67602-05-5

Usage

Uses

Used in Pharmaceutical Industry:
2-AMINO-3-BROMO-5-PHENYLPYRAZINE is used as a building block for the synthesis of pharmaceuticals, contributing to the development of new drugs due to its ability to interact with biological targets.
Used in Agrochemical Industry:
In the agrochemical sector, 2-AMINO-3-BROMO-5-PHENYLPYRAZINE serves as a key component in the creation of agrochemicals, potentially enhancing crop protection and yield.
Used in Organic Chemistry Research:
2-AMINO-3-BROMO-5-PHENYLPYRAZINE is utilized as a research reagent in organic chemistry, facilitating various chemical and biological studies to explore its properties and applications.
Used in Drug Discovery and Development:
2-AMINO-3-BROMO-5-PHENYLPYRAZINE is employed as a potential candidate in drug discovery and development, given its capacity to engage with biological targets, which is crucial for the creation of effective therapeutic agents.
Used as an Intermediate in Organic Synthesis:
2-AMINO-3-BROMO-5-PHENYLPYRAZINE is recognized for its role as an intermediate in the production of complex organic molecules, playing a vital part in the synthesis of a wide range of chemical compounds.

InChI:InChI=1/C10H8BrN3/c11-9-10(12)13-6-8(14-9)7-4-2-1-3-5-7/h1-6H,(H2,12,13)

Upstream product

• 84066-21-7 3-amino-6-phenyl-2-pyrazine carboxylic acid 
• 1503-42-0 methyl 3-amino-6-phenyl-2-pyrazine carboxylate 
• 24241-18-7 2-amino-3,5-dibromopyrazine 
• 98-80-6 phenylboronic acid 
• 13535-13-2 2-amino-5-phenylpyrazine 

Downstream Products

• 50627-25-3 2-amino-3-cyano-5-phenylpyrazine 
• 1262118-43-3 2-amino-5-phenyl-3-(4-methylphenyl)thiopyrazine 
• 1262118-44-4 2-amino-5-phenyl-3-(4-methoxyphenyl)thiopyrazine 
• 1262118-37-5 2-amino-5-phenyl-3-phenylthiopyrazine 
• 1262118-50-2 2-amino-3-(benzo[d]thiazol-2-ylthio)-5-phenylpyrazine 
• 1262118-47-7 2-amino-5-phenyl-3-(4-fluorophenyl)thiopyrazine 
• 1262118-46-6 2-amino-5-phenyl-3-(4-chlorophenyl)thiopyrazine 
• 1262118-45-5 2-amino-5-phenyl-3-(3,5-bis-trifluoromethylphenyl)thiopyrazine 
• 1262118-51-3 2-amino-5-phenyl-3-phenoxypyrazine 
• 1262118-49-9 2-amino-5-phenyl-3-(adamantylthio)pyrazine 
• 1262118-52-4 2-amino-5-phenyl-3-(4-hydroxyphenyl)thiopyrazine 
• 1262118-53-5 2-amino-5-phenyl-3-phenylsulfinylpyrazine 
• 1262118-48-8 2-amino-5-phenyl-3-cyclopentylthiopyrazine 
• 1262118-04-6 2-benzyl-6-phenyl-8-phenoxyimidazo[1,2-a]pyrazin-3(7H)-one 

Relevant academic research and scientific papers

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.

A novel coelenterate luciferin-based luminescent probe for selective and sensitive detection of thiophenols

The first dual bioluminescent and chemiluminescent sensor for detecting highly toxic thiophenols has been developed. Such a probe was designed by using a coelenterazine analogue as the luminophore and dinitrophenyl ether as the recognition moiety. It shou

Discovery of inhibitors of Trypanosoma brucei by phenotypic screening of a focused protein kinase library

A screen of a focused kinase inhibitor library against Trypanosoma brucei rhodesiense led to the identification of seven series, totaling 121 compounds, which showed >50 % inhibition at 5 μm. Screening of these hits in a T. b. brucei proliferation assay highlighted three compounds with a 1H-imidazo[4,5-b]pyrazin-2(3H)-one scaffold that showed sub-micromolar activity and excellent selectivity against the MRC5 cell line. Subsequent rounds of optimisation led to the identification of compounds that exhibited good in vitro drug metabolism and pharmacokinetics (DMPK) properties, although in general this series suffered from poor solubility. A scaffold-hopping exercise led to the identification of a 1H-pyrazolo[3,4-b]pyridine scaffold, which retained potency. A number of examples were assessed in a T. b. brucei growth assay, which could differentiate static and cidal action. Compounds from the 1H-imidazo[4,5-b]pyrazin-2(3H)-one series were found to be either static or growth-slowing and not cidal. Compounds with the 1H-pyrazolo[3,4-b]pyridine scaffold were found to be cidal and showed an unusual biphasic nature in this assay, suggesting they act by at least two mechanisms. Focused on tipping the HAT: We report a phenotypic screen of a focused kinase library against Trypanosoma brucei and subsequent optimisation of a hit, with sub-micromolar activity, based on a 1H-imidazo[4,5-b]pyrazin-2(3H)-one scaffold. Scaffold hopping gave a second series based on a 1H-pyrazolo[3,4-b]pyridine scaffold, also with sub-micromolar activity. The first series of compounds were static or growth-slowing and not cidal, whilst those from the second series were cidal, but showed an unusual biphasic growth curve, suggestive of several mechanisms of action.

Synthesis and chemiluminescent properties of 6,8-diaryl-2-methylimidazo[1, 2-a]pyrazin-3(7H)-ones: Systematic investigation of substituent effect at para-position of phenyl group at 8-position

6,8-Diphenylimidazopyrazinone derivatives having a substituent R (R = CF3, H, and OMe) at para position of the 8-phenyl group were synthesized and their chemiluminescent properties were investigated. The chemiluminescence maxima (CLmax/su

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.