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2‐(naphthalen‐2‐yl)‐4,5‐diphenyl‐1H‐imidazole is a chemical with a specific purpose. Lookchem provides you with multiple data and supplier information of this chemical.

13866-85-8

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13866-85-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 13866-85-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,8,6 and 6 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 13866-85:
(7*1)+(6*3)+(5*8)+(4*6)+(3*6)+(2*8)+(1*5)=128
128 % 10 = 8
So 13866-85-8 is a valid CAS Registry Number.

13866-85-8Downstream Products

13866-85-8Relevant academic research and scientific papers

NiO nanocomposites/rGO as a heterogeneous catalyst for imidazole scaffolds with applications in inhibiting the DNA binding activity

Kumar, Gyanendra,Kumar, Manish,Masram, Dhanraj T.,Mogha, Navin Kumar,Subodh

, p. 1963 - 1974 (2020)

Herein, we report a facile approach to synthesize a new highly versatile heterogeneous catalyst by spontaneous aerial oxidation based on nickel oxide nanocomposites immobilized on surface-functionalized reduced graphene oxide sheets. NiO nanocomposite/red

Simple, Efficient, and Convenient One-Pot Synthesis of Imidazole Derivatives in the Presence of Nanosilica-supported Imidazolium Ionic Liquid as a Catalyst

Alinezhad, Heshmatollah,Alinezhad, Vajiheh,Mohseni Tavakkoli, Sahar

, p. 385 - 389 (2017)

An efficient and simple synthesis of 2,4,5-trisubstituted imidazoles is achieved by three-component cyclocondensation of benzil, aldehyde, and ammonium acetate by using nanosilica-supported imidazolium ionic liquid as a catalyst under solvent-free conditions. The key advantages of this process are high to excellent yields, short reaction time, easy work-up, and the reusability of the catalyst.

Trisubstituted-imidazoles induce apoptosis in human breast cancer cells by targeting the oncogenic PI3K/Akt/mTOR signaling pathway

Mohan, Chakrabhavi Dhananjaya,Srinivasa,Rangappa, Shobith,Mervin, Lewis,Mohan, Surender,Paricharak, Shardul,Baday, Sefer,Li, Feng,Shanmugam, Muthu K.,Chinnathambi, Arunachalam,Zayed,Alharbi, Sulaiman Ali,Bender, Andreas,Sethi, Gautam,Basappa,Rangappa, Kanchugarakoppal S.

, (2016)

Overactivation of PI3K/Akt/mTOR is linked with carcinogenesis and serves a potential molecular therapeutic target in treatment of various cancers. Herein, we report the synthesis of trisubstituted-imidazoles and identified 2-chloro-3-(4, 5-diphenyl-1H-imidazol-2-yl) pyridine (CIP) as lead cytotoxic agent. Na?ve Base classifier model of in silico target prediction revealed that CIP targets RAC-beta serine/threonine-protein kinase which comprises the Akt. Furthermore, CIP downregulated the phosphorylation of Akt, PDK and mTOR proteins and decreased expression of cyclin D1, Bcl-2, survivin, VEGF, procaspase-3 and increased cleavage of PARP. In addition, CIP significantly downregulated the CXCL12 induced motility of breast cancer cells and molecular docking calculations revealed that all compounds bind to Akt2 kinase with high docking scores compared to the library of previously reported Akt2 inhibitors. In summary, we report the synthesis and biological evaluation of imidazoles that induce apoptosis in breast cancer cells by negatively regulating PI3K/Akt/mTOR signaling pathway. Copyright:

A novel and an efficient catalyst for one-pot synthesis of 2,4,5- trisubstituted imidazoles by using microwave irradiation under solvent-free conditions

Safari, Javad,Khalili, Shiva Dehghan,Banitaba, Sayed Hossein

, p. 437 - 441 (2010)

(NH4)6Mo7O24·4H 2O has been used as an efficient catalyst for an improved and rapid synthesis of 2,4,5-trisubstituted imidazoles by a three-component, one-pot condensation of benzil, aryl aldehydes an

Potassium dihydrogen phosphate catalyzed one-pot synthesis of 2,4,5-triaryl-1H-imidazoles

Joshi, Ratnadeep S.,Mandhane, Priyanka G.,Shaikh, Mohammad U.,Kale, Rajesh P.,Gill, Charansingh H.

, p. 429 - 432 (2010)

A simple and efficient method has been developed; benzil/benzoin undergoes smooth condensation with various substituted aldehyde and ammonium acetate in the presence of potassium dihydrogen phosphate (KH2PO4) under mild reaction conditions to afford the corresponding trisubstituted imidazole in excellent yields. The method for synthesis of product, the reaction mixture was reflux in ethanol for 40-90 min. The present method is simple, efficient, and cost-effective.

Microwave-assisted green construction of imidazole-fused hybrid scaffolds using 2-aminobenzimidazoles as building blocks

Cho, Chan Sik,Kwak, Jung Pyo,Quang dao, Pham duy,Yoon, Nam Sik

, p. 21367 - 21374 (2021)

A class of trinuclear imidazole-fused hybrid scaffolds was constructed by the reaction of 2-(2-bromoaryl)- and 2-(2-bromovinyl)imidazoles with 2-aminobenzimidazoles as building blocks in the presence of a base under microwave irradiation. A nucleophilic aromatic substitution followed by cyclization is proposed as a reaction pathway of this green process.

An eco-friendly, one pot synthesis of tri-substituted imidazoles in aqueous medium catalyzed by RGO supported Au nano-catalyst and computational studies

Biswas, Sudip,Das, Madhurima,Ghatak, Avishek,Sinha, Debopam

, (2021/07/09)

An eco-compatible, mild and operationally simple aqueous phase protocol for the synthesis of 2,4,5-trisubstituted imidazoles has been achieved with high substrate scope using supported Au nanoparticles. The catalyst can be recovered for the subsequent rea

Molecular iodine/DMSO mediated oxidation of internal alkynes and primary alcohols using a one-pot, two step approach towards 2,4,5-trisubstituted imidazoles: Substrate scope and mechanistic studies

Jeena, Vineet,Naidoo, Shivani

supporting information, (2020/02/15)

An efficient, eco-friendly and practical oxidation of internal alkynes and primary alcohols as key steps towards the synthesis of 2,4,5-trisubstituted imidazoles is reported. This green synthetic methodology employed an acid and metal-free molecular iodine/DMSO system, to afford a variety of substituted imidazoles in moderate to good yields, with a range of functionalities tolerated. Mechanistic studies revealed two distinct oxidation pathways, which ultimately form the diketone and aldehyde that serve as key intermediates in the multicomponent domino synthesis.

One-Pot, Two-Step Metal and Acid-Free Synthesis of Trisubstituted Imidazole Derivatives via Oxidation of Internal Alkynes Using an Iodine/DMSO System

Naidoo, Shivani,Jeena, Vineet

, p. 1107 - 1113 (2019/01/04)

A one-pot, two-step, simple, efficient and eco-friendly oxidation of internal alkynes as a key step towards the synthesis of 2,4,5-trisubstituted imidazoles, using an inexpensive I2/DMSO system, has been reported. This metal and acid-free synthesis proceeded smoothly to furnish a variety of synthetically useful trisubstituted imidazoles in moderate to excellent yields. In an effort to demonstrate the potential future applications of this system, a double oxidation study was undertaken and the desired trisubstituted imidazoles obtained in good to moderate yields.

Urea-Zinc Chloride Eutectic Mixture-Mediated One-Pot Synthesis of Imidazoles: Efficient and Ecofriendly Access to Trifenagrel

Higuera, Natalia López,Pe?a-Solórzano, Diana,Ochoa-Puentes, Cristian

supporting information, p. 225 - 229 (2019/01/14)

The low-melting mixture urea-ZnCl 2 was evaluated as a novel reaction medium for the synthesis of imidazoles. The reaction between a dicarbonyl compound, ammonium acetate, and an aromatic aldehyde is efficiently catalyzed by the eutectic solvent, yielding a wide variety of triaryl-1 H -imidazoles or 2-aryl-1 H -phenanthro[9,10- d ]imidazoles in good to excellent yields. In addition, the eutectic solvent was reused in five cycles without loss of its catalytic activity. This protocol was further explored for the synthesis of the drug trifenagrel, giving an excellent yield.

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