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Vol. 36 No. 10 (2024): Vol 36 Issue 10, 2024

Copyright (c) 2024 Vitthal T. Borkar, R. R. Sangpal, B.B. Bahule, Snehal S. Latpate, Varsha Marathe

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Rapid Iodination Kinetic Studies of o-Toluidine in Aqueous Medium: A Pharmacokinetic Insight from QSAR and Molecular Docking of its Iodo Product with Cytochrome P450

https://doi.org/10.14233/ajchem.2024.32547
R.R. Sangpal
Department of Chemistry, Nowrosjee Wadia College (Affiliated to Savitribai Phule Pune University), Pune-411001, India
https://orcid.org/0009-0005-2481-1830
Vitthal T. Borkar
Department of Chemistry, Nowrosjee Wadia College (Affiliated to Savitribai Phule Pune University), Pune-411001, India
https://orcid.org/0000-0003-2468-4446
B.B. Bahule
Department of Chemistry, Nowrosjee Wadia College (Affiliated to Savitribai Phule Pune University), Pune-411001, India
https://orcid.org/0009-0002-9307-3278
Snehal S. Latpate
Department of Chemistry, Nowrosjee Wadia College (Affiliated to Savitribai Phule Pune University), Pune-411001, India
https://orcid.org/0000-0002-0138-1218
Varsha Marathe
Department of Chemistry, Nowrosjee Wadia College (Affiliated to Savitribai Phule Pune University), Pune-411001, India
https://orcid.org/0009-0003-4863-5232

Corresponding Author(s) : Vitthal T. Borkar

vt.borkar@gmail.com

Asian Journal of Chemistry, Vol. 36 No. 10 (2024): Vol 36 Issue 10, 2024

Abstract

The kinetic data of uncatalyzed rapid iodination of o-toluidine using molecular iodine in aqueous medium was investigated by employing hydrodynamic voltammetry (HV) technique. The frequency factor, activation energy and entropy change accompanying the reaction were evaluated. The reaction followed second order kinetics that had a half-life of 90 s and specific reaction rate 888.87 M s–1 at 22.1 ºC. The iodo product was formed via the green route in the aqueous solvent. The physico-chemical characteristics, lipophilicity, water solubility and pharmacokinetic parameters were derived by QSAR analysis. The docking of the iodo product with cytochrome P450 exhibited steric and physiological complementarity of the ligand-protein interface through hydrogen bonding and pi-pi stacking interactions, indicating that the product exhibited metabolic activity was similar to the existing drugs.

Keywords

Iodoproduct Rapid kinetics Hydrodynamic voltammetry Pharmacokinetics QSAR Molecular docking
Sangpal, R., Borkar, V. T., Bahule, B., Latpate, S. S., & Marathe, V. (2024). Rapid Iodination Kinetic Studies of o-Toluidine in Aqueous Medium: A Pharmacokinetic Insight from QSAR and Molecular Docking of its Iodo Product with Cytochrome P450. Asian Journal of Chemistry, 36(10), 2461–2466. https://doi.org/10.14233/ajchem.2024.32547
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