102994-04-7

Basic information

• Product Name: 1,4'-DICHLOROBENZYL-1,2,4-TRIAZOLE
• Synonyms: 1,4'-DICHLOROBENZYL-1,2,4-TRIAZOLE;1,4'-DIHLOROBENZHYDRYL-1,2,4-TRIAZOLE
• CAS NO: 102994-04-7
• Molecular Formula: C₁₅H₁₁Cl₂N₃
• Molecular Weight: 304.17
• Mol File: 102994-04-7.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 480.1±55.0 °C(Predicted)
• Appearance: /
• Density: 1.33±0.1 g/cm3(Predicted)
• PKA: 1.95±0.11(Predicted)
• CAS DataBase Reference: 1,4'-DICHLOROBENZYL-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1,4'-DICHLOROBENZYL-1,2,4-TRIAZOLE(102994-04-7)
• EPA Substance Registry System: 1,4'-DICHLOROBENZYL-1,2,4-TRIAZOLE(102994-04-7)

Safety Data

• Hazardous Substances Data: 102994-04-7(Hazardous Substances Data)

Usage

General Description

1,4'-DICHLOROBENZYL-1,2,4-TRIAZOLE is a chemical compound used primarily as a fungicide and anti-corrosive agent. It is an organic compound consisting of a triazole ring with a 1,4'-dichlorobenzyl moiety. This chemical is known for its ability to effectively control various fungal diseases on a wide range of crops, including fruits, vegetables, and ornamental plants. It acts by inhibiting the growth of fungi and disrupting their cell membranes. Additionally, it has been used as an anti-corrosive agent to protect metal surfaces from oxidation and decay. However, caution should be exercised in handling and using this chemical due to its potential toxicity and environmental impact.

Upstream product

• 288-88-0 1,2,4-Triazole 
• 782-08-1 chlorobis(4-chlorophenyl)methane 
• 6306-46-3 1-[bromo(4-chlorophenyl)methyl]-4-chlorobenzene 
• 90-98-2 4,4'-Dichlorobenzophenone 
• 90-97-1 4,4'-dichlorobenzophenone 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 90-98-2 4,4'-Dichlorobenzophenone 
• 112809-51-5 letrozol 

Relevant articles and documents

Synthesis and biological evaluation of 1‐(Diarylmethyl)‐1h‐1,2,4‐triazoles and 1‐(diarylmethyl)‐1h‐imidazoles as a novel class of anti‐mitotic agent for activity in breast cancer

We report the synthesis and biochemical evaluation of compounds that are designed as hybrids of the microtubule targeting benzophenone phenstatin and the aromatase inhibitor letrozole. A preliminary screening in estrogen receptor (ER)‐positive MCF‐7 breast cancer cells identified 5‐((2H‐1,2,3‐triazol‐1‐yl)(3,4,5‐trimethoxyphenyl)methyl)‐2‐methoxyphenol 24 as a potent antiproliferative compound with an IC50 value of 52 nM in MCF‐7 breast cancer cells (ER+/PR+) and 74 nM in triple‐negative MDA‐MB‐231 breast cancer cells. The compounds demonstrated significant G2/M phase cell cycle arrest and induction of apoptosis in the MCF‐7 cell line, inhibited tubulin polymerisation, and were selective for cancer cells when evaluated in non-tumorigenic MCF‐10A breast cells. The immunofluorescence staining of MCF‐7 cells confirmed that the compounds targeted tubulin and induced multinucleation, which is a recognised sign of mitotic catastrophe. Computational docking studies of compounds 19e, 21l, and 24 in the colchicine binding site of tubulin indicated potential binding conformations for the compounds. Compounds 19e and 21l were also shown to selectively inhibit aromatase. These compounds are promising candidates for development as antiproliferative, aromatase inhibitory, and microtubule‐disrupting agents for breast cancer.

General and Mild Nickel-Catalyzed Cyanation of Aryl/Heteroaryl Chlorides with Zn(CN)2: Key Roles of DMAP

A new and general nickel-catalyzed cyanation of hetero(aryl) chlorides using less toxic Zn(CN)2 as the cyanide source has been developed. The reaction relies on the use of inexpensive NiCl2·6H2O/dppf/Zn as the catalytic system and DMAP as the additive, allowing the cyanation to occur under mild reaction conditions (50-80 °C) with wide functional group tolerance. DMAP was found to be crucial for successful transformation, and the reaction likely proceeds via a Ni(0)/Ni(II) catalysis based on mechanistic studies. The method was also successfully extended to aryl bromides and aryl iodides.

Novel heterocyclic analogs of trityl radicals: Synthesis and dimerization of diarylmethyl-1H-1,2,4-triazoles and diarylmethyl-2H- phenanthro[9,10-d]-1,2,3-triazoles

Diarylmethanes (1a-h, 9a-i and 12) containing a heterocyclic group attached to the central carbon atom have been synthesized. Lithiation of these substrates followed by the addition of iodine gave dimers (2a,b,d,e and 10) via α, para-dimerization of novel heterocyclic diarylmethyl radical intermediates.