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Chlorfenazole, also known as 2-(2-Chlorophenyl)-1H-benzimidazole, is a benzimidazole derivative with anti-parasitic, anti-fungal, and anti-inflammatory properties. It is a biologically active compound that has been used as an agricultural chemical.

3574-96-7

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3574-96-7 Usage

Uses

Used in Agricultural Chemicals:
Chlorfenazole is used as an agricultural chemical to control pests and diseases in crops. Its anti-parasitic and anti-fungal properties make it effective in protecting plants from various threats.
Used in Anti-parasitic Applications:
Chlorfenazole is used as an anti-parasitic agent to treat infections caused by parasites. Its ability to target and eliminate parasites makes it a valuable tool in combating parasitic diseases.
Used in Anti-fungal Applications:
Chlorfenazole is used as an anti-fungal agent to treat fungal infections. Its anti-fungal properties help in controlling the growth and spread of fungi, thereby preventing fungal diseases.
Used in Anti-inflammatory Applications:
Chlorfenazole is used as an anti-inflammatory agent to reduce inflammation and alleviate pain. Its anti-inflammatory properties make it useful in treating conditions characterized by inflammation.

Hazard

A poison by ingestion.

Safety Profile

A poison by ingestion. When heated to decomposition it emits toxic vapors of NOx and Cl-.

Check Digit Verification of cas no

The CAS Registry Mumber 3574-96-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 3,5,7 and 4 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 3574-96:
(6*3)+(5*5)+(4*7)+(3*4)+(2*9)+(1*6)=107
107 % 10 = 7
So 3574-96-7 is a valid CAS Registry Number.
InChI:InChI=1/C13H9ClN2/c14-10-6-2-1-5-9(10)13-15-11-7-3-4-8-12(11)16-13/h1-8H,(H,15,16)

3574-96-7 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
  • Packaging
  • Price
  • Detail
  • Alfa Aesar

  • (L07631)  2-(2-Chlorophenyl)benzimidazole, 98%   

  • 3574-96-7

  • 5g

  • 545.0CNY

  • Detail
  • Alfa Aesar

  • (L07631)  2-(2-Chlorophenyl)benzimidazole, 98%   

  • 3574-96-7

  • 25g

  • 2189.0CNY

  • Detail
  • Aldrich

  • (632600)  2-(2-Chlorophenyl)benzimidazole  97%

  • 3574-96-7

  • 632600-5G

  • 423.54CNY

  • Detail
  • Aldrich

  • (632600)  2-(2-Chlorophenyl)benzimidazole  97%

  • 3574-96-7

  • 632600-25G

  • 1,883.70CNY

  • Detail

3574-96-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 13, 2017

Revision Date: Aug 13, 2017

1.Identification

1.1 GHS Product identifier

Product name chlorfenazole

1.2 Other means of identification

Product number -
Other names 2-(2-Chlorophenyl)benzimidazole

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:3574-96-7 SDS

3574-96-7Relevant 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.

Design, preparation, biological investigations and application of a benzoguanamine-based nickel complex for the synthesis of benzimidazoles

Habibi, Davood,Heydari, Somayyeh,Karamian, Roya,Oliaei, Sajjad,Ranjbar, Nika

, (2022/01/19)

The new magnetic-supported benzoguanamine-based nickel complex was prepared, characterized by various procedures and used as a capable heterogeneous nano-catalyst for the synthesis of diverse 2-phenyl-1H-benzo[d]imidazoles from the reaction o-phenylenedia

1-Methylimidazolium ionic liquid supported on Ni@zeolite-Y: fabrication and performance as a novel multi-functional nanocatalyst for one-pot synthesis of 2-aminothiazoles and 2-aryl benzimidazoles

Kalhor, Mehdi,Zarnegar, Zohre

, p. 519 - 540 (2021/12/03)

In the present study, 1-methyl-3-(3-trimethoxysilylpropyl)-1H-imidazol-3-ium chloride-supported Ni@zeolite-Y-based nanoporous materials (Ni@zeolite-Im-IL) were synthesized and their structures were confirmed using different characterization techniques such as FT-IR, FE-SEM, EDX, XRD, BET and TGA-DTG analyses. In order to synthesize this multi-functional nano-system, zeolite-NaY was modified first, with exchanged Ni2+ ions and 3-chloropropyltriethoxysilane (CPTES) as a coupling reagent and then functionalized to imidazolium chloride ionic liquid by N-methylimidazole. New multi-functional nano-material of Ni@zeolite-Im-IL demonstrated high activity in the catalytic synthesis of 2-aminothiazoles 3a–l by one-pot reaction of methylcarbonyls, thiourea and iodine at 80?°C in DMSO with good to excellent yields (85–98%). Also, the catalytic synthesis of 2-aryl benzimidazoles, 6a–m was performed by the condensational reaction of o-arylendiamine and aromatic aldehydes in EtOH at room temperature with excellent yields (90–98%). Advantages of this efficient synthetic strategy include higher purity and shorter reaction time, excellent yield, easy isolation of products, the good stability, activity and feasible reusability of the metallic ionic liquid nanocatalyst. These benefits have made this method more compatible with the principles of green chemistry. Graphical abstract: [Figure not available: see fulltext.]

An Unexpected Formation of 2-Arylbenzimidazoles from α,α-Diiodo-α’-acetoxyketones and o-Phenylenediamines

Sadhukhan, Santu,Mondal, Swagata,Baire, Beeraiah

, (2022/03/01)

An unusual reactivity of the α,α-diiodo-α’-acetoxyketones with o-phenylenediamines is reported through the formation of 2-arylbenzimidazoles. A systematic study through a series of fruitful control experiments and isolation of key intermediates unravelled the unprecedented domino mechanism. This process involves a stepwise two-carbon fragmentation pathway through domino and sequential amidation–aziridination–decarbonylation–I2-mediated aminative cyclization–oxidation reactions. This strategy employs no additives like oxidant, metal catalyst, bases, and represents yet another novel reactivity profile of the building blocks α,α-diiodo-α’-acetoxyketones.

NOVEL SOLUBLE EPOXIDE HYDROLASE INHIBITORS AND METHOD OF USE THEREOF

-

Page/Page column 43-44, (2021/12/08)

Novel soluble epoxide hydrolase (sEH) inhibitors are provided, along with methods for their use. The soluble epoxide hydrolase inhibitors are useful in treating and/or preventing sEH-related related diseases, such as Alzheimer's disease and inflammation.

s-Tetrazine-functionalized hyper-crosslinked polymers for efficient photocatalytic synthesis of benzimidazoles

An, Wan-Kai,Zheng, Shi-Jia,Zhang, Hui-Xing,Shang, Tian-Tian,Wang, He-Rui,Xu, Xiao-Jing,Jin, Qiu,Qin, Yuchen,Ren, Yunlai,Jiang, Song,Xu, Cui-Lian,Hou, Mao-Song,Pan, Zhenliang

supporting information, p. 1292 - 1299 (2021/02/26)

Developing green-safe, efficient and recyclable catalysts is crucial for the chemical industry. So far, organic photocatalysis has been proved to be an environmentally friendly and energy-efficient synthetic technology compared with traditional metal catalysis. As a versatile catalytic platform, hyper-crosslinked polymers (HCPs) with large surface area and high stability are easily prepared. In this report, we successfully constructed two porous HCP photocatalysts (TZ-HCPs) featurings-tetrazine units and surface areas larger than 700 m2g?1through Friedel-Crafts alkylation reactions. The rational energy-band structures and coexisting micro- and mesopores endow TZ-HCPs with excellent activities to realize the green synthesis of benzimidazoles (28 examples, up to 99% yield, 0.5-4.0 h) in ethanol. Furthermore, at least 21 iterative catalytic runs mediated by TZ-HCP1D were performed efficiently, with 96-99% yield. This study of TZ-HCPs sheds light on the wide-ranging prospects of application of HCPs as metal-free and green photocatalysts for the preparation of fine chemicals.

Syntheses, characterization, and catalytic potential of novel vanadium and molybdenum Schiff base complexes for the preparation of benzimidazoles, benzoxazoles, and benzothiazoles under thermal and ultrasonic conditions

Kargar, Hadi,Kargar, Khadijeh,Fallah-Mehrjardi, Mehdi,Munawar, Khurram Shahzad

, p. 593 - 605 (2021/06/21)

A new ONO-tridentate Schiff base ligand (H2L) derived from 3-methoxysalicylaldehyde and nicotinic hydrazide was synthesized and characterized by elemental analysis, FT-IR, 1H NMR, 13C NMR, UV–Vis, and powder XRD studies. Then, oxovanadium(V) and dioxomolybdenum(VI) Schiff base complexes, VOL and MoO2L, were also prepared and characterized by different techniques. Moreover, the catalytic activities of both complexes were investigated for the synthesis of benzimidazoles, benzoxazoles, and benzothiazoles under reflux conditions as well as through ultrasonic irradiation. The results revealed several advantages of this procedure, including high product yields, short reaction times, facile work-up procedure, simplicity in operation, eco-friendly reaction conditions, and green aspects by avoiding toxic catalysts and solvents. Graphic abstract: [Figure not available: see fulltext.]

A TEMPO-Functionalized Ordered Mesoporous Polymer as a Highly Active and Reusable Organocatalyst

Guo, Ying,Wang, Wei David,Li, Shengyu,Zhu, Yin,Wang, Xiaoyu,Liu, Xiao,Zhang, Yuan

supporting information, p. 3689 - 3694 (2021/09/29)

The properties of high stability, periodic porosity, and tunable nature of ordered mesoporous polymers make these materials ideal catalytic nanoreactors. However, their application in organocatalysis has been rarely explored. We report herein for the first time the incorporation of a versatile organocatalyst, 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO), into the pores of an FDU-type mesoporous polymer via a pore surface engineering strategy. The resulting FDU-15-TEMPO possesses a highly ordered mesoporous organic framework and enhanced stability, and shows excellent catalytic activity in the selective oxidation of alcohols and aerobic oxidative synthesis of 2-substituted benzoxazoles, benzimidazoles and benzothiazoles. Moreover, the catalyst can be easily recovered and reused for up to 7 consecutive cycles.

TEMPO supported amine functionalized magnetic titania: a magnetically recyclable catalyst for the aerobic oxidative synthesis of heterocyclic compounds

Sharma, Sukanya,Choudhary, Anu,Sharma, Shally,Shamim, Tahira,Paul, Satya

, p. 83 - 94 (2021/01/04)

Abstract: The present protocol uncover a new strategy to synthesize highly efficient solid TEMPO based catalyst in which 4-oxo-TEMPO was covalently tethered to the surface of amine functionalized magnetic titania. The chemical nature and structure of the

Synthesis, characterization and potent antimicrobial and antifungal activity of 2-substituted benzimidazole derivatives

Ganie, Ali Mohd,Gupta, Chitra,Singh, P. K.,Singh, Sanjay,Verma, Rohit

, p. 148 - 151 (2021/09/28)

Benzimidazole is the heterocyclic compound formed by the fusion of benzene and imidazole ring. Benzimidazole analogs are of great significance because of their clinical application and biological activity. Benzimidazoles are considered as an optimistic class of bioactive heterocyclic compound that possesses a range of biological activities. We have synthesized five substituted Benzimidazole derivative using on both microwave irradiation and conventional heating method. The newly synthesized compounds are characterized by IR, NMR and Mass spectra analysis. In the present study, we have reported the synthesis, spectral studies and biological evaluation of some benzimidazole derivatives. Benzimidazole play important role in medical field with so many pharmacological activities such as antimicrobial, anti bacterial, etc. The potency of this clinically useful drug in treatment in microbial action and other activities has encouraged the development of some more potent and significant compounds.

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