Synthesis and anticonvulsant properties of triazolo- and imidazopyridazinyl carboxamides and carboxylic acids

Moreau, Stéphane; Coudert, Pascal; Rubat, Catherine; Vallee-Goyet, Danielle; Gardette, D.; Gramain, Jean-Claude; Couquelet, J.

doi:10.1016/s0968-0896(98)00057-1

Cited by 36 publications

(17 citation statements)

References 13 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…All data are consistent with an important role of α1-containing GABA A receptors in mediating sedative effects and part of anticonvulsant activity and amnesic action; α2-and/or α3-containing GABA A receptors in mediating the anxiolytic-like action of benzodiazepines; α5-containing GABA A receptors are important for the cognitive effects and/or in the neurobehavioral action of alcohol (Moreau et al, 1998;Beguin et al, 2004;Kuzmanovic et al, 2009).…”

Section: Introductionsupporting

confidence: 68%

Design, synthesis and biological evaluation of some novel benzimidazole derivatives for their potential anticonvulsant activity

Jain¹,

Sharma²,

Rajak

et al. 2010

Arch. Pharm. Res.

View full text Add to dashboard Cite

Selective GABA(A) receptor ligands are widely used clinically to reduce the occurrence of convulsions. Hence there is an intense interest in developing new benzimidazole derivatives demonstrating high selectivity and high affinity for GABA(A) receptors. With the purpose of designing new chemical entities with an enhanced binding affinity for GABA(A)/BZd receptor complex, we carried out a QSAR study on benzotriazine derivatives. We studied 28 potent GABA(A) receptor ligands; derivatives of benzotriazines, using a combination of various tested physicochemical, steric, electronic and thermodynamic descriptors to determine the quantitative correlation between binding affinity and structural features. The developed and validated final model showed a good correlative and predictive ability expressed by a squared correlation co-efficient (r(2)) of 0.954. The equation indicated that the binding affinity is strongly dependent upon the thermodynamic properties (CDE, DDE and PC). Correlation between these properties and anticonvulsant activity was used to synthesize compounds possessing potent anticonvulsant activity. Most of the compounds showed an ability to inhibit the maximum electroshock (MES) and pentylenetetrazole (PTZ)-induced convulsions. Compound 1A, i.e. 2-(4-Chloro-phenyl)-5-nitro-1H-benzimidazole exhibited maximum activity in both the convulsion models.

show abstract

Section: Introductionsupporting

confidence: 68%

Design, synthesis and biological evaluation of some novel benzimidazole derivatives for their potential anticonvulsant activity

Jain¹,

Sharma²,

Rajak

et al. 2010

Arch. Pharm. Res.

View full text Add to dashboard Cite

show abstract

“…IR spectra were recorded (in KBr) on a FT-IR1730 (Bruker, Switzerland), 1 H NMR and 13 C NMR spectra were measured on a AV-300 (Bruker, Switzerland), and all chemical shifts were given in ppm relative to tetramethysilane. Mass spectra were measured on an HP1100LC (Agilent Technologies, USA).…”

Section: Chemistrymentioning

confidence: 99%

“…1) [10,11]. The hypothesis was that a triazole ring may have higher affinity for the receptor and enhance anticonvulsant activity, and there were some similar design reports [12,13]. Chau et al [14].…”

Section: Introductionmentioning

confidence: 97%

Synthesis and anticonvulsant activity of a new 6-alkoxy-[1,2,4]triazolo[4,3-b]pyridazine

Guan

Sui

Deng

et al. 2010

European Journal of Medicinal Chemistry

View full text Add to dashboard Cite

“…Pyridazine derivatives possess many activities like vasorelaxant [4], anti-convulsant [5], anti-hypertansive [6] and recently antioxidant [7]. 8-amino-5-chloro-7-phenylpyrido [3,4-d]pyridazine-1,4-(2H,3H) dione detects superoxide, peroxynitrite and hydrogen peroxide in cell free systems as well as in isolated mitochondria [8].…”

Section: Introductionmentioning

confidence: 99%

Screening and evaluation of antioxidant activity of some pyridazine derivatives

Çalişkan-Ergün

Şüküroğlu

Çoban

et al. 2008

Journal of Enzyme Inhibition and Medicinal Chemistry

View full text Add to dashboard Cite

Antioxidants are compounds that can delay, inhibit, or prevent the oxidation of materials that can be oxidized by scavenging free radicals and help in diminishing oxidative stress. They belong to different chemical classes. Recently there are studies related to pyridazinone derivatives for their antioxidant activities. Since there are evidences implicates reactive oxygen species and nitric oxide as mediators of inflammation and/or tissue damage in inflammatory and arthritic disorders it was though that compounds that have both antioxidant and anti-inflammatory activities would have been essential for the inflammatory diseases. Based on these findings a series of 2H-pyridazine-3-one and 6-chloropyridazine analogues that have antiinflammatory activity was tested in vitro on superoxide formation and effects on lipid peroxidation were determined against atocopherol. Most of the compounds have strong inhibitory effect on superoxide anion (between 84% -99%) at 10 23 M concentration. In addition, these compounds showed similar activity to a-tocopherol at 10 23 M concentrations.

show abstract

Synthesis and anticonvulsant properties of triazolo- and imidazopyridazinyl carboxamides and carboxylic acids

Cited by 36 publications

References 13 publications

Design, synthesis and biological evaluation of some novel benzimidazole derivatives for their potential anticonvulsant activity

Design, synthesis and biological evaluation of some novel benzimidazole derivatives for their potential anticonvulsant activity

Synthesis and anticonvulsant activity of a new 6-alkoxy-[1,2,4]triazolo[4,3-b]pyridazine

Screening and evaluation of antioxidant activity of some pyridazine derivatives

Contact Info

Product

Resources

About