99613-63-5

Basic information

• Product Name: 1-(azidomethyl)-3,4-dichlorobenzene
• Synonyms: 1-(azidomethyl)-3,4-dichlorobenzene
• CAS NO: 99613-63-5
• Molecular Formula: C₇H₅Cl₂N₃
• Molecular Weight: 202.0407
• Mol File: 99613-63-5.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(azidomethyl)-3,4-dichlorobenzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(azidomethyl)-3,4-dichlorobenzene(99613-63-5)
• EPA Substance Registry System: 1-(azidomethyl)-3,4-dichlorobenzene(99613-63-5)

Safety Data

• Hazardous Substances Data: 99613-63-5(Hazardous Substances Data)

Usage

Description

1-(azidomethyl)-3,4-dichlorobenzene is an organic compound characterized by the presence of an azide group attached to a benzene ring, which is substituted with two chlorine atoms at the 3 and 4 positions. This unique structure endows it with specific chemical properties that make it suitable for various applications, particularly in the field of organic synthesis and medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
1-(azidomethyl)-3,4-dichlorobenzene is used as a reactant for the preparation of triazole-dithiocarbamate, which exhibits antitumor activity. 1-(azidomethyl)-3,4-dichlorobenzene serves as a key intermediate in the synthesis of biologically active molecules, contributing to the development of potential cancer therapeutics.
In the synthesis of triazole-dithiocarbamate, 1-(azidomethyl)-3,4-dichlorobenzene undergoes a series of chemical reactions to form the desired product. The azide group plays a crucial role in these reactions, facilitating the formation of the triazole ring and the subsequent attachment of the dithiocarbamate moiety. The resulting compound has been found to possess significant antitumor properties, making it a valuable candidate for further research and development in cancer treatment.
Overall, 1-(azidomethyl)-3,4-dichlorobenzene is a versatile and important compound in the pharmaceutical industry, particularly for the development of novel antitumor agents. Its unique structure and reactivity make it a valuable building block in the synthesis of biologically active molecules, with the potential to contribute to advancements in cancer therapy.

Upstream product

• 6287-38-3 3,4-dichlorobenzaldehyde 
• 1805-32-9 3,4-dichlorobenzyl alcohol 
• 18880-04-1 3,4-dichlorobenzyl bromide 
• 102-47-6 3,4-Dichlorophenylmethyl chloride 

Downstream Products

• 1111881-51-6 ethyl 1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazole-4-carboxylate 
• 1245773-37-8 (2R,3R,4R,5R)-2-(acetoxymethyl)-5-(6-(1-(3,4-dichlorobenzyl)-1H-1,2,3-triazol-4-yl)-9H-purin-9-yl)tetrahydrofuran-3,4-diyl diacetate 
• 99613-59-9 5-amino-1-(3,4-dichlorobenzyl)-1,2,3-triazole-4-carboxamide 
• 1151240-85-5 {1-[(3,4-dichlorophenyl)methyl]-1H-1,2,3-triazol-4-yl}methanol 

Relevant articles and documents

Anti-Lung Cancer Activities of 1,2,3-Triazole Curcumin Derivatives via Regulation of the MAPK/NF-κB/STAT3 Signaling Pathways

In this study, a series of curcumin derivatives containing 1,2,3-triazole were designed and synthesized, and their inhibitory activities against the proliferation of lung cancer cells were studied. Compound 5 k (3,4-dichlorobenzyltriazole methyl curcumin)

P-benzoquinone diazide core skeleton derivative as well as preparation method and application thereof

The invention relates to a p-benzoquinone diazide core skeleton derivative and a preparation method and application, thereof, belongs to. the field of organic chemistry, and can effectively treat-ovarian-ovarian cancer-carcinoma STAT3-ovarian, cancer-ATG4

Synthesis of Novel Triazole Incorporated Thiazolone Motifs Having Promising Antityrosinase Activity through Green Nanocatalyst CuI-Fe3O4@SiO2 (TMS-EDTA)

In the present work, novel 5-((1-benzyl-1,2,3-triazol-4-yl)methoxybenzylidene)-2-(arylamino)thiazol-4-one thiazolone incorporated triazole derivatives have been designed as tyrosinase inhibitors. The compounds were synthesized through click reaction in good yield. Moreover, the antityrosinas activity of the synthesized derivatives was evaluated. In the search for establishing a click copper-catalyzed azide/alkyne cycloaddition (CuAAC) reaction under strict conditions, in terms of a novel air-stable, a recyclable and efficient magnetic catalyst was planned for new triazole derivatives as a well-organized copper iodide supported on the functionalized Fe3O4@SiO2 core-shell (CuI/Fe3O4@SiO2(TMS-EDTA) nanoparticles). The engineered nanocatalyst synthesized for the first time and characterized by different methods, including FT-IR spectroscopy, XRD, FESEM, EDX, TEM, TGA, and BET analysis. The excellent catalytic performance in ethanol with high surface area (351.7 m2g?1) and short reaction time for diverse functional groups (120–200 min), no use of toxic solvents, reusability of the catalyst, and using eco-friendly conditions are the advantageous of this work. Moreover,the nanocatalyst can be used at least five times without any significant decrease in the yield of the reaction. The thiazolidine-triazole derivatives 9a, 9c, 9e, and 9 g showed promising tyrosinase inhibitory activity with IC50 values in the range of 5.90–9.81 μM. The compounds were found to be considerably more potent tyrosinase inhibitors than the reference inhibitor kojic acid (IC50 = 18.36 μM).