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315210-31-2

315210-31-2 Structure

315210-31-2 Structure
IdentificationBack Directory
[Name]

1H-Benzimidazole-1-acetic acid, 2-[1-(4-hydroxyphenyl)ethylidene]hydrazide
[CAS]

315210-31-2
[Synonyms]

1H-Benzimidazole-1-acetic acid, 2-[1-(4-hydroxyphenyl)ethylidene]hydrazide
[Molecular Formula]

C17H16N4O2
[MOL File]

315210-31-2.mol
[Molecular Weight]

308.34
Chemical PropertiesBack Directory
[density ]

1.28±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)
[pka]

8.69±0.30(predicted)
Hazard InformationBack Directory
[Uses]

MAO-A/B-IN-3 (Compound 12) stands out as a key dual MAO-AChE inhibitor, displaying excellent multi-target efficacy against MAO-A, MAO-B, and AChE with IC50 values of 67 nM, 29 nM, and 1370 nM respectively. MAO-A/B-IN-3 is adept at altering the A site (hydrophobic ring) and C site (semicarbazone chain) within ketone amine-based MTDLs to bolster the inhibitory potential against MAO-A/B while notably diminishing activity against AChE. MAO-A/B-IN-3 is poised for research applications in the field of neurodegenerative diseases[1].
[in vivo]

MAO-A/B-IN-3 (Compound 12) (20 mg/kg; i.p.; 60 min) increases the immobility period of animals and thus emerged as CNS depressants[1]. MAO-A/B-IN-3 (Compound 12) (30 mg/kg; i.p.; 30min) possesses significant anxiolytic activity and a few compounds displayed superior activity compared to the reference drug diazepam[1]. MAO-A/B-IN-3 (Compound 12) (30 mg/kg; i.p.; 0.5h and 4h) is non-neurotoxic up to 4 h in male Male albino mice[1].

[IC 50]

MAO-A: 67 nM (IC50); MAO-B: 29 nM (IC50); AChE: 1370 nM (IC50)
[References]

[1] Kumar S, et al. Benzimidazole-derived carbohydrazones as dual monoamine oxidases and acetylcholinesterase inhibitors: design, synthesis, and evaluation[J]. Journal of Biomolecular Structure and Dynamics, 2023: 1-20. DOI:10.1080/07391102.2023.2224887
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