Day: November 21, 2022

Wang, Shengzheng published the artcileDesign, synthesis and structure-activity relationships of new triazole derivatives containing N-substituted phenoxypropylamino side chains, COA of Formula: C12H13F2N3O4S, the publication is European Journal of Medicinal Chemistry (2012), 292-299, database is CAplus and MEDLINE.

It is highly desirable to develop novel azoles with improved biol. profiles. The structure-activity relationship (SAR) of the N-substitutions was investigated in this study. In vitro antifungal activities revealed that sterically large groups were not favored for the N-substitutions. The removal of the N-substitutions had little effect on the antifungal activity. Two compounds with free amine group, including 1-[[3-(4-bromophenoxy)propyl]amino]-2(2,4-difluorophenyl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol, showed excellent activity with broad antifungal spectrum. The SAR results were supported by mol. docking and the N-substitutions were found to be important for the conformation of the side chains. The SAR and binding mode of the azoles are useful for further lead optimization.

European 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 C13H19Br2ClN2O, COA of Formula: C12H13F2N3O4S.

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

Tipping, Anthony E. published the artcileStructure, Basicity, and Thermodynamic Properties of 3,5-Bis(trifluoromethyl)-1,2,4-triazole with Regard to 1,2,4-Triazole: The Trifluoromethylation Effect, SDS of cas: 63598-71-0, the publication is Journal of Organic Chemistry (1994), 59(5), 1039-46, database is CAplus.

Thermodn. properties (enthalpies of sublimation, gas-phase basicity) of 3,5-bis(trifluoromethyl)-1,2,4-triazole have been measured. These properties are discussed in the larger framework of two other triazoles, the parent compound and 3(5)-(trifluoromethyl)-1,2,4-triazole, thanks to ab initio calculations at the MP2/6-31G^*//6-31G^* level of accuracy. The calculations provide (i) an excellent description of the vibrational frequencies of 1H-1,2,4-triazole; (ii) a geometry for this compound more consistent with the microwave results; (iii) a description of the trifluoromethyl group as a substituent in the azole series; (i.v.) an excellent accord with the exptl. proton affinity, and (v) an understanding of the interesting properties of the title compound

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 C5H5ClIN, SDS of cas: 63598-71-0.

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

Chen, Hai-Jiang published the artcileNew triazole derivatives containing substituted 1,2,3-triazole side chains: Design, synthesis and antifungal activity, Product Details of C12H13F2N3O4S, the publication is Chinese Chemical Letters (2017), 28(4), 913-918, database is CAplus.

A series of novel antifungal triazoles I (R = t-Bu, cyclopropyl, Ph) was designed and synthesized by reaction of azides with terminal alkynes. Synthesized compounds I were screened for their antifungal activity; results revealed that several target compounds showed good antifungal activity with a broad spectrum. In particular, compound I (R = cyclopropyl) was highly active against Candida albicans and Candida glabrata. Moreover, compound I (R = cyclopropyl) showed potent in vivo antifungal efficiency in the Caenorhabditis elegans-C. albicans infection model.

Chinese Chemical Letters 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, Product Details of C12H13F2N3O4S.

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

He, Xiaomeng published the artcileDiscovery of highly potent triazole antifungal agents with piperidine-oxadiazole side chains, HPLC of Formula: 86386-77-8, the publication is MedChemComm (2015), 6(4), 653-664, database is CAplus.

Due to increasing incidence and mortality of invasive fungal infections, discovery and development of new generations of antifungal agents represents a challenging task. On the basis of the authors’ previously reported triazole-benzyloxypiperidinyl lead compound, a series of novel triazole antifungal agents containing piperidine-oxadiazole side chains were rationally designed and synthesized. Most of the target compounds showed excellent inhibitory activity against clin. important fungal pathogens. In particular, compounds 6g (MIC = 0.031 μg mL^-1) and 11b (MIC = 0.016 μg mL^-1) were highly active against Candida albicans including fluconazole-resistant strains. Moreover, they showed inhibitory activity against hyphal formation with low toxicity, which were promising leads for further development.

MedChemComm 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, HPLC of Formula: 86386-77-8.

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

Alnouri, Mohamad Wessam published the artcileSelectivity is species-dependent: Characterization of standard agonists and antagonists at human, rat, and mouse adenosine receptors, Formula: C25H29N9O3, the publication is Purinergic Signalling (2015), 11(3), 389-407, database is CAplus and MEDLINE.

Adenosine receptors (ARs) have emerged as new drug targets. The majority of data on affinity/potency and selectivity of AR ligands described in the literature has been obtained for the human species. However, preclin. studies are mostly performed in mouse or rat, and standard AR agonists and antagonists are frequently used for studies in rodents without knowing their selectivity in the investigated species. In the present study, we selected a set of frequently used standard AR ligands, 8 agonists and 16 antagonists, and investigated them in radioligand binding studies at all four AR subtypes, A₁, A_2A, A_2B, and A₃, of three species, human, rat, and mouse. Recommended, selective agonists include CCPA (for A₁AR of rat and mouse), CGS-21680 (for A_2A AR of rat), and Cl-IB-MECA (for A₃AR of all three species). The functionally selective partial A_2B agonist BAY60-6583 was found to addnl. bind to A₁ and A₃AR and act as an antagonist at both receptor subtypes. The antagonists PSB-36 (A₁), preladenant (A_2A), and PSB-603 (A_2B) displayed high selectivity in all three investigated species. MRS-1523 acts as a selective A₃AR antagonist in human and rat, but is only moderately selective in mouse. The comprehensive data presented herein provide a solid basis for selecting suitable AR ligands for biol. studies.

Purinergic Signalling 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

Carlin, Jesse Lea published the artcileActivation of adenosine A_2A or A_2B receptors causes hypothermia in mice, SDS of cas: 377727-87-2, the publication is Neuropharmacology (2018), 268-278, database is CAplus and MEDLINE.

A review. Extracellular adenosine is a danger/injury signal that initiates protective physiol., such as hypothermia. Adenosine has been shown to trigger hypothermia via agonism at A₁ and A₃ adenosine receptors (A₁AR, A₃AR). Here, we find that adenosine continues to elicit hypothermia in mice null for A₁AR and A₃AR and investigated the effect of agonism at A_2AAR or A_2BAR. The poorly brain penetrant A_2AAR agonists CGS-21680 and PSB-0777 caused hypothermia, which was not seen in mice lacking A_2AAR. MRS7352, a likely non-brain penetrant A_2AAR antagonist, inhibited PSB-0777 hypothermia. While vasodilation is probably a contributory mechanism, A_2AAR agonism also caused hypometabolism, indicating that vasodilation is not the sole mechanism. The A_2BAR agonist BAY60-6583 elicited hypothermia, which was lost in mice null for A_2BAR. Low intracerebroventricular doses of BAY60-6583 also caused hypothermia, indicating a brain site of action, with neuronal activation in the preoptic area and paraventricular nucleus of the hypothalamus. Thus, agonism at any one of the canonical adenosine receptors, A₁AR, A_2AAR, A_2BAR, or A₃AR, can cause hypothermia. This four-fold redundancy in adenosine-mediated initiation of hypothermia may reflect the centrality of hypothermia as a protective response.

Neuropharmacology 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, SDS of cas: 377727-87-2.

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

Johansson, Patrik published the artcileNew lithium salts on the computer: fiction or fact?, Application of 1H-1,2,3-Triazole-4,5-dicarbonitrile, the publication is Electrochimica Acta (2001), 46(10-11), 1545-1552, database is CAplus.

Ab initio quantum mech. calculations were developed to be used in evaluation of new lithium salts for use in salt/polymer electrolyte systems. To validate this approach, traditional polymer electrolyte salts like LiBF₄, LiClO₄, Li[(CF₃SO₂)₂N] (LiTFSI), etc. were subjected to the evaluation. The results were then used as a reference system and compared to exptl. studies using vibrational spectroscopy to elucidate the effect of the anion on the local lithium ion-oxygen coordination strength. The successes and failures of some non-conventional lithium salts were studied and explained with the method. Several salt-polymer systems were thus designed and evaluated by the method; the evaluation suggests that these systems are suitable alternatives for neat salt/polymer systems. The a priori calculated effects on different substitutions for a given basic system are illustrated.

Electrochimica Acta 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 of 1H-1,2,3-Triazole-4,5-dicarbonitrile.

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

Fukushima, Kazuaki published the artcileNatural bond orbital analysis of pericyclic and pseudopericyclic 1,5-electrocyclizations of conjugated nitrileimines, Synthetic Route of 63598-71-0, the publication is Bulletin of the Chemical Society of Japan (2004), 77(9), 1671-1679, database is CAplus.

Ab initio and DFT studies have revealed that there are three mechanisms in 1,5-electrocyclizations of conjugated nitrileimines. The first one is a pericyclic 1,5-electrocyclization of vinyl or (Z)-imino nitrileimine. Interactions between π-orbitals at C1 and X5 lead to formation of σC1-X5 bonds. The second one is a typical pseudopericyclic 1,5-electrocyclization of formyl nitrileimine. Nucleophilic interaction of lone pair electrons at O5 to π*C1-N2(h) leads to formation of a σC1-O5 bond. The natural bond orbital (NBO) anal. for the reaction has shown that there are two disconnections of orbital interactions at C1 and O5 at the transition state because of the orthogonal array of the forming σC1-O5 bond and the other π-orbitals. The third one is an incomplete pseudopericyclic 1,5-electrocyclization of (E)-imino nitrileimine. Nucleophilic interactions of lone pair electrons at N5 to π*C1-N2(h) and π*C1-N2(v) lead to formation of a σC1-N5 bond. There is a single disconnection of orbital interactions at N5 at the transition state, because the forming σC1-N5 bond and the other π-orbitals are orthogonal at N5 but not at C1, owing to twisting in the nitrileimine moiety.

Bulletin of the Chemical Society of Japan 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, Synthetic Route of 63598-71-0.

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

Matulis, Vadim E. published the artcileTheoretical study of gas-phase formation enthalpies and isomerism for 4(5)-nitro-1,2,3-triazole and its N-alkyl derivatives and experimental determination of formation enthalpy for 2-methyl-4-nitro-1,2,3-triazole, SDS of cas: 14544-45-7, the publication is Journal of Molecular Structure: THEOCHEM (2008), 854(1-3), 18-25, database is CAplus.

The formation enthalpies of tautomeric forms of 1,2,3-triazole, 4(5)-nitro-1,2,3-triazole and isomeric N-alkyl-4(5)-nitro-1,2,3-triazoles (alkyl = Me, Et, iso-Pr and tert-butyl) have been calculated with the d. functional theory B3LYP method by means of designed isolobal, isodesmic and isomerization reactions. The exptl. ideal-gas formation enthalpy of 2-methyl-4-nitro-1,2,3-triazole has been determined based on the formation enthalpy in the crystalline state and the sublimation enthalpy. The exptl. value of formation enthalpy (228.7 ± 3.5 kJ mol^-1) is in good agreement with the one obtained from reaction enthalpy calculations (233.5 kJ mol^-1). The relative Gibbs energies for tautomeric forms of 1,2,3-triazole and 4(5)-nitro-1,2,3-triazole and isomeric N-alkyl-4(5)-nitro-1,2,3-triazoles in aqueous solution have also been calculated using the Conductor polarized continuum model (CPCM). The results of the calculations have been discussed concerning the relative stability of the titled compounds

Journal of Molecular Structure: THEOCHEM 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, SDS of cas: 14544-45-7.

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

Sakata, Muneyuki published the artcileInitial evaluation of an adenosine A2A receptor ligand, 11C-preladenant, in healthy human subjects, HPLC of Formula: 377727-87-2, the publication is Journal of Nuclear Medicine (2017), 58(9), 1464-1470, database is CAplus and MEDLINE.

11C-preladenant is a selective antagonist for mapping of cerebral adenosine A2A receptors (A2ARs) by PET. This is a first-in-human study to examine the safety, radiation dosimetry, and brain imaging of 11C-preladenant in healthy human subjects. Dynamic 11C-preladenant PET scans (90 min) were obtained in 5 healthy male subjects. During the scan, arterial blood was sampled at various time intervals, and the fraction of the parent compound in plasma was determined For anat. coregistration, T1-weighted MRI was performed. The total distribution volume (VT) was estimated using 1- and 2-tissue-compartment models (1T and 2T, resp.). The distribution volume ratio (DVR) was calculated from VT of target and reference region and obtained with a noninvasive Logan graphical reference tissue method (t* = 30 min). The applicability of a shortened protocol as an alternative to the 90-min PET scan was investigated. Tracer biodistribution and dosimetry were determined in 3 healthy male subjects, using serial whole-body PET scans acquired over 2 h after 11C-preladenant injection. There were no serious adverse events in any of the subjects throughout the study period. 11C-preladenat readily entered the brain, with a peak uptake in the putamen and head of the caudate nucleus 30-40 min after tracer injection. Other brain regions showed rapid clearance of radioactivity. The regional distribution of 11C-preladenant was consistent with known A2AR densities in the brain. At pseudoequil. (reached at 40 min after injection), stable target-to-cerebellar cortex ratios of around 3.8-10.0 were obtained. The 2T fit better than the 1T in the low-d. A2AR regions. In contrast, there were no significant differences between 1T and 2T in the high-A2AR-d. regions. DVRs in the putamen and head of the caudate nucleus were around 3.8-10.3 when estimated using a Logan graphical reference tissue method with cerebellum as the reference region. PET scanning at 50 or 70 min can provide the stable DVR estimates within 10% or 5% differences at most, resp. The radioactivity was mainly excreted through the hepatobiliary system after 11C-preladenant injection. As a result, the absorbed dose (μy/MBq) was highest in the gallbladder wall (mean ± SD, 17.0 ± 2.5) and liver (11.7 ± 2.1). The estimated ED for 11C-preladenant was 3.7 ± 0.4 μSv/MBq. This initial evaluation indicated that 11C-preladenat is suitable for imaging of A2ARs in the brain.

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, HPLC of Formula: 377727-87-2.

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