Synthesis and anti-inflammatory activity of some new 4,5-dihydro-1,5-diaryl-1H-pyrazole-3-substituted-heteroazole derivatives

Dekhane, Deepak V.; Pawar, Shivaji S.; Gupta, Sunil; Shingare, Murlidhar S.; Patil, Chandragouda R.; Thore, Shivaji N.

doi:10.1016/j.bmcl.2011.08.061

Cited by 50 publications

(10 citation statements)

References 12 publications

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“…An alternate methodology to overcome these shortcomings was developed for the first time by Sharpless et al 2 5-Substituted-tetrazoles are reported to possess antibacterial, (17), 3 antifungal (TAK-456, 18), 4 antiviral (19), 5 analgesic (20), 6 anti-inflammatory (21), 7 antiulcer 8 and antihypertensive activities. 9 Some examples such as Irbesartan (22), Valsartan (23), Tasosartan (24), and Losartan (25) are shown in Fig.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of New Tetrazole Derivatives of Spiro‐ and Bis‐barbiturates

Kashani

Pesyan

Şahin

2015

J Chinese Chemical Soc

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This work described the synthesis of the first and unprecedented examples of 5-aryl-1H-tetrazoles including spiro-and bis-(thio)barbiturates, generated from the reaction between 4-(1H-tetrazol-5-yl)benzaldehyde with (thio)barbituric acids and cyanogen bromide (BrCN) in the presence of triethylamine, providing good overall yields. Tetrazoles based on bis-(thio) barbiturates were also obtained in the absence of BrCN under the same conditions. The structures were characterized by IR, 1 H NMR, 13 C NMR, X-ray crystallography and mass analysis techniques. The reaction mechanism was proposed. The hydrogen bond strength (E HB ) versus d (O1·····O7 (w)) distance (kcal.mol -1 ) and corresponding pKa value for the proton of H 3A (in water molecule) in 4b.H 2 O were estimated to be 13.8 kcal.mol -1 and 8.2, respectively.

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Section: Introductionmentioning

confidence: 99%

Synthesis of New Tetrazole Derivatives of Spiro‐ and Bis‐barbiturates

Kashani

Pesyan

Şahin

2015

J Chinese Chemical Soc

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“…2010; Cressier et al, 2009), antibacterial (Foroumadi et al, 2007;Dubey et al, 2012), antidepressant (Yusuf et al, 2008;Clerici and Pocar, 2001), antidiabetic (Pattn et al, 2011;Lee et al, 2010), antifungal (Liu et al, 2008;Xu et al, 2013), anticonvulsant (Siddiqui et al, 2013;Sharma et al, 2014), and antiinflammatory effects (Dekhane et al, 2011;Amir et al, 2007). In particular, a few of differently substituted 1,3,4-thiadiazoles have been found to exhibited anticancer activities (Hamama et al, 2013;Hosseinzadeh et al, 2013;Zhao et al, 2013;Kumar et al, 2010Kumar et al, , 2011.…”

Section: Introductionmentioning

confidence: 99%

Synthesis and in vitro antiproliferative activity of novel benzisoselenazolone derivatives

et al. 2014

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A series of novel benzisoselenazolone derivatives bearing 1,3,4-thiadiazole moiety were designed, synthesized and evaluated for their in vitro antiproliferative activities against human cancer cell lines SMMC-7721, MCF-7, A549, and normal cell lines L929 by CCK-8 assay.The bioassay results demonstrated that most of the tested compounds showed potent antitumor activities, and some compounds exhibited better effects than positive control ebselen and ethaselen against various cancer cell lines. Among these compounds, compound 7l showed significant antiproliferative activity against SMMC-7721 cells, with IC 50 values of 2.18 lM. Compound 7j exhibited the best inhibitory effect against MCF-7 cells, with IC 50 values of 2.89 lM. Compounds 7e and 7i displayed highly effective antitumor activities against A549 cells, with IC 50 values of 2.33 and 2.33 lM, respectively. Furthermore, most of the tested compounds showed weak cytotoxic effect against the normal cell lines L929. The pharmacological results suggest that the substituents of benzoylmethylthio-moiety at position-2 on 1,3,4-thiadiazole are vital for modulating antiproliferative activities against various tumor cell lines.

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“…1,3,4-Thiadiazoles are an important class of heterocyclic bioactive compounds with a broad range of biological activities such as antioxidant, 5,6) antibacterial, 7,8) antidepressant, 9,10) antidiabetic, 11,12) antifungal, 13,14) anticonvulsant, 15,16) anti-inflammatory, 17,18) anticholinesterase, 19) antileishmanial, 20) inhibition of human protoporphyrinogen oxidase. 21) In particular, a large number of 1,3,4-thiadiazole derivatives display interesting antitumour activities in vitro and in vivo conditions.…”

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confidence: 99%