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Imidazo[1,2-a]pyrimidine is a heterocyclic compound characterized by a fused imidazole and pyrimidine ring system. It serves as a versatile building block in organic synthesis and is recognized for its core structure in a multitude of biologically active compounds, encompassing both pharmaceuticals and agrochemicals. The derivatives of imidazo[1,2-a]pyrimidine display a diverse array of biological activities, including antiviral, anticancer, antifungal, and antibacterial properties. Its significant pharmacological potential has garnered considerable interest from researchers, positioning it at the forefront of drug discovery initiatives. Moreover, imidazo[1,2-a]pyrimidine also holds promise in the realms of materials science and as ligands in coordination chemistry.

274-95-3

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274-95-3 Usage

Uses

Used in Pharmaceutical Industry:
Imidazo[1,2-a]pyrimidine is used as a core structure for the development of biologically active compounds due to its wide range of biological activities, such as antiviral, anticancer, antifungal, and antibacterial properties. Its presence in various pharmaceuticals is attributed to its ability to modulate different biological pathways and target specific diseases.
Used in Agrochemical Industry:
Imidazo[1,2-a]pyrimidine is utilized as a key component in the synthesis of agrochemicals, where it contributes to the development of compounds with pesticidal properties, thereby enhancing crop protection and yield.
Used in Materials Science:
Imidazo[1,2-a]pyrimidine is employed in materials science for its potential to contribute to the creation of novel materials with unique properties, such as improved stability, reactivity, or selectivity in various applications.
Used as Ligands in Coordination Chemistry:
Imidazo[1,2-a]pyrimidine serves as effective ligands in coordination chemistry, where they play a crucial role in the formation of coordination complexes. These complexes find applications in catalysis, sensing, and other areas, capitalizing on the versatile coordination modes and electronic properties of imidazo[1,2-a]pyrimidine.

Check Digit Verification of cas no

The CAS Registry Mumber 274-95-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 2,7 and 4 respectively; the second part has 2 digits, 9 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 274-95:
(5*2)+(4*7)+(3*4)+(2*9)+(1*5)=73
73 % 10 = 3
So 274-95-3 is a valid CAS Registry Number.
InChI:InChI=1/C6H5N3/c1-2-7-6-8-3-5-9(6)4-1/h1-5H

274-95-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name Imidazo[1,2-a]pyrimidine

1.2 Other means of identification

Product number -
Other names imidazoapyrimidine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:274-95-3 SDS

274-95-3Relevant academic research and scientific papers

From Synthetic Simplified Marine Metabolite Analogues to New Selective Allosteric Inhibitor of Aurora B Kinase

Juillet, Charlotte,Ermolenko, Ludmila,Boyarskaya, Dina,Baratte, Blandine,Josselin, Béatrice,Nedev, Hristo,Bach, Stéphane,Iorga, Bogdan I.,Bignon, Jér?me,Ruchaud, Sandrine,Al-Mourabit, Ali

, p. 1197 - 1219 (2021/02/05)

Significant inhibition of Aurora B was achieved by the synthesis of simplified fragments of benzosceptrins and oroidin belonging to the marine pyrrole-2-aminoimidazoles metabolites isolated from sponges. Evaluation of kinase inhibition enabled the discovery of a synthetically accessible rigid acetylenic structural analogue EL-228 (1), whose structure could be optimized into the potent CJ2-150 (37). Here we present the synthesis of new inhibitors of Aurora B kinase, which is an important target for cancer therapy through mitosis regulation. The biologically oriented synthesis yielded several nanomolar inhibitors. The optimized compound CJ2-150 (37) showed a non-ATP competitive allosteric mode of action in a mixed-type inhibition for Aurora B kinase. Molecular docking identified a probable binding mode in the allosteric site "F"and highlighted the key interactions with the protein. We describe the improvement of the inhibitory potency and specificity of the novel scaffold as well as the characterization of the mechanism of action.

Organic compound comprising pyrimidine and organic electroluminescent device comprising the same

-

Paragraph 0069; 0072; 0073; 0076; 0077, (2018/02/10)

The present invention relates to an organic aromatic organic compound containing pyridine, and an organic electroluminescent device using the same, wherein the compound may be used as thermally activated delayed fluorescent (TADF) material due to having little energy difference between an excited singlet state and an excited triplet state. Further, the compound of the present invention may be used in an organic light-emitting diode to improve efficiency of the organic light-emitting diode and lower driving voltage thereof.COPYRIGHT KIPO 2017

Azaindole Derivatives with High Affinity for the Dopamine D4 Receptor: Synthesis, Ligand Binding Studies and Comparison of Molecular Electrostatic Potential Maps

Loeber, Stefan,Huebner, Harald,Gmeiner, Peter

, p. 97 - 102 (2007/10/03)

Piperazinylmethyl substituted pyrazolopyridines and related heterocycles were synthesized and found to recognize selectivity the dopamine D4 receptor. For the most potent derivative 10d a Ki value of 2.0 nM was observed. SAR studies including the comparison of molecular isopotential surfaces were performed.

Synthesis and antibacterial activity of some imidazo[1,2-a[pyrimidine derivatives

Rival,Grassy,Michel

, p. 1170 - 1176 (2007/10/02)

A series of 75 imidazo[1,2-a]pyrimidine derivatives were synthesized. The 'in vitro' antibacterial activity of these compounds and their corresponding α-bromoketones against a variety of gram (+), gram (-) bacteria and Mycobacterium species is reported. Some of the prepared derivatives exhibited potent antimicrobial activity.

Antifungal activity in vitro of some imidazopyrimidine derivatives

Rival, Y,Grassy, G,Taudou, A,Ecalle, R

, p. 13 - 18 (2007/10/02)

In regard to fungicidal activity of imidazole ring found in chemical compounds such as econazole, a series of 42 diversely substituted imidazopyrimidines was synthetized and examined for its antifungal activity in several species.

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