34296-51-0

Usage

Uses

Used in Pharmaceutical Research:
1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBALDEHYDE is used as a building block for the preparation of various pharmacologically active compounds due to its unique structure and reactivity.
Used in Organic Synthesis:
1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBALDEHYDE serves as a key intermediate in the synthesis of heterocyclic compounds, which are important in the development of new drugs and agrochemicals.
Used in Analytical Chemistry:
1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBALDEHYDE is utilized as a fluorescent probe, offering a valuable tool for the detection and analysis of various chemical and biological species.
Used in Material Science:
1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBALDEHYDE has potential applications in the development of new materials, leveraging its chemical properties to create innovative products with specific functionalities.
Used in Agrochemical Development:
1-PHENYL-1H-1,2,3-TRIAZOLE-4-CARBALDEHYDE contributes to the creation of new agrochemicals, potentially enhancing crop protection and yield through its incorporation into novel chemical formulations.

InChI:InChI=1/C9H7N3O/c13-7-8-6-12(11-10-8)9-4-2-1-3-5-9/h1-7H

Upstream product

• 103755-58-4 (1-phenyl-1H-1,2,3-triazole-4-yl)methanol 
• 622-37-7 Phenyl azide 
• 90886-87-6 1‐(4‐nitrophenyl)‐1H‐1,2,3‐triazole‐4‐yl‐methanol 
• 1012081-57-0 C₁₃H₁₇N₃O₂ 
• 107-19-7 propargyl alcohol 
• 14925-39-4 2-bromoacrolein 
• 108-86-1 bromobenzene 
• 62-53-3 aniline 
• 113934-26-2 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxaldehyde 
• 10160-87-9 Propiolaldehyde diethyl acetal 
• 2055-52-9 methyl 1-phenyl-1H-1,2,3-triazole-4-carboxylate 
• 50704-41-1 2-diazo-malonaldehyde 
• 1750-36-3 (E)-N-benzylidenebenzenamine 
• 133902-67-7 ethyl 1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate 

Downstream Products

• 103755-58-4 (1-phenyl-1H-1,2,3-triazole-4-yl)methanol 
• 4600-04-8 1-phenyl-1H-[1,2,3]triazole-4-carboxylic acid 
• 915363-17-6 C₂₅H₁₆BrClFN₇ 
• 71344-32-6 4-ethynyl-1-phenyl-1H-1,2,3-triazole 

Relevant academic research and scientific papers

[HDBU][HSO4]-catalyzed facile synthesis of new 1,2,3-triazole-tethered 2,3-dihydroquinazolin-4[1H]-one derivatives and their DPPH radical scavenging activity

A simple and efficient protocol has been developed for the synthesis of new1,2,3-triazole-2,3-dihydroquinazolin-4[1H]-one (DHQ) conjugates(6a?j) via ultrasound-assisted, solvent-free ionic liquid [HDBU][HSO4]-catalyzed reaction in good to excellent yields. This non-conventional, ultrasound-assisted route has taken the reactions over the conventional reflux method to provide good to excellent yields of the corresponding products (6a?j) in a very short time. In addition, mild reaction conditions, tolerance to functionalized substrates, ease of product isolation, prevention of its over oxidation and reusability of catalyst [HDBU][HSO4] are some key striking features of the methodology. The newly synthesized derivatives (6a?j) were screened for antioxidant activity using 1,1-diphenyl-2-picryl hydrazyl (DPPH) assay and are found to be a potent scavenger. The compounds 6b, 6c, 6d, 6e and 6i showed significant antioxidant activity. Molecular docking studies showed significant binding affinity in the active site of myeloperoxidase (MPO) enzyme and hence scavenged by inhibition of MPO. In silico ADMET and pharmacokinetic studies of the conjugates are very promising; a cumulative body of evidence suggests their medicinal value as a potential orally active drug candidate. Graphical abstract: [Figure not available: see fulltext.]

Design, synthesis and evaluation of novel β-carboline ester analogues as potential anti-leishmanial agents

Leishmaniasis is one of today's most neglected diseases. The emergence of new anti-leishmanial therapies emphasizes several study groups funded by the World Health Organization. The present investigation will focus on the research to determine a few new potential derivatives of β-carboline ester derivatives against leishmaniasis. The in-silico predicted ADMET properties of most of the titled compounds are in an acceptable range and having drug like properties. Among all the tested analogs, compound ES-3 (EC50 3.36 μM; SI > 29.80) showed comparable and equipotent anti-leishmanial activity as that of standard drug miltefosine (EC50 4.80 μM; SI > 20.80) against amastigote forms of the tested L. infantum strain. Two compounds ES-6 and ES-10 exhibited significant activity with EC50 10.16, 13.56 μM; SI > 4.90, 7.37, respectively. In-silico based molecular docking and dynamics study of the significantly active analog also performed to study the putative binding mode, interaction pattern at the active site of the target leishmanial trypanothione reductase enzyme as well as stability of the target-ligand complex. The changes in the conformation of molecules during MD (frame wise trajectory analysis) provided new insights for the development of novel potent molecules. These findings will further give insight that will help modify the compound ES-3 for better potency and the design of novel inhibitors for leishmaniasis. Communicated by Ramaswamy H. Sarma.

Synthesis, antiproliferative and antitrypanosomal activities, and DNA binding of novel 6-amidino-2-arylbenzothiazoles

A series of 6-amidinobenzothiazoles, linked via phenoxymethylene or directly to the 1,2,3-triazole ring with a p-substituted phenyl or benzyl moiety, were synthesised and evaluated in?vitro against four human tumour cell lines and the protozoan parasite T

Synthesis and bioevaluation of α,α’-bis(1H-1,2,3-triazol-5-ylmethylene) ketones

Abstract: Curcumin is an active component of turmeric that has poor solubility, stability and bioavailability. The monocarbonyl curcumin analogues were modified from curcumin to achieve more stable and active compounds as compared to curcumin. Therefore,

Synthesis and characterization of 1,2,3-triazole containing Fe(II) sensor

A new bis(1,2,3-triazolyl) imine based probe was designed and synthesized. Chemical structure of the probe was confirmed by IR, 1H and 13C NMR spectroscopy. The probe was investigated for its recognition abilities in aqueous-organic

Synthesis, characterization and photodynamic activity against bladder cancer cells of novel triazole-porphyrin derivatives

Novel triazole-porphyrin derivatives (TZ-PORs) were synthesized through the Heck reaction and then incorporated into polyvinylpyrrolidone (PVP) micelles. After verifying that this incorporation did not compromise the photophysical and chemical features of

Synthesis and Anticancer Activity of (E)-5-[(1-Aryl-1H-1,2,3-triazol-4-yl)methylene]thiazolidine-2,4-diones

Abstract: A novel series of 1,2,3-triazolylthiazolidinedione analogs have been synthesized by the condensation of the corresponding 1-aryl-1H-1,2,3-triazole-4-carbaldehydes with thiazolidine-2,4-dione in the presence of KOH. The title compounds were evaluated for their in vitro anticancer activity using MTT assay against four cancer cell lines: A549 (lung), HT-29 (colon), MCF-7 (breast), and A375 (melanoma). Most compounds displayed good anticancer activity, but hydroxy- and nitro-substituted derivatives showed higher activity than the others.

An allenylidene Au(i) catalyst derived from triazole units and its initial application

An allenylidene Au(i) catalyst based on triazolylidene moieties, featuring the high s-donating ability (comparable to that of other NHC ligands) and largely enhanced p-accepting ability of its ligand, was developed for the first time. As compared with the

Synthesis and Antimicrobial Activity of (E)-2-[(1-Substituted Phenyl-1H-1,2,3-triazol-4-yl)methylene]-2,3-dihydro-1H-inden-1-ones

A series of novel (E)-2-[(1-phenyl-1H-1,2,3-triazol-4-yl)methylene]-2,3-dihydro-1H-inden-1-one derivatives has been synthesized by condensation of 1-phenyl-1H-1,2,3-triazole-4-carbaldehydes with 2,3-dihydro-1H-inden-1-one. The synthesized compounds are ch

Reactions of α-haloacroleins with azides: Highly regioselective synthesis of formyl triazoles

A general metal-free route to 1,4-disubstituted and 1,4,5-trisubstituted 1,2,3-triazoles was developed. α-Haloacroleins reacted with organic azides in a DMSO/H2O mixture solvent at room temperature to produce 1,4-disubstituted triazoles (up to 99%) with exclusive regioselectivities. This protocol is convenient and scalable with a broad substrate scope including aliphatic and aromatic azides. The resulting triazoles exhibited an aldehyde group at the C4 position and demonstrated synthetic utilizations. One 1,2,3-triazole compound containing diastereotopic protons was also identified.