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OTAVA-BB 1325754 is a chemical compound with the molecular formula C21H23N3O3S. It is a potent and selective inhibitor of the enzyme dihydroorotate dehydrogenase (DHODH), which plays a crucial role in the de novo pyrimidine synthesis pathway. By inhibiting DHODH, OTAVA-BB 1325754 disrupts the production of pyrimidines, ultimately leading to the suppression of cell proliferation in various cancer cell lines. OTAVA-BB 1325754 has been studied for its potential therapeutic applications in cancer treatment, particularly in the context of targeted therapies against rapidly dividing cells. Its chemical structure and mechanism of action make it a promising candidate for further research and development in oncology.

6528-85-4

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6528-85-4 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 6528-85-4 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,5,2 and 8 respectively; the second part has 2 digits, 8 and 5 respectively.
Calculate Digit Verification of CAS Registry Number 6528-85:
(6*6)+(5*5)+(4*2)+(3*8)+(2*8)+(1*5)=114
114 % 10 = 4
So 6528-85-4 is a valid CAS Registry Number.

6528-85-4 Well-known Company Product Price

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  • Alfa Aesar

  • (H64294)  2-(2-Methoxyphenyl)benzimidazole, 95%   

  • 6528-85-4

  • 250mg

  • 784.0CNY

  • Detail
  • Alfa Aesar

  • (H64294)  2-(2-Methoxyphenyl)benzimidazole, 95%   

  • 6528-85-4

  • 1g

  • 2352.0CNY

  • Detail
  • Alfa Aesar

  • (H64294)  2-(2-Methoxyphenyl)benzimidazole, 95%   

  • 6528-85-4

  • 5g

  • 9408.0CNY

  • Detail

6528-85-4SDS

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 2-(2-methoxyphenyl)-1H-benzimidazole

1.2 Other means of identification

Product number -
Other names 2-(2-methoxy-phenyl)-1H-benzoimidazole

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:6528-85-4 SDS

6528-85-4Relevant academic research and scientific papers

[Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)]: Synthesis, crystal structure, catalytic activity and DFT study

Brahman, Dhiraj,Chhetri, Sailesh,Kamath, Amarjit,McArdle, Patrick,Sinha, Biswajit

, (2021/09/04)

Metal-organic hybrid complexes often exhibit large surface area, pore volume, fascinating structures and potential applications including catalytic applications. Hence a new metal-organic hybrid complex [Diaquo{bis(p-hydroxybenzoato-κ1O1)}(1-methylimidazole- κ1N1)}copper(II)] was synthesized using conventional method. Physico-chemical characterization of the complex was performed with FTIR spectroscopy, single crystal X-ray diffraction, TGA, EPR and FESEM. Single crystal X-ray diffraction study suggests it to be three dimensional with space group P212121 (orthorhombic). The crystal achieves its three-dimensional structure and stability through extensive intermolecular hydrogen bonding. Hirshfeld surface analysis, catalytic activity and DFT study of the complex was also performed. The synthesized complex acts as good catalyst in benzimidazole synthesis with good recyclability as catalyst up to 5th run.

Solvent-dependent metal-free chemoselective synthesis of benzimidazoles and 1,3,5-triarylbenzenes from 2-amino anilines and aryl alkyl ketones catalyzed by I2

Ding, Yuxin,Ma, Renchao,Ma, Yongmin

supporting information, (2021/04/09)

A solvent-dependent I2-catalyzed chemoselective reaction was developed for the synthesis of benzimidazoles and 1,3,5-triarylbenzenes via the annulation of 2-amino anilines and aryl alkyl ketones or the cyclization of aryl alkyl ketones, respectively. With 1,4-dioxane as the solvent, sequential C[sbnd]N bond formation followed by C(CO)-C(CH3) bond cleavage leads to the formation of benzimidazoles in a highly selective manner while aldol-type self-condensation of aryl alkyl ketones predominates using PhNO2 or PhCl as the solvent to afford 1,3,5-triarylbenzenes.

Copper-catalyzed radical cascade cyclization for synthesis of CF3-containing tetracyclic benzimidazo[2,1-: A] iso-quinolin-6(5 H)-ones

Sun, Kai,Li, Guofeng,Guo, Sa,Zhang, Zhiguo,Zhang, Guisheng

supporting information, p. 375 - 378 (2021/01/29)

Here, a general copper-catalyzed radical cascade carbocyclization reaction with 2-arylbenzoimidazoles and a Togni reagent was realized. Structurally diverse CF3-containing tetracyclic core benzimidazo[2,1-a]isoquinoline-6(5H)-ones were obtained in moderat

Synthesis of sulfonylated benzimidazo[2,1-a]isoquinolin-6(5H)-ones via I2O5-induced radical relay addition/cyclization of activated alkenes with sulfonylhydrazides

Tang, Yucai,Yang, Meng,Wang, Feifei,Hu, Xia,Wang, Gang

supporting information, (2021/03/01)

A facile I2O5 induced radical relay addition/cyclization of activated alkenes with sulfonylhydrazides has been successfully developed, leading to a broad range of sulfonylated benzimidazo[2,1-a]isoquinolin-6(5H)-ones in moderate to good yields. The protocol has advantages of a metal-, base-, acid-, peroxide-free process, simple operation, and broad functional group tolerance.

Ionic-Liquid-Catalyzed Synthesis of Imines, Benzimidazoles, Benzothiazoles, Quinoxalines and Quinolines through C?N, C?S, and C?C Bond Formation

Adimurthy, Subbarayappa,Badhani, Gaurav,Joshi, Abhisek

, p. 6705 - 6716 (2021/12/31)

We report the tetramethyl ammonium hydroxide catalyzed oxidative coupling of amines and alcohols for the synthesis of imines under metal-free conditions by utilizing oxygen from air as the terminal oxidant. Under the same conditions, with ortho-phenylene diamines and 2-aminobenzenethiols the corresponding benzimidazoles and benzothiazoles were obtained. Quinoxalines were obtained from ortho-phenylene diamines and 1-phenylethane-1,2-diol, the conditions were then extended to the synthesis of quinoline building blocks by reaction of 2-amino benzyl alcohols either with 1-phenylethan-1-ol or acetophenone derivatives. The formation of C?N, C?S and C?C bonds was achieved under metal-free conditions. A broad range of amines (aromatic, aliphatic, cyclic and heteroaromatic) as well as benzylic alcohols including heteroaryl alcohols reacted smoothly and provided the desired products. The mild reaction conditions, commercially available catalyst, metal-free, good functional-group tolerance, broad range of products (imines, benzimidazoles, benzothiazoles, quinoxalines and quinolines) and applicability at gram scale reactions are the advantages of the present strategy.

Functional POM-catalyst for selective oxidative dehydrogenative couplings under aerobic conditions

Samaraj, Elavarasan,Balaraman, Ekambaram,Manickam, Sasidharan

, (2021/02/05)

Development of selective and efficient reusable catalytic systems for sustainable chemical production under benign conditions is attractive and received much attention. Herein, we report a rod-shaped octadecyl trimethylammonium functionalized Keggin-type polyoxometalate [PMO12O40] hybrids (OTA-POM) as an efficient heterogeneous catalyst for selective oxidative dehydrogenative couplings under aerobic conditions without any additive or external base. The catalyst recovery and subsequent five successive recyclability studies of hybrid POM confirms the heterogeneous nature of present catalytic system.

Visible-Light Photoredox Catalyzed Double C-H Functionalization: Radical Cascade Cyclization of Ethers with Benzimidazole-Based Cyanamides

Jiang, Si,Tian, Xiao-Jing,Feng, Shu-Yao,Li, Jiang-Sheng,Li, Zhi-Wei,Lu, Cui-Hong,Li, Chao-Jun,Liu, Wei-Dong

supporting information, p. 692 - 696 (2021/02/01)

A visible-light photoredox catalyzed radical cascade cyclization of simple ethers with cyanamides is developed at room temperature. This strategy involves sequential inert Csp3-H/Csp2-H functionalizations through intermolecular addition reaction of oxyalkyl radicals to N-cyano groups followed by radical cyclization of iminyl radicals in situ generated with C-2 aryl rings. This method allows for efficient synthesis of tetracyclic benzo[4,5]imidazo[1,2-c]quinazolines. Importantly, this is the first example of an intermolecular-intramolecular radical cascade cyclization reaction of cyanamides.

2-ARYLBENZIMIDAZOLES AS PPARGC1A ACTIVATORS FOR TREATING NEURODEGENERATIVE DISEASES

-

Paragraph 85; 90, (2020/03/02)

A genus of compounds encompassed by formula (III) and their use is disclosed: Formula (III). The compounds activate Ppargc1a and, as a consequence, are useful for treating a variety of neurodegenerative diseases such as amyotrophic lateral sclerosis (ALS), Alzheimer's disease, Parkinson's disease, Huntington's disease, frontotemporal degeneration, dementia with Lewy bodies, motor neuron diseases, and a demyelinating disease.

Development of homogeneous polyamine organocatalyst for the synthesis of 2-aryl-substituted benzimidazole and benzoxazole derivatives

Kottayil, Hiba,Machingal, Shaibuna,Parackal B., Sherly mole,Alungal M., Shebitha,Theresa, Letcy V.,Govindan, Avudaiappan,Krishnapillai, Sreekumar

, p. 3310 - 3317 (2020/07/17)

A new polyamine was prepared by the ring opening polymerization of epichlorohydrin and properly characterized. The catalytic property of the prepared polymer was assessed by synthesizing 2-aryl-substituted benzimidazole and benzoxazole derivatives by the conjugation of o-phenylenediamine/o-aminophenol with various aromatic aldehydes in the presence of atmospheric oxygen. Significant attributes of the present synthesis include short reaction time, good to excellent yield, high purity, easy reusability, and room temperature reaction. The reaction was carried out in the absence of any metal catalyst and other cooxidants.

Solid Phase Synthesis of Biologically active Benzimidazole Derivatives Catalysed by CH3S03H-Si02 under Solvent free Condition

Datta, Arup,Roy, Sanjay

, p. 537 - 543 (2020/07/23)

A simple an expeditious method was established for the synthesis of 2-Substituted-1H-Benzimidazole derivatives at 90°C using o-phenylenediamine and different aldehydes. It has been found that a mixture of Methanesulphonic acid-Si02to be an effective catal

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