88965-00-8

Basic information

• Product Name: 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine
• Synonyms: 6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDINE;6-methyl-2-(4-methylphenyl)imidazo[1,2-alpha]pyridine;6-Methyl-2-(4-methylphenyl-imidazo[1,2-a]pyridine;ZolpidemTartrate1.6-Methyl-2-(4-Methylphenyl)Imidazo[1,2-A]Pyridine;IMIDAZO[1,2-A]PYRIDINE, 6-METHYL-2-(4-METHYLPHENYL)-;6-METHYL-2-P-TOLY-IIDAZOLE(1,2)PYRIDINE;6-methyl-2-p-tolylimidazo[1,2-a]pyridin
• CAS NO: 88965-00-8
• Molecular Formula: C₁₅H₁₄N₂
• Molecular Weight: 222.29
• Product Categories: Pyridines derivates
• Mol File: 88965-00-8.mol
• Article Data: 30

Chemical Properties

• Appearance: /
• Density: 1.09g/cm3
• Refractive Index: 1.615
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 7.07±0.50(Predicted)
• CAS DataBase Reference: 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine(88965-00-8)
• EPA Substance Registry System: 6-Methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine(88965-00-8)

Safety Data

• Hazardous Substances Data: 88965-00-8(Hazardous Substances Data)

Usage

Uses

6-Methyl-2-(4-methylphenyl)-imidazo[1,2-a]pyridine is an impurity of Zolpidem (Z650000), a selective non-benzodiazepine GABAA receptor agonist.

InChI:InChI=1/C15H14N2/c1-11-3-6-13(7-4-11)14-10-17-9-12(2)5-8-15(17)16-14/h3-10H,1-2H3

Upstream product

• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 619-41-0 4-(bromoacetyl)toluene 
• 4209-24-9 p-methylphenacyl chloride 
• 766-97-2 4-n-methylphenylacetylene 
• 122-00-9 para-methylacetophenone 
• 1003-68-5 5-methyl-2-pyridone 

Downstream Products

• 768398-03-4 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine 
• 1609583-50-7 6-methyl-3-(phenylthio)-2-(p-tolyl)imidazo[1,2-a]pyridine 
• 400777-11-9 6-methyl-2-(p-tolyl)imidazo[1,2-a]pyridine-3-carbaldehyde 
• 118026-14-5 N,N,6-trimethyl-2-(4-methylphenyl)-imidazo[1,2-α]pyridine-3-α-hydroxyacetamide 
• 106961-34-6 Trimethyl-(6-methyl-2-p-tolyl-imidazo[1,2-a]pyridin-3-ylmethyl)-ammonium; iodide 
• 82626-48-0 N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide 
• 365213-58-7 2-(4-methylphenyl)-6-methylimidazo[1,2-α]pyridine-3-acetamide 
• 189005-44-5 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid 
• 959605-49-3 d14-6-methyl-2-p-tolyl-imidazo[1,2-a]pyridine 
• 106961-33-5 dimethyl-(6-methyl-2-p-tolylimidazo[1,2-a]pyridin-3-ylmethyl)-amine 
• 193979-47-4 ethyl 6-methyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetate 

Relevant articles and documents

Design, synthesis and anticancer activity of sulfenylated imidazo-fused heterocycles

We report herein, the design, synthesis and study of anticancer properties of sulfenylated 2-phenylimidazo[1,2-a]pyridines and their analogues. A set of twenty sulfenylated imidazo[1, 2-a]pyridine derivatives were synthesized. Whereby elusive amendments to the imidazo[1,2-a]pyridine motif confer dramatic changes in functional affinity of a novel action to modulate anticancer activity in seven different human cancer cell lines i.e.: MDA MB 231 (breast), HepG2 (liver), Hela (cervical), A549 (lung), U87MG (glioblastoma), SKMEL-28 (skin melanoma) and DU-145 (prostate) by employing MTT assay. Among the series, compounds 4e (naphthalene), 4f (styrene) and 4h (thiomethyl) showed potent activity towards human liver cancer cells HepG2. Cell cycle analysis results revealed that these compounds arrested the cell cycle at G2/M phase and induced apoptosis in human liver cancer cells HepG2. It was further confirmed by Hoechst staining, Measurement of mitochondrial membrane potential (ΔΨm) and Annexin V-FITC assay.

Synthetic method of imidazopyridine compounds

The invention provides a novel method for synthesizing imidazopyridine compounds. According to the invention, aminopyridine compounds and sulfur ylide are used as original reaction substrates, iron phthalocyanine (FeIIPc) is used as a catalyst, and a series of the imidazopyridine compounds are obtained under the condition that the advantages of mildness, greenness, high efficiency, wide substrateuniversality and the like are achieved.

A simple and efficient route to 2-arylimidazo[1,2-a]pyridines and zolimidine using automated grindstone chemistry

A green and efficient mechanochemical method for the synthesis of a series of 2-arylimidazo[1,2-a]pyridines was developed using an electrical grinder. I2 catalyzed mechanochemical grinding facilitates the cyclocondensation reaction between various aryl methyl ketones and 2-aminopyridines to afford 2-arylimidazo[1,2-a]pyridines in good yields at ambient temperature. The method was successfully used for the gram-scale synthesis of a marketed drug, zolimidine. The noticeable advantages of this environmentally sustainable protocol include mild conditions, simple instrumentation, inexpensive catalyst, atom economy, short reaction time etc.