15264-63-8Relevant academic research and scientific papers
Design, synthesis and biological evaluation of triazole-oxadiazole conjugates for the management of cognitive dysfunction
Jain, Ankit,Piplani, Poonam
, (2020)
Acetylcholinesterase has been a promising target for the development of putative therapeutics against cognitive decline. The deleterious effect of oxidative stress on the learning and memory paradigms of an individual has also been well documented. In view of this, the present study demonstrates the design, synthesis and pharmacological evaluation of triazole-oxadiazole conjugates. Eighteen novel hybrids (6–23) have been synthesised by employing suitable synthetic procedures and characterized by various spectral and elemental techniques. Further these synthesised compounds were evaluated against behavioural alterations using step down passive avoidance and escape learning protocol at a dose of 0.5 mg/kg with reference to the standard, donepezil. All the synthesised compounds were evaluated for their in vitro acetylcholinesterase (AChE) inhibition at five different concentrations using mice brain homogenate as the source of the enzyme. Biochemical estimation of markers of oxidative stress (lipid peroxidation, superoxide dismutase, glutathione and catalase) has also been carried out to assess the role of synthesised molecules on the oxidative damage induced by scopolamine. The compounds 13, 17 and 23 displayed appreciable activity towards acetylcholinesterase inhibition. These compounds also decreased scopolamine induced oxidative stress, thus serving as promising leads for the amelioration of oxidative stress induced cognitive decline. The molecular docking study performed to predict the binding mode of the compounds also suggested that these compounds bind appreciably to the amino acids present in the active site of the recombinant human acetylcholinesterase (rhAChE). The results indicated that these compounds could be further traversed as inhibitors of AChE and oxidative stress for the treatment of cognitive dysfunction.
Design, synthesis, and antitumor activity of novel 5-pyridyl-1,3,4-oxadiazole derivatives against the breast cancer cell line MCF-7
Khalil, Nadia Abdalla,Kamal, Aliaa Moh,Emam, Soha Hussein
, p. 763 - 773 (2015)
Various 1,3,4-oxadiazole-2-thiol derivatives have considerable potential in the field of antitumor activity. On the basis of the structure of the highly active reported oxadiazole analogues, 36 novel compounds were designed. Their molecular transport prop
Crystal Structure of 2-(Pyridin-4-yl)-5-(Undecylthio)-1,3,4-Oxadiazole
Shen,Wang,Sun,Wu,Tan,Weng,Liu
, p. 1236 - 1240 (2018)
The title compound 2-(pyridin-4-yl)-5-(undecylthio)-1,3,4-oxadiazole (C18H27ON3S) is synthesized, and its structure is confirmed by 1H NMR, MS, elemental analyses and X-ray diffraction. It crystallizes in the monoclinic system, space group P2(1)/c with a = 24.453(17) ?, b = 10.604(7) ?, c = 7.095(5) ?, β = 91.60(2)°, V = 1839(2) ?3, Z = 4, and R = 0.086 for 2295 observed reflections with I > 2σ(I). The preliminary biological test shows that the title compound has good activity against Pythium ultimum with inhibitory to be 77.78%.
Synthesis and structure of hydrazones obtained from hydrazides of [5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]acetic or 2-[5-(4-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acids
Rutavichyus,Valiulene,Kuodis
, p. 851 - 856 (2000)
It has been shown by 1H NMR spectroscopy that hydrazones obtained by the condensation of hydrazides of [5-4-pyridyl)-1,3,4-oxadiazol-2-ylthio]acetic or 2-[5-(2-pyridyl)-1,3,4-oxadiazol-2-ylthio]propionic acids with aldehydes, ketones, and β-dicarbonyl compounds exist in DMSO solution as a mixture of stereoisomeric forms.
ZnCl2 catalyzed efficient synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole
Rahman, Md.A.,Karim, Mohammad R.,Arifuzzaman, Md.,Siddiquee, Tasneem A.,Mirza, Aminul H.
, p. 3267 - 3273 (2014)
New methods for the synthesis of 1,3,4-oxadiazole and 1,3,4-thiadiazole have been described. No cyclizations took place in the absence of ZnCl 2. 1,3,4-Thiadiazoles are formed in the presence of ZnCl2 alone, whereas oxadiazoles are produced when a base such as Et3N or KOH was used along with ZnCl2. % Yields are optimized.
Synthesis, molecular modeling and biological evaluation of N-benzylidene-2-((5-(pyridin-4-yl)-1,3,4-oxadiazol-2-yl)thio)acetohydrazide derivatives as potential anticancer agents
Zhang, Fei,Wang, Xiao-Liang,Shi, Jing,Wang, She-Feng,Yin, Yong,Yang, Yu-Shun,Zhang, Wei-Ming,Zhu, Hai-Liang
, p. 468 - 477 (2014)
A series of new 1,3,4-oxadiazole derivatives (6a-6x) containing pyridine and acylhydrazone moieties were synthesized and developed as potential telomerase inhibitors. The bioassay tests demonstrated that compounds 6n, 6o, 6q, 6s and 6t exhibited significant broad-spectrum anticancer activity with IC50 range from 0.76 to 9.59 μM against the four cancer cell lines (HEPG2, MCF7, SW1116 and BGC823). Moreover, all the title compounds were assayed for telomerase inhibition using the TRAP-PCR-ELISA assay. Compound 6s showed the highest anticancer activity with IC50 of 0.76-1.54 μM against the tested cancer cell lines and exhibited the most potent telomerase inhibitory activity with IC50 of 1.18 ± 0.14 μM. The docking simulation was carried out to investigate a possible binding mode of compound 6s into the active site of telomerase (pdb. 3DU6) while the QSAR model was built to check the previous work as well as to introduce new directions.
Facile conversion of acyldiithiocarbazinate salts to 1,3,4-oxadiazole derivatives under microwave irradiation
Joshi, Sachin,Karnik
, p. 111 - 114 (2002)
Microwave irradiation is found to be especially suitable for salts, as illustrated by the conversion of acyldithocarbazinate salts 1 to 5-substituted-2-mercapto 1,3,4-oxadiazoles 2. This method reduced the reaction time to a few seconds.
Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities
Bayrak, Hacer,Demirbas, Ahmet,Demirbas, Neslihan,Karaoglu, Senguel Alpay
, p. 4362 - 4366 (2009)
5-Pyridin-4-yl-1,3,4-oxadiazole-2-thiol (2) was obtained from the reaction of isonicotinic acid hydrazide with carbon disulfide in basic media and converted into 4-amino-5-pyridin-4-yl-4H-1,2,4-triazole-3-thiol (5) by the treatment with hydrazine hydrate. The synthesis of 3 and 6 was performed from the reaction of 2 and 5 with ethyl bromide. The treatment of 5 with 4-fluorobenzaldehyde or indol-3-carbaldehyde resulted in the formation of 4-[(arylmethylene)amino]-5-pyridin-4-yl-4H-1,2,4-triazole-3-thiols (7a and 7b). The reactions of 2, 5 and 7a with some primary and secondary amines in the presence of formaldehyde afforded the corresponding Mannich bases, 4a, 4b, 9a-9c and 8. All newly synthesized compounds were screened for their antimicrobial activity. The antimicrobial activity study revealed that all the compounds screened showed good or moderate activity except compounds 2, 7a, 7b, 8 and 9b.
Synthesis and tuberculostatic activity of methyl 3-isonicotinoyl-dithiocarbazate and S,S′-dimethyl dithiocarbonate isonicotinoylhydrazone, and their reactions with amines and hydrazines
Foks,Mieczkowska,Janowiec,Zwolska,Andrzejcyk
, p. 810 - 816 (2002)
Methyl 3-isonicotinoyldithiocarbazates and S,S′-dimethyl dithiocarbonate isonicotinoylhydrazone were prepared. Their reactions with primary and secondary amines, diamines, and hydrazines were studied. The newly obtained derivatives did not show tuberculostatic activity in vitro.
Multi-activity tetracoordinated pallado-oxadiazole thiones as anti-inflammatory, anti-Alzheimer, and anti-microbial agents: Structure, stability and bioactivity comparison with pallado-hydrazides
Abid, Aisha,Eijaz, Sana,Lateef, Mehreen,Qurrat-ul-Ain,Rafiq, Naushaba,Tauseef, Saima
, (2021/12/30)
Herein, we report a comparative study based on structure, thermal and solution stability, and biopotency against lipoxygenase (LOX), butyrylcholinesterase (BChE) and microbes for Pd(II) compounds of N,O,S bearing 5-(C5H4XR)-1,3,4-oxa
