Category: Triazoles

Davarski, K. A. published the artcileQuantum chemical study of the tautomerism, geometry, and electronic structure of 1,2,3- and 1,2,4-triazoles, HPLC of Formula: 63598-71-0, the publication is Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) (1998), 34(5), 568-574, database is CAplus.

A systematic study was carried out on the tautomerism and geometry of 1,2,3- and 1,2,4-triazoles using the semiempirical AM1, PM3, MNDO, and Mindo/3 methods and nonempirical quantum chem. methods taking account of electronic correlation (MP2). The semiempirical methods were found to give incorrect results for the tautomerism of these triazoles, while the nonempirical methods correctly give the energy relationships and show enhanced stability for 2H-1,2,3- and 1H-1,2,4-triazoles attributed to the interaction of the unpaired electron pairs of the adjacent nitrogen atoms. Optimization of the geometry of 2H-1,2,3-triazole by the nonempirical methods showed that bases such as 6-21G and more expanded bases must be used and that electronic correlation should be taken into account. The use of updated calculation methods in the case of 1H-1,2,4-triazole did not give improved results.

Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) published new progress about 63598-71-0. 63598-71-0 belongs to triazoles, auxiliary class Triazole, name is 4H-1,2,4-Triazole, and the molecular formula is C2H3N3, HPLC of Formula: 63598-71-0.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Zhou, Xiaoyun published the artcileIn vivo evaluation of [11C]preladenant positron emission tomography for quantification of adenosine A2A receptors in the rat brain, Safety of 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, the publication is Journal of Cerebral Blood Flow & Metabolism (2017), 37(2), 577-589, database is CAplus and MEDLINE.

[11C]Preladenant was developed as a novel adenosine A2A receptor positron emission tomog. radioligand. The present study aims to evaluate the suitability of [11C]preladenant positron emission tomog. for the quantification of striatal A2A receptor d. and the assessment of striatal A2A receptor occupancy by KW-6002. Tracer kinetics was quantified by the two-tissue compartment model, Logan graphical anal. and several reference tissue-based models. Test-retest reproducibility was assessed by repeated imaging on two consecutive days. Two-tissue compartment model and Logan plot estimated comparable distribution volume (VT) values of ∼10 in the A2A receptor-rich striatum and substantially lower values in all extra-striatal regions (∼1.5-2.5). The simplified reference tissue model with midbrain or occipital cortex as the reference region proved to be the best non-invasive model for quantification of A2A receptor, showing a striatal binding potential (BPND) value of ∼5.5, and a test-retest variability of ∼5.5%. The brain metabolite anal. showed that at 60-min post injection, 17% of the radioactivity in the brain was due to radioactive metabolites. The ED50 of KW-6002 in rat striatum for i.p. injection was 0.044-0.062 mg/kg. The study demonstrates that [11C]preladenant is a suitable tracer to quantify striatal A2A receptor d. and assess A2A receptor occupancy by A2A receptor-targeting mols.

Journal of Cerebral Blood Flow & Metabolism published new progress about 377727-87-2. 377727-87-2 belongs to triazoles, auxiliary class GPCR/G Protein,Adenosine Receptor, name is 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, and the molecular formula is C10H10O2, Safety of 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Zhou, Xiaoyun published the artcileSynthesis and Preclinical Evaluation of 2-(2-Furanyl)-7-[2-[4-[4-(2-[¹¹C]methoxyethoxy)phenyl]-1-piperazinyl]ethyl]7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine-5-amine ([¹¹C]Preladenant) as a PET Tracer for the Imaging of Cerebral Adenosine A_2A Receptors, Computed Properties of 377727-87-2, the publication is Journal of Medicinal Chemistry (2014), 57(21), 9204-9210, database is CAplus and MEDLINE.

2-(2-Furanyl)-7-[2-[4-[4-(2-[¹¹C]methoxyethoxy)phenyl]-1-piperazinyl]ethyl]7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidine-5-amine [¹¹C]-3 ([¹¹C]Preladenant) was developed for mapping cerebral adenosine A_2A receptors (A_2ARs) with PET. The tracer was synthesized in high specific activity and purity. Tissue distribution was studied by PET imaging, ex vivo biodistribution (BD), and in vitro autoradiog. (ARG) experiments Regional brain uptake of [¹¹C]-3 was consistent with known A_2ARs distribution, with highest uptake in striatum. The results indicate that [¹¹C]-3 has favorable brain kinetics and exhibits suitable characteristics as an A_2AR PET tracer.

Journal of Medicinal Chemistry published new progress about 377727-87-2. 377727-87-2 belongs to triazoles, auxiliary class GPCR/G Protein,Adenosine Receptor, name is 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, and the molecular formula is C6H8O6, Computed Properties of 377727-87-2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Herriot, Cristelle published the artcileDiffusion Coefficients from ¹³C PGSE NMR Measurements-Fluorine-Free Ionic Liquids with the DCTA^– Anion, Recommanded Product: 1H-1,2,3-Triazole-4,5-dicarbonitrile, the publication is Journal of Physical Chemistry Letters (2012), 3(3), 441-444, database is CAplus and MEDLINE.

Pulsed-field gradient spin-echo (PGSE) NMR is a widely used method for the determination of mol. and ionic self-diffusion coefficients The anal. has thus far been limited largely to ¹H, ⁷Li, ¹⁹F, and ³¹P nuclei. This limitation handicaps the anal. of materials without these nuclei or for which these nuclei are insufficient for complete characterization. This is demonstrated with a class of ionic liquids (or ILs) based on the nonfluorinated anion 4,5-dicarbonitrile-1,2,3-triazole (DCTA^–). ¹³C-PGSE NMR can be used to both verify the diffusion coefficients obtained from other nuclei, as well as characterize materials that lack commonly scrutinized nuclei – all without the need for specialized NMR methods.

Journal of Physical Chemistry Letters published new progress about 53817-16-6. 53817-16-6 belongs to triazoles, auxiliary class Triazoles, name is 1H-1,2,3-Triazole-4,5-dicarbonitrile, and the molecular formula is C4HN5, Recommanded Product: 1H-1,2,3-Triazole-4,5-dicarbonitrile.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Fong, Robert published the artcileCaffeine accelerates recovery from general anesthesia via multiple pathways, Quality Control of 377727-87-2, the publication is Journal of Neurophysiology (2017), 118(3), 1591-1597, database is CAplus and MEDLINE.

Various studies have explored different ways to speed emergence from anesthesia. Previously, we have shown that three drugs that elevate intracellular cAMP (forskolin, theophylline, and caffeine) accelerate emergence from anesthesia in rats. However, our earlier studies left two main questions unanswered. First, were cAMP-elevating drugs effective at all anesthetic concentrations Second, given that caffeine was the most effective of the drugs tested, why was caffeine more effective than forskolin since both drugs elevate cAMP. In our current study, emergence time from anesthesia was measured in adult rats exposed to 3% isoflurane for 60 min. Caffeine dramatically accelerated emergence from anesthesia, even at the high level of anesthetic employed. Caffeine has multiple actions including blockade of adenosine receptors. We show that the selective A2a adenosine receptor antagonist preladenant or the intracellular cAMP ([cAMP]i)-elevating drug forskolin, accelerated recovery from anesthesia. Because anesthesia in rodents is thought to be similar to that in humans, these results suggest that caffeine might allow for rapid and uniform emergence from general anesthesia in humans at all anesthetic concentrations and that both the elevation of [cAMP]i and adenosine receptor blockade play a role in this response.

Journal of Neurophysiology published new progress about 377727-87-2. 377727-87-2 belongs to triazoles, auxiliary class GPCR/G Protein,Adenosine Receptor, name is 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, and the molecular formula is C25H29N9O3, Quality Control of 377727-87-2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Hattori, Nobutaka published the artcileAdjunctive preladenant: A placebo-controlled, dose-finding study in Japanese patients with Parkinson’s disease., Application In Synthesis of 377727-87-2, the publication is Parkinsonism & related disorders (2016), 73-79, database is MEDLINE.

BACKGROUND: Preladenant, an adenosine 2A antagonist, reduced daily OFF time when administered as adjunctive treatment in a previous phase 2 trial in non-Japanese Parkinson’s disease (PD) patients on stable doses of levodopa. This study aimed to evaluate preladenant as adjunctive therapy in Japanese patients with PD. METHODS: In this randomized, placebo-controlled, double-blind, 12-week, dose-ranging, phase 2 study, Japanese patients with moderate to severe PD on a stable regimen of levodopa were randomly assigned 1:1:1:1 to preladenant 2 mg, 5 mg, or 10 mg BID or placebo. The primary efficacy end point was change from baseline to week 12 in mean OFF time, recorded using a PD diary. Safety and tolerability were also assessed. RESULTS: In total, 111 patients were randomly assigned to receive preladenant 2 mg, and 113 each received preladenant 5 mg, 10 mg, or placebo. In contrast to previous data, preladenant in this study did not demonstrate statistically significant efficacy; the primary outcome was -0.7 h (P = 0.0564), -0.5 h (P = 0.1844), and -0.3 h (P = 0.3386), respectively, for preladenant 2 mg, 5 mg, and 10 mg BID versus placebo. Overall, preladenant was well tolerated, and the frequency of adverse events appeared to be dose related. CONCLUSIONS: In this phase 2 study, preladenant used as adjunctive therapy in PD patients on stable doses of levodopa did not reduce mean OFF time; treatment was well tolerated at doses between 2 and 10 mg BID.

Parkinsonism & related disorders published new progress about 377727-87-2. 377727-87-2 belongs to triazoles, auxiliary class GPCR/G Protein,Adenosine Receptor, name is 2-(Furan-2-yl)-7-(2-(4-(4-(2-methoxyethoxy)phenyl)piperazin-1-yl)ethyl)-7H-pyrazolo[4,3-e][1,2,4]triazolo[1,5-c]pyrimidin-5-amine, and the molecular formula is C25H29N9O3, Application In Synthesis of 377727-87-2.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Jang, Jae-Ho published the artcileBlue-green phosphorescent imidazole-based iridium(III) complex with a broad full width at half maximum for solution-processed organic light-emitting diodes, Safety of 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, the publication is Synthetic Metals (2015), 180-186, database is CAplus.

A blue-green phosphorescent Ir(III) complex was designed and synthesized for solution-processed organic LEDs (OLEDs), (DMDPI)₂Ir(tftap), that contains 1,2-dimethyl-4,5-diphenyl-1H-imidazole (DMDPI) as the main ligand and 2-(3-(trifluoromethyl)-1H-1,2,4-triazol-5-yl)pyridine (tftap) as an ancillary ligand. (DMDPI)₂Ir(tftap) showed good solubility in common organic solvents such as CH₂Cl₂, CHCl₃, toluene, and chlorobenzene. The luminescence (PL) of (DMDPI)₂Ir(tftap) showed a maximum emission peak (λ_max) of 532 nm in CH₂Cl₂ solution The HOMO and LUMO levels of (DMDPI)₂Ir(tftap) are -5.36 and -2.76 eV, resp. Solution-processed blue-green OLEDs were fabricated based on (DMDPI)₂Ir(tftap) with an ITO/PEDOT:PSS (30 nm)/26DCzPPy:(DMDPI)₂Ir(tftap) (11%) (40 nm)/TPBi (60 nm)/CsF (1 nm)/Al structure. The electroluminescent (EL) spectra of (DMDPI)₂Ir(tftap) exhibited a maximum emission peak at 522 nm with a broad full-width at half-maximum (FWHM) of 115 nm and Commission Internationale de L’Eclairage (CIE) coordinates of (0.33, 0.54) at 1000 cd m^-2. The device with 11% doping concentration of (DMDPI)₂Ir(tftap) exhibited a maximum luminance of 6304 cd m^-2, a maximum luminous efficiency of 7.14 cd A^-1, a power efficiency of 3.63 lm W^-1, and an external quantum efficiency of 2.59%. White-emitting devices containing a single emissive layer consisting of PVK as a polymer host, (DMDPI)₂Ir(tftap) as a blue-green dopant, and (PIQ)₂Ir(acac) as a red dopant were fabricated. These devices exhibited CIE coordinates of (0.42, 0.48) at 1000 cd m^-2, which are close to the standard warm white-light CIE coordinates of (0.44, 0.40).

Synthetic Metals published new progress about 219508-27-7. 219508-27-7 belongs to triazoles, auxiliary class Trifluoromethylated Building Blocks, name is 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, and the molecular formula is C8H5F3N4, Safety of 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Politzer, Peter published the artcileDensity functional analysis of a decomposition of 4-nitro-1,2,3-triazole through the evolution of N₂, Application In Synthesis of 84406-63-3, the publication is International Journal of Quantum Chemistry (1997), 61(3), 389-392, database is CAplus.

A d.-functional computational study shows that 4-nitro-1,2,3-triazole, which is highly impact sensitive, can decompose via ring opening and subsequent N₂ evolution, with the net release of 12 kcal/mol. An input of 53 kcal/mol is required to initiate the process.

International Journal of Quantum Chemistry published new progress about 84406-63-3. 84406-63-3 belongs to triazoles, auxiliary class Triazole,Nitro Compound, name is 4-Nitro-2H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Application In Synthesis of 84406-63-3.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Jiang, Zhigan published the artcileDesign, synthesis and antifungal activity of novel triazole derivatives containing substituted 1,2,3-triazole-piperidine side chains, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is European Journal of Medicinal Chemistry (2014), 490-497, database is CAplus and MEDLINE.

Due to increasing incidence of invasive fungal infections and severe drug resistance to triazole antifungal agents, a series of novel antifungal triazoles with substituted triazole-piperidine side chains was designed and synthesized. Most of the target compounds showed good inhibitory activity against a variety of clin. important fungal pathogens. In particular, compounds I (R = Ac or OCF₃) were highly active against Candida albicans and Cryptococcus neoformans with MIC values in the range of 0.125 μg/mL to 0.0125 μg/mL. They represent promising leads for the development of new generation of triazole antifungal agents. Mol. docking studies revealed that the target compounds interacted with CACYP51 mainly through hydrophobic and Van der Waals interactions.

European Journal of Medicinal Chemistry published new progress about 86386-77-8. 86386-77-8 belongs to triazoles, auxiliary class Epoxides,Triazole,Fluoride,Salt,Sulfonic acid,Benzene, name is 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, and the molecular formula is C12H13F2N3O4S, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics

Ogretir, Cemil published the artcileQuantum chemical studies on tautomerism and basicity behavior of some 1,2,4-triazole derivatives, HPLC of Formula: 63598-71-0, the publication is Turkish Journal of Chemistry (2010), 34(6), 977-988, database is CAplus.

The acidity constants, relative stabilities, and tautomeric equilibrium constants of some 1,2,4-triazole derivatives were determined using the d. functional theory (DFT) with the B3LYP method and 6-311G(d,p) basis set. The integral equation formalism version of the polarizable continuum model (IEFPCM) was used in the calculations of the aqueous phase. The calculated tautomeric equilibrium and relative stabilities values revealed that the 4H-1,2,4 triazole form for all studied mols. was favored over the 1H-1,2,4 triazole form. Protonation processes indicated the predominance of the 1H-1,2,4 triazole form over the 2H-1,2,4 triazole form. The correlation attempt between the exptl. and the calculated acidity constants, pK_a values, revealed that they are quite close to the exptl. values and they correlate well with a regression of around unity (R² = 1).

Turkish Journal of Chemistry published new progress about 63598-71-0. 63598-71-0 belongs to triazoles, auxiliary class Triazole, name is 4H-1,2,4-Triazole, and the molecular formula is C2H3N3, HPLC of Formula: 63598-71-0.

Referemce:
https://en.wikipedia.org/wiki/1,2,3-Triazole,
Triazoles – an overview | ScienceDirect Topics