Synthesis, analgesic and anti-inflammatory activities of novel mannich bases of benzimidazoles

Kumar, Neeraj; Sharma, Chandra Shekhar; Ranawat, Mahendra Singh; Singh, Himanshu; Chauhan, Lalit Singh; Dashora, Nipun

doi:10.1007/s40005-014-0145-0

Cited by 17 publications

(12 citation statements)

References 13 publications

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“…1-(Substitutedphenylaminomethyl)-3-(2-(4-(2-oxochroman-3-yl)thiazol-2-yl)hydrazono)indolin -2-ones were synthesized by treating 3-(2-(4-(2-oxochroman-3-yl) thiazol-2-yl) hydrazono) indolin-2-one (3) with substituted aromatic amines and formaldehyde in ethylene glycol as depicted in Figure 1. Prepared compounds were elucidated by FT-IR, 1 H-NMR, 13 C-NMR, mass and elemental analysis. In general, absorption bands due to two -NH group appeared in the IR spectra at around 3200 cm -1 .…”

Section: Chemistrymentioning

confidence: 99%

“…Non-steroidal anti-inflammatory drugs (NSAIDs) are a profound application for the treatment of inflammatory diseases and pain. The NSAIDs are the choice of treatment in various inflammation and pain related problems such as osteoarthritis, rheumatoid arthritis, spondylitis and gout [1][2][3]. A mechanism based action of these drugs are exerted through the inhibition of cyclooxygenase type of enzymes, a principal enzyme which is used in the conversion of arachidonic acid to prostaglandin [4][5][6].…”

Section: Introductionmentioning

confidence: 99%

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An Improved Synthesis of Key Intermediate to the Formation of Selected Indolin-2-ones Derivatives Incorporating Ultrasound and Deep Eutectic Solvent (DES) Blend of Techniques, for Some Biological Activities and Molecular Docking Studies

Imran

AfrozBakht

Abida

et al. 2019

The 23rd International Electronic Conference on Synthetic Organic Chemistry

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We have developed a new idea to synthesize key intermediate molecule by utilizing deep eutectic solvent (DES) and ultrasound in a multistep reaction to ensure process cost-effective. Key intermediate (3) and final compounds (4a–n) were synthesized in a higher yield of 95% and 80–88% respectively. Further, final compounds (4a–n) were assessed for their anti-inflammatory, analgesic, ulcerogenic and lipid peroxidation. The compounds 4f, 4g, 4j, 4l, and 4m showed good anti-inflammatory activity, while 4f, 4i, and 4n exhibited very good analgesic activity as compared to the standard drug. The ulcerogenicity of selected compounds was far less than the indomethacin. The ligands had also shown a good docking score (4f = −6.859 and 4n = −7.077) as compared to control indomethacin (−6.109).State-of-art DFT theory was used to validate the lipid peroxidation mechanism of the active compounds which was in good agreement with the variations of BDEs and IP of the tested compounds.

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Section: Chemistrymentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

An Improved Synthesis of Key Intermediate to the Formation of Selected Indolin-2-ones Derivatives Incorporating Ultrasound and Deep Eutectic Solvent (DES) Blend of Techniques, for Some Biological Activities and Molecular Docking Studies

Imran

AfrozBakht

Abida

et al. 2019

The 23rd International Electronic Conference on Synthetic Organic Chemistry

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“…Sethi, R Arora, S Jain, N Jain, S 108 18) A series of novel mannich bases of 2-substituted benzimiazoles were synthesized by the reaction of 2-substituted benzimidazoles with corresponding aldehyde and acetophenones and evaluated for analgesic and anti-inflammatory activity (Kumar et al, 2015) 21)…”

Section: )mentioning

confidence: 99%

Mannich Bases of 2-Substituted Benzimidazoles – A Review

Sethi

Arora

Jain³

et al. 2015

JPTRM

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Mannich bases are the end products of mannich reaction and are known as beta amino ketone carrying compounds. Mannich reaction is a carbon carbon bond forming nucleophilic addition reaction which helps in synthesizing N-methyl derivatives and many other drug molecules. Mannich base derivatives of benzimidazoles possess many pharmacological properties such as anti-oxidant, anti-inflammatory, anticancer, antiviral, anthelmintic and play an important role in medical field. As these drugs are clinically useful in treatment of microbial infections and exhibit other therapeutic activities also, so this encouraged the development of more potent, novel and clinically significant compounds. In this review synthesis and various biological activities of new mannich bases of benzimidazole derivatives reported is discussed.

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“…The heterocyclic compounds are considering very important compound in many fields like the agriculture, industry and medicine application, the benzimidazole compounds are derivatives from the heterocyclic compounds Benzimidazole can be described as fused bicycle between benzene and imidazole. The first synthesis of benzimidazole had been reported during 1872 by Hoebrecker whom synthesized 2,5-dimethylbenzimidazole and 2,6dimethylbenzimidazole by the reduction of 2-nitro-4 methylacetanilide [1,2] the benzimidazoles and their derivatives exhibited remarkable biological activity and significant pharmacophore structure in therapeutic activities like antiulcers [3], antihypertensives, analgesic, anti-inflammatory [4,5], antiviral ] 7 , 6 [ , antifungals [8], anticancers ] 9 -11 [ , and…”

Section: Introductionmentioning

confidence: 99%

Synthesis, Antibacterial and Antifungal Activities for Novel Derivatives of 2,2'-(((1-benzylbenzoimidazol-2-yl)methyl)azanediyl)bis(ethan-1-ol)

Jarallah¹,

Ali²,

Shakir³

et al. 2019

IHJPAS

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The compound 2,2'-(((1H-benzo(d)imidazol-2-yl)methyl)azanediyl)bis(ethan-1-ol) was reacted with benzyl bromide to afford compound (1) which used as row material to prepare a series of compounds through condensation reaction, the starting compound were reacted with tosyl chloride to protect the OH group to afford compound 2, then reacted benzyl bromide to produce compound (2), then the compound (2) treated with three compounds ( 2-mercaptobenzthiazole, 2-mercaptobenimidazol and 2-chloromethyl benzimidazole) to form compounds 3a,b, 4a,b and 5a,b respectively. In the another step the click reaction of compound 2,2'-(((1H-benzo(d)imidazol-2-yl)methyl)azanediyl)bis(ethan-1-ol) with Propargyl bromide produce compound 6 which reacted with sodium azide or benzyl azide to afford the compounds 7 and 8. The synthesized compounds were characterized and measured the physical properties via the FT-IR, HNMR, besides to the CHN analysis. These newly compounds were screened their antibacterial and antifungal activity. Compounds 1, 2a and 8 showed significant antibacterial activity as well these compounds exhibited either low or moderated antifungal activity.

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Synthesis, analgesic and anti-inflammatory activities of novel mannich bases of benzimidazoles

Cited by 17 publications

References 13 publications

An Improved Synthesis of Key Intermediate to the Formation of Selected Indolin-2-ones Derivatives Incorporating Ultrasound and Deep Eutectic Solvent (DES) Blend of Techniques, for Some Biological Activities and Molecular Docking Studies

An Improved Synthesis of Key Intermediate to the Formation of Selected Indolin-2-ones Derivatives Incorporating Ultrasound and Deep Eutectic Solvent (DES) Blend of Techniques, for Some Biological Activities and Molecular Docking Studies

Mannich Bases of 2-Substituted Benzimidazoles – A Review

Synthesis, Antibacterial and Antifungal Activities for Novel Derivatives of 2,2'-(((1-benzylbenzoimidazol-2-yl)methyl)azanediyl)bis(ethan-1-ol)

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