Triazoles

Salamone, John D published the artcilePreladenant, a novel adenosine A(2A) receptor antagonist for the potential treatment of parkinsonism and other disorders., Related Products of triazoles, the publication is IDrugs : the investigational drugs journal (2010), 13(10), 723-31, database is MEDLINE.

Adenosine A(2A) receptor antagonists exert antiparkinsonian effects in animal models and several drugs in this class are currently being assessed in clinical trials. Preladenant (SCH-420814) is an adenosine A(2A) receptor antagonist with a high affinity and very high selectivity for adenosine A(2A) receptors, which is being developed by Merck & Co Inc (following its acquisition of Schering-Plough Corp) for the potential treatment of Parkinson’s disease. Preclinical studies in rodent and primate models of parkinsonism demonstrated that preladenant can reverse the motor impairments induced by dopamine depletion or antagonism. Phase I and II clinical trials indicated that preladenant was well tolerated. Moreover, preladenant met its major endpoints by reducing OFF time and increasing ON time in l-DOPA-treated patients with Parkinson’s disease, without worsening dyskinesias. Therefore, preladenant may have considerable utility for the treatment of Parkinson’s disease, as well as the parkinsonian side effects of dopamine D2 receptor antagonists. As research has suggested that adenosine A(2A) receptor antagonists are active in animal models of effort-based decision making, it is possible that preladenant could also be useful for treating energy-related symptoms, such as fatigue, psychomotor retardation and anergia in patients with parkinsonism or depression. At the time of publication, phase III clinical trials were recruiting patients with Parkinson’s disease.

IDrugs : the investigational drugs journal 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, Related Products of triazoles.

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

Ritchie, James P. published the artcileStructures and energies of the tautomers and conjugate bases of some 1,2,4-triazolones, Recommanded Product: 4H-1,2,4-Triazole, the publication is Journal of Organic Chemistry (1989), 54(15), 3553-60, database is CAplus.

MO calculations at the AM1, 3-21G//3-21G, and 6-31G^*//3-21G levels were performed for several possible tautomers of 1,2,4-triazol-5-one and 3-nitro-1,2,4-triazol-5-one. Calculations were also performed at the AM1, 3-21G//3-21G, and 6-31+G//3-21G levels for some conjugate bases of these compounds The results show the 1H,4H tautomer to be most stable. 5-Hydroxy-1H-1,2,4-triazole and 3-nitro-5-hydroxy-1H-1,2,4-triazole are found to lie 9.4 and 7.5 kcal/mol, resp., higher in energy than the corresponding 1H,4H isomer. The calculations may overestimate this relative energy by perhaps 1-3 kcal/mol. The calculations also predict deprotonation is most likely at N-4 of the lowest energy triazolone, but nearly equally likely at N-1 and N-4 for the corresponding nitrotriazolone (although the N-4 position is slightly favored). The substitution effects of the nitro group were examined by comparing calculated geometries, relative energies, and electrostatic potentials of the triazolones and nitrotriazolones. Electronegativity effects predominate for the neutral compounds In the conjugate bases, a significant contribution from resonance participation of the nitro group was found. Problems in using the electrostatic potential to predict the site of electrophilic substitution in the triazolone are discussed.

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, Recommanded Product: 4H-1,2,4-Triazole.

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

Pinna, Annalisa published the artcileNovel investigational adenosine A_2A receptor antagonists for Parkinson’s disease, Application 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 Expert Opinion on Investigational Drugs (2009), 18(11), 1619-1631, database is CAplus and MEDLINE.

A review. The development of non-dopaminergic therapies for Parkinson’s disease (PD) has attracted much interest in recent years. Among new classes of drugs, adenosine A_2A antagonists have emerged as the best candidates. BIIB014, preladenant and ST-1535 are new adenosine A_2A antagonists currently in Phase I and II clin. trials for evaluation of their efficacy in patients with PD. All these compounds have been proven safe and well tolerated. Moreover, results from Phase II trials also demonstrate that BIIB014 and preladenant are effective in reducing the waking time spent in OFF state in patients at the late stage of PD treated with L-DOPA. BIIB014 is also efficacious as monotherapy in patients at the early stage of PD. Finally, ST-1535, at this time, displays a very promising potential in exptl. models of PD and a safe profile in clin. studies. This review summarizes pharmacol. data available on these three A_2A antagonists, their effects in animal models of PD and their profiles in clin. trials.

Expert Opinion on Investigational Drugs 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, Application 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

Pinna, Annalisa published the artcileAdenosine A_2A Receptor Antagonists in Parkinson’s Disease: Progress in Clinical Trials from the Newly Approved Istradefylline to Drugs in Early Development and Those Already Discontinued, 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 CNS Drugs (2014), 28(5), 455-474, database is CAplus and MEDLINE.

A review. Neurotransmitters other than dopamine, such as norepinephrine, 5-hydroxytryptamine, glutamate, adenosine and acetylcholine, are involved in Parkinson’s disease (PD) and contribute to its symptomatol. Thus, the progress of non-dopaminergic therapies for PD has attracted much interest in recent years. Among new classes of drugs, adenosine A₂A antagonists have emerged as promising candidates. The development of new highly selective adenosine A₂A receptor antagonists, and their encouraging anti-parkinsonian responses in animal models of PD, has provided a rationale for clin. trials to evaluate the therapeutic potential and the safety of these agents in patients with PD. To date, the clin. research regarding A_2A antagonists and their potential utilization in PD therapy continues to evolve between drugs just or previously discontinued (preladenant and vipadenant), new derivatives in development (tozadenant, PBF-509, ST1535, ST4206 and V81444) and the relatively old drug istradefylline, which has finally been licensed as an anti-parkinsonian drug in Japan. All these compounds have been shown to have a good safety profile and be well tolerated. Moreover, results from phase II and III trials also demonstrate that A₂A antagonists are effective in reducing off-time, without worsening troublesome dyskinesia, and in increasing on-time with a mild increase of non-troublesome dyskinesia, in patients at an advanced stage of PD treated with L-DOPA. In addition, early findings suggest that A_2A antagonists might also be efficacious as monotherapy in patients at an early stage of PD. This review summarizes pharmacol. and clin. data available on istradefylline, tozadenant, PBF-509, ST1535, ST4206, V81444, preladenant and vipadenant.

CNS Drugs 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

Noorpoor, Zeinab published the artcileThe needle trap extraction capability of a zinc-based metal organic framework with a nitrogen rich ligand, Related Products of triazoles, the publication is Journal of Coordination Chemistry (2021), 74(13), 2213-2226, database is CAplus.

A triple ring nitrogen rich ligand 4,5-Di(1H-tetrazol-5-yl)-2H-1,2,3-triazole (Hdttz) and along that a three-dimensional, zinc-based metal organic framework (MOF) were synthesized. The synthesized MOF was characterized by Fourier transform IR spectroscopy (FT-IR), powder X-ray diffraction (PXRD), energy dispersive X-ray spectroscopy and mapping, SEM (SEM) and Brunauer-Emmett-Teller (BET) analyses. The extraction capability of the synthesized nanostructure was examined toward some analytes as model compounds Properties such as porous structure and considerable surface area make it a suitable and efficient extractive phase. The extraction efficiency of the Zn-based MOF was evaluated for headspace needle trap extraction (HS-NTE) of benzene homologs (BTEX) as model compounds from aquatic media in conjunction with gas chromatog.-mass spectrometry (GC-MS). To increase the sensitivity of the method, parameters including the extraction and desorption conditions were optimized. For some environmental water samples, acceptable relative recovery (RR) values at the concentration level of 20 ng L^-1 ranged from 85 to 96% and showing no significant matrix effect.

Journal of Coordination Chemistry 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

Neuman, Peter N. published the artcileNitro derivatives of phenyl-1,2,3-triazole, Application In Synthesis of 14544-45-7, the publication is Journal of Heterocyclic Chemistry (1971), 8(1), 51-6, database is CAplus.

A number of tri- and tetranitro-N-phenyl-1,2,3-triazolyl compounds were synthesized by a combination of condensation, cycloaddition, and nitration reactions, and their crystal densities, impact sensitivities, and thermal stabilities were determined

Journal of Heterocyclic 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 In Synthesis of 14544-45-7.

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

Liu, Tao published the artcileSynthesis of new antifungal agents-triazole propanol derivatives containing nitrogen, Quality Control of 86386-77-8, the publication is Zhongguo Yaowu Huaxue Zazhi (2002), 12(6), 333-336, database is CAplus.

1-(R-amino)-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)- 2-propanol (R = R’-Ph, cyclopropyl, or Me and R’ = H, chloro, Me, ethoxy, or methoxy) hydrochloride or succinate were synthesized by acylating 1,3-difluorobenzene with chloroacetyl chloride, substituting with 1H-1,2,4-triazole, allowing to react with trimethylsulfoxonium iodide, and ring-opening with RNH₂. 11 Compounds were synthesized, their structures were confirmed by IR and ¹H-NMR, and their antifungal activities were tested. Among the 11 compounds, 10 compounds had antifungal activities to different degrees.

Zhongguo Yaowu Huaxue Zazhi 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, Quality Control of 86386-77-8.

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

Kohler, E. P. published the artcileIsoxazoline oxides. VIII, Application In Synthesis of 53817-16-6, the publication is Journal of the American Chemical Society (1928), 221-8, database is CAplus.

cf. C. A. 21, 583. An investigation of the process by which MeOH-KOAc transforms certain α-bromo-γ-nitro ketones into β-hydroxy-γ-oximido esters indicates that the primary product of the reaction is an isoxazoline oxide. The action of Na₂CO₃ in dry MeOH upon PhCH(CH₂NO₂)CHBrBz gives a mixture of 3 isomeric benzoylphenylnitrocyclopropanes, m. 95° (previously known), 88° and 140-2° and the hydroxamic ether, PhCH[C(OMe):NOH]CH(OH)Bz (I), crystallizing with 1 mol. Me₂CO, m. 190° (decomposition); the solution in cold 20% aqueous NaOH gives with Ac₂O the acetate, m. 185° (decomposition); on standing the solution gives hydroxamic acid, m. about 160° (decomposition); acids appear to rearrange I to the isomeric oximido ester. trans-α-Phenyl-β-benzoylacrylic acid, m. 220°, is the final product of the degradation of these derivatives by acids; its structure was established by oxidation and synthesis.

Journal of the American 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, Application In Synthesis of 53817-16-6.

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

Keshavarz, Mohammad Hossein published the artcileA New General Correlation for Predicting Impact Sensitivity of Energetic Compounds, Name: 4-Nitro-2H-1,2,3-triazole, the publication is Propellants, Explosives, Pyrotechnics (2013), 38(6), 754-760, database is CAplus.

This paper describes an improved simple model for prediction of impact sensitivity of different classes of energetic compounds containing nitropyridines, nitroimidazoles, nitropyrazoles, nitrofurazanes, nitrotriazoles, nitropyrimidines, polynitroarenes, benzofuroxans, polynitroarenes with α-CH, nitramines, nitroaliphatics, nitroaliph. containing other functional groups, and nitrate energetic compounds The model is based on some mol. structural parameters. It is applied for 90 explosives, which have different mol. structures. The predicted results are compared with outputs of complex neural network approach as one of the best available methods. Root mean squares (rms) of deviations of different energetic compounds are 24 and 49 cm, corresponding to 5.88 and 12.01 J with 2.5 kg dropping mass, for new and neural network methods, resp. The novel model also predicts good results for eight new synthesized and miscellaneous explosives with respect to exptl. data.

Propellants, Explosives, Pyrotechnics 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

Jano, Issam published the artcileComparison between approximate methods for calculating ionization potentials and the use of σ-ionization potentials as a measure of relative basicity of azoles, Safety of 4H-1,2,4-Triazole, the publication is Journal of Physical Chemistry (1991), 95(20), 7694-9, database is CAplus.

Approx. methods for calculating valence-shell ionization energies are compared at the INDO level of approximation These methods are based on Koopmans, many-body Green function, and perturbation theories. The method based on perturbation theory is presented for the first time in this work. Some characteristics and limitations of these methods are pointed out. In addition, a linear relationship between the σ-ionization potentials of azole mols. and their protonation energies is found and analyzed on the basis of Mulliken’s resonance structure theory of the charge-transfer complexes. It is concluded that the polarization, charge-transfer, and exchange energies are responsible for the stabilization of the protonated systems, whereas the electrostatic energy plays a rather small and destabilizing role.

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