounds, tested against human keratinocyte c