Day: November 28, 2022

Trifonov, R. E. published the artcileBasicity of 1,2,3-triazole and some of its derivatives, Application of 5-Nitro-1H-1,2,3-triazole, the publication is Zhurnal Organicheskoi Khimii (1995), 31(6), 928-33, database is CAplus.

The following pK_BH⁺ values were found: 1,2,3-triazole, -0.16; 4-nitro-1,2,3-triazole, -6.80; 1-phenyl-1,2,3-triazole, -0.11; 2-phenyl-1,2,3-triazole, -5.21; 4-phenyl-1,2,3-triazole, -5.36. The values for the phenyl-1,2,3-triazoles were discussed in terms of the structure of the conjugate acids and nπ-interactions.

Zhurnal Organicheskoi Khimii published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C6H8N2, Application of 5-Nitro-1H-1,2,3-triazole.

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

Nichols, Charles M. published the artcileGas-Phase Acidities of Nitrated Azoles as Determined by the Extended Kinetic Method and Computations, Application In Synthesis of 84406-63-3, the publication is Journal of Physical Chemistry A (2015), 119(2), 395-402, database is CAplus and MEDLINE.

Making use of the extended kinetic method and the alternative method for data anal., we have exptl. determined ΔH°_acid (kcal/mol) for six mononitrated azole species (2-nitropyrrole = 337.0, 3-nitropyrrole = 335.8, 3-nitropyrazole = 330.5, 4-nitropyrazole = 329.5, 2-nitroimidazole = 327.4, and 4-nitroimidazole = 325.0). We report an absolute uncertainty of ±2.2 kcal/mol that arises from the uncertainties of the reference acids; the relative values are known within 0.4 kcal/mol. Combining these exptl. ΔH°_acid values with ΔS°_acid values calculated at the B3LYP/aug-cc-pVTZ level of theory, we report ΔG°_acid (kcal/mol) for the nitroazoles (2-nitropyrrole = 329.4, 3-nitropyrrole = 328.4, 3-nitropyrazole = 323.1, 4-nitropyrazole = 322.0, 2-nitroimidazole = 319.7, and 4-nitroimidazole = 317.6); the absolute uncertainties are ±2.4 kcal/mol. In addition to the exptl. studies, we have computationally investigated the gas-phase acidities and electron affinities of the azoles in this work, as well as higher-order aza- and dinitro-substituted azoles. We discuss trends in the stabilities of the deprotonated azoles based on aza substitution and nitro group placement. 4-Nitroimidazole has already found use as the anionic component in ionic liquids, and we propose that the addnl. nitrated azolate ions are potential candidates for the anionic component of ionic liquids

Journal of Physical Chemistry A 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

Gamezo, V. N. published the artcileTheoretical analysis of the effects of nitration of the explosive properties of triazoles: 4-nitro-2H-1,2,3-triazole and 4,5-dinitro-2H-1,2,3-triazole, Quality Control of 84406-63-3, the publication is Journal of Molecular Structure: THEOCHEM (1995), 337(2), 189-97, database is CAplus.

At the mol. level, the ground-state intrinsic energies of the C-NO₂ and N-N bonds and the excited-state bond polarities of the 4-nitro- and 4,5-dinitro-2H-1,2,3-triazoles were compared using their theor. optimized geometries. Their enthalpies of formation were calculated using a modified Xα approach; finally, their explosive characteristics were studied at the macroscopic level with the help of the thermodn. code of Kondrikov-Sumin. With respect to the planar mononitro derivative, the second nitration provokes: (1) a torsion of ∼30° of the two nitro groups, (2) a significantly decreased C-N bond dissociation energy, by ∼9 kcal/mol, together with a weakening of the N-N bonds, thus reducing thermal stability, (3) an increase of C-NO₂ and N-N bond polarities in the electronically excited states, correlated with a decreased shock sensitivity, and (4) an increase in gas-phase enthalpy of formation, from -25 kcal/mol (or -51 kcal/mol, estimated for the condensed phase) for the mononitro derivative to +65 kcal/mol (e.g., +50 kcal/mol) for the dinitro compound Using these enthalpy results and a Kondrikov-Sumin-like equation of state, one can describe the ideal velocity of detonation D_CJ as a function of the d. ρ₀ by D_CJ = 0.337 + 3.86ρ₀ ,and D_CJ = 2.246 + 3.61ρ₀ for the mononitro and dinitro derivatives, resp., thus giving the corresponding detonation velocities of 6.5 and 8.0 km/s for an assumed d. of 1.6 g/m³.

Journal of Molecular Structure: THEOCHEM 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, Quality Control of 84406-63-3.

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

Cho, Soo Gyeong published the artcileOptimization of neural networks architecture for impact sensitivity of energetic molecules, Recommanded Product: 4-Nitro-2H-1,2,3-triazole, the publication is Bulletin of the Korean Chemical Society (2005), 26(3), 399-408, database is CAplus.

Neural network (NN) studies were used to predict impact sensitivity of various explosive mols. A total of 234 explosive mols. were taken from a single database and 39 mol. descriptors were computed for each explosive mol. Optimization of NN architecture was done by examining 7 sets of mol. descriptors and varying the number of hidden neurons. To optimize NN architecture, 17 mol. descriptors were used, composed of compositional and topol. descriptors in an input layer, and 2 hidden neurons in a hidden layer.

Bulletin of the Korean Chemical Society 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, Recommanded Product: 4-Nitro-2H-1,2,3-triazole.

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

Takizawa, Shin-Ya published the artcilePhosphorescent iridium complexes based on 2-phenylimidazo[1,2-a]pyridine ligands: tuning of emission color toward the blue region and application to polymer light-emitting devices, Application of 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, the publication is Inorganic Chemistry (2007), 46(10), 4308-4319, database is CAplus and MEDLINE.

New blue-phosphorescent Ir(III) complexes 1-14 with ligands of 2-phenylimidazo[1,2-a]pyridine (pip) derivatives were successfully prepared, and their electrochem., photophys. and electroluminescent (EL) properties were systematically studied. The emission maxima are significantly dependent on the substituents on the Ph ring at 489-550 nm. For instance, electron-withdrawing groups such as F and CF₃ shift the emission maxima to shorter wavelengths by lowering the HOMO levels (complexes 4-8), whereas the extended π-conjugation leads to bathochromic shifts (2-3). To obtain further information about the frontier orbital, substitution effects on the imidazole part were also studied here, and electron-withdrawing or -donating substituents on the imidazole ring affected the emission maxima (9, 557 nm; 10, 525 nm). These results including their oxidation potentials suggest that the HOMO of the pip-based complex is a mixture of Ir-d, phenyl-π, and imidazole-π orbitals. From this viewpoint, combination of electron-withdrawing substituents on the Ph ring using another ancillary ligand enabled further blue shifts (13, 468, 499 nm; 14, 464, 494 nm). This new system based on pip is one of the rare examples of Ir complexes whose emissions can be tuned to the blue region. Preliminary polymer light-emitting devices employing the Ir complexes were fabricated, and the devices showed moderate EL efficiencies.

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 C10H14N2O, Application 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

Garantziotis, Panagiotis published the artcileMolecular taxonomy of systemic lupus erythematosus through data-driven patient stratification: molecular endotypes and cluster-tailored drugs, Application In Synthesis of 377727-87-2, the publication is Frontiers in Immunology (2022), 860726, database is CAplus and MEDLINE.

Treatment of Systemic Lupus Erythematosus (SLE) is characterized by a largely empirical approach and relative paucity of novel compound development. We sought to stratify SLE patients based on their mol. phenotype and identify putative therapeutic compounds for each mol. fingerprint. By the use of whole blood RNA-seq data from 120 SLE patients, and in a data-driven, clin. unbiased manner, we established modules of commonly regulated genes (mol. endotypes) and re-stratified patients through hierarchical clustering. Disease activity and severity were assessed using SLEDAI-2K and Lupus Severity Index, resp. Through an in silico drug prediction pipeline, we investigated drugs currently in use, tested in lupus clin. trials, and listed in the iLINCS prediction databases, for their ability to reverse the gene expression signatures in each mol. endotype. Drug repurposing anal. was also performed to identify perturbagens that counteract group-specific SLE signatures. Mol. taxonomy identified five lupus endotypes, each characterized by a unique gene module enrichment pattern. Neutrophilic signature group consisted primarily of patients with active lupus nephritis, while the B-cell expression group included patients with constitutional features. Patients with moderate severity and serol. activity exhibited a signature enriched for metabolic processes. Mild disease was distributed in two groups, exhibiting enhanced basic cellular functions, myelopoiesis, and autophagy. Bortezomib was predicted to reverse disturbances in the “neutrophilic” cluster, azathioprine and ixazomib in the “B-cell” cluster, and fostamatinib in the “metabolic” patient subgroup. The clin. spectrum of SLE encompasses distinct mol. endotypes, each defined by unique pathophysiol. aberrancies potentially reversible by distinct compounds

Frontiers in Immunology 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

Vereshchagin, L. I. published the artcileSynthesis of 4-nitro-1,2,3-triazoles, Category: triazoles, the publication is Zhurnal Organicheskoi Khimii (1989), 25(8), 1744-7, database is CAplus.

The title compound I (R = H) was prepared in 94% yield by elimination of the 2,4-(O₂N)₂C₆H₄ group from I [R = 2,4-(O₂N)₂C₆H₄] with NaOMe-MeOH and in 19% by elimination of the 4,2-Br(O₂N)C₆H₄ group from I [R = 4,2-Br(O₂N)C₆H₄] with NaOMe-MeOH. The corresponding 1-oxide of I (R = H) was also obtained.

Zhurnal Organicheskoi Khimii 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 C3H6O2, Category: triazoles.

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

Gareev, G. A. published the artcileVinyl ethers of nitramino alcohols, Category: triazoles, the publication is Zhurnal Organicheskoi Khimii (1991), 27(11), 2261-8, database is CAplus.

Vinyl exchange reaction of nitramino alcs. with vinyl acetate catalyzed by Hg(OAc)₂ and BF₃.Et₂O, and also dehydrochlorination of 2-chloroethyl ether of 2-nitro-2-aza-1-propanol by bases in the presence of phase-transfer catalysts or by the reaction of K salts of methylnitramine with vinyl ethers of 2-chloroethanol or ethylene glycol mononitrate gives vinyl ethers containing a nitramine fragment. Electrophilic addition reactions of carboxylic acids and heterocyclic NH-acids at the multiple bond of the vinyl ether of 2-nitro-2-aza-1-propanol were studied. In addition to the normal addition reaction at the multiple bond substitution of the vinyloxy group on the acid residue also takes place. Thus, treating MeN(NO₂)CH₂OCH:CH₂ with azoles I (R = Ph, Me, X = Y = N; R = NO₂, X = N, Y = CH; R = NO₂, X = CH, Y = N) gave 14-85% azoles II.

Zhurnal Organicheskoi Khimii published new progress about 14544-45-7. 14544-45-7 belongs to triazoles, auxiliary class Triazoles, name is 5-Nitro-1H-1,2,3-triazole, and the molecular formula is C2H2N4O2, Category: triazoles.

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

Shchepin, Roman published the artcileInfluence of heterocyclic and oxime-containing farnesol analogs on quorum sensing and pathogenicity in Candida albicans, Recommanded Product: Sodium 1,2,3-triazole-5-thiolate, the publication is Bioorganic & Medicinal Chemistry (2008), 16(4), 1842-1848, database is CAplus and MEDLINE.

A series of synthetic mols. combining a geranyl backbone with a heterocyclic or oxime head group are quorum-sensing mols. that block the yeast to mycelium transition in the dimorphic fungus Candida albicans. A number of the analogs have an IC₅₀ ≤ 10 μM, a level of potency essentially identical to the natural quorum sensing signal, the sesquiterpene farnesol. Two of the most potent analogs, neither toxic toward healthy mice, display remarkably different effects when co-administered with C. albicans. While neither offers protection from candidiasis, one analog mimics farnesol in acting as a virulence factor, whereas the other has no effect. The results offer the first example of highly potent synthetic fungal quorum-sensing mols., and provide the first evidence for the ability to decouple quorum sensing and virulence.

Bioorganic & Medicinal Chemistry published new progress about 59032-27-8. 59032-27-8 belongs to triazoles, auxiliary class Triazoles, name is Sodium 1,2,3-triazole-5-thiolate, and the molecular formula is C13H16BFO3, Recommanded Product: Sodium 1,2,3-triazole-5-thiolate.

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

Pallesen, Jakob S. published the artcileDeconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds, SDS of cas: 1799973-82-2, the publication is Journal of Medicinal Chemistry (2021), 64(8), 4623-4661, database is CAplus and MEDLINE.

Targeting the protein-protein interaction (PPI) between nuclear factor erythroid 2-related factor 2 (Nrf2) and Kelch-like ECH-associated protein 1 (Keap1) is a potential therapeutic strategy to control diseases involving oxidative stress. Here, six classes of known small-mol. Keap1-Nrf2 PPI inhibitors were dissected into 77 fragments in a fragment-based deconstruction reconstruction (FBDR) study and tested in four orthogonal assays. This gave 17 fragment hits of which six were shown by X-ray crystallog. to bind in the Keap1 Kelch binding pocket. Two hits were merged into pyrazole I with a 220-380-fold stronger affinity (K_i = 16μM) relative to the parent fragments. Systematic optimization resulted in several novel analogs with K_i values of 0.04-0.5μM, binding modes determined by X-ray crystallog., and enhanced microsomal stability. This demonstrates how FBDR can be used to find new fragment hits, elucidate important ligand-protein interactions, and identify new potent inhibitors of the Keap1-Nrf2 PPI.

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, SDS of cas: 1799973-82-2.

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