6969-71-7Relevant articles and documents
Preparation method of pyridine triazolone
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Paragraph 0014; 0019-0021, (2020/12/30)
The invention discloses a preparation method of pyridine triazolone. The method comprises the following steps: 1) adding 2-chloropyridine and hydrazine hydrate into a first reaction flask, stirring, heating to 90-110 DEG C, and keeping the temperature to react for 6-8 hours to obtain a first mixed solution; 2) adding the first mixed solution into a second reaction bottle, extracting, recovering hydrazine hydrate under reduced pressure, cooling and adjusting alkali, and performing secondary extraction to obtain 2-pyridine hydrazine; 3) adding the 2-pyridylhydrazine and urea into the reaction kettle, heating to 150-160 DEG C, carrying out heat preservation reaction for 3-4 hours, cooling, adding water for dissolving, cooling, carrying out stirring reacting for 1 hour, and performing suctionfiltration, washing and drying on the reaction system to obtain a crude product; and 4) adding the crude product and DMSO into a third reaction flask, heating, stirring, filtering, cooling, carrying out heat preservation reaction for 1-2 hours, filtering, and drying to obtain pyridinetriazolone. The preparation method of pyridinetriazolone provided by the invention has the advantages that the total yield can reach 70% or above, and the purity of the obtained product can reach 99.2% or above.
Microwave-assisted synthesis of trazodone and its derivatives as new 5-HT1A ligands: Binding and docking studies
Jaskowska, Jolanta,Zar eba, Przemys?aw,Sliwa, Pawe?,Pindelska, Edyta,Sata?a, Grzegorz,Majka, Zbigniew
, (2019/05/01)
Trazodone, a well-known antidepressant drug widely used throughout the world, works as a 5-hydroxytryptamine (5-HT2) and α1-adrenergic receptor antagonist and a serotonin reuptake inhibitor. Our research aimed to develop a new method for the synthesis of trazodone and its derivatives. In the known methods of the synthesis of trazodone and its derivatives, organic and toxic solvents are used, and the synthesis time varies from several to several dozen hours. Our research shows that trazodone and its derivatives can be successfully obtained in the presence of potassium carbonate as a reaction medium in the microwave field in a few minutes. As a result of the research work, 17 derivatives of trazodone were obtained, including compounds that exhibit the characteristics of 5-HT1A receptor ligands. Molecular modeling studies were performed to understand the differences in the activity toward 5-HT1A and 5-HT2A receptors between ligand 10a (2-(6-(4-(3-chlorophenyl)piperazin-1-yl)hexyl)-[1,2,4]triazolo[4,3-a]pyridin-3(2H)-one) (5-HT1A Ki = 16 nM) and trazodone. The docking results indicate the lack of the binding of ligand 10a to 5-HT2AR, which is consistent with the in vitro studies. On the other hand, the docking results for the 5-HT1A receptor indicate two possible binding modes. Crystallographic studies support the hypothesis of an extended conformation.
TRIAZOLONES DERIVATIVES FOR USE IN THE TREATMENT, AMELIORATION OR PREVENTION OF A VIRAL DISEASE
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Page/Page column 41, (2017/04/18)
The present invention relates to a compound having the general formula (I), optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, tautomer, racemate, codrug, cocrystal, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameloriating or preventing a viral disease. Furthermore, specific combination therapies are disclosed.
The Base-Promoted Annulation of 2-Hydrazinyl Pyridine and CO2 toward Triazolones
Wu, Xiaopeng,Sun, Song,Wang, Bingbing,Cheng, Jiang
supporting information, p. 3855 - 3859 (2017/11/15)
A base-promoted annulation of 2-hydrazinyl pyridine and atmospheric pressure of CO2 has been developed in the presence of silane as reducing reagent, affording a series of triazolones in moderate to excellent yields. CO2 served as a carbonyl source in this transfomation. Moreover, benzamidrazones also worked well under this procedure. Thus, it represents a green, sustainable and straightforward pathway to access triazolone frameworks. (Figure presented.).
Microwave-assisted N-debenzylation of amides with triflic acid
Rombouts, Frederik,Franken, Dennis,Martínez-Lamenca, Carolina,Braeken, Mirielle,Zavattaro, Chiara,Chen, Jinsheng,Trabanco, Andrés A.
experimental part, p. 4815 - 4818 (2010/10/02)
A new and facile microwave-assisted protocol for the debenzylation of N-benzylamides with triflic acid has been developed. Both secondary and tertiary aliphatic or aromatic amides are obtained in moderate to good yields.
SUBSTITUTED TRIAZOLOPYRIDINES
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Page/Page column 25-26, (2009/09/05)
Disclosed herein are substituted triazolopyridine serotonin reuptake modulators and/or 5-HT receptor modulators of Formula I, processes of preparation thereof, pharmaceutical compositions thereof, and methods of use thereof.
Synthesis of new mesomeric betaines containing a triazolopyridiniumolate system and their unexpected function as masked isocyanates
Sakai, Norio,Funabashi, Makoto,Minakata, Satoshi,Ryu, Ilhyong,Komatsu, Mitsuo
, p. 265 - 270 (2007/10/03)
A series of mesomeric betaines containing 1-alkylated triazolopyridiniumolate system were synthesized and their cycloaddition with dimethyl acetylenedicarboxylate were examined. An unusual ring-opening reaction occurred to give pyridone derivatives indicating that these betaines act as masked isocyanates.
Anti-psychotic agents
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, (2008/06/13)
2-[4-[4-Arylpiperazin-1-yl]butyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-ones are anti-psychotic agents.
Synthesis of Mesoionic Triazolopyridine. II. N-Acylation of 1,2,4-Triazolopyridin-3(2H)-one
Saito, Akio,Shimizu, Bunji
, p. 2969 - 2973 (2007/10/02)
N-Acyl and N-alkoxycarbonyl mesoionic triazolopyridines were synthesized by selective N-acylation of 1,2,4-triazolopyridin-3(2H)-one.Some properties of these new-type azolides were also investigated.
Antidepressant agent
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, (2008/06/13)
2-[3-[4-[3-(Trifluoromethyl)phenyl]-1-piperazinyl]propyl]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one and its pharmaceutically acceptable acid addition salts are antidepressant agents.
