Category: Triazoles

Belen’kii, L. I. published the artcileRegularities and peculiarities of electrophilic substitution reactions of azoles, Recommanded Product: 4H-1,2,4-Triazole, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1996), 1535-1563, database is CAplus.

Review of exptl. literature data was combined with quantum-chem. bonding and charge d. calculations to assess structural effects on the electrophilic substitution reactivity of azoles. Both traditional addition-elimination and ylide mechanisms were considered.

Khimiya Geterotsiklicheskikh Soedinenii 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, Recommanded Product: 4H-1,2,4-Triazole.

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

Pinna, Annalisa published the artcileNeuroinflammation and L-dopa-induced abnormal involuntary movements in 6-hydroxydopamine-lesioned rat model of Parkinson’s disease are counteracted by combined administration of a 5-HT_1A/1B receptor agonist and A_2A receptor antagonist, Quality Control of 377727-87-2, the publication is Neuropharmacology (2021), 108693, database is CAplus and MEDLINE.

Several lines of evidence have strongly implicated neuroinflammation in Parkinson’s disease (PD) progression and L-dopa-induced dyskinesia. The present study investigated whether early subchronic pretreatment with the serotonin 5-HT1A/1B receptor agonist eltoprazine plus the adenosine A_2A receptor antagonist preladenant counteracted L-dopa-induced abnormal involuntary movements (AIMs, index of dyskinesia), and neuroinflammation, in unilateral 6-hydroxydopamine(6-OHDA)-lesioned rat model of PD. The immunoreactivity of glial fibrillary acidic protein (GFAP), and the colocalization of ionized calcium binding adaptor mol.-1 (IBA-1), with interleukin (IL)-1β, tumor-necrosis-factor-αF (TNF-α) and IL-10 were evaluated in the denervated caudate-putamen (CPu) and substantia nigra pars-compacta (SNc). The combined subchronic pretreatment with L-dopa plus eltoprazine and preladenant reduced AIMs induced by acute L-dopa challenge in these rats and decreased GFAP and IBA-1 immunoreactivity induced by the drug in both CPu and SNc, with reduction in IL-1β in IBA-1-pos. cells in both CPu and SNc, and in TNF-α in IBA-1-pos. cells in SNc. Moreover, a significant increase in IL-10 in IBA-1-pos. cells was observed in SNc. Evaluation of immediate early-gene zif-268 (index of neuronal activation) after L-dopa challenge, showed an increase in its expression in denervated CPu of rats pretreated with L-dopa or L-dopa plus preladenant compared with vehicle, whereas rats pretreated with eltoprazine, with or without preladenant, had lower zif-268 expression. Finally, tyrosine hydroxylase and dopamine transporter examined to evaluate neurodegeneration, showed a significant equal decrease in all exptl. groups. The present findings suggest that combination of L-dopa with eltoprazine and preladenant may be promising therapeutic strategy for delaying the onset of dyskinesia, preserving L-dopa efficacy and reducing neuroinflammation markers in nigrostriatal system of 6-OHDA-lesioned rats.

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, Quality Control of 377727-87-2.

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

Suleimanov, Iurii published the artcileEffect of ligand substitution in [Fe(H-trz)₂(trz)]BF₄ spin crossover nanoparticles, Computed Properties of 63598-71-0, the publication is French-Ukrainian Journal of Chemistry (2015), 3(1), 66-72, database is CAplus.

Spin crossover iron(II) 1,2,4-triazole-based coordination compounds in the form of nanoparticles were prepared using a reverse microemulsion technique. Ligand substitution approach was applied to decrease the spin crossover temperature towards room temperature in the well-known [Fe(H-trz)₂(trz)]BF₄ complex. The compositions of the particles were determined by elemental anal. and thermogravimetry. The morphol. was monitored by transition electron microscopy (TEM). The effect associated with the ligand substitution was investigated by optical and magnetic measurements. Transition temperature has been reduced by 33 K comparing the unsubstituted sample to that with 5 % substitution.

French-Ukrainian 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 C13H26N2, Computed Properties of 63598-71-0.

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

Lu, Jing published the artcileAn anti-parkinson’s disease drug via targeting adenosine A2A receptor enhances amyloid-β Generation and γ-secretase activity, Application In Synthesis of 377727-87-2, the publication is PLoS One (2016), 11(11), e0166415/1-e0166415/21, database is CAplus and MEDLINE.

γ-Secretase mediates the intramembranous proteolysis of amyloid precursor protein (APP) and determines the generation of Aβ which is associated with Alzheimer’s disease (AD). Here we identified that an anti-Parkinson’s disease drug, Istradefylline, could enhance Aβ generation in various cell lines and primary neuronal cells of APP/PS1 mouse. Moreover, the increased generation of Aβ42 was detected in the cortex of APP/PS1 mouse after chronic treatment with Istradefylline. Istradefylline promoted the activity of γ-secretase which could lead to increased Aβ production These effects of Istradefylline were reduced by the knockdown of A2AR but independent of A2AR-mediated G protein- or β-arrestindependent signal pathway. We further observed that A2AR colocalized with γ-secretase in endosomes and phys. interacted with the catalytic subunit presenilin-1 (PS1). Interestingly, Istradefylline attenuated the interaction in time- and dosage-dependent manners. Moreover the knockdown of A2AR which in theory would release PS1 potentiated both Aβ generation and γ-secretase activity. Thus, our study implies that the association of A2AR could modulate γ-secretase activity. Istradefylline enhance Aβ generation and γ-secretase activity possibly via modulating the interaction between A2AR and γ-secretase, which may bring some undesired effects in the central nervous system (CNS).

PLoS One 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, Application In Synthesis of 377727-87-2.

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

Ferreira, Vitor F. published the artcileNovel 1H-1,2,3-, 2H-1,2,3-, 1H-1,2,4- and 4H-1,2,4-triazole derivatives: a patent review (2008 – 2011), Category: triazoles, the publication is Expert Opinion on Therapeutic Patents (2013), 23(3), 319-331, database is CAplus and MEDLINE.

A review. Introduction: The triazoles represent a class of five-membered heterocyclic compounds of great importance for the preparation of new drugs with diverse biol. activities because they may present several structural variations with the same numbers of carbon and nitrogen atoms. Due to the success of various triazoles that entered the pharmaceutical market and are still being used in medicines, many companies and research groups have shown interest in developing new methods of synthesis and biol. evaluation of potential uses for these compounds In this review, the authors explored aspects of patents for the 1H-1,2,3-, 2H-1,2,3-, 1H-1,2,4- and 4H-1,2,4-triazole families, including prototypes being considered in clin. studies between 2008 and 2011.Areas covered: The triazoles have been studied for over a century as an important class of heterocyclic compounds and still attract considerable attention due to their broad range of biol. activities. More recently, there has been considerable interest in the development of novel triazoles with anti-inflammatory, antiplatelet, antimicrobial, antimycobacterial, antitumoral and antiviral properties and activity against several neglected diseases. This review emphasizes recent perspective and advances in the therapeutically active 1H-1,2,3-, 2H-1,2,3-, 1H-1,2,4- and 4H-1,2,4-triazole derivative patents between 2008 and 2011, covering the development of new chem. entities and new pharmaceuticals. Many studies have focused on these compounds as target structures and evaluated them in several biol. targets.Expert opinion: The preparation of 1H-1,2,3-, 2H-1,2,3-, 1H-1,2,4- and 4H-1,2,4-triazole derivatives brings to light several issues. There is a need to find new, more efficient preparations for these triazoles that take into consideration current issues in green chem., energy saving and sustainability. New diseases are discovered and new viruses and bacteria continue to challenge mankind, so it is imperative to find new prototypes for these new diseases. Of great urgency is finding prototypes against bacteria that continue to increase resistance and for neglected diseases that affect a large part of humanity, especially the poor and vulnerable.

Expert Opinion on Therapeutic Patents 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, Category: triazoles.

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

Vinogradov, V. M. published the artcileNitropyrazoles. 4. N-Amination under pH control, SDS of cas: 84406-63-3, the publication is Izvestiya Akademii Nauk, Seriya Khimicheskaya (1993), 1434-1436, database is CAplus.

N-amination of pyrazoles bearing nitro groups and other electron-withdrawing substituents with hydroxylamine-O-sulfonic acid under pH control was carried out. A series of previously unknown pyrazoles was prepared Basicities (pK_BH⁺) of 1-aminopyrazole and 1-amino-4-nitropyrazole were measured, and differences in the basicity of C- and N-amino groups for pyrazoles were determined

Izvestiya Akademii Nauk, Seriya Khimicheskaya 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 C12H16O3, SDS of cas: 84406-63-3.

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

Zhang, Jie-bing published the artcileSynthesis and antifungal activity of 1-(1H-1,2,4-triazol-1-yl)-2-(2,4-difluorophenyl)-3-(N-cyclopropyl-N-benzylamino)-2-propanols, SDS of cas: 86386-77-8, the publication is Yaoxue Shijian Zazhi (2009), 27(2), 107-110, database is CAplus.

Design and synthesis of triazole antifungal derivatives based on the structure of fluconazole were disclosed. The title compounds were prepared via N-benzylation of 3-(N-cyclopropylamino)-2-(2,4-difluorophenyl)-1-(1H-1,2,4-triazol-1-yl)-2-propanol with 4-(bromomethyl)benzoates. Structures of all the synthesized compounds were confirmed by MS, ¹H-NMR, et al. The antifungal activities were evaluated against the eight tested pathogenic fungi. All title compounds exhibited activity against fungi tested to some extent. Compounds I and some other tested compounds exhibited strong antifungal activities against eight fungi. It is concluded that a benzyl moiety with a group of shorter length substituted on 4-position is required for higher activity.

Yaoxue Shijian Zazhi 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 C27H39ClN2, SDS of cas: 86386-77-8.

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

Licht, H. H. published the artcileNitrotriazoles. Chemical structure and explosive properties, Application In Synthesis of 84406-63-3, 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.

International Annual Conference of ICT 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, Application In Synthesis of 84406-63-3.

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

Smiglak, Marcin published the artcileDirect, atom efficient, and halide-free syntheses of azolium azolate energetic ionic liquids and their eutectic mixtures, and method for determining eutectic composition, Recommanded Product: 5-Nitro-1H-1,2,3-triazole, the publication is Chemistry – A European Journal (2008), 14(36), 11314-11319, database is CAplus and MEDLINE.

The author proposed a successful halide-free, efficient syntheses of azolium azolates by reaction of 1,3-dimethylimidazolium-2-carboxylate with neutral azoles (by a one-pot synthesis with an easy to remove byproduct, namely CO₂ gas). A facile, low sample demand method was developed for ready determination of the eutectic point compositions of mixtures of these salts. New synthetic techniques were applied to direct preparation of the eutectic mixtures

Chemistry – A European Journal 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 C6H12O2, Recommanded Product: 5-Nitro-1H-1,2,3-triazole.

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

Walker, Donald G. published the artcileUse of bistrimethylsilylated intermediates in the preparation of semisynthetic 7-amino-3-substituted cephems. Expedient syntheses of a new 3-[(1-methyl-1-pyrrolidinio)methyl]cephalosporin, Quality Control of 59032-27-8, the publication is Journal of Organic Chemistry (1988), 53(5), 983-91, database is CAplus.

Several one-pot methods are presented for conversion of 7-aminocephalosporanic acid (I) to 7-amino-3-(ammoniomethyl)-II (R = N-methylpyrrolidine, pyridine, cyclopenta[b]pyridine) or 7-amino-3-[[(heteroaroyl)thio]methyl]cephalosporin derivatives III (R¹ = 1-methyl-5-tetrazolyl, 5-methyl-1,3,4-thiadiazol-2-yl, 1,2,3-triazol-4-yl, 1-carboxymethyltetrazol-5-yl) via bistrimethylsilylated intermediates. For example, bistrimethylsilylation of I in Freon TF using (Me₃Si)₂NH and 3 mol % Me₃SiI, followed by treatment with 1.15 equivalent of Me₃SiI and subsequent reactions with the amines or thiols, led to II and III in good yields. The novel reaction of the bistrimethylsilylated derivative of I with amine-Me₃SiI adducts in Freon TF at 35° provided an alternative approach to II. The solvent dependence of Δ³/Δ² isomer ratios in the preparation of II (R = N-methylpyrrolidine) is presented.

Journal of Organic 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 C8H6ClNO, Quality Control of 59032-27-8.

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