102993-98-6

Basic information

• Product Name: 1-BENZHYDRYL-1,2,4-TRIAZOLE
• Synonyms: 1-BENZHYDRYL-1,2,4-TRIAZOLE
• CAS NO: 102993-98-6
• Molecular Formula: C₁₅H₁₃N₃
• Molecular Weight: 235.28
• Mol File: 102993-98-6.mol

Chemical Properties

• Boiling Point: 417.6 °C at 760 mmHg
• Flash Point: 206.4 °C
• Appearance: /
• Density: 1.12 g/cm³
• Vapor Pressure: 3.5E-07mmHg at 25°C
• Refractive Index: 1.628
• CAS DataBase Reference: 1-BENZHYDRYL-1,2,4-TRIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-BENZHYDRYL-1,2,4-TRIAZOLE(102993-98-6)
• EPA Substance Registry System: 1-BENZHYDRYL-1,2,4-TRIAZOLE(102993-98-6)

Safety Data

• Hazardous Substances Data: 102993-98-6(Hazardous Substances Data)

Usage

Uses

Used in Plastics Industry:
1-Benzhydryl-1,2,4-triazole is used as a UV stabilizer for plastics to protect them from degradation and discoloration caused by exposure to sunlight and other UV sources.
Used in Rubber Industry:
1-Benzhydryl-1,2,4-triazole is used as a light stabilizer in rubber products to prevent deterioration and discoloration due to UV radiation.
Used in Coatings Industry:
1-Benzhydryl-1,2,4-triazole is used as a stabilizer in coatings to maintain the color and integrity of the coated surfaces when exposed to sunlight and other UV sources.
Used in Adhesives Industry:
1-Benzhydryl-1,2,4-triazole is used as a UV stabilizer in adhesives to prevent the degradation of the adhesive bond due to exposure to UV radiation.
Used as an Antioxidant:
1-Benzhydryl-1,2,4-triazole exhibits antioxidant properties, making it useful in the preservation of materials against oxidative damage.
It is important to consider the potential health and environmental impact of 1-benzhydryl-1,2,4-triazole and follow proper safety measures when handling and disposing of it.

InChI:InChI=1/C15H13N3/c1-3-7-13(8-4-1)15(18-12-16-11-17-18)14-9-5-2-6-10-14/h1-12,15H

Upstream product

• 288-88-0 1,2,4-Triazole 
• 90-99-3 diphenylchloromethane 
• 91-01-0 1,1-Diphenylmethanol 
• 776-74-9 Bromodiphenylmethane 
• 119-61-9 benzophenone 

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.

Aluminum triflate as a powerful catalyst for direct amination of alcohols, including electron-withdrawing group-substituted benzhydrols

Direct aminations of allylic alcohols, benzylic alcohols, and benzhydrols with electron-withdrawing (F, Br, I, NO2, or CN) substituents were efficiently catalyzed by aluminum triflate [Al(OTf)3] to afford the corresponding biarylamines in high yield, and the dibromo-substituted product was further transformed into letrozole. Copyright

Synthesis and structure-activity relationship of 1- and 2-substituted-1,2,3-triazole letrozole-based analogues as aromatase inhibitors

A series of bis- and mono-benzonitrile or phenyl analogues of letrozole 1, bearing (1,2,3 and 1,2,5)-triazole or imidazole, were synthesized and screened for their anti-aromatase activities. The unsubstituted 1,2,3-triazole 10a derivative displayed inhibitory activity comparable with that of the aromatase inhibitor, letrozole 1. Compound 10a, bearing a 1,2,3-triazole, is also 10000-times more tightly binding than the corresponding analogue 25 bearing a 1,2,5-triazole, which confirms the importance of a nitrogen atom at position 3 or 4 of the 5-membered ring needed for high activity. The effect on human epithelial adrenocortical carcinoma cell line (H295R) proliferation was also evaluated. The compound 10j (IC50 = 4.64 μM), a letrozole 1 analogue bearing para-cyanophenoxymethylene-1,2,3-triazole decreased proliferation rates of H295R cells by 76 and 99% in 24 and 72 h respectively. Computer calculations, using quantum ab initio structures, suggest a possible correlation between anti-aromatase activity and the distance between the nitrogen in position 3 or 4 of triazole nitrogen and the cyano group nitrogen.

Design, synthesis and antifungal activity of some new imidazole and triazole derivatives

Triazole and imidazole are incorporated into the structures of many antifungal compounds. In this study a novel series of 1,2,4-triazole, imidazole, benzoimidazole, and benzotriazole derivatives was designed as inhibitors of cytochrome P450 14α-demethylase (14DM). These structures were docked into the active site of MT-CYP51, using Autodock program. Sixteen compounds with the best binding energy were synthesized. The chemical structures of the new compounds were confirmed by elemental and spectral (1H-NMR and Mass) analyses. All compounds were investigated for antifungal activity against Candida albicans, Candida tropicalis, Candida glabrata, Candida parapeilosis, Candida kruzei, Candida dubliniensis, Aspergillus fomigatus, Aspergillus flavus, Microsporum canis, Microsporum gypseum, Trichophyton mentagrophyte, Epidermophyton floccosum. Some compounds showed excellent in-vitro antifungal activity against most of the tested fungi. Compounds 2, 9, and 10 had antifungal activity against several resistant fungi against fluconazole and itraconazole. A novel series of azole derivatives was designed and synthesized as inhibitors of cytochrome P450 14α-demethylase and the compounds were investigated for antifungal activity. Copyright

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.

SYNTHESIS BY PHASE TRANSFER CATALYSIS OF N-BENZYL, N-DIPHENYLMETHYL AND N-TRIPHENYLMETHYL AZOLES AND BENZAZOLES: PROTON NMR AND CHROMATOGRAPHIC DATA AS A TOOL FOR IDENTIFICATION

Pyrazole, imidazole, 1,2,4-triazole, indazole and benzotriazole were alkylated under phase transfer catalysis (PTC) with benzyl-, diphenylmethyl- and trityl chloride.Alkylation occured only at the ring nitrogen atoms of the heterocycle, except for indazole in which substitution took also place at position 3.A systematic study of the N- and C-substituted derivatives by proton NMR and chromatographic techniques has been done.