307503-19-1

Basic information

• Product Name: 3-IODO-IMIDAZO[1,2-A]PYRIDINE
• Synonyms: IMIDAZO[1,2-A]PYRIDINE, 3-IODO-;3-IODO-IMIDAZO[1,2-A]PYRIDINE;3-Iodoimidazolo[1,2-a]pyridine
• CAS NO: 307503-19-1
• Molecular Formula: C₇H₅IN₂
• Molecular Weight: 244.03
• Product Categories: Halides;Fused Ring Systems;Organic Building Blocks
• Mol File: 307503-19-1.mol
• Article Data: 12

Chemical Properties

• Appearance: /
• Density: 2.015g/cm³
• Refractive Index: 1.75
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 4.15±0.50(Predicted)
• CAS DataBase Reference: 3-IODO-IMIDAZO[1,2-A]PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IODO-IMIDAZO[1,2-A]PYRIDINE(307503-19-1)
• EPA Substance Registry System: 3-IODO-IMIDAZO[1,2-A]PYRIDINE(307503-19-1)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 307503-19-1(Hazardous Substances Data)

Usage

General Description

3-IODO-IMIDAZO[1,2-A]PYRIDINE is a chemical compound with the molecular formula C6H4IN3. It is a heterocyclic compound that contains both imidazole and pyridine rings. 3-IODO-IMIDAZO[1,2-A]PYRIDINE is used in the synthesis of pharmaceuticals and other organic compounds due to its unique properties and reactivity. It is known for its role in medicinal chemistry and drug discovery, as well as for its use in the development of agrochemicals and other specialty chemicals. 3-IODO-IMIDAZO[1,2-A]PYRIDINE has potential applications in a wide range of fields and is an important building block for the preparation of various functionalized heterocycles.

InChI:InChI=1/C7H5IN2/c8-6-5-9-7-3-1-2-4-10(6)7/h1-5H

Upstream product

• 274-76-0 imidazo[1,2-a]pyridine 
• 516-12-1 N-iodo-succinimide 
• 504-29-0 2-aminopyridine 

Downstream Products

• 943320-53-4 3-acetylenylimidazo[1,2-a]pyridine 
• 1424002-75-4 3-(3-nitrophenyl)imidazo[1,2-a]pyridine 
• 28036-33-1 3-aminoimidazo<1,2-a>pyridine 
• 274-76-0 imidazo[1,2-a]pyridine 
• 328062-35-7 3-(2-chloropyrimidin-4-yl)imidazo[1,2-a]pyridine 
• 1027133-63-6 1-[1-(2-Chloro-phenyl)-ethyl]-7-imidazo[1,2-a]pyridin-3-yl-1,2,3,4-tetrahydro-thieno[3,2-e][1,4]diazepin-5-one 
• 92961-15-4 3-phenylimidazo[1,2-a]pyridine 

Relevant articles and documents

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

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.

Sodium Salts (NaI/NaBr/NaCl) for the Halogenation of Imidazo-Fused Heterocycles

We report herein an effective method for the halogenation of imidazo-fused heterocycles using readily available sodium salts (NaCl/NaBr/NaI) as halogen source and K2S2O8 (or) oxone as promoter. A variety of C-3 halogenated imidazo[1,2-a]pyridines and benzo[d]imidazo[2,1-b]thiazoles were obtained in good to excellent yields. The present method of halogenation has been also extended to 2-aminopyridines, 2-aminopyrimidine, indole, and isoquinoline with moderate to excellent yields.

Chemoselective iodination of 6-substituted imidazo[1,2-a]pyridine

3- and 8-Iodoimidazo[1,2-a]pyridines were synthesized from imidazo[1,2-a]pyridine under different substitution conditions. The molecular electrostatic potential calculations were performed to investigate the chemoselectivity of the substitution reaction. The molecular structures of the target compounds were characterized by single crystal X-ray diffraction analysis.