70217-86-6

Usage

Uses

Used in Pharmaceutical Industry:
Pyrazinamine, 5-phenyl-3-(phenylmethyl)is used as a potential candidate for drug development due to its unique chemical structure and the possibility of exhibiting biological activities. Its aromatic amine nature and the presence of a pyrazine ring may contribute to its potential therapeutic applications, although more research is required to fully understand its properties and effectiveness.
Used in Chemical Research:
Pyrazinamine, 5-phenyl-3-(phenylmethyl)is used as a subject of study in chemical research to explore its properties, reactivity, and potential applications in various fields. Pyrazinamine, 5-phenyl-3-(phenylmethyl)-'s structure and the presence of phenyl groups may offer insights into the development of new synthetic methods, reactions, or even the creation of new compounds with desired properties.

Upstream product

• 532-54-7 E-isonitrosoacetophenone 
• 93554-83-7 α-aminophenylpropiononitrile hydrochloride 
• 853941-51-2 5-amino-6-benzyl-2-O-trifluoromethanesulfonyloxypyrazine 
• 98-80-6 phenylboronic acid 
• 122-78-1 phenylacetaldehyde 
• 100-39-0 benzyl bromide 
• 174680-55-8 2-amino-5-bromo-3-phenylmethylpyrazine 
• 532-54-7 hydroxyiminoacetophenone 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 671240-59-8 N-[3-benzyl-5-oxo-1-(toluene-4-sulfonyl)-1,4,5,6-tetrahydro-pyrazin-2-yl]-4-methyl-benzenesulfonamide 
• 671240-60-1 N-(3-benzyl-5-hydroxy-pyrazin-2-yl)-4-methyl-benzenesulfonamide 
• 671240-54-3 [(1-cyano-2-phenyl-ethylcarbamoyl)-methyl]-carbamic acid tert-butyl ester 
• 671240-57-6 3-benzyl-piperazine-2,5-dione 2-oxime 
• 671240-58-7 5-amino-6-benzyl-3,6-dihydro-1H-pyrazin-2-one 

Downstream Products

• 49784-82-9 N-(3-benzyl-5-phenyl-pyrazin-2-yl)-acetamide 
• 853941-52-3 8-benzyl-2-(4-hydroxyphenylmethyl)-6-phenyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one 
• 70217-82-2 2-benzyl-8-benzyl-6-(phenyl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 70217-85-5 8-benzyl-2-methyl-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one 
• 1238832-23-9 3-benzyl-2-bis(benzylsulfonyl)amino-5-phenylpyrazine 
• 1238832-24-0 3-benzyl-2-benzylsulfonylamino-5-phenylpyrazine 
• 1374302-45-0 8-benzyl-6-phenyl-2-(thiophen-2-ylmethyl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1374040-24-0 8-benzyl-2-(furan-2-ylmethyl)-6-phenyl-3,7-dihydroimidazo[1,2-a]pyrazin-3-one 
• 1374302-41-6 2-((3-benzyl-5-phenylpyrazin-2-yl)amino)butanoic acid 
• 1374302-43-8 8-benzyl-6-phenyl-2-(3,3,3-trifluoropropyl)imidazo[1,2-a]pyrazin-3(7H)-one 
• 1374302-44-9 5,5,5-trifluoro-2-((3-benzyl-5-phenylpyrazin-2-yl)amino)butanoic acid 
• 1374302-40-5 8-benzyl-2-ethyl-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one 
• 1374302-49-4 8-benzyl-2-((1-methyl-1H-imidazol-2-yl)methyl)-6-phenylimidazo[1,2-a]pyrazin-3(7H)-one 
• 1374040-29-5 C₃₆H₃₅N₃O₂ 

Relevant academic research and scientific papers

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.

Luminescence of coelenterazine derivatives with C-8 extended electronic conjugation

Replacement of the methylene group at the C-8 position with an extended electronic conjugation is a new promising method to develop red-shifted coelenterazine derivatives. In this paper, we have described an oxygen-containing coelenterazine derivative with a significant red-shifted (63 nm) bioluminescence signal maximum relative to coelenterazine 400a (DeepBlueC, 1). In cell imaging, the sulfur-containing coelenterazine derivative displayed a significantly (1.77 ± 0.09; P ≤ 0.01) higher luminescence signal compared to coelenterazine 400a and the oxygen-containing coelenterazine derivative exhibited a slightly (0.74 ± 0.08; P ≤ 0.05) lower luminescence signal. It is beneficial to understand further the underlying mechanisms of bioluminescence.

NOVEL COELENTERAZINE SUBSTRATES AND METHODS OF USE

An isolated polynucleotide encoding a modified luciferase polypeptide and novel coelenterazine-based substrates. The OgLuc variant polypeptide has at least 60% amino acid sequence identity to SEQ ID NO: 1 and at least one amino acid substitution at a position corresponding to an amino acid in SEQ ID NO: 1. The OgLuc variant polypeptide has at least one of enhanced luminescence, enhanced signal stability, and enhanced protein stability relative to the corresponding polypeptide of the wild-type Oplophorus luciferase.

NOVEL COELENTERAZINE SUBSTRATES AND METHODS OF USE

An isolated polynucleotide encoding a modified luciferase polypeptide and novel coelenterazine- based substrates. The OgLuc variant polypeptide has at least 60% amino acid sequence identity to SEQ ID NO: 1 and at least one amino acid substitution at a position corresponding to an amino acid in SEQ ID NO: 1. The OgLuc variant polypeptide has at least one of enhanced luminescence, enhanced signal stability, and enhanced protein stability relative to the corresponding polypeptide of the wild-type Oplophorus luciferase.

COELENTERAMIDE ANALOGS

There has been a need for coelenteramide analogs or the like that produce fluorescent proteins which exhibit different fluorescent characteristics from those of the existing fluorescent proteins. Disclosed is a compound represented by general formula (1) (wherein R1 represents a substituted or unsubstituted aryl, a substituted or unsubstituted arylalkyl, a straight or branched alkyl which may optionally be substituted with an alicyclic group, an alicyclic group or a heterocyclic group; R2 represents hydrogen or —(SO2)R4; R3 represents hydrogen, hydroxyl, methoxy or acetoxy; R4 represents a substituted or unsubstituted aryl, a substituted or unsubstituted arylalkyl or a straight or branched alkyl which may optionally be substituted with an alicyclic group; and X1 represents —C(═S)— or —SO2—).

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.

Novel synthetic route of coelenterazines -2-:Synthesis of various dehydrocoelenterazine analogs

The novel synthetic route to introduce varioussubstituents into 5-position of coelenteramine is described. Difficulties, however, are observed in the attempted synthesis of some analogs having labile functional groups. This is due to the strong acid conc. H2SO4 after Suzuki-Miyaura coupling, so that the route was limited only to the synthesis for aminopyrazines having acid-stable functional groups. In this report, we describe alternative success in the deprotection of N-tosyl-animopyrazine triflate before the cross coupling; thus, we obtained the aminopyrazine triflate in high yield. This compound enables us to synthesize various coelenterazine analogs. This triflate was proven to be so important intermediate that the versatile synthesis for coelenterazine and dehydrocoelenterazine analogs was established through Suzuki-Miyaura or Sonogashira coupling.

Novel synthetic route of aryl-aminopyrazine

We report a novel synthetic route of aryl-aminopyrazine through a new cyclization reaction by using a hydroxylamine. Starting from Boc-glycine and aminonitrile, the aminopyrazine ring was prepared in several steps. After trifluoromethane sulfonylation of the aminopyrazinone, the resultant triflate was subjected to Suzuki-Miyaura coupling reaction with aryl boronic acid to afford coelenteramine.

Efficient synthesis of substituted 2-aminopyrazines: FeCl3-promoted condensation of hydroxyiminoketones with aminoacetonitriles

FeCl3-promoted condensation of hydroxyiminoketones with aminoacetonitriles followed by catalytic hydrogenation afforded the desired pyrazines in moderate-good yields. This protocol provides an efficient and practical synthesis of substituted 2-

Solvent and substituent effects on the fluorescent properties of coelenteramide analogues

Coelenteramide 1 is the light emitter in aequorin bioluminescence. To establish the fluorescent character of 1, the fluorescence properties of 1 and a series of its analogues, 3a-f, possessing a substituent R [= CF3, F, H, OCH3, OH, N(CH3)2] at the para-position on the 5-phenyl group have been investigated in solvents of various polarity. The fluorescence emission maxima of 1 and 3d-f, possessing an electron-donating group R [= OCH3, OH, N(CH3)2] shift to lower energy with increasing solvent polarity, while those of the analogues 3a-c (R = CF3, F, H) are independent of the solvent polarity. The linear correlation between the fluorescence maxima of 1 and 3d-f and the solvent polarity scales can be explained by formation of the singlet excited state with a charge-transfer (CT) character. The quantum yields of CT fluorescence of 1 and 3d-f have been found to be higher than those of 3a-c. These results indicate that the solvatochromic fluorescence of 1 originates from the CT excited state and the existence of an electron donating hydroxy group on the 5-phenyl group is essential for determining a wavelength and a high fluorescence quantum yield of aequorin bioluminescence.