Synthesis of new 2,5-disubstituted-1,3,4-thiadiazole derivatives and their in vivo anticonvulsant activity

A series of 2,5-disubstituted-1,3,4-thiadiazole derivatives were synthesized by the reaction of 3-(2-cyanopropan-2-yl)-N-(5-(piperazine-1-yl)-1, 3,4-thiadiazol-2-yl)benzamide with various sulfonyl chlorides and evaluated for their anticonvulsant activity in MES test. Rotorod method was employed to determine the neurotoxicity. The purity of the compounds is confirmed on the basis of their elemental analysis. The structures of all the new compounds are established on the basis of 1H NMR and mass spectral data. Out of fifteen compounds, three were found to be potent anticolvunstants. The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg)

Synthesis of new 2,5-disubstituted-1,3,4-thiadiazole derivatives and their in vivo anticonvulsant activity

A series of 2,5-disubstituted-1,3,4-thiadiazole derivatives were synthesized by the reaction of 3-(2-cyanopropan-2-yl)-N-(5-(piperazine-1-yl)-1, 3,4-thiadiazol-2-yl)benzamide with various sulfonyl chlorides and evaluated for their anticonvulsant activity in MES test. Rotorod method was employed to determine the neurotoxicity. The purity of the compounds is confirmed on the basis of their elemental analysis. The structures of all the new compounds are established on the basis of 1H NMR and mass spectral data. Out of fifteen compounds, three were found to be potent anticolvunstants. The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg)

Lettuce: a promising leafy vegetable with functional properties

Lactuca sativa (lettuce) belongs to Asteraceae family important leafy vegetable known for its medicinal properties. The lettuce is a food that should not lack in our meals, we should keep in mind that its low fat and carbohydrate contents and its high contents of water, it provides caloric power of only 13 Kcal /100gm are very appropriate for weight loss diets. It is rich in minerals, especially potassium that is very necessary to maintain appropriate levels of liquids in the body, together with calcium and phosphorus makes it especially for the correct well being of the bones. It contains selenium, an antioxidant that has a medicinal property in prevention of certain type of cancers, colon, prostrate and lungs. It contains many necessary amino acids for the formation of the proteins, alanine, and necessary for the construction of muscular and nervous tissues, glycine for the correct operation of immunological system. The most of therapeutic properties of this plant is due to sesquiterpene lactones- lactucin, lactucopicrin the most bioactive compound of Lactuca sativa. This review mainly focuses on the pharmacological action of the Lettuce and active constituents for the wide spectrum biological properties, such as anti-oxidant, anti-inflammatory, anti-microbial, analgesic, neuroprotective and sedative properties etc. Since Lettuce has medicinal therapeutic potential its usage in dietary supplementation can be exploited. Lettuce has also acquired a folk reputation. More clinical studies are needed to further asses the efficiency and safety in therapeutic applicatio

4-[(E)-(2,4-Difluoro­phen­yl)(hydroxy­imino)meth­yl]piperidinium picrate

The title compound, C12H15F2N2O+·C6H2N3O7 −, a picrate salt of 4-[(E)-(2,4-difluoro­phen­yl)(hydroxy­imino)meth­yl]piper­idine, crystallizes with two independent mol­ecules in a cation–anion pair in the asymmetric unit. In the cation, a methyl group is tris­ubstituted by hydroxy­imino, piperidin-4-yl and 2,4-difluoro­phenyl groups, the latter of which contains an F atom disordered over two positions in the ring [occupancy ratio 0.631 (4):0.369 (4)]. The mean plane of the hydr­oxy group is in a synclinical conformation nearly orthogonal [N—C—C—C = 72.44 (19)°] to the mean plane of the piperidine ring, which adopts a slightly distorted chair conformation. The dihedral angle between the mean plane of the 2,4-difluoro­phenyl and piperidin-4-yl groups is 60.2 (3)°. In the picrate anion, the mean planes of the two o-NO2 and single p-NO2 groups adopt twist angles of 5.7 (2), 25.3 (7) and 8.3 (6)°, respectively, with the attached planar benzene ring. The dihedral angle between the mean planes of the benzene ring in the picrate anion and those in the hydroxy­imino, piperidin-4-yl and 2,4-difluoro­phenyl groups in the cation are 84.9 (7), 78.9 (4) and 65.1 (1)°, respectively. Extensive hydrogen-bond inter­actions occur between the cation–anion pair, which help to establish the crystal packing in the unit cell. This includes dual three-center hydrogen bonds with the piperidin-4-yl group, the phenolate and o-NO2 O atoms of the picrate anion at different positions in the unit cell, which form separate N—H⋯(O,O) bifurcated inter­molecular hydrogen-bond inter­actions. Also, the hydr­oxy group forms a separate hydrogen bond with a nearby piperidin-4-yl N atom, thus providing two groups of hydrogen bonds, which form an infinite two-dimensional network along (011)

Gabapentinium picrate

The title compound {systematic name: [1-(carboxy­meth­yl)cyclo­hexyl]methanaminium 2,4,6-trinitro­phenolate}, C9H18NO2 +·C6H2N3O7 −, was synthesized from picric acid and gabapentin. The crystal packing is stabilized by intra­molecular N—H⋯O=N and N—H⋯O—Ph hydrogen bonds. An O—H⋯O inter­action is also present

Crystal Structure of 2′,3′-Di-O-Acetyl-5′-Deoxy-5-Fluorocytidine with N–H···(O,F) Proton Donor Bifurcated and (C,N)–H···O Bifurcated Acceptor Dual Three-Center Hydrogen Bond Configurations

The title compound, C13H16O6N3F, features a central furan ring containing four carbon atom chiral centers with a 4-amino-5-fluoro-2-oxopyrimidine group, two acetyl groups and a methyl group bonded at the 2,3,4,5 positions, each in an absolute R configuration (2R,3R,4R,5R). It crystallizes in the monoclinic space group C2 with unit cell parameters a = 14.5341(3), b = 7.26230(10), c = 16.2197(3) Å, β = 116.607(2)°, Z = 4. An extensive array of intra and inter molecular hydrogen bond interactions dominate crystal packing in the unit cell highlighted by a relatively rare three-center proton-bifurcated donor N–H···(O,F) hydrogen bond interaction in cooperation with a second, (C,N)–H···O bifurcated acceptor three-center hydrogen bond in a supportive fashion. Additional weak Cg π-ring inter molecular interactions between a fluorine atom and the 4-amino-5-fluoro-2-oxopyrimidine ring in concert with multiple donor and acceptor hydrogen bonds significantly influence the bond distances, bond angles and torsion angles of the deoxy-5-fluorocytidine group. Comparison to a MOPAC computational calculation provides support to these observations

Synthesis and in vitro biological activity of N-(5-amino-2-methylphenyl)-4-(3-pyridyl)-2-pyrimidinamine derivatives

A series of novel N-(5-amino-2-methylpheny1)-4-(3-pyridy1)-2-pyrimidinamine derivatives, 4(a-f) were synthesized by the reaction of N-(5-amino-2-methylpheny1)-4-(3-pyridy1)-2-pyrimidinamine with various ketones in order to determine their in vitro antimicrobial activities against clinically isolated strains. The antioxidant activity was also determined by diphenylpicrylhydrazyl (DPPH) radical scavenging assay method. The chemical structures were confirmed by elemental analyses, UV-Vis, FT-IR and H-1 NMR spectral studies. The synthesized compounds 4b, 4c and 4e showed moderate antimicrobial activity compared to standard drugs against bacterial and fungal strains tested. The compounds, 4b and 4c showed good antioxidant activity in diphenylpicrylhydrazyl (DPPH) radical-scavenging assay method

Synthesis of N-5-aryl-1,3,4-oxadiazole-2-ylmethyl-4-methoxyaniline derivatives and their anticonvulsant activity

A series of some new 2,5-disubstituted-1,3,4-oxadiazoles 4(a-i) have been conveniently synthesized by intramolecular oxidative cyclization of (E)-2-(arylbenzylidene)-2-(4-methoxyphenyl)aminoacetohydrazides promoted by iodobenzene diacetate as an oxidant. The structures of the synthesized compounds have been confirmed by 1H and 13C NMR, IR, MS, and elemental analysis. All the newly synthesized compounds were screened for their anticonvulsant activity against maximal electroshock (MES) seizure method. Compounds 4g, 4d, and 4a were found to be the most potent of this series. The same compounds showed no neurotoxicity at the maximum dose administered. © 2013 B. N. Prasanna Kumar et al

Synthesis and biological activities of Schiff bases of gabapentin with different aldehydes and ketones: a structure--activity relationship study

A series of novel gabapentin derivatives 6a--k and 7a--f were synthesized, and their biological activities were determined. The chemical structures were confirmed by elemental analyses, UV--visible, FT-IR, and 1H NMR spectral studies. The structure--activity relationships (SAR) for anticonvulsant and antioxidant activities were discussed. Compounds 7a--f were evaluated for their possible anticonvulsant activity by Maximal Electroshock Seizure (MES) test, and their neurotoxic effects were determined by rotorod test. Majority of the compounds were active in MES tests. Compounds 7b and 7e showed good protective effect from seizure when compared to standard drug, phenytoin (100 mg/kg). The same compounds showed no neurotoxicity at the maximum dose administered (100 mg/kg). Most of the novel compounds showed DPPH radical scavenging activity, where compounds 6f, 6j, and 7a were the best radical scavengers (IC50 was about 60 μg/ml)

Synthesis of indazole substituted-1,3,4-thiadiazoles and their anticonvulsant activity

Objectives: To synthesize a new series of indazole substituted-1,3,4-thiadiazole derivatives 7(a-l) and test the anticonvulsant activity against maximal electroshock (MES) seizure model in male Wistar rats. Methods: New compounds were synthesized by the reaction of indazole substituted-1,3,4-thiadiazoles with various sulfonyl chlorides. The purity of the compounds was confirmed on the basis of their elemental analysis. Chemical structures of all the new compounds were established by 1H NMR and mass spectral data. Anticonvulsant study was done by MES seizure model and rotorod method was employed to determine the neurotoxicity. Results: All the compounds were synthesized in good yield. Out of twelve compounds, 7b and 7d are found to be most potent of this series. The same compounds showed no neurotoxicity at the maximum dose administered (100mg/kg). Conclusions: The results obtained justify the usage of these compounds from their promising anticonvulsant activity. Further studies are needed to fully characterize the toxicity and the mechanisms involved with the anticonvulsant activity and neurotoxicity of these compounds