Day: November 21, 2022

Zhong, Wendy published the artcileInfluence of differently ionized species on fragmentation pathways and energetics of a potential adenosine receptor antagonist using a triple quadrupole and a multistage LTQ-Orbitrap FTMS instrument, Computed Properties of 377727-87-2, the publication is Journal of Heterocyclic Chemistry (2009), 46(4), 591-598, database is CAplus.

A systematic study was conducted to study the influence of differently ionized species on the fragmentation pathways and energetics of a piperazine-containing adenosine by using different cations or anions. Very different fragmentation mechanisms were observed in protonated- vs. sodiated-mols., which indicated that the proton is mobilized to promote the charge-direct fragmentation, whereas Na⁺ cation was fixed at the heterotricyclic ring structure provoking charge-remote fragment ions. This finding was also supported by the results observed in the fragmentation behaviors in the deprotonated-mol. The energetics of these fragment ions were also explored by using the breakdown curves obtained from the triple quadrupole and LTQ-Orbitrap instrument. The lowest energy pathways in the protonated-mol. [M+H]⁺ involve breaking a C-N bond connecting an ethylene bridge and heterotricyclic ring structure. The lowest energy pathway is the cleavage of a C-O bond connecting the methoxy Et group and phenolic oxygen to form a distonic radical ion for a sodiated-mol. [M+Na⁺]and a deprotonated-mol. [M-H]^–. Probably by choosing the differently ionized species, one can probe different fragmentation channels that can provide addnl. structure information for an unknown impurity and possibly degradation product identification. By comparing the data obtained from triple quadrupole and LTQ-Orbitrap instruments, one can develop further understanding of the differences in the fragmentation behaviors due to the variations in the collision activation-dissociation process. From the side-by-side comparison with the breakdown curves obtained for both instruments, the difference in fragmentation behaviors caused by the difference in dissociation processes that occur in these two types of instruments can be probed. J. Heterocyclic Chem., (2009).

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 C21H18N4OS, Computed Properties of 377727-87-2.

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

Michlewska, Sylwia published the artcileRuthenium metallodendrimers with anticancer potential in an acute promyelocytic leukemia cell line (HL60), Quality Control of 219508-27-7, the publication is European Polymer Journal (2017), 39-47, database is CAplus.

Ruthenium belongs to the family of metals widely used in anticancer therapy (platinum, arsenic, antimony, bismuth, gold, vanadium, iron, rhodium, titanium, gallium). This paper deals with a new kind of ruthenium terminated carbosilane dendrimers (CRD), consisting of carbosilane dendrons functionalized with N-, NH₂-donor monodentate and N,N-chelating ruthenium complexes. The biophys. characterization, hemolytic activity and the cytotoxicity towards cancer (HL-60) and normal (B-14) cell lines of CRDs have been determined The data indicate that: (1) generation 0 metallodendrimers are the most effective drugs, being non-toxic for normal cells but induced significant cytotoxicity (>90%) in cancer cells; (2) an increase of generation leads both increased cytotoxicity of CRDs and the leveling of the difference in their action on normal and cancer cells; (3) coordination modes of ruthenium in a dendrimer scaffold did not correlate with their cytotoxicity towards normal and cancer cells. Results suggest that ruthenium dendrimers can be considered as alternative anticancer therapeutic agent.

European Polymer 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 C8H5F3N4, Quality Control of 219508-27-7.

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

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