4231-70-3

Basic information

• Product Name: 1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE&
• Synonyms: 3-(4-Chlorobenzoyl)-1H-benzotriazole;1-(4-Chlorobenzoyl)-1H-1,2,3-benzotriazole
• CAS NO: 4231-70-3
• Molecular Formula: C₁₃H₈ClN₃O
• Molecular Weight: 257.68
• Mol File: 4231-70-3.mol
• Article Data: 20

Chemical Properties

• Melting Point: 135-139 °C(lit.)
• Boiling Point: 446°C at 760 mmHg
• Flash Point: 223.5°C
• Appearance: /
• Density: 1.4g/cm³
• Vapor Pressure: 3.77E-08mmHg at 25°C
• Refractive Index: 1.693
• CAS DataBase Reference: 1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE&(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE&(4231-70-3)
• EPA Substance Registry System: 1-(4-CHLOROBENZOYL)-1H-BENZOTRIAZOLE&(4231-70-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 4231-70-3(Hazardous Substances Data)

Usage

Uses

Reactant for: Acylation of sodium azide with N-acylbenzotiazolesGas-phase thermolysisChemoselective reductionReactant for synthesis of: Diketone oximes by phenylationAmides by acylation of amines1,2-Diketones by coupling of N-acylbenzotriazoles

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

Downstream Products

• 7465-71-6 4-Chlor-N-sek.butyl-benzamid 
• 3457-46-3 4,4'-dichlorobenzil 
• 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 
• 99983-70-7 4-Chlor-benzoesaeure-<α-cyan-isopropylester> 
• 95-14-7 1,2,3-Benzotriazole 
• 19048-85-2 (4'-chlorobenzyl) 4-chlorobenzoate 
• 67483-73-2 benzyl p-chlorobenzoate 
• 71456-29-6 (4-chlorobenzoyl)-L-methionine 
• 26971-99-3 N-((4-chlorophenyl)carbamoyl)benzamide 
• 54945-17-4 1-(4-chlorophenyl)-2-(4-methoxyphenyl)-ethane-1,2-dione 
• 86508-29-4 1-(4-chlorophenyl)-2-(4-methylphenyl)ethane-1,2-dione 
• 22711-23-5 4-chlorobenzil 
• 1967-26-6 N-(4-chlorophenyl)-N'-phenylurea 

Relevant articles and documents

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.

An Improved Synthesis of Polyfunctional Acyl Azides in PEG 400

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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