Day: November 23, 2022

Chan, Khai Leok published the artcileSynthesis of triplet emitters and hosts for electrophosphorescence, Related Products of triazoles, the publication is Proceedings of SPIE-The International Society for Optical Engineering (2005), 59370B/1-59370B/9, database is CAplus.

Iridium cyclometalated phenylpyridine-triazolylpyridine complexes were prepared as additives to dye-doped phosphorescent polymer systems for harnessing both singlet and triplet excitons to improve electroluminescence. Reaction of di-μ-chlorotetrakis[3,5-difluoro-2-(4-R-5-X-2-pyridinyl-κN)phenyl-κC]diiridium, [Ir₂(μ-Cl)₂(L-C,N)₄] with 5-(2-pyridinyl)-3-trifluoromethyl-1H-1,2,4-triazole (HL¹) gave complexes [Ir(L¹-N¹,N’)(L-C,N)₂] (8a–b; a X = R = H; b X = Br, R = H; c X = H, R = C₈H₁₇; d X = 3-carbazolyl, R = H). Complexes 8a–d exhibit room-temperature photoluminescence in 450-700 nm region. Electroluminescence from conjugated polymers can be significantly improved by harnessing the energy of their non-emissive triplet states. Poly(2,7-dibenzosilole) was prepared and its triplet energy has been measured as 2.14 eV, a figure that is slightly higher than that of polyfluorene (2.09 eV).

Proceedings of SPIE-The International Society for Optical Engineering 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, Related Products of triazoles.

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

Rohrig, Ute F. published the artcileAzole-Based Indoleamine 2,3-Dioxygenase 1 (IDO1) Inhibitors, Application of 4H-1,2,4-Triazole, the publication is Journal of Medicinal Chemistry (2021), 64(4), 2205-2227, database is CAplus and MEDLINE.

The heme enzyme indoleamine 2,3-dioxygenase 1 (IDO1) plays an essential role in immunity, neuronal function, and aging through catalysis of the rate-limiting step in the kynurenine pathway of tryptophan metabolism Many IDO1 inhibitors with different chemotypes have been developed, mainly targeted for use in anti-cancer immunotherapy. Lead optimization of direct heme iron-binding inhibitors has proven difficult due to the remarkable selectivity and sensitivity of the heme-ligand interactions. Here, we present exptl. data for a set of closely related small azole compounds with more than 4 orders of magnitude differences in their inhibitory activities, ranging from millimolar to nanomolar levels. We investigate and rationalize their activities based on structural data, mol. dynamics simulations, and d. functional theory calculations Our results not only expand the presently known four confirmed chemotypes of sub-micromolar heme binding IDO1 inhibitors by two addnl. scaffolds but also provide a model to predict the activities of novel scaffolds.

Journal of Medicinal 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, Application of 4H-1,2,4-Triazole.

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

Pocar, Donato published the artcileEnamines. XXXI. 4-Nitropyrazoles and 4-nitro-v-triazoles, Safety of 5-Nitro-1H-1,2,3-triazole, the publication is Gazzetta Chimica Italiana (1968), 98(8-9), 949-57, database is CAplus.

2-Morpholino-1-nitroethylene (I) was refluxed 48 hrs. with an equimolar amount p-RC6H4NHN:-CR2Cl (II) (R = H, R1 = Ph) (IIa) in anhydrous CHCl3 with excess Et3N and worked up to give 5% 1,3-diphenyl-4-nitropyrazole, m. 123° (EtOH). Similarly, I reacted with II (R = H, R1 = CO2Et) to give 20% 3-carbethoxy-1-phenyl-4-nitropyrazole, m. 145°, and with II (R = NO2, R1 = CO2Et) to give 6% 3-carbethoxy-4-nitro-1-(4-nitrophenyl)pyrazole, m. 134°. Heating I with PhN3 in a Carius tube 10 hrs. gave 60% 1-phenyl-4-nitro-v-triazole (III), m. 134°. 1-(4-Nitrophenyl)-4-nitro-v-triazole was prepared either by refluxing I with 4-nitrophenyl azide 100 hrs. in EtOH or by nitration of III, m. 201-2°, yields 75 and 80%, resp. Also prepared were 1-phenyl-5-methyl-4-nitro-v-triazole (IV) m. 144°; 1-(4-nitrophenyl)-5-methyl-4-nitro-v-triazole, m. 152°, and 1,5-diphenyl-4-nitro-v-triazole, m. 174-5°. IV was hydrogenated in EtOAc solution at atm. pressure and room temperature over Pd-C to give 90% 4-amino-1-phenyl-5-methyl-v-triazole, m. 103-4° (ligroin), also prepared in a Hofmann degradation from 1-phenyl-5-methyl-4-carboxyl-v-triazole. The same hydrogenation of III gave 4-amino-1-phenyl-v-triazole, m. 104° (H2O). 4-Nitro-v-triazole and 4-methyl-5-nitro-v-triazole were similarly prepared with p-toluenesulfonyl azide (V) 36 hrs., m.161-2 and 177°, resp. 4-Phenyl-5-nitro-v-triazole was prepared by refluxing an EtOH solution of V and α-morpholino-β-nitrostyrene 40 hrs. and working up, m. 197°, as in preparation of III.

Gazzetta Chimica Italiana 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, Safety of 5-Nitro-1H-1,2,3-triazole.

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

He, Li-Hua published the artcileLuminescent Three- and Four-Coordinate Dinuclear Copper(I) Complexes Triply Bridged by Bis(diphenylphosphino)methane and Functionalized 3-(2′-Pyridyl)-1,2,4-triazole Ligands, SDS of cas: 219508-27-7, the publication is Inorganic Chemistry (2017), 56(17), 10311-10324, database is CAplus and MEDLINE.

A new series of bimetallic Cu(I) complexes 1–5 triply bridged by a monoanionic or charge-neutral functionalized 3-(2′-pyridyl)-1,2,4-triazole in a μ-η¹(N),η²(N,N) tridentate binding mode and two bis(diphenylphosphino)methane (dppm) ligands have been synthesized. Complexes 1–5 are singly or doubly charged dinuclear Cu(I) species with an eight-membered Cu₂C₂P₄ ring of {Cu(μ-dppm)₂Cu} unit, in which 3 and 4 adopt the boat-boat conformation, while 1, 2, and 5 display the chair-boat form. In these dimeric copper(I) complex cations, one of the two Cu(I) ions is four-coordinated, in a highly distorted N₂P₂ tetrahedral environment and the other is three-coordinated, in a distorted NP₂ trigonal planar arrangement. All these Cu(I) complexes exhibit a comparatively weak low-energy absorption in CH₂Cl₂ solution, ascribed to the charge-transfer transitions with appreciable ¹MLCT contribution, as suggested by time-dependent d. functional theory (TDDFT) analyses. Complexes 1–5 display good emission properties in both solution and solid states at ambient temperature, which are well-modulated via structural modification of 3-(2′-pyridyl)-1,2,4-triazole, including the alteration of the substituent type (-CF₃, -H, -CH₃, and -C(CH₃)₃) and position (ortho-, meta-, and para-position). Furthermore, the variation of the substituent (-CF₃ and -C(CH₃)₃) on the 5-site of the 1,2,4-triazolyl ring markedly influences the proton activity of the 1,2,4-triazolyl-NH, thus giving both singly and doubly charged bimetallic Cu(I) species regulated by the NH↔N^– conversion, resulting from NH deprotonation of the 1,2,4-triazolyl ring.

Inorganic Chemistry 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, SDS of cas: 219508-27-7.

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

Bauer, Anna published the artcileIdentification and characterization of pesticide metabolites in Brassica species by liquid chromatography travelling wave ion mobility quadrupole time-of-flight mass spectrometry (UPLC-TWIMS-QTOF-MS), Application of 1-(2-Chloro-4-(4-chlorophenoxy)phenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one, the publication is Food Chemistry (2018), 292-303, database is CAplus and MEDLINE.

A new mass spectrometric method for evaluating metabolite formation of the pesticides thiacloprid, azoxystrobin, and difenoconazole was developed for the Brassica species pak choi and broccoli. Both, distribution and transformation kinetics of the active compounds and their metabolites were analyzed by UPLC-TWIMS-QTOF-MS. Addnl., HR-MS anal. and structure elucidation tools such as diagnostic ions, isotopic matches, and collision cross sections were applied for metabolites identification. Following the application of two plant protection products (containing the above-mentioned active compounds) in a greenhouse study plant material was cryo-milled and extracted with water/methanol. The residual levels of active compounds were identified at certain timepoints during pre-harvest intervals and in the final products. Different phase I and phase II metabolites of the pesticides were identified in different plant organs such as leaves, stems, (broccoli) heads, and roots. Three individual degradation pathways and distribution profiles are suggested including eight thiacloprid, eleven azoxystrobin and three difenoconazole metabolites.

Food Chemistry published new progress about 136815-80-0. 136815-80-0 belongs to triazoles, auxiliary class Triazoles, name is 1-(2-Chloro-4-(4-chlorophenoxy)phenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one, and the molecular formula is C16H11Cl2N3O2, Application of 1-(2-Chloro-4-(4-chlorophenoxy)phenyl)-2-(1H-1,2,4-triazol-1-yl)ethan-1-one.

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

Claramunt, Rosa M. published the artcileThe structure of halogeno-1,2,4-triazoles in the solid state and in solution, COA of Formula: C2H3N3, the publication is New Journal of Chemistry (2001), 25(8), 1061-1068, database is CAplus.

The x-ray mol. structures of two halotriazoles, 3-chloro- and 3-bromo-1H-1,2,4-triazole, were determined, thus ending a controversy that made these compounds an exception to a general rule concerning their annular tautomerism. ¹³C and ¹⁵N NMR experiments in the solid state are complex because of the dipolar couplings with the halogens. The complex signal of the C atom bearing the halogen was analyzed and the residual ¹³C-X dipolar couplings determined However, since the tautomeric structures are known, the spectra can be analyzed. Solution NMR, at low temperatures (178 K) at which the tautomerism of triazoles is blocked, and using as models 1,2,4-triazole itself and its 1-Me derivative, allowed us to determine that the same tautomers, 3-halo-1H-1,2,4-triazole, are present in methanol.

New Journal of 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, COA of Formula: C2H3N3.

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

Li, Yong-Hui published the artcileOsmium(II) complexes for light-driven aerobic oxidation of amines to imines, COA of Formula: C8H5F3N4, the publication is Dalton Transactions (2016), 45(31), 12400-12408, database is CAplus and MEDLINE.

The synthesis and characterization of three Os(II) complexes [Os(fptz)₂(L¹)] (fptzH = 3-trifluoromethyl-5-pyridyl-1,2,4-triazole), I (L¹ = PPhMe₂, PPh₃, pyridine; L² = PPhMe₂, CO) that were successfully utilized as good photocatalysts to promote aerobic oxidative coupling of amines to imines with mol. oxygen in air as a green oxidant was described. Complex I (L¹ = L² = PPhMe₂) was the most effective catalyst for the oxidative coupling of benzylamine with mol. O₂ (air) as the oxidant because of the complex’s strong absorption of visible light and long-lived triplet state. The application of a low catalyst loading (0.06 mol%) of complex I (L¹ = L² = PPhMe₂) to the oxidative coupling of a wide range of amines afforded the corresponding imines efficiently and selectively in most cases. The reaction mechanism was investigated via relevant control and quenching experiments The results indicated that the reaction occurs via an active ¹O₂-involved pathway. The ¹O₂-generating ability of complex I (L¹ = L² = PPhMe₂) as a photosensitizer was evaluated using 9,10-dimethylanthracene (DMA) as a chem. trap for ¹O₂.

Dalton Transactions 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, COA of Formula: C8H5F3N4.

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

Cioffi, Christopher L. published the artcileSynthesis and Biological Evaluation of N-((1-(4-(Sulfonyl)piperazin-1-yl)cycloalkyl)methyl)benzamide Inhibitors of Glycine Transporter-1, COA of Formula: C2H2N3NaS, the publication is Journal of Medicinal Chemistry (2016), 59(18), 8473-8494, database is CAplus and MEDLINE.

The authors previously disclosed the discovery of rationally designed N-((1-(4-(propylsulfonyl)piperazin-1-yl)cycloalkyl)methyl)benzamide inhibitors of glycine transporter-1 (GlyT-1), represented by analogs 10 and 11. The authors describe herein further structure-activity relationship exploration of this series via an optimization strategy that primarily focused on the sulfonamide and benzamide appendages of the scaffold. These efforts led to the identification of advanced leads possessing a desirable balance of excellent in vitro GlyT-1 potency and selectivity, favorable ADME and in vitro pharmacol. profiles, and suitable pharmacokinetic and safety characteristics. Representative analog I exhibited robust in vivo activity in the cerebral spinal fluid glycine biomarker model in both rodents and nonhuman primates. Furthermore, rodent microdialysis experiments also demonstrated that oral administration of I significantly elevated extracellular glycine levels within the medial prefrontal cortex (mPFC).

Journal of Medicinal Chemistry 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, COA of Formula: C2H2N3NaS.

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

Han, Guiyan published the artcileDiscovery of Novel Fungal Lanosterol 14α-Demethylase (CYP51)/Histone Deacetylase Dual Inhibitors to Treat Azole-Resistant Candidiasis, Application In Synthesis of 86386-77-8, the publication is Journal of Medicinal Chemistry (2020), 63(10), 5341-5359, database is CAplus and MEDLINE.

Invasive fungal infections (particularly candidiasis) are emerging as severe infectious diseases worldwide. Because of serious antifungal drug resistance, therapeutic efficacy of the current treatment for candidiasis is limited and associated with high mortality. However, it is highly challenging to develop novel strategies and effective therapeutic agents to combat drug resistance. Herein, the first generation of lanosterol 14α-demethylase (CYP51)-histone deacetylase (HDAC) dual inhibitors was designed, which exhibited potent antifungal activity against azole-resistant clin. isolates. In particular, compounds 12h(II) and 15j(I) were highly active both in vitro and in vivo to treat azole-resistant candidiasis. Antifungal mechanism studies revealed that they acted by blocking ergosterol biosynthesis and HDAC catalytic activity in fungus, suppressing the function of efflux pump, yeast-to-hypha morphol. transition, and biofilm formation. Therefore, CYP51-HDAC dual inhibitors represent a promising strategy to develop novel antifungal agents against azole-resistant candidiasis.

Journal of Medicinal Chemistry 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, Application In Synthesis of 86386-77-8.

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

Han, Xun published the artcileElectrostatic balance parameter mediated energy functions-toward stability and performance of explosives, Recommanded Product: 4-Nitro-2H-1,2,3-triazole, the publication is Propellants, Explosives, Pyrotechnics (2021), 46(8), 1313-1323, database is CAplus.

It is a main challenge to achieve a fine balance between high energy d. and good mol. stability in energetic material research. The electrostatic balance parameter (ν), a universal parameter, that describes the coordination relationship between energy and stability of explosives may achieve this purpose. The strain energy, resonance energy, and large π-π separation energy were calculated from the perspective of mol. transformability to evaluate the stability of explosive mols., and ν was used to mediate the three parameters. The linear fitting results show that ν is highly correlated with these parameters, and a higher ν means better stability and lower mol. energy. The electrostatic balance parameter ν was also employed to mediate a high-energy explosive mol. (CL-20) and a high-stability mol. (LLM-105) and a possible structure for a supramol. explosive was screened from 6 kinds of supramols., which provides a feasible idea for the design of new explosives with low sensitivity and high energy. There is a strong linear correlation between electrostatic balance parameter (ν) and explosive energy (detonation velocity and heat of formation) and stability (strain energy, resonance energy, large π-π separation energy, and impact sensitivity). By adjusting the ν, it is possible to mediate the mol. energy and stability of explosives. The supramol. explosive is composed of LLM-105 and CL-20 explosive mols., and the possible structure of a kind of supramol. explosive is screened out by the value of ν.

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, Recommanded Product: 4-Nitro-2H-1,2,3-triazole.

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