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Snyder, Christopher J.’s team published research in Chemistry – A European Journal in 23 | CAS: 84406-63-3

Chemistry – A European Journal 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 C13H19BO4S, HPLC of Formula: 84406-63-3.

Snyder, Christopher J. published the artcileSimple and Efficient Synthesis of Explosive Cocrystals containing 3,5-Dimethylpyrazol-1-yl-substituted-1,2,4,5-tetrazines, HPLC of Formula: 84406-63-3, the publication is Chemistry – A European Journal (2017), 23(65), 16466-16471, database is CAplus and MEDLINE.

The reaction of 3,4-dinitropyrazole, 5-nitrotetrazole, or 4-nitro-1,2,3-triazole with 1,2,4,5-tetrazines substituted with 3,5-dimethylpyrazolyl (dmp) groups results in energetic cocrystals after 1 min of reflux and cooling to room temperature in yields of 89-92 %. Hydrogen-bonding between the dmp group to the N-H of the energetic heterocycles are the predominant interaction that stabilizes the new cocrystals. Each cocrystal packs in a different lattice structure and the cocrystals with sheet-like and herring-bone crystal packing orientations are less sensitive than the cocrystal with the interlocked structure. Electrostatic potential mapping helps rationalize why dmp-substituted tetrazines readily form cocrystals, whereas more electron-deficient pyrazolyl tetrazines do not. The calculated energetic performance of the new cocrystals approaches that of 2,4,6-trinitrotoluene (TNT) and importantly, these materials will aid in the rational design of new cocryst. energetic materials.

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

Li, Xiaohong’s team published research in Journal of Energetic Materials in 28 | CAS: 84406-63-3

Journal of Energetic Materials 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, SDS of cas: 84406-63-3.

Li, Xiaohong published the artcileDensity Functional Theory Study of Several Nitrotriazole Derivatives, SDS of cas: 84406-63-3, the publication is Journal of Energetic Materials (2010), 28(4), 251-272, database is CAplus.

Quantum chem. calculations at B3LYP/6-31G* and B3P86/6-31G* levels are used to predict the bond dissociation energies (BDEs) of seven nitrotriazole derivatives It is noted that the BDEs of the initial scission step are between 44 and 70 kcal/mol, which are larger than those of piperidine and diazocine compounds and polynitro benzoate mols. In addition, substituent groups greatly affect the bond dissociation energies of the title compounds The heats of formation (HOFs) for seven energetic materials are also calculated via designed isodesmic reactions. From computational results it is noted that substituent groups strongly affect the HOFs. The research demonstrated that the HOF of the compound substituted by a five-membered ring is larger than those substituted by a six-membered ring for 1,2,4-triazole. The detonation performance data of the title compounds are also calculated according to the HOFs calculated by B3LYP/6-31G* level.

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

Efimov, Ilya’s team published research in European Journal of Organic Chemistry in 2014 | CAS: 14544-45-7

European Journal of Organic 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 of 5-Nitro-1H-1,2,3-triazole.

Efimov, Ilya published the artcileReactions of β-Azolylenamines with Sulfonyl Azides as an Approach to N-Unsubstituted 1,2,3-Triazoles and Ethene-1,2-diamines, Application of 5-Nitro-1H-1,2,3-triazole, the publication is European Journal of Organic Chemistry (2014), 2014(17), 3684-3689, database is CAplus.

The reactions of β-azolylenamines with sulfonyl azides in acetonitrile furnished 1H-4-(azol-5-yl)-1,2,3-triazoles in yields of 52-93%. β-Benzoylenaminones and β-nitroenamine of type 1 also reacted with tosyl azide to form the same type of products 3, proving the generality and efficiency of the method for the synthesis of N-unsubstituted 1,2,3-triazoles. However, the reactions of 3-(1-aryl-1,2,3-triazol-5-yl)enamines with tosyl azide in the absence of a solvent afforded a mixture of (E)-1-dimethylamino-2-tosylaminoethenes and N,N-dimethyl-N’-tosylformamidine in yields of 40-50 and 20 %, resp. The formation of a variety of compounds from the reactions of enamines with sulfonyl azides is rationalized by the various possible transformations of the intermediate 5-dimethylamino-1,2,3-triazolines.

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

Licht, H. H.’s team published research in International Annual Conference of ICT in 29th | CAS: 14544-45-7

International Annual Conference of ICT 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, Related Products of triazoles.

Licht, H. H. published the artcileNitrotriazoles. Chemical structure and explosive properties, Related Products of triazoles, the publication is International Annual Conference of ICT (1998), 47.1-47.15, database is CAplus.

The structure of 19 nitrotriazoles was studied (7 compounds were prepared for the 1st time) to determine the influence of chem. structures on the explosive properties. The anal. procedures are very expensive because of tautomerism and isomerism. The determination of explosive properties yielded striking differences. There were insensitive high explosives and compounds which proved to be primary explosives.

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

Hameed P, Shahul’s team published research in Journal of Medicinal Chemistry in 2014-07-10 | CAS: 502546-41-0

Journal of Medicinal Chemistry published new progress about Antimalarials. 502546-41-0 belongs to class triazoles, name is 5-Cyclopropyl-4H-1,2,4-triazol-3-amine, and the molecular formula is C5H8N4, Category: triazoles.

Hameed P, Shahul published the artcileAminoazabenzimidazoles, a Novel Class of Orally Active Antimalarial Agents, Category: triazoles, the main research area is aminoazabenzimidazole preparation SAR antimalarial Plasmodium.

Whole-cell high-throughput screening of the AstraZeneca compound library against the asexual blood stage of Plasmodium falciparum (Pf) led to the identification of amino imidazoles, a robust starting point for initiating a hit-to-lead medicinal chem. effort. Structure-activity relation studies followed by pharmacokinetics optimization resulted in the identification of (I) as an attractive lead with good oral bioavailability. Compound I was efficacious (ED90 of 28.6 mg·kg-1) in the humanized P. falciparum mouse model of malaria (Pf/SCID model). Representative compounds displayed a moderate to fast killing profile that is comparable to that of chloroquine. This series demonstrates no cross-resistance against a panel of Pf strains with mutations to known antimalarial drugs, thereby suggesting a novel mechanism of action for this chem. class.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Sanchez, Robert M.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2012-05-01 | CAS: 502546-41-0

Bioorganic & Medicinal Chemistry Letters published new progress about Antitumor agents. 502546-41-0 belongs to class triazoles, name is 5-Cyclopropyl-4H-1,2,4-triazol-3-amine, and the molecular formula is C5H8N4, Application In Synthesis of 502546-41-0.

Sanchez, Robert M. published the artcileSynthesis and structure-activity relationships of 1,2,4-triazolo[1,5-a]pyrimidin-7(3H)-ones as novel series of potent β isoform selective phosphatidylinositol 3-kinase inhibitors, Application In Synthesis of 502546-41-0, the main research area is triazolo pyrimidinone preparation phosphatidylinositol 3 kinase inhibitor anticancer SAR.

A series of 1,2,4-triazolo[1,5-a]pyrimidin-7(3H)-ones with excellent enzyme inhibition, improved isoform selectivity, and excellent inhibition of downstream phosphorylation of AKT has been identified. Several compounds in the series demonstrated potent (∼ 0.100 μM IC50) growth inhibition in a PTEN deficient cancer cell line.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Clough, John M.’s team published research in Pest Management Science in 2016 | CAS: 502546-41-0

Pest Management Science published new progress about Amaranthus retroflexus. 502546-41-0 belongs to class triazoles, name is 5-Cyclopropyl-4H-1,2,4-triazol-3-amine, and the molecular formula is C5H8N4, HPLC of Formula: 502546-41-0.

Clough, John M. published the artcileSynthesis and evaluation of hydroxyazolopyrimidines as herbicides; the generation of amitrole in planta, HPLC of Formula: 502546-41-0, the main research area is hydroxyazolopyrimidine amitrole herbicide azolopyrimidine; amitrole; herbicides; metabolism; mode of action.

BACKGROUND : Exploiting novel herbicidal modes of action is an important method to overcome the challenges faced by increasing resistance and regulatory pressure on existing com. herbicides. Recent reports of inhibitors of enzymes in the non-mevalonate pathway of isoprenoid biosynthesis led to the design of a novel class of azolopyrimidines which were assessed for their herbicidal activity. Studies were also undertaken to determine the mode of action responsible for the observed herbicidal activity. RESULTS : In total, 30 novel azolopyrimidines were synthesized and their structures were unambiguously determined by 1H NMR, mass spectroscopy and X-ray crystallog. anal. The herbicidal activity of this new chem. class was assessed against six common weed species, with compounds from this series displaying bleaching symptomol. in post-emergence tests. A structure-activity relationship for the novel compounds was determined, which showed that only those belonging to the hydroxytriazolopyrimidine subclass displayed significant herbicidal activity. Observed similarities between the bleaching symptomol. displayed by these herbicides and amitrole suggested that hydroxytriazolopyrimidines could be acting as elaborate propesticides of amitrole, and this was subsequently demonstrated in plant metabolism studies using Amaranthus retroflexus. It was shown that selected hydroxytriazolopyrimidines that displayed promising herbicidal activity generated amitrole, with peak concentrations of amitrole generally being observed 1 day after application. Addnl., the herbicidal activity of selected compounds was profiled against tobacco plants engineered to overexpress 4-diphosphocytidyl-2C-methyl-D-erythritol synthase (IspD) or lycopene β-cyclase, and the results suggested that, where significant herbicidal activity was observed, inhibition of IspD was not responsible for the activity. Tobacco plants overexpressing lycopene β-cyclase showed tolerance to amitrole and the two most herbicidally active triazolopyrimidines. CONCLUSIONS : Inhibition of IspD leading to herbicidal activity has been ruled out as the mode of action for the hydroxytriazolopyrimidine class of herbicides. Addnl., tobacco plants overexpressing lycopene β-cyclase showed tolerance to amitrole, which indicates that this is the main herbicidal mode of action for amitrole. Results from the metabolic fate study of selected hydroxytriazolopyrimidines suggested that the herbicidal activity displayed by these compounds is due to amitrole production, which was confirmed when tobacco plants overexpressing lycopene β-cyclase also showed tolerance towards two triazolopyrimidines from this study. © 2016 Society of Chem. Industry.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics

Cox, Jason M.’s team published research in Bioorganic & Medicinal Chemistry Letters in 2016-06-01 | CAS: 502546-41-0

Bioorganic & Medicinal Chemistry Letters published new progress about Antidiabetic agents. 502546-41-0 belongs to class triazoles, name is 5-Cyclopropyl-4H-1,2,4-triazol-3-amine, and the molecular formula is C5H8N4, Application of 5-Cyclopropyl-4H-1,2,4-triazol-3-amine.

Cox, Jason M. published the artcileThe discovery of novel 5,6,5- and 5,5,6-tricyclic pyrrolidines as potent and selective DPP-4 inhibitors, Application of 5-Cyclopropyl-4H-1,2,4-triazol-3-amine, the main research area is tricyclic pyrrolidine preparation DPP4 inhibitor structure diabetes; Dipeptidyl peptidase IV (DPP-4); Omarigliptin; Sitagliptin; Type 2 diabetes mellitus.

Novel potent and selective 5,6,5- and 5,5,6-tricyclic pyrrolidine dipeptidyl peptidase IV (DPP-4) inhibitors were identified. Structure-activity relationship (SAR) efforts focused on improving the intrinsic DPP-4 inhibition potency, increasing protease selectivity, and demonstrating clean ion channel and cytochrome P 450 profiles while trying to achieve a pharmacokinetic profile suitable for once weekly dosing in humans.

Referemce:
1,2,3-Triazole – Wikipedia,
Triazoles – an overview | ScienceDirect Topics