193979-47-4

Basic information

• Product Name: (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID ETHYL ESTER
• Synonyms: (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID ETHYL ESTER
• CAS NO: 193979-47-4
• Molecular Formula: C₁₉H₂₀N₂O₂
• Molecular Weight: 308.37
• Mol File: 193979-47-4.mol

Chemical Properties

• Appearance: /
• Density: 1.14±0.1 g/cm3(Predicted)
• PKA: 6.54±0.50(Predicted)
• CAS DataBase Reference: (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID ETHYL ESTER(193979-47-4)
• EPA Substance Registry System: (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID ETHYL ESTER(193979-47-4)

Safety Data

• Hazardous Substances Data: 193979-47-4(Hazardous Substances Data)

Usage

Uses

As the provided materials do not specify the uses of (6-METHYL-2-P-TOLYL-IMIDAZO[1,2-A]PYRIDIN-3-YL)-ACETIC ACID ETHYL ESTER, it is not possible to list its applications based on the given information. Further research and studies would be required to determine its potential uses in various industries.

Upstream product

• 1603-41-4 (5-methyl-pyridin-2-yl)amine 
• 105-36-2 ethyl bromoacetate 
• 619-41-0 4-(bromoacetyl)toluene 
• 623-73-4 diazoacetic acid ethyl ester 
• 88965-00-8 6-methyl-2-(4-methyl-phenyl)-imidazo[1,2-a]pyridine 
• 20972-36-5 4-(p-methylphenyl)-4-oxo-2-butenoic acid 
• 108-88-3 toluene 
• 64-17-5 ethanol 
• 104-87-0 4-methyl-benzaldehyde 
• 768398-03-4 6-methyl-3-cyanomethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine 
• 3278-34-0 ethyl 2-(ethoxythiocarbonylthio)acetate 
• 124658-44-2 C₁₃H₁₄O₃ 
• 122-00-9 para-methylacetophenone 
• 7559-36-6 4-methyl-β-nitrostyrene 

Downstream Products

• 189005-44-5 6-methyl-2-(4-methylphenyl)-imidazo<1,2-a>pyridine-3-acetic acid 
• 82626-48-0 N,N,6-trimethyl-2-(4-methylphenyl)imidazo[1,2-a]pyridine-3-acetamide 
• 371165-45-6 C₁₇H₁₅ClN₂O 

Relevant articles and documents

Organophotoredox-Catalyzed C-H Alkylation of Imidazoheterocycles with Malonates: Total Synthesis of Zolpidem

Organophotocatalytic C-H bond functionalization has attracted a lot of attention in the past several years due to the possibility of catalyzing reactions in a metal- and peroxide-free environment. Continuing on these lines, an organophotoredox-catalyzed C-H functionalization of imidazo[1,2- a ]pyridines and related heterocycles with bromomalonates under mild conditions is reported, providing excellent yields of the products at room temperature. This is the first report involving malonates as coupling partners leading to the synthesis of a range of functionalized products including total synthesis of zolpidem, a sedative-hypnotic drug molecule.

One-Pot Synthesis of C3-Alkylated Imidazopyridines from α-Bromocarbonyls under Photoredox Conditions

A convenient strategy is presented for the synthesis of C3-alkylated imidazopyridines through one pot condensation and alkylation of α-bromocarbonyl compounds with 2-aminopyridines. A series of C3-alkylated imidazopyridines were obtained in moderate to hi

Structure-based discovery of potent and selective small-molecule inhibitors targeting signal transducer and activator of transcription 3 (STAT3)

STAT3 has been validated as an attractive anticancer target due to its important roles in cancer initiation and progression. However, discovery of potent and selective STAT3 small-molecule inhibitors with druglike properties is still challenging. In this study, two series of substituted 2-phenylquinolines and 2-arylimidazo[1,2-a]pyridines were designed through structure-based drug discovery approach by condensing the privileged structures of STX-119 and SH4-54. Our study has resulted in the discovery of a number of highly potent and selective STAT3 inhibitors, exemplified by compound 39 with the privileged structure of 2-phenylimidazo[1,2-a]pyridine, which selectively inhibits phosphorylation of STAT3 and suppresses subsequent signaling pathway. Moreover, 39 inhibits cell growth, migration and invasion of human triple negative breast cancer (TNBC) cells lines. Consistently, it achieves significant and dose-dependent tumor growth inhibition in both cell line-derived and patient-derived xenograft tumor models in mice. These results clearly indicate that 39 is a highly potent and selective STAT3 inhibitor.

Rhodium(II)-Catalyzed Regioselective C3-Alkylation of 2-Arylimidazo[1,2-a]pyridines with Aryl Diazoesters

A regioselective C3-alkylation based on the reaction of 2-arylimidazo[1,2-a]pyridines with a wide range of aryl α-diazoesters in the presence of a Rh(II) catalyst in dichloroethane at room temperature was developed. This method could be applied in the synthesis of benzoimidazoquinolizinone and cycloheptaimidazopyridinone, which are novel heterocyclic scaffolds. (Figure presented.).

A cyanogen methylation imidazopyridine compound of preparation method (by machine translation)

The invention discloses a cyanogen methylation imidazopyridine compound of preparation method, in order to imidazo [1, 2 - a] pyridine compound as raw material, with the bromine second grade nitrile or [...] and under the action of the photocatalysis reaction, is obtained. Compared with the prior art, the method of the invention avoids the use of potassium cyanide or sodium cyanide and two connecting, iodomethane, and in the preparation of imidazo [1, 2 - a] pyridine compound of the cyanogen methylation product in the process, the chemical conversion from the original threestep shortened to step. The invention short preparation route, the preparation method is simple, the production cost is low, and the yield is high, have reduced the solvent to use and at the time of blowdown to the environment caused by pollution, easy to implement, easy to realize industrial. (by machine translation)

3-ALKYLATED IMIDAZO[1,2-a]PYRIDINE COMPOUNDS AND ITS PREPARATION METHOD

Of a typic a.a typa/aβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbeta.beteq.a a.sub .beteq.a.sub βbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβbetaβ

A method for preparing [...] (by machine translation)

The invention discloses a method for synthesizing [...], existing technology with the different is, first of all the toluene with maleic anhydride Friedel-crafts reaction to obtain the 4 - oxo - 4 - (4 - methyl phenyl) - 2 - butenoic, then the same halogen addition to obtain the 3 - halo - 4 - oxo - 4 - (4 - methyl phenyl) - butyric acid, the esterification reaction, the ring, to obtain 2 - (6 - methyl - 2 - P-imidazole [1, 2 - α] pyridine - 3 - yl) acetate, the hydrolysis, acidifying the resulting [...]. The method of the invention, obtaining the high-purity [...], the whole synthetic route less steps, high yield, low cost, less impurities, is suitable for industrial production. (by machine translation)

A novel formulation of zolpidem for direct nose-to-brain delivery: synthesis, encapsulation and intranasal administration to mice

Objectives: Anxiolytic drug zolpidem was incorporated into the microcontainers based on mesoporous calcium carbonate particles modified by diethylaminoethyl-dextran/hyaluronic acid shell. The release of zolpidem in saline solution and in polymer film modelling nasal mucosa was investigated. The anxiolytic effect of zolpidem upon intranasal administration of microcontainers and free medicine was determined by in?vivo experiments on mice. Methods: The structures of all compounds during zolpidem synthesis were established using nuclear magnetic resonance spectroscopy. The loading efficacy and release kinetics of zolpidem were analysed by spectrophotometry. Surface morphology of formulation was investigated by scanning electron microscopy. To determine the effect of zolpidem-loaded containers administration by the intranasal route in?vivo experiments was carried out applying the open field test. Key findings: Nasal administration of zolpidem in the form of the microcontainers based on mesoporous calcium carbonate particles modified by diethylaminoethyl-dextran/hyaluronic acid shell has a pronounced anxiolytic effect on the behaviour of the animals in the open field test. Conclusions: The polyelectrolyte shell deposited together with zolpidem enhances the loading efficacy of the microcontainers. In vivo experiments on mice demonstrate increase in anxiolytic effect of zolpidem in microcontainers compared with upon intranasal administration of free medicine.

Visible light/Ir(III) photocatalytic initiation of xanthate-based radical-chain reactions: Xanthate group transfer and oxidative addition to aromatic systems

A photocatalyzed redox generation of radicals from O-ethyl xanthates to generate electrophilic radicals under photoredox catalysis, using Ir(ppy)3 and blue LEDs irradiation is described. The protocol can be used in classical xanthate-based inter- and intra-molecular group transfer reactions and oxidative radical addition to several heteroaromatic systems. The process does not require high temperature and reactions are cleaner compared with the traditional peroxide initiation. In the oxidative addition to aromatic systems, the oxidation process is part of the catalytic cycle and does not require a stoichiometric oxidant such as DLP which is particularly difficult to separate from the product.