A kinetic and mechanistic study on oxidation of Isoniazid drug by alkaline diperiodatocuprate(III) - A free radical intervention

Suresh D. Kulkarni, Sharanappa T. Nandibewoor

Research output: Contribution to journalArticle

18 Citations (Scopus)

Abstract

The kinetics of oxidation of isoniazid (INH) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium at a constant ionic strength of 0.05 mol dm-3 has been studied spectrophotometrically. The reaction showed first order kinetics both in [DPC] and [INH] and negative less than unit order, both in alkali and periodate concentrations under the experimental conditions. Intervention of free radicals was observed in the reaction. Products of the reaction, isonicotinic acid and copper(II) have no effect on the rate of reaction. Ionic strength and dielectric constant did not affect the rate of reaction. Based on the observed orders and experimental evidences, a mechanism involving the monoperiodatocuprate(III) (MPC) as the reactive oxidant species has been proposed. The main products were identified by I.R, N.M.R. and GC-MS spectral studies. The reaction constants involved in the mechanism were evaluated. Investigations at different temperatures allowed the determination of the activation parameters with respect to the slow step of proposed mechanism. The mechanism proposed and the derived rate laws are consistent with the observed kinetics.

Original languageEnglish
Pages (from-to)1034-1039
Number of pages6
JournalTransition Metal Chemistry
Volume31
Issue number8
DOIs
Publication statusPublished - 01-11-2006

Fingerprint

Isoniazid
Free radicals
Free Radicals
Ionic strength
Oxidation
Kinetics
Isonicotinic Acids
Pharmaceutical Preparations
Alkalies
Oxidants
Copper
Rate constants
Permittivity
Chemical activation
Nuclear magnetic resonance
Acids
Temperature

All Science Journal Classification (ASJC) codes

  • Inorganic Chemistry

Cite this

@article{1fcd91076a304bc58e8a98b4d8bfa4cb,
title = "A kinetic and mechanistic study on oxidation of Isoniazid drug by alkaline diperiodatocuprate(III) - A free radical intervention",
abstract = "The kinetics of oxidation of isoniazid (INH) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium at a constant ionic strength of 0.05 mol dm-3 has been studied spectrophotometrically. The reaction showed first order kinetics both in [DPC] and [INH] and negative less than unit order, both in alkali and periodate concentrations under the experimental conditions. Intervention of free radicals was observed in the reaction. Products of the reaction, isonicotinic acid and copper(II) have no effect on the rate of reaction. Ionic strength and dielectric constant did not affect the rate of reaction. Based on the observed orders and experimental evidences, a mechanism involving the monoperiodatocuprate(III) (MPC) as the reactive oxidant species has been proposed. The main products were identified by I.R, N.M.R. and GC-MS spectral studies. The reaction constants involved in the mechanism were evaluated. Investigations at different temperatures allowed the determination of the activation parameters with respect to the slow step of proposed mechanism. The mechanism proposed and the derived rate laws are consistent with the observed kinetics.",
author = "Kulkarni, {Suresh D.} and Nandibewoor, {Sharanappa T.}",
year = "2006",
month = "11",
day = "1",
doi = "10.1007/s11243-006-0103-4",
language = "English",
volume = "31",
pages = "1034--1039",
journal = "Transition Metal Chemistry",
issn = "0340-4285",
publisher = "Springer Netherlands",
number = "8",

}

A kinetic and mechanistic study on oxidation of Isoniazid drug by alkaline diperiodatocuprate(III) - A free radical intervention. / Kulkarni, Suresh D.; Nandibewoor, Sharanappa T.

In: Transition Metal Chemistry, Vol. 31, No. 8, 01.11.2006, p. 1034-1039.

Research output: Contribution to journalArticle

TY - JOUR

T1 - A kinetic and mechanistic study on oxidation of Isoniazid drug by alkaline diperiodatocuprate(III) - A free radical intervention

AU - Kulkarni, Suresh D.

AU - Nandibewoor, Sharanappa T.

PY - 2006/11/1

Y1 - 2006/11/1

N2 - The kinetics of oxidation of isoniazid (INH) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium at a constant ionic strength of 0.05 mol dm-3 has been studied spectrophotometrically. The reaction showed first order kinetics both in [DPC] and [INH] and negative less than unit order, both in alkali and periodate concentrations under the experimental conditions. Intervention of free radicals was observed in the reaction. Products of the reaction, isonicotinic acid and copper(II) have no effect on the rate of reaction. Ionic strength and dielectric constant did not affect the rate of reaction. Based on the observed orders and experimental evidences, a mechanism involving the monoperiodatocuprate(III) (MPC) as the reactive oxidant species has been proposed. The main products were identified by I.R, N.M.R. and GC-MS spectral studies. The reaction constants involved in the mechanism were evaluated. Investigations at different temperatures allowed the determination of the activation parameters with respect to the slow step of proposed mechanism. The mechanism proposed and the derived rate laws are consistent with the observed kinetics.

AB - The kinetics of oxidation of isoniazid (INH) by diperiodatocuprate(III) (DPC) in aqueous alkaline medium at a constant ionic strength of 0.05 mol dm-3 has been studied spectrophotometrically. The reaction showed first order kinetics both in [DPC] and [INH] and negative less than unit order, both in alkali and periodate concentrations under the experimental conditions. Intervention of free radicals was observed in the reaction. Products of the reaction, isonicotinic acid and copper(II) have no effect on the rate of reaction. Ionic strength and dielectric constant did not affect the rate of reaction. Based on the observed orders and experimental evidences, a mechanism involving the monoperiodatocuprate(III) (MPC) as the reactive oxidant species has been proposed. The main products were identified by I.R, N.M.R. and GC-MS spectral studies. The reaction constants involved in the mechanism were evaluated. Investigations at different temperatures allowed the determination of the activation parameters with respect to the slow step of proposed mechanism. The mechanism proposed and the derived rate laws are consistent with the observed kinetics.

UR - http://www.scopus.com/inward/record.url?scp=33751191842&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=33751191842&partnerID=8YFLogxK

U2 - 10.1007/s11243-006-0103-4

DO - 10.1007/s11243-006-0103-4

M3 - Article

VL - 31

SP - 1034

EP - 1039

JO - Transition Metal Chemistry

JF - Transition Metal Chemistry

SN - 0340-4285

IS - 8

ER -