Triazoles

Hoste, S. published the artcileESCA spectra of pyrazole-copper complexes, Quality Control of 63598-71-0, the publication is Conference on Coordination Chemistry (1987), 103-8, database is CAplus.

The N 1s, C 1s, and Cu 2p ESCA spectra are presented for a series of 7 Cu(II)-pyrazole-NCO complexes. The core level binding energies in these complexes, together with those in the free ligand trimethylpyrazole are discussed in terms of at. charges derived from partial orbital electronegativity and in terms of the relaxation potential model.

Conference on Coordination 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, Quality Control of 63598-71-0.

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

Ferris, James P. published the artcileRibopyranosyldiaminomaleonitrile: a key intermediate for the synthesis of nucleosides, Quality Control of 53817-16-6, the publication is Journal of the Chemical Society, Chemical Communications (1978), 1094-6, database is CAplus.

H₂NC(CN):C(NH₂)CN with D-ribose in MeOH containing AcOH (18h, 25°) gave 51% of the title compound I. Sequential treatment of I with Ac₂O (pyridine, 2 h, 0-5°, yield 49%) and isopentyl nitrite (MeOH, 20 min, room temperature) gave 37% β- and 20% α-II. Two related imidazole ribosides were also prepared from I.

Journal of the Chemical Society, Chemical Communications 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, Quality Control of 53817-16-6.

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

Yu, Jen-Kan published the artcileA remarkable ligand orientational effect in osmium-atom-induced blue phosphorescence, Synthetic Route of 219508-27-7, the publication is Chemistry – A European Journal (2004), 10(24), 6255-6264, database is CAplus and MEDLINE.

Os^II-based carbonyl complexes cis(CO),trans(N_py,N_py),cis(N_tz,N_tz)-[Os(CO)₂(bptz)₂] (1), cis(CO),cis(N_py,N_py),trans(N_tz,N_tz)-[Os(bptz)₂(CO)₂] (2), and cis(CO),trans(N_py,N_py),cis(N_tz,N_tz)-[Os(CO)₂(fptz)₂] (3), where bptz and fptz denote 3-tert-butyl-5-(2-pyridyl)- and 3-trifluoromethyl-5-(2-pyridyl)-1,2,4-triazolate, resp., were designed and synthesized in an effort to achieve high efficiency, room-temperature blue phosphorescence. Although 1 and 2 are geometric isomers, remarkably different excited-state relaxation pathways were observed Complex 1 exhibits strong phosphorescence in MeCN (Φ_p ∼ 0.47) and as a single crystal at room temperature, whereas complex 2 is nearly nonemissive under similar conditions. The associated relaxation dynamics were comprehensively studied by spectroscopic and relaxation dynamics as well as by theor. approaches. The authors’ results lead the authors to the conclusion that for complex 2, the loose bolt effect of metal-ligand bonding interactions plays a crucial role in the fast radiationless deactivation of this type of geometrical isomer. Fine adjustment can also be achieved by functionalizing the ligands so that the electron-withdrawing nature of the CF₃ group in 3 stabilizes the HOMO of the triazolate moiety, thus moving the emission further into the pure blue region; this results in highly efficient phosphorescence and renders 3 particularly attractive for application in blue OLED devices.

Chemistry – A European Journal 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 C18H28B2O4, Synthetic Route of 219508-27-7.

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

Zhao, Qing-jie published the artcileSynthesis of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-[(cyclopropyl)(benzyl)amino]-2-propanol derivatives and test of their antifungal activity, Quality Control of 86386-77-8, the publication is Dier Junyi Daxue Xuebao (2009), 30(2), 198-201, database is CAplus.

A method for the synthesis of the title compounds [i.e., α-[[(phenylmethyl)(cyclopropyl)amino]methyl]-α-(2,4-difluorophenyl)-1H-1,2,4-triazole-1-ethanol derivs] is reported here. A cyclopropyl group was introduced in order to study the antifungal activity of the compounds thus prepared The target compounds were characterized by NMR, MS, elemental anal. Eight fungi were used for in vitro anti-fungal test. The compounds thus prepared showed antifungal activity, especially to the deep infection fungi, and had an MIC value <0.125 μg/mL against Candida albicans (showing thus antifungal activity 4 times higher than that of fluconazole and similar to that of terconazole).

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 C13H16O2, Quality Control of 86386-77-8.

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

Zhao, Qing-Jie published the artcileDesign, synthesis, and antifungal activities of novel 1H-triazole derivatives based on the structure of the active site of fungal lanosterol 14α-demethylase (CYP51), Related Products of triazoles, the publication is Chemistry & Biodiversity (2007), 4(7), 1472-1479, database is CAplus and MEDLINE.

A series of fluconazole analogs I (R² = H, R⁴ = H; R² = Me, R⁴ = H; R² = H, R⁴ = Me; R² = F, R⁴ = H; R² = H, R⁴ = F; R² = Cl, R⁴ = H; R² = H, R⁴ = Cl; R² = Br, R⁴ = H; R² = H, R⁴ = Br; R² = H, R⁴ = CMe₃; R² = F, R⁴ = F) were prepared and assayed for antifungal activity. They were designed by computational docking experiments to the active site of the cytochrome P 450 14α-sterol demethylase (CYP51), whose crystal structure is known. Preliminary biol. tests showed that most of the target compounds exhibit significant activities against the eight most-common pathogenic fungi. Thereby, the most potent congener, 1-[(4-tert-butylbenzyl)(cyclopropyl)amino]-2-(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol I (R² = H, R⁴ = CMe₃), was found to exhibit a broad antifungal spectrum, being more active against Candida albicans, Candida tropicalis, Cryptococcus neoformans, Microsporum canis, and Trichophyton rubrum (MIC₈₀<0.125 μg/mL) than the standard clin. drug itraconazole. The observed affinities of the lead mols. towards CYP51 indicate that a cyclopropyl residue enhances binding to the target enzyme. These results may provide some guidance for the development of novel triazole-based antifungal lead structures.

Chemistry & Biodiversity 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 C13H12BClO3, Related Products of triazoles.

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

Dunn, G. L. published the artcileOrally active 7-phenylglycyl cephalosporins. Structure-activity studies related to cefatrizine (SK & F 60771), Application of Sodium 1,2,3-triazole-5-thiolate, the publication is Journal of Antibiotics (1976), 29(1), 65-80, database is CAplus and MEDLINE.

A series of 24 broad-spectrum 7-phenylglycyl cephalosporins with 3-heterocyclicthiomethyl substituents was prepared by displacing the 3-acetoxy group of 7-aminocephalosporanic acid [957-68-6] with an appropriate heterocyclic thiol, followed by acylation by the mixed anhydride method. The effects of benzene ring hydroxylation and 3-substituent variation on in vitro antibacterial activity, height and duration of mouse serum levels, and protection against bacterial infection in the mouse were examined The most active, cefatrizine (I) [51627-14-6], had in vitro and in vivo activities and serum levels significantly higher than obtained with cephalexin [15686-71-2] or cephaloglycin [3577-01-3].

Journal of Antibiotics published new progress about 59032-27-8. 59032-27-8 belongs to triazoles, auxiliary class Triazoles, name is Sodium 1,2,3-triazole-5-thiolate, and the molecular formula is C2H2N3NaS, Application of Sodium 1,2,3-triazole-5-thiolate.

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

Smiglak, Marcin published the artcileAzolium azolates from reactions of neutral azoles with 1,3-dimethyl-imidazolium-2-carboxylate, 1,2,3-trimethyl-imidazolium hydrogen carbonate, and N,N-dimethyl-pyrrolidinium hydrogen carbonate, Synthetic Route of 14544-45-7, the publication is New Journal of Chemistry (2013), 37(5), 1461-1469, database is CAplus.

Utilizing previously reported synthetic protocols for the halide- and metal-free synthesis of organic salts, we have prepared a new group of imidazolium and pyrrolidinium azolate anion-based salts demonstrating the general applicability of the methodol. and expanding our investigation into non ion exchange routes to potentially energetic ionic liquids Eighteen salts, out of which six exhibit m.ps. below 100 °C, were prepared by a simple decarboxylation reaction, which resulted in clean formation of the new compounds without the need for extensive purification The low stability of the H₂CO₃ byproduct, and its decomposition to CO₂ and H₂O in aqueous media, allows for purification of the salts by evaporation only.

New Journal of 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 C20H17FO4S, Synthetic Route of 14544-45-7.

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

Zhong, Wendy published the artcileIdentification of a Unique Cationic Impurity in Preladenant® Using Accurate MS and NMR, 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 Journal of Heterocyclic Chemistry (2013), 50(2), 281-287, database is CAplus.

High resolution MS, 1D, and 2D NMR were used to determine the structure of a unique cationic impurity generated during the synthesis of Preladenant® H/D exchange experiments were performed by both MS and NMR to confirm the acidic nature of the cationic dihydroimidazole proton. The presence of three exchangeable protons was established by MS experiments and the disappearance of the C11 proton in ¹H-NMR spectrum on equilibration with D₂O confirmed the acidic nature of the cationic dihydroimidazole proton. A piperazine ring contraction mechanism is proposed for the formation of the cationic dihydroimidazole.

Journal of Heterocyclic Chemistry 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 C12H17NS2, 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

Neustadt, Bernard R. published the artcilePotent, selective, and orally active adenosine A_2A receptor antagonists: Arylpiperazine derivatives of pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidines, Formula: C25H29N9O3, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(5), 1376-1380, database is CAplus and MEDLINE.

Antagonism of the adenosine A_2A receptor offers great promise in the treatment of Parkinson’s disease. Employing the known pyrazolo[4,3-e]-1,2,4-triazolo[1,5-c]pyrimidine A_2A antagonist SCH 58261 as a starting point, we identified the potent and selective (vs. A1) antagonist 11h (I), orally active in the rat haloperidol-induced catalepsy model. We further optimized this lead to the methoxyethoxyethyl ether 12a (SCH 420814), which shows broad selectivity, good pharmacokinetic properties, and excellent in vivo activity.

Bioorganic & Medicinal Chemistry Letters 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, Formula: C25H29N9O3.

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

Barret, Olivier published the artcileAdenosine 2A receptor occupancy by tozadenant and preladenant in rhesus monkeys, Computed Properties of 377727-87-2, the publication is Journal of Nuclear Medicine (2014), 55(10), 1712-1718, database is CAplus and MEDLINE.

Motor symptoms in Parkinson disease (PD) are caused by a loss of dopamine input from the substantia nigra to the striatum. Blockade of adenosine 2A (A_2A) receptors facilitates dopamine D₂ receptor function. In phase 2 clin. trials, A_2A antagonists (istradefylline, preladenant, and tozadenant) improved motor function in PD. We developed a new A_2A PET radiotracer, ¹⁸F-MNI-444, and used it to investigate the relationship between plasma levels and A_2A occupancy by preladenant and tozadenant in nonhuman primates (NHP). Methods: A series of 20 PET experiments was conducted in 5 adult rhesus macaques. PET data were analyzed with both plasma-input (Logan graphical anal.) and reference-region-based (simplified reference tissue model and noninvasive Logan graphical anal.) methods. Whole-body PET images were acquired for radiation dosimetry estimates Human pharmacokinetic parameters for tozadenant and preladenant were used to predict A_2A occupancy in humans, based on median effective concentration (EC₅₀) values estimated from the NHP PET measurements. Results: ¹⁸F-MNI-444 regional uptake was consistent with A_2A receptor distribution in the brain. Selectivity was demonstrated by dose-dependent blocking by tozadenant and preladenant. The specific-to-nonspecific ratio was superior to that of other A_2A PET radiotracers. Pharmacokinetic modeling predicted that tozadenant and preladenant may have different profiles of A_2A receptor occupancy in humans. Conclusion: ¹⁸F-MNI-444 appears to be a better PET radiotracer for A_2A imaging than currently available radiotracers. Assuming that EC₅₀ in humans is similar to that in NHP, it appears that tozadenant will provide a more sustained A_2A receptor occupancy than preladenant in humans at clin. tested doses.

Journal of Nuclear Medicine 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, Computed Properties of 377727-87-2.

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