Substituted 2-phenyl-benzimidazole derivatives: novel compounds that suppress key markers of allergy

Richards, Mark L.; Lio, Shirley Cruz; Sinha, Anjana; Banie, Homayon; Thomas, Richard J.; Major, Michael A.; Tanji, Mark; Sircar, J. C.

doi:10.1016/j.ejmech.2006.03.014

Cited by 31 publications

(10 citation statements)

References 53 publications

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“…The library of adamantane derivatives studied was greatly expanded in subsequent work that was also directed towards identifying the mechanism of action of these compounds. 238 The similar potency of the active compounds against multiple responses in different cell types suggests a highly conserved target integral to the cells that have been utilized, probably the Golgi or the endoplasmatic reticulum. The active structures had a strong preference for terminal large lipophilic groups, e. g., adamantane moieties.…”

Section: The First Hit: Adamantane Derivatives As Antivirals and Amentioning

confidence: 99%

The Lipophilic Bullet Hits the Targets: Medicinal Chemistry of Adamantane Derivatives

Wanka¹,

Iqbal²,

Schreiner³

2013

Chem. Rev.

564

475

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Section: The First Hit: Adamantane Derivatives As Antivirals and Amentioning

confidence: 99%

The Lipophilic Bullet Hits the Targets: Medicinal Chemistry of Adamantane Derivatives

Wanka¹,

Iqbal²,

Schreiner³

2013

Chem. Rev.

564

475

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“…In another study, Avanir Pharmaceuticals developed a compound with potent anti-IgE activity, AVP 13358 [2-(4-adamantanecarboxamido)phenyl)-N-(pyridin-2-yl)-1H-benzoimidazole-5-carboxamide], bearing an amide linker; IgE plays a role in various inflammatory conditions (Figure 35) [54]. The compound 2-cyclohexylamino-1(4-methoxyphenyl)benzimidazole exhibited potent anti-inflammatory activity according to Taniguchi et al (1993) [55].…”

Section: Miscellaneousmentioning

confidence: 99%

Structure–Activity Relationship Analysis of Benzimidazoles as Emerging Anti-Inflammatory Agents: An Overview

et al. 2021

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A significant number of the anti-inflammatory drugs currently in use are becoming obsolete. These are exceptionally hazardous for long-term use because of their possible unfavourable impacts. Subsequently, in the ebb-and-flow decade, analysts and researchers are engaged in developing new anti-inflammatory drugs, and many such agents are in the later phases of clinical trials. Molecules with heterocyclic nuclei are similar to various natural antecedents, thus acquiring immense consideration from scientific experts and researchers. The arguably most adaptable heterocyclic cores are benzimidazoles containing nitrogen in a bicyclic scaffold. Numerous benzimidazole drugs are broadly used in the treatment of numerous diseases, showing promising therapeutic potential. Benzimidazole derivatives exert anti-inflammatory effects mainly by interacting with transient receptor potential vanilloid-1, cannabinoid receptors, bradykinin receptors, specific cytokines, 5-lipoxygenase activating protein and cyclooxygenase. Literature on structure–activity relationship (SAR) and investigations of benzimidazoles highlight that the substituent’s tendency and position on the benzimidazole ring significantly contribute to the anti-inflammatory activity. Reported SAR analyses indicate that substitution at the N1, C2, C5 and C6 positions of the benzimidazole scaffold greatly influence the anti-inflammatory activity. For example, benzimidazole substituted with anacardic acid on C2 inhibits COX-2, and 5-carboxamide or sulfamoyl or sulfonyl benzimidazole antagonises the cannabinoid receptor, whereas the C2 diarylamine and C3 carboxamide substitution of the benzimidazole scaffold result in antagonism of the bradykinin receptor. In this review, we examine the insights regarding the SARs of anti-inflammatory benzimidazole compounds, which will be helpful for researchers in designing and developing potential anti-inflammatory drugs to target inflammation-promoting enzymes.

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“…They form many intra-and inter-molecular weak interactions, leading to secondary and tertiary structures in biological molecules [32]. 2-Aminobenzimidazole derivatives have applications in cancer therapy [33], and in allergic sickness [34], among others. Benzoxazole derivatives are used as analgesics [35], fungicides and insecticides [36], or as models for calcymicin [37].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and structure of dithiocarbonimidates derived from aromatic heterocycles: Role of weak interactions in the preferred conformation

Peña-Hueso

Téllez

Vieto-Peña

et al. 2010

Journal of Molecular Structure

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Substituted 2-phenyl-benzimidazole derivatives: novel compounds that suppress key markers of allergy

Cited by 31 publications

References 53 publications

The Lipophilic Bullet Hits the Targets: Medicinal Chemistry of Adamantane Derivatives

The Lipophilic Bullet Hits the Targets: Medicinal Chemistry of Adamantane Derivatives

Structure–Activity Relationship Analysis of Benzimidazoles as Emerging Anti-Inflammatory Agents: An Overview

Synthesis and structure of dithiocarbonimidates derived from aromatic heterocycles: Role of weak interactions in the preferred conformation

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