52853-74-4

Basic information

• Product Name: 3-(3-chlorophenyl)-1H-1,2,4-triazole
• Synonyms: 3-(3-chlorophenyl)-1H-1,2,4-triazole
• CAS NO: 52853-74-4
• Molecular Weight: 179.609
• Mol File: 52853-74-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: 3-(3-chlorophenyl)-1H-1,2,4-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(3-chlorophenyl)-1H-1,2,4-triazole(52853-74-4)
• EPA Substance Registry System: 3-(3-chlorophenyl)-1H-1,2,4-triazole(52853-74-4)

Safety Data

• Hazardous Substances Data: 52853-74-4(Hazardous Substances Data)

Upstream product

• 64781-78-8 3-diazo-3H-[1,2,4]triazole 
• 108-90-7 chlorobenzene 
• 766-84-7 3-chloro-benzonitrile 
• 764621-09-2 C₈H₈ClNS 
• 624-84-0 formic acid hydrazide 
• 2548-79-0 3-chlorothiobenzamide 
• 618-48-4 3-chlorobenzamide 
• 64-18-6 formic acid 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 609-66-5 2-chlorobenzamide 
• 357639-00-0 N-(2,2,2-trichloro-1-hydroxyethyl)-3-chlorobenzamide 

Downstream Products

• 1333151-94-2 (Z)-3-(3-chlorophenyl)-1-(3,3,3-trifluoroprop-1-en-1-yl)-1H-1,2,4-triazol 
• 1333152-23-0 (Z)-3-[3-(3-chlorophenyl)-[1,2,4]-triazol-1-yl]acrylic acid ethyl ester 
• 1333152-24-1 (E)-3-[3-(3-chlorophenyl)-[1,2,4]-triazol-1-yl]acrylic acid ethyl ester 
• 1333153-34-6 C₁₄H₁₄ClN₃O₂ 
• 1333151-68-0 (Z)-3-[3-(3-chlorophenyl)-[1,2,4]-triazol-1-yl]acrylic acid tert-butyl ester 
• 1333152-25-2 C₁₅H₁₆ClN₃O₂ 
• 1333151-56-6 (Z)-pyridin-2-ylmethyl 3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylate 
• 1333152-73-0 (Z)-pyridin-2-ylmethyl 3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylate hydrochloride 
• 1333151-55-5 (Z)-cyclobutyl 3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylate 
• 1333151-53-3 (Z)-tetrahydrofuran-3-yl 3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylate 
• 1333152-88-7 (Z)-3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylic acid 
• 1333152-19-4 (Z)-3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)-1-(difluoroazetidin-1-yl)prop-2-en-1-one 
• 1333151-96-4 (Z)-oxetan-3-yl 3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylate 
• 1333151-90-8 (Z)-tetrahydro-2H-pyran-4-yl 3-(3-(3-chlorophenyl)-1H-1,2,4-triazol-1-yl)acrylate 

Relevant articles and documents

Azole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors

The heme enzyme indoleamine 2,3-dioxygenase 1 (IDO1) plays an essential role in immunity, neuronal function, and aging through catalysis of the rate-limiting step in the kynurenine pathway of tryptophan metabolism. Many IDO1 inhibitors with different chemotypes have been developed, mainly targeted for use in anti-cancer immunotherapy. Lead optimization of direct heme iron-binding inhibitors has proven difficult due to the remarkable selectivity and sensitivity of the heme-ligand interactions. Here, we present experimental data for a set of closely related small azole compounds with more than 4 orders of magnitude differences in their inhibitory activities, ranging from millimolar to nanomolar levels. We investigate and rationalize their activities based on structural data, molecular dynamics simulations, and density functional theory calculations. Our results not only expand the presently known four confirmed chemotypes of sub-micromolar heme binding IDO1 inhibitors by two additional scaffolds but also provide a model to predict the activities of novel scaffolds.

A new, high-yield synthesis of 3-aryl-1,2,4-triazoles

A convenient new synthetic approach to 3-aryl-1,2,4-triazoles has been developed. Chloralamides were obtained by high yield reactions between benzamides and chloral hydrate. These reacted with a phosphorus pentachloride/phosphorus oxychloride mixture unde

SUBSTITUENT AND COORDINATION EFFECTS IN SINGLET REACTIONS OF 3-DIAZO-3H-1,2,4-TRIAZOLES WITH SUBSTITUTED BENZENES AND NITRO COMPOUNDS

3-Diazo-3H-1,2,4-triazoles convert to singlet 3H-1,2,4-triazol-3-ylidenes which (1) effect directed electrophilic substitutions of benzenes and (2) coordinate with benzenoid substituents and nitro compounds to give decomposition or rearrangement products.