Month: December 2022

Grishkevichtrokhimovskii, E. published the artcileThe action of nitrous acid on the nitrile of aminomalonic acid, Safety of 1H-1,2,3-Triazole-4,5-dicarbonitrile, the publication is J. Russ. Phys.-Chem. Soc. (1924), 548-50, database is CAplus.

Diazotization of NH₂CH(CN)₂ (I), a trimeric derivative of HCN (see preceding abstract), produced large transparent yellow-orange crystals C₄HN₅ (II), m. 145-50° (partial decomposition and sublimation), having strongly acidic properties which are apparently 1,2,3-triazole-4,5-dicarboxylonitrile, N:N.C(CN):C(CN).NH, and upon saponification with H₂SO₄ give C₂HN₃(CO₂H)₂ (III), mm. 195-200° (decomposition), slightly soluble in aqueousHCl. Acid K salt; Cu salt, explosive. III gave upon dry distillation 1,2,3-triazole; Ag and Bz derivative identical with these described in literature. Saponifying II with aqueous HCl produces the monoamide of III, does not m. 275°. Et ester of the mononitrile of III, C₂HN₃(CN)CO₂Et, m. 114-5°. Derivatives of II: C₄N₅Ag, white powder, stable in light, explodes upon heating; C₄N₅K, microcrystalline powder, not deliquescent; C₄N₅(NH₄); (C₄H₅)₂CU, sky-blue powder; (C₄H₅)₂Ca. 3H₂O; C₄H₅Me, obtained from the Ag salt and MeI, m. 57.5-8.5°. Sublimation of II gives colorless crystals of a substance, apparently isomeric with

J. Russ. Phys.-Chem. Soc. 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

Fabian, Walter M. F. published the artcileTautomerism in five-membered nitrogen heterocycles. A test of the reliability of semiempirical (AM1, PM3, MNDO) quantum chemical methods, Related Products of triazoles, the publication is Zeitschrift fuer Naturforschung, A: Physical Sciences (1990), 45(11-12), 1328-34, database is CAplus.

The reliability of three popular semiempirical quantum chem. methods (AM1, PM3, MNDO) for the treatment of tautomeric equilibrium is tested in a series of five-membered nitrogen heterocycles. The known flaw of MNDO to overest. the stability of compounds with two or more adjacent pyridine-like lone pairs is also present in AM1 and to a somewhat lesser extent in PM3. Tautomeric species differing in the number of adjacent pyridine-like lone pairs, thus, cannot be adequately treated by these semiempirical methods. Both AM1 as well as PM3, however, represent major improvements over MNDO in the case of lactam-lactim tautomerism. The stability of N-oxides as compared to N-hydroxy tautomers seems to be overestimated by the PM3 method. All three semiempirical methods yield quite reliable ionization potentials and dipole moments.

Zeitschrift fuer Naturforschung, A: Physical Sciences 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

Denis, Pablo A. published the artcileCoupled cluster, B2PLYP and M06-2X investigation of the thermochemistry of five-membered nitrogen containing heterocycles, furan, and thiophene, Recommanded Product: 4H-1,2,4-Triazole, the publication is Theoretical Chemistry Accounts (2011), 129(2), 219-227, database is CAplus.

Herein, the thermochem. properties of five-membered rings heterocycles were studied employing the CCSD(T) methodol. coupled with the correlation consistent basis sets and including corrections for relativistic and core-valence effects as well as anharmonicities of the potentials. For pyrrole, furan, imidazole, pyrazole, 1H-1,2,4-triazole, and 1H-tetrazole, the mean absolute deviation (MAD) of the ΔH_f,298⁰, computed at the CCSD(T) level, is 0.5 kcal/mol with respect to the exptl. values. In the case of 1H-1,2,3-triazole, 2H-1,2,3-triazole, 4H-1,2,3-triazole, 4H-1,2,4-triazole, 2H-tetrazole, and pentazole, we propose the following : 62.6, 59.2, 85.0, 54.2, 77.7, and 107.5 kcal/mol, resp. For thiophene, we revisit our previous result and propose a value of 26.0 kcal/mol. The theor. estimations were used to study the performance of the M06-2X and B2PLYP functionals. Also, the convergence toward the complete basis set limit (CBS) was analyzed. M06-2X did not show a smooth convergence toward the CBS limit. Particularly, for the cc-pVTZ and cc-pVQZ basis sets, some problems were detected. Yet, along the cc-pVQZ, cc-pV5Z, and cc-pV6Z basis sets, the TAE smoothly decreased. The diminution of the TAE upon increase in basis set was not expected because the opposite behavior is more frequently observed The MAD of the total atomization energies determined at the M06-2X level was 0.42 kcal/mol, with respect to the CCSD(T) results. In the case of the double hybrid B2PLYP functional, a smooth convergence toward the CBS limit was detected, even though the performance seriously degradated when the basis set was increased. At the CBS limit, the MAD with respect to the CCSD(T) TAEs was 8.26 kcal/mol.

Theoretical Chemistry Accounts 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

Bird, C. W. published the artcileA new aromaticity index and its application to five-membered ring heterocycles, Recommanded Product: 4H-1,2,4-Triazole, the publication is Tetrahedron (1985), 41(7), 1409-14, database is CAplus.

A new index of aromatic character has been devised based upon a statistical evaluation of the deviations in peripheral bond orders. The latter can be derived readily from exptl. determined bond lengths. The utility of this index is exemplified by its application to five-membered ring heterocycles and their mesoionic derivatives

Tetrahedron 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

Bean, Gerritt P. published the artcileApplication of Natural Bond Orbital Analysis and Natural Resonance Theory to Delocalization and Aromaticity in Five-Membered Heteroaromatic Compounds, Product Details of C2H3N3, the publication is Journal of Organic Chemistry (1998), 63(8), 2497-2506, database is CAplus and MEDLINE.

The various measures of delocalization in all of the five-membered nitrogen and oxygen heteroaromatic compounds (azoles and oxoles) were obtained from MO calculations at the HF/6-31G* level and the application of natural bond orbital anal. and natural resonance theory. The hydrogen transfer and aromatic energies of these compounds were also calculated These were compared to the relative ranking of aromaticity reported by Katritzky from a principal component anal. of other measures of aromaticity. It was concluded that the extent of the transfer of electron d. from the p_z orbital of the heteroatom to the rest of the π system is the best measure of delocalization and “aromaticity” of these compounds This indicated that all of the oxoles are less delocalized than any of the azoles because the electronegativity of the oxygen atom prevents the interaction of its lone pair of electrons with the π system. For this reason the range of delocalization in the oxoles is also much narrower. The degree of delocalization in the π system is the result of the geometry imposed by the σ structure, which in turn is defined by the identity and arrangement of the atoms of the ring.

Journal of Organic 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, Product Details of C2H3N3.

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

Aihara, Jun-ichi published the artcileDimensionality of aromaticity, Application In Synthesis of 63598-71-0, the publication is Bulletin of the Chemical Society of Japan (2008), 81(2), 241-247, database is CAplus.

Aromaticity was viewed as multidimensional, because different scales of aromaticity sometimes make different predictions as to the aromaticity of a polycyclic π-system. Graph theory of aromaticity and ring-current diamagnetism enables us to interpret magnetic scales of aromaticity in terms of aromatic stabilization energy (ASE). The authors have now no reason to regard any magnetic scale of aromaticity as a scale orthogonal to the energetic ones. Aromaticity is one-dimensional in this sense and should in principle be described in terms of ASE. Other scales of aromaticity, such as geometric ones, must likewise reflect ASE to varying extents, although it is not easy to interpret them anal. in energetic terms.

Bulletin of the Chemical Society of Japan 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

Makarskii, V. V. published the artcileQuantum-chemical analysis of tautomerism of 1,2,4-triazole and its amino and diamino derivatives, SDS of cas: 63598-71-0, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1977), 540-5, database is CAplus.

The heats of formation and dipole moments of I, II, and their 3-amino and 3,5-diamino derivatives were calculated by CNDO/2 and MINDO/2 methods. The unsym. triazole rings were favored over the sym. rings, and exocyclic amino tautomers were favored over imino tautomers.

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, SDS of cas: 63598-71-0.

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

Wang, Bao-gang published the artcileDesign, synthesis, and antifungal activity of 3-substituted triazole derivatives, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Dier Junyi Daxue Xuebao (2010), 31(10), 1114-1119, database is CAplus.

Several α-(2,4-difluorophenyl)bis[[[1-(phenylmethyl)-1H-1,2,3-triazol-3-yl]methyl]amino]-1H-1,2,4-triazole-1-ethanol derivatives were designed, the synthesis of the target compounds was achieved by a click reaction of a bis[alkyne] precursor with benzyl azides and the products thus obtained were confirmed by ¹H-NMR and MS. The title compounds were evaluated for their activity against fungal pathogens such as Candida albicans, Cryptococcus neoformans, Candida parapsilosis, Candida tropicalis, Trichophyton rubrum, Candida krusei, Microsporum gypseum and Aspergillus fumigatus and it was discovered that several compounds possessed activity greater than that of Fluconazole or Itraconazole. Large side chains may be a disadvantage for improving the antifungal activity of the title compounds

Dier Junyi Daxue Xuebao 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 C10H17N3O2, 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

Feng, Yansong published the artcileRational design and characterization of heteroleptic phosphorescent iridium(III) complexes for highly efficient deep-blue OLEDs, Name: 2-[5-(Trifluoromethyl)-1H-1,2,4-triazol-3-yl]pyridine, the publication is Journal of Materials Chemistry C: Materials for Optical and Electronic Devices (2016), 4(43), 10246-10252, database is CAplus.

Two new deep-blue Ir(III) complexes, (dfpypy)₂IrFptz (Ir1) and (Medfpypy)₂IrFptz (Ir2), comprising difluoro-bipyridyl (dfpypy) derivatives as cyclometaling ligands and a chelated pyridyl-triazole (Fptz) ancillary ligand are reported. The bipyridyl ligands lead to a significantly increased HOMO-LUMO gap and a hypsochromic shift of the phosphorescence compared to phenylpyridyl analogs. D. function theory (DFT) calculations and electrochem. measurements for Ir1 and Ir2 support their genuine blue phosphorescent emission. The combination of ancillary and cyclometalating ligands in Ir1 and Ir2 significantly influences the MOs of both complexes, leading to clearly distinct electron d. distributions of the HOMO and LUMO compared with other blue-emitting Ir(III) derivatives Both complexes Ir1 and Ir2 show deep-blue emission with λ_max values at 435-465 nm with high PLQYs and short excited-state lifetimes. The phosphorescent organic light emitting diodes (PhOLEDs) based on Ir1 and Ir2 achieve remarkably high EL performance with low efficiency roll-off at high luminance. The bluest color (CIE_x,y 0.14, 0.11) and the highest EL efficiency were achieved in the device based on Ir2 (Device 2), where the peak EQE/PE of 13.0%/11.2 lm W^-1 together with the corresponding values of 12.6%/8.8 lm W^-1 and 10.1%/5.0 lm W^-1 at the practical luminances of 100 and 1000 cd m^-2, resp., strongly compete with those of any deep-blue fluorescent and/or phosphorescent OLEDs with similar CIE coordinates previously reported.

Journal of Materials Chemistry C: Materials for Optical and Electronic Devices 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, Name: 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

Xu, Shilin published the artcile1-Phenyl-4-benzoyl-1H-1,2,3-triazoles as Orally Bioavailable Transcriptional Function Suppressors of Estrogen-Related Receptor α, Name: (2-Aminophenyl)(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone, the publication is Journal of Medicinal Chemistry (2013), 56(11), 4631-4640, database is CAplus and MEDLINE.

Estrogen-related receptor α is a potential candidate target for therapeutic treatment of breast cancer. We describe the discovery and structure-activity relationship study of a series of 1-phenyl-4-benzoyl-1H-1,2,3-triazoles I (R₁ = H, OH, F, etc., R₂, R₃ = H, OH, NH₂, R₄ = H, iPr, R₅ = H, Me, Ph, etc., R₆ = H, iPr) and II as novel suppressors of ERRα transcriptional functions. The most promising compound, 2-aminophenyl-(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone [I (R₁ = NH₂, R₂ = R₃ = R₄ = R₆ = H, R₅ = iPr)], potently suppressed the transcriptional functions of ERRα with IC₅₀ = 0.021 μM in a cell-based reporter gene assay and also decreased both the mRNA levels and the protein levels of ERRα and the downstream targets. This compound I (R₁ = NH₂, R₂ = R₃ = R₄ = R₆ = H, R₅ = iPr) inhibited the proliferation and migration of breast cancer cells with high level of ERRα. Preliminary pharmacokinetic studies suggested that it possessed a good pharmacokinetic profile with an oral bioavailability of 71.8%. The compounds may serve as novel small mol. probes for further validation of ERRα as a mol. target for anticancer drug development.

Journal of Medicinal Chemistry published new progress about 1437325-71-7. 1437325-71-7 belongs to triazoles, auxiliary class Benzenes, name is (2-Aminophenyl)(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone, and the molecular formula is C23H20BN, Name: (2-Aminophenyl)(1-(3-isopropylphenyl)-1H-1,2,3-triazol-4-yl)methanone.

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