133992-55-9

Basic information

• Product Name: Benzene, 1-(azidomethyl)-3,5-dichloro-
• CAS NO: 133992-55-9
• Molecular Formula: C7H5Cl2N3
• Molecular Weight: 202.043
• Mol File: 133992-55-9.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: Benzene, 1-(azidomethyl)-3,5-dichloro-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzene, 1-(azidomethyl)-3,5-dichloro-(133992-55-9)
• EPA Substance Registry System: Benzene, 1-(azidomethyl)-3,5-dichloro-(133992-55-9)

Safety Data

• Hazardous Substances Data: 133992-55-9(Hazardous Substances Data)

Upstream product

• 60211-57-6 3,5-dichlorobenzyl alcohol 
• 25186-47-4 3,5-dichlorotoluene 
• 7778-01-0 3,5-dichlorobenzyl bromide 
• 3290-06-0 1,3-dichloro-5-chloromethyl-benzene 

Downstream Products

• 133992-52-6 5-amino-1-(3,5-dichlorobenzyl)-1H-1,2,3-triazole-4-carboxamide 
• 133992-57-1 1-(3,5-dichloro-benzyl)-5-hydroxy-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 
• 133992-61-7 1-[1-(3,5-Dichloro-benzyl)-5-methyl-1H-[1,2,3]triazol-4-yl]-ethanone 
• 133992-59-3 1-(3,5-Dichloro-benzyl)-5-methyl-1H-[1,2,3]triazole-4-carboxylic acid ethyl ester 

Relevant articles and documents

Application of the Huisgen cycloaddition and ‘click’ reaction toward various 1,2,3-triazoles as HIV non-nucleoside reverse transcriptase inhibitors

The development of novel anti-HIV agents remains an important medicinal chemistry challenge given that no cure for the disease is imminent, and the continued use of current NNRTIs inevitably leads to problems associated with resistance. Inspired by the pyrazole-containing NNRTI lersivirine (LSV), we embarked upon a study to establish whether 1,2,3-triazole heterocycles could be used as a new scaffold for the creation of novel NNRTIs. An especially attractive feature of triazoles used for this purpose is the versatility in accessing variously functionalised systems using either the thermally regulated Huisgen cycloaddition, or the related ‘click’ reaction. Employing three alternative forms of these reactions, we were able to synthesise a range of triazole compounds and evaluate their efficacy in a phenotypic HIV assay. To our astonishment, even compounds closely mimicking LSV were only moderately effective against HIV.

1, 2, 3-TRIAZOLE DERIVATIVES FOR USE AS STEAROYL-COA DESATURASE INHIBITORS

The present invention relates to substituted triazole compounds of the formula (I) and pharmaceutically acceptable salts thereof, to pharmaceutical compositions containing them and their use in medicine. In particular, the invention relates to compounds for modulating SCD activity.

An Improved Procedure for the Preparation of 1-Benzyl-1H-1,2,3-triazoles from Benzyl Azides.

A procedure for the preparation of substituted 1-benzyl-1H-1,2,3-triazoles from benzyl azides under very mild conditions is described.The method provides improved yields and extends the scope of the Dimroth Reaction to other types of active methylene compound to those previously used.Benzyl azides react with active methylene compounds in dimethyl sulphoxide catalysed by potassium carbonate at 35-40 deg C to give 1H-1,2,3-triazoles usually in good yield.Acetonitrile derivatives gave 5-amino-1H-1,2,3-triazoles whereas diethyl malonate gave 5-hydroxy-1H-1,2,3-triazoles. 1H-1,2,3-Triazole-4-carboxylate esters and 1H-1,2,3-triazole-4-ketones were obtained from ethyl acetoacetate and β-diketones respectively.Benzyl methyl ketone reacted to give 5-methyl-4-phenyl-1H-1,2,3-triazole, but acetone and acetophenone failed to react.Other active methylene compounds which did not react under these reaction conditions included ethyl cyanoacetate, ethyl fluoroacetate and ethyl nitroacetate.