Triazoles

Saidi-Idrissi, Malika published the artcileTheoretical and experimental study of protonation and deprotonation of 1,2,4-triazole and its C-substituted derivatives, Related Products of triazoles, the publication is Journal de Chimie Physique et de Physico-Chimie Biologique (1983), 80(10), 739-45, database is CAplus.

Semiempirical methods were used to study the structure of protonated and deprotonated triazoles. Monoprotonated triazoles exist in the 1,4 form. Vibrational spectra (4,000 to 200 cm^-1) are reported. From their anal., it is obvious that in the case of protonated systems, mol. association has only a small effect on ring vibrations. Triazoles give chelates with silver, not salts.

Journal de Chimie Physique et de Physico-Chimie Biologique 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, Related Products of triazoles.

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

Toyohara, Jun published the artcileTest-retest reproducibility of cerebral adenosine A_2A receptor quantification using [¹¹C]preladenant, Computed Properties of 377727-87-2, the publication is Annals of Nuclear Medicine (2022), 36(1), 15-23, database is CAplus and MEDLINE.

To evaluate the reproducibility of cerebral adenosine A_2A receptor (A_2AR) quantification using [¹¹C]preladenant ([¹¹C]PLN) and PET in a test-retest study. Eight healthy male volunteers were enrolled. Dynamic 90 min PET scans were performed twice at the same time of the day to avoid the effect of diurnal variation. Subjects refrained from caffeine from 12 h prior to scanning, and serum caffeine was measured before radioligand injection. Arterial blood was sampled repeatedly during scanning and the fraction of the parent compound in plasma was determined Total distribution volume (V_T) was estimated using 1- and 2-tissue compartment models (1-TCM and 2-TCM, resp.) and Logan graphical anal. (Logan plot) (t* = 30 min). Plasma-free fraction (f_P) of [¹¹C]PLN was measured and used for correction of V_T values. Distribution volume ratio (DVR) was calculated from V_T of target and reference regions and obtained by noninvasive Logan graphical reference tissue model (LGAR) (t* = 30 min). Absolute test-retest variability (aTRV), and intra-class correlation coefficient (ICC) of V_T and DVR were calculated as indexes of repeatability. Correlation between DVR and serum concentration of caffeine (a nonselective A_2AR blocker) was analyzed by Pearson′s correlation anal. Regional time-activity curves were well described by 2-TCM models. Estimation of V_T by 2-TCM produced some erroneous values; therefore, the more robust Logan plot was selected as the appropriate model. Global mean aTRV was 20% for V_T and 14% for V_T/f_P (ICC, 0.72 for V_T and 0.87 for V_T/f_P). Global mean aTRV of DVR was 13% for Logan plot and 10% for LGAR (ICC, 0.70 for Logan plot and 0.81 for LGAR). DVR estimates using LGAR and Logan plot were in good agreement (r² = 0.96). Coefficients of variation for V_T, V_T/f_P, DVR (Logan plot), and DVR (LGAR) were 47%, 47%, 27%, and 18%, resp. Despite low serum caffeine levels, significant concentration-dependent effects on [¹¹C]PLN binding to target regions were observed (p < 0.01). In this study, moderate test-retest reproducibility and large inter-subject differences were observed with [¹¹C]PLN PET, possibly attributable to competition by baseline amount of caffeine. Anal. of plasma caffeine concentration is recommended during [¹¹C]PLN PET studies.

Annals of Nuclear Medicine 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 C12H10FeO4, Computed Properties of 377727-87-2.

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

Topchiy, Maxim A. published the artcileDeep blue luminescent cyclometallated 1,2,3-triazol-5-ylidene iridium(III) complexes, Recommanded Product: 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, the publication is Mendeleev Communications (2020), 30(6), 717-718, database is CAplus.

Novel heteroleptic cyclometallated 1,2,3-triazol-5-ylidene Ir^III complexes with 2-(5-trifluoromethyl-2H-1,2,4-triazol-3-yl)pyridine or 2-(1H-tetrazol-5-yl)pyridine as the ancillary ligands demonstrate photoluminescence in green (520 nm) and blue (450-480 nm) regions.

Mendeleev Communications 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 C9H9BO2, 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

Holzmann, G. published the artcileNegative ion mass spectra of cyano substituted heterocycles, Safety of 1H-1,2,3-Triazole-4,5-dicarbonitrile, the publication is Organic Mass Spectrometry (1978), 13(11), 636-41, database is CAplus.

The neg. ion mass spectra are reported of 21 dicyano heteroaromatic compounds The spectra are useful for the anal. of isomeric compounds All the compounds fragment to give [(CN)₂]•^–, [C₄N₃]^–, or [C₄N₄]•^– ions. The ion structures were identified using metastable transitions and collisional activation spectra. The fragmentations of tetracyano compounds are explained by rearrangement processes of mol. anions.

Organic Mass Spectrometry 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, Safety of 1H-1,2,3-Triazole-4,5-dicarbonitrile.

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

Haering, Marleen published the artcileIsosteric Substitution of 4H-1,2,4-Triazole by 1H-1,2,3-Triazole in Isophthalic Derivative Enabled Hydrogel Formation for Controlled Drug Delivery, Related Products of triazoles, the publication is Molecular Pharmaceutics (2018), 15(8), 2963-2972, database is CAplus and MEDLINE.

In this work, we demonstrated that the simple substitution of the 1,2,4-triazole moiety in 5-(4H-1,2,4-triazol-4-yl)isophthalic acid (5-TIA) by the 1H-1,2,3-triazol-5-yl unit enables the preparation of a hydrogelator (click-TIA). In sharp contrast to 5-TIA, its isostere click-TIA undergoes self-assembly in water upon sonication, leading to the formation of stable supramol. viscoelastic hydrogels with a critical gelation concentration of 6 g/L. Hydrogels made of click-TIA as well as hybrid hydrogels made of the mixture click-TIA + 5-TIA (molar ratio 1:0.2) were used to compare different properties of the materials (i.e., rheol. properties, thermal properties, mech. stability, morphol.). In terms of toxicity, neither click-TIA nor 5-TIA showed cytotoxic effects on cellular viability of HeLa cells up to 2.3 × 10^-3 g/L when compared to untreated cells incubated with DMSO. Furthermore, the hydrogels were used for the encapsulation and in vitro controlled release of oxytetracycline that followed first-order kinetics. For the hydrogel made of click-TIA, a maximum drug release of ∼60% was reached after ∼8 h within a pH range between 6.5 and 10. However, the release rate was reduced to approx. half of its value at pH values between 1.2 and 5.0, whereas the use of hybrid hydrogels made of click-TIA + 5-TIA allowed to reduce the original rate at pH ≤ 6.5.

Molecular Pharmaceutics 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, Related Products of triazoles.

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

Licht, H. H. published the artcileTautomerism in nitrotriazoles: structure investigation by combined ¹H, ¹³C and ¹⁵N NMR spectroscopy, Application of 5-Nitro-1H-1,2,3-triazole, the publication is Magnetic Resonance in Chemistry (1998), 36(5), 343-350, database is CAplus.

The tautomerism and isomerism of triazoles make the structure anal. of such compounds a difficult problem, and in the case of several nitrotriazoles a detailed structure assignment had been lacking up to now. Supported by selected compounds, a definite structure determination of ten nitrotriazoles was achieved by combined application of ¹⁵N NMR spectroscopy and increment calculations This method also succeeded in cases where equilibrium of tautomers were present. An evaluation of the shift data and coupling modes gave systematic references to structure and substituent influences.

Magnetic Resonance in Chemistry 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, Application of 5-Nitro-1H-1,2,3-triazole.

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

Piedrahita-Bello, Mario published the artcileDrastic lattice softening in mixed triazole ligand iron(II) spin crossover nanoparticles, Category: triazoles, the publication is Chemical Communications (Cambridge, United Kingdom) (2019), 55(33), 4769-4772, database is CAplus and MEDLINE.

A series of spin-crossover (SCO) coordination nanoparticles (∼60 nm) with the general formulas [Fe(Htrz)_1+y-x(trz)_2-y(NH₂trz)_x](BF₄)_y·nH₂O (x = 0, 0.1, 0.2 and 0.3) were synthesized in concentrated solutions without using any surfactant or polymer. The nanoparticle powders were investigated by TEM, powder x-ray diffraction, magnetometry, calorimetry, Raman/IR spectroscopies, elemental anal. and ⁵⁷Fe Mossbauer spectrometry. Remarkably, the latter revealed a large decrease of the lattice stiffness when incorporating a small amount of amino-triazole ligand, reflected by the drop of the Debye temperature from 285 K (x = 0) to 205 K (x = 0.3). This collapse of the lattice cohesion was attributed to a reorganization of the supramol. interactions between the Fe-triazole chains. This effect on the SCO properties is also discussed.

Chemical Communications (Cambridge, United Kingdom) 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, Category: triazoles.

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

Hinkel, L. E. published the artcileHydrogen cyanide. X. The tetrapolymer, COA of Formula: C4HN5, the publication is Journal of the Chemical Society (1937), 1432-7, database is CAplus.

cf. C. A. 31, 597.2. The previous evidence for the structure of the polymerized form of HCN is reviewed and further evidence is adduced for its quadrimol. nature. The view that the polymer is diaminomaleic dinitrile is shown to be incorrect and experiments indicate it to be aminoiminosucconitrile (I). The polymerization product of HCN, m. 181° (decomposition), condenses with glyoxal in hot H₂O to give 6-hydroxy-2,3-dicyanodihydropyrazine, red, amorphous, decomposes 240° without melting; it is very slowly decomposed by boiling H₂O, but H₂O containing a little (CO₂H)₂ gives dicyanopyrazine (II), m. 132°. Hydrolysis of II by Na₂O₂ in H₂O and purification through the Ag salt give pyrazinedicarboxylic acid, m. 193°. The polymer of HCN in Et₂O, saturated with dry HCl, gives the HCl salt of I, decomposes 135°. Refluxing the polymer with aldehydes in EtOH for 30 min. gives the following derivatives of I: benzylidene (III), yellow, m. 191° (decomposition); salicylidene, yellow with green tinge, m. 234° (decomposition); m-bromosalicylidene, yellow, m. above 250°; anisylidene, yellow, m. 227° (decomposition); isobutylidene, m. 91° (decomposition); in no case could a 2nd mol. of aldehyde be condensed. The Ac derivative of I m. 164° (decomposition); the di-Ac derivative m. 224° (decomposition); the Ac derivative of III m. 227° (decomposition). Ac₂ and I give 2,3-dicyano-5,6-dimethylpyrazine (IV), m. 171°; benzil forms 2,3-dicyano-5,6-diphenylpyrazine, m. 246°. Hydrolysis of IV gives 2,3-dimethylpyrazine-5,6-dicarboxylic acid, m. 200°. The action of HNO₂ on I yields 4,5-dicyano-1,2,3-triazole (V), hydrolysis of which gives 1,2,3-triazole-4,5-dicarboxylic acid. The action of HNO₂ on the Ac derivative of I forms 4 (or 5)-cyano-1,2,3-triazole-5 (or 4)-carboxamide, m. 219° (decomposition), and V. Oxidation of III gives 4,5-dicyano-2-phenyliminazole, cream, m. 261° (decomposition); hydrolysis gives 2-phenyliminazole-4,5-dicarboxylic acid, m. 243-4°.

Journal of the Chemical Society 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, COA of Formula: C4HN5.

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

Devine, Kevin G. published the artcileHighly reactive condensing agents for the synthesis of oligonucleotides by the phosphotriester approach, Application In Synthesis of 84406-63-3, the publication is Tetrahedron Letters (1986), 27(45), 5529-32, database is CAplus.

4,6-Dinitro-1-(mesitylene-2-sulfonyloxy)benzotriazole, 1-(mesitylene-2-sulfonyloxy)-4-nitro-6-trifluoromethylbenzotriazole and 1-(mesitylene-2-sulfonyl)-4-nitro-1,2,3-triazole are more reactive condensing agents in the phosphotriester approach to oligonucleotide synthesis than 1-(mesitylene-2-sulfonyl)-3-nitro-1,2,4-triazole by factors of at least 10, ∼4 and ∼1.3, resp.

Tetrahedron Letters 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

Dabbagh, Hossein A. published the artcileTheoretical studies on tautomerism of triazole derivatives in the gas phase and solution, Name: 4-Nitro-2H-1,2,3-triazole, the publication is Journal of Molecular Structure: THEOCHEM (2010), 947(1-3), 92-100, database is CAplus.

The predominant tautomeric forms of N1-H, N2-H and N3-H triazole derivatives (4-NO₂, 4-NO_, 4-CN, 4-CF₃, 4-F, 4-Cl, 4-H, 4-CH₃ and 4-NH₂) were analyzed at HF, B3LYP and MP2 methods using 6-311++G (d,p) basis set in the gas phase and solution using Polarizable Continuum Model (PCM) model. The N2-H form of all triazoles was found to be more stable in both phases. The preferred microsolvated structure and variation of dipole moment of all triazoles were investigated in the presence of water mol. The hydrogen bonds between each tautomer of triazole and water was evaluated at HF/6-311++G (d,p) level. The geometrical parameters of triazole derivatives and their variation were studied in solution The Gibbs free energies of tautomers were computed in the gas phase and solution

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, Name: 4-Nitro-2H-1,2,3-triazole.

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