Triazoles

Abboud, Jose-Luis M. published the artcileBasicity of N-H- and N-methyl-1,2,3-triazoles in the gas phase, in solution, and in the solid state – an experimental and theoretical study, Safety of 4-Nitro-2H-1,2,3-triazole, the publication is European Journal of Organic Chemistry (2001), 3013-3024, database is CAplus.

The gas-phase and aqueous basicities of six 1,2,3-triazoles have been determined, the former by FT-ICR and the latter by spectrophotometry and ¹H NMR. The gas-phase experiments agree very well with the Gibbs free energies calculated at the B3LYP/6-31G^* level. In contrast, only semiquant. ascertainments are possible when basicities in the gas phase and in solution are compared. It is possible, with the aid of calculations, to obtain a complete picture of the complex equilibrium involved in C-substituted N-H-1,2,3-triazoles. The crystal structures of 4(5)-phenyl-1,2,3-triazole (4) and 4(5)-nitro-1,2,3-triazole (15) have been determined In the gas phase, 2H tautomers b always predominate, while in aqueous solution, both 1H and 2H tautomers – a and b – are present. Finally, in the solid state, 1,2,3-triazole 1 exists as a 1:1 tautomer mixture , while 4 and 15 exist as single tautomeric structures.

European Journal of Organic Chemistry 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, Safety of 4-Nitro-2H-1,2,3-triazole.

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

Abboud, Jose-Luis M. published the artcileBasicity of N-H- and N-methyl-1,2,3-triazoles in the gas phase, in solution, and in the solid state – an experimental and theoretical study, Recommanded Product: 5-Nitro-1H-1,2,3-triazole, the publication is European Journal of Organic Chemistry (2001), 3013-3024, database is CAplus.

The gas-phase and aqueous basicities of six 1,2,3-triazoles have been determined, the former by FT-ICR and the latter by spectrophotometry and ¹H NMR. The gas-phase experiments agree very well with the Gibbs free energies calculated at the B3LYP/6-31G^* level. In contrast, only semiquant. ascertainments are possible when basicities in the gas phase and in solution are compared. It is possible, with the aid of calculations, to obtain a complete picture of the complex equilibrium involved in C-substituted N-H-1,2,3-triazoles. The crystal structures of 4(5)-phenyl-1,2,3-triazole (4) and 4(5)-nitro-1,2,3-triazole (15) have been determined In the gas phase, 2H tautomers b always predominate, while in aqueous solution, both 1H and 2H tautomers – a and b – are present. Finally, in the solid state, 1,2,3-triazole 1 exists as a 1:1 tautomer mixture , while 4 and 15 exist as single tautomeric structures.

European Journal of Organic 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, Recommanded Product: 5-Nitro-1H-1,2,3-triazole.

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

Sukhanov, Gennady T. published the artcileSynthesis of 1-(Adamantan-1-yl)-1H-1,2,3-Triazoles and their Salts by Adamantylation in AdOH-HClO₄ and AdOH-H₂SO₄ Systems, COA of Formula: C2H2N4O2, the publication is Chemistry of Heterocyclic Compounds (New York, NY, United States) (2019), 55(12), 1197-1203, database is CAplus.

1-(Adamantan-1-yl)-1H-1,2,3-triazoles and a series of 1-(adamantan-1-yl)-3-alkyl-1,2,3-triazolium salts were synthesized by regioselective adamantylation of 1,2,3-triazole derivatives The direction of the attack by the adamantyl cation at the N-1 nitrogen atom and the regioselectivity of the processes of adamantylation and quaternization were ensured by a number of factors: the specificity of the properties of the high-acid systems AdOH-HClO₄ and AdOH-H₂SO₄, as well as the structural aspect and high reactivity of adamantan-1-ol.

Chemistry of Heterocyclic Compounds (New York, NY, United States) 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 C10H16O2, COA of Formula: C2H2N4O2.

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

Sukhanov, Gennady T. published the artcileAcidic N-dealkylation in nitrotriazolium salts, SDS of cas: 14544-45-7, the publication is Mendeleev Communications (2022), 32(2), 215-217, database is CAplus.

New selective synthesis of 1-alkyl-4-nitro-1,2,3-triazoles I [R¹ = Me, Et, Bn, etc.] and 1-alkyl-5-nitro-1,2,3-triazoles II [R² = Me, Et, n-Bu, etc.] had been developed, involving acid N-dealkylation of 1,3-dialkyl-4-nitro-1,2,3-triazolium salts III. The assortment of novel 1-alkyl-4(5)-nitro-1,2,3-triazoles had been thus essentially expanded. Treatment of relative 3-nitro-1,2,4-triazolium salts IV [R³ = H, Me; R⁴ = Me, Et, t-Bu; R⁵ = Me, Et] with HCl or HBr proceeded mostly as S^ipso_N-substitution of the nitro group.

Mendeleev Communications 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 C44H28ClFeN4, SDS of cas: 14544-45-7.

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

Voitekhovich, Sergei V. published the artcileSelective complexation of 1-ethyl-5-nitro-1,2,3-triazole (entz) with copper(II) salts: Preparation and characterization of [Cu(entz)₂Cl₂] and [Cu(entz)₄(H₂O)₂](ClO₄)₂, Name: 5-Nitro-1H-1,2,3-triazole, the publication is Inorganic Chemistry Communications (2012), 77-80, database is CAplus.

Treatment of a mixture of isomeric N-ethyl-4(5)-nitro-1,2,3-triazoles with copper(II) chloride or copper(II) perchlorate was found to yield crystalline complexes with 1-ethyl-5-nitro-1,2,3-triazole (entz), namely [Cu(entz)₂Cl₂] or [Cu(entz)₄(H₂O)₂](ClO₄)₂, resp. The obtained complexes, being the rare examples of coordination compounds of vicinal nitrotriazoles, have been characterized by X-ray diffraction and thermal methods. Both compounds present mononuclear complexes with entz coordinating through N3 atom of heterocycle. The complexes are readily decomposed under action of aqueous ammonia generating pure 1-ethyl-5-nitro-1,2,3-triazole with high yield. Succession of complexation and decomplexation reactions was shown to be a simple procedure for isolation of 1-ethyl-5-nitro-1,2,3-triazole from isomeric mixtures formed under alkylation of 4-nitro-1,2,3-triazole.

Inorganic Chemistry Communications 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 C11H10O, Name: 5-Nitro-1H-1,2,3-triazole.

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

Vallano, Antoni published the artcileAn update on adenosine A_2A receptors as drug target in Parkinson’s disease, Recommanded Product: 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 CNS & Neurological Disorders: Drug Targets (2011), 10(6), 659-669, database is CAplus and MEDLINE.

A review. Adenosine receptors are G protein-coupled receptors (GPCRs) that mediate the physiol. functions of adenosine. In the central nervous system adenosine A_2A receptors (A_2ARs) are highly enriched in striatopallidal neurons where they form functional oligomeric complexes with other GPCRs such us the dopamine D₂ receptor (D₂R). Furthermore, it is assumed that the formation of balanced A_2AR/D₂R receptor oligomers are essential for correct striatal function as the allosteric receptor-receptor interactions established within the oligomer are needed for properly sensing adenosine and dopamine. Interestingly, A_2AR activation reduces the affinity of striatal D₂R for dopamine and the blockade of A_2AR with specific antagonists facilitates function of the D₂R. Thus, it may be postulated that A_2AR antagonists are pro-dopaminergic agents. Therefore, A_2AR antagonists will potentially reduce the effects associated with dopamine depletion in Parkinson’s disease (PD). Accordingly, this class of compounds have recently attracted considerable attention as potential therapeutic agents for PD pharmacotherapy as they have shown potential effectiveness in counteracting motor dysfunctions and also displayed neuroprotective and anti-inflammatory effects in animal models of PD. Overall, we provide here an update of the current state of the art of these A_2AR-based approaches that are under clin. study as agents devoted to alleviate PD symptoms.

CNS & Neurological Disorders: Drug Targets 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 C11H16BNO3, Recommanded Product: 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

Lai, Qi published the artcile1,2,3-Triazole with linear and branched catenated nitrogen chains – The role of regiochemistry in energetic materials, HPLC of Formula: 84406-63-3, the publication is Chemical Engineering Journal (Amsterdam, Netherlands) (2021), 128148, database is CAplus.

Two energetic mols. possessing a linear and branched N8 structure were synthesized based on the oxidative coupling of N-aminotriazoles. Despite the same chem. formula and azo functionality, the decomposition temperatures (T_d) of these two regioisomers reflect a gap of more than 80°C. Based on the data of single crystal X-ray diffraction, comparative investigation associated with the bond length and stacking pattern rationalize the different properties of d. and mol. stability. Theor. analyses, e.g., charge distribution and Hirshfeld surface, were carried out subsequently to gain more insight into the regiochem. of catenated nitrogen-atom chains. The difference of charge distribution between two mols. caused by regional heterogeneity is the main reason for their different stabilities.

Chemical Engineering Journal (Amsterdam, Netherlands) 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, HPLC of Formula: 84406-63-3.

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

Vidal-Vidal, Angel published the artcileCO₂ Complexes with Five-Membered Heterocycles: Structure, Topology, and Spectroscopic Characterization, HPLC of Formula: 63598-71-0, the publication is Journal of Physical Chemistry A (2017), 121(47), 9118-9130, database is CAplus and MEDLINE.

In a 1st step toward the rational design of macrocyclic structures optimized for CO₂ capture, we systematically explored the potential of 30 five-membered aromatic heterocycles to establish coordinating complexes with this pollutant. The interactions between the 2 moieties were studied in several orientations, and the obtained complexes were analyzed in terms of electron d. and vibrational fingerprint. The former is an aid to provide an in-depth knowledge of the interaction, whereas the latter should help to select structural motifs that have not only good complexation properties but also diagnostic spectroscopic signals.

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 C18H34N4O5S, HPLC of Formula: 63598-71-0.

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

Ostrovskii, V.A. published the artcileQuantum chemical study of five-membered nitrogen heterocycles. I. Acid-base properties of azoles, Recommanded Product: 4H-1,2,4-Triazole, the publication is Zhurnal Organicheskoi Khimii (1993), 29(7), 1297-302, database is CAplus.

Heat of formation of azoles (pyrrole through pentazole) was accurately predicted by PM3; values calculated by AM1 and MNDO methods did not satisfactorily agree with experiment Heats of formation were also calculated for azolate anions and azole conjugate acids. Proton affinities and ionization potentials were calculated for azoles and azolate anions (PA, IP, PA^–, IP^–, resp.). Excellent LFERs were established between pK values of azoles in aqueous media and calculated PA^– and IP^– values. For pentazole, pK_a(predicted) was -2.1 ± 0.04, pK_BH+(predicted) was -9.0 ± 0.3.

Zhurnal Organicheskoi Khimii 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

Baryshnikov, A. T. published the artcileGem-dinitro compounds in organic synthesis. 3. Syntheses of 4-nitro-1,2,3-triazoles based on gem-dinitroethylenes, Formula: C2H2N4O2, the publication is Izvestiya Akademi Nauk, Seriya Khimicheskaya (1992), 958-66, database is CAplus.

Several chemoselective approaches to the title triazoles I (R = H, Me, Bu) are developed from NaN₃ and gem-dinitroethylenes, readily available from the transformation products of dinitroacetic acid esters, N-(β,β-dinitroethyl)-N,N-dialkylamines, 2,2-dinitroethanol acetate, mixtures, of dinitroacetic acid esters with aliphatic aldehydes, or 1,1,1-trinitroalkanes. Hitherto unavailable 4-nitro-5-amino- and 4,5-dinitro-1,2,3-triazoles were prepared via successive transformations of the Me group in 4-nitro-5-methyltriazole. Nitration of 4-nitro-1,2,3-triazole with nitronium tetrafluoroborate or acetyl nitrate gave the novel 2,4-dinitro-1,2,3-triazole.

Izvestiya Akademi Nauk, Seriya Khimicheskaya 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, Formula: C2H2N4O2.

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