Category: 63598-71-0

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

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

Piedrahita-Bello, Mario published the artcileMechano-electric coupling in P(VDF-TrFE)/spin crossover composites, Name: 4H-1,2,4-Triazole, the publication is Journal of Materials Chemistry C: Materials for Optical and Electronic Devices (2020), 8(18), 6042-6051, database is CAplus.

Spin crossover particles dispersed in a piezo/ferroelec. poly(vinylidene fluoride-co-trifluoro-ethylene), P(VDF-TrFE), matrix give rise to inspiring mechano-elec. phenomena, with possible applications for energy harvesting and sensing. Particles of different chem. compositions, morphologies and concentrations were loaded into copolymers with different TrFE molar contents to investigate the effect of these parameters on the mechano-elec. coupling between the polymer and the spin crossover material. The samples were characterized by elemental anal., powder X-ray diffraction, Raman spectroscopy, optical reflectivity, differential scanning calorimetry, and electron microscopy and were studied also for their piezo/pyroelec. properties. We show that it is possible to tune simultaneously the spin transition temperature of the particles and the Curie temperature of the matrix in such a way that the piezoelec. effect from the spin transition and the pyroelec. response of the polymer can be concomitantly observed This result provides prospects for the development of smart, multifunctional electroactive polymer composites and for increasing their thermal-elec. harvester output.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices 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, Name: 4H-1,2,4-Triazole.

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

Pandey, Sarvesh Kumar published the artcileQuantification of Aromaticity Based on Interaction Coordinates: A New Proposal, Application In Synthesis of 63598-71-0, the publication is Journal of Physical Chemistry A (2016), 120(18), 2894-2901, database is CAplus and MEDLINE.

Attempts to establish degrees of aromaticity in mols. are legion. In the present study, we begin with a fictitious fragment arising from only those atoms contributing to the aromatic ring and having a force field projected from the original system. For example, in benzene, we adopt a fictitious C₆ fragment with a force field projected from the full benzene force field. When one bond or angle is stretched and kept fixed, followed by a partial optimization for all other internal coordinates, structures change from their resp. equilibrium These changes are the responses of all other internal coordinates for constraining the bond or angle by unit displacements and relaxing the forces on all other internal coordinates. The “interaction coordinate” derived from the redundant internal coordinate compliance constants measures how a bond (its electron d.) responds for constrained optimization when another bond or angle is stretched by a specified unit (its electron d. is perturbed by a finite amount). The sum of interaction coordinates (responses) of all bonded neighbors for all internal coordinates of the fictitious fragment is a measure of the strength of the σ and π electron interactions leading to aromatic stability. This sum, based on interaction coordinates, appears to be successful as an aromaticity index for a range of chem. systems. Since the concept involves analyzing a fragment rather than the whole mol., this idea is more general and is likely to lead to new insights.

Journal of Physical Chemistry A 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, Application In Synthesis of 63598-71-0.

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

Dey, Soumyadeb published the artcileQuantification of Aromaticity of Heterocyclic Systems Using Interaction Coordinates, Recommanded Product: 4H-1,2,4-Triazole, the publication is Journal of Physical Chemistry A (2018), 122(34), 6953-6960, database is CAplus and MEDLINE.

Recently, we proposed an aromaticity index based on interaction coordinates (AIBIC). This index works well for the aromatic hydrocarbons. However, in the case of heterocyclic systems, the AIBIC overestimates the aromaticity indicating many of them to be more aromatic than benzene, which seems unlikely. Because of the differences in the electronegativity of the carbon and the other heteroatoms, the electron d. is partially localized near the more electroneg. atom(s) of the aromatic fragment. This localized electron d. does not contribute to the aromaticity that is due to the delocalized electron d. over the central ring. To account for this reduction in the delocalized electron d., a correction is introduced based on Pauling’s electronegativity equation. When the corrected interaction coordinates are used in the computation of AIBIC, we get a new index-aromaticity index based on interaction coordinates corrected This new index, when computed for a variety of heterocyclic systems, yields results in line with the expectations, and its usefulness in quantifying aromaticity appears to be very promising.

Journal of Physical Chemistry A 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

Rohrig, Ute F. published the artcileAzole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors, Application of 4H-1,2,4-Triazole, the publication is Journal of Medicinal Chemistry (2021), 64(4), 2205-2227, database is CAplus and MEDLINE.

The heme enzyme indoleamine 2,3-dioxygenase 1 (IDO1) plays an essential role in immunity, neuronal function, and aging through catalysis of the rate-limiting step in the kynurenine pathway of tryptophan metabolism Many IDO1 inhibitors with different chemotypes have been developed, mainly targeted for use in anti-cancer immunotherapy. Lead optimization of direct heme iron-binding inhibitors has proven difficult due to the remarkable selectivity and sensitivity of the heme-ligand interactions. Here, we present exptl. data for a set of closely related small azole compounds with more than 4 orders of magnitude differences in their inhibitory activities, ranging from millimolar to nanomolar levels. We investigate and rationalize their activities based on structural data, mol. dynamics simulations, and d. functional theory calculations Our results not only expand the presently known four confirmed chemotypes of sub-micromolar heme binding IDO1 inhibitors by two addnl. scaffolds but also provide a model to predict the activities of novel scaffolds.

Journal of Medicinal 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, Application of 4H-1,2,4-Triazole.

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

Claramunt, Rosa M. published the artcileThe structure of halogeno-1,2,4-triazoles in the solid state and in solution, COA of Formula: C2H3N3, the publication is New Journal of Chemistry (2001), 25(8), 1061-1068, database is CAplus.

The x-ray mol. structures of two halotriazoles, 3-chloro- and 3-bromo-1H-1,2,4-triazole, were determined, thus ending a controversy that made these compounds an exception to a general rule concerning their annular tautomerism. ¹³C and ¹⁵N NMR experiments in the solid state are complex because of the dipolar couplings with the halogens. The complex signal of the C atom bearing the halogen was analyzed and the residual ¹³C-X dipolar couplings determined However, since the tautomeric structures are known, the spectra can be analyzed. Solution NMR, at low temperatures (178 K) at which the tautomerism of triazoles is blocked, and using as models 1,2,4-triazole itself and its 1-Me derivative, allowed us to determine that the same tautomers, 3-halo-1H-1,2,4-triazole, are present in methanol.

New 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, COA of Formula: C2H3N3.

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

Harris, Nathan J. published the artcileTautomerism, Ionization, and Bond Dissociations of 5-Nitro-2,4-dihydro-3H-1,2,4-triazolone, Quality Control of 63598-71-0, the publication is Journal of the American Chemical Society (1996), 118(34), 8048-8055, database is CAplus.

Tautomerization, ionization, and bond dissociations of the insensitive high-energy explosive 5-nitro-2,4-dihydro-3H-1,2,4-triazolone (I) were studied by MO SCF and MP2 theories and with the Becke3LYP hybrid d. functional using the 6-31+G^* and 6-311+G^** basis sets. Energies computed with these methods were compared against accurate G2 energies for the tautomerization, ionization, and bond dissociations of nitromethane. The Becke3LYP and MP2/6-31+G^* structures of the anion (II) compare well with the reported x-ray structure of the I diaminoguanidinium salt. The IR frequencies calculated with Becke3LYP compare well with those observed for crystalline I. Two enol tautomers with 1H-1,2,4-triazole skeletons are only 4 kcal/mol at MP2/6-311+G^** (and 9 kcal/mol at Becke3LYP/6-311+G^**) less stable than I, while the two aci-nitro tautomers are ca. 30 kcal/mol less stable than I. Comparisons of bond lengths, calculated proton chem. shifts, and magnetic susceptibility anisotropies show the enol tautomers are more aromatic than I, which accounts for their enhanced stabilities. II is also more aromatic than I, which partly explains its small proton affinity of 321 kcal/mol calculated at Becke3LYP/6-311+G^**+ZPE. The estimated N-H and C-NO₂ bond dissociation energies for I are, resp., 93 and 70 kcal/mol, and that for the N-OH bond of the aci-nitro tautomer III is 38 kcal/mol. Some possible processes in the initial stages of I decomposition are bimol. hydrogen atom transfers (in the condensed phase), C-NO₂ bond homolysis (at high temperatures or under conditions of shock or impact), and homolysis of the N-OH bond in the aci-nitro tautomers.

Journal of the American Chemical Society 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, Quality Control of 63598-71-0.

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

Beugelmans, Rene published the artcileRadical nucleophilic substitution in chains (S_RN1). Part 16. N-Alkylation of imidazole, benzimidazole, pyrazole, and triazole, Recommanded Product: 4H-1,2,4-Triazole, the publication is Tetrahedron Letters (1986), 27(51), 6209-12, database is CAplus.

The title amines behave as nucleophiles towards 4-O₂NC₆H₄CH₂Cl (I) or variously functionalized gem-halonitroalkanes in classical S_RN1 reactions. Thus, photostimulation of imidazole and I under basic conditions gives 72-95% N-benzyl derivative II.

Tetrahedron Letters 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