Category: Triazoles

Catalan, Javier published the artcileThe azoles: a theoretical study, Computed Properties of 63598-71-0, the publication is Chemica Scripta (1984), 24(2), 84-91, database is CAplus.

Ab initio calculations were reported for 35 azoles (neutral mols. and protonated azolium salts) based on INDO optimized geometries. Calculated dipole moments agreed with measured values. Protonation sites (most basic N atoms) were determined from calculated protonation energies and N lone pair changes. Linear relations between exptl. aqueous basicity and calculated protonation energies for N-methylazoles and between exptl. aqueous acidity for N-unsubstituted azoles and the charge of the NH H atom, were observed Tautomerism of the triazoles and tetrazoles were discussed.

Chemica Scripta 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, Computed Properties of 63598-71-0.

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

McOwen, Dennis W. published the artcileAnion Coordination Interactions in Solvates with the Lithium Salts LiDCTA and LiTDI, Related Products of triazoles, the publication is Journal of Physical Chemistry C (2014), 118(15), 7781-7787, database is CAplus.

Lithium 4,5-dicyano-1,2,3-triazolate (LiDCTA, 15) and lithium 2-trifluoromethyl-4,5-dicyanoimidazole (LiTDI, 16) are two salts proposed for lithium battery electrolyte applications, but little is known about the manner in which the DCTA^– and TDI^– anions coordinate Li⁺ cations. To explore this in depth, crystal structures are reported here for two solvates with LiDCTA-(G2)₁:LiDCTA (3) and (G1)₁:LiDCTA (2) with diglyme and monoglyme, resp.; and seven solvates with LiTDI-(G1)₂:LiTDI (5), (G2)₂:LiTDI (6), (G3)₁:LiTDI (7), (THF)₁:LiTDI (9), (EC)₁:LiTDI (10), (PC)₁:LiTDI (11), and (DMC)_1/2:LiTDI (12) with monoglyme, diglyme, triglyme, THF, ethylene carbonate, propylene carbonate, and di-Me carbonate, resp. These latter solvate structures are compared with the previously reported acetonitrile (AN)₂:LiTDI structure. The solvates indicate that the LiTDI salt is much less associated than the LiDCTA salt and that the ions in LiTDI, when aggregated in solvates, have a very similar TDI^–···Li⁺ cation mode of coordination through both the anion ring and cyano nitrogen atoms. Such coordination facilitates the formation of polymeric ion aggregates, instead of dimers. Insight into such ion speciation is instrumental for understanding the electrolyte properties of aprotic solvent mixtures with these salts.

Journal of Physical Chemistry C 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, Related Products of triazoles.

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

Li, Liangjing published the artcileSynthesis and evaluation of novel azoles as potent antifungal agents, Recommanded Product: 1-((2-(2,4-Difluorophenyl)oxiran-2-yl)methyl)-1H-1,2,4-triazole methanesulfonate, the publication is Bioorganic & Medicinal Chemistry Letters (2014), 24(1), 192-194, database is CAplus and MEDLINE.

Using a rational approach to the design of antifungal agents, a series of azole agents with 1,3,4-oxadiazole side chains I were designed and synthesized. The results of preliminary in vitro antifungal tests with eight human pathogenic compounds showed that all of the title compounds exhibited excellent activities against all of the tested fungi except Aspergillus fumigatus. Compounds I (R = 2-Cl or R = 3-Cl) were the most effective, with a min. inhibitory concentration of 0.0039 μg/mL, followed by voriconazole, which has a MIC of 0.0625 μg/mL. The 1,3,4-oxadiazole side chain is not the major contributor but plays a role in eliciting the observed antifungal activity.

Bioorganic & Medicinal Chemistry Letters 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, 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

Krylova, Valentina A. published the artcileStructural and Photophysical Studies of Phosphorescent Three-Coordinate Copper(I) Complexes Supported by an N-Heterocyclic Carbene Ligand, Category: triazoles, the publication is Organometallics (2012), 31(22), 7983-7993, database is CAplus.

A series of four neutral luminescent three-coordinate Cu(I) complexes (IPr)Cu(N-N), where IPr is a monodentate N-heterocyclic carbene (NHC) ligand (IPr = 1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene) and N-N denotes monoanionic pyridylazolate ligands, have been synthesized and characterized. A monomeric, three-coordinate geometry, best described as distorted trigonal planar, has been established by single-crystal x-ray analyses for three of the derivatives In contrast to the previously reported (IPr)Cu(N-N) complexes, the compounds described here display a perpendicular orientation between the chelating N-N ligands and the imidazolylidene ring of the carbene ligand. The geometrical preferences revealed by x-ray crystallog. correlate well with the NMR data. The conformational behavior of the complexes, investigated by variable-temperature ¹H NMR spectroscopy, indicate free rotation about the C_NHC-Cu bond in solution The complexes display broad, featureless luminescence at both room temperature and 77 K, with emission maxima that vary between 555 and 632 nm depending on sample conditions. Luminescence quantum efficiencies of the complexes in solution (Φ ≤ 17%) increase markedly in the solid state (Φ ≤ 62%). On the basis of time-dependent d. functional theory (TD-DFT) calculations and the exptl. data, luminescence is assigned to phosphorescence from a metal-to-ligand charge-transfer (MLCT) triplet state admixed with ligand-centered (LC) character.

Organometallics 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, Category: triazoles.

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

Oziminski, Wojciech P. published the artcileDFT studies on tautomerism of C5-substituted 1,2,3-triazoles, Name: 5-Nitro-1H-1,2,3-triazole, the publication is Journal of Molecular Structure (2003), 697-704, database is CAplus.

DFT (B3PW91/6-311++G**), ab initio (HF/6-311++G**), and single point CCSD(T)/6-311++G**//B3PW91/6-311++G** calculations were performed to investigate the stability and tautomerism of the C5-substituted 1,2,3-triazoles. Three different tautomers are possible for the substituted 1,2,3-triazoles: N1-H, N2-H, and N3-H. For all the substituents applied, the most stable is the N2-H tautomer. Out of the two less stable tautomers, N1-H and N3-H, the -F, -CFO, -CH₃, -CHO, -Cl, -CN, -CONH₂, -NH₂, -NO₂, and -OH substituents stabilize the N3-H tautomer, whereas only the -BH₂, -BF₂, and -COOH substituents stabilize the N1-H form. The relative stability of the C5-substituted 1,2,3-triazoles tautomerism is strongly influenced by the possibility for intramol. interactions (both attractive and repulsive) between substituent and protons located either at N1 or N3 atom. For all the mols. studied, the Gibbs free energy at 0 and 298 K was estimated, too.

Journal of Molecular Structure 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, Name: 5-Nitro-1H-1,2,3-triazole.

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

Oziminski, Wojciech P. published the artcileDFT studies on tautomerism of C5-substituted 1,2,3-triazoles, Computed Properties of 84406-63-3, the publication is Journal of Molecular Structure (2003), 697-704, database is CAplus.

DFT (B3PW91/6-311++G**), ab initio (HF/6-311++G**), and single point CCSD(T)/6-311++G**//B3PW91/6-311++G** calculations were performed to investigate the stability and tautomerism of the C5-substituted 1,2,3-triazoles. Three different tautomers are possible for the substituted 1,2,3-triazoles: N1-H, N2-H, and N3-H. For all the substituents applied, the most stable is the N2-H tautomer. Out of the two less stable tautomers, N1-H and N3-H, the -F, -CFO, -CH₃, -CHO, -Cl, -CN, -CONH₂, -NH₂, -NO₂, and -OH substituents stabilize the N3-H tautomer, whereas only the -BH₂, -BF₂, and -COOH substituents stabilize the N1-H form. The relative stability of the C5-substituted 1,2,3-triazoles tautomerism is strongly influenced by the possibility for intramol. interactions (both attractive and repulsive) between substituent and protons located either at N1 or N3 atom. For all the mols. studied, the Gibbs free energy at 0 and 298 K was estimated, too.

Journal of Molecular Structure 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, Computed Properties of 84406-63-3.

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

Kassimi, N. El-Bakali published the artcilePolarizabilities of Aromatic Five-Membered Rings: Azoles, Safety of 4H-1,2,4-Triazole, the publication is Journal of Physical Chemistry (1995), 99(34), 12790-6, database is CAplus.

Ab initio, electron correlated calculations of dipole moments and static dipole polarizabilities are reported for ten heteroaromatic five-membered rings: pyrrole, pyrazole, imidazole, all four triazoles, both tetrazole tautomers, and the hypothetical pentazole. They are expected to be accurate to within 5%. Structural isomerism affects the dipole moments strongly, but the dipole polarizabilities are rather insensitive to it. Uncoupled Hartree-Fock calculations indicate that only about half the polarizability comes from the π electrons. Simple empirical formulas correlate the calculated polarizabilities quite well. Aromaticity scales based on polarizabilities are discussed.

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, Safety of 4H-1,2,4-Triazole.

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

Sun, Jing published the artcileSynthesis and photoelectrical properties of self-host blue-green phosphorescent iridium (III) complexes, Computed Properties of 219508-27-7, the publication is Gaodeng Xuexiao Huaxue Xuebao (2015), 36(10), 1859-1864, database is CAplus.

A kind of self-host blue-green phosphorescent Ir(III) complexes [(CzPhBI)₂Ir(tfmptz), (CzPhBI)₂Ir(tfmpptz) and (CzPhBI)₂Ir(fpptz)] was designed and synthesized. CzPhBI, tfmptz, tfmpptz and fpptz were 9-[6-(2-phenyl-1-benzimidazolyl)hexyl]-9-carbazole, 2-(5-trifluoromethyl-1,2,4-triazolyl)pyridine, 2-[5-(4-trifluoromethyl)phenyl-1,2,4-triazolyl]pyridine and 2-[5-(4-fluoro)phenyl-1,2,4-triazolyl]pyridine, resp. The structures were confirmed by NMR (¹H NMR and ¹⁹F NMR) and elemental anal. Photophys. properties were investigated. Electroluminescent performance of Ir(III) complexes were characterized by fabricating the non-doped devices with the configuration of indium tin oxid (ITO) | N,N’-bis-(1-naphthalenyl)-N,N’-bis-phenyl-(1,1′-biphenyl)-4,4′-diamine (NPB) (30 nm) | 4,4′-Bis (9-carbazolyl)-1,1′-biphenyl (CBP) (15 nm) | Ir complexes (30 nm) | 1,3,5-tris (1-phenyl-1H-benzo[d]imidazol-2-yl) benzene (TBPI) (30 nm) | LiF (1 nm) Al (100 nm). The maximum luminance of (CzPhBI)₂Ir(tfmpptz) complexes was 6913 cd/m² and the maximum luminous efficiency achieved 13.9 cd/A.

Gaodeng Xuexiao Huaxue Xuebao 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 C6H5F4NO3S, Computed Properties of 219508-27-7.

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

Michel, Anne published the artcileUnprecedented therapeutic potential with a combination of A_2A/NR2B receptor antagonists as observed in the 6-OHDA lesioned rat model of Parkinson’s disease, Safety 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 PLoS One (2014), 9(12), e114086/1-e114086/25, 25 pp., database is CAplus and MEDLINE.

In Parkinson’s disease, the long-term use of dopamine replacing agents is associated with the development of motor complications; therefore, there is a need for non-dopaminergic drugs. This study evaluated the potential therapeutic impact of six different NR2B and A_2A receptor antagonists given either alone or in combination in unilateral 6-OHDA-lesioned rats without (monotherapy) or with (add-on therapy) the co-administration of L-Dopa: Sch-58261 + Merck 22; Sch-58261 + Co-101244; Preladenant + Merck 22; Preladenant + Radiprodil; Tozadenant + Radiprodil; Istradefylline + Co-101244. Animals given monotherapy were assessed on distance traveled and rearing, whereas those given add-on therapy were assessed on contralateral rotations. Three-way mixed ANOVA were conducted to assess the main effect of each drug sep. and to determine whether any interaction between two drugs was additive or synergistic. Addnl. post hoc analyses were conducted to compare the effect of the combination with the effect of the drugs alone. Motor activity improved significantly and was sustained for longer when the drugs were given in combination than when administered sep. at the same dose. Similarly, when tested as add-on treatment to L-Dopa, the combinations resulted in higher levels of contralateral rotation in comparison to the single drugs. Of special interest, the activity observed with some combinations could not be described by a simplistic additive effect and involved more subtle synergistic pharmacol. interactions. The combined administration of A_2A/NR2B-receptor antagonists improved motor behavior in 6-OHDA rats. Given the proven translatability of this model such a combination may be expected to be effective in improving motor symptoms in patients.

PLoS One 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, Safety 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

Gao, Zhipei published the artcileMolecular dynamics simulations based on 1-phenyl-4-benzoyl-1-hydro-triazole ERRα inverse agonists, Product Details of C18H18N4O, the publication is International Journal of Molecular Sciences (2021), 22(7), 3724, database is CAplus and MEDLINE.

Estrogen-related receptor α(ERRα), which is overexpressed in a variety of cancers has been considered as an effective target for anticancer therapy. ERRα inverse agonists have been proven to effectively inhibit the migration and invasion of cancer cells. As few crystalline complexes have been reported, mol. dynamics (MD) simulations were carried out in this study to deepen the understanding of the interaction mechanism between inverse agonists and ERRα. The binding free energy was analyzed by the MM-GBSA method. The results show that the total binding free energy was pos. correlated with the biol. activity of an inverse agonist. The interaction of the inverse agonist with the hydrophobic interlayer composed of Phe328 and Phe495 had an important impact on the biol. activity of inverse agonists, which was confirmed by the decomposition of energy on residues. As Glu331 flipped and formed a hydrogen bond with Arg372 in the MD simulation process, the formation of hydrogen bond interaction with Glu331 was not a necessary condition for the compound to act as an inverse agonist. These rules provide guidance for the design of new inverse agonists.

International Journal of Molecular Sciences 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 C18H18N4O, Product Details of C18H18N4O.

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