4231-70-3

Usage

Uses

Used in Chemical Synthesis:
1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& is used as a reactant for the acylation of sodium azide with N-acylbenzotiazoles, which is crucial in the synthesis of various organic compounds and pharmaceuticals.
Used in Gas-phase Thermolysis:
In the field of materials science, 1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& is utilized as a reactant in gas-phase thermolysis, a technique used to study the decomposition and reaction mechanisms of organic compounds at high temperatures.
Used in Chemoselective Reduction:
1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& serves as a reactant in chemoselective reduction processes, which are essential for obtaining specific products with high purity and selectivity in organic synthesis.
Used in Pharmaceutical Industry:
1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& is used as a reactant for the synthesis of diketone oximes by phenylation, which are important intermediates in the development of pharmaceuticals and agrochemicals.
Used in Organic Chemistry:
In organic chemistry, 1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& is used as a reactant for the synthesis of amides by acylation of amines, a common method for creating amide bonds in various organic compounds.
Used in Synthesis of 1,2-Diketones:
1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE& is also used as a reactant for the synthesis of 1,2-diketones by coupling of N-acylbenzotriazoles, which are valuable building blocks in the preparation of various organic molecules and pharmaceuticals.

InChI:InChI=1/C13H8ClN3O/c14-10-7-5-9(6-8-10)13(18)17-12-4-2-1-3-11(12)15-16-17/h1-8H

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 122-01-0 4-chloro-benzoyl chloride 
• 201230-82-2 carbon monoxide 
• 74-11-3 para-chlorobenzoic acid 
• 37073-15-7 1-(methanesulfonyl)-1H-1,2,3-benzotriazole 

Downstream Products

• 95-14-7 1,2,3-Benzotriazole 
• 74-11-3 para-chlorobenzoic acid 
• 6833-15-4 4-chlorobenzanilide 
• 7465-71-6 4-Chlor-N-sek.butyl-benzamid 
• 3457-46-3 4,4'-dichlorobenzil 
• 63704-23-4 α,α-diphenylchloroacetophenone 
• 33554-30-2 2-(4-chlorophenyl)-4,4-dimethyl-4,5-dihydro-1,3-oxazole 
• 13084-29-2 2-(4-chlorophenyl)-4,5-dihydro-1,3-thiazole 
• 80254-31-5 2-(4-chlorophenyl)-5,6-dihydro-4H-1,3-oxazine 
• 2881-63-2 ethyl (4-chlorobenzoyl)acetate 
• 776297-03-1 ethyl 2-benzyl-3-(4-chlorophenyl)-3-oxopropanoate 
• 1019-85-8 2-(4-chlorophenyl)benzimidazole 
• 619-56-7 4-chlorobenzamide 
• 1141-35-1 2-(4-chlorophenyl)benzoxazole 

Relevant academic research and scientific papers

Design, synthesis and pharmacological screening of novel renoprotective methionine-based peptidomimetics: Amelioration of cisplatin-induced nephrotoxicity

Cisplatin (CP) is an effective chemotherapeutic agent for treatment of various types of cancer, however efforts are needed to reduce its toxic side effect. Previous studies revealed promising effect of peptides in decreasing CP induced nephrotoxicity. Herein, novel Met-based peptidomimetics were synthesized using N-acylbenzotriazole as acylating agent in high yield. Evaluation of renoprotective effect of the synthesized targets on CP treated kidney cell line (LLC-PK1) revealed that pretreatment with 1/3 IC50 of targets II, IIIa-g attenuated CP induced cell death where the IC50 of CP was raised from 3.28 μM to 9.25-41.1 μM. The most potent compounds IIIg, II and IIIb exhibited antioxidative stress in CP-treated LLC-PK1 cells as confirmed by raising GSH/GSSG ratio and SOD concentration as well as decreasing ROS and MDA. Additionally, in vivo experiments using Sprague Dawley rats showed renoprotective effect of IIIg against CP-induced nephrotoxicity as evidenced by improved results of renal function tests and attenuated CP-induced renal structural injury. Moreover, antioxidant activity of IIIg was demonstrated via its ability to reduce renal MDA level and up-regulate renal antioxidant element GSH level. Further, immunohistochemistry of renal specimens showed the ability of IIIg to restore CP-induced suppression of Nrf2. Interestingly, in vivo and in vitro studies demonstrated that IIIg had no effect on CP antiproliferative activity. An assessment of the ADMET properties revealed that targets IIIg, II and IIIb showed good drug-likeness in terms of their physicochemical, pharmacokinetic properties. The findings presented here showcase that IIIg is a promising renoprotective candidate with antioxidative stress potential.

N -Acylbenzotriazoles as Proficient Substrates for an Easy Access to Ureas, Acylureas, Carbamates, and Thiocarbamates via Curtius Rearrangement Using Diphenylphosphoryl Azide (DPPA) as Azide Donor

A diverse range of ureas, N -acylureas, carbamates, and thiocarbamates has been synthesized in good to excellent yields by reacting N -acylbenzotriazoles individually with amines or amides or phenols or thiols in the presence of diphenylphosphoryl azide (DPPA) as a suitable azide donor in anhydrous toluene at 110 °C for 3-4 hours. In this route, DPPA was found to be a good alternative to trimethylsilyl azide and sodium azide for the azide donor in Curtius degradation. The high reaction yields, one-pot and metal-free conditions, straightforward nature, easy handling, use of readily available reagents, and in many cases avoidance of column chromatography are the notable features of the devised protocol.

Ruthenium-Catalyzed Reductive Arylation of N-(2-Pyridinyl)amides with Isopropanol and Arylboronate Esters

A new three-component reductive arylation of amides with stable reactants (iPrOH and arylboronate esters), making use of a 2-pyridinyl (Py) directing group, is described. The N-Py-amide substrates are readily prepared from carboxylic acids and PyNH2, and the resulting N-Py-1-arylalkanamine reaction products are easily transformed into the corresponding chlorides by substitution of the HN-Py group with HCl. The 1-aryl-1-chloroalkane products allow substitution and cross-coupling reactions. Therefore, a general protocol for the transformation of carboxylic acids into a variety of functionalities is obtained. The Py-NH2 by-product can be recycled.

An Improved N-Acylation of 1 H-Benzotriazole Using 2,2′-Dipyridyl?-di?-sulfide and Triphenylphosphine

A novel path has been developed for the conversion of carboxylic acids into the corresponding N-acylbenzotriazoles by using 2,2′-dipyridyl disulfide/PPh 3 in anhydrous dichloromethane in the presence of 1 H-benzotriazole. Mild reaction conditio

Trichloroisocyanuric Acid Mediated High-Yielding Synthesis of N -Acylbenzotriazoles under Mild Reaction Conditions

N -Acylbenzotriazoles are achieved in good yields from the corresponding carboxylic acids by using only 0.35 equivalent of trichloroisocyanuric acid and 1.2 equivalents of PPh 3. The salient features of the developed reaction path include an ec

Visible-Light-Induced C(sp2)-P Bond Formation by Denitrogenative Coupling of Benzotriazoles with Phosphites

A visible-light-induced denitrogenative phosphorylation of benzotriazoles is presented, in which diverse substituted aryl phosphonates could be obtained in good to excellent yields. This efficient protocol exhibits good tolerance with various functional g

A Biocatalytic Route to Highly Enantioenriched β-Hydroxydioxinones

A novel biocatalytic system to access a wide variety of β-hydroxydioxinones from β-ketodioxinones employing commercial engineered ketoreductases has been developed. This practical system provides a remarkably straightforward solution to limitations in acc

A new methodology for the synthesis of N-acylbenzotriazoles

A facile and economic path for an easy access of diverse N-acylbenzotriazoles from carboxylic acid has been devised using NBS/PPh3 in anhydrous dichloromethane. High yield of product was obtained at room temperature in one hour reaction time under mild reaction conditions.

An efficient one-pot synthesis of: N, N ′-disubstituted ureas and carbamates from N -acylbenzotriazoles

A facile and high-yielding one-pot synthesis of carbamates and N,N′-disubstituted symmetrical ureas from N-acylbenzotriazoles has been devised. It is believed that, the intermediate acyl-azide undergo Curtius rearrangement and in different solvents gives different products i.e. carbamates in alcohols and N,N′-disubstituted symmetrical urea in THF.