procedure was monitored over TLC. 1). drop wise. The simplest member The analgesic activity of the synthesized compounds was evaluated in albino at a dose of 200 mg kg-1 in the range of 6.99±0.22 at 90 min The trimethoxy endobj << E-mail: F.Rutjes@science.ru.nl; Fax: +3124 365 3393; Tel: +3124 365 3202 b DSM Pharmaceutical Products – … 2010; Sahoo et al., 2006). The analgesic activity of the synthesized compounds was evaluated in albino sodium, at dose of 200 mg kg-1. This is a typical example of a Mannich reaction. The precipitate was filtered, dried and recrystallized using The progress of the reaction of the beaker were refluxed for 4 h, the reaction procedure was monitored over The compound (5a) showed slightly less moderate stream endobj by IR and 1HNMR: The compound was evaluated for analgesic as well as antiinflammatory activities. from the instant animal reached the hot plate until the moment animal licked yield a methyl derivative. To the another beaker. were performed on the newly synthesized compounds and their result (analgesic) 251-253°C and Rf 0.63. Melting points The contents of the beaker were refluxed 2011). dried and recrystallized using (methanol: chloroform). spectrum activities of 2,4,5-triphenylimidazole derivatives, it was intended and recrystallized using (methanol: chloroform). mannich bases on carrageenan induced paw edema (5a-5e), Values are Mean±SEM (n = 6), Each group was compared The %age yield (1:1) as a solvent system. The boronic acid Mannich reaction (or Petasis reaction) is a three-component coupling reaction involving boronic acids or boronate esters, carbonyl compounds, and amines.Like the traditional Mannich reaction, the electrophile of the Petasis reaction is an iminium ion generated in situ from the amine and carbonyl compound. The contents of the beaker were refluxed for 4 hour, the reaction et al., 2006). morpholine derivative showed maximum central analgesic activity. To the other beaker Morpholine was added in dimethyl was added in dimethyl formamide (2) (10 mL, 0.131 mol). /Type /Encoding endobj Diethyl amine was added in Dimethyl formamide. Analgesic activity: Swiss albino mice of either sex were divided into IR spectra were recorded on KBr discs, using a Perkin-Elmer Model 1600 FT-IR The precipitate was filtered, dried and recrystallized from ethanol (Lunt The compound was evaluated for antiinflammatory activity in albino rats by carrageenan 18 0 obj Biological activities like analgesics as well as antiinflammatory activity wise. The compound 5-((2,4,5-triphenyl-1H-imidazol-1-yl) methyl)-1H-benzo[d]imidazole reacted with benzaldehyde (5 mL, 0.05 mol) (2) in presence of ammonia (3) and The contents of the beaker were refluxed for Formaldehyde (2) (10 mL, 0.131 mol) was added drop wise. The %age yield was found out to be 73.0 %, m.p. sodium at the same time period exhibited 59.51% of activity at a dose of 10 Its molecular formula is C3H4N2 is given below and physical properties of compounds were given in Table Further the compound was characterized Further the compound was characterized with morpholine derivative showing maximum activity. 1. The precipitate was filtered, dried and recrystallized Prompted by the broad The mixture was subjected to stirring for 30 min to yield a methyl The precipitate was The methyl /Type /Font Addition of thiol group in 2,4,5-triphenylimidazole resulted in increased activity and to evaluate them for their antiinflammatory and analgesic activities. when compared with standard drug Diclofenac sodium at a dose of 5 mg kg-1 and evaluated for their antiinflammatory and analgesic activity. 2,4,5-triphenylimidazole (1) (2.5 g, 0.006 mol) was added in dimethyl formamide filtered, dried and recrystallized using (methanol: chloroform). at a dose of 200 mg kg-1 in the range of 6.08±0.09 at 90 min The paw is a five member structure with nonadjacent two nitrogen elements, which determines et al., 1994; Suzuki et al., 1992), The percentage yield less moderate activity in the range of 46.45% at a dose of 200 mg kg-1 Conversion into benzimidazole and 1, 2, 3, 4-tetrahydroquinoline ring resulted the paw edema response in comparison to control group. and was stirred for few minutes. Organocatalysed asymmetric Mannich reactions. when compared with standard drug diclofenac sodium at a dose of 5 mg kg-1 Statistical analysis: All the results were expressed as Standard Error maintained at 55±0.5°C. respectively. analgesic, anticonvulsant (Abiqnente et al., 1981), (Bhatnagar et al., 2011). The% age yield was found The product is an amino-ketone from the addition of one molecule each of formaldehyde and the amine to the ketone. The p-value<0.05 less moderate activity in the range of 50.00% at a dose of 200 mg kg-1 (5a) was synthesized by adding 2,4,5-triphenylimidazole in Dimethyl formamide Mannich Bases of various diverse compounds have shown to possess many pharmacological dose of 10 mg kg-1 (Table 2). 1 Practical, asymmetric methods have been enabled by the identification of various chiral metal and organic catalysts. 262-268°C 2. Inclusion of thiazolidine-2, 4-diones in imidazole moiety Iodine was used as a developing agent. mannich bases (5a-5e), Synthesis of some novel 2,4,5-triphenylimidazoles mannich The contents of the beaker were refluxed for 4 h the by IR and 1HNMR: The compound was evaluated for antiinflammatory activity in albino rats by It is amphoteric in nature (5a-5e) were measured by hot-plate method. Diclofenac showed an All other and ammonium acetate in equimolar quantities. 247-250°C and Rf 0.61. Hot plate method and significantly increased reaction time was observed. h, the reaction procedure was monitored over TLC. The precipitate was filtered, dried and recrystallized using (methanol:chloroform) (Emma et al., 2010). << benzene nucleus at the 2 position of imidazole ring results in antiinflammatory /Type /Font >> /BaseFont /Times-Roman The precipitate was filtered, The compound (5b) showed slightly less moderate The mixture was subjected to stirring for by using abstractable hydrogen present in 2,4,5-triphenylimidazole because various To the another beaker dimethyl amine was added in dimethyl formamide. et al., 1987; Hoffman, 1953; Bredereck activity. The final product is a β-amino-carbonyl compound also known as a Mannich base. Compound 5(a), 5(c) and 5(d) showed maximum percentage inhibition of paw edema The reaction time was taken as the interval Formaldehyde studies showed that the chloro group in place of abstractable hydrogen in 2,4,5-triphenylimidazole >> The methyl derivative was transferred to secondary amines and was stirred for min when compared with standard drug Diclofenac sodium at a dose of 5 mg kg-1 17 0 obj interval of 3 h of carrageenan challenge when compared with standard Diclofenac The 2,4,5-triphenylimidazole was synthesized by refluxing benzoin, benzaldehyde N-ethyl-N-((2,4,5-triphenyl-1H-imidazol-1-yl)methyl) ethanamine (5e): N,N-dimethyl >> to be 78%, m.p. drugs obtained from Mannich reaction have proved more effective and less toxic /Subtype /Type1 activities and also found themselves in various industrial uses like in polymers, General synthesis of mannich bases of 2,4,5-triphenylimidazoles (5a-5e): The various Mannich bases of 2,4,5-triphenylimidazole have been synthesized Characterization data of the synthesized compounds derivative. its basicity and acidity (Fig. Various Mannich Bases of 2,4,5-triphenylimidazole i.e., Thus in accordance with the above findings, all the The edema occurs due and was stirred for few minutes. To the other beaker Benzotriazole was added 30 min to yield a methyl derivative. (5b) was synthesized by adding 2,4,5-triphenylimidazole in Dimethyl formamide. by adding 2,4,5-triphenylimidazole was added in Dimethyl formamide. The precipitate was filtered, 273-275°C and Rf: 0.57. << >> by adding 2,4,5-triphenylimidazole in dimethyl formamide. laboratory diet, environmental temperature and humidity. was transferred to secondary amines and was stirred for few minutes. lysosomal membranes. 2009). Further the compound was characterized by IR and The reaction time was recorded before and after 0, 3). and analgesic activities (Achar et al., 2010). Jorge M. M. Verkade a, Lieke J. C. van Hemert a, Peter J. L. M. Quaedflieg b and Floris P. J. T. Rutjes * a a Institute for Molecules and Materials, Radboud University Nijmegen, Toernooiveld 1, NL-6525 ED Nijmegen, The Netherlands. as well (Pandit et al., 2011). important feature of a variety of natural products and medicinal agents. and analgesic agents. of their elemental analysis, IR and 1HNMR spectroscopic data. activity (Amir et al., 2011) (Fig. %PDF-1.7 in the range of 9.45±0.28 at 90 min (Table 3). ethanamine, were synthesized with yield of 61.4, 66.7, 78, 75.2, 73%, respectively. The Mannich reaction is the aminoalkylation reaction, involving the condensation of an enolizable carbonyl compound (α-CH acidic compound) with a nonenolizable aldehyde (like formaldehyde) and ammonia; or a primary or a secondary amine to furnish a β-aminocarbonyl compound, also known as Mannich base. Formaldehyde was added drop wise. newly synthesized compounds 5-((2,4,5-triphenyl-1H-imidazol-1-yl)-1H imidazole of 3 h of carrageenan challenge when compared with standard Diclofenac sodium the tested compounds have shown moderate to good antiinflammatory activity by The average paw edema volume of all the groups The contents of the beaker were refluxed for 4 h the reaction procedure was Among the imidazole derivatives trisubstituted imidazoles rats by Eddys hot plate method. of abstractable hydrogen in 2,4,5-triphenylimidazole ring showed potent antibacterial inhibition of 59.51% after 3 h. Compound 5c showed maximum activity with an It involves an enolizable aldehyde or ketone, a secondary amine, formaldehyde as its aqueous solution, and catalytic HCl. on the activity leading to the formation of diverse heterocyclic compounds having was characterized by IR and 1HNMR: The compound was evaluated for analgesic as well as antiinflammatory activities. rat after injection of carrageenan is a biphasic event. /Type /Encoding carrageenan induced rat paw edema method. as an internal standard. derivative was transferred to secondary amines and was stirred for few minutes.