Month: November 2022

Li, Xiao-Na published the artcileInjection, Transport, Absorption and Phosphorescence Properties of a Series of Blue-Emitting Ir(III) Emitters in OLEDs: a DFT and Time-Dependent DFT Study, Recommanded Product: 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, the publication is Inorganic Chemistry (2009), 48(16), 7740-7749, database is CAplus and MEDLINE.

Quantum-chem. methods were explored to study the electronic structures, injection and transport properties, absorption and phosphorescence mechanism of blue-emitting Ir(III) complexes {[(F₂-ppy)₂Ir(pta -X/pyN4)], where F₂-ppy = (2,4-difluoro)phenylpyridine; pta = pyridine-1,2,4-triazole; X = phenyl(1); p-tolyl (2); 2,6-difluororophenyl (3); -CF₃ (4), and pyN4 = pyridine-1,2,4-tetrazolate (5)}, which were used as emitters in organic light-emitting diodes (OLEDs). The mobility of hole and electron were studied computationally based on the Marcus theory. Calculations of Ionization potentials (IPs) and electron affinities (EAs) were used to evaluate the injection abilities of holes and electrons into these complexes. The reasons for the lower EL efficiency and phosphorescence quantum yields in 3-5 than in 1 and 2 were studied. These new structure-property relations can guide an improved design and optimization of OLED devices based on blue-emitting phosphorescent Ir(III) complexes.

Inorganic Chemistry 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, Recommanded Product: 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

Yeh, Shi-Jay published the artcileNew dopant and host materials for blue-light-emitting phosphorescent organic electroluminescent devices, Synthetic Route of 219508-27-7, the publication is Advanced Materials (Weinheim, Germany) (2005), 17(3), 285-289, database is CAplus.

Efficient organic light-emitting diodes (OLEDs) incorporating Ir^III bis(4,6-difluorophenylpyridinato)-3-(trifluoromethyl)-5-(pyridin-2-yl)-1,2,4-triazolate (FIrtaz) and Ir^III bis(4,6-difluorophenylpyridinato)-5-(pyridin-2-yl)-1H-tetrazolate (FIrN4) demonstrate higher-purity blue-light emission than the long-known Ir^III bis(4,6-difluorophenylpyridinato)-picolate (FIrpic) phosphorophor. New host materials with higher glass-transition temperatures also enhance the OLED performance.

Advanced Materials (Weinheim, Germany) 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 C3H5F3O, Synthetic Route of 219508-27-7.

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

Fu, Ben published the artcileSynthesis and bioactivity evaluation of novel azoles containing dithiocarbamate moieties, Category: triazoles, the publication is Medicinal Chemistry Research (2017), 26(10), 2491-2498, database is CAplus.

A series of novel azoles, N-methyl-N-[2-(2,4-difluorophenyl)-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)]-propyl-(1-substituted phenyl)-dithiocarbamate derivatives(i.e. I) has been designed, synthesized and screened for antifungal activity by min. inhibitory concentration Results of preliminary antifungal tests showed that most of the title compounds had good antifungal activities against nearly all the tested fungal pathogens, especially against the Candida species. The most surprising finding of this study is that compound I exhibited higher activities than fluconazole against Aspergillus fumigatus.

Medicinal Chemistry Research 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, Category: triazoles.

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

Wang, Sheng-Wei published the artcileEngineering of thiocyanate-free Ru(II) sensitizers for high efficiency dye-sensitized solar cells, Recommanded Product: 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, the publication is Chemical Science (2013), 4(6), 2423-2433, database is CAplus.

We synthesized a series of Ru(ii) metal complexes TFRS-1, -2, -4, -21, -22 and -24 with a single 4,4′-dicarboxylic acid-2,2′-bipyridine together with two functionalized pyridyl azolate ancillary ligands consisting of pyrazolate or triazolate groups. Both photophys. measurements and DFT/TDDFT calculations were conducted to gain insight into their electronic and optical properties. The triazolate series of sensitizers TFRS-21, -22 and -24 showed an enlarged optical band gap with respect to their pyrazolate counterparts TFRS-1, -2 and -4. When employed in dye sensitized solar cells (DSCs), the triazolate sensitizers show slightly inferior J_SC values due to the poor incident photon-to-current conversion efficiencies recorded compared to the pyrazolate series. Moreover, the endowed 5-(hexylthio)thiophen-2-yl substituents exert a notable hyperchromic effect and bathochromic shift in the absorption spectra, which then improves the short circuit current J_SC to 18.7 and 15.5 mA cm^-2 and the overall conversion efficiency to η = 10.2% and 8.25% for TFRS-4 and TFRS-24, resp. For the evaluation of V_OC, transient photocurrent and photovoltage decay measurements were carried out to compare the rates of interfacial recombination of electrons from the TiO₂ conduction band to electrolyte.

Chemical Science 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 C6H8O4, Recommanded Product: 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

Cox, James R. published the artcileTautomerism of 1,2,3- and 1,2,4-triazole in the gas phase and in aqueous solution: a combined ab initio quantum mechanics and free energy perturbation study, Recommanded Product: 4H-1,2,4-Triazole, the publication is Journal of Physical Chemistry (1990), 94(14), 5499-501, database is CAplus.

The energy differences between the tautomers of 1,2,3- and 1,2,4-triazole have been estimated at the 6-31G^**(MP2)//3-21G level including zero-point effects. The results confirm that only a single tautomer of each isomer is expected to be observed in the gas phase. In aqueous solution the free energy separation of tautomers is considerably reduced and has been estimated by use of the free energy perturbation method. These calculations agree with the exptl. findings that for 1,2,3-triazole both tautomers are observed in a polar solvent, whereas for 1,2,4-triazole the concentration of the rare tautomer is still extremely low.

Journal of Physical 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, Recommanded Product: 4H-1,2,4-Triazole.

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

Lau, Justin Kai-Chi published the artcileAbsolute potassium cation affinities (PCAs) in the gas phase, Recommanded Product: 4H-1,2,4-Triazole, the publication is Chemistry – A European Journal (2003), 9(14), 3383-3396, database is CAplus and MEDLINE.

The potassium cation affinities (PCAs) of 136 ligands (20 classes) in the gas phase were established by hybrid d. functional theory calculations (B3-LYP with the 6-311 + G(3df,2p) basis set). For these 136 ligands, 70 exptl. values are available for comparison. Except for five specific PCA values-those of phenylalanine, cytosine, guanine, adenine (kinetic-method measurement), and Me₂SO (by high-pressure mass spectrometric equilibrium measurement)-our theor. estimates and the exptl. affinities are in excellent agreement (mean absolute deviation (MAD) of 4.5 kJ mol^-1). Comparisons with previously reported theor. PCAs are also made. The effect of substituents on the modes of binding and the PCAs of unsubstituted parent ligands are discussed. Linear relations between Li⁺/Na⁺ and K⁺ affinities suggest that for the wide range of ligands studied here, the nature of binding between the cations and a given ligand is similar, and this allows the estimation of PCAs from known Li⁺ and/or Na⁺ affinities. Furthermore, empirical equations relating the PCAs of ligands with their dipole moments, polarizabilities (or mol. weights), and the number of binding sites were established. Such equations offer a simple method for estimating the PCAs of ligands not included in the present study.

Chemistry – A European Journal 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, Recommanded Product: 4H-1,2,4-Triazole.

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

Factor, Stewart A published the artcileLong-term safety and efficacy of preladenant in subjects with fluctuating Parkinson’s disease., Application 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 Movement disorders : official journal of the Movement Disorder Society (2013), 28(6), 817-20, database is MEDLINE.

BACKGROUND: Preladenant is a selective adenosine A₂A receptor antagonist under investigation for Parkinson’s disease treatment. METHODS: A phase 2 36-week open-label follow-up of a double-blind study using preladenant 5 mg twice a day as a levodopa adjunct in 140 subjects with fluctuating Parkinson’s disease was conducted. The primary end point was adverse event (AE) assessment. Secondary (efficacy) analyses included hours/day spent in OFF and ON states and dyskinesia prevalence/severity. RESULTS: The 36-week open-label phase was completed by 106 of 140 subjects (76%). AE-related treatment discontinuations occurred in 19 subjects (14%). Treatment-emergent AEs, reported by ≥15% of subjects, were dyskinesia (33%) and constipation (19%). Preladenant 5 mg twice a day provided OFF time reductions (1.4-1.9 hours/day) and ON time increases (1.2-1.5 hours/day) throughout the 36-week treatment relative to the baseline of the double-blind study. CONCLUSIONS: Long-term preladenant treatment (5 mg twice a day) was generally well tolerated and provided sustained OFF time reductions and ON time increases.

Movement disorders : official journal of the Movement Disorder Society 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 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

Davies, Thomas G. published the artcileMonoacidic Inhibitors of the Kelch-like ECH-Associated Protein 1: Nuclear Factor Erythroid 2-Related Factor 2 (KEAP1:NRF2) Protein-Protein Interaction with High Cell Potency Identified by Fragment-Based Discovery, COA of Formula: C8H8BrN3O, the publication is Journal of Medicinal Chemistry (2016), 59(8), 3991-4006, database is CAplus and MEDLINE.

KEAP1 is the key regulator of the NRF2-mediated cytoprotective response, and increasingly recognized as a target for diseases involving oxidative stress. Pharmacol. intervention has focused on mols. that decrease NRF2-ubiquitination through covalent modification of KEAP1 cysteine residues, but such electrophilic compounds lack selectivity and may be associated with off-target toxicity. We report here the first use of a fragment-based approach to directly target the KEAP1 Kelch-NRF2 interaction. X-ray crystallog. screening identified three distinct “hot-spots” for fragment binding within the NRF2 binding pocket of KEAP1, allowing progression of a weak fragment hit to mols. with nanomolar affinity for KEAP1 while maintaining drug-like properties. This work resulted in a promising lead compound (I) which exhibits tight and selective binding to KEAP1, and activates the NRF2 antioxidant response in cellular and in vivo models, thereby providing a high quality chem. probe to explore the therapeutic potential of disrupting the KEAP1-NRF2 interaction.

Journal of Medicinal Chemistry published new progress about 1799973-82-2. 1799973-82-2 belongs to triazoles, auxiliary class Other Aromatic Heterocyclic,Bromide,Ether, name is 5-Bromo-7-methoxy-1-methyl-1H-benzo[d][1,2,3]triazole, and the molecular formula is C8H8BrN3O, COA of Formula: C8H8BrN3O.

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

Tang, Mei-Lin published the artcileDiscovery of Pyridone-Substituted Triazolopyrimidine Dual A_2A/A₁ AR Antagonists for the Treatment of Ischemic Stroke, Category: triazoles, the publication is ACS Medicinal Chemistry Letters (2022), 13(3), 436-442, database is CAplus and MEDLINE.

Ischemic stroke is a complex systemic disease characterized by high morbidity, disability, and mortality. The activation of the presynaptic adenosine A_2A and A₁ receptors modifies a variety of brain insults from excitotoxicity to stroke. Therefore, the discovery of dual A_2A/A₁ adenosine receptor (AR)-targeting therapeutic compounds could be a strategy for the treatment of ischemic stroke. Inspired by two clin. phase III drugs, ASP-5854 (dual A_2A/A₁ AR antagonist) and preladenant (selective A_2A AR antagonist), and using the hybrid medicinal strategy, we characterized novel pyridone-substituted triazolopyrimidine scaffolds as dual A_2A/A₁ AR antagonists. Among them, compound 1a exerted excellent A_2A/A₁ AR binding affinity (K_i = 5.58/24.2 nM), an antagonistic effect (IC₅₀ = 5.72/25.9 nM), and good metabolic stability in human liver microsomes, rat liver microsomes, and dog liver microsomes. Importantly, compound I demonstrated a dose-effect relationship in the oxygen-glucose deprivation/reperfusion (OGD/R)-treated HT22 cell model. These findings support the development of dual A_2A/A₁ AR antagonists as a potential treatment for ischemic stroke.

ACS Medicinal Chemistry Letters 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 C18H20N2O12, Category: triazoles.

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

Jiang, Zhigan published the artcileDiscovery of highly potent triazole antifungal derivatives by heterocycle-benzene bioisosteric replacement, Formula: C12H13F2N3O4S, the publication is European Journal of Medicinal Chemistry (2013), 16-22, database is CAplus and MEDLINE.

On the basis of the authors’ previously discovered triazole antifungal lead compounds, heterocycle-benzene bioisosteric replacement was used to improve their pharmacokinetic profile. The designed new triazole derivatives have good antifungal activity toward a wide range of pathogenic fungi. Their binding mode with the target enzyme was clarified by mol. docking. The MIC value of the highly potent compound 1-(4-(benzo[d]thiazol-2-yl-methyl)piperazin-1-yl)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol against Candida albicans, Candida tropicalis, and Cryptococcus neoformans is 0.016 μg/mL, 0.004 μg/mL, and 0.016 μg/mL, resp. Moreover, preliminary pharmacokinetic studies revealed that it showed improved oral absorption as compared to the lead compound iodiconazole and deserved for further evaluations.

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, Formula: C12H13F2N3O4S.

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