1447607-84-2

Basic information

• Product Name: 8-chloro-2-phenylimidazo[1,2-a]pyrazine
• Synonyms: 8-chloro-2-phenylimidazo[1,2-a]pyrazine
• CAS NO: 1447607-84-2
• Molecular Weight: 229.669
• Mol File: 1447607-84-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 8-chloro-2-phenylimidazo[1,2-a]pyrazine(CAS DataBase Reference)
• NIST Chemistry Reference: 8-chloro-2-phenylimidazo[1,2-a]pyrazine(1447607-84-2)
• EPA Substance Registry System: 8-chloro-2-phenylimidazo[1,2-a]pyrazine(1447607-84-2)

Safety Data

• Hazardous Substances Data: 1447607-84-2(Hazardous Substances Data)

Upstream product

• 6863-73-6 3-chloropyrazin-2-amine 
• 70-11-1 α-bromoacetophenone 

Downstream Products

• 126052-34-4 2-phenylimidazo[1,2-a]pyrazine 
• 1254709-40-4 3-bromo-2-phenylimidazo[1,2-a]pyrazine 
• 1575612-25-7 2-phenyl-5,6,7,8-tetrahydroimidazo[1,2-a]pyrazine hydrochloride 

Relevant articles and documents

In vitro identification of imidazo[1,2-a]pyrazine-based antileishmanial agents and evaluation of L. major casein kinase 1 inhibition

Leishmaniasis constitutes a severe public health problem, with an estimated prevalence of 12 million cases. This potentially fatal disease has a worldwide distribution and in 2012, the fatal Visceral Leishmaniasis (VL) was declared as new emerging disease in Europe, mainly due to global warming, with expected important public health impact. The available treatments are toxic, costly or lead to parasite resistance, thus there is an urgent need for new drugs with new mechanism of action. Previously, we reported the discovery of CTN1122, a potent imidazo[1,2-a]pyrazine-based antileishmanial hit compound targeting L-CK1.2 at low micromolar ranges. Here, we described structurally related, safe and selective compounds endowed with antiparasitic properties, better than miltefosine, the reference therapy by oral route. L-CK1.2 homology model gave the first structural explanations of the role of 4-pyridyl (CTN1122) and 2-aminopyrimidin-4-yl (compound 21) moieties, at the position 3 of the central core, in the low micromolar to nanomolar L-CK1.2 inhibition, whereas N-methylpyrazole derivative 11 remained inactive against the parasite kinase.

Synthesis, antileishmanial activity and cytotoxicity of 2,3-diaryl- and 2,3,8-trisubstituted imidazo[1,2-a]pyrazines

A series of original 2-phenyl-3-(pyridin-4-yl)imidazo[1,2-a]pyrazines and the 3-iodo precursors, bearing a polar moiety at the C-8 position, was synthesized and evaluated for their antileishmanial activities. Two derivatives exhibited very good activity a