6926-45-0

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InChI:InChI=1/C6H13N3/c1-2-3-4-5-6-8-9-7/h2-6H2,1H3

Upstream product

• 111-25-1 1-bromo-hexane 
• 638-45-9 1-Iodohexane 
• 592-41-6 1-hexene 
• 400-61-3 hexyl trifluoroacetate 
• 16156-50-6 n-hexyl methanesulfonate 
• 111-27-3 hexan-1-ol 
• 3839-35-8 4-methylbenzenesulfonic acid n-hexylester 
• 111-26-2 hexan-1-amine 
• 544-10-5 1-Chlorohexane 

Downstream Products

• 106736-67-8 3-hexyl-5-phenyl-3H-[1,2,3]triazol-4-ylamine 
• 55211-00-2 4-hexyl-N,N'-diphenyl-[1,2,4]dithiazolidine-3,5-diylidenediamine 
• 2296-13-1 di-n-hexylammonium chloride 
• 79581-43-4 N-phenylthioheptylamine 
• 111-26-2 hexan-1-amine 
• 37672-43-8 hexahydro-1-hexyl-2H-azepin-2-one 
• 172367-38-3 N-(4-nitrobenzylidene)hexan-1-amine 
• 19340-96-6 N-benzylidenehexylamine 
• 53054-00-5 N-hexyl-1-(4-methoxyphenyl)methanimine 
• 50-00-0 formaldehyd 
• 100-52-7 benzaldehyde 
• 10264-30-9 N-hexyl-2-phenylacetamide 
• 14278-35-4 N-hexyl-heptanamide 
• 14287-94-6 N,N-di-1-hexylformamide 

Relevant academic research and scientific papers

One-pot synthesis of 1,2,3-triazole derivatives of maleopimaric and dihydroquinopimaric acids

Effective one-pot synthesis of 1,2,3-triazole derivatives of maleopimaric and dihydroquinopimaric acids consists in the reaction of diterpene propargyl esters with organic azides generated in situ in the presence of СuI catalyst.

A new quadruple hydrogen-bonding module based on five-membered heterocyclic urea structure

N,N-Di-4-triazolylurea (DTU) has developed as a new ADDA module and DTU forms a stable ADDA·DAAD heterocomplex with 2,7-diamido-1,8-naphthyridine (DAN) (Ks = 2.6 - 105 M-1 in CHCl 3). The Ks value of the complex between DTU and DAN is 100-fold greater than that of the complex between N,N-di-2-pyridylurea and DAN due to replacement of a pyridine ring with a 1,2,3-triazole ring.

1,2,3-Triazole-derived naphthalimides as a novel type of potential antimicrobial agents: Synthesis, antimicrobial activity, interaction with calf thymus DNA and human serum albumin

A series of 1,2,3-triazole-derived naphthalimides as a novel type of potential antimicrobial agents were synthesized and characterized by IR, NMR and HRMS spectra. All the new compounds were screened for their antimicrobial activity against four Gram-positive bacteria, four Gram-negative bacteria and three fungi. Bioactive assay manifested that 3,4-dichlorobenzyl compound 9e and its corresponding hydrochloride 11e showed better anti-Escherichia coli activity than Norfloxacin and Chloromycin. Preliminary research revealed that compound 9e could effectively intercalate into calf thymus DNA to form compound 9e-DNA complex which might block DNA replication and thus exert antimicrobial activities. Human serum albumin could effectively store and carry compound 9e by electrostatic interaction.

Synthesis of new chrysin derivatives with substantial antibiofilm activity

Abstract: Multidrug resistance mechanism of microorganisms towards conventional antimicrobials nowadays faces a common health problem. So, searching and development of new antibacterials are in the frontier areas of biochemistry. Functionalizations of various natural products or synthesis of compounds through molecular modeling followed by virtual screening are the ways to obtain potential leads. Chrysin is one of the plant secondary metabolites and is ubiquitously present in majority of plants. It has multi-dimensional potentiality however, with a very low bioavailability causing a very low efficacy. Very few chrysin derivatives possessing antimicrobial activity with a low anti-biofilm efficacy have been found in the literature. Thus, it has been attempted to synthesize a series of new chrysin derivatives (CDs). In this study, twenty-two new derivatives have been synthesized via its 7-OH modulation and antibiofilm activity was evaluated against a model bacterium viz. Escherichia coli MTCC 40 (Gram negative). Eleven CDs coded as 2a, 2b, 2c, 2e, 2f, 2g, 2h, 2i, 3j, 3k and 3l have been found more potent compared to chrysin (precursor of CDs) against planktonic form of E. coli. Biofilm inhibition studies indicated a noteworthy results for 2a (93.57%), 2b (92.14%), 2f (92.14%) and 3l (93.57%) compared to chrysin (33.57%). E. coli motility was also highly restricted by 2a, 2b, 2f and 3l than chrysin at their sub-inhibitory concentrations. Solubility studies indicated an extended-release of 2a, 2b, 2f and 3l in physiological systems. Relatively higher bioavailability of 2a, 2b, 2f and 3l than chrysin was revealed from the dissolution experiments and was further validated through in silico ADME-based SAR analysis. Hence, this study is more interesting in regard to antibacterial potentiality of chrysin derivatives against Escherichia coli MTCC 40 (Gram negative). Thus, this article might be useful for further design and development of new leads in the context of biofilm-associated bacterial infections. Graphic abstract: [Figure not available: see fulltext.].

Synthesis and rational design of new appended 1,2,3-triazole-uracil ensembles as promising anti-tumor agents via in silico vegfr-2 transferase inhibition

Angiogenesis inhibition is a key step towards the designing of new chemotherapeutic agents. In a view to preparing new molecular entities for cancer treatment, eighteen 1,2,3-triazole-uracil ensembles 5a–r were designed and synthesized via the click reaction. The ligands were well characterized using1 H-,13 C-NMR, elemental analysis and ESI-mass spectrometry. The in silico binding propinquities of the ligands were studied sequentially in the active region of VEGFR-2 using the Molegro virtual docker. All the compounds produced remarkable interactions and potentially inhibitory ligands against VEGFR-2 were obtained with high negative binding energies. Drug-likeness was assessed from the ADME properties. Cytotoxicity of the test compounds was measured against HeLa and HUH-7 tumor cells and NIH/3T3 normal cells by MTT assay. Compound 5h showed higher growth inhibition activity than the positive control, 5-fluorouracil (5-FU), against both HeLa and HUH-7 cells with IC50 values of 4.5 and 7.7 μM respectively. Interestingly, the compounds 5a–r did not show any cytotoxicity towards the normal cell lines. The results advance the position of substituted triazoles in the area of drug design with no ambiguity.

ONE-STEP SYNTHESIS OF SOYBEAN POLYOLS

A method of producing a triazoline-containing compound, the method comprising reacting an alkene, which comprises at least one a C=C double bond, with an azido compound, which comprises an azide anion having the chemical formula N3-,

Room temperature perylene based columnar liquid crystals as solid-state fluorescent emitters in solution-processable organic light-emitting diodes

The finding of pure organic emitter materials is the need of the hour for the mass production of cost-effective and metal-free fluorescent organic light-emitting diodes (FOLEDs). In this paper, we report a new series of perylene tetraesters (PTEs) that exhibit the room temperature columnar (Col) mesophase and can act as efficient fluorescent emitter materials in OLEDs. The molecular design involves the attachment of triazole moieties with the PTE discotic coreviaclick chemistry. Triazole groups were chosen as they can improve the electron transport as well as tune the luminescence behavior of discogens. All the PTE derivatives3a-dexhibited ordered columnar rectangular (Colro) mesophases at ambient temperatures suitable for various device applications. The electron mobility of perylene tetraester derivative3awas measured in the mesophase by time of flight (TOF) technique and found to be 0.014 cm2V?1s?1. However, the balanced hole and electron charge transport behaviour was observed in fabricated hole-only and electron-only devices. Taking advantage of both charge transport and the luminescence nature of the PTE derivative in OLEDs, a series of devices were fabricated by utilizing3aas a sole emitter and in the dispersed form at 1, 5 and 8 wt% with the CBP host and at 5 wt% in the SimCP2 host. A significantly high value of the external quantum efficiency (EQE) of 6.5% is obtained in doped devices with the CBP host at 5 wt% dopant (3a) concentration with CIE coordinates of (0.37, 0.53) corresponding to green color. The obtained high EQE value will certainly offer an important step forward to expand the application of smart DLC materials in OLEDs.

RuII and IrIII Complexes Containing ADA and DAD Triple Hydrogen Bonding Motifs: Potential Tectons for the Assembly of Functional Materials

The synthesis and characterisation of a series of [RuII(bpy)2L] and [Ir(ppy)2L] complexes containing ligands L with the potential to engage in triple hydrogen bonding interactions is described. L1 and L2 comprise pyridyl triazole chelating units with pendant diaminotriazine units, capable of donor-acceptor-donor (DAD) hydrogen bonding, while L3 and L4 contain ADA hydrogen bonding units proximal to N^N and N^O cleating sites, respectively. X-ray crystallography shows the L1 and L2 containing RuII complexes to assemble via R22(8) hydrogen bonding dimers, while [RuII(bpy)2L4] assembles via extended hydrogen bonding motifs to form one dimensional chains. By contrast, the expected hydrogen bonding patterns are not observed for the RuII and IrIII complexes of L3. Spectroscopic studies show that the absorption spectra of the complexes result from combinations of MLCT and LLCT transitions. The L1 and L2 complexes of IrIII and RuII complexes are emissive in the solid state and it seems likely that hydrogen bonding to complementary species may facilitate tuning of their 3ILCT emission. Low frequency Raman spectra provide further evidence for ordered interactions in the solid state for the L4 complexes, consistent with the results from X-ray crystallography.

Copper-Catalyzed Decarboxylative/Click Cascade Reaction: Regioselective Assembly of 5-Selenotriazole Anticancer Agents

A simple and efficient Cu-catalyzed decarboxylative/click reaction for the preparation of 1,4-disubstituted 5-arylselanyl-1,2,3-triazoles from propiolic acids, diselenides, and azides has been developed. The mechanistic study revealed that the intermolecular AAC reaction of an alkynyl selenium intermediate occurred. The resulting multisubstituted 5-seleno-1,2,3-triazoles were tested for in vitro anticancer activity by MTT assay, and compounds 4f, 4h, and 4p showed potent cancer cell-growth inhibition activities.

Dimeric palladium 1,2,3-triazol-5-ylidene complexes-synthesis, structure, reactivity and catalytic properties in Suzuki coupling

New dimeric palladium 1,2,3-triazol-5-ylidene complexes of the general formula [{Pd(μ-Cl)Cl(tzNHC)}2] (tzNHC = 1-mesityl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene; 1-hexyl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene and 1-butyl-3-methyl-4-phenyl-1H-1,2,3-triazol-5-ylidene) were synthesized and characterized by spectroscopic methods, X-ray analysis and DFT calculations. For the mesityl substituted complex, the crystallographic structures of both the cisoidal and transoidal isomer were obtained. In the presence of an excess of 4-tolylboronic acid, the loss of the tzNHC ligand from the palladium coordination sphere as a 5-tolyltriazolium salt was observed. The complexes are precursors of palladium species catalytically active in the coupling of arylboronic acids with aryl bromides.