133902-65-5

Basic information

• Product Name: ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate
• Synonyms: ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate
• CAS NO: 133902-65-5
• Molecular Weight: 251.672
• Mol File: 133902-65-5.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate(133902-65-5)
• EPA Substance Registry System: ethyl 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carboxylate(133902-65-5)

Safety Data

• Hazardous Substances Data: 133902-65-5(Hazardous Substances Data)

Upstream product

• 106-47-8 4-chloro-aniline 
• 623-47-2 propynoic acid ethyl ester 
• 3296-05-7 1-azido-4-chlorobenzene 
• 1679-18-1 4-Chlorophenylboronic acid 
• 637-87-6 1-Chloro-4-iodobenzene 
• 140-88-5 ethyl acrylate 
• 14762-48-2 ethyl 2-diazo-3-oxo-propanoate 

Downstream Products

• 113934-32-0 1-(4-chlorophenyl)-1H-1,2,3-triazol-4-yl carboxylic acid 
• 133902-62-2 [1-[1-(4-Chloro-phenyl)-1H-[1,2,3]triazol-4-yl]-meth-(E)-ylidene]-phenyl-amine 
• 133902-50-8 (4-Chloro-phenyl)-[1-(1-phenyl-1H-[1,2,3]triazol-4-yl)-meth-(E)-ylidene]-amine 
• 113934-27-3 1-(4-chlorophenyl)-1H-1,2,3-triazole-4-carbaldehyde 
• 133902-66-6 1‐(4‐chlorophenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol 

Relevant articles and documents

An efficient solid-phase synthesis of substituted isoxazole, triazole, and cycloalkadiene derivatives using supported selenium resin

We have developed efficient methods for the syntheses of 3,5-disubstituted isoxazoles and 1,2,3-triazoles, and 1,3- and 1,4-cycloalkadiene derivatives using polymer-supported selenium resin. The advantages of these methods include straightforward operation, lack of odor, good stability, and high purity of the products. Georg Thieme Verlag Stuttgart.

2H-1,2,3-Triazole-Based Dipeptidyl Nitriles: Potent, Selective, and Trypanocidal Rhodesain Inhibitors by Structure-Based Design

Macrocyclic inhibitors of rhodesain (RD), a parasitic cysteine protease and drug target for the treatment of human African trypanosomiasis, have shown low metabolic stability at the macrocyclic ether bridge. A series of acyclic dipeptidyl nitriles was developed using structure-based design (PDB ID: 6EX8). The selectivity against the closely related cysteine protease human cathepsin L (hCatL) was substantially improved, up to 507-fold. In the S2 pocket, 3,4-dichlorophenylalanine residues provided high trypanocidal activities. In the S3 pocket, aromatic residues provided enhanced selectivity against hCatL. RD inhibition (Ki values) and in vitro cell-growth of Trypanosoma brucei rhodesiense (IC50 values) were measured in the nanomolar range. Triazole-based ligands, obtained by a safe, gram-scale flow production of ethyl 1H-1,2,3-triazole-4-carboxylate, showed excellent metabolic stability in human liver microsomes and in vivo half-lives of up to 1.53 h in mice. When orally administered to infected mice, parasitaemia was reduced but without complete removal of the parasites.

Structure-activity relationship and enzyme kinetic studies on 4-aryl-1H-1,2,3-triazoles as indoleamine 2,3-dioxygenase (IDO) inhibitors

Previously, we have reported the design and synthesis of 4-aryl-1H-1,2,3-triazoles as inhibitors of indoleamine 2,3-dioxygenase (IDO), a promising therapeutic target of cancer. Here, we present the structure-activity relationship and enzyme kinetic studie