80465-12-9Relevant academic research and scientific papers
A practical base mediated synthesis of 1,2,4-triazoles enabled by a deamination annulation strategy
Zhang, Chunyan,Liang, Zuyu,Jia, Xiaofei,Wang, Maorong,Zhang, Guoying,Hu, Mao-Lin
supporting information, p. 14215 - 14218 (2020/11/24)
A rapid and efficient base mediated synthesis of 1,3,5-trisubstituted 1,2,4-triazoles has been developed using the annulation of nitriles with hydrazines, which can be expanded to a wide range of triazoles in good to excellent yields. Ammonia gas is liberated during the reaction, and halo and hetero functional groups as well as free hydroxyl and amino groups are tolerated in this transformation. A variety of alkyl and aryl-substituted nitriles can be functionalized with aromatic and aliphatic hydrazines employing this procedure. This finding provides a practical and useful strategy for the synthesis of various 15N-labeled 1,2,4-triazole derivatives, and two types of mGlu5 receptor pharmaceuticals can be easily assembled in a one-pot manner. This journal is
Method for preparing 1,3,5-trisubstituted-1,2,4-triazole derivative in one step
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Paragraph 0026; 0096-0100; 0261-0265, (2020/08/12)
The invention discloses a method for preparing a 1,3,5-trisubstituted-1,2,4-triazole derivative in one step, and belongs to the technical field of organic chemical synthesis. According to the method,a simple nitrile compound and a hydrazine compound are u
Development of novel liver?X?receptor modulators based on a 1,2,4-triazole scaffold
Goher, Shaimaa S.,Griffett, Kristine,Hegazy, Lamees,Elagawany, Mohamed,Arief, Mohamed M.H.,Avdagic, Amer,Banerjee, Subhashis,Burris, Thomas P.,Elgendy, Bahaa
, p. 449 - 453 (2019/01/04)
Liver X Receptor (LXR) agonists have been reported as a potential treatment for atherosclerosis, Alzheimer's disease and hepatitis C virus (HCV) infection. We have designed and synthesized a series of potent compounds based on a 1,2,4-triazole scaffold as novel LXR modulators. In cell-based cotransfection assays these compounds generally functioned as LXR agonists and we observed compounds with selectivity towards LXRα (7-fold) and LXRβ (7-fold) in terms of potency. Assessment of the effects of selected compounds on LXR target gene expression in HepG2 cells revealed that compounds 6a-b and 8a-b behaved as inverse agonists on FASN expression even though they were agonists in the LXRα and LXRβ cotransfection assays. Interestingly, these compounds had no effect on the expression of SREBP-1c confirming a unique LXR modulator pharmacology. Molecular docking studies and evaluation of ADME properties in-silico show that active compounds possess favorable binding modes and ADME profiles. Thus, these compounds may be useful for in vivo characterization of LXR modulators with unique profiles and determination of their potential clinical utility.
Visible light-induced cyclization reactions for the synthesis of 1,2,4-triazolines and 1,2,4-triazoles
Wang, Hongyu,Ren, Yanfei,Wang, Kaiye,Man, Yunquan,Xiang, Yanan,Li, Na,Tang, Bo
, p. 9644 - 9647 (2017/09/01)
A novel method for concisely synthesizing 1,2,4-triazolines via [3+2] cyclization under visible light is reported. These compounds can be easily converted into 1,2,4-triazoles under basic or photoredox conditions. The application of the 1,2,4-triazoles was also investigated via mild operations.
Multi-nitrogen compound and its synthetic method
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Paragraph 0032; 0065-0068, (2017/02/24)
The invention relates to a multi-nitrogen compound and a synthesis method thereof. The synthesis method is a synthesis method of a multi-nitrogen heterocyclic compound employing copper acetate to participate into multi-component reaction of 2,3- allenoic
Copper-mediated pyrazole synthesis from 2,3-allenoates or 2-alkynoates, amines and nitriles
Chen, Bo,Zhu, Can,Tang, Yang,Ma, Shengming
supporting information, p. 7677 - 7679 (2014/07/08)
An efficient copper-mediated three-component reaction of 2,3-allenoates or 2-alkynoates, amines, and nitriles affording fully substituted pyrazoles with a very nice diversity has been developed. A tandem conjugate addition, 1,2-addition, and N-N bond formation mechanism has been proposed for this diverse synthesis of pyrazoles based on mechanistic studies.
TRIAZOLIUM AND IMIDAZOLIUM SALTS AND USES THEREOF
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Page/Page column 27, (2011/10/31)
The present disclosure relates to certain new and known triazolium and/or imidazolium salts and to their therapeutic use, for example in methods of treating or preventing an infection by a Plasmodium or Babesia parasite in a subject in need thereof. The triazolium and imidazolium salts are compounds of the Formula (I) or (II): wherein R1-R4, R1′-R3′, R8-R11, X, X′, X″, Y, Y′ and Y″ are as defined in the disclosure.
Anti-Plasmodium activity of imidazolium and triazolium salts
Vlahakis, Jason Z.,Lazar, Carmen,Crandall, Ian E.,Szarek, Walter A.
experimental part, p. 6184 - 6196 (2010/09/14)
We have previously reported that tetrazolium salts were both potent and specific inhibitors of Plasmodium replication, and that they appear to interact with a parasite component that is both essential and conserved. The use of tetrazolium salts in vivo is limited by the potential reduction of the tetrazolium ring to form an inactive, neutral acyclic formazan. To address this issue imidazolium and triazolium salts were synthesized and evaluated as Plasmodium inhibitors. Many of the imidazolium and triazolium salts were highly potent with active concentrations in the nanomolar range in Plasmodium falciparum cultures, and specific to Plasmodium with highly favorable therapeutic ratios. The results corroborate our hypothesis that an electron-deficient core is required so that the compound may thereby interact with a negatively charged moiety on the parasite merozoite; the side groups in the compound then form favorable interactions with adjacent parasite components and thereby determine both the potency and selectivity of the compound.
Thermolysis of N-Allylic 1,2,4-Triazoles
Carlsen, Per H. J.,Jorgensen, Kare B.
, p. 797 - 806 (2007/10/03)
A number of 4-allylic substituted 3,5-diphenyl-4H-1,2,4-triazoles were thennolyzed at 315-320° in evacuated glass ampoules. The main reaction in the melt was rearrangement to the corresponding 1-substituted triazoles, which appeared to proceed via competing SN2 and SN2′ mechanisms. The allylic systems were observed to undergo [2,3]-allyl walk reactions between the 1- and 2-ring positions. Allyl to vinyl isomerization also took place. Substitution of the allylic moiety increased the rate of reaction but decreased the rate of isomerization of allylic to the vinylic substituted triazoles. The 4-vinyl substituted triazoles were inert under the reaction conditions. Some triazoles were converted into substituted pyridines. This was proposed to proceed via nitrogen extrusion and formation of a 1,3-dipolar intermediate (nitrile ylide) which added intramolecularly to the allyl moiety and subsequently aromatized to the pyridine.
Substituent Effects in the Rearrangement of 4-Alkyl-4H-1,2,4-triazoles
Gautun, Odd Reidar,Carlsen, Per H. J.
, p. 411 - 416 (2007/10/02)
A study of the thermal rearrangement of neat 4-alkyl-substituted 4H-1,2,4-triazoles to the corresponding 1-alkyl-1H-1,2,4-triazoles showed that the rearrangement was accompanied by formation of 3,5-diphenyl-1H-1,2,4-triazole and alkenes.The composition of
